small sailboat rental florida

  • 305-619-0140

Private Liveaboard Classes

Florida keys sailing, come sail with us.

small sailboat rental florida

Proud Member of the ASA

At Florida Keys Sailing our specialty is: Private Live Aboard Sailing Classes and Sailing Vacations with just you and your spouse or friends. “Learn to Sail” or take an Advanced Class to develop your skills. Qualified sailors can Charter our boats. A Captain will happily take you and your family on a Day Sailing Trip if you need one. Many sailing classes offered elsewhere crowd you on a boat with a group of total strangers.

At Florida Keys Sailing ALL of our Sailing Classes, Day Sailing Trips, and Private Charters are exactly that…PRIVATE.

No one else except YOUR Party is ever on-board. This means you will learn more by having more time DOING, not WATCHING someone else sail. Dollar for dollar you will find more VALUE in taking your Sailing Courses at Florida Keys Sailing.

Fun on the Waves

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Our Classes

To learn more about the liveaboard classes we offer, visit our classes page

2 DAY BASIC FUNDAMENTALS OF SAILING

Designed for beginners who want the best introduction to the exciting sport of sailing. Students will receive a good understanding of all the “Basic Fundamentals of Sailing”. They will leave as very competent Crew Members.

3 DAY BASIC KEELBOAT “LEARN TO SAIL CLASS”

Beginner students will learn to responsibly be the Skipper of a Day Sailing Keelboat in familiar waters in moderate wind and sea conditions. Classes available are year round on demand based on your travel plans.

5 DAY BASIC COASTAL CRUISING OR 101 & 103

Students will learn to responsibly skipper and crew an auxiliary powered cruising sailboat during daylight hours within sight of land in moderate wind conditions. This Private Live Aboard Class is taught aboard our Catalina 30' or Irwin 34 Offered all year on demand based on your travel plans.

5 DAY BAREBOAT CRUISING OR 103 & 104

Charter a cruising sailboat during daylight hours in most wind and sea conditions. This Private Live Aboard Class is taught aboard our Irwin 34. Offered all year on demand based on your travel plans. 5 Days and 4 Nights…Privately Living aboard at our Dock

3/1 DAY ADVANCED COASTAL CRUISING OR 106

Cruise a sailboat during nighttime hours in most wind and sea conditions. A Private Live Aboard Class is held aboard our Catalina 30 or Irwin 34. Offered all year on demand based on your travel plans. 3 Days and 3 Nights…Privately Living Aboard

7 DAY BAREBOAT CRUISING OR 101, 103 &104

Charter a cruising sailboat during daylight hours in most wind and sea conditions. This Private Live Aboard Class is taught aboard our Irwin 34 This is the Class the Bareboat Charter Companies want you to have. Offered all year long on demand based on your travel plans. 7 Days and 6 Nights…Privately Living Aboard at our Dock

3 DAY FAST TACK TO CRUISING ASA 101 & 103

It’s the fastest and least expensive way to get the first 2 – ASA Certifications. Both combined into a 3 Day / 2 Night Live aboard Class. Prior sailing experience before enrolling is advised.

5 - DAY FAST TACK TO BAREBOAT CRUISING ASA 101, 103 & 104

It’s the fastest and least expensive way to get these 3 - ASA Certifications. All 3 are combined into a 5 Day / 4 Night – Live aboard Class. Prior sailing experience before enrolling is advised. A second student enrolls for FREE!

Testimonials

Daysailing & charters, we offer both daysailing and charters, click below to learn more.

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  • SAILING LOCATION: Keys Fisheries & Marina 35th St Gulfside, MM 49 Marathon, FL 33050
  • By Mail: Florida Keys Sailing 5171 Overseas Hwy #504407 Marathon, FL 33050
  • By E-Mail: [email protected]
  • By Telephone: 305-619-0140
  • Marathon Chamber of Commerce
  • Get Knotted - Animated Knots
  • Sombrero Lighthouse Data and Marine Forecast

Copyright© 2020 Florida Keys Sailing™, LLC

Sailboats Unlimited

Bareboat and Crewed Sailing Charters

Bareboat and Crewed Sailing Charters in Naples, Florida since 1985!

Crewed Sailing Charters

Choose from a 2 hour “taste of sailing”, a half-day “jaunt along the beach” sailing the wind, a full day “adventure to Marco Island” sightseeing or romantic sunset or moonlight cruise.

Bareboat Charters

Let us help you plan a complete Florida sailing vacation from a simple overnight to a couple of weeks

Types of Charters

Choose your desired charter.

small sailboat rental florida

When choosing a sailing charter, you want to choose with confidence. Established in Naples in 1985, providing romantic getaways, sunset/sunrise trips, once in a lifetime sailing experiences for families on vacation, and corporate team building adventures.

About sailboats unlimited, naples most trusted sailboat chartering company since 1985.

small sailboat rental florida

The best experience you will have while visiting beautiful Naples, Florida

Located in sunny Naples, Fl, we have specialized in crewed sailing charters, bareboat sailing charters, yacht deliveries, and yacht maintenance since 1985.

When visiting Naples, FL or any of the surrounding areas, you have the opportunity to take our sailboats out onto the beautiful gulf. Let us charter you and your guest, or reserve the entire yacht for your guest. Sunset and moonlight cruises, half day and full day cruises. We have something for every scenario.

Our bareboat yacht charters are on boats ranging from 34′ to 42′. Half day to weekly bareboat charters are available. Preliminary checkout available by phone or fax. Prices vary depending on vessel. 34′ ocean racers and up to 42′ luxury cruising yachts. Large parties can be accommodated, with up to 16 on the Danmark, a 40′ Sloop U.S. Coast Guard inspected vessel.

Enjoy the unique Florida experience sightseeing and watching the dolphins at play. Kick back and be pampered or you take the helm. Free sailing instruction during the charter.

Dolphins

small sailboat rental florida

Private & Shared Sailing Charters

Sunset sail key west.

Have the sea to yourself with Sunset Sail Key West—chartered sailing trips led by us, tailored to you.

small sailboat rental florida

Get inspired with our most popular trips!

Private sunset sail.

small sailboat rental florida

Chillout Lilypad Sail

small sailboat rental florida

Key West Daysail

small sailboat rental florida

Sunset Sail on When & If

small sailboat rental florida

Privates Charters

Discover your perfect private charter.

Set out on a snorkeling, stargazing, or sunset sail, or build your own custom trip. Romance, relax or unwind from the privacy of your own chartered sailboat.

small sailboat rental florida

Shared Trips

Come together on a shared charter.

Rise above the crush of the crowds and set sail on a unique shared sunset charter, with a few friends you haven’t met yet. A personable local crew and captain will treat you to a stunning sunset view from the deck of an unforgettable vessel– General Patton’s elegant, private schooner When and If.

small sailboat rental florida

Three Classic Boats

View our fleet.

We sail a fleet of three vintage sailboats, each with their own unique charm and appeal. A custom sloop, a classic ketch, and a historic schooner are waiting to make memories with you on the crystal clear waters of Key West. Each boat is suited to different types of outings, so take a moment to get acquainted with our vessels.

Real. Fun. Sailing.

small sailboat rental florida

When And If is back at beautiful Stock Island Marina!

small sailboat rental florida

Check Out Our Ship's Store!

small sailboat rental florida

Wreckers' Race Season Is Back!

small sailboat rental florida

Hello, Sailor! Don’t miss out on the latest Sunset Sail news & offers.

small sailboat rental florida

Friends of SSKW

Legal & safety.

Sailing Yacht Charter Florida Sailboat Charters & Rentals

Top-rated yacht charters in florida - preselected yacht rentals:.

Sailboat Sun Odyssey 410 for rent in Vinoy Resort Marina

Sailboat Sun Odyssey 410 for rent in Vinoy Resort Marina

  • Sun Odyssey 410 [Yacht Price incl. Taxes]
  • Barbeque Grill
  • Yacht Insurance
  • Final cleaning
  • Damage waiver
  • Cancellation insurance
  • VAT or sales tax
  • Credit Card Payments (surcharge)

Yacht Dufour 430 available for charter in Saint Petersburg

Yacht Dufour 430 available for charter in Saint Petersburg

  • Dufour 430 [Yacht Price incl. Taxes]

Sailboat Dufour 430 for rent in Saint Petersburg

Sailboat Dufour 430 for rent in Saint Petersburg

Sailing boat Sun Odyssey 440 available for charter in Saint Petersburg

Sailing boat Sun Odyssey 440 available for charter in Saint Petersburg

  • Sun Odyssey 440 [Yacht Price incl. Taxes]
  • Cockpit cushion
  • Outboard engine for dinghy

Yacht Sun Odyssey 440 for hire in Key West

Yacht Sun Odyssey 440 for hire in Key West

  • Barbeque Grill (gas)

Sailboat Dufour 470 for rent in Saint Petersburg

Sailboat Dufour 470 for rent in Saint Petersburg

  • Dufour 470 [Yacht Price incl. Taxes]
  • Skipper (food not included)

Yacht Hunter 290 for hire in Tarpon Point Marina

Yacht Hunter 290 for hire in Tarpon Point Marina

  • Hunter 290 [Yacht Price incl. Taxes]
  • Rubber Dinghy

Sailing yacht Catalina 350 for charter in Vinoy Resort Marina

Sailing yacht Catalina 350 for charter in Vinoy Resort Marina

  • Catalina 350 [Yacht Price incl. Taxes]

Yacht Catalina 309 for rent in Saint Petersburg

Yacht Catalina 309 for rent in Saint Petersburg

  • Catalina 309 [Yacht Price incl. Taxes]

Sailing boat Hunter 31 for hire in Saint Petersburg

Sailing boat Hunter 31 for hire in Saint Petersburg

  • Hunter 31 [Yacht Price incl. Taxes]

Sailboat Hunter 40 available for charter in Saint Petersburg

Sailboat Hunter 40 available for charter in Saint Petersburg

  • Hunter 40 [Yacht Price incl. Taxes]

Sailing yacht Catalina 350 available for charter in Saint Petersburg

Sailing yacht Catalina 350 available for charter in Saint Petersburg

Sailing boat Island Packet 31 for rent in Tarpon Point Marina

Sailing boat Island Packet 31 for rent in Tarpon Point Marina

  • Island Packet 31 [Yacht Price incl. Taxes]

Sailing yacht Catalina 36 for hire in Cape Coral

Sailing yacht Catalina 36 for hire in Cape Coral

  • Catalina 36 [Yacht Price incl. Taxes]

Sailing boat Hunter 290 available for charter in Saint Petersburg

Sailing boat Hunter 290 available for charter in Saint Petersburg

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Rent the best Florida Keys sailboats

  • Sailboat Rentals
  • Florida Sailboat Rentals
  • Florida Keys

Our top sailboat rentals

Rent a Robertson & Caine catamaran in Miami, FL near me

Luxury Sailing Catamaran in Brickell

Rent a Beneteau USA cruiser in Miami, FL near me

A unique experience in MIAMI

Rent a Beneteau USA catamaran in Miami, FL near me

Luxury Catamaran Lagoon 42

Rent a Sailing Catamaran catamaran in Miami, FL near me

Sailing Cataraman 48ft "Bubble" | Sound-bath, Yoga and Meditation

Rent a Catalina sloop in Key Largo, FL near me

Key Largo, FL

Set Sail on a 22' Catalina Adventure in the Florida Keys

Rent a Catamaran Cruiser catamaran in Key Largo, FL near me

Sailing Catamaran in the Tropical Florda Keys and Everglades Sunsets

Rent a Catamaran Cruiser catamaran in Key Largo, FL near me

Relentless -35' Edel Sailing Cat

Rent a Catalina daysailer & weekender in Key Largo, FL near me

Catalina 250 - Sailing in Florida Everglades & Florida Keys

Rent a Catalina daysailer & weekender in Key Largo, FL near me

Sail on the Florida Bay and Everglades on our 22 Catalina

Rent a Morgan by Catalina classic in Key Largo, FL near me

Key Largo Sail The Everglade & More

Rent a Catalina daysailer & weekender in Key Largo, FL near me

22 Catalina Key Largo Bay Sailing Adventures

Rent a Leopard catamaran in Miami Beach, FL near me

Miami Beach, FL

Explore the waters of Miami aboard 60' Leopard 2021

Rent a Beneteau USA sloop in Miami, FL near me

Luxury 47 feet Beneteau Yacht - Miami

Rent a Beneteau USA sloop in Miami, FL near me

Sailing Adventures and Relaxing Cruises

How to rent a sailboat in florida keys, find the perfect boat.

Enter your desired location and date to explore our fleet of sailboats.

Select a captain

Choose to drive yourself or select a USCG licensed captain.

Book with ease

Connect with your boat owner and complete your booking online.

Enjoy your day on the water with friends and family!

Why Boatsetter?

As the global leader in peer-to-peer boat rentals, Boatsetter offers an easy, safe and accessible way to experience on-the-water adventure. With boat rentals in 600+ locations, finding a boat is easy and with the option to tap into the largest network of USCG licensed captains, boating experience is not required.

Boating with Boatsetter

Get out on the water worry-free, knowing our insurance covers every boating trip

Choosing the right boat rental platform is essential to your peace of mind while on the water. That's why we've gone the extra mile to focus on safety through our exclusive partnership with GEICO Marine and BoatUS. As the first and only boat rental marketplace to offer insurance on every peer-to-peer rental, you are protected during all rentals with insurance coverage and on-water assistance through TowBoatUS.

Got questions?

Frequently asked questions

What makes Boatsetter different from other boat rental platforms?

What makes Boatsetter different is peace of mind. Boatsetter is the first and only boat rental marketplace to offer insurance on every peer-to-peer boat rental. We know choosing the right boat rental platform is essential to your experience while on the water. That's why we've gone the extra mile to focus on safety through our exclusive partnership with GEICO Marine and BoatUS. As the first and only boat rental marketplace to offer insurance on every peer-to-peer rental, you are protected during all rentals with insurance coverage and on-water assistance through TowBoatUS.

How to rent a boat on Boatsetter?

At Boatsetter, our mission is to make getting out on the water as easy as possible. With our intuitive booking system, you can rent a boat as soon as today. -First, you must determine your budget and the type of boat you want to rent. -Next, decide where you would like to boat and the kind of boat you would like to spend the day on. -Finally, determine if you will be needing a boat captain and reach out to the boat owner. That’s it! You’re officially on your way to a fantastic day out on the water.

How much does it cost to rent a boat?

The cost to rent a boat depends on whether you are renting for a half-day or a full day, the boat features and the boat size can impact your boat rental price. Rental prices can range from $200 to $1,000 plus depending on the boat rental itself and the length of time of the rental.

How many people can fit on the boat rental?

The number of people who can fit on boat rental largely depends on the boat’s size and how many life jackets are on board. Currently the coast guard allows a maximum of 10-12 people on a Boatsetter boat rental.

How much does it cost to rent a yacht?

The cost of renting a yacht depends on the boat’s size and the amount of time you’ll use the yacht. The onboard amenities and luxurious accommodations also dictate the price. You can contact our yacht specialists for a custom quote by visiting https://www.boatsetter.com/luxury-yacht-charters .

How old do you have to be to rent a boat?

You must be 18 years old to rent a captained boat and 25 years old if you would like to rent a bareboat charter.

Do I need a boating license to rent a boat?

Boating license requirements vary from state to state. As a renter, you are responsible for understanding local state requirements.

Can you rent a yacht for the day?

Boatsetter allows you to rent a yacht for the day. Single-day yacht rentals are available for a select number of yachts. To chat with a yacht specialist please visit https://www.boatsetter.com/luxury-yacht-charters .

Can you rent a yacht for the week?

Boatsetter allows its customers to rent a yacht for the week. Renting a yacht for a week gives you more access to the wide range of yachts available on our platform. You can either book a rental directly through the site or connect with one of our charter specialists to plan your trip here: https://www.boatsetter.com/luxury-yacht-charters .

Can you rent a yacht for the month?

Booking a month-long yacht rental is a detailed and hands-off process when working with our team of yacht charter specialists. We tailor each yacht charter to our client's specific wants and needs. Our luxury yacht charter specialists can be reached at (954) 715-4114 or by visiting https://www.boatsetter.com/luxury-yacht-charters .

How to rent a private yacht?

Renting a private yacht is a very detailed experience that caters to your exact needs while onboard one of our luxury yachts. To plan your private yacht rentals experience please visit https://www.boatsetter.com/luxury-yacht-charters .

How much does it cost to rent a pontoon boat?

The cost of renting a pontoon boat depends on the size, location, and rental time of the boat. Prices can range anywhere from $200 for a half-day rental or just under a $1,000 for longer rentals.

How much does it cost to charter a yacht?

The cost to charter a yacht varies depending on the boat size and the length of the charter. Prices typically range from less than $1,000 to $5,000 plus if you’re wanting to charter the yacht overnight.

How much does it cost to rent a boat for the day?

The cost of renting a boat for the day on average ranges from $200 to $1200. The cost to rent a boat varies depending on the size of the boat and the length of time that you will be using the boat.

How does the boat insurance work?

Boat insurance typically covers loss caused by things such as fire, sinking, storms, and collisions. The extent of the coverage varies depending on the policy.

Do I need my own insurance to rent a boat?

You do not need boat insurance when renting with Boatsetter. Coverage is provided under the Peer-to-Peer Boat Rental Policy, which is underwritten by GEICO Marine Insurance Company. The policy was written from the ground up as a stand-alone recreational boat rental insurance policy covering the period of time that the boat is being rented and is available for all non-commercially insured boats.

Does Boatsetter screen renters?

Yes. We use a system called Cognito to ensure that payment information matches the renter's identity. We also require renters taking out a captained boat to be at least 18 years old and on a bareboat to be at least 25 years old.

Is listing my boat on Boatsetter free?

Yes! Listing a boat is completely free. We only take a commission when your boat is rented. We only make money when you do!

What if I'm not comfortable having a renter drive my boat?

If you are not comfortable having a renter drive your boat, we have an expansive network of licensed and experienced captains. Once your boat is listed, you can filter through our network of captains and favorite captains in your area that you would like to operate your boat.

Top destinations for sailboat rentals

Miami

Top sailboat rentals reviews in Florida Keys, FL

small sailboat rental florida

Luxury Sailing...

Beautiful boat. Liam was wonderful. My kids had a blast. Honestly it was exactly what we hoped it would be. ...

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Catalina 250 -...

Great communication and very accommodating. Very helpful with local knowledge for safe and legal boating.

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Our experience was beyond beautiful! The boat was lovely and our captain, Arthur, was amazing! He made sure we had...

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Had an amazing day on Aaron’s boat with our captain Emiliano! Easy, fun and had everything we needed to have a good...

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The boat was beautiful and clean. The captain was very nice. He was very respectful of our desire to sit quietly on...

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Explore the...

This was the perfect boat for my friends and I. The open concept allowed us to be together and enjoy each other more...

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Awesome trip, beautiful boat and great Captain. Will definitely use again!

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A unique...

The sail was great! Rod is a welcoming and easy going captain with a full command of a comfortable boat for 6. He's a...

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We had a great time on the catamaran. Captain Liam was super chill. Can’t wait to make another trip back to Miami. We...

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Perfect day. I so appreciate that our captain took extra care to be sure my 94-year-old uncle had a phenomenal day...

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Our group had an amazing time out on the water with Captain Emiliano! Thank you for the great service and I’ll be...

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Enjoyed our time and will definitely book again if we return to Miami.

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Sailboat Rentals in Florida Keys, FL

Browse by make.

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Boatsetter lets you make money renting out your sailboat. Peace of mind and insurance is included in every rental, and you choose who rents your sailboat.

Ready to set sail?

Search and find the perfect boat.

Need assistance?

Get in touch with one of our success experts.

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Florida Yachts Charters Logo

READY. SET. SAIL THE FLORIDA KEYS

At the end of a 110-mile-long chain of islands, stretched like a string of pearls across a Caribbean blue sea lies charmed Key West, it is here you will find Florida Yachts Charters. We are a boutique yacht charter company that specializes in Crewed and Bareboat Charter, ASA Sailing Instruction and Yacht Management. Experience the best of sailing the Florida Keys with a well maintained fleet of yachts, local knowledge and expertise, a warm island welcome and the personal touches of a luxury yacht charter.

Captained Charter

Sit back, relax, and let the professionals do all the work. Charter the yacht of your choice and connect with one of our experienced crew for your carefree sailing vacation in the Florida Keys. Want a full-service chef, we can help with that too!

Learn to Sail

Let us show you the ropes. Do you dream of owning or bareboat chartering your own sailing yacht one day? We are an accredited ASA Sailing School offering fully private courses for high quality one on one time with your instructor. Customize your itinerary and turn your Florida Keys sailing vacation into a great educational opportunity for you and your family.

Bareboat Charter

Raise the sails. With a bareboat charter i f you have the experience, then enjoy the freedom of captaining your own yacht on your own Florida Keys adventure. Explore our fleet of sailing monohulls and catamarans.

Yacht Management

If you are dreaming of enjoying the luxury of keeping your yacht in paradise then join our curated fleet of well maintained charter yachts. We will be happy to consult with you about our yacht management options in the Florida Keys.

[email protected] 305-934-5295

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Destination and charter fleet updates, special offers, and more

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An expert will find you the best offers

Sailboat rental in State of Florida, United States

The state of Florida in the United States is home to some of the most popular boating destinations and cities such as Miami and Fort Lauderdale. While these areas offer many boats, Miami and the Florida Keys have some beautiful sailing conditions, which makes sailboat rental in Florida particularly popular.

Pricing and Info on renting a sailboat in Florida.

To rent a sailboat in Florida, prices cost around £500 for the day, while renting a sailboat in Florida for a week will average at around £4000. These prices vary however, due to the type of boat and the time of year you want to go.

Sailboat availability in Florida

Because Florida is sunny year-round, it does not follow the conventional sailing season. The peak season will typically run from December deep into February, but sailing still goes strong into May. If you’re looking to avoid the influx of tourists, then sailing in the months of April and May is perfect for you. Outside of this period, you’ll still have plenty of sunshine, but you’ll also have heavier periods of rain and humidity. Even in the low season sailing is very popular in Florida, and so you should always book far in advance.

Do I need a license to rent a sailboat in Florida?

To rent a sailboat in Florida, you do not need a license, however, if you were born on or after January 1st of 1988 you will need to obtain a Boating Safety Education Identification Card, which will require you to complete an approved Boating Safety Course. Also, if you are 18 years old or younger, you cannot rent any sort of watercraft.

If you do not have a licence or sailing experience, you can rent any of our sailboats with a captain from our catalogue. When you rent a captained sailboat, you can relax and enjoy your trip. The captains help you to get to know the places you visit by boat in depth.

Overview of Florida

Undoubtedly one of the best areas to sail in the USA is Florida. With the sunshine year-round, you’ll always have perfect conditions to explore this beautiful state by boat. Due to its geographical position, it’s a sailor's paradise with an endless coastline that is available. If you’re living in the US, it’s the perfect place close to home; if you live abroad, it is more than recommended to make the trip.

In Florida, you’ll have several options for where to rent a boat. One of the most popular destinations to sail in Florida is the Florida Keys. Rent a boat in Key West, here you will have access to some of the best island hopping and you will be able to create a unique journey. Seeing the different islands and several coves is a highlight of any vacation. If you plan on sailing in the Florida Keys, chartering a yacht for at least is the right way to go.

Besides the Florida Keys, you’ll also be able to rent a boat in Fort Lauderdale. Fort Lauderdale is the perfect departure point for seeing the coast of Florida. Because of its location, you’ll have access to hot spots like Miami or sail down to the Florida Keys. Either way, you’ll surely have the perfect sailing holiday in Florida.

Due to the popularity of sailing in Florida, it is no wonder sailboat rental is so popular, as the sailing conditions are some of the bests you will find in the US, particularly in the Bay of Florida, with Miami and the Florida Keys, in particular, being a popular area to rent a sailboat.

Sailing areas around Florida:

  • Florida Keys
  • Fort Lauderdale

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The Best Sailboat Rentals in Florida

Browse, book, and get out onto the water with local captains and boat owners., our favorite sailboat rentals in florida.

4.8 (970 reviews)

  • Boat Rentals

the United States

Sunset Sails: Explore the Open Waters of Tampa, Florida

Sunset Sails: Explore the Open Waters of Tampa, Florida

Cabbage Key, Captiva Day Trip 1-6 people Captained

Cabbage Key, Captiva Day Trip 1-6 people Captained

22ft Pontoon Suntracker Party Barge DLX 10 people in Bay Pines. Gas included!

22ft Pontoon Suntracker Party Barge DLX 10 people in Bay Pines. Gas included!

2017 Robertson and Caine Leopard 40 - Luxury Catamaran

2017 Robertson and Caine Leopard 40 - Luxury Catamaran

50ft Catamaran Charter with Water Toys - Deerfield/Boca Raton, FL

50ft Catamaran Charter with Water Toys - Deerfield/Boca Raton, FL

Stiletto 30 Catamaran for Dolphin Watching, Sunsets, Snorkeling in Destin

Stiletto 30 Catamaran for Dolphin Watching, Sunsets, Snorkeling in Destin

Catamaran Party Boat 50' (42-Person Max) Includes: Captain and Crew

Catamaran Party Boat 50' (42-Person Max) Includes: Captain and Crew

The Ultimate Catamaran Party Boat | Up to 49 Passengers!

The Ultimate Catamaran Party Boat | Up to 49 Passengers!

PONTOON IN HAULOVER  Final Price No Hidden Fees 1h Free On Week Days 10ppl

PONTOON IN HAULOVER Final Price No Hidden Fees 1h Free On Week Days 10ppl

38’ Lagoon Catamaran Charter In Miami, Florida

38’ Lagoon Catamaran Charter In Miami, Florida

Day Sails and Sunset Cruises - Downtown St. Petersburg, FL - 44' Yacht

Day Sails and Sunset Cruises - Downtown St. Petersburg, FL - 44' Yacht

Luxury Catamaran located in Downtown Miami

Luxury Catamaran located in Downtown Miami

Suggested searches, types of boats popular in florida.

yacht

From mid-size to mega yachts, these luxury boats are great for groups and celebrations

₽8,140-₽124,300

pontoon

Perfect for casual cruising, sandbar stops, swimming, and parties

₽4,520-₽40,680

tours

Explore local waters with a boat rental dedicated to sightseeing and exploration

₽4,520-₽54,240

fishing-charter

  • Fishing Charters

Let a captain do the driving while you do the fishing

₽4,520-₽42,490

fishing-boat

Fishing Boats

Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts

₽4,520-₽45,200

jet-ski

Fast, fun, and easy to operate, these are a guaranteed good time on the water

₽4,970-₽36,160

kayak

Who says you need a motor to have fun on the water?

₽1,360-₽72,770

wakeboat

Wakeboarding Boats

A high-octane powerboat designed and outfitted for wakeboard towing

₽6,780-₽29,830

houseboat

All the comforts of home out on the water, for multi-day boat trips

₽7,230-₽117,070

snorkle

Get off the boat and into the water with offshore snorkeling trips

₽6,330-₽33,450

rafting

A high-energy adventure for the whole family

₽4,520-₽24,860

diver

Explore the ocean depths with trained boat operators

Top Sailboat Rental Locations Near Florida

Miami , Florida

912 listings

Tampa , Florida

443 listings

Miami Beach , Florida

423 listings

Hollywood , Florida

265 listings

Clearwater , Florida

Saint Petersburg , Florida

Most Popular Yacht Rentals in Florida

ENJOY MIAMI IN AZIMUT 84' SATISFACTION!

ENJOY MIAMI IN AZIMUT 84' SATISFACTION!

Enjoy your day on The Rodman 44' Luxury Yacht!!

Enjoy your day on The Rodman 44' Luxury Yacht!!

SEA RAY 50' PRIVATE YACHT! GET 1HR FREE Monday-Thursday!

SEA RAY 50' PRIVATE YACHT! GET 1HR FREE Monday-Thursday!

Enjoy De Antonio 35FT Miami DIOR Special Edition!!

Enjoy De Antonio 35FT Miami DIOR Special Edition!!

Most popular pontoon rentals in florida.

Brand NEW 22FT Godfrey Pontoon with 75HP Suzuki engine

Brand NEW 22FT Godfrey Pontoon with 75HP Suzuki engine

Pontoon Summer Fun Island Hop Sandbar  cooler ice float mat included party!!

Pontoon Summer Fun Island Hop Sandbar cooler ice float mat included party!!

New 2024 Harris Breeze Tritoon 150HP!

New 2024 Harris Breeze Tritoon 150HP!

20' Bennington pontoon, Yamaha 70HP, up to 9 people - gas included!  Bay Pines

20' Bennington pontoon, Yamaha 70HP, up to 9 people - gas included! Bay Pines

Most popular boat tours in florida.

Brand NEW, Double Canopy, Custom Built: Sandbar, Sightsee, Dine & Cruise

Brand NEW, Double Canopy, Custom Built: Sandbar, Sightsee, Dine & Cruise

"Enjoy Miami : Sea Ray 52 Yacht - Big Discounts! Inquire Now for the Best Deal!"

"Enjoy Miami : Sea Ray 52 Yacht - Big Discounts! Inquire Now for the Best Deal!"

Enjoy 55FT Sea Ray Sedan Bridge in Miami Beach!

Enjoy 55FT Sea Ray Sedan Bridge in Miami Beach!

Naples to Keewaydin Private Charter on a NEW Godfrey -  All you need included!

Naples to Keewaydin Private Charter on a NEW Godfrey - All you need included!

Recent reviews in florida.

Leah

Such an amazing experience! From the day I inquired to the moment we got off the boat , Arlo was a great person and made the experience unforgettable! Highly recommend, you won’t regret it and you’ll have the best memories to hold on to. Thank you again!

Such an amazing boat & crew! It was perfect for a bachelorette, tons of space, so laid back, great speaker system and time to swim! Would absolutely recommend

Joseph was an amazing captain and the boat was perfect! He made so many great recommendations and took us to some really great spots. This was such a wonderful way to spend my birthday. Thanks again, Joe!

Arlo is flexible and open for inquiries. Mine was engagement during sunset. So we made it and she said yes) Thanks Arlo, Fair finds and following seas!

Let's go Sailing in Miami!

What an amazing day we had celebrating my dad's birthday! We spent the day sailing and trying out paddle boarding, and Captain Rod made the experience even more enjoyable with his friendliness and great service. The food we ordered was absolutely delicious too!

Ryan

Richard was great. Communicated with me the whole time. The boat was ready when we arrived. Great value for the money.

Top Sailboat Rental Locations in the United States

Los Angeles , California

405 listings

San Francisco , California

70 listings

Honolulu , Hawaii

61 listings

Marina del Rey , California

166 listings

New York , New York

89 listings

Oakland , California

39 listings

How To Book on Getmyboat

Find the right listing for you and your crew, with options for boat types, group size, captained or self-charter, and lots more.

Inquire & Book

Found one you like? Send a rental inquiry with your preferred trip details, and you’ll receive an offer from your captain to book.

Coordinate a pick-up place and time, meet your boat captain, and get out onto the water!

Dive into Our Journal

The Top 10 Most Popular Cities in Florida for Boating

February 21, 2024

The Top 10 Most Popular Cities in Florida for Boating

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The Best Islands in Miami to Visit by Boat

October 18, 2023

The Best Islands in Miami to Visit by Boat

The Carolina Loop: Cruise through a Perfect Weekend of History and Nature on the Water

October 09, 2023

The Carolina Loop: Cruise through a Perfect Weekend of History and Nature on the Water

A Guide to Jet Ski Fishing: Gear, Accessories, and How to Do It!

September 13, 2023

A Guide to Jet Ski Fishing: Gear, Accessories, and How to Do It!

Discover the Best Beaches in Miami: Your Ultimate Guide

September 06, 2023

Discover the Best Beaches in Miami: Your Ultimate Guide

The Ultimate Guide to Weekend Yacht Cruises from Miami

September 05, 2023

The Ultimate Guide to Weekend Yacht Cruises from Miami

Frequently asked questions.

Florida is a great place to rent a boat, and there are many affordable options. The cost for a boat rental in Florida starts at $90/hour for a small motor boat or pontoon . You can find everything from cheap fishing boat rentals to luxury mega yachts to rent in Florida on Getmyboat.

Boat Operators of a boat that is 10 horsepower or greater in Florida who are born after January 1, 1988, must have a Florida Boating Safety Education Identification Card. This card must be with the operator on the boat while underway.

Daily yacht rentals in Florida start at about $500/day but can range up to well over $5,000/day depending on the level of luxury of the yacht and other inclusions such as a captain and crew, catering, and other details.

It varies, but typically, the minimum age to rent a boat in Florida is 18. There is no minimum age requirement to operate a boat in Florida, but personal watercraft operators like jet skis must be at least 14 years old.

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small sailboat rental florida

small sailboat rental florida

Pick A Boat • Call us at 305-296-2554

Sunset Watersports Key West

KEY WEST BOAT RENTALS

Be your own captain, personalize your trip & add a captain for just $250, now $50 off full day rentals, quick   highlights.

Cruise Ship INCLUDES:

Half or Full-Day Rental & Pet Friendly!

Clock START TIME & DURATION:

9am or 1pm, 4 Hour (half Day) or 8 Hours (Full Day)

Map Marker DEPARTURE LOCATION:

Cow Key Marina, 5001 5th Ave, Key West Island

Star Outline REVIEWS:

Over 2,563 5 star reviews, click Here to Read Reviews

Half or Full-Day Rental & Pet Friendly

9am or 1pm, 4 Hour (Half Day) or 8 Hours (Full Day)

Over 2,563 5 star reviews, click to Read Reviews

NEW PONTOON RENTAL   BOATS

EQUIPPED: 115HP, BIMINI TOP, RADIO, COMFORT SEATING & READY FOR YOUR KEY WEST ADVENTURE.

Now $575

EQUIPPED: 115HP, BIMINI TOP, RADIO, COMFORT SEATING. PERFECT FOR YOUR TRIP TO THE SANDBAR

Now $575

key west pontoon boat for rent sunset watersports

22ft Deluxe Pontoon Boat With Lounge Seating EQUIPPED: 115HP, BIMINI TOP, RADIO, COMFORT SEATING & READY FOR YOUR KEY WEST ADVENTURE.

Online Special: $50 off Full Day

  • Full Day Price: $ 625 Now $575
  • Half Day Price: $500
  • Boat Type: Pontoon with lounge
  • Up To 8 People

new key west pontoon rental boat near me

22ft Premier Pontoon Boat With Lounge Seating & Sun Bed EQUIPPED: 115HP, BIMINI TOP, RADIO, COMFORT SEATING. PERFECT FOR YOUR TRIP TO THE SANDBAR

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➔ Half Day – 4 Hours (9AM – 1PM or 1PM – 5PM) ➔ Full Day – 8 Hours (9 AM – 5 PM) ➔ LOWEST Prices Guaranteed ➔ Full-Service Marina Bait, Drinks & More! ➔ 40 Years in Business in Key West ➔ Award-Winning Watersports Company

Book with Confidence

Check available dates:, available rental boats.

NEW BOAT: 22ft Deluxe Pontoon Boat With Lounge Seating EQUIPPED: 115HP, BIMINI TOP, RADIO, COMFORT SEATING & READY FOR YOUR KEY WEST ADVENTURE!

rent a pontoon boat near me

NEW BOAT: 22ft Premier Pontoon Boat With Lounge Seating & Sun Bed EQUIPPED: 115HP, BIMINI TOP, RADIO, COMFORT SEATING. PERFECT FOR YOUR TRIP TO THE SANDBAR!

22ft Hurricane Deck Boat With Upgraded Lounge Seating EQUIPPED: 150HP, BIMINI TOP, RADIO, COMFORT SEATING. DECK BOATS ARE PERFECT FOR ALL TYPES OF TRIPS FROM SANDBARS, SNORKELING, DOLPHIN WATCHING & MORE.

  • Full Day Price: $ 575 Now $525
  • Half Day Price: $450
  • Boat Type: Deck Boat

22ft deck boat rental key west florida (2)

21ft Key West Center Console (Luxury Edition) Sound & Seat Upgrades EQUIPPED: 250HP, BIMINI TOP, RADIO, READY TO FISH. THIS BOAT IS BUILT FOR COMFORT & PERFORMANCE.

  • Full Day Price: $ 600 Now $550
  • Boat Type: Center Console
  • Up To 6 People

key west rental boats

(New) 21ft Nautic Star With Comfort Seating & Ready For Fishing EQUIPPED: 115HP, T-TOP, RADIO, UPGRADE COMFORT SEATING & SOUND. THE PERFECT ALL AROUND ADVENTURE BOAT. READY FOR FISHING, SANDBARS, SNORKELING & MORE

  • Full Day Price: $ 550 Now $500
  • Half Day Price: $400

a boat docked at a dock

21ft Contender Performance & Ready For Fishing EQUIPPED: 200HP, T-TOP, RADIO. THIS BOAT IS READY FOR EVERYTHING FISHING, SNORKELING, SANDBARS & MORE. THE CONTENDER BRAND IS BUILT FOR PERFORMANCE

  • Half Day Price: $475

key west boat rental contender

22ft Cobia Center Console EQUIPPED: 150HP, BIMINI TOP, RADIO, ROD HOLDERS, ONBOARD COOLER. 

  • Full Day Price: $ 525 Now $475

fishing boat rental in key west

19ft Boston Whaler EQUIPPED: 115HP, BIMINI TOP, RADIO, COMFORT SEATING.

boston whaler center console rental boat

15ft Boston Whaler (Cozy Cruiser) EQUIPPED: 60HP, BIMINI TOP, RADIO, COMFORT SEATING. THE PERFECT RENTAL BOAT FOR UP TO 3 PEOPLE.

  •   Full Day Price:  $475  Now $425
  •   Half Day Price: $350
  •   Boat Type: Center Console
  •   Up To 3 People

new rental boat in key west

SEE THE ADVENTURE

boat rentals in key west florida

KEY WEST BOAT RENTAL   DETAILS

Captain your own Key West adventure. We have the largest fleet of rental boats in Key West. Select the boat that best fits your needs. We have everything from pontoons and deck boats with space to lounge to center console fishing boats, all available from our marina in Key West. Our rental boats range in size and space, based on your rental needs. You can rent a small, personal 2 person boat up to a 12 person pontoon. Our boats are perfect for trips to the sandbar, fishing, snorkeling & more.

Now Available: Reserve a floating lil pad mat, snorkel gear, fishing poles and more from our onsite marina store.

Pet Friendly: Dogs are welcome our your boat rentals. 2 Max

Boats are available for rent for half day (4 hours) or full day (8 hours) rentals. Half-day boat rentals must be scheduled at 9 am and returned by 1, or 1 pm and returned by 5 pm. Please note, renters must be 25+ to drive.

Do you want to rent a boat but not familiar with the Key West waterways? No problem, add one of our experienced, local captains for an additional cost (please call our office to reserve at least 3 days in advance. Full-day captain cost is $350 and half-day cost is $250).

This activity is operated by Sunset Boat Rentals & Tours Inc. Rental boats are proudly powered by Mercury

  • Chevron down Rental Requirements
  • A Credit Card Authorization for $1000 is required for deposit.

Guests are responsible for gas. The boat will be filled back up at the marina.

You must be 25 years of age to rent a boat & have previous boating experience.

Dive tanks are not allowed on rental boats per Florida state law.

  • Rental boats must remain within 10 miles from the marina.
  • All guests must be present at check-in to sign liability waivers
  • Chevron down Location

  • Chevron down Florida Boaters Safety Test

Required – Florida Boaters Safety: Florida Law requires everyone born after Jan 1, 1988 to take a boaters safety test to drive a boat. Each driver must present a passed boaters safety test prior to departure. Tests can be taken online, click here.

  • Chevron down Can I Bring Dogs On Your Rental Boats?

Absolutely, feel free to bring your dog with you on your rental boat.

  • Chevron down What We Offer
  • Pontoon Boats
  • Snorkeling Boats
  • Fishing Boats
  • Knowledgable & Friendly Staff With The Best Spots To Explore
  • Great For Family & Group Trips To Local Sandbars & Hotspots
  • Lowest Price Guaranteed
  • Chevron down Our Fleet

Click HERE to view photos of our boats.

  • Half-day – $525 | Full-day – $600
  • Up to 12 people
  • Equipped: 150hp, bimini top, radio, comfort seating
  • Half-day – $500 | Full-day – $575
  • Up to 8 people
  • Equipped: 60hp, bimini top, radio, comfort seating
  • Half-day – $450 | Full-day – $525
  • Equipped: 150hp, bimini top, radio, rod holders, on-board cooler
  • Half-day – $400 | Full-day – $475
  • Up to 6 people
  • Equipped: 115hp, bimini top, radio, comfort seating
  • Half-day – $300 | Full-day – $375
  • Up to 3 people
  • Chevron down Full Service Marina
  • Stock Rock Cafe
  • Live & Frozen Bait & Tackle
  • Convenience Store
  • Snacks & Beverages
  • Snorkel Equipment Rental
  • Fishing Equipment Rental

22ft Deluxe Pontoon Boat With Lounge Seating

  • Dollar Full Day Price: $625 Now $575
  • Dollar Half Day Price: $500
  • Cruise Ship Boat Type: Pontoon with lounge
  • Users Up To 8 People

22ft Premier Pontoon Boat

26ft pontoon boat.

  • Dollar Full Day Price: $650 Now $600
  • Dollar Half Day Price: $525
  • Cruise Ship Boat Type: Pontoon
  • Users Up To 12 People

22ft Deck Boat

  • Dollar Full Day Price: $575 Now $525
  • Dollar Half Day Price: $450
  • Cruise Ship Boat Type: Deck Boat

Key West Center Console

  • Dollar Full Day Price: $600 Now $550
  • Cruise Ship Boat Type: Center Console
  • Users Up To 6 People

21ft Nautic Star

  • Dollar Full Day Price: $550 Now $500
  • Dollar Half Day Price: $400

21ft Contender

  • Dollar Half Day Price: $475
  • Dollar Full Day Price: $525 Now $475

19ft Boston Whaler

15ft boston whaler.

  • Dollar Full Day Price: $475 Now $425
  • Dollar Half Day Price: $350
  • Users Up To 3 People

BOAT RENTAL REVIEWS

sunset watersports key west tripadvisor reviews in key west florida

The boat rental folks at Sunset Watersports were extremely helpful and fun! The crew had winning personalities that made the trip extremely enjoyable and the staff at our boat rental day went out of their way to be helpful during shuttle service and getting us set up with fun GPS coordinates for our pontoon boat rental day. Thank you for the good times!

Absolutely incredible boat rental. The crew were fantastic. Christie and Bridget did a wonderful job at Cow Key Marina. If you want a great boat rental in the Key West area, this is the place to go! We rented a pontoon boat and they directed us to a beautiful sandbar for the best day ever!!

We did a full day rental if the 22 foot center console fishing boat. Service was great before and after rental. I selected the incorrect boat when booking online and called in to change the order. They were very accommodating. Staff was very helpful with pointing out spots to check out and when going over the boat. Built in cooler and swim ladder. Overall a great experience!

Sunset Watersports boat rental crew made it easy to rent. The shop had fishing pole rentals, snorkeling rentals and bait. Helped us download the navionics app on our smartphones and prepared us for what the waterways were like. Great guys!

My wife and I were in Key West to celebrate her birthday. The staff were very helpful. They advised us the 21' center console fishing boat would be a better option due to the weather conditions which was a good choice, as it had been renovated recently and had better equipment. The staff prepared us for our outing, we took their advice and had a great day. We cruised around the entire island. Encountered a group of dolphins who joined us for about 30 minutes, playing in our wake and leaping out of the water. It was fantastic! Went to the sandbar and enjoyed relaxing in the ocean. Big thumbs ups from us!

BOAT RENTAL FAQs

  • Chevron down What kind of boats do you have?
  • Equipped: 90hp, bimini top, radio, comfort seating
  • Chevron down Can I hire a captain?

Yes! Captain hire cost is $350 per Full Day and $250 per Half Day.

  • Island Hopping
  • Sandbar Excursions
  • Explore With A Local Tour Guide
  • Remember to bring your bathing suits, sun glasses, sunscreen, towel, hats and favorite beverages

We also have fishing & snorkeling equipment for rent at the marina!

  • Chevron down How old do I have to be to rent?
  • Chevron down Do your boats have GPS

We have partnered with Navionics, a GPS app that utilizes your phone to provide up to date mobility on the water. Navionics is a cutting-edge navigation app that serves as your ultimate marine companion. With detailed charts, real-time weather, and community-sourced data, it provides boaters and outdoor enthusiasts with the essential tools for safe and enjoyable adventures on the water. You may download Navionics ahead of time to familiarize yourself with the app or our boat rental crew can show you how to use it at time of check-in.

  • Chevron down Can I bring dive tanks?
  • Chevron down Am I responsible for gas?
  • Chevron down What sandbars should we go to in Key West?

Key West is surrounded by some of the Florida Keys best sandbars. Here are some of our favorites. 

Snipes point sandbar boat rentals:.

Located east of the mangrove isles of Mud Keys, its easily one of the favorite local sandbar hangouts. This sandbar gets even more popular on weekends, where you can find tons of locals from the middle to lower Florida Keys. Snipes Point water is crystal clear and shallow.

Jewfish Basin Sandbar Boat Rentals:

Located just 7 miles north of Key West you will find a series of beautiful sandbars tucked away in between the Harbor Keys & Mud Keys. These sandbars are perfect inlets for boat rentals & very close to our marina dock at Cow Key Marina.

Mud Keys Sandbar Boat Rentals:

The only reason this location is number 3 on the list is due to the difficulty navigating. The Mud Keys are a series of mangrove islands and shallow water way passages. This location is much less popular, not because of it’s beauty but due to it’s true seclusion. We highly recommend asking our company for a guide to help navigate these tough passages.

Boca Grande Sandbar Boat Rentals:

Boca Grande is another amazing sandbar located in just off of Key West. Boca Grande is about 15 miles west of Key West and is a 180 acre uninhabited island located in the Mule Keys. This sandbar is great for exploring & socializing among other visitors. This sandbar is outside of the range of our standard boat rental but you can hire a guide with one of our boat rentals to explore this incredible island.

Boca Chica Sandbar Boat Rentals:

The closest and most accessible of Key West’s sandbars is located just off the island of Boca Chica. This sandbar is about a mile from the marina and is frequented by jetski tours, boat rentals and charters alike. This shallow water haven is ideal for your first stop no matter if you are going snorkeling, sandbar hopping or even fishing.

KEY WEST BOAT RENTALS VIDEO

Key West Discounts & Deals?

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  • Sailboat rental
  • Boat rental

Rental Sailboat Beneteau Oceanis 45 Puerto de Andratx

Puerto de Andratx

Sailboat Beneteau Oceanis 45 14.00m (2017)

  • Skipper optional
  • Super owner

From  $1,126 / day

Rental Sailboat Bavaria Bavaria Cruiser 51 Port de Pollença

Port de Pollença

BAVARIA 51, a dream within everyone's reach (2017)

  • Skipper mandatory

From  $742 / day

Rental Sailboat Beneteau Oceanis 62 Palma de Mallorca

Palma de Mallorca

Beneteau 62 (2017)

  • Skipper offered

From  $1,443 / day

Rental Sailboat Beneteau Cyclades 43.4 Palma de Mallorca

Beneteau Cyclades 43.4 (2008) (2008)

From  $661 / day.

Rental Sailboat Bavaria Bavaria 46 Mallorca

Sailboat Bavaria Bavaria 46 14.00m (2007)

From  $538 / day.

Rental Sailboat Bavaria 46 cruiser Palma de Mallorca

Sailboat Bavaria 46 cruiser 13.99m (2007)

From  $408 / day.

Rental Sailboat Jeanneau Sun Odyssey 519 Palma de Mallorca

Sailboat Jeanneau Sun Odyssey 519 14.98m (2019)

  • Without captain

From  $891 / day

Rental Sailboat Belliure 50 MS Port d'Andratx

Port d'Andratx

Enjoy sailing through the Balearic Islands without worries. Skipper and fuel included. (1986)

  • Fuel included

From  $652 / day

Rental Sailboat Bavaria 36 Cruiser Mallorca

Sailboat Bavaria 36 Cruiser 10.96m (2010)

From  $401 / day.

Rental Sailboat Beneteau Cyclades 39 Mallorca

Sailboat Beneteau Cyclades 39 11.71m (2007)

  • Flexible cancellation

From  $522 / day

Rental Sailboat Bavaria Cruiser 50 Palma de Mallorca

Sailboat Bavaria Cruiser 50 14.99m (2012)

From  $717 / day.

Rental Sailboat Jeanneau Sun Odyssey 440 Palma de Mallorca

Sailboat Jeanneau Sun Odyssey 440 13.00m (2024)

From  $352 / day.

Rental Sailboat Jeanneau Sun Odyssey 410 - 3 cab. Palma de Mallorca

Sailboat Jeanneau Sun Odyssey 410 - 3 cab. 12.00m (2024)

From  $427 / day.

Rental Sailboat Bavaria Yachtbau Bavaria C42 Palma de Mallorca

Sailboat Bavaria Yachtbau Bavaria C42 12.00m (2023)

From  $312 / day.

Rental Sailboat Beneteau Beneteau 45 Palma de Mallorca

Sailboat Beneteau Beneteau 45 13.85m (2012)

From  $615 / day.

Rental Sailboat Beneteau Oceanis 50 Palma de Mallorca

Sailboat Beneteau Oceanis 50 14.98m (2011)

From  $799 / day.

Rental Sailboat Jeanneau Sun Odyssey 419 Palma de Mallorca

Sailboat Jeanneau Sun Odyssey 419 12.00m (2019)

From  $441 / day.

Rental Sailboat Jeanneau Sun Odyssey 389 Palma de Mallorca

Sailboat Jeanneau Sun Odyssey 389 11.00m (2019)

From  $220 / day, why should i rent a sailboat.

Looking forward to set sail with your sailing boat for a unique escape. Well, a sailboat rental may seem like a fancy choice for a sailing vacation, but it's actually a highly practical option. Sailboats are designed to harness the power of the wind, making them a highly efficient and eco-friendly mode of transportation. Plus, their ability to sail upwind means that you can easily explore coastal destinations that would be more difficult to reach by motorboat.

In addition to their practicality, sailboats also offer a certain sense of elegance and sophistication. There's something romantic about sailing across the water with nothing but the wind to guide you. And with their classic lines and graceful movement, sailboats are sure to turn heads wherever you go.

Sailboat charters offer a unique opportunity for adventure and exploration. Sailing requires a certain level of skill and knowledge, which means that renting a sailboat is more than just a leisurely activity - it's a chance to challenge yourself and learn something new.

With Click&Boat, there are countless sailing destinations to choose from, the possibilities for adventure are truly endless. You can choose to rent a sailboat with a captain if you are new to the sport, or without a captain if you are a seasoned sailor. So are you ready to set sail on a once-in-a-lifetime adventure?

What is the price of renting a sailboat?

When it comes to renting a sailboat, the cost can vary greatly depending on a number of factors. The type of sailboat you choose, the number of guests you will have on board, and the length of the rental are just a few of the factors that can impact the cost. Generally, it is possible to rent a sailboat for less than $100 per day, making it an affordable option for those who want to experience sailing without breaking the bank.

However, for those who are looking for a more luxurious experience, the cost can be much higher. A luxury sailboat can cost $2,100 or more per day. On average, the cost to rent a sailboat is approximately around $450 per day.

It's important to keep in mind that the average price may vary depending on the location you are traveling to, and also on the type of sailing boat. Additionally, if you charter your sailboat with a captain, this will add more to the final price. To get a better understanding of the cost of renting a sailboat, contact local boat owners through Click&Boat's messaging system to find out all the details of the price.

Do I need a boat license to rent a sailboat?

Exploring new countries and islands with a sailing boat charter can be an unforgettable experience, but it's crucial to be aware of the requirements before you set sail. In some countries, possessing a nautical license is mandatory for renting a sailboat, which can be challenging if you're unfamiliar with the process.

For your sailboat rental in Europe , obtaining a nautical license isn't typically necessary. Most countries, including sought-after sailing destinations such as Greece and Croatia , allow boat rentals without special qualifications. Nonetheless, some countries have exceptions, such as Italy , where a certificate of competence is required to rent a sailboat. This can be obtained by taking a sailing course or passing an exam at a sailing school.

If you lack the necessary license or nautical permit, Click&Boat offers the option of renting a sailboat with a captain. 

Where to sail?

The Mediterranean is a perfect destination  for a first-time or advanced sailor. With transparent and calm waters, beautiful beaches, and picturesque coastal towns, the conditions are perfect. Some of the most popular sailing destinations in the Mediterranean include Greece , Croatia , and Italy . There are also tons of small islands and lesser-known beaches that are beautiful hidden places as well.

The Caribbean is also a popular destination for a sailing vacation. With its warm, tropical climate, turquoise waters, and beautiful islands, the Caribbean is a true paradise for sailing enthusiasts. Popular sailing destinations in the Caribbean include the British Virgin Islands , the Grenadines , and the Bahamas .

For those looking for a more remote and adventurous sailing experience, the South Pacific is an excellent choice. The islands of Tahiti , Fiji , and Tonga offer some of the most spectacular sailing destinations in the world, with blue waters, beautiful coral reefs , and stunning scenery. Whether you're an experienced sailor or a beginner, there's something for everyone in the South Pacific .

Our itineraries for sailing destinations:

  • Sailboat rental British Virgin Islands
  • Sailboat rental Barcelona
  • Sailboat rental Ibiza
  • Sailboat rental Greece
  • Sailboat rental Italy

What brands/models can I rent at Click&Boat?

Click&Boat has a wide range of sailboats for you to rent. Bavaria yachts, with their spacious design, are a great choice for families seeking a sailing experience. Jeanneau sailboats are known for their excellent performance and are great for both racing and cruising.

Beneteau sailboats are designed for easy handling and a comfortable sailing experience, making them great for beginners. Dufours , known for their high-quality and innovative sailboats, are designed for performance and speed.

To narrow down your search, you can use the filters on Click&Boat provided on the left-hand side of the page to select your preferred capacity, size, and power. With these options, finding the perfect sailboat for your needs is a breeze. Once you've found the sailboat of your dreams, simply book it and get ready to set sail.

At Click&Boat, we make it easy for you to find the sailboat that's right for you. With our wide selection of sailboats and user-friendly platform, you're sure to find the perfect vessel for your next adventure on the high seas.

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Departure date

Trip duration, multiple days (less than 1 week), weekly trip show boats that have weekly prices. most weekly boats outside of the us are available only saturday to saturday., boat length: 5ft -, manufacturer, boat build year: -, weekly trip, price: $ - $, 4 sailboat rentals & charters tampa, fl.

Day Sails and Sunset Cruises - Downtown St. Petersburg, FL - 44' Yacht

Tampa Bay and St. Petersburg, FL

boating guide

In addition to the best offers we have for boat and yacht charters in Tampa, FL, see also options available for rent in these nearby locations:

  • 53 boat rentals in Downtown, Tampa, FL
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Rent a Sailboat Charter in Tampa, Florida on Sailo!

Choosing a sailboat rental in Tampa, FL? Discover Florida by a private sailboat charter in Tampa with Sailo. Enjoy a whole other side of Florida on a Tampa sailboat rental with captain, or skipper yourself if you prefer. Whatever your boating needs, you’ll find the perfect Tampa yacht rental for your sailing trip, you can find the right party boat rental in Tampa for a special event. Enjoy sunset cruises, watersports or fishing trips, or a day out with family and friends for a memorable experience on a Sailo boat.

Our premium fleet of Tampa sailboat charters in Florida

We’ve been asked many times if a sailboat rental in Tampa is a good choice to explore Florida from the water. With more than 4 charters rented every day during the season, our answer is YES, you’re set for an amazing experience when you rent a sailboat in Tampa! Our boats are available with or without captain, with prices starting at $250 per day, depending on the boat type you choose. Browse, find, and book in minutes the best sailboat for you in Tampa, FL!

How to find the right sailboat charter in Tampa, FL?

Wondering how to find the best Tampa sailboat charter for a memorable experience on the water? We have created a set of advanced filters to help you navigate easily our database of Tampa yacht charters and find the one for you. First pick a start date and then choose your trip duration. You can go for an extraordinary of 2, 4 hours or full day experience. Next, select the number of guests, the type of boat and the price range you are comfortable with. The crew filter helps you narrow down the results to the boats with the captain included in the price, or bareboats that you’ll captain yourself. Choose the boat you want in Florida, to view more pics, read description and reviews. Message the owner if you have any questions or continue with your booking request.

How much does it cost to charter a sailboat in Tampa, FL?

Tampa sailboat charters for daily trips are available at an average of $1100 per day. Cheaper sailboat rentals in Tampa, FL (sometimes with no captain included) may be rented for $600. Our Tampa luxury yacht charters may have price tags up to $6500, with crew, fuel, docking fees and other extras added to your budget.

What happens in case of bad weather?

For captained charters, weather cancellations and reschedulings are entirely at the discretion of the Captain or Boat Owner. The Renter can not invoke 'bad weather' and request a refund as reason for cancellation unless the Captain or the Boat Owner agrees to it. For captained charter, the Captain will make the decision if the weather conditions are dangerous to get out on the water. Cloudy skies or a slight chance of rain are not grounds for cancellation or rescheduling. If a cancellation or rescheduling due to bad weather is necessary, either the Renter or the Boat Owner must send an email to  [email protected]  stating the reason. If the Renter sends such a request, the email must include a written confirmation from the Boat Owner. Read more details  here .

Because we love the ocean

Sailing is a great way to experience nature. So we like to remind everyone that keeping nature as beautiful as possible involves a little effort from all of us. Some of our tips for responsible boating include:

  • Don’t litter or throw waste overboard - take rubbish home and dispose of it responsibly
  • Eco-friendly sunblock can help prevent damage to marine life
  • buy local and sustainable food products

However long you’re sailing for, a little goes a long way.  Read more about responsible boating.

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  3. Sailboat 32.0’ Chesapeake Rental in Fort Lauderdale 51195

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  4. Miami Sailboat Rental

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  6. Sailboat Rentals Miami

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VIDEO

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COMMENTS

  1. Florida Sailboat Rentals

    4 - 8 hours Captain optional. Up to 12 passengers. $248+ /hour. Stock Island, FL. Luxury 46' Sailing Catamaran! Offers day, overnight, & sunset charters. 2 - 8 hours Captained. Up to 12 passengers. $154+ /hour.

  2. Sailboat Rentals & Charters in Florida, USA

    You can charter a sailboat in Florida for a day for an average of $1100. The average price for a weekly Florida sailboat rental is $18489. Your total budget for a sailing trip in Florida depends on many factors such as: trip duration, if captain and crew are included in the price or their cost have to be paid separately, fuel cost (which could ...

  3. Sailboat rental in State of Florida, United States

    Pricing and Info on renting a sailboat in Florida. To rent a sailboat in Florida, prices cost around £500 for the day, while renting a sailboat in Florida for a week will average at around £4000. These prices vary however, due to the type of boat and the time of year you want to go.

  4. Sailboat Rentals Fl

    The best boat rentals in Florida. Looking to rent a boat in Florida? We have exactly what you need. The sail.me platform offers some of the best boat and yacht rentals on the Southeast coast! ... Small yachts in Florida can be rented for $2,500 - $5,000 per day, and large high-end yachts for $3,000 - $10,000 per day. Boat rental requirements in ...

  5. Florida Yacht Charters & Sailing Vacations

    Cruise around Florida's crystal clear waters in style and embrace the freedom of choosing every single detail of your vacation. From type of yacht to charter options, at The Moorings we give you the power to create your own bespoke sailing vacation. As you prepare to climb aboard one of our state-of-the art yachts, what type of relaxing ...

  6. Latitude Sailing, Sailboat Rental, Bareboat Charters, Outdoor

    Specializing in bareboat charters with easy access to Sarasota Bay and the Southwest Florida coastline. Call for Reservations - (941) 315-0565 One of the most sought after outdoor activities along our coast. Climb aboard the beautiful sailing vessel "Latitude", a Catalina 30, docked at Sara Bay Marina near Sarasota-Bradenton airport for an afternoon, full day, or spend a week exploring the ...

  7. Sailing The Keys Sailboat Rental

    5 DAY BAREBOAT CRUISING OR 103 & 104. Charter a cruising sailboat during daylight hours in most wind and sea conditions. This Private Live Aboard Class is taught aboard our Irwin 34. Offered all year on demand based on your travel plans. 5 Days and 4 Nights…Privately Living aboard at our Dock.

  8. Florida Weekly Sailboat Rentals

    Rent a yacht for a week in Florida for as little as $250 - starting price (excluding service fees and mandatory extras). The average cost for a week-long vacation on a sailboat charter in Florida is about $25408 and will vary significantly with the season. Your total cost for a boating adventure in Florida depends on many factors such as: if ...

  9. Sailboats Unlimited

    Naples most trusted sailboat chartering company since 1985. Located in sunny Naples, Fl, we have specialized in crewed sailing charters, bareboat sailing charters, yacht deliveries, and yacht maintenance since 1985. When visiting Naples, FL or any of the surrounding areas, you have the opportunity to take our sailboats out onto the beautiful gulf.

  10. Sunset Sail

    Private & Shared Sailing Charters Sunset Sail Key West. Have the sea to yourself with Sunset Sail Key West—chartered sailing trips led by us, tailored to you. Explore Trips. 4.89/5. TripAdvisor. Avg. after 1,146+ ratings. ... 202 William Street Key West, Florida 33040

  11. Sailboat Rentals & Charters in Miami, FL

    Sailing on Biscayne Bay in Miami. Miami • Captain Included. 40 feet • 6 guests • Beneteau • Oceanis 40CC • 1999. From $580 (per ½ day) Best and most Relaxing Sail in Miami! Join Us!! Sandbar, Skyline and more! Key Biscayne • Captain Included. 33 feet • 6 guests • Beneteau • Oceanis • 2003.

  12. Sailing Yacht Charter Florida Sailboat Charters & Rentals

    Final cleaning. Bed linen. Confirmed in 24h. from € 2.452 per week. from $ 2,809 per week. View Details. Sailboats and Sailing Yachts in Florida Bareboat Sailing Charters, Sailing Yacht Rentals with Crew and Captain or Skippered Sailing Boat Charters - Rent a Sailing Boat in Florida ONLINE!

  13. Florida Keys, FL Sailboat Rentals

    Florida Sailboat Rentals. Florida Keys. Our top sailboat rentals $153+ /hour. Miami, FL. 5.0 (35 bookings) A unique experience in MIAMI. 3 - 8 hours Captained. Up to 6 passengers. $263+ /hour. Miami, FL. 5.0 (53 bookings) Luxury Sailing Catamaran in Brickell. 2 - 8 hours Captained. Up to 12 passengers.

  14. Florida Bareboat & Captain Yacht Charters

    SAIL THE FLORIDA KEYS. At the end of a 110-mile-long chain of islands, stretched like a string of pearls across a Caribbean blue sea lies charmed Key West, it is here you will find Florida Yachts Charters. We are a boutique yacht charter company that specializes in Crewed and Bareboat Charter, ASA Sailing Instruction and Yacht Management.

  15. Sailboat rental in State of Florida, United States

    Choose from 9 Sailboats in State of Florida, United States starting from $678,38 per day, with or without captain. Nº1 Nº1 boat rental and yacht charter platform in United States.

  16. Sailboat Rentals Miami

    Renting a boat in Miami: prices. There is not a consistent pricing scheme for boat rentals in Miami. Note that sail.me's listings are directly operated by the boat owners who set and manage boat prices. Yet, it's safe to say small boats in the area are rented out at quite an affordable rate, for less than $80.

  17. Boat Rentals in Florida -- starting at $40 / Hour

    Florida is a great place to rent a boat, and there are many affordable options. The cost for a boat rental in Florida starts at $90/hour for a small motor boat or pontoon. You can find everything from cheap fishing boat rentals to luxury mega yachts to rent in Florida on Getmyboat.

  18. Sailboat Rentals in Key West, FL

    Whether you are looking to rent a yacht for a city sightseeing tour, a romantic sunset cruise or an active day on the water with your family or friends, we're confident you'll find the best one for you on Sailo. The average starting price to charter a yacht in Key West is $1100. You can however find excellent affordable rentals from $250 and ...

  19. KEY WEST BOAT RENTALS

    NEW PONTOON RENTAL BOATS. NEW BOAT: 22ft Deluxe Pontoon Boat With Lounge Seating. EQUIPPED: 115HP, BIMINI TOP, RADIO, COMFORT SEATING & READY FOR YOUR KEY WEST ADVENTURE. Online Special: $50 off Full Day. Full Day Price: $ 625 Now $575. Half Day Price: $500. Boat Type: Pontoon with lounge. Up To 8 People. Book Now.

  20. Miami Boat Rentals and Yacht Charters

    37 feet • 12 guests • Monterry • Cruiser • 2006. From $349 (per ¼ day) SEA RAY 55' PRIVATE YACHT! GET 1HR FREE MONDAY-THURSDAY! 5.0 (19) • MIAMI • Captain Available. 55 feet • 13 guests • SEA RAY • SUNDANCER • 1995. From $399 (per ¼ day) SEA RAY 60' PRIVATE YACHT! GET 1 HR FREE Monday-Thursday.

  21. Rent a sailboat with Click&Boat

    A luxury sailboat can cost $2,100 or more per day. On average, the cost to rent a sailboat is approximately around $450 per day. It's important to keep in mind that the average price may vary depending on the location you are traveling to, and also on the type of sailing boat. Additionally, if you charter your sailboat with a captain, this will ...

  22. Yacht Rentals & Charters Florida: Rent a Boat

    1174 Yacht Rentals & Charters in Florida. From $349 (per ¼ day) SEA RAY 50' PRIVATE YACHT! GET 1 HR FREE Monday-Thursday. 5.0 (55) • Miami • Captain Available. 50 feet • 13 guests • Sea Ray • 450 • 1996. From $340 (per ¼ day) Bachelorette yacht party! Family celebration!

  23. Sailboat Rentals & Charters Tampa, FL

    Tampa sailboat charters for daily trips are available at an average of $1100 per day. Cheaper sailboat rentals in Tampa, FL (sometimes with no captain included) may be rented for $600. Our Tampa luxury yacht charters may have price tags up to $6500, with crew, fuel, docking fees and other extras added to your budget.