sailboat charter pensacola fl

Condor Sailing Adventures

For adventure and romance Cruise the waters of Pensacola with your own Captain Kirk

KIDS 12 AND UNDER, $25 OFF!

THE EXPERIENCE OF A LIFETIME!

WHERE NO LEANING = NO SEASICKNESS

This is not your ordinary, crowded, sailboat/dolphin cruise boat! Join Captain Kirk for the fun, relaxing experience of a lifetime aboard our incredible, world-class 40 ft. Condor racing trimaran, Dare II. We happily offer daily two-hour cruises at 11 a.m, 2 p.m, and sunset, plus our Blue Angels practice cruises. Sailing on beautiful, peaceful Pensacola Bay...

• Huge Condor = roomy: 40 ft. long, 28 ft. wide
• Rare: Only 21 Condors ever built!
• Always uncrowded – max. 6 guests
• Fun: Lots of room to explore!
• Comfy seats on spacious side decks
• Great for couples, families, and grandparents!
• Relax & dangle your feet in the water

Watch Our Amazing Video!

We’ve made thousands of happy memories for everyone who’s come aboard...

...Here's what some of them have been saying about us

• May 19, 2014: “Incredibly stable”
• May 14, 2014: “AMAZING Sunset Cruise”
• May 6, 2014: “An Amazing experience!!”
• May 5, 2014: “Awesome”
• Apr 27, 2014: “Ahmazing!!!!!”
• Read reviews
• Write a review

Click to Watch Condor Flying and Surfing!

Unique to our Condor! You can’t do anything like this on regular sailboats/dolphin cruise boats.

Meet the Captain

Join Captain Kirk aboard his beloved Condor, Dare II, where everyone boldly goes on a memorable adventure!

Pensacola Sailing & Pensacola Beach Sailing Tour, Sunset Cruise, and Sailboat Charter

It's the adventure of a lifetime - and here's why.

• Dare II is perfect for people who get seasick standing on a dock, who can’t swim, or who are pregnant. It's so smooth and relaxing, it’s like sitting beside the pool!
• More relaxing: Literally stretch out in super-comfy seats, on the two spacious side-decks. Dangle your feet in the water. Sunbathe on the floats. Or drive a racing trimaran, and learn how to sail! Guests tell us that Dare II is more relaxing than a massage.
• Gorgeous: People whip out cameras when Dare II sails into view. You get excited and happy just seeing her, knowing this is going to be an amazing, unforgettable experience that you’ll tell everyone about.
• Easier boarding: 2 easy steps get you aboard, ready to plop into a super-comfy seat. Perfect for seniors with cranky hips and knees. Plus, Dare II has some handicapped access.
• More fun and safer for kids: Kids are not stuck in a seat. Instead they have a huge amount of space to safely explore. They'll have a blast sitting on the sides, getting splashed, surfing and flying on the bows, driving, and watching for marine life. And any kids aged 12 or under get $25 off on any Two-Hour Cruise.
• Uncrowded: No more than 6 guests max on each trip.
• Peaceful: We sail on quiet, peaceful, protected Santa Rosa Sound and Pensacola Bay.

“ It all adds up to the experience of a lifetime. So skip the ordinary Pensacola sailing charter, and join us on our world-class Condor racing trimaran, for a fun, relaxing, adventure that you’ll fondly remember forever… ”

Pensacola Private Sunset Sail Cruises, Charters and Sailboat Tours!

Our sailboat is your sailboat! Make Wine Down your own private sailing yacht for a few hours! Call or text (850) 706-1046 and come sail with us in Pensacola today!

Wine Down Sailing is a family owned and operated private-only sailing charter in Pensacola, FL. Private-only means you don’t share the boat with strangers. You and your guests are the only ones on the boat and are catered to individually. BOOK TODAY for a Pensacola sail charter you’ll never forget! Sunset Sails, Day Sails, Blue Angel Charters – we have it all!

Call today for a Pensacola sail charter you’ll never forget! Sunset Charters, Day Charters, Blue Angel Charters – we have it all!

Experience the best private yacht charter in pensacola, pensacola beach, perdido key, navarre and orange beach.

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"Catch the wind in your sails. Explore. Dream. Discover."

An endless adventure.

SV Life Goals is a 45 foot luxury sailing catamaran which hosts daytime and sunset charters along the Emerald Coast in the Pensacola Bay of Pensacola, FL.  Our charters are private and limited to six passengers. The vessel boasts four staterooms and four bathrooms with ample shade and sun seating.  This boat is beautiful and sailing will be smooth aboard SV Life Goals.  In addition to our brunch, daytime, and sunset charters we also offer a full day to “Sail and Play” at the locals favorite hangout near Ft. McRee, FL.  Upon special request, we have a “Sail and Stay” charter in which we anchor overnight for a weekend adventure. Check out all our charter options and be sure to like and follow our Facebook and Instagram pages.

SV Life Goals

SV Life Goals is a 45 foot Lagoon sailing catamaran. It is equipped with 4 staterooms, 4 bathrooms, galley with 2 fridges and a freezer. The saloon dining area comfortably seats 6 people and the cockpit table has seating for 6 plus a lounge area.  Soak up the sun on the upper deck or catch the breeze on the trampolines. Watch for dolphins as they cruise by from the helm station or enjoy a sundowner in the forward seating area.  Wherever you go aboard SV Life Goals, you will find ample room to move about comfortably and with ease. 

Meet the Captains

Jerrell and Nichole are avid sailors and both hold a U.S. Coast Guard Captain’s license. Life is so busy that sometimes you have to slow down and enjoy the wind in the sails, the crashing of the waves against the hulls, and the warmth of the sun. We love “going slow” when life around us is moving too quickly.

[email protected]

850-384-5184

PENSACOLA LUXURY CHARTERS

Join us for private trips, fun adventures, spectacular views and unforgettable memories on a private yacht of your dreams!

FIND NEW ADVENTURES WITH PENSACOLA LUXURY CHARTERS

Endless Possibilities

When you embark on the Mila Yenin, your own private charter, you are opening up an entirely new world of class, sophistication and adventure. Pensacola has some of the most beautiful beaches on the gulf coast, and from the bow of your yacht, Pensacola’s plants, sealife, surf, and sun will look even better. When it’s just you and the open ocean stretching out into the distance, it will be easy to understand why Pensacola Luxury Charters has such a reputation for quality. Combine the natural settings of the emerald waters with exquisite interiors lined with polished wood, luxury amenities and plenty of places to get comfortable. You will feel like you’re staying at a five-star hotel! It’s the ideal way to escape the hustle and bustle of everyday life and enjoy everything this paradise has to offer.

Big enough for up to six people, our 48’ Sea Ray Sedan Bridge, is the perfect charter for groups.

It doesn’t matter if you’re looking to throw a birthday party, celebrate a special occasion, impress clients, or have a day of relaxing fun under the sun, this boat has everything you need to live the life of luxury and make memories that will last a lifetime!

EXPLORE OUR CRUISES

Find Your Dream Cruise!

SUNSET CRUISE

Witness the beautiful sunset that the Emerald Coast has to offer

3 HRS - $750

BLUE ANGELS PRACTICE CRUISE

No better way to watch the Blue Angels than from the water!

KEEP CALM: IT'S YOUR BIRTHDAY!

We take care of the details - just come and have fun!

HAPPY ANNIVERSARY CRUISE

A special trip to celebrate your love...

SHE SAID YES! ENGAGEMENT CRUISE

An engagement proposal she'll never forget!

3 HRS  - $750

A LITTLE FUN N THE SUN CRUISE

One of our most popular experiences filled with fun and relaxation

4 HRS - $1000

BLUE ANGELS WITH A SPLASH OF FUN!

Watch the Blues practice and then enjoy some time in the water!

FULL DAY FUN N THE SUN!

When 4 hours just isn't enough, go for the full day!

6 HRS - $1500

THE ULTIMATE GIRLS DAY OUT!

Memories we'll always remember with friends we'll never forget

FREQUENTLY ASKED QUESTIONS

How many people can i bring.

The maximum amount of people we can have on a trip is 6.

CAN I BRING ALCOHOL?

We have a BYOB policy. Drinking is allowed as long as you drink responsibly. Capt. Dan reserves the right to return back to the dock if intoxicated behavior threatens the safety of the passengers. If the Captain makes a judgment call based on alcohol or drug abuse, the patron will not receive a refund for the trip cost.

WHAT IS YOUR CANCELLATION POLICY?

If a charter is cancelled by Pensacola Luxury Charters due to weather/unsafe conditions, you will first be rescheduled to another date if available or a gift card will be issued. A guest can cancel up to 7 days before their cruise, after that NO REFUND will be given if a guest cancels. Weather can change quickly in Florida and your safety is our priority. We watch conditions and make the call when appropriate.

WHAT WILL BE PROVIDED?

We will provide soft drinks, water, ice and light snacks. If we are stopping and getting in the water we will provide: floating mat (lilly pad), paddle boards and inflatable water toys.

WHAT TIME SHOULD I ARRIVE?

Timeliness is important! We value and respect your time and will be ready to depart the dock at the scheduled time. We ask that you arrive at the dock 30 MINS PRIOR to boarding time (for an  information and safety talk). Should guests not arrive to the dock on time, we reserve the right to cancel the trip  without a refund.

WHAT ELSE SHOULD I KNOW?

- No smoking of any kind on board. - Absolutely no shoes on the vessel (you can leave them at the dock) - Bring sunblock and towels - Come ready to have tons of fun!!

If you have other questions, please feel free to reach out to us!!

Silvershore Dr., Pensacola FL 32507

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Call for Charters

Southern star sailing, southern star sailing's experienced captains will take you on a relaxed sailing excursion aboard a 47’ leopard luxury sailing catamaran with 4 queen staterooms and 4 ensuite bathrooms. the spacious interior offers a dining area with full ac. outside the french doors, you have seating for 12 at the backdeck table and plenty of room forward on the trampolines for the whole group. we offer 3-8 hour tours, overnight experiences, blue angels practices and swim call packages for up to 12 passengers. prices quoted are for groups of eight.  call the  pensacola beach charter  office at  850-932-0304   to book your exciting sailing charter with southern star sailing charters., prices are cash discount prices. trips paid for with a credit card - add a 3.5% processing fee. pricing is for 8 passengers. call about additional passengers up to 12. .

* Snacks and drinks included.

Ask about catering options on our other trips. 

Southern Star Sailing Charters is a 47" cruising catamaran

Back to HOME

Back to sailing charter information.

Sailing catamaran cruises on Pensacola Bay

Boat tours, boat rentals

Plenty of space to stretch out! Limited to 6 passengers per trip (not including crew)

Smooth stable catamaran ride wont make you seasick ..or make you spill your frosty beverage!

Free snacks and beverages with coolers full of ice, water, sodas and snacks to munch on.

Please feel free to bring any food or drink you wish. Coolers and refrigeration are available.

A knowledgeable USCG Licensed Captain

All required safety equipment (Lifejackets, flares, etc)

Private day sailing cruises available (up to 6 passengers)

(305)417-9957 [email protected]

Peace Sailing Charters  is a 36' PDQ Capella LRC

(Long Range Cruiser) sailing catamaran currently available for tours in the Pensacola area. PEACE is a spacious and stable catamaran sailboat that wont make you seasick and is suitable for children and elderly passengers as well. With 2 queen size bed staterooms, a twin size private berth (cabin), a full galley (kitchen) including stove top, refrigeration and a bbq grill, full head (bathroom) including walk in shower. PEACE is ready to sail away!

Rhett  has extensive experience sailing and  entertaining aboard PEACE. We know just what you're looking for in a sailing and island hopping adventure. Rhett Russenberger is a USCG licensed boat captain with 20+  years of liveaboard sailing experience in the Florida Gulf Coast, Florida Keys, Bahamas, Panama, Mexico, Cayman Islands, U.S. Virgin Islands and British Virgins. 

WELCOME ABOARD

Ready to book.

Pensacola Beach, FLorida

LUXURY BOAT charter

Book today and set sail on the adventure of a lifetime.

GET A VIRTUAL TOUR BEFORE BOOKING

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[email protected]

(+1) 786 673 68 20

Boat & Catamaran charter in Pensacola - Yacht Rental

Pensacola yacht rental.

Nestled in the embrace of Florida’s Panhandle, Pensacola’s coastline isn’t just a boundary where land meets the sea, but rather a confluence of histories, stories, and memories waiting to be discovered. When you choose to set sail with Yachting.Rent, you’re choosing to embark on a voyage that transcends ordinary experiences.

The waters of Pensacola, shimmering under the generous Floridian sun, are vast canvases of narratives. Each wave has a tale, and each breeze carries whispers from times long gone. This is a land where Spanish explorers once anchored their ships, seeking new worlds and treasures. Today, as your yacht glides over those very waters, you too embark on a journey of discovery, albeit one of a different kind.

Yachting.Rent prides itself on curating a fleet that mirrors the essence of Pensacola. Each yacht, from its sleek design to its state-of-the-art amenities, is an ode to luxury and comfort. Imagine waking up to the gentle rock of the boat, the horizon stretching endlessly ahead, punctuated only by playful dolphins breaking the surface in a joyful dance. As the day progresses, drop anchor near the pristine beaches, famed for their white sands, and let the world melt away as you bask in nature’s beauty.

However, the allure of Pensacola doesn’t end at its natural splendors. As night falls, the city comes alive in a different hue. The aroma of freshly caught seafood wafts from beachfront shacks, inviting you to indulge in a feast for the senses. Live music, the beats resonating with the heartbeats of the city’s vibrant community, ensures that your night is as memorable as your day.

But what truly sets Yachting.Rent apart is our unwavering commitment to you, our esteemed guest. Our seasoned crew is not just trained in navigation but also in crafting experiences. Their knowledge of Pensacola’s waters, combined with their dedication to service, ensures that your journey with us is seamless, safe, and above all, memorable.

In essence, a yachting adventure with Yachting.Rent in Pensacola is not merely about exploring a destination. It’s about immersing oneself in a tapestry of experiences, where history, luxury, nature, and culture intertwine to create a narrative that you’ll cherish for years to come. So come, join us, and let us guide you through the sun-kissed waters of Pensacola, where every moment promises a memory, and every voyage becomes a story.

Daniel Goldman

CEO of Yachting.Rent

Boat & Catamaran charter in Pensacola

Bali 4.5 – 4 + 2 cab. – Adria Chicha – 2017

Lagoon 450 F – 4 + 2 cab. – Shiva – 2018

Lagoon 42 – 4 + 2 cab. – Hanselli – 2024

Lagoon 42 – 4 + 1 cab. – pirelli – 2024.

Saxdor 320 GTC – Olivia – 2022

Saxdor 320 gto – kali – 2022.

Why Choose Us

Yacht charter in Pensacola

With a history steeped in maritime culture and shores that sing the song of the Gulf, Pensacola, Florida, is a sailor’s dream. Nestled along the Emerald Coast, this city boasts a unique blend of southern charm, crystal-clear waters, and nautical heritage. Enter Yachting.Rent, your key to unlocking a luxurious voyage in this Gulf paradise.

Unveil Pensacola’s Maritime Beauty with Yachting.Rent :

✓ Elite Yacht Collection : Dive into our curated selection of yachts, each echoing unparalleled elegance and modern functionality. From intimate vessels perfect for a couple’s retreat to grand yachts suited for lavish celebrations, our fleet is primed for every Pensacola adventure you envision.

✓ Navigational Mastery : Sail with the confidence of having our seasoned crew at the helm, intimately familiar with the nuances of Pensacola’s waters. From the historical Fort Pickens to the vibrant Pensacola Beach Boardwalk, each journey is charted with expertise.

✓ Customized Experiences : At Yachting.Rent, your desires set our course. Dream of a sunset cruise around Santa Rosa Island? Or perhaps a gourmet dinner aboard with the Pensacola Lighthouse as your backdrop? Our personalized itineraries ensure your maritime wishes become reality.

✓ Embodiment of Luxury : Every moment aboard a Yachting.Rent vessel whispers luxury. Indulge in world-class amenities, relish in the personalized services of our onboard staff, and let the waves of extravagance wash over you as you drift through Pensacola’s waters.

✓ Streamlined Booking : Your voyage towards Pensacola’s maritime splendor is made effortless with our dedicated team ensuring a seamless booking and embarkation process.

Anchoring Dreams in Pensacola with Yachting.Rent :

Beyond its pristine beaches and historical landmarks, Pensacola harbors stories of pirates, traders, and explorers. With Yachting.Rent, you don’t just sail; you become part of Pensacola’s rich maritime tapestry.

As the Gulf’s gentle waves serenade and Pensacola’s coastal magic unfurls, Yachting.Rent stands by, ensuring every nautical mile resonates with luxury and refinement. Embark with us, and let the Gulf’s breeze guide you through Pensacola’s waters, where every horizon is a promise of new memories and unparalleled opulence.

Satisfield Clients

Experiented Crew

Luxurious Boats

Premium Facilities

Featured Boats & Catamarans in Pensacola

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About Pensacola

Why is Pensacola a good sailing destination?

Pensacola, Florida, often termed the ‘Crown Jewel of the Panhandle’, holds a magnetic allure for sailing aficionados, offering a blend of history, natural beauty, and marine adventure that few destinations can match. With Yachting.Rent as your trusted maritime partner, here’s why Pensacola stands out as an unrivaled sailing destination:

Deep-rooted Maritime History : Pensacola Bay has been a focal point of maritime activities for over 450 years. It’s not just about sailing these waters, but sailing where legends, explorers, and settlers once navigated, adding depth and narrative to every nautical mile.

Eclectic Coastal Landscapes : From the tranquil inland waterways to the expansive Gulf of Mexico, Pensacola offers diverse sailing terrains. The Emerald Coastline, dotted with pristine islands and sandbars, offers sailors a chance to anchor and enjoy secluded beaches, while the deeper waters beckon those seeking a thrilling open-sea adventure.

Marine Biodiversity : Pensacola’s waters teem with life. Dolphins, sea turtles, and a myriad of fish species turn any sailing trip into a live aquatic showcase, offering both excitement and serenity.

Year-round Favorable Conditions : With its subtropical climate, Pensacola boasts a lengthy sailing season. The consistent sea breezes, especially during the spring and summer months, are ideal for both novice sailors and seasoned veterans.

Cultural and Festive Vibes : Post-sailing, Pensacola’s vibrant community life ensures there’s never a dull moment. From the renowned seafood festivals to the rhythmic beats of beachfront concerts, there’s a cultural immersion awaiting every sailor once they step ashore.

Safety and Modern Amenities : The well-equipped marinas, such as Palafox Pier and Bahia Mar, provide modern amenities and services ensuring safety and convenience for all sailors.

Yachting.Rent’s Exclusive Offering : Entrusting your sailing journey to Yachting.Rent ensures a heightened Pensacola experience. Our fleet, designed to perfectly complement Pensacola’s waters, offers luxury and performance. Additionally, our seasoned crew, well-versed with the local maritime nuances, ensures that your voyage is both enjoyable and enlightening.

In summary, Pensacola isn’t just a sailing destination; it’s an experience, a journey through time, nature, and culture. With Yachting.Rent by your side, this journey promises to be one of unmatched luxury, adventure, and memories. Dive into Pensacola’s embrace, and let the waves tell their tales.

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What Choose

Sailing boat or Catamaran, what to sail in Pensacola

Bathed in the golden hues of the Gulf and echoing centuries of maritime history, Pensacola offers an unparalleled sailing landscape. With Yachting.Rent, the first step of your journey is choosing the ideal vessel: the classic sailing boat or the expansive catamaran. Let’s delve into the strengths of each, ensuring your Pensacola experience resonates with every nautical heartbeat.

Sailing Boat: Dive Deep into Pensacola’s Soul

✓ Authentic Connection : A sailing boat offers a genuine bond with the water. Feel every gust of the Gulf wind and hear the rhythmic whispers of waves, drawing you closer to Pensacola’s maritime spirit. ✓ Intimate Voyages : Perfect for romantic getaways or solitary reflections, a sailing boat provides an intimate setting, making every Pensacola sunset or dolphin sighting deeply personal. ✓ Nimble Navigation : With its sleek form, a sailing boat can venture into Pensacola’s lesser-known nooks, allowing you to discover hidden coves or serene anchorages off the beaten path.

Catamaran: Embrace Space and Stability in Pensacola’s Waters

✓ Expansive Comfort : A catamaran’s wide deck and spacious interiors make it a haven for family gatherings, group outings, or any sailor looking for added comfort and space to lounge. ✓ Smooth Sailing : Thanks to its twin-hull design, a catamaran ensures stability. Whether you’re coasting along the bustling Pensacola Beach or venturing toward quieter waters, expect a smoother ride. ✓ Unrivaled Views : Elevated decks and broad beam of a catamaran provide spectacular panoramic views, ensuring you capture every facet of Pensacola’s coastal magnificence.

Crafting Your Pensacola Tale with Yachting.Rent :

Whether the timeless elegance of a sailing boat beckons or the spacious embrace of a catamaran lures you, Yachting.Rent is poised to bring your Pensacola narrative to life. This Gulf gem, with its rich nautical tales and stunning vistas, deserves a vessel that aligns with your dreams.

Lean on Yachting.Rent’s expertise and commitment to craft a voyage that not only sails across Pensacola’s waters but also sails deep into your heart. Choose your vessel, set your course, and let the magic of Pensacola and the promise of Yachting.Rent guide your journey.

Find inspiration for your next holiday

The California Coastline: A Sailing Adventure along the Pacific

Sailing in the Florida Keys: Exploring the Tropical Paradise

New England Sailboat Cruises: Exploring the Historic Coastal Cities

Island-Hopping in Hawaii: Discovering the Aloha State by Sea

Check out sailing destinations by regions.

• Lake Champlain
• New York State
• Rhode Island
• Newport, Rhode Island
• Annapolis, Maryland
• Key West, Florida
• Miami, Florida
• San Diego, California
• San Francisco, California
• Honolulu, Hawaii
• Seattle, Washington
• Portland, Maine
• Charleston, South Carolina
• Savannah, Georgia
• Chicago, Illinois
• Boston, Massachusetts
• Fort Lauderdale, Florida
• The Chesapeake Bay
• Catalina Island, California
• Lake Tahoe, California/Nevada
• The Apostle Islands, Wisconsin
• The Florida Keys, Florida
• Gulf Islands National Seashore
• Puget Sound, Washington
• Galveston, Texas
• Mackinac Island, Michigan
• The Hamptons, New York
• Martha’s Vineyard, Massachusetts
• Nantucket, Massachusetts
• The Outer Banks
• Cape Cod, Massachusetts
• The Great Lakes
• The Mississippi River
• The Hawaiian Islands
• The Aleutian Islands
• Glacier Bay, Alaska
• Lake Powell, Utah/Arizona
• New York Harbor, New York
• Pensacola, Florida
• St. Petersburg, Florida
• Monterey Bay, California
• Channel Islands, California
• Lake Havasu, Arizona
• Grand Lake, Oklahoma

Check out our favourite sailing destinations

• British Virgin Islands
• Dominican Republic
• El Salvador
• French Polynesia
• Netherlands
• New Caledonia
• New Zealand
• North Macedonia
• Philippines
• Saint Lucia
• South Africa
• Switzerland
• United Kingdom
• United States
• United Arab Emirates
• US Virgin Islands

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Miami Beach Marina 300 Alton Road Miami Beach, Florida 33139

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(+1) 786 673 6820

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Rent the best Pensacola luxury yacht charters of 2024

• Luxury Yacht Charters
• Florida Luxury Yacht Charters

Top Pensacola luxury yacht charters

Fort Walton Beach, FL

Private Charter for up to 49 Guests

Private Luxury Yacht Cruise

Fun in the Sun aboard the Private Yacht "DESTIN"

Explore the Emerald Coast: Wildlife Viewings, Sandbars, & Sunset Views

Gulf Breeze, FL

Leopard 47 Sailing Catamaran

Destin's Premier Luxury Yachting Experience

Destin's Premier Luxury Yachting Experience! Sea Ray 500 Sundancer!

Glamorous Galeon 43ft Yacht

Mega yacht charters in Destin, Miramar beach, 30A

Yacht in Style! - Aboard The Private Yacht "Miss B Haven"

Orange Beach, AL

Most Comfortable Boat In Orange Beach

Crab Island Charter

Niceville, FL

Brand New! Tiara 43 LS

How to rent a luxury yacht charters in pensacola, find the perfect boat.

Enter your desired location and date to explore our fleet of luxury yacht charterss.

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.

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 luxury yacht charters

Top luxury yacht charters reviews in Pensacola, FL

Yacht in Style! -...

Excellent service and communication. Mike was our caption and Hunter was the assistant. Both the guys were...

Leopard 47...

Ingrid, Ron, and George were all great and very accommodating to our whole group. The boat was nice and we went to...

Private Charter...

Put simply, the experience we had with Deanna, Captain Dan, and Devin was fantastic from start to finish. Deanna was...

Incredible!!

Ingrid and her crew were FANTASTIC! We rented for a bachelorette and it was the perfect day! We particularly...

Southern Star is in beautiful shape! Nice & clean ,as well as, equipped with all the bells & whistles!

This is beautiful! There was plenty of seating for us. Riding on the front was stunning. It was perfect for a...

We had the absolute best time on the Bikkini Bottom! Daniel and Kevin were great and super attentive to us, making...

We had an amazing voyage with the Southern Star! It was a great way to spend the day. The service and crew were...

Private Luxury...

Captain Keith and his shipmate were great.

Destin's Premier...

Excellent time, great experience, very professional, kind and attentive. Highly recommend to everyone

Fun in the Sun...

We had a great trip with Capt Mike and Hunter. Five siblings and our spouses were celebrating one of my brother’s...

Luxury Yacht Charters in Pensacola, FL

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• Basic Keelboat (ASA 101)
• Basic Coastal Cruising & Bareboat Cruising (ASA 103 &104)
• Coastal Navigation (ASA 105)
• Advanced Coastal Cruising (ASA 106)
• Sailing Club
• Blog/Newsletter

Rentals & Other Services

Sailboat rentals.

Available to qualified sailors. Rentals with instruction or a captain are also available. Reservations required. Capacity is limited to 6 people per boat.

Capri 22′

1/2 day (4 hours)

Full Day (8 hours)

3 or more days

Catalina 25′

Beneteau 393

CAPTAINED ONLY (also available for overnight charters, 2-day minimum)

The Fine Print

Sailing experience/certification:  You must provide ASA Basic Keelboat (or similar) certification or sailing experience/knowledge. If not certified, a questionnaire must be satisfactorily completed and you must have experience captaining boats of similar size.

Rental Time:  9:00am to 5:00pm, Tuesdays-Sundays. (Hours may vary based on season, or if chartering overnight)

Captained Offerings

Let’s go sailing.

A great way to get a taste of what sailing is like. This fun course (taught on a 22 ft. boat) is a 2-hr. lesson spent on the water, and covers the basic principles of sailing. You’ll steer the boat and trim the sails!

/person (2hr)

(2 person minimum / 4 person max)

Private Sunset Sails

Enjoy a panoramic sunset over Pensacola Bay. You are welcome to bring drinks & snacks. This relaxing PRIVATE sail will be a spectacular finish to your day. 

up to 4 people, $50 each additional person

History/Ecology Tours

A 1½-hour sail that will let you see Pensacola Bay in a whole new way. Learn fascinating tidbits & fun facts about this historical and beautiful area.

(2 person minimum / 6 person max)

“We had a great experience learning the basics of sailing here. Kathy was a fantastic instructor! Highly recommend the “Let’s Go Sailing” course.”

“We did two rentals over a four day period. This family run business is top of the line. First and foremost the service is top notch, they are courteous and willing to answer all your questions. The sailboats that are available for rent are phenomenal and well maintained. I highly recommend you use them for rental purposes or to take their courses.”

Seville Harbour Marina 600 S. Barracks St

Pensacola, FL 32502

(850) 432-3199 [email protected]

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Regular Hours: Tuesday - Sunday 9 am - 5 pm

Winter Hours: (Nov-Mar) Tuesday - Friday 10 am - 4 pm Saturday - Sunday 9 am - 5 pm

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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: $ - $.

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

• 3 boat rentals in Downtown, Pensacola, FL
• 3 boat rentals in South Pensacola, Pensacola, FL
• 3 boat rentals in South Pensacola, West Pensacola, FL
• 3 boat rentals in North Central Pensacola, Pensacola, FL
• 3 boat rentals in West Pensacola, FL
• 3 boat rentals in Northeast Pensacola, Pensacola, FL
• 5 boat rentals in Gulf Breeze, FL
• 5 boat rentals in Northeast Pensacola, Ferry Pass, FL
• 3 boat rentals in Ensley, FL
• 5 boat rentals in Pensacola Beach, FL

Renting a boat is the perfect way to explore Pensacola, FL

Curious about your options for renting a sailboat in pensacola, fl, great boating experiences happen on the right yacht. find it now, how much is it to charter a pensacola, fl yacht for a day, if i rent a yacht on sailo, will i get insurance coverage, tips for responsible boating.

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Watersports Rentals, Sales, And Boat Tours,

Pensacola beach fl, pensacola beach's, family owned, watersport rentals.

Pensacola Beach's Family Owned Watersport Rentals

Your choice for the past 50+ years.

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Our Favorite Reviews

“We have used Key Sailing 3 times this summer. The entire family highly recommends key sailing. The staff are all very knowledgeable and explain everything in detail.  So much fun, and worth every penny!!!”

“We rented a pontoon with our family. We were a few minutes late showing up but the staff was easygoing, friendly and helpful. The boat was very well kept and we were given a thorough walkthrough before leaving.”

- Elisabeth

“Nice family-owned business with a Cajun restaurant on top, I had a great time on the jet skis and no problem renting one like I did at Big Lagoon Water Sports. I’d definitely recommend this place if you want to have the best time even saw dolphins out on the water !!!”

 - Maddison

Don't forget your boater's license.

Planning to operate a jet ski or boat yourself? Each operator behind the wheel will be required to show a valid government ID and has to be 16 to drive and 18 to rent. Anyone born after 01/01/1988 will need to show proof of a boaters license. Don’t have one? No problem! You can obtain a temporary boater’s license online by clicking the button below. Quick, easy & hassle free! 

Or take a test at one of our locations when you there!

Key Sailing Pensacola Beach

(850) 932-5520

400 quietwater beach rd, gulf breeze, fl 32561.

Navarre Beach Ski & Sail

(850) 936-0932

1451 navarre beach causeway, navarre, fl 32566.

Hobie Dealer

Contact Us | Contact Hobie

All Rights Reserved | Key Sailing 

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FULL 2024 PENSACOLA BEACH DOLPHIN CRUISE, SNORKELING, AND SAILING SCHEDULE AVAILABLE! BOOK ONLINE!

Sailing Tours in Pensacola Beach

• User All ages
• Clock 2-4 hours

Jolly Mon Sailing Tours

A day or sunset sail is the best way to relax on Pensacola Bay. Treat yourself to a unique sailing experience at Pensacola Beach, featuring steady afternoon sea-breezes, smooth sailing, no worries, and Jollification!

Discover Pensacola with our exclusive cruises. Choose the 2-hour sunset cruise for stunning views, a charcuterie board, and sparkling wine, or enjoy the 90-minute brunch cruise with seasonal fruit and fresh-squeezed OJ mimosas. Experience the best of Pensacola on your perfect cruise.

Sail on the Infinity - Blackwater Voyages

Learn More »

Pensacola Beach Boat Charters

Turning dreams into memories, about pensacola beach boat charters, emerald waters of pensacola beach.

If you're looking for an unforgettable boating experience in Pensacola Beach, look no further than PBBC. We offer a variety of options, from Sunset Cruises, Dolphin Watching, Dinner Cruises, Snorkeling, Booze Cruise, Fort McRee Sandbar, Crab Island Sandbar, Robinson Island Sandbar or FLORA-BAMA. Plus, We're the perfect choice if you want to catch a Front-row seat to the Blue Angels show!  Our Boats are equipped with all the amenities you nee... Read more

They Call It Pensacola Beach, We Call It Paradise!

Your choice of boat charter, private captain for all charters:, sunset cruise, blue angels cruise, dolphin watch cruise, snorkeling cruise, lunch or dinner cruise, sandbar charter to fort mcree, celebrate all your special occassions, proposals, anniversaries, bachelor and bachelorette parties, birthdays etc.etc. you name it and we'll arrange ... read more, enjoy an unforgettable experience, boat charter options, tired of your normal hustle and bustle take it up a notch and take it to the sea. we will ha... learn more, proposal or special occasions come celebrate and sail with us on the beautiful waters of pen... learn more, dolphins have some of the most elaborate acoustic abilities in the animal kingdom. they make ... learn more.

Watch the Blue Angels practice before the most awaited event of the year!

Get Ready ! Because PBBCHARTERS is READY! Options are Endless. Our Captains are trained to d... Learn more

An absolute stunning sight. The secluded Sandbar is something everyone should experience. Clo... Learn more

Why choose us, google reviews.

Mohannad Sahyouni

26 September

Jessica Delgado

Jose Morales

jason lopez

Lonnie Carter

Tierney Ja'Kei

Chris Martin

Wayne Thomson

Areas Covered

Pensacola Beach, Gulf Breeze, Navarre, Fort Walton Beach, Destin, Perdido Beach, Orange Beach & Gulf Shores

Get in Touch

Welcome to High Ty’d Charters, Pensacola, FL

High Ty’d Charters is a top-rated scenic charter in Pensacola, Florida.  The boat is shaded, fast, and comfortable 6-Pack (passenger) Grady White boat based at Southwind Marina , west of the Naval Air Station. From Southwind it’s just a short ride to Pensacola Pass, the Gulf of Mexico, Pensacola Bay, Pensacola Beach, Big Lagoon, Perdido Bay, and Perdido Pass. We pride ourselves on having a safe, comfortable boat, with a fun and helpful crew in Pensacola. Contact us today , we would love to take you see the sights of Pensacola from the water!

Pensacola Sights The waters of Pensacola, FL offers a variety of sights to see.  Depending on the route chosen, there is plenty to see:  NAS Lighthouse, Downtown Pensacola, 3 Mile Bridge, Pensacola Beach, Fort Pickens, Perdido Key, Johnson Beach, Big Lagoon, Perdido Bay, and the Gulf of Mexico.  There is a healthy dolphin population in the Pensacola area.  We usually see many dolphins on a cruise.  A special treat on Tuesday and Wednesdays is the Blue Angel Practice.  Fun, Fun, Fun!!!

Pensacola A great place to visit for you and your family/group.

Cruising Let us take you out in the waters around Pensacola.  We can take you to see certain Pensacola landmarks or go out and anchor to enjoy the fresh air and salt water!  See you soon!!!!

Contact Us Let us know where and what type of Scenic Cruise (Sunset, Afternoon, Morning, Gulf Loop, Blue Angel Practice, or build your own) you like. Our goal is to make your trip memorable. If you have any special requests, let us know. Our goal is to provide you with an exciting trip, professional service, and memories to last a lifetime. Contact us to help plan your cruise!