• Crab Island Adventure
  • Snorkel Adventure
  • Sunrise Sail
  • Sunset Adventure
  • Dolphin Adventure
  • Santa Rosa Islands
  • Proposal/Anniversary
  • Fireworks Adventure
  • Photo Gallery
  • Current Weather
  • Wind Forecast
  • Local Regattas
  • Surf Forecast
  • Sailor Slang
  • What makes a good sailor?
  • The Ocean Race

Exclusive Catamaran Sailing Adventures

Spring break 2024.

Mins Minutes

Secs Seconds

Come explore the majestic waters of the Emerald Coast!

Catamaran sailing in the emerald coast sun..

Are you visiting the Destin, Okaloosa Island, Navarre Beach area and needing a little adventure in your life? This is what you're looking for aboard catamaran Destin Sailing Adventures. The boat is a Stiletto 27 Special Edition Catamaran, designed to provide maximum sailing pleasure and performance over a wide range of wind and sea conditions. Made for adventure and racing, so it offers plenty of excitement and comfort for any occasion. The boat is outfitted with a 20hp motor, so if the wind isn't blowing we can still get out and play! Charter comes with a local captain to take you to all the local spots, while you sit back and relax.   

We offer an array of private tours, cruises, and adventures at a reasonable price. The longer you book the more fun you can have and the more money you’ll save. These are private charters, so you won’t be with a huge crowd during these unprecedented Covid 19 times. Just you and the people you bring. Come explore Crab Island, Sunset cruises, Sailing lessons, Dolphin Tour, Snorkeling, Marriage Proposals, Birthdays, sightseeing tours, Anniversary celebrations, and more with us today.    

We are dedicated to making sure you have a great time while visiting the Emerald Coast. All trips include up to 6 Guests, Licensed Captain, cooler with ice, bean bag chairs, sound system, and a head (bathroom). Our Captain has 15 years of local experience racing/sailing along the Gulf Coast of Florida and more! Please contact us for special requests such as sailing to Navarre Beach (Juana's Sailors Grill), Sandestin (Baytown Wharf),Etc. Some of the best catamaran sailing adventures Destin, Okaloosa Island, Santa Rosa Island has to offer!

Jetty East Snorkeling

Usually one of the busiest spots during the summer, so book your trip early to beat the crowds.

Snorkeling with a Manatee.

Early bird got the manatee this day!  

Spanish Mack

Up close and personal to a Spanish Mack doing its thing!

Pick up location

Adventure marina, okaloosa island.

1201A Miracle Strip Pkwy SE, Fort Walton Beach, FL 32548, USA


"A ship is always safe at the shore, but that is not what it is built for."

Albert Einstein

Destin Sailing Adventures

1201B Miracle Strip Pkwy SE, Fort Walton Beach, Florida 32548, United States

Copyright © 2023 Destin Sailing Adventures - All Rights Reserved

Calypso II Sailing Catamaran

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nice tri catamaran destin fl

Most Recent: Reviews ordered by most recent publish date in descending order.

Detailed Reviews: Reviews ordered by recency and descriptiveness of user-identified themes such as wait time, length of visit, general tips, and location information.

Byron E

Calypso II Sailing Catamaran - All You Need to Know BEFORE You Go (2024)

Sail Away Destin

  • Crab Island

Your Own Private Charter

Join Captain Bryan Klein for the adventure of a lifetime on your luxurious and spacious 24-foot Tri-Hull private pontoon charter, with plenty of lounge space in the sun and a large, shaded area under a covered canopy. Feel free to bring your drinks and snacks (glass is acceptable); we will provide a cooler full of ice for your convenience. There is a bathroom on board, with a covered private space for the ladies (with room for changing). The boat also has a great sound system and is Bluetooth enabled, so; please bring your own choice of music!

Regular Charter Rate

$150 per hour up to 6 people  Additional time may be booked

Sunset Cruise Rate

$300 for two hours up to 6 people. Additional time may be booked

Fireworks Cruise Rate

$300 for 1½ hours up to 6 people. Memorial Day - Labor Day -9PM Mon & Thurs

Award Winning

Sunset Cruise

Can you imagine watching the sunset on the open waters with beautiful white beaches and the sun setting as the backdrop to your perfect evening? This cruise is great for families, or for couples who would like to enjoy a romantic view.

Fireworks Cruise

Fireworks Cruise

Take a Fireworks Cruise along Destin Harbor at Harborwalk as a fantastic finale to your perfect day in paradise. Fireworks Cruises are only available from Memorial Day to Labor Day, starting at 9 PM on Mondays and Thursdays.

Fun Included!

Snorkel Gear, Paddleboard, 15 x 6 Lilypad, Noodles, Nets, Football, Frisbee, Volleyball, Skip Ball, and a cooler full of ice.

Party On Crab Island

Party On Crab Island

Crab Island is one of the most popular places for a boat outing in the Destin area. Crab Island is a large sandbar with waters of depths from 1 to 3 feet where you can enjoy partying, water sports, family fun, snorkeling or sunbathing.


Snorkeling Tours

Snorkeling the waters of Destin, Florida you will find all types of interesting treasures and creatures, such as hermit and blue crab, shells and sandollars. Our snorkeling charter includes everything you need for this fun-filled adventure.

Dolphin Excursions

Dolphin Excursions

Enjoy the fascinating marine life of Desitn on a Dolphin Excursion. This is the perfect charter to enjoy with the whole family or for couples. Come with us for a Dolphin Excursion and see these friendly and enchanting creatures for yourself.

Paddleboard +

15-foot Lily Pad

Crab Island charter"

Capt. Bryan gave us a great Sunset Cruise adventure. Having grown up in the Destin, he is very knowledgeable about the area and the marine life. He gave us a fantastic cruise! He has ice chests on hand for your snacks and drinks, has an awesome sound system for your playlists and will even take pictures of your group, if you like. He makes everyone feel right at home on the water! Will definitely book more adventures with Capt. Byran!

From the moment we got down to the docks, Captain Brian was a true Southern gentleman. Helping everyone onto the boat, placing our supplies in the cooler in his newer pontoon. He was very informative regarding the area has he has been in the Destin area from a boy. Great suggestions of what to do, restaurants, night life etc. On this particular trip we got to see dolphins, turtles, and moon jellyfish. Brian is entertaining and a wealth of information.

Thank You to our Friends & Guests!

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nice tri catamaran destin fl

Fair Winds Sailing Co, Destin, FL - logo

Experience Destin in a whole new way.

 fair winds sailing co.

Sail along Destin, Florida's Emerald Coast aboard "Selah," a classic 32 foot sailboat. Charter your own specialized adventure with a licensed and experienced sailing captain to create memories that will last a life time.  We offer private sailing tours for up to six people that include day time sails, sunset cruises, dolphin tours and more!

A Sailboat With A Story.

Sailing vessel Selah is a beautiful boat with a strong family history and connections to the local area. She is a sea worthy vessel that has sailed all over Florida and the Bahamas, but now take guests out on sailing adventures here in Destin. Her most unique feature is a large bowsprit that is the perfect spot for viewing dolphins and other sea life or taking in the sunset.   Whether you are sailing for the first time or are have lots of experience, we offer an excellent opportunity to relax and unwind as we explore the Gulf of Mexico, Choctawhatchee Bay and the Destin Harbor.

Selah is also equipped with plenty of dry storage, a cooler with ice for drinks or snacks you may want to bring along and complimentary bottled water. 

Fair Winds Sailing Co prides itself on providing an unforgettable opportunity to experience the joy of sailing and everything Destin has to offer. That's why we want to help you get the most out of your trip. Whether it's taking the whole day to explore the coast, getting the best spot to watch fireworks or planning the perfect evening with your significant other, we can make it happen.

Book Online  today! or call 850-502-0664

Guests aboard Selah watch as a dolphin swims along with the boat in Destin, Florida.

Daytime Sails

We'll raise the sails, turn off the motor and head out in to the Gulf of Mexico for a day that's relaxing and exciting. Stand on the bowsprit and watch dolphins swim under your feet as they follow the boat. Lay out on the deck with a cold drink. It's the perfect way to spend an afternoon.

Sunset cruise aboard our sailboat Selah on Choctawhatchee Bay, Destin, Florida.

Sunset Cruises

End the day with a picture perfect cruise on Selah. Watch the sunset over the clear waters of Destin, then cruise through the harbor as Destin lights up the night. It's a great opportunity to share a bottle of wine with friends or to top off a romantic getaway. 

A beautiful and initmate wedding ceremony aboard sailboat Selah.

Specialty Excursions

Captain Harbor can customize your sailing trip to make your day with Fair Winds Sailing Co unique and memorable. Book Selah for an engagement shoot or an intimate wedding ceremony. Turn your trip into an all day experience. Ask for a hands-on sailing tutorial. We also offer packages for special events like fireworks cruises,  moonlight sails and more.

[email protected]

850 502 0664

Captain Harbor raises the sails on Selah during a trip with Fair Winds Sailing Co.

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nice tri catamaran destin fl

Captain Jambo's

Destin .

nice tri catamaran destin fl

Call Now! 850-888-8FLY

nice tri catamaran destin fl


nice tri catamaran destin fl

 Catamaran Sailing Cruise Destin, Florida



Click the Book Online Button for Schedule

The Closest

nice tri catamaran destin fl


Check Out Our Latest Dolphin Sighting

Private sailing charters of destin, fl.

The STILETTO catamaran sailboat has plenty of room for up to 6 passengers, so bring your friends and family. Let's take your group on a Destin sailing adventure to make memories that will last a lifetime!

Snorkeling gear is complimentary and the sailboat is equipped with a lavatory, iced cooler and wifi stereo to play your tunes! The 30-foot catamaran boasts plenty of room for up to 6 people with two areas hang out on: the rear deck with shaded seating and trampoline in front. The catamaran sailboat is designed with two hulls that create a stable, non-rocking experience. So let's raise the jib (front sail), and let the sailing fun begin!

Bring snacks, lunch, romantic dinner, or water toys, we have your snorkel equipment and life jackets covered. Remember, it's your private trip so have fun your way!

Best of all, you can tour the Destin Harbor on your way out to see the unique waterways of Destin while you head out to the Gulf to look for dolphins, snorkel deep and shallow spots, Crab Island to hang out, or Okaloosa Island to look for shells! Parking is available at Heron Harbor and check-in directly on the boat at the dock! Complete instructions and tips will be sent to your phone after booking. We are happy to answer any questions! (850)888-8359

Catamaran Sailboat, Sailing in Destin, Florida

Destin Sailboat Tours

Combine any of these activities for your, sailing adventure, destin sunset cruise.

Wind in the sails, your honey at your hip, a majestic Destin sunset on the horizon... what else could your vacation need?  Destin sunset cruises are not only great for couples, but the whole family too!

We offer marriage proposal cruises of Destin, FL ! Book your trip, and surprise your love with a private engagement sail of Destin.

Destin Florida Sunset Sailing - Things To Do in Destin

Snorkeling Destin's Emerald Waves

Snorkeling Sailing Destin Florida

If the kids want to snorkel, Captain Jambo's has you covered. Masks, fins and snorkels are provided free for adults and kids. Explore the jetties and grassbeds. For the more adventurous, take a sail out to the Gulf to dive down to see starfish, angelfish and more! Destin boasts many great spots to explore the tropical fish or dive for sand dollars! Take our GoPro camera with to capture your snorkeling adventure!

Look for Destin's Dolphins

Dolphin cruise Destin - Destin Florida Sailboat

Dolphin sightings are pretty much a guarantee when sailing in Destin, Florida. Our local pod is quite friendly! Don't fight the crowds on larger boats. Enjoy your up-close-and-personal dolphin experience, the most ecological way! And if the area permits, you may jump in for a swim. It's your sailing Destin vacation! See how close the dolphins are in our latest video!

Learn to Sail Destin

Destin Florida Sailing Lessons

Come out on an afternoon trip when the wind is pumping and we can push the Stiletto Catamaran to the limit through the Destin waterways. You will not believe how fast you can sail on a catamaran sailboat! Get ready to pull some ropes, Captain Billy has over 25 years of experience on boats and can help you learn to sail Destin, Florida!

Hang Out on Crab Island

Sailing Destin FL Crab Island

For the folks that want to check out the local scene, a stop at Destin's famous Crab Island, won't disappoint! At this beautiful, clear, waste-deep sandbar, you may watch the sights or get involved in the fun. There are floating restaurants and bars, music, as well as activities for the kids!

Look for our Crab Island Sailing Tour that combines snorkeling, shelling and Crab Island fun on our booking page. Private and individual rates available.

Fireworks Cruise of Destin Harbor

Destin, Florida Fireworks Sailing

Catamaran Tours

3-Hour Trip                $450

4-Hour Trip                $600

5-Hour Trip                $750

All Day, 6 Hours           $875

Sunset Sail 2-Hr           $375

Sunset Sail 3-Hr           $500  Fireworks Cruise 1.5-Hr   $375

(Thursdays, May 28 - Sept 3)

Sunset/Fireworks 3.5-hr   $600

One night a week Destin has a fireworks display over the harbor! Come out Thursday nights for a spectacular display while cruising in the sailboat. The deck of the catamaran is perfect for having fun with friends and family, there are two benches and a front trampoline for watching the explosions! Check out our Facebook page for video of the show!

Bring libations, snacks, dinner, whatever you need to make your Destin fireworks cruise take off! And don't forget your favorite streaming or MP3 tunes to hang out and make the festivities your own. Add a beautiful Florida sunset to your fireworks cruise for an amazing night! (3.5 hour booking)

Price is for up to 6 people with experienced captain as guide. Gratuity excluded.

Catamaran holds up to 6 passengers per Coast Guard regulations.

Ice-filled chest provided. Just bring drinks & snacks! (BYOB!)

Book with confidence! We reschedule or issue a refund for inclement weather (winds >20mph or rain), so book with a day or two as an alternate when possible.

Credit card fee on all credit purchases. Cash for best price.

nice tri catamaran destin fl

Learn More About Our Catamaran Sailboat!

What's so great about a catamaran? A catamaran denotes a boat with two hulls or compartments that enable the vessel to displace water evenly on both sides. This design allows the catamaran to avoid rocking, as a traditional, single-hulled sailboat does. For folks on vacation--this point is a gold nugget--those that are not accustomed to boats tend to get seasick.

Why the double-hull design is a vacationers best boat friend:

Stable, non-rocking design . Why is this important? Because as the hull heaves so may your stomach.

Plenty of storage space with 2 hulls . And, if the kids fight, we can separate them.

Speed. The catamaran is twice as fast as a traditional sailboat. Save the monohull for the land turtles! (Sea turtles are fast too.)

Light footprint. A Stiletto can maneuver in shallow water due to a broader displacement of water across two lightweight hulls (Crab Island, here we come!)

Built for comfort. You aren't awkwardly lounging on a sloping deck like a monohull sailboat.

Maximized deck space. The catamaran has two opposing benches with cushions, as well as 80 square feet of trampoline for lounging and watching the waves.

Stiletto Catamaran

If you are thinking of chartering just any ol' catamaran, let me tell you why the Stiletto brand makes this boat even groovier:

Built light for speed. Although you may want to relax on your Destin sailing cruise, never forget, this cat has speed in its back pocket. The catamaran tops out at 25 knots (20 mph). In Destin, we can safely cruise at 15 knots with the jib (front sail) raised, and feel the power.

It will never sink . Aeronautic technology is utilized in its honey comb laminate that enables the material itself to float, not relying on the intact body of the vessel. So, no matter what the Florida waters bring, this puppy floats.

nice tri catamaran destin fl

Versatility of design. You can beach it; you can trailor it. When was the last time you saw a monohull sailboat pulled up on the beach or roaming down the highway? This boat goes everywhere. But watch out, you might catch catamaran fever thinking of the possibilities of where you could take it!

You are cool by proxy. Riding in our Stiletto catamaran brings you closer to the lastest version of the Stiletto XF, the foiling catamaran that once it reaches 14 knots, raises up and rides on hydrofoils, appearing to hover 2 feet above the water!

Catamaran Sailboat

The "Best Day Ever" Sailboat Cruise, 4-6 Hour Private Charter

At Captain Jambo's, We Know How To "Do" Destin.

Here is a write-up of a much loved itinerary that

may save you from being one of the many people

who ride into the dock thinking, "I wish I had

longer on the sailboat!"

The sails are set due south from Captain Jambo's

peaceful, scenic bay dock. With tummies full of

butterflies and expectations, we sail through the

glowing, emerald waves, under the Destin Bridge,

through the Destin Pass, and East and West Jetties to the magnificent Gulf of Mexico. Here, we look for bottlenose dolphins, sea turtles, and other marine life. We sail along Florida's beaches, marveling at the beauty of the water and sugar white beach. Next, the sails are set north, back through the Destin Pass to the world famous, Crab Island. This shallow, clear sandbar is a hot spot for Destin boaters' fun in the sun. Catch a margarita or some fish tacos at the festive Waterworld Restaurant and Bar. Play with the kids on the giant, inflatable waterpark. Just remember, no babysitting your pontoon boat, come and go as you please to check out the festivities, your captain will be happy to hold the anchor! After you've had your fill of Crab lsland, we sail to the nearby grassbeds for snorkeling. Crabs and fish abound here. You might even spot a majestic seahorse! Take our underwater Gro Pro camera to document your adventure! Next door is one of the few areas to find seashells in Destin, so take some souvenirs home from your hunt. When your pockets are full, we will set sails again for a relaxing sail through the calm waters of the Choctawhatchee Bay, watching the explosive

colors of the sunset on this

incredible sailing day.

Finally, we head back to

the dock from where our

adventure began. Now,

the sailboat sails away,

leaving you sun-kissed

and ocean-drunk with a

mind full of memories of

an amazing Destin sail.

nice tri catamaran destin fl

​ Captain Jambo's Destin Harbor is happy to serve neighboring areas that may not offer our one-of-a-kind sailing tours, such as Sandestin and Hwy 30A Florida vacation destinations. Let us help you put together a vacation package to explore Florida by sea! Look below to see how far you are from our location:

East of Destin

Sandestin 20 min

Santa Rosa Beach, Florida 32 min

Blue Mountain Beach, Florida 36 min

Grayton Beach, Florida 39 min

Seaside, Florida 40 min

Watercolor, Florida 40 min

Seagrove, Florida 41 min

Rosemary Beach, Florida, 48 min

West of Destin

Fort Walton Beach, Florida 12 min

Navarre, Florida 36 min

Looking for Things To Do in

Sandestin, hwy 30a, or fort walton beach, 850-888-8fly.

Captain Jambo's Sailing Tours

Heron Harbor

314 Harbor Blvd

Destin, FL 32541

nice tri catamaran destin fl

Best Sunset Cruise in Destin, FL

Sunset sail on the black sails catamaran in destin, fl.

Explore the Emerald Coast with Destin’s Favorite Captains

Taking a beautiful sunset cruise in Destin, FL is an experience that can’t be beaten. Sunset cruises are among the area’s most popular attractions, for good reason. Cruising into the sunset on Southern Country Charters’ incredible 30′ Stiletto catamaran will create memories that remain for a lifetime.

Relax and spend time connecting with friends, family, or business associates! As the sun sets and the Gulf skies explode with color, enjoy soft breezes, glittering water, and maybe a free show by a playful dolphin pod.

Let our captain at Southern Country Charters provide you with the perfect night out on the Emerald Coast. Our two- and three-hour chartered sunset cruises are affordable for small groups, families, and couples alike. Call us today at (850) 739-3175.

Unique Features of Our Catamaran Charter

Nothing matches a Destin, FL, sunset cruise in the warm emerald waters of the Gulf of Mexico. Southern Country Charters’ luxury 30-foot Stiletto catamaran provides space to relax and take in the amazing view. Your captain will narrate as we sail through gentle waves. Enjoy the snacks and beverages you brought along at your leisure.

Memorable highlights:

Anniversary sunset cruise destin, fl.

  • Take in the sights of HarborWalk Village while cruising around Destin Harbor
  • See Choctawhatchee Bay and Crab Island
  • Witness dolphin pods swimming and playing (very likely, but not guaranteed)
  • Be on the lookout for sea turtles and birds
  • Ease back into port under harbor lights and wide-open skies
  • Sit back and relax – you’re in a no-rush zone

Take in the spectacular Destin, Florida, sunset aboard one of Southern Country Charters’ private sunset sailings for up to six people. We provide bottled water and coolers full of ice. Other items that you’ll want to bring along include:

  • Valid government-issued photo identification (required)
  • Raincoat or light jacket and hat (to protect from sun and spray)
  • Snacks and beverages (BYOB)
  • Cash for gratuities (customary)

Be aware that our boats are not handicap-accessible. Adults and children are welcome, but we cannot allow pets on board, including comfort or service animals. We also prohibit firearms, recreational or illegal drugs, and glass items.

Your Experienced Destin, FL, Captains

Get ready to enjoy your private cruise under the leadership of charter captains who are among the most seasoned and experienced in Destin, Florida. They are happy to share stories and answer your questions.

Couples on a sunset cruise in destin florida.

Captain Bill is our head Sailing Captain and has been sailing the waters of Destin for over 35 years. He’s a wealth of knowledge about the local hotspots and history, so if you’re up for conversation he’s happy to fill you in on Destin’s best-kept secrets!

Captain Payton, the owner of Southern Country Charters, has been boating for more than 20 years. He’s also fished and hunted this area since childhood. Payton founded the business to share his passion for the water. Payton primarily captains our fishing charters, but he also trains and manages all of our boat captains to ensure that guests have the best possible trip experience.

In addition to the training received from Payton, the captains of Southern Country Charters rank among the most experienced on local waters. Whatever sea quest or water adventure you take with us – fishing with Captain Herbie, sailing with Captain Bill, or something else – get ready for a safe, fun, and exciting time!

Our boats are well-maintained, periodically updated, and thoroughly checked before each excursion for safety and mechanical readiness.

BYOB Drinks & Alcohol on Your Charter

Alcoholic beverages are welcome on all trips for those who have reached the legal drinking age. (We check photo IDs.) While we don’t provide or serve alcohol, you are welcome to bring beer, wine, spirits, and mixers with you. Ice chests and bottled water are available onboard.

Destin, FL, Sunset Cruise Availability & Pricing

Our private sunset cruises in Destin, FL, depart each summer evening by reservation only.

  • Two-hour sunset cruises depart at 5 p.m. and start at $350 overall for the charter, including fuel and all other fees and expenses.
  • Three-hour sunset cruises depart at 4 p.m. and start at $475 overall for the charter, inclusive of fuel and all other fees and expenses. On Thursday nights, our trip itinerary will include the harbor fireworks.

Romantic destin sunset cruise.

Advance reservations are highly recommended, as our sunset cruises often sell out days or weeks ahead of time. We do accept same-day bookings when available.

Check Out Our Other Destin, FL, Trips & Charters

  • Day Sailing Charters
  • Family Boat Tours
  • Dolphin Cruises
  • Party Boat Charters
  • Crab Island Tours

For more information, call us at Southern Country Charters at (850) 739-3175.

Come & Cruise with Us at Southern Country Charters

Sunset cruises are one of the most romantic and beautiful things you can experience in Destin, FL. Set sail on Southern Country Charter’s 30′ Stilletto catamaran charter for a magical sunset sailing adventure for you and your friends, loved ones, or significant other. Our first-class captains can safely sail you to all the major landmarks along Destin’s Emerald Coast , or create a custom route if you have a specific area you’d like to explore.

Come experience one of the most gorgeous places on earth on a Destin, FL, sunset cruise. Book online or call us at Southern Country Charters at (850) 739-3175 today to schedule your Destin sunset cruise.

A Word From Our Past Guests

It’s such a pleasure to get to sail with so many wonderful people from all over Florida, the United States, and the world. We appreciate the opportunity to show them around the Emerald Coast and be a part of their trip to Destin. Here’s what a few of our guests have said about the experience:

⭐⭐⭐⭐⭐ Would definitely recommend Captain Bill and his boat for a great sailing experience. Captain Bill was so very accommodating and even cooked for us while we enjoyed relaxing, taking in the views, socializing with friends, visiting Crab Island, and learning a little about what it takes to sail a boat. This adventure will be talked about for a long time and we will definitely do it again. Jason Tatro
⭐⭐⭐⭐⭐ We had great experience with Captain Bill Anderson. My wife and I brought our 3 kids ages 10 to 15. Everyone had a fun trip. We motored up to the dolphin watch area and saw dolphins right away, plenty of time to take pictures. We then snorkeled and the kids enjoyed seeing the hermit crabs crawling around their feet. We finished the sail without the motor, just the wind in the sails. Very relaxing sitting up front with your toes in the water. Would definitely recommend taking this 3 hour cruise rather then being packed into a large boat with 50 or more strangers. Matt Knepper
⭐⭐⭐⭐⭐ Our sunset cruise with Captain Bill was one to remember. We enjoyed every second of it! My husband & I took this cruise celebrating our honeymoon and Captain Bill made this experience special for us. Super welcoming Captain & an even more awesome boat. If you’re ever in Destin, make sure you take this cruise! Laura D

Come Sail with Southern Country Charters

What are you waiting for? Book your charter today and enjoy an incredible catamaran sailing experience with your friends and loved ones. Don’t hesitate the contact us at (850) 739-3175 with any questions, or book online through our charter booking portal. We look forward to having you aboard!

Book Your Destin Sunset Cruise Today!

Make memories on destin's best sunset cruise..

Water Adventures Location

nice tri catamaran destin fl

Dolphin Tours in Destin

nice tri catamaran destin fl

Dolphin & Sunset Tours in Destin

Departure is from our destin location.

  • 1.5 hour Cruise
  • Check for times
  • Children Ages 12 and under $15.00   per child

Check Out the Fun...

Flipper's Adventures Destin

We had an awesome time. The captain was very friendly and knowledgeable. He knew exactly where dolphins would be seen. He took us over to Crab Island and explained why people were only in waist high water. I definitely recommend this place.

It was a fantastic experience Captain Kyle was awesome. He and his deck hand made sure that we saw some dolphins 🐬 it was a beautiful day. I’d recommend it to anyone.

It was the most awesome time. We enjoyed it very much and your captain and crew was awesome. We loved it we will be back again .

We had so much fun! Went to the first one of the day. Not many people. Everyone was so friendly and interacted with us and others. Saw so many dolphins and even some sharks!

Amazing time! We saw many dolphins and the sunset was gorgeous. My kids were a bit afraid at first but they loved it.

This cruise was AMAZING!!! So fun! The music was great, the crew was great, and the dolphins were obviously GREAT! My son and niece loved being able to drive the boat.

Amazing crew. Made our family feel like we was at home. Went above and beyond to please our children. I fell completely safe on their boat. Going to see dolphins and will take you to Crab Island (just to see it) if the trip seems a little short. Gave out great advice for restaurants to eat at and lo...

Experience Cruises in Destin

Is there anything more enjoyable when visiting the Emerald Coast than to be out on the Gulf? Those warm, turquoise waters beckon you. The water is bright and clear, perfect for seeing the aquatic life underneath. When the weather is beautiful, there is no better way to spend your time than with our Destin dolphin tours .

Dolphins are such amazing marine animals. They are smart, personable, and love to swim right along with your dolphin boat tour. Dolphins can swim up to 25 miles per hour, so they will have no problem keeping up with the boat. You will learn many other fascinating facts about dolphins when you take a trip with Dolphin Cruises in Destin.

Our Dolphin Tours Are Unforgettable

There are many things to do while out and about in Destin, Florida. Be sure to take the time to experience life on the water. It is so different from standing on the beach and seeing only the boats going by. Being up close and personal with all of aquatic nature will take your breath away. Our dolphin tours in Destin are sure to please. Here are some reasons why.

Family Fun You Will Always Remember

No matter how old or how young, everyone from toddlers to senior citizens enjoy time on the waters with one of our dolphin tours in Destin. Children will be delighted and will remember their dolphin cruise experience for a long time to come. Our knowledgeable and friendly ship captains make everyone feel welcome and have lots to talk about when it comes to all there is to see aboard a dolphin cruise.

Everyone enjoys the dolphins as they swim right alongside the boats. You might think that they want to climb aboard with how close they will be. Not only do we have among the best dolphins in the world with our dolphin tours, but we also include some of the best-kept secrets that only the locals know about. You can find out more about that in our Wild Dolphin Tours.

Destin Dolphin Excursions with Us

Coming down to the gorgeous Gulf would not be complete without being on the water. A dolphin cruise is an affordable way to do just that. Our boat can handle up to 49 passengers and is perfect for birthday parties, wedding parties, family reunions, and small party dolphin cruises. All ages will love their time onboard and will learn so much.

If you are looking for one of the best days you can while down on the beautiful Emerald Coast, do not miss our dolphin tours in Destin. It will be some of the best money you will spend while on vacation. Whether you are by yourself, a couple, or with a larger group of family or friends, there is nothing like an afternoon spent on the waters of the pristine Gulf of Mexico.

Our Destin Dolphin Boat Tour Rates

Times always vary when it comes to our dolphin cruises, but our rates are very affordable.

Our boat captains all live and work right in the Destin area and know everything there is to know about navigating their boats for the most enjoyable time you will have.

Our crew and staff do not just stop at boating, either. They love parasailing and snorkeling, and they are very knowledgeable about everything that goes on in their beautiful corner of the world. They will entertain you with the most amazing stories about dolphins and other marine life that will have you amazed for a long time to come.

So, what are you waiting for? Book one our dolphin tours in Destin. It is an unforgettable, breathtaking experience you do not want to miss.

Sunset Cruise in Destin with Dolphin Cruises

There are many things to see and do while visiting the beautiful Emerald Coast of Florida, but none as inviting as a sunset cruise. Destin is famous for beautiful sunsets, and it does not take long to see why. The clear, warm waters of the Gulf, and the gorgeous weather, make for some of the most beautiful colors you will ever see when the sun is setting.

Taking a Destin sunset cruise should be on your Florida bucket list. Watching a sunset from the beach is fun, but there is something magical about it when you are on the water and experience the setting sun that seems to be all around you. When you cruise with us, it will be a tour you will not soon forget.

Why Enjoy a Sunset Cruise in Destin FL?

If you have always wanted to sail out to sea at day’s end, but never had the opportunity, now you do. With our remarkable sunset dolphin cruise in Destin, you can make that dream come true. Just think about the reasons for taking a sunset cruise.

The Most Beautiful Views in the World

Nothing compares to the breathtaking views you will experience on your Destin sunset cruise. As day begins to fade into night, the sky is painted in the most gorgeous colors. It all reflects off the warm Gulf waters in magical colors of golds, silvers, and coppers. You have to see it for yourself. The Destin area is beautiful any time of day, but there is something very special about seeing the sky ablaze in the colors of sunset. Pinks, yellows, and oranges will never look the same once you have come along with us on your own special sunset cruise in Destin, FL. Whatever you do, do not leave your phone or camera behind.

Destin Sunset Cruises are so Romantic

What a perfect way to enjoy your honeymoon or first date. Even if you are with a group of people in town for vacation, you will feel as if you are the only two people in the world when you enjoy one of our sunset cruises. There really is no better way to spend a romantic evening than aboard our newest catamaran, which sails out of the Destin Harbor. You will have perfect views of the boats in the harbor, and you can view homes of the rich and famous as you cruise along. As you pass through the Luckiest Fishing Village, get ready for nature to paint the skies with an artist’s palette, sure to awe and amaze you.

Will You Get to See the Dolphins?

As the sun is slowly making its way to the horizon, do not be surprised when you see the dolphins putting on a show for you. That is why we offer our unique sunset dolphin cruises in Destin. As we pass through the Destin Harbor, there are places of interest your captain will point out to you, and then you will go out the Destin East Pass to the Gulf of Mexico, where you are sure to find the dolphins swimming alongside the boat. Whether you are in the Gulf or cruising on Choctawhatchee Bay, you will not want to miss what that magical twilight has in store for you.

Enjoy a Sunset Cruise for Two or Small Parties

Our boat can handle up to 49 passengers which makes it perfect for wedding parties, birthdays or reunions, or any small party who has yet to experience the beauty of sunset cruises in Destin. Your memories of our beautiful emerald waters will last a lifetime. All ages, from toddlers to retirees, love cruising with us when day turns to night.

Our Rates are Affordable

Our sunset dolphin cruises are very affordable for one and all.

You never have to worry about who is navigating. Our crews are all US Coast Guard Certified. Every cruise is safe, exciting, and beautiful. Our captains all hail from the Destin area. Besides sailing, they have many other interests, such as snorkeling, parasailing, and knowing all about the beautiful Emerald Coast and its history. This way they have lots of stories to tell you, all about their experiences living and working in one of the most beautiful places on earth.

So, do not wait a minute longer. Every sunset is unique, and you will always remember your sunset cruise in Destin, FL. Come experience this area as it is meant to be experienced – from the glistening, emerald waters of Destin, FL.

Booking Dolphin and Sunset Cruises with Destin Dolphin Cruise

Nestled along the Emerald Coast, Destin is renowned for its pristine beaches, vibrant marine life, and breathtaking sunset s. To truly immerse yourself in the coastal charm of this Gulf gem, consider booking a Dolphin Cruise or a sunset cruise with Destin Dolphin Cruise.

Dolphin Spotting

Destin’s coastal waters are home to a playful and charismatic population of dolphins, and there’s no better way to encounter these magnificent creatures than on a Destin dolphin cruise. The tours are expertly designed to take you to known dolphin hotspots, providing you with the opportunity to witness these enchanting mammals in their natural habitat. As the boat glides through the Gulf, you’ll be treated to playful displays of flips, jumps, and tail slaps – creating an awe-inspiring experience for passengers of all ages.

Educational and Informative

Destin Dolphin Cruise goes beyond offering a mere sightseeing experience. Their expert guides, well-versed in the behaviors and habitats of dolphins, provide informative and educational commentary throughout the cruise. Learn about the local dolphin species, their social structures, and the importance of conservation efforts to protect these marine wonders. This added layer of knowledge enhances the overall experience, making the dolphin cruise in Destin not just entertaining but also enriching.

Breathtaking Sunset Cruises

As the sun begins its descent over the Gulf of Mexico, the magic continues with Destin Dolphin Cruise’s sunset cruises. These serene and romantic excursions allow you to witness the sky painted in hues of orange, pink, and purple as the sun sets over the emerald waters. The sunset cruises are designed for relaxation, offering a perfect way to unwind and soak in the beauty of the Gulf while basking in the warmth of the fading sunlight.

Unparalleled Scenic Beauty

Destin is known for its postcard-perfect sunsets, and a sunset cruise with Destin Dolphin Cruise provides front-row seats to this natural spectacle. Whether you’re a couple seeking a romantic evening or a family creating cherished memories, the breathtaking backdrop of the setting sun against the Gulf’s horizon creates an ambiance that is unparalleled. The tranquil waters, gentle sea breeze, and vibrant colors of the sky make the sunset cruise a visual feast for all on board.

Captivating Wildlife Encounters

The sunset cruise is not just about the celestial display in the sky; it also offers the chance to encounter other marine life as the boat navigates the Gulf waters. Keep an eye out for sea turtles, pelicans, and other coastal birds that call Destin home. The combination of a relaxing cruise and the opportunity to spot diverse marine life makes the sunset cruise with Destin Dolphin Cruise an idyllic way to connect with nature.

Comfort and Safety

Destin Dolphin Cruise places a premium on passenger comfort and safety. The vessels are well-maintained, equipped with modern amenities, and feature spacious decks for optimal viewing. The experienced and friendly crew ensures a safe and enjoyable experience for everyone on board. From families with children to couples seeking a romantic evening, the company caters to a diverse range of passengers, making both the Dolphin Cruise and sunset cruise accessible and enjoyable for all.

Convenient Scheduling Options

Destin Dolphin Cruise understands the importance of flexibility when planning your coastal adventure. The company offers convenient scheduling options for both Dolphin and sunset cruises, allowing you to choose the time that best suits your itinerary. Whether you prefer a daytime encounter with dolphins or a tranquil evening cruise, Destin Dolphin Cruise ensures that your Gulf experience aligns with your preferences.

The combination of a Dolphin Cruise and a sunset cruise with Destin Dolphin Cruise offers a comprehensive and enchanting exploration of Destin’s coastal wonders. From the playful antics of dolphins in their natural habitat to the serene beauty of a Gulf sunset, each cruise provides a unique and memorable experience. With a commitment to safety, education, and passenger satisfaction, Destin Dolphin Cruise ensures that your coastal escapade is not only visually stunning but also enriching and enjoyable. So, set sail with Destin Dolphin Cruise and discover the magic that unfolds both beneath the waves and in the painted skies of this Gulf paradise.

Experience A Dolphin Tour Adventure While Staying In:

500 Harbor Blvd, #104, Destin, FL 35421 Hours:  Mon-Sun 8:00 am – 6:30 pm

Directions: We are located on the South side of US Hwy 98 on  Destin Harbor across from Taco Bell at 500 Harbor Blvd.

From EAST of Destin (Sandestin, Panama City) From Destin Commons (Bass Pro Shops), drive 4 miles on Hwy 98 West. We have onsite parking at our location. Upon arriving head to the ticket booth.

From WEST of Destin (Ft Walton Beach, Pensacola) Take Hwy 98 East to Destin over the Destin Bridge. 1/2 mile after the bridge, turn right into our parking lot.

nice tri catamaran destin fl

CANCELLATION POLICY:   You must CALL at least 24 hours prior to your scheduled trip time to change, reschedule, or cancel your reservation . If you don’t call or don’t make your reservation time,  tickets will not be rescheduled or refunded. There will be a $10 cancellation fee.

Frequently Asked Questions

Where are we located in the harbor.

One mile East of the Destin Bridge, on the water side. Across from Emerald Coast Scuba, beside Boshamps Restaurant at 500 Harbor Blvd. We are located in the Just Chute Me Parasail red ticket building.

Do you have plenty of parking?

We have a large paver parking lot, and excess parking at Boshamps Restaurant.

Are you handicap accessible?

No, we have several flights of steps.

Is the boat bathroom equipped?

Yes, but it’s small, don’t plan on spending much time in it.

What ages do you take?

Any age is welcome.

Do you do private parties?

Yes our boat can handle up to 49 passengers. From Wedding Parties to Family Reunions to a small party Dolphin Cruise.

Does the cruise or boat tour go on the Gulf of Mexico?

Most of the time we are in the Gulf of Mexico sighting Dolphins and viewing the beautiful emerald waters, but sometimes the Gulf of Mexico is too rough so we take you back to the Choctawhatchee Bay and enjoy the beautiful sunsets.

How Long Are the Tours?

The Destin Dolphin Tours are an hour and a half, giving you enough time to soak in the views before the sun sets over the miles of beach along the coast.

We take our customers out on Coast Guard certified forty-five foot Catamaran’s, customized to be the perfect dolphin boats in Destin. With plenty of comfortable seating, we have room aboard for parties large and small. All ages over four are welcomed on our dolphin tours, so we encourage the entire family to take a ride together.

Drinks are included on all of our dolphin cruises, too. With a restroom on board, everything you need is at your fingertips while on the water. Our staff is knowledgable, friendly, and at your service, so don’t hesitate to ask questions while on your ocean adventure.

After your dolphin excursion, Destin will surely become the trip of a lifetime. Getting a glimpse of dolphins out in the wild is not something that everyone can say they have seen, but is at your fingertips while on your dolphin cruise in Destin, Fl.

Sailing around on the ocean is exciting enough, and at sunset, the beauty seen on our dolphin tours cannot be beat. If you are traveling to Destin, be sure that a boat ride in the Gulf is on your list. Our Destin dolphin excursions are a must see and will provide you and your loved ones with lasting memories.


Your go-to guide for everything Destin-Fort Walton Beach!

Click the button to complete a form to request a printed version of our Visitors Guide. Or, view our digital Visitors Guide now.

Camping and catamarans in Destin, Florida

Welcome to Destin-Fort Walton Beach, where adventures of every size are waiting for you. If staying connected to nature is on your adventure to-do list, camping at Henderson State Beach Park like RV Family,  Crazy Family Adventure  is a must! Henderson Beach State Park has more than 6,000 feet of natural shoreline along the Gulf of Mexico and is the perfect spot to enjoy the beach and explore. The 200-acre park is home to a nature trail where you can take a walk or leisurely bike ride, making it a perfect spot to camp, RV, or just visit.

Pro Tip: bring along your paddleboard to explore one of Destin-Fort Walton Beach’s  artificial reefs , located directly offshore the state park’s beach access.

The Gulf of Mexico’s crystal clear water makes getting out on the water a must while visiting Destin-Fort Walton Beach! Captain Pam at Smile ‘N Wave Sailing Adventures makes that easy for you, offering a catamaran experience you won’t forget. Join Captain Pam on her trimaran aptly named Nice Tri. Nice Tri is a large catamaran with three hulls, mesh nets for lounging on and an up-close view of marine life in the water, and plenty of space for your family. On your cruise, you’ll have the chance to swim, snorkel, and even spot dolphins! Pam likes to call them her “dol-friends” and has been sailing alongside the same pods for years.

After your catamaran trip, head over to Crab Trap in Destin to grab a bite to eat. The food is always delicious, and you can’t beat the views. Relax and take in the Gulf-of-Mexico while enjoying locally sourced favorites like mahi-mahi or grouper. The Crab Trap has its very own fishing commissary located at The Boardwalk on Okaloosa Island and is the key reason for the delicious seafood you see in the Crab Trap and all of their sister restaurants.

For more activities and things to do in Destin, check out Crazy Family Adventure’s list of  41 things to do in Destin  or follow along on their  ultimate Florida Road Trip !

Events in Destin-Fort Walton Beach

It’s always the best time of the year to visit Destin-Fort Walton Beach, Florida. Mild temperatures and warm gulf waters make the area enjoyable no matter the season. And with a running lineup of exciting local events and festivals, there’s always something to do in Destin-Fort Walton Beach!

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  1. #1 Best Catamaran Charter in Destin, FL (Prices/Reviews)

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  2. A Special Thank You From Our Sailing Charter

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  3. #1 Best Catamaran Charter in Destin, FL (Prices/Reviews)

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  4. #1 Best Catamaran Charter in Destin, FL (Prices/Reviews)

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  5. #1 Best Catamaran Charter in Destin, FL (Prices/Reviews)

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  6. #1 Best Catamaran Charter in Destin, FL (Prices/Reviews)

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  1. Nice Tri Charter Boat

    Sailing on a private charter with your family and relaxing for a while in nature is something we could all stand to do more. Plan a trip with Captain Pam if you are in the area. Book Online or call 850-368-5921. Get social with us by liking and following Smile N Wave Sailing Adventures on Facebook. Nice Tri Charter Boat, a Trimaran, is Smile N ...

  2. Sailing Tours & Charters in Destin, Florida

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    You can also call Captain Pam directly at 850-368-5921 if you have specific questions not addressed on the website. Finally, get social with us by liking and following us on Facebook and Instagram. Captain Pam is offering Destin Dinner Cruises aboard her sailboat, Nice Tri. Everyone loves a water view while eating a nice meal.

  4. Smile N Wave Sailing Adventures

    The Smile N Wave Sailing Adventures captain, Pam, wish you and yours a Happy Thanksgiving and Holiday Season. Our Destin Fishing Charter had a successful 2019, and it is all thanks to the customers who came aboard our Sailing Catamaran. Destin, Florida, has become a popular spot for vacationers over the last decade, and repeat visitors are the ...

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    Invent your own private charter sailing excursion in Destin aboard a spacious 31 foot catamaran. Join Captain Pam Kane for an adventure of a lifetime! All your gear is included and the boat is equipped with a fresh water shower, bathroom, as well as space for sun bathing and a canopy for shade. ... Destin, FL 32541. USA. Business Hours. Mon: 9: ...

  6. Best Catamaran Charter in Destin, FL

    Book your charter today and enjoy an incredible catamaran sailing experience with your friends and loved ones. Don't hesitate the contact us at (850) 739-3175 with any questions, or book online through our charter booking portal. We look forward to having you aboard!

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    This is what you're looking for aboard catamaran Destin Sailing Adventures. The boat is a Stiletto 27 Special Edition Catamaran, designed to provide maximum sailing pleasure and performance over a wide range of wind and sea conditions. Made for adventure and racing, so it offers plenty of excitement and comfort for any occasion. ... Fort Walton ...

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    Smile n Wave Sailing Adventures, Destin, Florida. 12,506 likes · 35 talking about this · 1,145 were here. Come sailing on a beautiful 39 foot trimaran. I can carry up to 6 people for a great day on...

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    Join Captain Pam for an unforgettable sailing experience in Destin about Smile 'N Wave! Enjoy Destin by sailing on your own private 31' catamaran. They offer personalized dolphin excursions, snorkeling, swimming, and amazing sunset spots all to yourself. ... 877-574-5123 1250 Miracle Strip Pkwy SE Fort Walton Beach, FL 32548 Hours: Mon-Fri ...

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    Destin Dinner Cruises Aboard Nice Tri. Captain Pam is offering Destin Dinner Cruises aboard her sailboat, Nice Tri. Everyone loves a water view while eating a nice meal. Well, imagine sailing the beautiful waters of Destin while you enjoy your favorite foods. It doesn't get much better than that! Read this blog for more information on our ...

  11. Sandestin Catamaran Tours

    Call Today (850) 837-2299. 500 Harbor Blvd, Destin, FL 32541. Book Now. Our catamaran tours near Sandestin are complete with the most up-to-date, well-appointed boats and equipment. Book your underwater adventure today!

  12. Must try dolphin excursions in Destin Fort Walton Beach

    Must try dolphin excursions in Destin Fort Walton Beach. Captain Pam, owner, and operator of Smile N' Wave Sailing Adventures is a lifelong resident of Destin and knows all the secret spots to make your dolphin tour a memorable one. She hosts private charter tours for up to six people aboard her 31 ft. catamaran, Nice Tri.

  13. Calypso II Sailing Catamaran

    Calypso II is a private catamaran available at affordable rates for parties of up to six people to enjoy a day on the water in their own skippered 34' sailing yacht. Tour the harbor, sail in the Gulf of Mexico, watch dolphins up close, snorkel or just relax and enjoy a sunset with a great beverage and your favorite friend (s).

  14. Sail Away Destin

    Your Own Private Charter. Join Captain Bryan Klein for the adventure of a lifetime on your luxurious and spacious 24-foot Tri-Hull private pontoon charter, with plenty of lounge space in the sun and a large, shaded area under a covered canopy. Feel free to bring your drinks and snacks (glass is acceptable); we will provide a cooler full of ice ...

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    The Nice Tri is a sailing charter that comfortably accommodates groups of up to six people. Maryann, one of our happy guests, shares her experience. "Absolute highlight of our trip to Destin!! Pam and Lexi were SO fun and accommodating to our bachelorette party. They took so many photos of our group and made sure we all had an amazing time.

  16. Sailing Charters and Sunset Tours

    Fair Winds Sailing Co. Sail along Destin, Florida's Emerald Coast aboard "Selah," a classic 32 foot sailboat. Charter your own specialized adventure with a licensed and experienced sailing captain to create memories that will last a life time. We offer private sailing tours for up to six people that include day time sails, sunset cruises ...

  17. Captain Jambo's Destin Sailing Cruise

    Sunset Sail 2-Hr $375. Sunset Sail 3-Hr $500 Fireworks Cruise 1.5-Hr $375. (Thursdays, May 28 - Sept 3) Sunset/Fireworks 3.5-hr $600. One night a week Destin has a fireworks display over the harbor! Come out Thursday nights for a spectacular display while cruising in the sailboat.

  18. Best Sunset Cruise in Destin, FL

    Our private sunset cruises in Destin, FL, depart each summer evening by reservation only. Two-hour sunset cruises depart at 5 p.m. and start at $350 overall for the charter, including fuel and all other fees and expenses. Three-hour sunset cruises depart at 4 p.m. and start at $475 overall for the charter, inclusive of fuel and all other fees ...

  19. Dolphin Tours in Destin

    Destin Dolphin Excursions with Us. Coming down to the gorgeous Gulf would not be complete without being on the water. A dolphin cruise is an affordable way to do just that. Our boat can handle up to 49 passengers and is perfect for birthday parties, wedding parties, family reunions, and small party dolphin cruises.

  20. Destin Sailing Charters

    Explore the Emerald Coast with Vitamin Sea Sailing Charters in Destin, Florida. Book today for unforgettable ocean adventures! Learn more. (850)225-3210. ... BOOK NOW. Information about Pricing & Booking Pricing. Our boat is a 30' Stiletto Catamaran sailing charter boat can take up to 6 guests at a time. If you have a full party and divide it ...

  21. Camping And Catamarans Destin

    Camping and catamarans in Destin, Florida. ... Join Captain Pam on her trimaran aptly named Nice Tri. Nice Tri is a large catamaran with three hulls, mesh nets for lounging on and an up-close view of marine life in the water, and plenty of space for your family. On your cruise, you'll have the chance to swim, snorkel, and even spot dolphins! ...

  22. Destin Catamaran Fishing Boat Double Time Charters

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