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Smile n' wave.

Sailing Charter & Tours in Destin, Florida

Smile N Wave Sailing Adventures - Logo

Smile N' Wave Sailing Adventures Fleet

Now booking charters for our trimaran "Nice Tri"

Join Captain Pam for a day trip aboard our new Trimaran, Nice Tri. All her day trips offer the ability to swim, snorkel, look for dolphins or watch the sunset on the Gulf of Mexico in Destin, Florida. You can also choose to visit Crab Island. The place Captain Pam likes to snorkel is called the Grass Flats. It is a shallow area where you can disembark the Sailing Trimaran and be waist-deep in water to hunt for treasures. While snorkeling, some things you may find include seashells, hermit crabs, fish, shrimp, and occasional seahorse. Captain Pam allows you to take a hermit crab of your choice to the boat for a race before releasing it.

Sailing Tours - 01"

Snorkeling Tours

Snorkeling Adventures are fun for all ages, but we have a special treat for the older kids and grownups with the conditions right to travel into the Gulf of Mexico. Captain Pam loves to bring you sand dollar hunting. We get sand dollars on the second sandbar, where you can dive from ten to fifteen feet. You can keep two sand dollars per person. Captain Pam suggests a four-hour cruise so you will have plenty of time to explore.

Sailing Tours - 07"

See The Dolphins

The Gulf of Mexico hosts some pretty friendly Aquatic Mammals, like the Tursiops Truncatus or Bottle Nose Dolphin. These happy mammals are some of our best friends, and they love meeting new people. We have thirty-five to fifty local dolphins who love to interact with sailboats and passengers, and we get to see them on seventy-five percent of our cruises. So when we are fortunate enough to interact with them, they will follow as we sail along.

Sailing Tours - 12"

Party on Crab Island

The cool thing about Crab Island is it isn't an island. It's a sandbar on the bayside of the Destin pass where locals and tourists alike come to anchor their boats, party, swim, or walk to one of the floating restaurant shacks to grab a drink or a bite to eat. You are welcome to bring your cooler with drinks and snacks, no glass, please. Crab Island is fun for all ages; it has ice cream boats, shore dash, and Reef Burgers, Captain Pam's favorite. People come worldwide to enjoy this incredible sandbar.

Sailing Tour & Charter Packages

Online Booking available for select charter packages

Swimming & Snorkeling

Swim & Snorkel

Starting at $525

Sunset Sail

Sunset Sail

Starting at $425

Seasonal Fireworks

Seasonal Fireworks

Starting at $350

Swimming & Snorkeling

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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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  • 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

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.

 One of the best catamaran sailing adventures Destin East Pass, Okaloosa Island, Santa Rosa Island, Choctawhatchee Bay has to offer!

sailboat tours destin fl

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

850-217-3448

"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

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Destin Boat Tours

Escape to paradise and create lifelong memories.

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sailboat tours destin fl

Luxury Sailing Charters In Destin, Florida

Come sailing with us! We are East Pass Sailing Company, and we offer an extraordinary experience onboard our luxurious 45′ Beneteau sailing yacht, the Space Dancer. With our experienced captain at the helm, you can explore Florida's stunning Emerald Coast and sail into the clear blue water of the Gulf of Mexico. It's time for you to enjoy the good life with our Destin sailing charters.

Consider spending a day of family fun with our boat tours, dolphin cruises, and fireworks cruises. Destin boat tours are a memorable experience the whole family will love. Watch our resident bottlenose dolphins at play and search for local marine life along the Emerald Coast. We offer the best boat tours with a catered dinner cruise or sunset cruise in Destin Harbor for a romantic date night.

Space Dancer is the ideal yacht for luxurious sailing. Up to six passengers can sail with three comfortable cabins, three private bathrooms, a full galley, and plenty of room to stretch out and enjoy. You can enjoy morning coffee along the Emerald Coast, afternoon dolphin excursions, and cocktails with a beautiful sunset.

sailboat tours destin fl

Relaxing. Luxurious. Scenic.

sailboat tours destin fl

4 Hour Sunset Swim and Sail

Looking for something cool to do in Destin Fl? Join us for a Sail and Swim cruise! This 4 hour cruise is for the sailor who wants enough time to sail and go for a swim (swimming optional). There’s no rush! Get some real open water and hands-on experience and/or anchor up at the Cove or the Island and explore the beach. Great for family or social events.

- This excursion is also the best opportunity for the avid sailors to get open water and hands-on experience at the sails and helm of a tall luxury sailing yacht. - Capt Chris 👍

sailboat tours destin fl

3 Hour Sunset Sail and Swim

A cruise along the coastline - a unique experience for the family or friends. Sail in the Gulf of Mexico for a 3 hour sunset cruise perfect for the folks who want more time in open water or cruising the beach.

- This trip affords more time to the sailor who is interested in a hands-on experience at the wheel and sails. - Capt Chris 👍

sailboat tours destin fl

2 Hour Sunset Sail

Sail along the coast for a 2 hour sunset cruise perfect for a romantic evening or a family friendly adventure to wrap up a day. The perfect bite-sized experience for the folks who just want a nice evening cruise, but not venture too far from shore.

- This cruise is great for small children and first-time boaters. The experienced sailor should look at the 3 or 4 hour cruises - Capt Chris 👍

sailboat tours destin fl

4 Hour Sail and Swim

Looking for something cool to do in Destin Fl? Join us for a Sail and Swim cruise! Take a 4 hour cruise down the coastline, or split the trip between sailing and swimming! Anchor up at the Cove or the Island and go for a swim. Explore the sugar white sandy beaches. Plenty of time, there’s no rush! Great for family outings or social events.

sailboat tours destin fl

3 Hour Sail and Swim

A cruise along the coastline - a unique experience from the best side of Destin. Sail along the Emerald Coast for a 3 hour cruise perfect for the folks who want more time in open water or cruising further down the beach.

- This cruise also affords more time to the sailor who is interested in hands-on instruction at the wheel and sails. - Capt Chris 👍

sailboat tours destin fl

2 Hour Daytime Sail

Set sail for a 2 hour sailing excursion along the Emerald Coast to see the best side of Destin. The perfect bite-sized adventure for the folks who want to explore the Gulf along the coastline, but not venture too far from shore.

sailboat tours destin fl

3 Hour Sunset and Fireworks

Join us for an evening you’ll never forget. This 3 hour Sunset and Fireworks cruise is the absolute best combination of an authentic sailing experience, an Emerald Coast sunset, and the famous Destin fireworks display. We’ll take a tour around the Harbor, sail in the Gulf of Mexico, before making our way into the calm waters of the protected East Pass and get right up near the show. The “SpaceDancer” a 45 ft Beneteau M445, and her amazing USCG licensed crew are ready to make your evening special.

- It doesn’t get much better than this y’all. These are my favorite cruises we offer and the ones that truly leave our guests with smiles that last all the way home. Many of my favorite locals pick these trips way in advance, so book yours quick today - Capt. Chris 👍

Why choose us?

Premier Boat Tours In Destin Florida

We offer more than an ordinary boat tour. Space Dancer is an authentic sailing yacht with ample space for six guests. Our private charters in Destin can curate special trips for you. Experience our half-day and full-day luxurious boat tours. You'll enjoy the service of an experienced local captain and mate on every sailing.

Spend a perfect day on the water with an authentic Gulf sailing charter experience. Relax and enjoy the sun and sea. The Destin area has plenty of amazing restaurants and we can arrange a catered meal to enjoy onboard. Feel free also to bring your own food and drinks or beverages of choice.

Space Dancer is a luxurious 45-foot Beneteau sailing yacht with ample space for six passengers to enjoy a private boat tour, dolphin cruise, catered dinner, and fireworks cruise. You'll sail around Destin, Florida in style.

The Emerald Coast is the ideal location for scenic boat tours. Whether it's a daytime dolphin cruise, a fireworks cruise, or a sunset tour, you'll have an amazing time with a picturesque view from every spot on our spacious top deck.

sailboat tours destin fl

Destin, Florida

On a visit to Destin, FL, you'll enjoy miles of white sand beach ringed by emerald green water. Take a scenic boat tour from Destin Harbor to explore the Emerald Coast and Gulf of Mexico for dolphins, sea birds, and Florida's well-known sandbar islands.

Fort Walton Beach and Okaloosa Island are just a quick drive from Destin if beach hopping is your goal. Enjoy sugary white sand beaches and inviting water that beckons visitors to fish, swim, play, and enjoy a variety of water sports. Destin has been called "the world's luckiest fishing village," and anglers can fish from shore or head out to the Gulf of Mexico for deep-water action. Seafood features heavily on most menus in the area, with restaurants serving the local catch of the day.

Frequently asked questions

What should i park for a sailing boat charter.

When packing for a sailing boat charter, bring lightweight and comfortable clothing that can be layered for different weather conditions, a hat, sunglasses, sunscreen, and non-slip shoes. You may also want to bring a waterproof bag to protect your belongings, and any medications or personal items you may need.

What safety measures are in place on a sailing boat charter?

Charter companies are required to follow safety regulations and standards, and should provide safety equipment such as life jackets, fire extinguishers, and first aid kits on board. It's also important to listen to the safety briefing and instructions given by the skipper or crew and to follow any rules or guidelines provided.

Are there going to be other people on the boat with us?

No. All our trips are private. Just you, your loved ones and our captain.

What are some common sailing terms?

Some common sailing terms include port (the left side of the boat when facing forward), starboard (the right side of the boat when facing forward), bow (the front of the boat), stern (the back of the boat), and keel (the bottom of the boat).

Recent news

sailboat tours destin fl

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sailboat tours destin fl

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Sail away on a dream vacation ..

THE 10 BEST Destin Boat Rides & Cruises

Boat rides & cruises in destin.

  • Fishing Charters & Tours
  • Dolphin & Whale Watching
  • Boat Rentals
  • Water Sports
  • Scuba & Snorkeling
  • Parasailing & Paragliding
  • Waterskiing & Jetskiing
  • Stand-Up Paddleboarding
  • Speed Boats Tours
  • Kayaking & Canoeing
  • Surfing, Windsurfing & Kitesurfing
  • Swim with Dolphins
  • Gondola Cruises
  • Up to 1 hour
  • 1 to 4 hours
  • 4 hours to 1 day
  • 5.0 of 5 bubbles
  • 4.0 of 5 bubbles & up
  • 3.0 of 5 bubbles & up
  • 2.0 of 5 bubbles & up
  • Destin Harbor
  • Destin Harbor Boardwalk
  • TAILFINS -DOLPHIN TOURS & DESTIN TIKIS TOURS CRAB ISLAND
  • Destin Pontoon Charters
  • Likely to Sell Out
  • Special Offers
  • The ranking of tours, activities, and experiences available on Tripadvisor is determined by several factors including the revenue generated by Tripadvisor from these bookings, the frequency of user clicks, and the volume and quality of customer reviews. Occasionally, newly listed offerings may be prioritized and appear higher in the list. The specific placement of these new listings may vary.

sailboat tours destin fl

1. ORIGINAL Destin Tikis 3hr Crab Island Sandbar Adventure

sailboat tours destin fl

2. FAMOUS Destin Dolphin Cruise & Crab Island Sandbar

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3. Flippers Adventures Dolphin Cruise

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4. Destin- Private Chartered Slide Pontoon Boat-Up to 6 Guests

sailboat tours destin fl

5. FAMOUS Destin Tiki Boat Cruise Crab Island Sandbar & Dolphin Tour

sailboat tours destin fl

6. Choose 3-6 hrs. Captained Pontoon Crab Island w/ Dolphin Cruise

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7. Family Friendly Snorkeling and Dolphin Tour

sailboat tours destin fl

8. 3 Hour Crab Island and Dolphin Cruise from Destin

sailboat tours destin fl

9. Island Jetski Adventure

sailboat tours destin fl

10. Dolphin-Watching Speedboat Cruise in Destin Harbor

sailboat tours destin fl

11. Thriller Sunset Cruise in Destin Harbor

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12. Private Crab Island Pontoon Charter with Inflatables

sailboat tours destin fl

13. Sunset and Dolphin Watching Cruise in Destin

sailboat tours destin fl

14. Flippers Adventures 2 Stop Snorkeling and Dolphin Cruise

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15. Destin Florida Sunset Viewing Experience

sailboat tours destin fl

16. Snorkeling, Shelling & Eco Excursion

sailboat tours destin fl

17. ORIGINAL Destin Tikis Sunset Cruise in Destin Harbor

sailboat tours destin fl

18. Destin Private Guided Sunset Cruise up to 6 Passengers

sailboat tours destin fl

19. Hydrojet Dolphin Cruise in Destin FL

sailboat tours destin fl

20. 3 hour Crab Island excursions

sailboat tours destin fl

21. Private Crab Island Charter with Amenities Included

sailboat tours destin fl

22. Destin Harbor Firework Show by Boat

sailboat tours destin fl

23. 3-Hour Crab Island Excursion

sailboat tours destin fl

24. Destin Harbor Sunset Eco Dolphin Cruise

sailboat tours destin fl

25. Private Chartered Luxury Pontoon Boat in Destin-Up to 6 Guests

sailboat tours destin fl

26. Sunset Dolphin Watching Cruise in Destin Harbor

sailboat tours destin fl

27. The Original Redneck Pontoon Crab Island/Dolphin Cruise 3-6hrs

sailboat tours destin fl

28. Banana Boat Ride in the Gulf of Mexico

sailboat tours destin fl

29. 90 Minutes Sunset Cruise in Destin Harbor

sailboat tours destin fl

30. ORIGINAL Destin Tikis Fireworks Cruise

What travelers are saying.

Jashira S

  • ORIGINAL Destin Tikis 3hr Crab Island Sandbar Adventure
  • Dolphin-Watching Speedboat Cruise in Destin Harbor
  • Family Friendly Snorkeling and Dolphin Tour
  • FAMOUS Destin Dolphin Cruise & Crab Island Sandbar
  • FAMOUS Destin Tiki Boat Cruise Crab Island Sandbar & Dolphin Tour
  • Just Chute Me Parasail
  • IntraCoastal Experience - Destin Fishing Charter
  • Crab Island Cruises
  • Cruisin Tikis Destin
  • AJ's Water Adventures
  • Smile n Wave Sailing Adventures
  • SunVenture Cruises

sailboat tours destin fl

Captain Jambo's

Destin .

sailboat tours destin fl

Call Now! 850-888-8FLY

sailboat tours destin fl

AS FEATURED IN...

sailboat tours destin fl

Parasailing Banana Boat Rides Reef Snorkeling Private Catamaran Tours

sailboat tours destin fl

Captain Jambo's Destin Parasail is the Best!

Engagement Sailing Cruise

Just Engaged in Destin Fun Ways to Get Engaged

Sailing in Destin FL

Captain Jambo's Destin Harbor - Destin Sailboat Cruise

Why Choose Jambo's?

High-quality, small group tours are our specialty, experienced captains, family-owned, beautiful beach side setting, you will never feel like one of the herd.

Beach & Destin

Available !!

​ Looking for Things To Do in Destin, Florida?

Journey no further than Captain Jambo's Destin Harbor! Whether you embark on our signature parasailing adventure, or you relax and take it easy on our small group, catamaran sailing cruises, we invite you to not just explore with us, but hang out and enjoy the beauty Destin has to offer!

Captain Jambo's is a family-owned and operated business. We pride ourselves on making your adventure one-of-a-kind, tailored to your family and friends! Our jovial owner & captain, Jason, is a native of Destin, Florida with over 25 years experience on the water, so he can tell you a tale or two on your parasailing ride , Destin style!

Every day is a perfect day at Captain Jambo's! Our happy hut is conveniently located beside June White Decker Beach Access. (Restaurant RD, Destin Florida 32541.) There is plenty of parking and good food nearby. We are nestled between Silver Shells Resort and The Back Porch! So walk on over, or drive in, and fly with us!

Click on Photos to Learn More

destin snorkel

PARASAILING

Dolphin tour, parasailing and sailing cruise prices, parasail prices, anyone can do it, if you can sit you can fly longest flights at the best price 90% of parasail companies quote a 10-12 min ride, but always give 7. we guarantee our flight times and fully disclose them. small groups of 6 only, not 12-15   800' line for flight (highest legally)                10-12-minute flight             **click booking button to see online spring break special ** non-flying passengers (as available) click book now button non­flying passengers are accepted when space­ is available. discounts cannot be combined with any other offers.   call for parasailing/dolphin tour availability (april, may, sept-dec), snorkeling prices.

Small Groups means Personalized Tour!

Up to 6 snorkelers per trip

3-6 Hour Trips Available

All Ages Welcome

Starting at $450 for 3-hr trip

Includes at least 2 snorkel spots.

Snorkel gear & ice/cooler provided.

Gratuity & refreshments excluded.

Dolphin Cruise Prices

The BEST RATED Dolphin Tour of Destin!

The CLOSEST Dolphin Viewing!

Up to 6 people per trip

2-6 Hr Trips Available

Book Catamaran by the Hour

Infants, Children, Adults Welcome!

   **See Sailing Prices Below** 

Want to share the cost? Grab another family from your condo and have fun together!

Catamaran Sailing Tour Prices

Crab island.

Per Boat for Up to 6 Passengers

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

Catamaran holds up to 6 passengers per Coast Guard Regulations

Ice-filled chest included.

Just bring drinks and snacks!

Gratuity excluded.

​ Fee Added To Credit Transactions

Use Cash for Best Price

Camera Packages

Our staff knows the best parasailing shots.

Have your Destin, Florida parasailing photographed using a high definition, Nikon camera for $30 for the 1st flight (up to 3 people) and $10 for each additional flight. 25-60 photos are taken and handed to you on SD card.

Video yourself with a GoPro selfie stick camera in hand while you parasail for $35!

Superstar yourself with both for $55!

Sailing Cruises of Destin

Hop aboard our sailing catamaran for some summer fun with the whole family! We offer quality, small group tours to fit your group size and budget. Charter our 6-passenger sailboat privately or come with another family or couple to share the cost! Destin snorkeling excursions are tailored to your groups fitness level and interests. We look at tide tables and weather conditions to ensure safety and the best water clarity. Dolphin tours take you out to the Gulf of Mexico and the Choctawhatchee Bay, where ever our mammalian friends may be swimming! If you take a dolphin cruise, have your camera ready; the dolphins are much closer to you on a smaller boat. So join Captain Jambo's Destin Harbor for an intimate sailing experience to enjoy Destin's beauty! Click here for more on sailing in Destin, FL .

Parasailing Destin with Us

Come aboard one of Destin's only 6 passengers boats for your Destin parsailing adventure! Don't waste time waiting 30-45 min at the dock. Here we make it easy with check-in on the boat and we ask that you arrive 15 min ahead of time. In the summer we add add a fun shuttle boat ride, where marine life can be spotted along the way on your fun-filled ride to the Gulf of Mexico!

We give a 10-12 minute parasail flight , the longest in Destin. Do the math on the harbor boats that hold 12-15 passengers. They are unable to provide the parasail times they quote. And with 23 years experience, our owner/captain Jason is there to extend quality and safety to your Destin parasail experience!

Click here for more on our parasailing in Destin !

Join Captain Jambo's for Your Destin Boat Fun!

FREE PARKING & EASY ACCESS ON DESTIN HARBOR !

Sailing Moby

Sailing Moby

Sailing, snorkeling, fishing & dolphin adventures in destin, fl, choose your adventure.

  • Info Up to 6 people
  • User All ages
  • Hour Glass 3 hours

Swim & Sunset Sail

Swim & see beautiful Sunsets with Sailing Moby and create your own customized trips based on your preferences.

  • Hour Glass 2 hours

Sunset Sail

Enjoy Florida’s sunset on this 2 hour private cruise

3-Hour Daytime Swim & Snorkel

Crab Island, Snorkeling, Dolphins & More! Sailing Moby offers Crab Island cruises, Snorkeling, Dolphin tours, Destin Harbor tours, Sunset Cruises, Sailing, Fishing, and Swimming

  • Hour Glass 4 hours

4 Hour Fun Day Swim, Sail & Snorkel

Sailing Moby offers Crab Island cruises, Snorkeling, Dolphin tours, Destin Harbor tours, Sunset Cruises, Sailing, Fishing, and Swimming!! We create customized tours based on your preferences. It’s your trip, you tell us!!

2 Hour Day Sail

Sailing Moby offers Crab Island cruises, Snorkeling, Dolphin tours, Destin Harbor tours, Sunset Cruises, Sailing, Fishing, and Swimming! We create customized tours based on your preferences. It’s your trip, you tell us!

  • Hour Glass 5 hours

Fun Day Cruise

Enjoy a private cruise with Sailing Moby. Create and customize trips where you can go snorkeling, dolphin watching, sunset sailing, and more.

  • Hour Glass 6 hours

6 Hour Swim, Sail & Snorkel

Experience the thrill of a 6-hour sailing adventure with Swim, Sail & Snorkel in the breathtaking waters of Moby. Encounter dolphins, explore Crab Island, and create memories that will last a lifetime.

Sailing Moby offers Crab Island cruises, snorkeling, dolphin tours, Destin harbor tours, fishing, sailing the beautiful gulf and area bay waters, and MORE! 

We create customized tours based on your preferences, for up to six passengers.  It’s your trip, you tell us!

Top reviews for our tours ★★★★★

Sailing Moby

We fished, snorkeled, played and soaked up the sun! We had fun watching the dolphins play! They never rushed us and made sure we were entertained! Would highly recommend going out with them! You won’t be disappointed!

We had so much fun sailing with Ladd and Tracy! They made us feel right at home and never rushed us! We saw lots of dolphins and caught some fish! We enjoyed snorkeling and jumping off the boat into the cool water! It was so fun and relaxing! They told us a lot about the area and we learned so much! You won’t be disappointed!

on the water ever, fun for all ages, wonderful husband and wife duo to help you accomplish everything you want, look no further! We will be repeat customers year after year, thank you, Tracy and Ladd, for the best day. Kasen says it was the best day ever!

Sailing-Moby

Capt. Ladd and Sebastian showed us an amazing time. Dolphins playfully swam along with the catamaran, we spotted a beautiful manta ray, our 10year caught fish off the back. The ocean’s colors were majestic - a totally phenomenal time - THANK YOU sailing Moby!

Our family of 5 had an awesome time sailing the Moby! Ladd and Tracy were so sweet and took great care of us! They took us to see dolphins, we did snorkeling in two different areas, my kids jumped from the top of their boat and we even did some fishing! Our sons were so excited to catch a blue fish and a Spanish Mackerel. To top it all off, Tracy took a lot of amazing photos of us as a family, candid photos and action photos and she sent them to us a couple days later to cherish forever. Please book them on your trip, you will NOT regret it!

Ladd and Sebastian were great! They let us choose where we wanted to go, what we wanted to do and how long we wanted to be there. We were very thankful for their expertise as well. We went to find dolphins first, to avoid the choppy water. Found a pod of 4 dolphins and they were amazing. We were also able to reel in a few fish off the back of the boat! Then we came into the bay to snorkel for a bit. Decided we wanted to go to deeper water to jump off the boat. Ladd took us over to the harbor and parked us perfectly. Bonus: they took pictures of us having fun and emailed all the pictures the next day. Loved the fact that it was just our family of 5. Overall great experience. Kids: ages 8, 11, 13.

sailboat tours destin fl

The Best Destin, FL Sailing Charters & Boat Tours

Unique and exciting destin boat tour & sailing charters with the emerald coast’s best captains., take friends & family on a day sail or sunset cruise sailing charter to remember.

There’s nothing quite like being out of the water on a beautiful day. It’s not only the best way to relax but also an amazing way to connect and deepen your relationships with friends and loved ones. Be the hero for your family or group when you take them on a boat tour or sailing charter with Southern Country Charters.

The perfect Day on The Water

Beautiful boats.

Our well-maintained vessels are a dream to sail on and include premium Bluetooth sound systems. Sail on our 30' Stiletto catamaran or 21' center console.

BYOB Alcohol (21+)

Alcoholic beverages are welcome for those of legal drinking age. We don't provide or serve alcohol, but you can certainly bring it with you.

Expereinced Captains

You'll be sailing with some of the most experienced and seasoned Destin sailing charter captains who are ready to answer questions and share stories.

Safety Prioritized

We keep all our boats updated, maintained, and triple-checked to provide you with a safe and rewarding boat tour experience.

Read for a Boating Adventure of a Lifetime?

A word from our awesome guests.

David h.

Choose Your Destin Sailing Charter

Destin day sailing trips.

Day Sailing Charter

Spend a few hours sailing the beautiful Emerald Coast on our 30' Stiletto Catamaran, one of the most beautiful boats in the harbor. A Destin day sail is the perfect way to reset, relax, and clear your mind of worries.

Sunset cruise boat tours destin.

Sunset Cruises

Nothing compares to the surreal experience and breathtaking beauty of an ocean sunset. Whether a romantic excursion or a larger group, book a Destin sunset cruise with us and create unforgettable memories.

Destin family boat tours.

Family Boat Tours

Give your children an experience they'll never forget and bond together as a family. Spending time out on the water has always brought people closer. Our family boat tours maximize this connection.

Destin dolphin boat tours.

Dolphin Cruises

Witness one of nature's most beautiful creatures. Our captains are constantly in communication about Destin dolphin movements and know exactly where to go to maximize the chance and the overall number of sightings.

Destin party boat tours.

Party Boat Charters

Looking for a great time! Bring your group and a cooler of your favorite drinks and get ready to party! Our private party boat tours are perfect for smaller groups looking for fun without having to share the boat with strangers.

Scc boat tours crab island 2

Crab Island Tours

Hang out at the world-famous Destin Crab Island, a sandbar where you'll find other fun-loving boaters and parties socializing, bumping music, and enjoying the warm shallow water. It's basically a big bar/club out on the water!

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Smile n Wave Sailing Adventures

sailboat tours destin fl

404 Harbor Blvd Slip 5, Destin, FL 32541

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Welcome to Smile n Wave Sailing Adventures located on the Destin Harbor in Destin, Florida.  Smile N' Wave Sailing Adventures offers patrons the chance to hop aboard a private 39' ft trimaran sailing boat! Each trip is private for just your group and the crew will tailor the trip to the needs and wants of your group. You can choose to spend the whole trip on the boat, have the boat make stops for you and your companions to swim or snorkel, or you can have the captain direct the vessel to the parts of the water that is densely populated by dolphins. We also offer sailboat sunset tours. 

Get ready to soak in the majestic beauty of the area as the sunsets on the water. It won't hurt that your view from a sailboat is quite possibly the best vantage point to fully immerse yourself in pure spellbinding beauty of the sun setting in this tropical paradise! Book your trip with Smile n Wave Sailing Adventures below today!

Hours of Operation:

Sunday-Saturday 8am-10pm

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kameron kerns

May 17, 2020

Making memories at Sea

We were greeted by Captain Pam with a smile !! Our day was magical . We saw dolphins, we jumped in crystal blue water . We relaxed and made memories . ❌⭕️

Lindsay Cannon Profile Photo

Lindsay Cannon

May 16, 2020

Family Day.

I decided last minute to take my family including a nine year old and two teenage girls on Pams boat. I am a local of 30 years, I’ve been on all the different vessels and this sailing trip is my absolute favorite of any boats I’ve been on. Pam is ...

Brantley Cook

Best day ever.

Spending the day with Captain Pam is an AMAZING way to see the Gulf Coast, and learn about the area. She will customize your trip to take you snorkeling, sightseeing, sunset viewing and more! There was a group of us who took a girls trip out wit...

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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.  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

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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sailboat tours destin fl

Water Adventures Location

sailboat tours destin fl

Dolphin Tours in Destin

sailboat tours 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

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 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.

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...

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

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!

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.

sailboat tours 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.

For groups of 10 or more call the office at 850-450-3307

Crab Island Cruises

Crab Island Cruises

All inclusive private captained boat charters in destin and fort walton, join our funtastic bachelorette cruises.

Cruise to Crab Island, while enjoying the beautiful waters, relaxing on the Lily Pad, playing beer pong or paddleboarding, on your own captained private charter.

Let Us Do The Driving While You Have All The Fun

Established in 2011, this veteran owned and operated company is based on the belief that our customers should have FUN! As we see it, vacations just don’t come often enough. So we want to do everything in our power to ensure that our customers enjoy their time on the water. Whether you’re looking for a wild day at Crab Island, a cruise through Destin Harbor, or a relaxing day on a private island, Crab Island Cruises is here for YOU! We are committed to making you happy. It is our desire to have a high percentage of our business be from repeat customers and referrals.

We would welcome the opportunity to earn your trust and deliver you the best service in the industry…and don’t forget…the most fun!

a group of people on a boat in the water

What Is Crab Island?

Crab Island is a sandbar that is located just north of the Marler Bridge in Destin, FL. Crab Island started to gain in popularity as boaters used the area to anchor their boats to catch some rays and wade on the sandbar. Now the spot has erupted into a popular social scene where locals and tourists congregate for fun and sun. Crab Island is just minutes from the Destin Harbor. Anyone who has been there has seen the vast array of marine life. From dolphins to seabirds, friendly animal encounters at Crab Island Destin, FL are commonplace.

So, why is it called Crab Island? Before a hurricane covered the once tiny island in emerald waters, Crab Island was a small plot of land shaped like… you guessed it… a CRAB! Along with the thousands of tiny crabs found on the floor of the sandbar, it’s easy to see why it is called Crab Island!

Meet The Crew

Walt forster ,owner.

a group of people sitting at a beach

Enjoy The Best Destin, Florida Boat Tours!

This was an amazing experience! Our Captain, Dallas, was absolutely wonderful! His boat was clean and comfortable and rode very smoothly. We have a large family and Dallas catered to the kids’ ages. He knew the waters very well and even made a stop on the way to show our family some dolphins and a sting ray. I highly recommend Dallas of Crab Island Cruises!

Captain Jake was the BEST! We had such a beautiful cruise, a great afternoon at Crab Island, and then the perfect spin around the harbor looking for dolphins. Captain Jake was attentive and accommodating throughout the entire experience, had a great sense of fun and humor, and is also (bonus!) adorable. Highly recommend this trip and captain!

Robbie and Preston were so great when we went on the tour! They brought fun things to do in the water and made sure that we had anything and everything so that we didn’t have to get out of the water. They provided a speaker which was great. They were very accommodating to all our needs while we were out there. Completely worth it! Highly recommend both Robbie and Preston for your tours!

Thank you Captain Walt for taking us on a ride to see the dolphins up close! My granddaughter had a great time and also loved the quick visit to the beautiful private beach island! Highly recommend booking Crab Island Cruises as a “must do” outing with your family! Captain Walt and his crew will ensure a great time where you can create lasting memories!

This was our first cruise to Crab Island, Grand Harbor and the surrounding beaches. Our son and his family were in town for Spring Break and we wanted to do something special. This turned out to be the highlight of our family vacation. Walt and Preston were our captains and they were fantastic. We explored beautiful beaches along the National Shoreline and the East Pass, where we collected sea shells and took lots of pictures -- the best pictures were taken by Preston, who air-dropped them to us for free. We then went into the Gulf and watched several pods of dolphin swim right next to our boat. We didn't spend any time on Crab Island because there were too many other stops along the way that were far more fun.

Crab Island is already a beautiful and fun place, and Crab Island Cruises made it that much more enjoyable! Captain Dallas was determined that me and my friends had a BLAST, and he succeeded. He showed us marine life, catered to our music tastes, grabbed our drinks, found our infamous missing sunscreen—you name it! This is one vacation we won't be forgetting any time soon.

Preston and Robbie were awesome and we will definitely book with them next time we are in Destin. They set everything up for and were extremely accommodating throughout the entire trip. This was the BEST part of the our bachelorette.

Crab Island Cruise did a great job! We enjoyed having our own boat and going out with a captain. Captain Mike was a lot of fun and made sure we had the best time! I will definitely recommend to my friends.

Capt. Robbie, Preston, & Brandon have to be 3 of the best in the business! We chartered 3 boats and had an awesome time from start to finish! If you are in the area looking for an amazing day, Book with these guys!!

I was so glad to have booked this tour for my family! Preston not only provided a great boat experience where we saw dolphins, did some shelling,and sightseeing but we also benefited from his knowledge of the area and took him up on some recommendations to area hot spots! Thank you for everything. You’d be our first choice again!

My wife and I booked boat #5 with captain Robbie after reading raving reviews on bringfido.com and we had our two dogs with us on vacation. We were not disappointed, in fact it was the best part of our vacation and we ended up calling and booking him again the same week. He took us to great snorkel spots and beaches where our dogs could roam. We spent a lot of time at crab island just relaxing while our dogs made a lot of people friends.

Brandon and Savannah were amazing and just what we were looking for! Would definitely do it again! They made our first experience at Crab Island more than worth it!

This was the best trip. So much fun for the entire family. Ask for Captain Robbie - boat #5. He was the best. He spent so much time making sure we all had a great time including the kids. I highly recommend it to anyone looking to book a pontoon trip and highly recommend Robbie. He was so sweet.

Brandon was awesome!! Highly recommended and will make it a must every time we are in Destin!! Thanks Brandon for showing us around the Harbor, seeing the dolphins and having a blast at Crab Island.

Captain Robbie, boat 5, was absolutely amazing. He was so much fun and down to earth. He also spent time teaching my kids how to snorkel and even played games with them. Just having him spend time entertaining my kids and giving me a chance to relax was so rewarding. My kids have already requested him again for next year!

We had a great time today with Captain Brandon! He was so accommodating and friendly. Being from the coast, we are tough critics and he was spot on!!

Our family had the best time at Crab Island. Crab Island Cruises set us up for a pretty amazing day. Captain Jake was fabulous. He was so personable and even entertained the kids. I would highly recommend booking!!

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