Captain Jambo's
Destin .
Call Now! 850-888-8FLY
AS FEATURED IN...
Catamaran Sailing Cruise Destin, Florida
FALL & WINTER
AVAILABILITY
Click the Book Online Button for Schedule
The Closest
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
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.
Snorkeling Destin's Emerald Waves
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 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
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
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
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.
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.
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!
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.
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
- 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!
Memorial Day
Summer is almost here!
Mins Minutes
Secs Seconds
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
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
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 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.
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.
850 502 0664
Your details were sent successfully!
Destin Boat Tours
Escape to paradise and create lifelong memories.
May 5, 2024
Casey Brogan
Elisabeth Grisa
Lauren Vickers
Michille Federer
Shawn Comis
April 4, 2024
Robert Sawtell
larry everson
Lisa Everson
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.
Relaxing. Luxurious. Scenic.
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 👍
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 👍
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 👍
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.
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 👍
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.
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.
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
7 Best Beaches Near Destin You Can't Miss This Summer
The best beaches in Destin, Florida have unique features that attract several people, especially during summer. They also have different activities that you can indulge in for a quality time out. Therefore, whether you are in the mood to enjoy…
7 Romantic Things To Do In Destin Florida For Couples
From crystal clear waters to a unique, exciting harbor, Destin has a lot to offer couples looking for unrivaled romantic getaways in Florida. Read on and check out our list of seven romantic things to do in Destin Florida for…
7 Fun Things To Do In Destin Florida With Kids
From visiting Gator Beach along the emerald coast to enjoying a boat tour by Buccaneer Pirate Cruise, Destin in Florida has plenty to offer its visitors. That is why we have compiled a list of the seven fun things to…
Join our email newsletter
Sail away on a dream vacation ..
FREE PARKING & EASY ACCESS ON DESTIN HARBOR !
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 ★★★★★
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!
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.
Search Site
Smile N' Wave
Sailing Charter & Tours in Destin, Florida
Sunset Sail
There is nothing quite so relaxing as taking a sunset sail with us. The Gulf Water, white sandy beaches, and a sunset over the Gulf is a remarkable experience that you won’t want to miss. Enjoy gentle breezes with Pelicans flying over and bottle-nose dolphins in the surrounding waters.
If you plan a family vacation with children, this is an adventure you will not forget. Children love to learn about sailing, and we see many aquatic friends on our sailing tours. Remember to bring your camera to capture these unforgettable moments with your loved ones.
Couples celebrating their Anniversary can find that spark in the shimmering water under the golden glow of a setting sun. Honeymooners will create the beautiful memories of a lifetime.
Propose to your special someone in a way that says I love you more than you ever knew. Everyone talks about sailing off into the sunset. Sail with us and make it real.
Sunset Cruise
Sunset Cruise On The Gulf Of Mexico
If you have never experienced the beautiful Emerald Coast on the water and away from the shoreline, you are missing out on one of the most breathtaking views in Destin, Florida. To watch one of our amazing sunsets on the Gulf Of Mexico only enhances the incredible beauty of the area. We would love to show you what you have been missing. The Destin Sunset is one you will never forget.
Are you planning a vacation but not sure what to do? Taking a private charter is one of the best ways to avoid the crowds and get on the water. Our Emerald waters offer the beauty of Paradise while allowing you to breathe in the ocean air and find tranquility at sea. Plan on Sail Away for one of your most memorable vacation excursions. Our sunset cruises are available year round for your enjoyment.
Cruise Into The Sunset
Relax while watching the sun melt away from the Gulf of Mexico. Whether you desire to sail on the Gulf, around the Destin Harbor and the Jetties or on the Choctawhatchee Bay, our Sunset Cruise is sure to satisfy your need for rest and relaxation. You don’t want to miss this spectacular display of our beautiful Emerald Water, it is simply breathtaking.
Our sunset cruises offer some of the most beautiful views of the waters of Destin, Florida. On our pontoon charter, you will enjoy the fascinating views of the water as well as the cool aquatic life we see along the way. Whether you want to take a romantic sunset trip out to sea or enjoy time with the family while enjoying nature in all its glory, these views can't be matched!
Best Sunset Cruise 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:
- 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.
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.
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..
Crab Island Cruises
Enjoy Destin’s Crab Island! Cruise through the Emerald Coast and venture to Crab Island. We’ll stay with you the entire time. With a captain, crew, and restroom onboard, your day is worry-free.
Interactive Dolphin Cruises!
Get closer to the dolphins aboard SunVenture Cruises’ catamarans. Cruise into the sunset and enjoy up-close encounters with Dolphins on our daily cruises.
Fireworks Cruises
End your night with a BANG! SunVenture Cruises fireworks cruises get you a front-row seat to the spectacular fireworks show.
Private Charters!
Perfect for Family Reunions, Birthday Parties, & School Groups! SunVenture Cruises can accommodate up to 98 guests.
Crab Island Cruises from Destin, FL
Let Us Take You! Our experienced captains will treat you to an eco-tour of the Destin area before venturing to Crab Island for the day.
Rated the Best Charter Boat in 2022 by readers of Emerald Coast Magazine! SunVenture Cruises is the easiest and most affordable way to experience Destin, Florida on the water. Our Coast-guard licensed captains are taking daily cruises on sporty catamarans from the Destin Harbor.
SunVenture Cruises offers a variety of boat tours including Crab Island, an unforgettable underwater playground experience. Other daily cruises include Sunset Dolphin Cruises, Sunset / Fireworks Cruises, and Private Cruises.
SunVenture Cruises is an affordable alternative to renting a boat in Destin. Why rent a pontoon boat that will cost you hundreds of dollars while you navigate the busy waters? Book a SunVenture Cruise for a fraction of the price and let our experienced captains take you.
The Destin waterways are now your outdoor classroom! Our captains will give you the best view of the natural beauty of the Destin area, including information and history about the Emerald Coast.
Dolphin Cruises
Private Cruises
Sunventure cruises.
850-424-6465
Located at heron harbor - 314 harbor blvd. destin, fl, what makes our cruises different.
Experience the difference with SunVenture Cruises.
- Eco-Tours : The Emerald Coast is now your classroom! Our Captains will give you an up close look at marine life, natural habitat, and the history of the area.
- Stress-Free Boating : Our Coast-Guard Licensed Captains navigate the busy waters while you relax and have fun at Crab Island or on Dolphin and Sunset cruises.
- Restroom Onboard : Our boat and captain stays with you the entire time of your cruise, giving you full access to a bathroom and shade.
- Save Money : Book a SunVenture Cruise for a fraction of the price of a pontoon boat rental in Destin.
Destin Harbor
Happy guests at crab island, happy guests on sunset & fireworks cruise, happy guests on our destin cruises, sunventure cruises | destin harbor, let us take you.
Take Advantage Of Our Off-Peak Rates Now!
Pirate Ship Cruise in Destin, Florida
Buccaneer pirate cruise, pirate ship cruises in destin, florida, destin cruises, come aboard.
- Most Popular!
- Clock 1.5 Hours to 2 Hours
- Users All Ages
Destin Pirate Ship Cruises
Hoist me flag and fire me cannon! Come aboard our pirate ship for treasure-hunting, family-friendly fun inside HarborWalk Village in Destin, Florida! TripAdvisor Hall of Fame with 5 Star Rating and over 1,100 reviews! Book Now and join the pirate life!
- Very Popular!
- Clock 1.5 Hours
Ecotour Dolphin Cruise
If you prefer a more relaxed experience without pirate-themed activities, witness dolphins in their natural habitat on our Dolphin Cruise aboard Southern Star.
Experience Destin’s original and most award winning Dolphin Cruise!
Buccaneer Private Charter
Create a unique experience for your special event aboard a pirate ship! Great for family reunions, weddings, receptions, meetings, and more!
A Pirate's Life For You!
Embark on the adventure of a lifetime aboard the Buccaneer Pirate Cruise ! Our popular pirate cruise tour is located at HarborWalk Village in Destin, Florida. Board the iconic Destin pirate ship as we take to the seas on the pristine waters off the Emerald Coast in search of undiscovered treasure. Entertainment and interaction create adventure, excitement, and merriment for the young and young at heart.
Our captain and mates amuse the whole crew from beginning to end with pirate-themed activities, witty banter, singing, dancing, and family fun. The crew engages willing participants in pirate training, sword fighting, water gun battles, a treasure hunt, and authentic cannon fire.
Parents are welcome to join in with the Scallawags and Lil Bucs, but only those brave enough to complete the pirate training will be made honorary members of the Buccaneer Crew. If you’re not keen to plundering and swabbing the decks, simply kick back, take in the scenery, and watch your lads and lasses have the time of their lives.
We operate by the slogan “Unlock the Treasure of Your Heart and Let Your Dreams Come True”, and we strive to ensure that every mate aboard always follows the desires of their hearts and never stops believing in their dreams.
An Exciting, Family-Fun Adventure Like No Other!
This is such a great family experience! Kid and adult friendly entertainment. Shot a cannon and hoisted up a real live treasure from the sea! My son is still singing the songs he learned. Would highly recommend!
Our kids had a blast! It was fun watching the kids and parents play pirate games together. The crew included ALL age groups. The cruise was beautiful as well. They sell snacks, pirate toys and adult beverages! It’s WELL worth the money!
We took our 4, 2, and 1 year old boys on the cruise while on vacation and the crew of the ship was able to interact with each one. The kids all got booty and still talk about the pirates and the swords and pistols. Well worth the money!
We loved every minute of this pirate adventure! They’re very entertaining and the kids enjoyed the whole experience a lot. We went home and my kids still pretended to be pirates. Highly recommend it!
This was an amazing experience! We were entertained the entire cruise. My 6 year old and 7 year old boys loved the experience. My husband and I had a blast as well. Definitely recommend this experience for families visiting the city.
Put this cruise at the top of your list of things to do on your next Destin, Florida trip! Kids aged 3-10 will enjoy this the most, but it’s even fun for parents! Drinks, souvenirs, entertainment, and beautiful views- there isn’t much left to want!
Our kids loved it! The ride was nice for adults as well. Lots of fun activities and the crew never lost enthusiasm. My son is convinced he rode a real pirate ship with pirates! He’s talked about it nonstop since. Definitely money well spent!
I absolutely enjoyed this trip. I was a volunteer for a field trip and the kids had a blast. The staff entertained the kids and it was awesome. All of the staff were very friendly. I would definitely do this cruise again!
My 4 year old is pirate crazy and he had an absolute blast! I also took my 12 and 13 year old along with my wife. We all had a great time. This was the highlight of our vacation. Highly recommend. Would give it 6 stars if it were an option!
Follow Us @Buccaneerpiratecruise
- --> --> --> --> -->