sunset sailboat destin fl

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.

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850 502 0664

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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..

Welcome to East Pass Sailing Company

Authentic sailing & family fun in destin, fl, our charters, luxury sailing charters in destin, florida.

Sunset Sail

Looking for something cool to do in Destin Fl? Join us for a private Sunset Sail! This 2 hour cruise is perfect for a romantic date or a family friendly adventure to wrap up a day. All ages welcome on this relaxing evening tour. Want a bottle of champagne on ice, or maybe a Charcuterie board? Let’s go sailing and make a perfect memory on the Best Side of Destin 😉 Add an hour after the sun sets and enjoy the Harbor Lights Cruise.

2 or 3 Hours

Just Sailing

This is our best cruise that focuses on just sailing. A 2 to 4 hour sailing excursion on our fast Beneteau M445 sailing yacht, the Space Dancer, that will satisfy your interest for sailing. Our Coast Guard licensed crew specializes in working the boat with the wind by raising the mainsail as soon as we leave the dock and shutting the engine off right away. Look out for coastal wildlife like Turtles, Pelicans, Herons, and Dolphins! Feel free to jump in on the action - sailing instruction available on request.

2 to 4 Hours

Champagne Brunch Cruise

Why begin your day on land when you can brunch on a boat? Join us for a private champagne brunch experience! Add a Charcuterie Board! Relax on the top deck, feel the gulf breeze, and enjoy a great start to your day.

Sail and Swim

Join us for a 3 to 4 hour Sail and Swim! Cruise down the coastline under sail, then anchor up in the cove and cool off with a swim! Explore the sugar white sandy beaches of Okaloosa Island where the only access is by boat! Plenty of time, there’s no rush! Great for family outings or social events.

3 to 4 Hours

Photo gallery, follow us on instagram @eastpasssailingco.

Sail into paradise with our private sailing yacht charters in Destin, Florida

Why choose us, premier boat tours in destin florida.

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.

Testimonials

What our clients say about us.

OUR LOCATION

Destin, florida, frequently asked questions (faqs).

Set Sail on an Unforgettable Adventure!

Sail Away on a Sunset Cruise in Destin, FL

Embark on a tranquil voyage aboard our sunset cruise and witness nature's breathtaking spectacle unfold before your eyes. As the sun dips below the horizon, casting hues of orange and pink across the sky, immerse yourself in the moment's serenity. Feel the gentle breeze caress your skin as you sail along the shimmering waters, basking in the tranquility of the evening. With each passing moment, soak in the beauty of nature's canvas and create memories that will last a lifetime. Join us for a sunset cruise and let the magic of twilight captivate your senses.

Embark on a Love-Filled Sunset Cruise

Indulge in a romantic escapade as you set sail on our sunset cruise, where love blossoms amidst the enchanting hues of the evening sky. Feel the warmth of your partner’s embrace as you glide across the tranquil waters, serenaded by the whispers of the breeze. With each passing moment, cherish the intimacy of the twilight hour and let passion ignite in the glow of the setting sun. Whether it’s a celebration of love or a romantic getaway, our sunset cruise promises an unforgettable experience filled with romance and enchantment. Surrender to the magic of twilight and let your love story unfold amidst the beauty of the sea.

Sunset Cruises for the Family

Create cherished memories with your loved ones as you embark on our family-friendly sunset cruise. Set sail into the golden hour, where every moment is filled with joy and laughter. Watch as the sky transforms into a vibrant canvas of colors, painting a picture-perfect backdrop for your family adventure. Feel the excitement build as you explore the wonders of the sea together, sharing in the awe-inspiring beauty of nature. From grandparents to grandchildren, everyone will delight in this unforgettable journey, making precious memories that will be treasured for years to come. Join us for a family sunset cruise, and let the moment’s magic bring you closer together.

Join Us for an Unforgettable Emerald Coast Adventure!

• ★ Most Popular ★

SUNSET DOLPHIN CRUISE

COME JOIN THE FUN!

Quick Details

• Users Ages: All ages
• Clock Duration: 1.5 hours
• Sunset Cruise Times: Varies Based on Sunset Times
• Dolphin Cruise Type: Family Friendly, Romantic, Couples Cruise, Sightseeing, sunset dolphin cruise, destin, Florida, harborwalk village
• Map Marker Cruise Area: HarborWalk Village, Destin Harbor, Destin Jetties, East Pass, Crab Island, & Destin Coastline (pending wave & weather conditions)
• Users Capacity: 140 Passengers
• Info What to Bring: Camera, Tickets, Extra Cash for Parking and Tips, Masks Are Optional

Make reservations in advance as this is our most popular cruise. Check In At the Ticket Booth at least 30 minutes before cruise time. Allow for at least an hour travel time for account for parking and any traffic during busy seasons.

Ages 3 - 14

Ages 2 & under, minimum of 20 tickets, dynamic pricing, please note dynamic pricing may apply if the boat is over 80% full for the selected time slot. if applicable, consider choosing an alternative time to ensure you receive the list price, the most beautiful sunset cruise in destin, fl aboard the southern star®.

What better way to end your day than soaking in a beautiful, painted sky while cruising the pristine Destin , Florida waters! Sunset cruises are one of the most breathtaking ways to experience the splendor of the Emerald Coast. Enjoy a refreshing beverage, while we cruise the Destin Harbor and East Pass, as our skilled Captain finds the perfect spot to watch the sun sink below the horizon.

Our sunset dolphin cruises follow the same structure as our regular dolphin cruise offerings, with an exclamation point of a beautiful sunset .

Offered in the evenings, our relaxing destin sunset cruise ends with a glorious view of the glowing sun slowly sinking into the glimmering water, just before the Captain returns to the dock.

Looking for a sunset dolphin cruise? Come enjoy the premier sunset cruise in Destin, FL . (Times vary seasonally.)

About our dolphin cruises:

• 80-foot glass-bottom boat – Destin’s largest dolphin cruise vessel
• Relaxing cruise
• Dolphin watching
• Bird feeding
• Climate-controlled cabin
• Covered upper deck
• Hot dogs, snacks, sodas, beer, wine
• Gift shop items
• Clean restrooms
• Sunset cruises

**Please note: We appreciate your understanding that it may be necessary to adjust cruise times due to weather, capacity and staffing.  Guests will be notified in advance of such changes.  Please feel free to call with any questions.  Thank you.**

HERE'S WHAT YOUR PEERS HAD TO SAY

Went on the two hour cruise yesterday at 6pm, and we all had a great time, especially the kids. The crew had the kids and adults laughing the entire time. I wanted to video the whole trip there were so many funny antics. My kids were asking today if we could go again. The weather for the 6pm sailing was great for July since it had rained earlier in the day and therefore not too hot.

Great hosts and a wonderful family atmosphere for my kids and grandkids. I highly recommend this cruise for a fun sunset evening. Wish more companies were as full of integrity as this one.

My family and I enjoyed the cruise. It was beautiful, plus we did get to see some dolphins. The entire process was very easy...from booking to getting the tickets to boarding.. I highly recommend it!

Great experience, we loved it. Lots of dolphins, excellent crew, awesome Captain. Enjoyed the great sceneries and a lot of fun!!!

Wonderful people and awesome views, especially the sunset view.

The crew was very friendly and helpful and the captain was informative as well as funny. And, we saw several dolphins!

We were very pleased. We saw many dolphins and sharks and the Captain and crew couldn't have been more informative or helpful. Very family-friendly and that made a huge impression on me. I would highly recommend this as a nice outing while visiting the area.

RELATED CRUISES

• Users All ages
• Clock 1 hour & 45 minutes

Buccaneer Pirate Cruise

For a thrilling, family-fun, pirate adventure, join our crew aboard the Buccaneer! We may see dolphins, but we’re really searching for treasure!

• Very Popular!
• Clock 1.5 hours

ECOTOUR DOLPHIN CRUISE

See bottlenose dolphins in their natural habitat on our family-friendly adventure. This fully narrated eco-tour provides fun for all ages, and evening cruises take in spectacular sunsets .

Southern Star Gift Card

Give the gift of family fun.

Gift an extraordinary experience that will be sure to thrill your family and friends! Purchase Gift Cards for your family and friends, redeemable for all Southern Star Dolphin Cruises!

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!

• Pontoon Rentals
• Pontoon Boats with Slides
• Jet Ski Rentals
• Fishing Boat Rentals
• Crab Island Shuttle Boat
• Crab Island Adventure Tour
• Tiki Boat Booze Cruise
• Private Charters & Bachelorettes
• Waverunner Dolphin Tours

Sunset Cruises

• Dolphin Cruises
• Fireworks Cruises
• Fishing Charters

What’s the first thing that comes to mind when you think about Destin? Could it be our brilliant sunsets? If so, you’ve definitely got the right idea. Destin is famous for its spectacular sunsets and one of the best ways to enjoy their beauty is on a sunset cruise.

About Our Destin Sunset Cruises

Our Destin sunset cruises are some of our most popular attractions! Enjoy a relaxing evening as you cruise into the magnificent Destin sunset on one of our multiple sunset cruise options while taking in the sights and sounds of the Destin Harbor,   Crab Island , and Choctawhatchee Bay with a warm Gulf breeze and a magnificent sunset as a backdrop.

Sunset cruises are a fantastic and affordable way for families and couples alike to enjoy a 1.5-hour to 2-hour boat ride while experiencing the natural beauty of the Destin area at sunset. Watch as the sun sets to the west and the water glitters with golds and silvers and coppers, while the sky erupts with color. A soft breeze blows as the sun sets on the horizon, and your tropical day in Destin, Florida is complete. One Destin sunset cruise and you’ll understand why celebrating the sunset on the water is what this island paradise is all about.

Note: Fireworks shows will take place over the Destin Harbor every Thursday from Memorial Day to Labor Day, and the trip is extended an extra 30 minutes, allowing you to see the best view of the fireworks display over the water.   Click here to book fireworks cruise.

Destin Sunsets

Sunset cruise pricing.

Sunset cruises run daily and pricing depends on which type of cruise you choose. Prices are as low as $28/ticket on a Tour Boat and as low as $400 for a Private Cruise. Please see the sunset cruise options at the top of this page to book. You can purchase your drinks and snacks when you arrive early for check-in at one of Destin's many local restaurants, or you can pack a small cooler to bring with you (Alcohol is allowed, no glass bottles, please). Advanced reservations are highly recommended, as our Destin sunset cruises often sell out in advance due to their popularity.

Included in Sunset Cruise Ticket Price:

• 1.5-hour or 2-hour sunset cruise
• Guided tour of the Destin Harbor, Choctawhatchee Bay area, and Crab Island

Sunset Tour Boat Features:

• Catamaran with seating for up to 40 passengers
• Professional captain & crew
• Enclosed marine restroom for your convenience
• Stereo system
• Emergency life jackets for all ages
• Under-seat area to store belongings

Book Your Destin Sunset Cruise

Book online or call us at  (850) 650-2628  to schedule your Destin sunset cruise and come sightsee for dolphins, enjoy that romantic evening or quiet family night out, and take in the sights of one of the most beautiful places on earth!

We have ALWAYS had a great time on their pontoon boats. We rent one every year to go fishing in the bay. Great staff and very friendly! We will always be returning customers..!!

“Thank you for helping make our sunset cruise/vow renewal perfect! Our captain was accommodating, friendly, and just wonderful. Pastor Eric did a beautiful ceremony. I really appreciate all your help in making our 20th anniversary extra special!”

“We rented a pontoon boat during our 2011 vacation. We had a blast! The boat was very nice. It was the best part of our vacation!"

“This was the best way to spend my bachelorette party and could not have asked for better service. Thank y’all from the Texas chicks!”

“Had a great time at Crab Island, looking for dolphins, and winding up the evening watching the fireworks show! Thanks DVBR!

“We had an awesome time on a jet ski and a pontoon last week that my family rented from you all it was one of the many highlights of our vacation and probably number one for my 2 1/2 year old little boy.”

“Superior service, fantastic boats, and super nice guys. This is how it should be done. We will be back!”

“Gotta love…snorkeling at Crab Island…We had a wonderful time!! Thank you for the lovely service. We will be back next July 4th ).”

The 19′ Cobia we rented was an excellent boat. It was well maintained and had all the options a fishing boat should have. We were especially pleased with the service and professionalism of the staff, who really made us feel like their utmost goal was for us to have an enjoyable experience and we did.

Captain Jambo's

Destin .

Call Now! 850-888-8FLY

Call for cash discount

 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

Captain Jambo's Destin

7 Days a week 9am - 7pm

Book Online 24 Hrs a Day!

Evening Sunset Sail with Sailing Moby

All towns , destin (off 30-a) , ft. walton beach (off 30-a) - ( cruises & tours ).

A sunset on the water is one event that will never go out of style. Now you can amplify your enjoyment with an extra scenic sunset cruise aboard a beautiful catamaran sailboat. Enjoy the fresh ocean air as you and up to 5 of your closest friends and family members enjoy as the sun disappears into an endless horizon. Whatever you are looking to do, look no further, it’s your trip, you tell us! Based on Okaloosa Island, you can avoid the Destin traffic and paid parking. WE HAVE FREE PARKING & EASY ACCESS.

• Private sunset sailing tour among the emerald waters of Fort Walton Beach and Destin, FL
• Golden hour cruise for dolphins and other marine wildlife
• Rate includes admission for up to 6 passengers
• Kick back and relax while listening to your favorite playlist

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Smile N' Wave

Sailing Charter & Tours in Destin, Florida

Pricing & Booking

Swim & Snorkel

Starting at $525

Sunset Sail

Starting at $450

Seasonal Fireworks

Starting at $350

Tour Highlights

• Sail Destin's emerald green waters
• Licensed and experienced captain at the helm
• Morning, afternoon, or sunset charters are available
• See dolphins and other marine wildlife

Included in tours

• Safety Equipment
• Sound System
• Experienced Captain
• Refreshments (water)
• Snacks (upon request)
• Hands-on Instruction (optional)
• Onboard restroom facilities

Excluded Items

• Beach towels
• Food & Beverage

Tour & Charter Packages

Smile N Wave Sailing Fleet has various charters for customizable two to eight hours of customizable trips, such as a snorkeling tour to make it a day full of fun and aquatic activity paired with a Sunset Sail. Or combine one of our Sunset Cruises with a Moonlight Cruise to make it a romantic evening for two.

Nice Tri" is powered by a Yanmar diesel engine and is 39 feet long. We can take up to 6 guests at a time. Our crew can take guests sailing three miles out into the gulf. We supply coolers full of ice, so you can bring what you want to eat and drink. There is a restroom on board. The boat also has a stereo system where you can plug in your iPhone and listen to your favorite music. There is plenty of dry storage as well.

Rates are subject to change, 1-6 people—minimum  of 2.5 hours .  Tours for more than 3 hours are available. Call for more information.

Don't want to book online? You can avoid additional fees by calling and paying cash with a memo.

Booking Details

Reservations require a credit card on file, but no charge will occur until cruise day. Please bring the method of payment at the time of the cruise. We accept cash and credit card (3% credit card processing fee). A gratuity of 20% or more is customary. The Captain will meet at their slip located at 404 Harbor Blvd (go to the docks in the back). The charterer must arrive at least 15 min early to receive a safety briefing.

Booking Cancellation Policy

Customers may cancel for at least 72 hours before the charter date. However, if you book online, pay in advance, and need to cancel after you book, there will be a $100 cancellation fee. There's an option when booking online to pay the deposit only, and when using that option, you will not be charged that fee if you need to cancel. Customers that cancel within 24 hours of your charter will not be eligible for a refund. If weather or waves are unfavorable, you may reschedule the trip for a later time/date, or we will issue a refund. No-shows will not be refunded. Reschedules are permitted if the captain determines conditions and forecasts are unsuitable for a safe charter.

Booking Terms of Service

• Must be at least 18 with a valid ID to book this activity and sign the charter agreement
• The charter agreement will be presented upon arrival
• Charter can accommodate up to 6 passengers ONLY
• Customers may bring an iPod or phone for listening to music while on the charter.
• Restroom facilities are available on the dock before departure and onboard the sailboat
• Glass beverage bottles or containers permitted

Departure Details

The sailing yacht is available for booking all year round. Departure times vary depending on the type of trip booking. Customers may depart as early as 9 am. Duration: 2.5-10 Hrs.

Our location is at 404 Harbor Blvd, behind the Marina Cafe. Marina Cafe is between Beauchamp's restaurant and The Inn on Destin Harbor. There is a blue stairwell leading to the docs on the east side of Marina Cafe. If you are going west on Hwy 98, a U-Turn may be required.

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Sunset Dolphin Cruises

Enjoy the beauty of the dolphin sunset cruises in Destin!

Enjoy a beautiful sunset on this 2-hour Sunset Cruise thru Destin’s waters. This tour is very similar to our Daytime Dolphin Cruise with additional time to view the sunset. We will play great music, get you up dancing, and find Destin’s spectacular Sunset and Destin’s famous Dolphins. On this Cruise we will try and keep you dry if we can. Sometimes conditions are choppy and it can’t be helped, but we will do our best to keep everyone dry. We provide complimentary beer & wine (limit 2 per adult), soda and water while we cruise the waters of the Destin Harbor , Gulf of Mexico and Choctawhatchee Bay* looking for dolphins and a beautiful Sunset.

Know before you go...

• We will play great music, get you up and dancing, and find Destin’s spectacular sunset.
• On this cruise, we will try and keep you dry if we can. Sometimes, conditions are choppy and can’t be helped, but we will do our best to keep everyone dry.
• Kids can Captain!
• Great activity for families and children
• Cruise the coast in search of dolphins using our 1200hp engines to blast through the waves and jam to some great music

What’s Included

• Watch pods of dolphins playing in their natural habitat
• Narrated Destin Harbor Tour
• Enjoy good music that will get you up and dancing
• First Aid and CPR-certified crew
• Enjoy good music, complimentary drinks, and see dolphins up close!

COMPLIMENTARY BEER, WINE, SODA, AND WATER!

Alcoholic Beverages will be limited to 2 drinks per adult. Thank you!

What To Bring

• Customers may bring extra cash for purchasing souvenir family pictures and tipping the crew.
• Weather-appropriate attire, towels, sunglasses, camera, & snacks
• Sunscreen lotion (spray kind, needs to be applied before you board)
• ID (If you plan to drink any alcohol aboard the boat)

Restrictions

• The tour boat has a capacity of 80 passengers
• This is a non-smoking boat
• This boat is not wheelchair accessible
• Service animals with proper paperwork are permitted
• No outside beverages

Additional Information

• BOARDING PASSES MUST BE PICKED UP AT THE TICKET BOOTH 1 HOUR BEFORE CHECK-IN. IF YOU MISS YOUR TRIP, YOU CAN NOT BE REFUNDED OR RESCHEDULED
• Destin traffic is horrible during the Season. Allow ample travel time to fight the Destin traffic, find Parking, and walk down to the Booth
• If weather or wind is unfavorable for your tour and the vendor calls off the trip, another day will be scheduled, or the customer may receive a full refund. If the trip is cut short by the captain, a rain-check will be issued instead of a refund.
• There are 2 restrooms available on the boat
• First come, first serve seating. If you are a large group and would like to sit together, please be there at the time of trip check-in (1 hour prior to cruise start time).

Reservation Requirements

• You must arrive 1 hour prior to departure and check in at the ticket booth to get a boarding pass. They will tell you where you will need to line up at. Our booth is located on the right side of the AJ’s Seafood and Oyster Bar Restaurant on the Destin Harbor. It is a blue booth that says AJ’s Water Adventures on top.
• If you are with a group but booking separately, we ask that you put the name of your party in the booking reservation comments section so we may ensure your entire group is in the same boat. Example: A pair of couples want to enjoy the SeaQuest together but pay separately. Both couples would insert “smith party” into their booking reservation comments to be grouped together

Photo Gallery

What you'll experience....

Our Reviews

What Our Guests Say…

We always enjoy receiving feedback from our valued guests, as it helps us to continue to improve our services and make sure we are providing the best possible experience for all of our visitors.

©2024 AJ's Water Adventures. All rights reserved.

• +1 850 503 7607
• [email protected]
• 322 Miracle Strip Pkwy SW, Fort Walton Beach, FL 32548

• PONTOON BOAT RENTAL
• JET SKI RENTALS
• Crab Island Dolphin Jetski Adventure
• Destin Jet Ski Island Adventure
• SUNSET CRUISE
• CRAB ISLAND EXCURSION
• ULTIMATE CRAB ISLAND TOUR
• KAYAK & SUP RENTALS

BEST SUNSET CRUISE

Let’s cut right to the chase – what you can expect is an unfettered view of the picturesque Destin area sunset while your private captain cruises you and your group around beautiful Santa Rosa Sound. It’s our favorite excursion for a reason, and we think you’ll agree with our customer reviews!

Your private sunset cruise in Fort Walton Beach is an unmatched value that comes with everything you’ll need to experience the view, and so much more:

No Rush Experience –  Our team isn’t looking to simply bus you out on the water, snap a couple of pictures, and rush you back in. Not today. Each sunset cruise is approximately two to three hours long – the ideal time for enjoyment and pictures to make your friends wish they were there!

Luxury Liner –  Sunset cruises with Destiny Water Adventures means you’ll be taking in the best Florida has to offer in style. Our luxury Pontoon Boat measures up at 24 feet – you can fit up to six people comfortably and have more than enough room to stretch out and enjoy the view.

Memories of a Lifetime –  The Emerald Coast is known for its breathtaking sights, and there is no better way to experience them than a sunset cruise in the Santa Rosa sound. Delight yourself in the warm Gulf Breeze as you are chauffeured around the beautiful emerald green waters of the Sound. You can enjoy the sunset from Destin Harbor as you watch the shimmering lights of the coastal skyline appear and reflect on the waters around you. If you prefer a more secluded outing then you can instead be guided around the Spoil Islands as you relax and lounge in the pleasures of experiencing the sunset and night sky while floating on the water.

And remember to be on the lookout, as our dolphin neighbors are known to regularly stop by for a visit.

Booking events separately by the hour, or simply trying to piece together your own excursion, ends up draining your wallet and killing the experience before it ever gets started. At Destiny Water Adventures, we combine everything you need (and more) to enjoy a sunset cruise into one low price – making it affordable for any size family.

Destin Sunset Cruise: Leaving Fort Walton Beach

There’s no better place to take in a beautiful sunset than the Destin area.

Clear skies and miles of beachfront give you pristine views of the most gorgeous sunset you’ll ever lay eyes on – but the BEST view comes from being on the water itself. 

If you’re looking for that viral Instagram shot, or just a serene night out on the water with the family or friends, Destiny Water Adventures’ sunset cruise in Fort Walton Beach, FL is the perfect night out. Enjoy quality time with loved ones while taking in the sights as you never have before, while your own personal captain takes you on a private sunset cruise departing from Fort Walton Beach. Yes please.

Destin Fire Works Cruise: Leaving Fort Walton Beach

Are you looking to catch a Destin fire works cruise but are running out of time!? Don’t want to be stuck a big boat with a hundred other people? We got you…

Destiny Water Adventures has limited availability on our private fireworks cruises with the best captains in town. Climb aboard your own private boat with up to six friends or family and experience the best fire works cruise in Destin! Cruise along Crab Island and watch the beautiful bursts on full display above the Destin Harbor!

Check out a private Destin fireworks cruise.

Enhance your boating experience by adding these popular options:

• Drinks, including Adult Beverages (*must be 21 to purchase with valid ID, NO drinking and driving)
• Floats and other toys for the water

What’s Included

• Seating Aboard Our Luxury 24ft Pontoon Boat
• Your Choice Between Destin Harbor or Beautiful Private Islands, Both with Frequent Dolphin Sightings
• A list of operators contracted for only $30/hour exclusively for our guests
• You will need to call and pay them directly at arrival
• 2-3 Hour Tour
• Sunset Cruise in Picturesque Santa Rosa Sound
• Fireworks Cruise to the Destin Harbor during Summer every Thursday from June 2nd to August 11th, plus May 29th and July 4th

What To Bring

• Valid government-issued photo I.D. for any rider 18+
• Snacks and Beverages
• Payment for the Operator ($30/hr)
• Gratuities Customary

FREQUENTLY ASKED QUESTIONS

Sunset cruise in fort walton beach, fl.

• Up to 12 people

READY FOR FUN? CHECK DATES ON ALL WATER ACTIVITIES!

280 Gulf Shore Drive #UNIT 543,  Destin, FL 32541

George C Valentine

eXp Realty LLC.

Last updated:

September 17, 2024, 05:03 AM

About This Home

Welcome to the Ultimate — a sanctuary where the sea and sky converge in breathtaking beauty. Just stepping off your private elevator transports you to a realm of unmatched elegance and serenity. As you cross the threshold of this remarkable west-end facing unit, your senses are immediately enveloped in the natural splendor unfurling before you. The panorama is nothing short of spectacular. Endless vistas of the pass and the shimmering Gulf stretch out like a living masterpiece. Imagine sipping your morning coffee while watching the sun paint the sky, each day an invitation to marvel anew. But it doesn't stop there. The opposite side of your sanctuary offers a mesmerizing view of the Destin Harbor, where the water glistens like diamonds under the sun. Here, both day and night are adorned with stunning vistas; during the day, vibrant boats sail across the harbor, while once the sun takes its bow, twinkling lights reflect against the gently rippling water and dazzling sight that ignites a warmth in your soul. From the comfort of your expansive balcony, you will witness playful dolphins weaving through the surf and joyfully leaping. Each sunset brings a symphony of color and light, an intricate performance staged solely for you. As twilight descends, the moon casts a silvery glow over the pass, illuminating the tranquil water with a magic that only nature can provide. In this unique abode, every moment feels like poetry, a luxurious harmony of breathtaking views, tranquil sounds, and the exhilarating embrace of nature. It's not just a property; it's a kaleidoscope of experiences waiting to be savored, cherished, and celebrated. Welcome home to tranquility, elegance, and unparalleled coastal beauty at the Ultimate! Don't just view life, experience it in all its transcendent forms. Step into a summer alive with color and celebration when you grab a front seat just outside your door for the spectacular firework shows lighting up the night sky every Monday and Thursday. Imagine the joy of watching brilliant displays burst above the sparkling waters, while relishing in the breathtaking views that only this exclusive unit can offer! Nestled along the serene Destin Pass, the water's vibrant hues evoke memories of the Bahamas, making it a picture-perfect backdrop for your evening front-row experience. There's no better perspective on the charm of the Florida panhandle, especially from the comfort of your own tranquil retreat. This stunning unit boasts brand new appliances, elegant finishes, and hand selected furniture from the Designer. Discover an oasis like no other in this intimate, 21-unit gated, non-rental community. Designed with privacy and luxury in mind, The Ultimate features all the amenities you'd ever need to unwind in style. Dive into the sun-kissed delights of the oversized pool, or relax in the hot tub under a canopy of stars. For the active lifestyle, enjoy the tennis court or hop over to the top-notch gym. Unwind further in the sauna, or take advantage of the marina right at your fingertips with maintenance staff available to ensure everything is in pristine condition. At The Ultimate, every moment offers an opportunity for bliss, adventure, and relaxation. Make your escape where emerald waters meet clear skies, and firework shows paint your nights unforgettable. Secure your spot in paradise and let the magic of Destin come alive!

Built in 1996

Price Summary

$723 per Sq. Ft.

Last Updated:

2 day(s) ago

Rooms & Interior

Total Bedrooms:

Total Bathrooms:

Full Bathrooms:

Living Area:

2,660 Sq. Ft.

Building Area:

Year Built:

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