nice tri catamaran destin fl

Beach Conditions

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Smile ‘N Wave

404 Harbor Boulevard, Destin, FL, 32541

(850) 368-5921

Join Captain Pam for an unforgettable sailing experience in Destin about Smile 'N Wave!

Enjoy Destin by sailing on your own private 31’ catamaran. They offer personalized dolphin excursions, snorkeling, swimming, and amazing sunset spots all to yourself.

Essential Information

Need Reservations?

What to bring?

What's Nearby

• 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

Certified boats with the best quality score

• 850-298-8291
• Open 24 hours
• 214 Harbor Blvd, Destin, FL 32541
• Destinations

WELCOME TO SOUTHERN COUNTRY SAILING

The Ultimate Charter Experience

Take Friends & Family On A Day Sail Or Sunset Cruise Sailing Charter To Remember

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

Call Us: 850-298-8291

Stiletto Catamaran

Size: 30 ft. Load: Max Up To 6 People

Our Favorite Charter

Sailing in Destin is unmatched! The boat is a 30ft Stiletto Catamaran Sailboat. It has two full cabins, a bathroom, and all the room you need on deck to have a perfect private sailing experience with one of our highly experienced captains!

Whether you’re planning a corporate outing or want to spend time with friends and family, Southern Country Sailing always provides an enjoyable and exciting trip. Schedule us today for private charters, sailing charters, and boat charter.

Popular Destinations

Unique And Exciting Destin Boat Tour & Sailing Charters With The Emerald Coast’s Best Captains.

Day Sailing Charter

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

Sunset Cruise

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

Family Boat Tours

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

Dolphin Cruises

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

Party Boat Charters

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

Crab Island Tours

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

WHY CHOOSE US

The Perfect Day On The Water

Beautiful Boats

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

Experienced Captains

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

BYOB Alcohol (21+)

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

Safety Prioritized

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

Some Love From My Clients

Amanda Alavi

Captain Bill was absolutely amazing and made our trip so special and memorable! We loved seeing his expertise in action and he is so knowledgeable about sailing and the area. We were able to find some dolphins to admire and watch the sunset, absolutely perfect evening ⛵️⛵️ We will 100% be back and I would recommend this tour to everyone! So fun. Thanks to you Captain Bill and your sweet and friendly wife. 💕

Captain Bill was a pleasure to sail with! Helped me surprise my husband for his birthday. He went above and beyond to help us make this birthday special. We went sailing on the boat named 20/20(highly recommend!) for a sunset cruise. He knew the right time to see the sun go down and from the best place on the water! He also had a cooler on board with water or if we wanted to put anything in it we could. Our sailing adventure took us to crab island area. We seen the big pirate ship, dolphins and the gorgeous sunset! It was perfect!

Highlight of our first time in Destin. Captain Bill is great. His calm quiet presence was perfect for us. Dolphins surrounded our boat, saw a Blue Heron and Loon. Saw dolphin calves jump out of the water. Captain Bill asked us what was important for us to see.

Cheri Lindsey

We had a wonderful evening sunset sail. Captain Bill was very personable and knowledgeable about the area. We were also able to spot a few dolphins along the way. Recommended for a nice relaxing evening.

Emily Gibson

Can’t recommend this enough! Captain Bill was so friendly and accommodating. He was also very knowledgeable and knew so much about the area. It was also gorgeous and we had such a lovely sunset view. Book this! It’s so much fun.

Corrine Graham

If I could give more stars I would! Captain Bill was absolutely amazing, he gave us a trip that you would only think was possible in the movies. We got to see dolphins super close up and then we snorkled in a perfect space for little ones. 100/10 we definitely recommend! Thank you so much for our awesome adventure!!

Victoria Carper

Return customer! We love sailing with Captain Bill! Such a relaxing and enjoyable experience. Our original plan was rained out and he easily rescheduled us!

Tyler Robertson

Awesome experience! Captain Bill runs an efficient and fun sailing operation. My wife and I enjoyed a wonderful cruise around the Destin Harbor. Relaxing, safe, super fun. We will be back with our kids to go sailing and snorkeling.

Kelly Garrett

We did the 2 hour sunset cruise with Captain Bill and it was amazing! If you haven't been out on a catamaran, you are missing out. We wanted to do it every night that we were in Destin and we will do it again, next time!

Michelle Rochedieu

Captain Bill with Southern Country Sailing was awesome!!! He pointed out dolphins and wildlife, had music to set a relaxing mood and made our entire group feel at home (on a catamaran)! We couldn't have asked for a better ending to an awesome girl trip! Thank you Captain Bill and Wife of Captain Bill for great hospitality and roses for the birthday girls!

Satisfaction Guaranteed

Southern Country Sailing is the best Destin, FL sailing charter, and the #1 boating experience on the Emerald Coast. Sail with a Southern Country Charter captain for an amazing Sunset trip or Dolphin/snorkel tour you’ll remember for years to come.

YEARS OF EXPERIENCE

DESTINATIONS

SATISFACTION GUARANTEED

Captain Jambo's

Destin .

Call Now! 850-888-8FLY

Call for cash discount

Parasailing Private Catamaran Tours

Banana boat rides  .

People on parasail flying next to catamaran snorkel and dolphin tour Destin Florida

Visit Famous Crab Island--on the Water!

Why Choose Captain Jambo's?

Family owned, experienced captains, high-quality, small group tours are our specialty, beautiful beach side setting, friendly conversation with the crew, ​ looking for things to do in destin, florida.

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

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

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

Click on Photos to Learn More

PARASAILING

Dolphin tour, parasailing and sailing cruise prices, parasail prices, anyone ages 5 and up can do it, if you can sit you can fly  longest flights at the best price 90% of parasail companies quote a 10-12 min ride, but always give 7. we guarantee our flight times and fully disclose them. small groups of 6 only, not 12-15   800' line for flight (highest legally)                10-12-minute flight             **click booking button to see online spring break special ** non-flying passengers (as available) click book now button non­flying passengers are accepted when space­ is available. discounts cannot be combined with any other offers.   call for parasailing/dolphin tour availability (april, may, sept-dec), snorkeling prices.

Small Groups means Personalized Tour!

Up to 6 snorkelers per trip

3-6 Hour Trips Available

All Ages Welcome

Starting at $450 for 3-hr trip

Two different snorkel locations offered as options.

Snorkel gear & ice/cooler provided.

Gratuity & refreshments NOT included.

Dolphin Cruise Prices

The BEST RATED Dolphin Tour of Destin!

The CLOSEST Dolphin Viewing!

Up to 6 people per trip

2-6 Hr Trips Available

Book Catamaran by the Hour

Infants, Children, Adults Welcome!

   **See Sailing Prices Below** 

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

Catamaran Sailing Tour Prices

Crab island.

Per Boat for Up to 6 Passengers

3-Hour Trip                     $450

4-Hour Trip                     $600

5-Hour Trip                     $750

All Day, 6 Hours               $900

Sunset Sail 2 Hrs                 $375

Sunset Sail 3 Hrs                $500

Sunset & Fireworks 3.5 Hrs    $700   

Fireworks Cruise 1 Hr           $375

(Mondays and Thursdays,

May 28 - Sept 3)

Catamaran holds up to 6 passengers per Coast Guard Regulations. 

Ice-filled chest included.

Just bring drinks and snacks!

Gratuity NOT included.

​ Fee Added To Credit Transactions,

Use Cash for Best Price

Camera Packages

Our staff knows the best parasailing shots.

​ Photo Package

Have your Destin, Florida parasailing photographed using a high definition, Nikon camera, 25-60 photos are taken and handed to you on SD card.

 $30  (2-3 flyers)

 $40  (4-5 flyers)

 $50  (6 flyers)

GoPro Video Package

Video yourself with a GoPro selfie stick camera in hand while you parasail to bring home the memories and laughs too!

 $35  (2-3 flyers)

 $45  (4-5 flyers)

 $55  (6 flyers)

Sailing Cruises of Destin

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

Parasailing Destin with Us

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

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

Click here for more on our parasailing in Destin !

Join Captain Jambo's for Your Destin Boat Fun!

• 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

BOAT RENTALS & RATES

Browse from the largest selection of boat rentals on the emerald coast. compare prices and easily book online or give us a call to reserve your boat today, all boat rentals:.

• pontoon rentals
• pontoon boats with slides
• jet ski rentals
• fishing boat rentals

ACTIVITY TYPE: Harris Pontoon Boat Rental

LENGTH AND CAPACITY: 24ft (seats 12)

PICK-UP LOCATION: Destin Harbor

FEATURES: Our most popular Crab Island Pontoon Rental! These 24′ pontoon boats feature bimini tops for shade and comfortable seating for up to 12 people (including infants/children), making it ideal for families and groups! Drop anchor at Crab Island, pull up at Norriego Point, or cruise the Bay. Captain available upon request - call to book with a Captain. Located on the Destin Harbor - 5 minutes from Crab Island.

CANCELLATION POLICY:  Full refund if cancelled 48 hours prior to start time (click "Book Now" to read full cancellation policy at checkout).

ACTIVITY TYPE: Double Decker Pontoon Boat Rental with 2 Waterslides

LENGTH AND CAPACITY: 24ft (seats 14)

FEATURES: Bring the whole family! With seating for up to 14 passengers (including infants and children), this Double Decker pontoon boat offers plenty of seating in the sun & shade, loud Bluetooth radio, 2 levels that allow you to take in the view, and two amazing waterslides! Must be 25 to rent. Limited availability. Located on the Destin Harbor, 5 minutes from Crab Island.

CANCELLATION POLICY: Full refund if canceled 24 hours prior to start time.

ACTIVITY TYPE: Sweetwater Pontoon Boat Rental

LENGTH: 24ft (seats 12)

PICK-UP LOCATION: Destin (500 yards from Crab Island)

FEATURES: Our best-selling pontoon rental! This 24' Crab Island Pontoon Boat features a bimini top for shade and plush seating for up to 12 people. Spend the day anchored at Crab Island or cruise Destin’s waterways in style. Only 500 yards to Crab Island – ideal for maximizing your rental time. This is the closest rental to Crab Island in Destin and free parking is available onsite. Click here for more info .

CANCELLATION POLICY:  Full refund if canceled 48 hours prior to start time (click "Book Now" to read full cancellation policy at checkout).

ACTIVITY TYPE: Standard Pontoon Boat Rental

LENGTH: Length: 24ft (seats 12)

FEATURES: This pontoon boat features a bimini top for shade and plush seating for up to 12 people making it ideal for bay fishing, snorkeling, or leisurely cruising Destin’s waterways. Located on the Destin Harbor - 7 minutes from Crab Island.

CANCELLATION POLICY: Full refund if canceled 48 hours prior to start time (click "Book Now" to read full cancellation policy at checkout).

ACTIVITY TYPE: 10-Person Pontoon Boat Rental

LENGTH & CAPACITY: 22ft (seats 10) 

PICK-UP LOCATION: Okaloosa Island

FEATURES: Our cheapest pontoon boat rental! These 10-person pontoon boats are located on Okaloosa Island (a 15-minute boat ride from Crab Island) and are our least expensive pontoon rental option. All boats are high-quality 2020-2022 models and have the option to add a lily pad or paddleboard at checkout!

CANCELLATION POLICY:  Full refund if canceled 24 hours prior to start time (click "Book Now" to read full cancellation policy at checkout).

FEATURES: With seating for up to 14 passengers, this Double Decker pontoon boat offers 2 levels that allow you to take in the view, luxury lounge seating in the sun & shade, loud Bluetooth radio, and a double waterslide! Must be 25 to rent. Limited availability. Located on Okaloosa Island – 15 minutes from Crab Island.

ACTIVITY TYPE: Crest Pontoon Boat Rental

LENGTH AND CAPACITY: 20ft (seats 10)

FEATURES: This 10-person pontoon rental is perfect for smaller groups or families who prefer a slightly smaller pontoon boat. This 20ft pontoon boat still has everything you want (bimini, plush seating, space for coolers and water toys), but is easier to drive for those with less experience or a smaller group! Located on Okaloosa Island - 15 minute boat ride to Crab Island.

ACTIVITY TYPE: Benington Luxury Tritoon Rental with 200HP motor

LENGTH AND CAPACITY: 25ft (seats 15)

PICK-UP LOCATION: 30A ( Cessna Landing Boat Ramp) 

FEATURES: These luxury 30A Pontoon Rentals are ideal for guests staying on 30A and in the South Walton area. All boats are new luxury tritoon models with all the bells and whistles, and have a 200HP motor. Upgraded engine gives faster access to Destin waterways and Crab Island. These are the only boat rentals located in the heart of 30A. Why fight traffic when you can get there by boat?

ACTIVITY TYPE: Captained Double Decker Pontoon Boat with Slide & Trampoline - Perfect for Bachelorettes!

LENGTH & CAPACITY: Length: 25ft (seats 11 + Captain)

FEATURES: Captained double-decker with premium stereo system, slide, trampoline, and luxury seating on both levels. A free paddleboard and floating "water couch" are also included for free. This captained outing is perfect for Bachelorettes, girls trips, or families not wanting to drive. Departs from the Destin Harbor – 10 minutes from Crab Island. Captain fee is included in the price. See more info here .

CANCELLATION POLICY: Full refund if canceled 24 hours prior to start time (click "Book Now" to read full cancellation policy at checkout).

ACTIVITY TYPE: Sun Tracker Luxury Tritoon Rental with 200HP motor

LENGTH: 22ft (seats 11)

ACTIVITY TYPE:   Yamaha Jet Ski Rental

CAPACITY: Up to 3 passengers (400lbs)

FEATURES: Enjoy these safe, yet fast deluxe Destin, FL jet ski rentals that can seat up to 3 people. These waverunners are located in the heart of the Destin Harbor about 5 minutes to Crab Island. Ski vests and fuel are included in the price of your rental. Click here for jet ski rental rules & requirements . Must be 18 to rent/drive. Waverunner dolphin tours also available .

ACTIVITY TYPE: Captained Pontoon Boat 

LENGTH: Length: 24ft (seats 6 + captain)

FEATURES: This captained pontoon boat is just the ticket for your family! On board, you will cruise around Choctawatchee Bay on your way to the Gulf as you scan the clear Destin waters for local marine life. Your skipper will take time to visit Crab Island so you can experience the island life just as the locals do. You are welcome to bring your own cooler stocked with drinks and food. A captain is required for the outing. If you’re interested in having a captained trip to Crab Island and have more than 6 passengers, we offer  private charters as well as the Crab Island Shuttle Boat or Crab Island Adventure Tour .

MAKE: 220XT SeaFox Center Console Fishing Boat Rental

LENGTH AND CAPACITY: 22ft (seats 6)

PICK-UP LOCATION: Fort Walton Beach (5 min boat ride from Crab Island)

FEATURES: This 22′ center console with a 200HP Yamaha offers everything you need to spend a day fishing the bay or the gulf, hanging out at Crab Island, or cruising the bay or beaches. Rental includes a T-Top, 7-inch Garmin GPS & Fishfinder, VHF, rear livewell, rocket launchers, BlueTooth radio, plenty of storage, and swim ladder. Holds 6 people. Inshore & Offshore fishing rods are available for an additional $100 charge (8 rods included). Fuel is not included. The renter and driver must be 25 years old and some boating experience is required. Location is a 5-minute boat ride to Crab Island. More info here .

MAKE: 220 Sailfish Center Console Fishing Boat Rental

FEATURES: This 22′ center console with a 200HP Yamaha will get you out to where the fish are biting! Your fishing boat rental includes a T-Top, rocket launchers, 9-inch Garmin GPS & Fishfinder, rear livewell, VHF, BlueTooth stereo, plenty of storage, and a swim ladder. Holds 6 people. Fuel is not included. Inshore & Offshore fishing rods are available for an additional $100 charge (8 rods included). A trolling motor can be included as well for an additional $50. The renter and driver must be 25 years old and some boating experience is required. Location is a 5-minute boat ride to Crab Island.

ACTIVITY TYPE: 10 or 12-person Pontoon Boat Rental

PICK-UP LOCATION: Fort Walton Beach

FEATURES: Our 12-person Fort Walton Beach Pontoon Rentals offer discounted rates from Destin boat rentals and avoid traffic for anyone staying in Fort Walton Beach, Mary Ester, Navarre, or Shalimar! Save big when you rent a boat from one of our Fort Walton Beach locations. Only a 25-minute boat ride to Crab Island through the beautiful Santa Rosa Sound. Options to add a Lily Pad, Paddle Board, or portable basketball hoop to your rental at checkout!

PICK-UP LOCATION: Miramar Beach

FEATURES: With seating for up to 14 passengers, this Double Decker pontoon boat offers 2 levels that allow you to take in the view, luxury lounge seating in the sun & shade, loud Bluetooth radio and a double waterslide! Full-day rentals only at this location. Must be 25 to rent. Located in Miramar Beach - best for families staying in Miramar or 30A.

ACTIVITY TYPE:   Double Decker Party Boat with Bar

LENGTH: 30ft (seats 12)

FEATURES: Bring the party with this double-decker pontoon boat with seating for up to 12 passengers. This party boat offers 2 levels that allow you to take in the view, a wet bar area with rotating bar stools, AND a double water slide! Limited availability. Located on the Destin Harbor, 7 minutes from Crab Island .

ACTIVITY TYPE: Yamaha Jet Ski Rental

CAPACITY: Up to 2 passengers

FEATURES: Our cheapest Jet Ski rental! These 2-person jet skis are located in Fort Walton Beach (20-25 minutes from Crab Island) and are our least expensive jet ski rental option. Safety training, life vests, and fuel are included - plus the option to add an action camera at checkout!

PICK UP LOCATION: Okaloosa Island

FEATURES: Rent a jet ski for 1 to 8 hours departing from Okaloosa Island. 2 people max per jet ski and fuel is included! Enjoy discounted Crab Island Jet Ski rentals and get out on the water today!

CAPACITY: Up to 3 passengers (450lbs)

FEATURES: Come check out these Okaloosa Island Jet Ski Rentals. This rental location is perfect for those staying on Okaloosa Island and don't want to drive into Destin. Rent our fast and safe jet skis from 1 to 8 hours - 10 minute jet ski ride to Crab Island.

ACTIVITY TYPE: SeaDoo 130HP Upgraded Jet Ski Rental

PICK-UP LOCATION: 30A ( Cessna Landing Boat Ramp)

FEATURES: These luxury 30A Jet Ski Rentals are ideal for guests staying on 30A and in the South Walton area. High-end 130HP Seadoo jet skis with quick access to Destin waterways and about 20 minutes to Crab Island. These are the only jet ski rentals located in the heart of 30A. Flexible booking times allow you to rent for any time and duration that best fits your schedule.

FEATURES: This 24′ pontoon features a BlueTooth sound system, 10′ bimini top for shade, comfortable seating for 12 people, and an upgraded Yamaha engine. Captain Available upon request – Call to Book with a Captain. Venture to Crab Island for the day or explore the natural beauty of our area while visiting the Gulf Islands National Seashore or Spectre Island in the Santa Rosa Sound. Located on Okaloosa Island - 15 minutes to Crab Island. Click here for more info .

ACTIVITY TYPE: Pontoon Boat Rental

FEATURES: Destin Harbor Pontoon Rental with 10′ bimini top for shade, plush seating for up to 12 people, and quiet 4-stroke engine. Pet-friendly. Located on the Destin Harbor - 1/2 mile from Crab Island.

ACTIVITY TYPE: 12-Person Pontoon Boat Rental

FEATURES: Check out 12-person Crab Island pontoon boat rentals departing from Okaloosa Island. Perfect for anyone staying on Okaloosa Island and wanting to avoid traffic into Destin. Location is only a 15-minute boat ride to Crab Island, features the same quality pontoon boats & equipment, but cheaper than Destin rentals .

LENGTH & CAPACITY: 24ft (seats 12)

FEATURES: Come enjoy discounted Fort Walton Beach pontoon rentals! Head straight to Crab Island or explore dozens of untouched Islands that are perfect for adventuring or enjoying a quieter rental experience away from all the action. Ask the Dock Attendants about Spectre Island at check-in! These 2021-2022 12-person pontoon rentals are some of the cleanest and nicest rentals in Fort Walton Beach and offer discounted rates from Destin rentals.

LENGTH AND CAPACITY: 22ft (seats 10)

FEATURES: These Fort Walton Beach pontoon rentals are perfect for smaller groups or families who are looking for a boat rental away from all the craziness. Perfectly located in the heart of downtown Fort Walton Beach, these 10-person pontoon rentals are some of the cleanest and nicest rentals around and offer discounted rates from Destin rentals. This location is a 5 minute boat ride from dozens of untouched Islands - perfect for enjoying a peaceful day on the water.

CANCELLATION POLICY:  Full refund if cancelled 24 hours prior to start time (click "Book Now" to read full cancellation policy at checkout).

ACTIVITY TYPE: Thursday Night Fireworks Pontoon Rental (Every Thursday from Memorial Day - Labor Day)

FEATURES: Rent your own pontoon boat and anchor in the Destin Harbor or Crab Island and watch Destin's full fireworks show from the water. For those who have never seen Destin's famous fireworks show from a boat, it is truly the experience of a lifetime and a local favorite! Pontoon Rentals are available from 6:30pm - 9:30pm on Thursday nights only from Memorial Day through Labor Day.

CAPACITY : Up to 3 passengers (400lbs)

FEATURES: These 2020-2022 jet ski rentals feature seating for up to 3 people or 400lbs. Ski vests and fuel are included in the price of your rental. Closest access to the no-wake zone in Destin. Located In Miramar Beach on the Destin Bay (next to Lulu’s). 20-minute jet ski ride to Crab Island!

ACTIVITY TYPE: Xcursion Pontoon Boat Rental

FEATURES: This 25′ pontoon seats up to 12 people (including infants/children). Each pontoon has a canopy for shade and plenty of space for coolers and water toys. Located in Miramar Beach near the Destin Commons/Crystal Beach, 25 minutes to Crab Island by boat. Free parking on site. More info here .

Destin Vacation Boat Rentals proudly offers the largest variety of boat rentals in Destin, Florida with easy access to the famed Crab Island sandbar . Choose a boat from our award-winning fleet of fishing, pontoon, power, and sail boat rentals and call us at (850) 650-2628 to make your reservation or book online!

A 15% deposit is required to hold a reservation, with the remaining balance due at check-in, unless otherwise specified. Please visit our Frequently Asked Questions (FAQ) page for information on our reservation, cancellation, and weather policies. A full tank of fuel is included unless otherwise specified.

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.

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..

Bliss Boards & Bottles Menu

Available for all charters

Sunset & Harbor Tour

Best View in Destin

Crab Island Bliss Day

World Famous Fun Spot

Pricing & Packages

Choose Your Adventure

Private Pontoon Charters

All charters are aboard the beautiful and comfortable Bliss. Bliss is a 23’ 2022 Sylvan L-3 DLZ Bar Tritoon boat. The high-top aft bar table is a perfect area to chill with four bar stools or relax on one of the three couch seating areas. For fun, jump in the water and relax  on our Bote floating dock, two floating chairs, or four noodle sling chairs.

While you relax and enjoy the beautiful surroundings, the captain will be on the lookout for dolphin sightings. You can listen to your choice of music on Bluetooth speakers and make memories with your family and friends as you float the day away with Bliss Charters.

Destin Haror Sunset Tours provide one of the most beautiful visual experiances in Destin. Bring the family and friends and we'll do the rest. 2 Hours

Crab Island Bliss

If you've never been to Crab Island, get ready for one of the most unique experiences of your life and in one of the most beautiful places in the world. 2-6 Hours

Some of you may be asking, what is a Tritoon? A Tritoon is a triple-hull pontoon boat. Instead of two large pontoon tubes, a tritoon has a third tube in the center that distributes weight more evenly on the water. With additional stability, a Tritoon can provide more horsepower than a traditional pontoon allowing it to move faster. The Bliss offers a leisure cruise with excellent stability on the water.

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Smile N' Wave

Sailing Charter & Tours in Destin, Florida

Pet-Friendly Sailing Charter In Destin

Captain Pam offers pet-friendly sailing charters aboard her sailing trimaran, Nice Tri. If you're vacationing in Destin, Florida, she is happy to provide a pet-friendly excursion for you and your fur baby to enjoy.

Spring Break is here, and we are booking sailing charters in beautiful Destin, Florida. Smile N Wave offers various sailing packages and a convenient way to book online once you choose which adventure you would like most. Aboard Nice Tri, your pet can relax with the rest of the family and enjoy the cruise.

You can swim and catch a sunset or choose a daytime snorkel trip. Captain Pam also offers seasonal Fireworks cruises every Thursday night during the summer months.

Pet-friendly Charter

Our pet-friendly cruises limit two pets per trip. We have no breed restrictions but ask that dogs weigh no more than 60 pounds. Of course, you are responsible for cleaning up after your pets, and your dog must be friendly to the captain. Any aggressive pets will not be allowed on the boat.

Our charters offer a fun and relaxing time on the water with the gorgeous backdrop of Destin and the Gulf of Mexico. We welcome people of all ages aboard. While we can not guarantee dolphin sitings on every cruise, we see our aquatic friends on at least 95 percent of our trips.

Book Your Sailing Charter

If you want to secure your date for this pet-friendly sailing charter, you can book online or contact us . Please stay up to date on all our charter news by liking and following us on Facebook and Instagram . If you have been on a sailing charter with Captain Pam, please leave a review and share your experience with us. We would love to hear from you.

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