Name: 6 Passenger Private Sunset Sailing Cruise
Brand: TripShock
SKU: 4767
Price: 428 USD
Availability: InStock
Rating: 5 (1 reviews)

Private Charters

Sailing

Sunset Cruises

Climb aboard an authentic sailing cutter for an experience to remember on this Private Sunset Sailing Cruise in Destin, Florida. Cut through the clear water of the Destin Harbor and along the stunning Emerald Coast spotting dolphins, sightseeing, and enjoying the warm salty breeze. Take in the sky as it erupts in color as you witness the breathtaking sunset. An entertaining tour guide and sailing captain will teach you all about the history of the area as you explore. Put some wind in your sails and customize your private sailing tour today! Book yours now!

6 Passenger Private Sunset Sailing Cruise

How to Redeem: Print this ticket or show the confirmation details from your mobile device for entry. Please have a valid photo ID available for verification.
Parking: Parking is available on-site for a fee. The fee is $20 but is subject to change. If you need help with parking, call your provider. Summer months are very busy so account for traffic.
Departure Details: Boat departs from Harborwalk Marina in Harborwalk Village at 66 Harbor Blvd., Destin, Florida 32541. The boat will be at one of the two fuel docks in front of the marina, just to the right of Margaritaville. Please arrive at least 15 minutes before departure to account for parking and for a safety briefing. The boat departs on time. Any issues, please contact your provider, Fair Winds Sailing Co, at 850-502-0664. 
Gratuities: Although not required, it is customary to tip your tour guide 20%.

66 Harbor Blvd

1 Reviews of 6 Passenger Private Sunset Sailing Cruise - TripShock!

6 Passenger Private Sunset Sailing Cruise

Customer must cancel 24 hours prior to the arrival date in order to receive a full refund. Cancellations received less than 24 hours prior to the arrival date will not be eligible for a refund. No shows will not be refunded.

Cancel or Reschedule 24 hours prior to arrival for FREE

Climb aboard an authentic sailing cutter for an experience to remember on this Private Sunset Sailing Cruise in Destin,...

Cat. Matt was great and we enjoyed every minute of it!  We will certainly do it again.

Excellent

Fair Winds Sailing Co

Destin

Discover the relaxing beauty of an Emerald Coast sunset while sailing along on the gentle breeze. This Private Gulf of Mexico Sunset Sail offers guests a breathtakingly beautiful cruise around Destin and is the perfect way to spend your vacation. Cruise the waters of the Choctawhatchee Bay, Destin Harbor and Gulf and relax as you cast the what-ifs away. Witness dolphins jumping near and far and an unbeatable cotton candy sky as you enjoy this unique way to spend time with the love of your life or with your crew. A sunset sail on the waters off Destin is something you'll never forget. So, hop on the catamaran and sail off into the sunset today with this Private Gulf of Mexico Sunset Sail!!

Private Gulf of Mexico Sunset Sail

Discover the relaxing beauty of an Emerald Coast sunset while sailing along on the gentle breeze. This Private Gulf of...

Sunset, Sea and family.

Was amazing! J..D was a super host! Dolphin watching  and a beautiful Destin sunset!

JD was awesome and the sail was our favorite part of vacation! JD went above and beyond to make sure we had a great time and took us all around to see lots of dolphins playing, he even let the kids help drive the boat which they loved! Sunset was beautiful, we will definitely book again!  Thanks, from OHIO!

Sunset sail

Vitamin Sea Sailing Charters

Climb on a floating tiki bar for a truly unique Crab Island sandbar adventure. Enjoy a seat at the bar as you journey the sparkling Gulf waters on your way to Crab Island. Enjoy swimming and fun activities in this on-the-water hotspot as you soak up the tropical sun. Don't miss the fun, book your Crab Island Sandbar Adventure Tour today!

Crab Island Sandbar Adventure by The Original Cruisin’ Tikis

Climb on a floating tiki bar for a truly unique Crab Island sandbar adventure. Enjoy a seat at the bar as you journey...

Captain Sam was awesome! What a terrific time we had!! Highly recommend this to everyone!!

We loved our tiki excursion out to Crab Island with captain Murray. He was fun and knowledgeable. The tiki was fun to be on. We listened to music and really enjoyed the scenery. Bonus - we saw a pod of dolphins!

Captain Murray was great!

Nice Tiki boat to Crab Island with a nice view of the area.
Boat was fun as they let us put in our music!

Cute & Fun

Destin Tikis

Enjoy an epic day of carefree cruising around Destin, Florida aboard your very own captained pontoon boat charter. Experience the bustling Destin Harbor and enjoy ample, comfortable seating, as well as dual-decks, expert navigation, and so much more! Cool off with a splash using the onboard slide or hang out on the lily pad and chill to the max. The sky's the limit with this Captained Double-Decker Pontoon with Slide Charter for 6 Guests MAX. Book yours today!

Captained Double-Decker Pontoon with Slide Charter for up to 6 guests

Enjoy an epic day of carefree cruising around Destin, Florida aboard your very own captained pontoon boat charter....

Capt Jessie was awesome.  We have a great time.  We will be booking soon for another venture in the near future!  Offering the snacklebox is a great idea.  It was amazing as well!

Amazing.

We had our first family vacation to Florida and  rented a pontoon boat to go to Ceab Island. Captains Jesse was awesome and we had the best time! We would definitely charter with them again!

The boat was immaculate. The captain was knowledgeable, kind, and friendly. He listened to where we wanted to go and exceeded our expectations. I wish we could have made our trip longer bc it wa so amazing and no one wanted it to end. This is a family run business and is ran extremely well. This is the 2nd year we’ve booked this trip and will only use this company going forward.

Best trip we’ve had in years!

Destin Pontoon Charters

Relax in luxury aboard your All-Inclusive Captained Pontoon Charter for up to 6 guests max. Experience the sights and sounds of beautiful Destin Harbor as you enjoy ample and comfortable seating, expert navigation, and so much more! The sky's the limit with this all-inclusive charter unlike any other, but be sure to book early so you don't miss out!

All-Inclusive Captained Pontoon Charter (for up to 6 guests)

Relax in luxury aboard your All-Inclusive Captained Pontoon Charter for up to 6 guests max. Experience the sights and...

We were on the Takin’ It Easy with Captain Casey and we had a great time!  The experience is remarkable, Crab Island is a must do at Destin!  Casey was great!  Our kids enjoyed the slide on the boat and snorkeling.  Would definitely go again!

A great time takin it easy!

Matt was amazing. We were a little disappointed with crab island but nothing on the boat rental. Boat was very nice. Glad we did it.

Matt was amazing

Capt Casey was amazing! The whole experience was better than advertised! Just walked up with cooler of our favorite drinks and everything else taken care of! My family had a blast!!

Crab Island Excursion

Experience Destin like never before. Get up close and personal with everything the exciting Emerald Coast has to offer with this Discover Destin Sail. Set out on this 30' Stiletto catamaran and soak up the rays and the sights around you as you cruise at your own pace. There are so many intriguing places to visit along the coastal beaches, places that cannot be reached by car. Nestled in these hidden treasures are places to explore and get an up-close look at fascinating aquatic life. Experience the amazing marine life and beautiful water. Don't miss the boat! Book today!

Discover Destin Private 2 Hour Sail

Experience Destin like never before. Get up close and personal with everything the exciting Emerald Coast has to offer...

JD was the best. We had so much fun seeing Jellyfish and swimming around. It was a beautiful way to take in the coast. Highly recommend. He even takes some pictures of your group and shares them with you after!

So much fun!

So glad we booked this excursion!  Captain JD was funny and fabulous.  The sailing was excellent and we saw sharks, dolphins and a sea turtle.  The whole family loved it and I would rebook and recommend to others!

Fabulous Sailing

Relaxing ride along the gulf. Dolphin sitings were AMAZING!! J.D. was extremely informational & let us enjoy the ride!!

Dolphin Extravaganza

Join your captain on this Private Destin Sunset Cruise and catch the sun fading into the horizon. Hop aboard the Key Cat, a 26-foot power catamaran for a twilight cruise to remember. Ease into the sunset in search of dolphins and other marine life. Perfect for families, couples, or celebrations of any kind, this is a great option for smaller groups. Don't miss your chance to see the sun sink in a glorious display, book your Private Destin Sunset Cruise today!

Private Destin Sunset Cruise

Join your captain on this Private Destin Sunset Cruise and catch the sun fading into the horizon. Hop aboard the Key...

Captain Chandler was an excellent host, we had an outstanding evening enjoying dolphins, and the beautiful Destin sunset!
Would highly recommend this to couples to enjoy doing awesome experience that we did!

Sunset Cruise in Destin Florida

Captain Chandler was so amazing, his knowledge of the area and waters were spectacular. We will be booking a trip with him  every time we are in the area.

Amazing

Chandler was great, we saw dolphins performing, mansions on the harbor and a spectacular sunset. Highly recommend!

Great Time

Destin Aquatic Adventures

Hop aboard the Key Cat, a 26-foot power catamaran for an adventure to remember! Join your guide, a 5th generation Florida native with extensive knowledge of Destin, Florida, and the surrounding areas. Cruise the Destin Harbor in search of dolphins and other marine life and then stop at a local hotspot, Crab Island to lay back, relax and live life as the locals do. Choose to paddleboard, snorkel, chill with a drink in hand, and relax with no worries. Don't miss out, book your All Inclusive Private Crab Island Catamaran Swim & Chill today!

Crab Island Catamaran Swim & Chill

Hop aboard the Key Cat, a 26-foot power catamaran for an adventure to remember! Join your guide, a 5th generation...

We absolutely LOVED our trip out to Crab Island with Captain Chandler. So knowledgeable, kind, courteous and friendly. Can’t wait to be able to do it again! ⭐️⭐️⭐️⭐️⭐️

Amazing!

We had a great time with captain Chandler! Very personable and took us to see all we wanted to see!! ⭐️

Catamaran tour

Absolutely fantastic! Captain Chandler was amazing.

If you are looking for a uniquely Destin experience, then this is the perfect activity. This Sunset Tiki Tour is ideal for those looking for a laid-back cruise like no other. Bring your favorite snacks and beverages and relax as you take a cruise through the aquamarine waters of Destin Harbor. So climb aboard and take a seat at the tiki bar that floats and witness a breathtaking sunset to remember. Book your Destin Harbor Sunset Tiki Cruise today!

Harbor Sunset Tour by The Original Cruisin’ Tikis

If you are looking for a uniquely Destin experience, then this is the perfect activity. This Sunset Tiki Tour is ideal...

We saw dolphins and the captain was great!  Too many clouds for sunset seeing, but that certainly couldn’t be helped!

Captain Kirk was great!

Customer

We had a fabulous time. CAPTAIN BRIAN was very nice and took us to find the dolphins. Sunset was amazing on this evening.  I Cn't wait to make it back for day trip. Highly recommend this cruise.

Sunset Cruise

Experience Destin like never before. Get up close and personal with everything the exciting Emerald Coast has to offer with this Discover Destin Swim & Sail. Set out on this 30' Stiletto catamaran and soak up the rays and the sights around you as you cruise and snorkel at your own pace. There are so many intriguing places to visit along the coastal beaches, places that cannot be reached by car. Nestled in these hidden treasures are places to explore and get an up-close look at fascinating aquatic life like sand dollars, blue crabs, seagrass beds, and many beautiful types of fish and colorful shells. You may also see star fish, sea turtles, and dolphins. Sail and snorkeling charters offer a great way to experience the amazing marine life and beautiful water. Don't miss the boat! Book Today!

Discover Destin Private 3 Hour Swim & Sail

My girls and I had a great afternoon on the catamaran. Our captain, J.D., was nice and accommodating. We saw dolphins right away and stopped at Crab Island. It was a nice relaxing sail.

Bachelorette Boat Trip

J.D. was an amazing Captain and we had a great time on on our beautiful trip to sea.

Private Sail

From booking our trip to day of trip was wasy and overall great experience! Will definitely look to Tripshock again!

Destin Sailing Adventure

Cast your worries aside and immerse yourself in all-day fun with this All-Inclusive Captained Pontoon Charter. Paddleboard and explore to your heart's content or just relax in luxury as you experience beautiful Destin Harbor from the lower deck of the pontoon. Make a splash in the gorgeous water around you, swim around, or lounge on an inflatable. Regardless of what you choose on this all-inclusive day, you will enjoy yourself as you soak up the warm Florida sun! Reserve this charter today!

All-Inclusive Captained Pontoon Charter in Destin (for up to 16 passengers)

Cast your worries aside and immerse yourself in all-day fun with this All-Inclusive Captained Pontoon Charter....

The captain was awesome.  The weather didn’t cooperate as well as we hoped but it didn’t matter because they still made it a great day for us!

Easter 2024

We celebrated my daughter’s bachelorette party on the pontoon boat at Crab Island.  We had a great time.  The captain and mate made sure we had everything we needed. Can’t wait to go back to Destin and charter other day in the
Pontoon at Crab Island

Pontoon boat trip

Absolutely Awesome!

If you are looking for a relaxing day on the water where you can throw your worries to the wind, then this is the activity for you. This Private Captained Cruise is the perfect way to get out on the water and have some fun with your crew. Hang out, swim, float around, and just relax. Jump aboard and let the fun begin on this good time on the water. Book your Private & Captained Cruise for up to 6 guests today!

Private & Captained Pontoon Cruise for up to 6 guests

If you are looking for a relaxing day on the water where you can throw your worries to the wind, then this is the...

Trent was a great captain. Very knowledgeable and friendly and took us to all of the great spots.

It was really nice and Trent was the coolest we even got to see dolphins I would highly recommend the platoon with a captain

We had a great time on our two hour bout tour with Captain Billy. He made it a lot of fun for my 7 year old son. We got to cruise around and see dolphins, a shark, other marine life, and check out crab island. We can’t wait to come back and try the banana boat rides.

Enjoyed our excellent boat tour!

Mobile Sports Banana Boat Rides

Immerse yourself in the captivating beauty of Crab Island with a licensed captain leading the way. Relax and unwind on a 15-foot lily pad, surrounded by water toys that add to the excitement. Feel the rhythm of your favorite tunes resonating through the air as the complimentary Bluetooth speaker sets the perfect atmosphere. Prepare to be amazed as you navigate through Destin Harbor, East Pass, Crab Island, and Choctawhatchee Bay, all while enjoying a small dolphin tour that brings you face-to-face with these magnificent creatures in their natural habitat. Take an all-inclusive journey where the star of the show is the enchanting Crab Island, leaving you with memories that will last a lifetime. Book today!

Destin Private Crab Island Charter

Immerse yourself in the captivating beauty of Crab Island with a licensed captain leading the way. Relax and unwind on a...

Captain Luke is the best! We thoroughly enjoyed our time on the boat and Crab Island was really cool. We would definitely book again.

Amazing experience!

Wonderful time,  we made sure to book around high tide and the water was beautiful. Our guide Luke was the best

Crab Island

Our Captain did a fantastic job of giving us the experience we hoped for! Next time we are in Destin we will book our excursions through Tripshock

6 Passenger Private Sunset Sailing Cruise

6 Passenger Private Sunset Sailing Cruise

Buy a gift card, choose a date later

Don't take our word for it