Name: 6 Passenger Private Day Time Sailing Cruise
Brand: TripShock
SKU: 2765
Price: 375 USD
Availability: InStock
Rating: 4.8438 (96 reviews)

Private Charters

Sailing

Climb aboard an authentic sailing cutter for an experience to remember on this Private Sailing Tour 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. 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 Day Time Sailing Cruise

How to Redeem: Print your 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%.

Fair Winds Sailing Co

96 Reviews of 6 Passenger Private Day Time Sailing Cruise - TripShock!

6 Passenger Private Day Time 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 Sailing Tour in Destin, Florida....

James and Matthew were awesome and we had a wonderful 3 hour afternoon cruise. They took us out into the Gulf waters and the swells were lovely. It was all very enjoyable and I highly recommend them! The boat was beautiful!

Lovely afternoon sail

A true sailing experience.     Very different from pontoon boat.    Sailed into gulf.   Got splashed by water.     Different from any other experience.

Excellent

Captain James was great. We loved the 2 hour sunset sail. Parking in the Destin harbor was definitely not easy and cost $20.

Good

We had an amazing sailing experience! The crew were friendly and gave us the freedom to enjoy being out on the open water. The sunset view was spectacular & a dolphin came to visit on our way back to port.  This was a great way to end our vacation & it was everyone’s #1 event.

1st Sail

We had a great time! James and Matt were super friendly, helpful, and informative and made the whole experience very enjoyable.  The view at sunset was amazing and made for a very relaxing and memorable evening that was a highlight of our trip to Destin.

10/10 would sail again

We chose a sailing adventure because we’d never done it before. Sailing at sunset and seeing dolphins was just a plus! It was so peaceful with an amazing breeze; both my husband and I almost fell asleep! Both captains were amazing! So friendly and laid back, very chill and made the whole trip even better! They taught us a little about sailing and what to expect before we even got on board! Highly recommend regardless of who you’re with. It was beautiful!

Best Family Trip!

We loved our sail trip! It was a great, peaceful ambiance and fun trip. We all had a wonderful time taking in the sights and relaxing.

Great Sailing Experience

We really enjoyed our sunset cruise, I was disappointed we did not see any Dolphins, however the sail was great!

Sunset

This was a very chill relaxing experiece. We saw several dolphins and our captain was very nice and knowledgeable about the area. The only reason I couldn't give 5 stars was the seating on the boat. It was a long trip with nothing to lean up against.

James was amazing from the moment we got on the boat until the moment we got off!!!

Sail experience

Destin

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

Vitamin Sea Sailing Charters

Experience the ultimate relaxation with a private sunset cruise in Destin, perfect for up to 6 passengers. Ride in comfort as you glide through the water of Destin Harbor, Choctawhatchee Bay, and along the stunning white sand beaches as the sun sets over the horizon. Sit back and enjoy a cold drink and snacks while taking in the breathtaking sights and vistas unique to Destin. Take in the beauty of the sky as it erupts in hues of oranges and reds. Do not miss out! Book your sunset cruise today!

Private Destin Sunset Cruise (for up to 6 passengers)

Experience the ultimate relaxation with a private sunset cruise in Destin, perfect for up to 6 passengers. Ride in...

Testify Charters

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....

The pontoon was exactly what we wanted. It had
everything we needed and captain Casey was absolutely the best captain we could have asked for.  She gave us so much information and helped with all the equipment. The pontoon was a perfect size for the 6 of us.  Highly recommend it.  Thanks Captain Casey, from Houston,  Texas.

Had an awesome experience with Captain Casey

The beat life long memories and the captain was the best

Exactly what you expect on a great day out on the gulf

Only 2 of our 6 total guests made it for this adventure due to uncontrollable circumstances. Nonetheless, we had a great time! As it was my first time ever being on or near the gulf coast and seeing the white sands and clear blue water. My sister being the other guest that made it. It was nice to share the experience. 
Our captain was friendly and knowledgeable, despite the suprise of just 2 guests attending, he had some funny jokes and kept us entertained the whole time. 
Our only downside is that our guests didn't come along, otherwise I will totally recommend this charter/website to others heading to the area.

Still had a great time!

Destin Pontoon Charters

Experience the thrill of offshore fishing in Destin with a Private Offshore Fishing Charter aboard a 34-foot Hatteras, perfect for up to 6 passengers. This charter combines bottom fishing and trolling, offering the chance to catch a variety of fish including mahi-mahi, amberjack, snapper, grouper, cobia, kingfish, wahoo, and more! Suitable for all ages and skill levels, this adventure includes everything needed: fishing licenses, bait and tackle, rods and reels, as well as fish cleaning and bagging services. Spend the day on the water. Book your charter today!

Private Destin Offshore Fishing (for up to 6 passengers)

Experience the thrill of offshore fishing in Destin with a Private Offshore Fishing Charter aboard a 34-foot Hatteras,...

Experience Destin like never before with Discover Destin Swim & Sail. Board a 30-foot Stiletto catamaran to cruise and snorkel at your own pace along the stunning Emerald Coast. Explore hidden beaches and encounter fascinating marine life, including sand dollars, blue crabs, sea turtles, and dolphins. This is your chance to immerse yourself in the beauty of the coast—don't miss out! Book today!

Discover Destin Private 3 Hour Swim & Sail

Experience Destin like never before with Discover Destin Swim & Sail. Board a 30-foot Stiletto catamaran to cruise and...

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

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...

Had a great time and saw so many dolphins! Will def do it again!

Great Time!

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

Mobile Sports Banana Boat Rides

Hop aboard the Queen's Chariot Pontoon in Destin, Florida and discover the true meaning of free time. Admire the natural beauty around you as you glide across the beautiful emerald and aquamarine water. Lookout below for mesmerizing marine life such as dolphins, rays, fish, and maybe even sea turtles as your captain navigates. Spend some quality time with your family and friends at Crab Island or just hang out and relax on the pontoon, listening to your favorite songs with the gentle waves rocking you back and forth. This is true bliss. Book your Queen's Chariot Pontoon Rental today!

Queen's Chariot Pontoon Charter

Hop aboard the Queen's Chariot Pontoon in Destin, Florida and discover the true meaning of free time. Admire the natural...

We rented a boat for a day out on crab island for my bachelorette. Captain  Robert was wonderful. The boat had everything we needed and we all had the best day.

Such a fun boat day

Captain Rob was our guide for the afternoon and he was nothing but professional, insightful and accommodating. When our group wanted to move around to a different spot at Crab Island, he did so without issue and with ease. He even saved me (the groom to be) the last beer from our stash so I could enjoy on the ride back to our cars!! 10/10 would book again with Captain Rob 

Captain Rob is AWESOME!!

Captain Robert was great. He made for a great time on the water and was very knowledgeable about the Destin area.

Joe K

Skipper Luxury Charters

If you are looking for a great way to get outdoors and on the water, then look no further! This Private Dolphin Cruise is an exhilarating way to see the area. Narrated with fun facts and reaching speeds up to 35mph, you have the opportunity to look for dolphins and take in the beauty of the Emerald Coast. Expect to laugh, scream, and create an amazing memory that will last a lifetime! Book your Private Dolphin Cruise today!

Private Dolphin Cruise

If you are looking for a great way to get outdoors and on the water, then look no further! This Private Dolphin Cruise...

Loved the experience and the crew members!!!! Loved that it’s family owned and operated.

Dolphin cruise

Our family had an amazing time on our tour.  The crew worked really hard to find dolphins and we saw so many beautiful animals.   A bonus was we were able to see some sharks as well.  This tour is definitely worth the time and money!!!

Private Dolphin Boat Tour

Captain Luke and Logan were amazing and did an awesome job locating dolphins for our tour

Dolphin tour

Screaming Eagle Sports

Jump start your day with a Beignets and Brew Sunrise Cruise on Just a Splash in Destin, Florida. There's something special about experiencing the Destin Harbor early in the morning. Relax in tranquility, savoring a freshly brewed cup of coffee provided onboard as you gently navigate the serene water. Indulge in the timeless delight of traditional beignets, all while soaking in the beauty of the harbor awakening to a new day. Enjoy this leisurely cruise through the Destin Harbor for a perfect blend of relaxation and pleasure. Book yours today!

Beignets and Brew Sunrise Cruise on Just a Splash

Jump start your day with a Beignets and Brew Sunrise Cruise on Just a Splash in Destin, Florida. There's something...

Captain Randy and Sherrie were wonderful and so friendly! We had an awesome time just getting out on the water and relaxing. The coffee and beignets were a special treat to add to a peaceful morning. Would definitely recommend this to anyone who likes quiet adventures and can’t wait to do it again.

Totally awesome!

We had a great time! Started out perfect with excellent beignets and lattes, followed by a peaceful tour of the bay.  We saw a dolphin and several different large schools of various fish.  I would highly recommend this outing.

Peaceful fun

Bluewater Pontoon Charters

Set sail on this Gulf Sunset Sailing Cruise in Destin, Florida. Relax on the top deck of this 45-foot Beneteau Sailing Yacht as you feel the Gulf breeze in your hair. Cruise the emerald water of the Gulf Coast as you take in the natural beauty around. Keep an eye out for the playful dolphins swimming beneath the water and jumping above the waves. Witness the sun set beyond the horizon as the sky erupts in an array of colors. Create lifelong memories with family and friends and experience a sunset like never before! Book your Destin Gulf Sunset Sailing Cruise today!

Destin Gulf Sunset Sailing Cruise

Set sail on this Gulf Sunset Sailing Cruise in Destin, Florida. Relax on the top deck of this 45-foot Beneteau Sailing...

Beautiful evening!
Captain Matt and Captain Matt were very professional as a team. The gentleman were very friendly and enjoyable. Destin history including the panhandle would have been interesting to learn.

Sunset Sailing Cruise

East Pass Sailing Company

Immerse yourself in the breathtaking beauty of Destin and indulge in a luxurious yacht charter experience aboard the Propensity. Let the ocean views surround you as you embark on a journey of relaxation and tranquility. The Propensity offers a blend of comfort and sophistication, ensuring that every moment on board is filled with indulgence. Whether you choose to lounge on the sun deck, savor gourmet cuisine prepared by a talented chef, or engage in water sports, every experience is tailored to provide the utmost relaxation. Let the Propensity be your private sanctuary and book today!

Private Charter Aboard Yacht Propensity

Immerse yourself in the breathtaking beauty of Destin and indulge in a luxurious yacht charter experience aboard the...

Holloway Yacht Charters

Get the chance to witness breathtaking views as the sky erupts in beautiful colors aboard your own private yacht in Destin, Florida. Glide across the emerald water and enjoy your time relaxing after a long day while listening to some tunes. Cruise along Destin Harbor, see dolphins riding the waves, anchor at Crab Island and marvel at the cotton candy sky, or even beach the yacht at Norriego Pointe. This sunset cruise is perfect for friends and family, or special events such as a date night or anniversary. Do not miss out on a luxurious evening. Book your experience today!

Destin Private Yacht Sunset Cruise

Get the chance to witness breathtaking views as the sky erupts in beautiful colors aboard your own private yacht in...

We chartered with Destin Private Yacht Sunset Cruise.

Amazing Crew

Destin Private Yacht

Florida

Featured Destin Activities

- Activity: Private Sailing Adventure (6 Person) Departing from the Destin Harbor
- Hometown: Houston, Texas
- Adults: Two
- Children: None


The experience was breathtaking, relaxing, and fun

- Activity: Private Sailing Adventure (6 Person) Departing from the Destin Harbor
- Hometown: Forney, TX
- Adults: Two
- Children: Two


6 Passenger Private Day Time Sailing Cruise

6 Passenger Private Day Time Sailing Cruise

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