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

Hop aboard a floating tiki bar for a truly unique sightseeing adventure. Ideal for those looking for a laid-back experience like no other, bring your favorite snacks and beverages and relax as you cruise through the aquamarine water of the Destin Harbor. Grab a seat at the tiki bar that floats and witness some breathtaking sights to remember. Book your Famous & Original Destin Tiki Harbor Cruise today! It's truly a [Destin boat tour](https://www.tripshock.com/attractions/destin/boat-tours/ "Destin boat tour") to remember.

Famous & Original Destin Tiki Harbor Cruise

Hop aboard a floating tiki bar for a truly unique sightseeing adventure. Ideal for those looking for a laid-back...

We went out after large storms had gone through and the water was extremely rough causing some sea sicknesses and anxiety for alot of people but the Captain was super kind & understanding. He made it all worthwhile for everyone in the end. We'd so it again!

Great time!

The Cruz was absolutely amazing. Captain Murray is a great Captain.

Original Cruisin’ Tikis

Had a great time the weather was cool, but nice we saw lots of dolphins! And captain Bailey was the best I highly recommend her

Tiki 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....

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,...

Testify 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...

Experience the serene beauty of an Emerald Coast sunset on a Private Gulf of Mexico Sunset Sail. Enjoy a breathtaking cruise around Destin, gliding through Choctawhatchee Bay and Destin Harbor. Relax as you let go of life’s worries and watch dolphins play against a stunning cotton candy sky. Whether with a loved one or friends, this unforgettable sunset sail offers a perfect vacation moment. Don’t miss your chance—hop on the catamaran and sail into the sunset today!

Private Gulf of Mexico Sunset Sail

Experience the serene beauty of an Emerald Coast sunset on a Private Gulf of Mexico Sunset Sail. Enjoy a breathtaking...

Our sunset sailing experience with Captain JD on Vitamin Sea was exceptional! He was so friendly, kind and professional! Our family loved the experience! Thank you!!

Sunset Sail

Wonderful experience - great for kids and teens.  Captain JD was great and the catamaran was great for my group of 5.

Family Cruise

JD was an amazing captain! He was perfect for the surprise engagement on the sunset cruise. He was funny, nice, knowledgeable, and great to sail with! We loved that he took pictures and texted them after! Would highly recommend him!

Amazing!

Vitamin Sea Sailing Charters

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

Don't miss a stunning cotton candy [sunset cruise on the water in Destin, Florida](https://www.tripshock.com/attractions/destin/sunset-cruises/ "sunset cruise on the water in Destin, Florida"). 
Set sail on a 35 foot catamaran cruise and enjoy the fresh salt air around you as you watch the sun disappear into the endless horizon. Let your captain take your worries away as you relax, enjoy the sunset, and watch dolphins play in the surf! Don't miss a gorgeous way to say goodbye to the day on this Private Sunset Sailing Cruise from Destin!

Private Destin Sunset Sailing Cruise

Don't miss a stunning cotton candy [sunset cruise on the water in Destin,...

We had a wonderful time at the sunset cruise! Captain Moby and his mate were great and made the experience unforgettable! The price was very reasonable and we will definitely be back

Private sunset cruise

Happy

Ladd and Sebastian were wonderful! They were very professional and ensured we had a great time.  Definitely would recommend them to anyone looking to take a sailing cruise!

Highly recommend!!

Sailing Moby Adventures

Experience a personalized adventure along Florida's stunning coastline with a Private Captained Pontoon Charter for up to 6 passengers in Destin, Florida. Tailored just for you, this customizable excursion promises an unforgettable journey as you cruise the Destin Harbor and Choctawhatchee Bay. Spend time at Crab Island, frolicking in the shallows or joining in the festivities. Snorkel and marvel at the colorful marine life beneath the surface. Enjoy a complimentary paddleboard and lily pad for added fun. Don't miss out! Book your private charter today!

Private Captained Pontoon Charter Up To 6 Passengers

Experience a personalized adventure along Florida's stunning coastline with a Private Captained Pontoon Charter for up...

Experience the epitome of luxury and relaxation with a 4-hour Private Yacht Charter in Destin, Florida. Step aboard the 55-foot Sea Ray Sundancer yacht, fully equipped with a spacious sundeck and swim platform, providing everything you need for a day of indulgence. Relax and soak in the beauty of the Emerald Coast as magnificent gulf views surround you. Whether you choose to lounge on the sun deck, savor gourmet cuisine prepared by a talented chef, or engage in water sports, customize a package that's tailored to your desires. Book this private yacht charter today!

4 Hour Destin Private Yacht Charter

Experience the epitome of luxury and relaxation with a 4-hour Private Yacht Charter in Destin, Florida. Step aboard the...

Beach Coast Luxury Yacht Charters

Enjoy some family-friendly fun for everyone on this private and captained charter for up to 6 guests. Customize your day and experience a dolphin cruise, inshore/bay fishing trip, and swimming all packed into one awesome combo trip. Spend half the time inshore fishing and dolphin touring, and the other half relaxing in the water or on the beach. Get out on the Choctawhatchee Bay and leave your worries at the dock. Everything is included so throw your cares to the wind and book your Family Fun Combo experience today!

Family Fun Combo: Dolphins, Swimming & Fishing

Enjoy some family-friendly fun for everyone on this private and captained charter for up to 6 guests. Customize your day...

Our family of five had a five hour trip booked. Captain Robert was amazing. Very attentive; showed us some local sights and let us decide the day. We learned a lot about local fish and the boat. He was wonderful. Highly recommend!

Perfect day! Wonderful Captain!

If you're thinking of doing this just go ahead.  The captain of this boat is a really cool guy.  Has a great personality and knows his stuff.  If you book with him you won't be disappointed.  Will totally do another next time we are down.

Don't think

Flowing Water Florida

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

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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