Name: Destin Gulf Sailing Adventure
Brand: TripShock
SKU: 3828
Price: 645 USD
Availability: InStock
Rating: 4.9048 (21 reviews)

Private Charters

Sailing

Boat Tours

Explore the Emerald Coast in style on 45-foot Beneteau Sailboat in Destin, Florida. Enjoy an authentic sailing experience from the deck aboard your own private sailing yacht. Sit back and feel the warm Destin breeze, see dolphins play in the water, and unwind as you sip on your favorite beverage. Don't miss out on the beautiful sights of the Destin Harbor, book your Destin Gulf Sailing Adventure today!

Destin Gulf Sailing Adventure

How to Redeem: Print this ticket or show the confirmation details from a mobile device to join the charter. Please have a valid ID to confirm the order if needed. 
Parking: Parking is available on-site for a $10 fee. The restaurant will validate. 
Departure Details: This charter departs from 314 Harbor Blvd Destin, FL 32541. The boat is located on the boardwalk in front of The Harbor Tavern. Look for the tallest sailboat mast. Park anywhere on the Heron Harbor premises and walk down to the docks. Please arrive at least 15 minutes before departure. Leave enough time to account for traffic and to find parking, as parking is limited. The tour departs on time. Any issues, please contact your provider, East Pass Sailing Company, at 850-714-1070.
Gratuities: Although not required, it is always appreciated and encouraged to tip.

21 Reviews of Destin Gulf Sailing Adventure - TripShock!

Destin Gulf Sailing Adventure

Customer must cancel 48 hours prior to the arrival date in order to receive a full refund. Cancellations received less than 48 hours prior to the arrival date will not be eligible for a refund. No shows will not be refunded.

Cancel or Reschedule 48 hours prior to arrival for FREE

Explore the Emerald Coast in style on 45-foot Beneteau Sailboat in Destin, Florida. Enjoy an authentic sailing...

Captain Matthew and Chris were superb!  They made the best of our first sailing adventure even though a rainstorm cut us a little short.   We learned a lot and had a great time. They were so patient with our elderly mother, making it really memorable for her!

Sailing Adventure

Was an absolute anmazing experience. My whole family loved every minute of it. Captains Chris and Matt were excellent seamen and even better company to spend the day with!  We saw so many Dolphins !  Highly recommend them and this experience!!

Sailing into the sun!

My family had the pleasure of spending a summer morning sailing with Chris and Matt. They were incredibly hospitable, knowledgeable and engaging. Highly recommend East Pass Sailing!

First Class!

Captain Chris and Matt were excellent. The boat was perfect. They have great knowledge of the area and a very experienced sailors. My two sons and I had a blast and would like to charter the boat for a couple of days the next time.

Sailing with sons

This was everything we expected it to be. Dakota and Christian were amazing and very professional! We definitely will be booking again!

Excellent experience

We bad a great trip!!!  Very good staff.  No complaints at all.

Very good

We thoroughly enjoyed our morning  cruise.  Captain Chris was great, very personable and knowledgeable.  Our teens were able to Bluetooth their music and even got to drive.  We had dolphins swim along beside us. The whole experience  was relaxing and enjoyable (and easy…from booking to finish).  Highly recommend! We will definitely book with East Pass Sailing the next time we are at the beach.

Great Experience!

This was a nice, simple sail and the captain and his crew were very nice.  We spent the majority of time in the harbor and pass zig-zagging back and forth which was pretty boring and I think it as obvious we weren't going to see any dolphins with all of the boat traffic zooming around us in those areas.  Would have rather spent more time out in the gulf (even just at the edge) going up and down the coastline instead of oddly hanging out in the very busy harbor and pass.  While this was a nice sail we were looking for a little more action.

Nice, Simple Sail

Captain Chris and first mate Dawson were personable, funny and always in control. We did many fun things during our Destin trip, but I quizzed my three girls on the way back and they all agreed this trip was the best part of it. It did not hurt that we had a dolphin escort back to harbor.

The highlight of a great vacation.

It was a wonderful trip on a beautiful boat. The captain and his deck hand were super nice! Us and our children will never forget it. They were even so helpful and attentive to our kids.

The best captain ever!!!

East Pass Sailing Company

Destin

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

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 water 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 Famous & Original Destin Tiki Sunset Cruise today!

Famous & Original Destin Tiki Sunset Cruise

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

We had the BEST time! Views were beautiful, company was better and our Captain, Josh, was top notch! Will definitely be back again!!

Sunset Tiki Cruise

It was a spur of the moment trip that was totally worth it! Nothing beats good times with family, cool breeze and perfect sunset!

Laid back

We were not having the best day but once we went on the Tiki tour with Bailey everything changed! She made our day! Can’t wait to do that again!

Made our day

Destin Tikis

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...

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

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

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

Jump start your day with a Beignets and Brew Cruise on Splash Dog 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 your experience today!

Beignets and Brew Cruise on Splash Dog

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

Bluewater Pontoon Charters

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

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

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...

Enjoy some family-friendly fun for everyone on this Private Dolphin Tour & Fishing Adventure combo for up to 6 guests. Customize your day and experience a dolphin cruise and fishing trip all tied into one neat package. 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 Dolphin Tour & Fishing Adventure today!

Private Dolphin Tour & Fishing Adventure (up to 6 guests)

Enjoy some family-friendly fun for everyone on this Private Dolphin Tour & Fishing Adventure combo for up to 6 guests....

Highly recommend this fishing charter! Loads of fun and worth the money. Captain made sure everyone was enjoying themselves, and tried his best to assist with those who lacked experience.

Fishing Charter

Dolphin  cruise  and tours

Since it was our first boat trip, we did not know what to expect, but Captain Robert made sure everyone had a great time. WE saw several dolphins and even caught a couple of fish!

Destin Gulf Sailing Adventure

Destin Gulf Sailing Adventure

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