Name: Destin: Gulf Sailing Adventure Aboard a 45-Foot Beneteau Sailboat
Brand: TripShock
SKU: 3828
Price: 428 USD
Availability: InStock
Rating: 4.9048 (21 reviews)

Sailing Charters & Tours

Boat Tours

Set sail for adventure on a stunning tall sloop, built for the ultimate open-water experience! Cruise the Emerald Coast, where dolphins, sea turtles, and coastal birds await. Feel the wind in your hair as our skilled crew hoists the sails, giving you an authentic, wind-powered voyage. Want to get hands-on? Learn the ropes with optional sailing instruction and take the helm yourself! Whether you're here to relax or dive into the thrill of sailing, this Destin excursion is one you won’t forget. Book now and let’s catch the breeze!

Destin: Gulf Sailing Adventure Aboard a 45-Foot Beneteau Sailboat

How to Redeem: Print this ticket or show the confirmation details from a mobile device. Please have a valid ID to confirm the order if needed. 
Parking: Parking is available on-site for a fee. A $20 parking pass is required and must be purchased at Pelican Adventures at check-in. Parking is in the gravel lot. 
Departure Details: This charter departs from Pelican Adventures, located at 600 Harbor Blvd, Destin, FL 32541, on the South side of Hwy 98 and Benning Dr., across from Sexton's Seafood and next to Harbor Docks. When you arrive, you need to wait upstairs on the viewing deck (left side of property facing the water) for the crew to greet you. Please arrive at least 15 minutes before departure to check-in. Leave enough time to account for traffic and to find parking, as parking is limited. The tour departs on time. For 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.

600 Harbor Blvd

21 Reviews of Destin: Gulf Sailing Adventure Aboard a 45-Foot Beneteau Sailboat - TripShock!

Destin: Gulf Sailing Adventure Aboard a 45-Foot Beneteau Sailboat

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

Set sail for adventure on a stunning tall sloop, built for the ultimate open-water experience! Cruise the Emerald Coast,...

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

Florida

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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.

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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!!

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Set sail on a 35-foot catamaran cruise and enjoy the fresh salt air around you as you and up to 5 of your closest friends or family members watch as the sun dances on the waves in Destin, Florida. Let your captain take the helm as you relax, take a dip, hang out at Crab Island, enjoy some snorkeling, and watch pods of dolphins play in the surf! Maybe even catch a few fish as you troll fishing lures while sailing along if you like. Book your trip today!

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Set sail on a 35-foot catamaran cruise and enjoy the fresh salt air around you as you and up to 5 of your closest...

we had a great morning on the Sailing Moby.  the crew was great and we received amazing pictures!

sailing Moby

This was a really fun trip. The captain and his brother made it the best experience ever. It was a very fun environment and we saw a lot of dolphins baby ones too.

Fun day

Captain Ladd and Tracy gave our family such a wonderful experience on the Moby! They’ve truly thought every detail through from preparation the day before till after you get back in dry land.  Three hours was the perfect time length for our younger kids and we highly recommend booking with them!

Perfect Morning adventure

Set sail on a Private Destin Swim and Sunset Tour in Destin, Florida aboard a luxurious 35-foot catamaran. Dive into the clear water at Crab Island, cruise around and sightsee the natural beauty of the Emerald Coast, and watch dolphins frolic in the water. End this adventure with a breathtaking sunset as the sky erupts in colors when the sun dips beyond the horizon. Perfect for a romantic evening or a family outing, this sunset cruise offers a unique experience. Book yours today!

Destin: Swim & Sunset Tour on the Sailing Moby

Set sail on a Private Destin Swim and Sunset Tour in Destin, Florida aboard a luxurious 35-foot catamaran. Dive into the...

Experience the ultimate adventure in Destin with a Swim & Snorkeling Tour. Relax as your captain takes the helm, allowing you to enjoy a customized adventure. Dive into the clear water at Crab Island, snorkel among vibrant marine life, and watch dolphins play in the surf. This charter offers personalized tours based on your preferences. Perfect for family fun or a relaxing day out, this Destin charter is your ticket to an unforgettable experience on the emerald water of the Gulf Coast. Book your ultimate Destin water adventure today!

Destin: Swim & Snorkeling Tour on the Sailing Moby

Experience the ultimate adventure in Destin with a Swim & Snorkeling Tour. Relax as your captain takes the helm,...

Set sail for an unforgettable adventure along the stunning Emerald Coast. Cruise under billowing sails before anchoring in a secluded cove, perfect for a refreshing swim in crystal-clear waters. Discover the untouched beauty of Okaloosa Island’s sugar-white sandy beaches, accessible only by boat—an exclusive hidden gem. With no rush and plenty of time to relax, this experience is ideal for family outings or social gatherings. Bask in the coastal breeze, take in the breathtaking scenery, and enjoy a day of pure seaside bliss. A perfect blend of sailing, swimming, and relaxation awaits on this one-of-a-kind excursion.

Destin: Gulf Sail and Swim Adventure aboard a 45-foot Beneteau Sailboat

Set sail for an unforgettable adventure along the stunning Emerald Coast. Cruise under billowing sails before anchoring...

Spend a day among the wind and the waves in the heart of Destin, Florida. This Private Daytime Sailing Adventure gets you out on the Destin Harbor and beyond to see the gorgeous Emerald Coast your way. Let your captain take the helm as you relax, take a dip, enjoy some snorkeling and watch pods of dolphins play in the surf! Book your private trip today and make some memories to last a lifetime.

Destin: Daytime Sailing Adventure on the Sailing Moby

Spend a day among the wind and the waves in the heart of Destin, Florida. This Private Daytime Sailing Adventure gets...

Ladd and Tracy were excellent host. We ha 4 adults and two small children in our group. We specifically asked to see dolphins and to snorkel.  We saw many dolphins almost immediately, then once in the gulf we saw 2 Bull Sharks….We had already been to Crab Island, so we didn’t want to go there and wasn’t wanting the crowds. They took us to a nice place to snorkel and everyone had a wonderful time. Our 5 year old got a little sea sick and Tracey made him comfortable until he quickly got over it!! I highly recommend this husband and wife team….

Went the xtra mile!!

Excellent

We had a blast on Sailing Moby.  They were very accommodating to what we wanted to do.  They sent photos they had taken of our group at no additional charge.  Great for all ages!!!

Sailing Moby was Awesome

Join in on the adventure of a lifetime with the Buccaneer Pirate Cruise in Destin, Florida! The captain and mates promise non-stop entertainment for your entire crew, with pirate-themed activities, witty banter, singing, dancing, and family fun. Join in pirate training, sword fighting, water gun battles, and an exhilarating treasure hunt, complete with authentic cannon fire. While you kick back and relax, watch your lads and lasses have the time of their lives. Hear the tale of pirates who lost their treasure on the Emerald Coast and join the hunt for a share in the booty. Book your spot today!

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Parent

I was looking for a sunset dolphin trip, but stumbled in to this pirate adventure. My grandkids (age 2, 5, and 11) had an amazing time and their parents did too. Highly recommend!

Low expectations, but great experience.

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Get out on the water in gorgeous Destin, Florida on The Crab Island Runner, a multi-passenger U.S. Coast Guard certified 27-passenger tour boat. Head out to locally treasured Crab Island, a stunning sandbar in the middle of the most beautiful emerald green and aqua blue water you have ever seen. Crab Island is one of the most sought-after destinations in Northwest Florida, so see for yourself what the hype is all about, join your captain and crew aboard The Crab Island Runner for a chartered trip to the popular sandbar in Destin, Florida. Book your experience today!

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Incredible experience with the staff both on and off the boat. Would recommend to everyone!

10/10 Awesome Experience

We had a great time on this cruise. Can’t wait to do it all again.

Perfect Day

Great experience from start to finish! Friendly staff at the check in stand. Both captains were amazing. Very personable and fun.  Crab Island is amazing as well!

Great!

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Great job by the crew, water was rough but the team was in control. Our family had a great time

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Awesome experience

We had a wonderful experience.  We saw many dolphins and even shark.  Best 90 minutes we spent on our trip.

Exceeded Expectations

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Great time, great price, highly recommend, captain Scott and Meg were great can’t go wrong booking this excursion

Happys crab island

Had a great time on my Crab Island tour. The hosts were great and the trip was safe and enjoyable! You will not regret this excursion.

Great Trip! Great Hosts!

This was our 2nd time using
Happy’s Crab Island Watersports. We will continue using them for our upcoming trips!

2nd time using  Happy’s Crab Island Watersports

Happys Crab Island Watersports

Embark on a Crab Island and Harbor Tour in Destin, Florida, featuring a Crab Island trip and a thrilling dolphin excursion. Climb aboard a spacious 22-passenger touring boat and share fun with friends and new acquaintances alike. Dive into the clear emerald water and snorkel around, hop on a paddleboard and glide across the water, or relax on floating lily pads. Don't forget to keep your eyes out for playful dolphins. Whether seeking adventure or relaxation, this 3-hour Crab Island and Dolphin Cruise guarantees an unforgettable day on the water for everyone. Book your spot today!

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We had a blast Spencer and Cole were so much fun. They were so accommodating they took pictures for us and handed us drinks for the boat so we didn’t have to get out the water . They made the trip even more fun.

Awesome time!!!

The boat ride out to crab island and the time there were fun, but the most fun part of the trip was having Spencer and Cole! From the moment we got on the pontoon they were an absolute blast. So friendly and willing to help with anything! They make the trip!!!

Cole and Spencer the real MVPs

We had a great time with Spencer and his first mate. So sorry I can’t remember the name. We are yearly Destin visitors and Crab Island is a trip  we love to include

Destin: Gulf Sailing Adventure Aboard a 45-Foot Beneteau Sailboat

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Destin: Gulf Sailing Adventure Aboard a 45-Foot Beneteau Sailboat

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