Name: Destin Gulf Sailing Adventure
Brand: TripShock
SKU: 3828
Price: 796 USD
Availability: InStock
Rating: 4.9 (20 reviews)

Private Charters

Sailing 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.

East Pass Sailing Company

20 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...

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!!!

My family and I had an amazing time!!! The boat was gorgeous and we even got to see some dolphins. Definitely would do it again in a heartbeat. Thank you guys for the great experience!!!

Awesome experience

Destin

Embark on some early bird fun! Hop aboard for a Bachelorette adventure to remember! For up to 18 people in Destin, cruise the Gulf of Mexico's sparkling emerald water, go on a search for playful dolphins, spend time at Crab Island soaking up the sun, and more! See the sight son a tiki boat adorned with vibrant decorations and comfy seating, perfect for a day on the water. Blast your favorite tunes and have some well-deserved fun with your crew. Book your early bird bachelorette experience today for some fun in the sun!

Private Destin Early Bird Bachelorette Cruise

Embark on some early bird fun! Hop aboard for a Bachelorette adventure to remember! For up to 18 people in Destin,...

Destin Private Tiki

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...

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

Good company that takes care of their customers. Our booking got canceled because of bad weather and they were prompt to call us and let us know. 
Thank y’all!

5 Stars

Destin Tikis

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 waters of the Destin Harbor. Grab a seat at the tiki bar that floats and witness some breathtaking sights to remember. Book your Destin Harbor Tiki Sightseeing Cruise today!

Daytime Harbor Sightseeing Tour by The Original Cruisin’ Tikis

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

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

Sam was our captain. She did a wonderful job on our tour and gave us great info! She was very sweet and down to earth. I’d party with her!

Wonderful!

Tiki tour

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

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

Fair Winds Sailing Co

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 4 hour Queen's Chariot Pontoon Rental today!

4 Hour 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 had the best time! Captain Rob was awesome!!

Time of our lives

The boat was perfect, the captain was knowledgeable.  It was a great day at Crab Island!

Captain Robert was amazing! He went above and beyond to make our boat venture memorable. The boat was very clean and he took care of us the whole time. Would surely book again!

Fun!

Skipper Luxury Charters

Consider an amazing way to end your day with this customizable Destin Sunset Cruise. Give your worries to the wind as your captain takes you to all the best spots. Sit back, relax, and enjoy as you cruise around the Destin Harbor or see the local sandbar, Crab Island. Your wish is the captain's command. Keep your eyes peeled for dolphins dancing out of the water. There is no better way to see Destin in all of her glory than from a boat. Book your sunset cruise today!

Destin Dolphin Adventure & Sunset Cruise

Consider an amazing way to end your day with this customizable Destin Sunset Cruise. Give your worries to the wind as...

Our experience on the cruise was the cherry on top to our vacation in Destin!  our captain was knowledgeable of the bay and all of the cool boats we saw on the water. Would ride again and definitely recommend!!

Relaxing sunset cruise

Superb

Very helpful, fun, and relaxing! Would recommend doing this to anyone!!!

Crab Island Adventures

Enjoy a few hours aboard this Private Tiki Boat in Destin, Florida! Spend time with family and friends on this unique vessel that can accommodate up to 18 passengers (additional cost if over 6 passengers). Cruise into the Gulf of Mexico to see marine life like dolphins, rays, and schools of fish. Take a serene trip down the beach or splash around the famous Crab Island, a submerged local sandbar. The possibilities are endless! As you cruise the crystal clear emerald water, relax and listen to some of your favorite music as you take in the sights and sounds of the Emerald Coast. Don't miss out, book your Private Tiki today!

Destin Private Tiki Cruise

Enjoy a few hours aboard this Private Tiki Boat in Destin, Florida! Spend time with family and friends on this unique...

Close your night out on a private sunset cruise with an experienced captain and cruise around Destin Harbor, Jetty East Beach, and Crab Island in search of dolphins, pelicans, and other marine wildlife! Sit back, relax, and sip on your beverage of choice while your captain takes your stress away. Enjoy the picturesque views as the sun fades on the horizon and book your private dolphin sighting and sunset cruise today!

Private Dolphin Sighting & Sunset Cruise

Close your night out on a private sunset cruise with an experienced captain and cruise around Destin Harbor, Jetty East...

We enjoyed the sunset cruise very much & captain Nick was great!!!

The tour was excellent!!! Anthony did a phenomenal job and explained every part of the tour to us. We saw dolphins, schools of fish, and a shark.  I'd highly recommend this tour to anyone wanting to have a great experience.

Dolphin Tour

Emerald Island Charters

Get out enjoy the crystal clear vistas around you on this Captained Crab Island Swim Excursion. Hop in the water, hang out on the local sandbar, take a swim, or relax on the boat listening to your favorite music. This charter includes everything you will need for some fun in the Florida sun. You may even see a dolphin or two, so grab your crew and prepare to enjoy Destin's Crab Island! Book your excursion today!

Crab Island Swim Excursion

Get out enjoy the crystal clear vistas around you on this Captained Crab Island Swim Excursion. Hop in the water, hang...

Great place to stay , with beautiful views and friendly people, convenient and fun!

Vero

Bliss Charter was beyond all of our expectations. We had a great time and felt completely safe and comfortable in the hands of the Captain! We would highly recommend the price was very reasonable and well worth the money.

The best charter boat ever. Gave my family and I had a blast.

Bliss Charters

Enjoy a few hours aboard this Private Tiki Boat in Destin, Florida! Spend time with family and friends on this unique vessel that can accommodate up to 18 passengers (additional cost if over 6 passengers). Cruise into the Gulf of Mexico to see marine life like dolphins, rays, and schools of fish. As you cruise the crystal clear emerald water, relax and listen to some of your favorite music as you take in the sights and sounds of the Emerald Coast. Create lifelong memories, book your Private Tiki Cruise today!

Destin Private Morning 4 Hour Tiki Cruise

Al send Wendy was great, my family and I entire experience was phenomenal…We will definitely book again

Great Experience

We had a phenomenal experience during our 3 hour Destin Private Tiki tour on the Big Kahuna this past week with Captain Matt & 1st Mate Ms. Cameron.

We were absolutely thrilled to be able to tap into the expert knowledge of a local captain.

Our family excursion allowed us to view dolphins 

Destin Private Tiki tour review

Embark on a thrilling Private Bluewater Pontoon Charter in Destin, Florida! Create a personalized itinerary to ensure an unforgettable experience with things that you want to do. Whether you discover pristine beaches, cruise the Destin Harbor, witness wild dolphins beneath the emerald water, anchor up and take a dip in the water, or unwind while enjoying the scenic ride. The options are endless! Don't forget to bring your furry friend along, as this charter is dog-friendly! Book today for the ultimate coastal adventure!

Private Bluewater Pontoon Charter

Embark on a thrilling Private Bluewater Pontoon Charter in Destin, Florida! Create a personalized itinerary to ensure an...

Bluewater Pontoon 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 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

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 having a luxurious evening watching the sunset. 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

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

Get ready to feel like royalty aboard this Destin Queen luxury charter. This Lakeview Yacht features 4 queen bedrooms with 2 full bathrooms, a full-service kitchen, and a living room with front and back porches. Relax and have a good time with friends and family on the 60’ party deck that includes a bar, table, and seating for up to 13 people. Jam to your favorite tunes with a DJ sound system while you layout on lounge chairs or slide into the emerald water of Crab Island using the second level slide. Do not miss your chance at traveling aboard the Destin Queen, book your Crab Island cruise today!

Crab Island Cruise on the Destin Queen

Get ready to feel like royalty aboard this Destin Queen luxury charter. This Lakeview Yacht features 4 queen bedrooms...

Enjoy beautiful Destin, Florida and all it has to offer with a private charter aboard an open center console Sportsman 302! This trip gives a variety of charter types so you can be sure to choose the one that is right for you! Go fishing with friends and family and catch fish that are in season or snorkel and immerse yourself in the world beneath the water as you witness life under the sea. Cruise and explore the Gulf Coast while keeping an eye out for playful dolphins and schools of fish. Book your adventure today!

Private Destin Snorkel Fish & Fun Charter

Enjoy beautiful Destin, Florida and all it has to offer with a private charter aboard an open center console Sportsman...

Fish and Fun Destin

Embark on an unforgettable Private Charter to Crab Island in Destin, Florida. Whether you're planning a family outing, a group celebration, or a bachelor/bachelorette party, this spacious 39-foot charter boat is the perfect vessel to explore the Destin Harbor and create lasting experiences. Immerse yourself in the emerald water for a refreshing swim or snorkel among vibrant marine life. Don't forget to keep an eye out for playful dolphins, turtles, and more. Enhance your trip with paddleboards, water toys, and more for added comfort and relaxation. Bring your favorite food and drinks to savor while listening to your favorite tunes on the onboard Bluetooth speaker. Book your Private Charter to Crab Island today!

4 Hour Private Crab Island Charter on the Lazy Day

Embark on an unforgettable Private Charter to Crab Island in Destin, Florida. Whether you're planning a family outing, a...

Sprains we’re awesome and knowledgeable!

Marler Island Adventures

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

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.

Climb aboard an authentic sailing cutter for an experience to remember on this Private Swim and sail adventure 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 Swim & Sail Adventure

Climb aboard an authentic sailing cutter for an experience to remember on this Private Swim and sail adventure in...

Destin Gulf Sailing Adventure

Destin Gulf Sailing Adventure

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