Name: Discover Destin Private 2 Hour Sail
Brand: TripShock
SKU: 3365
Price: 350 USD
Availability: InStock
Rating: 5 (22 reviews)

Private Charters

Sailing

Sailing Charters

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

How to Redeem: Print this ticket or show the confirmation details from your mobile device for entry. Please have a valid ID with you to confirm your order if needed. Please call vendor at 850-225-3210 with the number of passengers that will be present for the tour. 
Parking: Parking available on-site for free in parking spot #6. Please text 850-225-3210 when you have arrived. 
Departure Details: The boat departs from Slip 32 located at 214 Harbor Blvd East Pass Marina, Destin, FL 32541. Please arrive at least 15-20 minutes before departure time. The boat departs on time. For any issues, please contact the provider, Vitamin Sea Sailing Charters, at 850-225-3210.
Gratuities: Although not required, it is appreciated and encouraged to tip your tour guides 20%.

Vitamin Sea Sailing Charters

22 Reviews of Discover Destin Private 2 Hour Sail - TripShock!

Discover Destin Private 2 Hour Sail

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

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

our captain was insightful, funny and friendly.  we were able to see dolphins up close and better than any Dolphin tour we have been on.  don't miss this tout

Vitamin Sea charters

We had an excellent sail!  JD was a fun and energetic captain who made the sail comfortable and relaxing. We were fortunate to have sunny skies, calm water, and numerous dolphins sightings. It was everything we had hoped for!  Definitely recommend!

Vitamin Sea with JD

Captain JD took us to see so many dolphins which swam beside his catamaran! It was a great up close n personal to see the dolphins in the ocean. We learned a lot from him so knowledgeable! Definitely would go again.

Vitamin Sea Sailing

Captain JD showed us a great time! Kids had fun snorkeling catching fish and crabs in their nets. Loved seeing the dolphins too. Thanks for an awesome family experience!!

Family vacation

Captain J.D. was a perfect host! The boat was really nice and comfortable
We took the two hour trip which was a great intro. Got to see dolphins closeup and snorkeling too
Definitely will do it again !

Super Fun Trip - Recommended!

Humor. Knowledge. Southern hospitality. He made our family forget about the craziness of this new normal (covid). On the sea, private trip masks left in bags all we needed was Dolphins...wait that's right captain JD summoned not one but 4, and two kept us company. Will recommend this trip!

Captain JD

Captain JD was great, took us to find dolphins, sharks, blue shallow water and dark blue deep water. Finished off with snorkeling in the shallows. Worth it!!!

Awesome time

Destin

Discover the relaxing beauty of an Emerald Coast sunset while sailing along on the gentle breeze. This Private Gulf of Mexico Sunset Sail offers guests a breathtakingly beautiful cruise around Destin and is the perfect way to spend your vacation. Cruise the waters of the Choctawhatchee Bay, Destin Harbor and Gulf and relax as you cast the what-ifs away. Witness dolphins jumping near and far and an unbeatable cotton candy sky as you enjoy this unique way to spend time with the love of your life or with your crew. A sunset sail on the waters off Destin is something you'll never forget. So, hop on the catamaran and sail off into the sunset today with this Private Gulf of Mexico Sunset Sail!!

Private Gulf of Mexico Sunset Sail

Discover the relaxing beauty of an Emerald Coast sunset while sailing along on the gentle breeze. This Private Gulf of...

Was amazing! J..D was a super host! Dolphin watching  and a beautiful Destin sunset!

JD was awesome and the sail was our favorite part of vacation! JD went above and beyond to make sure we had a great time and took us all around to see lots of dolphins playing, he even let the kids help drive the boat which they loved! Sunset was beautiful, we will definitely book again!  Thanks, from OHIO!

Sunset sail

JD was so great and went above and beyond for our trip. HIGHLY recommend!!!

Great Trip

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

Experience Destin like never before. Get up close and personal with everything the exciting Emerald Coast has to offer with this Discover Destin Swim & Sail. Set out on this 30' Stiletto catamaran and soak up the rays and the sights around you as you cruise and snorkel 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 like sand dollars, blue crabs, seagrass beds, and many beautiful types of fish and colorful shells. You may also see star fish, sea turtles, and dolphins. Sail and snorkeling charters offer a great way to experience the amazing marine life and beautiful water. Don't miss the boat! Book Today!

Discover Destin Private 3 Hour Swim & Sail

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

Family of 4 (two adults, 4yr and 7yr).

We all had an amazing time. Dolphins, sharks, snorkeling, sailing, what more could you ask for, it was perfect! JD was kind, informative and made sure everyone had a great experience. Highly recommend!

Amazing

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

Spend your day enjoying a little bit of everything as you hit the water for some excitement! See the best of the Emerald Coast with this Crab Island Dolphin Cruise & Jetty Snorkeling Experience for up to 6 guests. Chill out and float around at Crab Island or choose to dolphin cruise and hit the jetties for some snorkeling fun! This trip is completely customizable so have your dream day your way! Don't miss the boat, book your experience now!

Crab Island Dolphin Cruise & Jetty Snorkeling

Spend your day enjoying a little bit of everything as you hit the water for some excitement! See the best of the Emerald...

One of the best experiences we've had on a vacation.  Cory was awesome!

Snorkeling

The boat trip was a great experience for our family of 5. Cory was awesome & catered to what we wanted to do & right before heading back to the dock we got to see dolphins close up!

Great family fun!

Captain Cory provided our family with an amazing customized adventure.  We got to experience dolphins, snorkeling, and Crab Island during our 3 hours. Cory is the best. Don’t hesitate to book this adventure.

3 Hour adventure

Adrift Adventures

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

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

East Pass Sailing Company

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...

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

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

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

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

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

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...

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!!!

Awesome experience

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. 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

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!

Discover Destin Private 2 Hour Sail

Discover Destin Private 2 Hour Sail

Buy a gift card, choose a date later

Don't take our word for it