Destin, FL > All activities
07/27/2021 ~ 07/28/2021
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Destin Sailing Charters

Destin Sailing Cruise Aboard The Daniel Webster Clements

Destin Sailing Cruise Aboard The Daniel Webster Clements

310 ratings
Duration1.5 Hrs.
SPECIAL OFFER
Set sail aboard one of the very last schooners in the Destin Harbor, the Daniel Webster Clements! Enjoy aquamarine and...
We had some difficulty finding parking but I called and let them know we were coming and they were extremely nice about it and made sure we were on that boat. We only to got to see two dolphins while we were out and we’re given a free boat cruise in return. Next time we come back to Destin, we will definitely do another trip thru AJ’s. They were all awesome from check in to the time we got off the boat.
We had an amazing time on the Daniel Webster! The crew was amazing!!!! We will recommend and do this excursion again.
The crew was very accommodating and friendly. The boat was very clean and comfortable. Well worth the money! Would definitely do it again!
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$35
2 Hour Sunset Sailing Charter

2 Hour Sunset Sailing Charter

12 ratings
Duration2 Hrs.
Take a relaxing, leisurely cruise through the emerald waters of Destin, Florida and see the local sights, feel the warm...
If you have never been out sailing before or just enjoy a relaxing sunset cruise I would highly recommend this excursion! The boat was very clean and the crew was fabulous. My family and I really enjoyed conversing with Chris and Ty as we sailed in the harbor and the gulf. I even got to drive!
Captain Chris did go above and beyond to make this a memorable moment for my family. Thank you!
Went on a sunset sail for a birthday celebration. Enjoyed a smooth sail on a beautiful boat, awesome sunset and dolphins playing in the waves while sipping white wine. We would definitely book again and we are also interested in daytime sail.
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$400
Private Catamaran Sailing Charter in the Choctawhatchee Bay

Private Catamaran Sailing Charter in the Choctawhatchee Bay

101 ratings
Are you ready to sail away and enjoy the stunning waters around the Emerald Coast? If so, then here is your chance to...
Captain Karl and Doti are a joy! We did not see dolphins but the sailing was awesome! Do not hesitate to book!
Ok, we are SO ready to go again! Captain Karl and wife Doti were the absolute best!! We will defintely go again the next time we go to Destin. They were so accommodating and personable and fun! They played the music we wanted and let us just chill and enjoy the ride. We brought snacks and they had waters on ice for us. We would definitely recommend the three hour tour like we did. It was the perfect amount of time and watching the sunset was so beautiful. Thank you Captain Karl! You made our time so very special throwing flowers out in memory of our dad. The BEST time ever! The highlight of our trip for sure!!
If I could give more than five stars , I would. this crew deserves all the stars. I researched prior to our vacation and found this charter with high rankings. We booked the charter for 3 hours and I am grateful for every one of the hours we had. The crew made us comfortable and the play list of music was everything a person would want to unwind and relax. Again I would give them a thousand gold stars. Well done crew.
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$250
2 Hour Destin Sunset Cruise (for up to 6 guests)

2 Hour Destin Sunset Cruise (for up to 6 guests)

11 ratings
Duration2 Hrs.
If you are looking for a relaxing way to end your day, this Destin Sunset Cruise for 6 is the perfect match for you!...
Captain Bill was nothing short of excellence. I proposed to my girlfriend and gave him a heads up on the plans. He mentioned he proposed to his wife in the same way. We loved our trip and will hopefully set sail with him many more times!
I’ll just start with Captain Bill, he was absolutely amazing and made our 20th wedding anniversary sail an incredible time!! We had a very special time and he made sure our trip was perfect. We can’t wait to book with Captain Bill again.
Captain Bill was wonderful. Our trip was relaxing with the perfect sunset. He took us out to see dolphins and we had great conversation. Highly recommend if you’re looking for a calm evening on the water.
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$325
Champagne Brunch Cruise

Champagne Brunch Cruise

New to TripShock
Duration1.5 Hrs.
Want to add little sweet and savory to your vacation? This private champagne brunch experience is perfect for those who...

New to TripShock

from
$500
Private Sailing Adventure (6 Person) Departing from the Destin Harbor

Private Sailing Adventure (6 Person) Departing from the Destin Harbor

51 ratings
Duration2 Hrs.
INCLUDES UP TO 6 GUESTS!
Climb on board for an authentic sailing experience on this Private Sailing Tour in Destin. Voyage through the clear...
Captain Harbor was awesome! Very knowledgeable. Wonderful experience. We saw lots of dolphins and 3 sharks!
Capt James and crew were awesome. Sailing was both peaceful and exhilarating. I can sum it up by repeating what my wife said-“the hardest she has ever laughed was when she was holding on for dear life as the boat keeled.”
It was an awesome experience ! It’s our first time to sail and it’s really a wow feeling and experience . Capt. Harbor was so nice and was very informative. We will be back for sure
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$275
Discover Destin Private 3 Hour Swim & Sail

Discover Destin Private 3 Hour Swim & Sail

34 ratings
Duration3 Hrs.
Experience Destin like never before. Get up close and personal with everything the exciting Emerald Coast has to offer...
JD is a true professional. Knowledgeable, fun and hilarious. Highly recommend.
Myself, my wife, and my two daughters all had a great time with JD on the Vitamin Sea. He has tremendous knowledge of the area and was more than happy to make suggestions but ultimately take us where we wanted to go. We could not have been more pleased and we will be calling JD this time next year! Ask him about his past jobs, he’s an interesting guy...
This was our first time in Destin and I wanted to surprise my boyfriend and do something different. Despite the fact I'm actually afraid of sailing. JD was super chill and patient with me and made us laugh the whole time. He let's you listen to whatever you want, eat snacks, snorkeling, swim,see dolphins, sharks, and even touched the Gulf. The view and experience on his boat was something I will always treasure forever. I'm just blessed we were able to have the experience. Thanks JD.
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$400
Destin Sunset Sailing Cruise Aboard The Daniel Webster Clements

Destin Sunset Sailing Cruise Aboard The Daniel Webster Clements

31 ratings
Duration2 Hrs.
SPECIAL OFFER
Set sail aboard one of the very last schooners in the Destin Harbor, the Daniel Webster Clements! Enjoy aquamarine and...
Me and my girls had a blast!
Went with Husbanf, son and best friend. Checked off one on the bucket list. Thank you!!
This has definitely been the best experience since we arrived in Florida. The Daniel Webster Clements is a gorgeous 40ft schooner. It wasn’t overcrowded like we saw a lot of other boats. The crew were super friendly and knowledgeable. We saw so many dolphins, and the sunset on the water was absolutely breathtaking. We might need to do this again before we head home, and will definitely take another sail the next time we’re in Florida. Thank you so much to the crew who gave us a such a wonderful and memorable first night in Florida.
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$45
Destin Dolphin Sailing Charter

Destin Dolphin Sailing Charter

7 ratings
Duration2 Hrs.
Explore the Emerald Coast in style on the 45-foot Space Dancer. This stunning sailboat features a top deck, restrooms,...
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!!!
This is a great sailing trip for a couple or small group. It really felt like we were out for a day of sailing with friends, but without any of the work! I was with my 15 year old daughter. We saw many dolphins on our morning sail. The owner and the captain of Space Dancer were both great. This is a great way to enjoy a sailing adventure without the crowds.
Exactly as described. Extremely nice crew. Great weather.
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$330
Destin Dolphin & Sailing Charter (for up to 6 passengers)

Destin Dolphin & Sailing Charter (for up to 6 passengers)

1 rating
Duration3 Hrs.
Climb aboard your very own Destin Dolphin & Sailing Charter and enjoy a day out on the sapphire-blue waters of Destin,...
Captain Bill was a very nice laid back guy. Made our day special. Highly recommend!
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$425
Discover Destin Private 2 Hour Swim & Sail
Experience Destin like never before. Get up close and personal with everything the exciting Emerald Coast has to offer...
Private Destin Sunset Sailing Cruise
Don't miss a stunning cotton candy sunset on the water in Destin, Florida. ...
4 Hour Private Daytime Sailing Adventure
Spend a half day among the wind and the waves in the heart of Destin, Florida. This 4-Hour Private Daytime Sailing...
Swim & Sail Aboard the Daniel Webster Clements
The Daniel Webster Clements is a great way to start the day in Destin, Florida! This is a 3 hour excursion where you can...
Private Destin Dolphin, Sailing & Snorkel Charter (for up to 6 guests)
Don't miss an exciting day on the water in Destin, Florida. Set sail on a 35 foot catamaran cruise and enjoy the fresh...
Private Destin Harbor Fireworks Charter
Watch the glittering fireworks sparkle over the Destin Harbor aboard a 45-foot sailboat. This is an ideal way to enjoy a...
1 Hour Evening Sailing Charter
Sail into an unforgettable evening in Destin, Florida while sipping on your favorite beverage, snacking on delicious...
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