Destin, FL > Sailing Charters
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Destin Sailing Charters

Destin Sailing Cruise Aboard The Daniel Webster Clements

Destin Sailing Cruise Aboard The Daniel Webster Clements

199 ratings
Duration2 Hrs.
Set sail aboard one of the very last schooners in the Destin Harbor, the Daniel Webster Clements! Enjoy aqua waters and...
The crew was fantastic. The sailboat is beautiful. The drinks kept us very happy. The location can’t be beat. This was our second sail and we will be back for more.
Great experience. Very personable and nice crew. Saw lots of dolphins. Got our free drinks. Cool sailboat. Really enjoyed it.
Captain and crew were excellent. All work hard to answer questions but the worked very hard to ensure we had an awesome dolphin experience. Plus free drinks! Parents and kids were happy.
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$28
Discover Destin Private 3 Hour Swim & Sail

Discover Destin Private 3 Hour Swim & Sail

20 ratings
Duration3 Hrs.
Experience Destin like never before. Get up close and personal with everything the exciting Emerald Coast has to offer...
Our family of 4 (kids are 12 and 15) had a great time sailing the Vitamin Sea. Captain JD and helper Delaney were fun and knowledgeable. We relaxed with the beautiful breeze and great music, spotted dolphins and swam in the beautiful water. Can't wait to do it again!
Fishing out of Destin is most fun, but the sailing with Vitamin Sea takes home the cake! Fun family activity with friendly crew willing to custom-taylor your experience the entire family can enjoy. We are coming back!
The Vitamin Sea and JD were phenomenal. One of the highlights of our trip.
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$375
Private Sailing Adventure (6 Person) Departing from the Destin Harbor

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

43 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...
So fun! We had a great time and Captain Max was great!
Great trip with our great captain Max!
Our trip was awesome. The service level provided exceeded our expectations. We would certainly recommend this to anyone wanting to enjoy Destin. Thank you for making our trip memorable.
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$240
6 Passenger Private Catamaran Sailing Charter in Choctawhatchee Bay

6 Passenger Private Catamaran Sailing Charter in Choctawhatchee Bay

65 ratings
Sail away and enjoy the area's stunning emerald green waters. Customizable...
Great weather, experienced Capt. Karl and Dodi made this a perfect afternoon sailing. Very personable staff. Plenty of space and 32 ft. Gemini catamaran is super stable on the water.
The boat was great people are awesome can’t wait to go back
My husband and I took a sunset sail and Carol and Dorothy made the trip wonderful. We were alone on the beautiful water watching the sunset with champagne, what could be better? I would highly recommend booking this excursion, 5 stars all the way!
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$250
Private Sunset Sailing Cruise from Okaloosa Island

Private Sunset Sailing Cruise from Okaloosa Island

7 ratings
Duration2 Hrs.
Sunset on the water is one event that will never go out of style. Now you can amplify your enjoyment with an extra...
Surprise proposal, and wedding ceremony all on a perfect sunset sail. Captain Ladd and first mate Tracy were very helpful and willing participares in a perfect surprise wedding under sail.
It was great never been on anything like that before
Moby’s Captain and Staff provided a personal and private tour of one of the best sunset sails we ever been on. They also included some fishing instructions for my family and we even caught some nice size blue fish. To end it with some dolphin viewing near the Destine crab island. This was a spectacular day at sea for our Family.
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$290
4-Hour Private Daytime Sailing Adventure

4-Hour Private Daytime Sailing Adventure

9 ratings
Duration4 Hrs.
Spend a half day among the wind and the waves of Joe's Bayou in the heart of Okaloosa Island. This 4-hour sailing...
Friendly and knowledgeable staff!! Lad and Tracy are amazing! We will definitely do this again!
This was a great trip! Very nice staff that allowed us to pick what we wanted to do, they even let us catch some fish which was a nice surprise:) Would definitely recommend!!
It was a great experience! They were so kind and laid back and friendly. We saw lots of dolphins and were able to get in the water as well.
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$440
Private Sail and Play Day Cruise

Private Sail and Play Day Cruise

5 ratings
Duration5 Hrs.
Set sail for adventure with the friendly folks today! Customization for your sailing cruise means you get to go and do...
We had a fabulous time with Tracey and Captain Ladd. They took us dolphin watching, which we saw a bunch of, we got to do some fishing, which we caught fish as well, we got to snorkel and saw some great creatures. They took us by crab island so we could see what all that was about. We just had a great experience! They were very accommodating!
The captain and first mate were awesome. Fun family time is all that you can ask for. They definitely made our experience memorable. We will definitely do this again!
This was the highlight of our trip in Destin! Well worth the money. From being up close to the dolphins, to catching fish, to the beautiful sunset. This was an AMAZING TRIP!
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$550
Sights & Sunsets Private Sailing Cruise

Sights & Sunsets Private Sailing Cruise

3 ratings
Duration3 Hrs.
Set sail for an enjoyable evening on the beautiful waters of the Gulf of Mexico and Choctawhatchee Bay looking at...
We had an amazing even out. It was perfect could not have asked for a better experience!!!
We had a great time with Thad and Sebastian- they made the trip enjoyable. The water was rough so we only saw 2 dolphins- but they took us to a nice cove and we snorkeled for crabs! Great time. Only negative was that trip shock required that I pay extra for one person- but Thad didn’t receive the money and only charges a flat fee.
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$350
Swim & Sail Aboard the Daniel Webster Clements

Swim & Sail Aboard the Daniel Webster Clements

35 ratings
Duration3 Hrs.
The Daniel Webster Clements is a great way to start the day in Destin, Florida! This is a 3 hour excursion where you can...
Mitch and others are great Nice add on to a vacation .
We enjoyed our stay at the Beach House. The location was perfect and the place had everything we needed.
The crew was great, the water was amazing, the music perfect, and the sail boat was everything I thought it would be. The only thing that could have made it better is a better place (to short of an area, not much to see) to snorkel and going further out into the ocean.
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$38