Destin, FL > Sailing Charters
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Destin Sailing Charters

Getting the best experiences for you...
Discover Destin Private 3 Hour Swim & Sail

Discover Destin Private 3 Hour Swim & Sail

8 ratings
Duration3 Hrs.
Experience Destin like never before. Get up close and personal with everything the exciting Emerald Coast has to offer...
With all the current concerns with COVID we decided to look at private charters instead of the larger boats packed with people. Best decision ever! Captain J.D was great! He answered all our questions and had some great stories to share. Cruising around on the Vitamin Sea made it even better. Very comfortable and J.D. had a cooler full of cans of water and packed with ice for anything we brought. Will definitely look to book with J.D. next time we are in Destin.
super nice took us to find great sea shells snorkeling. let the kids sail the boat. a must do
JD did a great job taking care of our group, trying to fulfill the wishes of the group to see sharks and dolphins, which we succeeded at both. Then we went to a great shelling spot and snorkeled, finding lots of shells we could take home. I would definitely book again!
from
$375
Private Sailing Adventure (6 Person) Departing from the Destin Harbor

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

21 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...
We had a great experience on our sailing trip! Captain Max took four of us out for a three hour sail. He did a great job explaining safety to the kids and explaining how the sails worked. Super friendly and knowledgeable. Recommend sailing with him.
Very Nice experience. It was a great to have the whole boat to just my family. Everyone in my family really enjoyed it. The captain and his cocaptain were very pleasant and very friendly. The next time I visit Destin I’ll be sure to do it again!
Captain Harbor created a great experience for us.
from
$240
6 Passenger Private Catamaran Sailing Charter in Choctawhatchee Bay

6 Passenger Private Catamaran Sailing Charter in Choctawhatchee Bay

58 ratings
Sail away and enjoy the area's stunning emerald green waters. Customizable...
Absolutely the best day on the water!!!! The sailing tour exceeded all expectations. The boat was fantastic and this lovely couple made the trip super enjoyable, so peaceful and relaxing. We felt completely safe and comfortable. Thank you. Thank you. Thank you, Captian Karl and Dodi ????
Captain Carl and Dottie were excellent hosts for a beautiful sunset cruise. The catamaran is quiet , clean, and a lovely way to end a beautiful day at the beach. I highly recommended this activity with Captain Carl!
Did 3 hours - prefect amount of time ... hope to see the SpiderCrab again soon ...
from
$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.
from
$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!
from
$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.
from
$375
Swim & Sail Aboard the Daniel Webster Clements

Swim & Sail Aboard the Daniel Webster Clements

28 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...
Sailing is the way to go. The captain and crew were great. That’s what team work is all about. The snorkel part was a blast! The dolphins and sharks were everywhere. What a great time the entire family loved the trip.
We took 4 kids snorkeling and to see the dolphins. Every kid had a blast. We saw sea turtles snorkeling, sharks and dolphins on the boat ride. The crew was very knowledgeable, polite, entertaining and fun! We will be doing this cruise again!
It was awesome!!!! Love it!
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$38