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4 Hour Private Daytime Sailing Adventure
$525
Duration4 Hrs.

Destin Sailing Charters

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2 Hour Sunset Sailing Charter

2 Hour Sunset Sailing Charter

22 ratings
Duration2 Hrs.
Take a relaxing, leisurely cruise through the emerald waters of Destin, Florida and see the local sights, feel the warm...
Beautiful boat, mother nature at her best, 2 first time sailors, great captain n crew.....tequila Recipe for an unforgettable night! Thanks SpaceDancer, we will be back!
Myself and three of my best friends took this wonderful sunset cruise with Captain Chris and his first mate Tighe (sp?) It could not have been better. Wanted to do it again the next night.
A wonderful cruise in the harbor! We were running late, captain was very nice and accommodating… Highly recommend!
from
$400
2 Hour Destin Sunset Cruise (for up to 6 guests)

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

22 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 a great host and captain. I proposed to my girlfriend, now fiancé on his sunset sailboat cruise and couldn't be happier with how it turned out. Choose Captain Bill with Southern Country Charter and you will not be disappointed!
Relaxing and fun sunset cruise in the Bay with Captain Bill. Hope to see him again next year!
Capt Bill was phenomenal. We had an amazing time sailing and then captured an amazing sunset. So worth it!
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$325
2 Hour Destin Day Sail

2 Hour Destin Day Sail

New to TripShock
Duration2 Hrs.
Climb aboard your very own 2 Hour Destin Day Sail and enjoy some time out on the aquamarine waters of Destin, Florida....

New to TripShock

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$300
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
$400
Private Sailing Adventure (6 Person) Departing from the Destin Harbor

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

65 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 truly enjoyed our sunset sailboat cruise and although it started off a little rough because we couldn’t find the slip, parking and traffic was horrific we finally found our captain. The boat needs some TLC but the experience and captain Taylor were awesome. I only wish it started earlier so we could have had more daylight.
We had an amazing time. Capt Taylor and Bailey were wonderful. Felt completely safe with them! Will definitely do this again when we are in Destin
Loved our very educated Captain!! Great trip!! Nice to have a coast guard captain!
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$275
Discover Destin Private 3 Hour Swim & Sail

Discover Destin Private 3 Hour Swim & Sail

40 ratings
Duration3 Hrs.
Experience Destin like never before. Get up close and personal with everything the exciting Emerald Coast has to offer...
Captain J.D. was an awesome host on the boat, we were very well taken care of. He made the experience fun & pleasurable for our entire family esp my 3 young granddaughters. He interacted with them alot which they really enjoyed. He took us to some great places & we saw tons of dolphins. It was a great time.
Captain JD was great host. We saw dolphins in the gulf and had a great swim in the bay. Very relaxing.
Our Captain took on a private, up close and personal sightseeing tour of dolphins, sharks, crabs and a silver stingray! A must do again.
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$400
Destin Sunset Sailing Cruise Aboard The Daniel Webster Clements

Destin Sunset Sailing Cruise Aboard The Daniel Webster Clements

43 ratings
Duration2 Hrs.
Set sail aboard one of the very last schooners in the Destin Harbor, the Daniel Webster Clements! Enjoy aquamarine and...
Excellent crew...professional, courteous and thoughtful!!
The crew were great and we saw a ton of dolphins!
It was Great. Lots of fun. Have the son and his girlfriend going next week. Will do it again.
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$45
Destin Daytime Sailing Charter

Destin Daytime Sailing Charter

15 ratings
Duration2 Hrs.
Explore the Emerald Coast in style on the 45-foot Space Dancer. This stunning sailboat features a top deck, restrooms,...
We bad a great trip!!! Very good staff. No complaints at all.
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.
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.
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$330
Destin Dolphin, Sailing & Snorkeling Charter (for up to 6 passengers)

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

3 ratings
Duration3 Hrs.
Climb aboard your very own Destin Dolphin, Sailing & Snorkeling Charter and enjoy a day out on the sapphire-blue waters...
Captain was very nice! He took us where we wanted to go. Great with kids! Had a wonderful experience!
Our Captain was fantastic and his boat was exactly what we wanted…I highly recommend this particular captain and vessel. Great family experience with one of the best !
Captain Bill was a very nice laid back guy. Made our day special. Highly recommend!
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$400
Discover Destin Private 2 Hour Swim & Sail

Discover Destin Private 2 Hour Swim & Sail

12 ratings
Duration2 Hrs.
Experience Destin like never before. Get up close and personal with everything the exciting Emerald Coast has to offer...
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!!
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 !
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!
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$325
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