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Jester Sailing Adventures

Certificate of Excellence
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Address: Secret Harbour Beach Resort, 00802, St. Thomas
Phone Number:
+1 340-513-2459
Recommended length of visit: More than 3 hours
Description:

2014 Certificate of Excellence Winner! Fun-filled daysail adventures to St....

2014 Certificate of Excellence Winner! Fun-filled daysail adventures to St. John and the Virgin Islands National Park. Sail in the cool tropical breezes and explore the pristine white sand beaches and snorkel the colorful coral reefs. Relax and enjoy Capt'n Jim's freshly prepared gourmet grub and luscious specialty libations! Convieniently located on the East End of St. Thomas near most resorts and an easy ride from the cruise ship dock. Sail Jester and experience the very best of the Virgins!

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TripAdvisor Reviewer Highlights

Read all 464 reviews
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Wonderful adventure

We were so lucky to find Capt'n Jim of Jester Sailing. My daughter and I almost jumped on one of the crowded snorkel boats that hold 30 - 40 people. On Jester Sailing there were... read more

Review collected in partnership with this attraction

5 of 5 bubblesReviewed yesterday
Sally S
,
Binghamton, New York

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464 Reviews from our TripAdvisor Community

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Showing 462: English reviews
Binghamton, New York
1 review
5 of 5 bubbles Reviewed yesterday NEW

We were so lucky to find Capt'n Jim of Jester Sailing. My daughter and I almost jumped on one of the crowded snorkel boats that hold 30 - 40 people. On Jester Sailing there were only 6 people including the captain and his mate Holly, and it was about the same price. Beautiful sailing, snorkeling and lots of laughs. Capt'n... More 

Review collected in partnership with this attraction

Helpful?
Thank Sally S
Ohio
Level Contributor
3 reviews
3 attraction reviews
common_n_attraction_reviews_1bd8 2 helpful votes
5 of 5 bubbles Reviewed 2 weeks ago

We had a great day in St. Thomas sailing with Captain Jim! The sailing was fantastic and Captain Jim's hospitality is exceptional. We enjoyed snorkeling at two great locations including up close encounters with sea turtles and sting rays! The food was delicious and the Jester juice was a hit for everyone! We could not have asked for a better... More 

Review collected in partnership with this attraction

Helpful?
Thank Wahoo1948
Johnstown, Pennsylvania
2 reviews
5 of 5 bubbles Reviewed 17 December 2016

Captain Jim has it all covered. A great sail, great snorkeling, great food and drinks, and a great personality. Would recommend his day trip to everyone! Try the Jester juice.

Helpful?
Thank BocksTops
Brooklyn
1 review
5 of 5 bubbles Reviewed 8 December 2016

We picked the half day option which was a little over three hours. Jim picked us, and another lovely couple, up directly from the beach, via a raft, and he taxied the four of us to the Jasper. Once aboard he offered light snacks and drinks, and advised us to explore anywhere on the boat. Jasper has a main sitting... More 

Review collected in partnership with this attraction

Helpful?
Thank melissalynn_tu
Newport, Rhode Island
1 review
5 of 5 bubbles Reviewed 6 December 2016

We had heard from friends that Captain Jim was amazing and well worth the investment. We had missed him our last trip to St. Thomas but booked him this time...and it was phenomenal! My wife and I luckily had the boat to ourselves and thoroughly enjoyed the sailing, snorkeling, Jester Juice and great barbeque! Can't wait for our next trip!

Helpful?
Thank sdceaburton
Nashville, Tennessee
Level Contributor
7 reviews
common_n_attraction_reviews_1bd8 7 helpful votes
5 of 5 bubbles Reviewed 6 December 2016 via mobile

Girlfriend and I took a half day trip with Capt Jim. It was by far the best charter trip I have ever been on. We had some great snacks and beverages. The place we stopped to go snorkeling was incredible! Saw some rays, great coral reef and beautiful fish. Don't waste your time looking for other trips. This is exactly... More 

Helpful?
Thank langleyandtaylor
2 reviews
5 of 5 bubbles Reviewed 4 December 2016 via mobile

Together with family visiting, we went out for a day sail with Captain Jim and mate Deb. Nothing but relaxing, fun and sailing. We had wind and were cruising alone beautifully. Had yummy lunch and lots of Jester Juice. Be sure to try it! My family said better than pain killers!!! You won't go wrong by sailing on Jester. Can't... More 

Helpful?
Thank lynda m
Byron, Georgia
Level Contributor
9 reviews
common_n_attraction_reviews_1bd8 10 helpful votes
5 of 5 bubbles Reviewed 4 December 2016 via mobile

We had such a great time sailing with Capt Jim! We can't wait to go back and go on an all day sail around the island. Good and drinks were fantastic and the boat is beautiful and well maintained. Thanks Capt Jim. See next year!!!

Helpful?
Thank keith W
Salt Lake City, Utah
Level Contributor
3 reviews
3 attraction reviews
common_n_attraction_reviews_1bd8 3 helpful votes
5 of 5 bubbles Reviewed 2 December 2016

This was an amazing experience that I hope we can do again very soon! Jim was the best Captain I have every sailed with and Deb was amazing! They created a relaxed environment and hospitality that make this one of the best experiences we had while in the Virgin Islands. Highly recommended!!

Helpful?
1 Thank Russ C
SailJester, Owner at Jester Sailing Adventures, responded to this review

Hey Russ, Thanks so much!! I was a pleasure sailing with you, Summer, Sam and Emily!! It truly was an epically "Worthy" adventure!! Start planning your next visit soon!! Capt. Jim More 

2 reviews
common_n_attraction_reviews_1bd8 5 helpful votes
5 of 5 bubbles Reviewed 25 November 2016 via mobile

As a Saint Thomas local I can strongly say this has been my best experience on island thus far. We had family in town (7 of us) and he fit us in for a full day sail no problem. He had all the drinks we needed.. all the gear we needed and absolutely all the food we needed (and it... More 

Helpful?
1 Thank Sierra G
SailJester, Owner at Jester Sailing Adventures, responded to this review

Hey Sierra, Thanks so much!! It was great having you and your family aboard! Its so great when family gets to experience the beauty and awesomeness islands!! Capt. Jim More 

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Questions & Answers

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Typical questions asked:
  • Will you pick up and drop off at my hotel?
  • I have a family of 7. Can your tour accommodate all of us together?
  • How should I dress for this tour?