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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
Website
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

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Best part of our trip!

I can't say how much we enjoyed our time on the Jester. Captain Jim is knowledgeable and friendly. He plays the best tunes and he made the trip so much fun and relaxing. You... read more

Review collected in partnership with this attraction

5 of 5 bubblesReviewed 1 week ago
dmpman
,
Elk Grove, California

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468 Reviews from our TripAdvisor Community

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Showing 466: English reviews
Elk Grove, California
2 reviews
5 of 5 bubbles Reviewed 1 week ago

I can't say how much we enjoyed our time on the Jester. Captain Jim is knowledgeable and friendly. He plays the best tunes and he made the trip so much fun and relaxing. You will love the Jester Juice and his delicious BBQ. We'll definitely come back to see Captain Jim when we visit St. Thomas again! Next time we're... More 

Review collected in partnership with this attraction

Helpful?
Thank dmpman
Boston, Massachusetts
Level Contributor
4 reviews
5 of 5 bubbles Reviewed 3 weeks ago

My wife and I had a great sunset cruise with Captain Jim and friends. Great drinks, beautiful sunset, and after a calm start we got some good wind for some really nice sailing. Basically felt like we were going out on a friend's boat. Highly recommended. Jim

Helpful?
Thank jimrap
Mentor, Ohio
Level Contributor
6 reviews
common_n_attraction_reviews_1bd8 25 helpful votes
4 of 5 bubbles Reviewed 4 weeks ago

We just finished our full day sail with Captain Jim, and are very glad we chose his excursion over others available. We only had 1 other couple aboard, so there was 5 people total. We saw many similar excursion boats crammed with people aboard, and for just a few dollars more had great personal attention and a relaxing experience. The... More 

Helpful?
Thank stellaluna100
Brooklyn, New York
1 review
5 of 5 bubbles Reviewed 4 weeks ago

My mom and I joined Jimmy on a half day sailing trip and had a great time. As we cruised around, he provided us with beers, snacks, and a delicious rum punch. We laid out on bean bags at the front of the boat and enjoyed the spectacular views. It was relaxing, enjoyable, and we had a blast snorkeling. I... More 

Review collected in partnership with this attraction

Helpful?
Thank kelseyw749
Binghamton, New York
1 review
5 of 5 bubbles Reviewed 5 weeks ago

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 7 January 2017

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
2 reviews
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

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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?