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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
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 456 reviews
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  • 437
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  • 11
    Very good
  • 3
    Average
  • 0
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  • 3
    Terrible
Awesome adventure with Jim and Deb

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... read more

5 of 5 bubblesReviewed 2 days ago
Russ C
,
Salt Lake City, Utah

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456 Reviews from our TripAdvisor Community

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Showing 454: English reviews
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 days ago NEW

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
2 reviews
common_n_attraction_reviews_1bd8 6 helpful votes
5 of 5 bubbles Reviewed 1 week ago 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?
2 Thank Sierra G
Sandy, Utah
Level Contributor
9 reviews
3 attraction reviews
common_n_attraction_reviews_1bd8 20 helpful votes
5 of 5 bubbles Reviewed 2 weeks ago via mobile

Our trip on the Jester was absolutely "WORTHY"!!! We spent the day sailing, partaking of Jester's juice and laughing all day long. There was ample relaxation and good vibes. Jim and Deb went above and beyond to not only be hospitable, but also had fun with us. The lack of wind was "brutal"....but not for Cpt. Jim! Captain Jim will... More 

Helpful?
1 Thank Wimskee
Huntsville, Alabama
Level Contributor
5 reviews
common_n_attraction_reviews_1bd8 4 helpful votes
5 of 5 bubbles Reviewed 4 weeks ago

A perfect day. Didn't have to worry about a thing. Captain Jim took care of everything and had plenty of gear. Fun time and would highly recommend.

Review collected in partnership with this attraction

Helpful?
1 Thank darcie_ziert
Level Contributor
12 reviews
common_n_attraction_reviews_1bd8 3 helpful votes
5 of 5 bubbles Reviewed 4 weeks ago via mobile

My husband & I contacted Jim to take us out of a day of sailing during our anniversary trip to St. Thomas. He was prompt & had reasonable prices. He picked us up from Secret Harbor after we enjoyed a delicious breakfast at the location he suggested right in Secret Harbor, Sunset Grille. From first boarding the boat we felt... More 

Helpful?
3 Thank Amy D
St. John
Level Contributor
5 reviews
common_n_attraction_reviews_1bd8 1 helpful vote
5 of 5 bubbles Reviewed 26 October 2016

I am a local Lifestyle Wedding Photographer and I got to finally meet and work with Captain Jim this summer. He was sweet as pie, a wonderful host and doubled as an officiant ready to conduct a beautiful afternoon sail boat wedding ceremony!

Helpful?
Thank SavanahLoftus
1 review
5 of 5 bubbles Reviewed 24 October 2016

My husband and I booked a full day sail on Jester and it was the best part of our 8 day trip on St. Thomas. The entire experience was flawless from start to finish. My husband and I were both amazed at Captain Jim's knowledge of the water and the surrounding areas we sailed passed. We enjoyed snorkeling in two... More 

Helpful?
Thank Kate C
Gainesville, Georgia
Level Contributor
4 reviews
common_n_attraction_reviews_1bd8 2 helpful votes
5 of 5 bubbles Reviewed 14 October 2016 via mobile

We visited St Thomas on a cruise and booked w Capt Jim. Everything was awesome, you will NOT be disappointed! So much research went into our choice of excursion for our one day there, and we were so glad we picked them! Even booked for our nephew who is going there for his honeymoon next week. All the reviews are... More 

Helpful?
Thank prkmn4
1 review
5 of 5 bubbles Reviewed 12 October 2016

The Jester sailing trip is fantastic. My wife and I are in our 50s and have been twice. Very intimate with only six passengers on the boat. Captain Jim is a laid back guy and the day is very relaxing. He will share anything about sailing with you and you are welcome to take a turn at the helm. The... More 

Helpful?
Thank Casey W
Atlanta, Georgia
2 reviews
common_n_attraction_reviews_1bd8 1 helpful vote
5 of 5 bubbles Reviewed 17 September 2016

My wife and I were on a cruise and got a taxi over to the Jester. We spent all day snorkeling and sailing around St. Thomas. Jim made a delicious lunch and some delicious jester juice! This was the best day of the trip and I highly recommend booking with Jester.

Helpful?
Thank Tyler F

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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?