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Jester Sailing Adventures

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Secret Harbour Beach Resort | (Eastend), 00802, St. Thomas
+1 340-513-2459
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Review Highlights
Best adventure in the USVI

Had an amazing time out on the Jester boat. What a great couple (captain Rich and first mate Jill... read more

Reviewed 2 weeks ago
Cujonole
via mobile
Awesome Adventure

We sailed Jester in late August 2017. It was an awesome day! Would definitely book Jester again... read more

Reviewed 27 October 2017
Julien C
,
Jefferson, Georgia
Read all 519 reviews
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WE ARE SAILING AGAIN – OUR ISLANDS ARE BETTER THAN EVER AND THE SAILING AND SNORKELING IS FANTASTIC! Jester has received the coveted TripAdvisor Certificate of Excellence Winner EVERY YEAR TripAdvisor has given the award! Legendary Jester Sailing Adventures Virgin Islands offers 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 Your Captain's freshly prepared gourmet grub (fresh grilled lunch) and luscious specialty libations (ask about our exclusive and infamous "Jester Juice")! Conveniently located on the East End of St. Thomas at Secret Harbor - near most resorts and an easy ride from the cruise ship dock. Jester Sailing Adventures Virgin Islands and experience the very best of the Virgins!
  • Excellent96%
  • Very good2%
  • Average1%
  • Poor0%
  • Terrible1%
Travellers talk about
“captain jim” (223 reviews)
“day sail” (101 reviews)
“corn on the cob” (19 reviews)
Open Now
All hours
Hours Today: 8:00 AM - 8:00 PM
Suggested Duration: More than 3 hours
LOCATION
Secret Harbour Beach Resort | (Eastend), 00802, St. Thomas
CONTACT
Website
+1 340-513-2459

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Reviews (519)
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1 - 10 of 517 reviews

Reviewed 2 weeks ago via mobile

Had an amazing time out on the Jester boat. What a great couple (captain Rich and first mate Jill) were so warm and accommodating making the day so memorable. The "Jester Juice" was fantastic. I highly recommend you contact them when in the USVI.More

Thank Cujonole
SailJester, Owner at Jester Sailing Adventures, responded to this reviewResponded 2 weeks ago

How sweet - you know you're making us blush with your very kind words, right?!! We had a blast taking you guys out sailing and are so much looking forward to doing again when you find yourself back on our little piece of paradise. Thank...More

Reviewed 27 October 2017

We sailed Jester in late August 2017. It was an awesome day! Would definitely book Jester again, when we return. Small group of people, customized cruise. We were pampered in style! The day felt like we were out sailing with long time friends! They took...More

Thank Julien C
SailJester, Owner at Jester Sailing Adventures, responded to this reviewResponded 2 weeks ago

Pampering our cherished guests while sailing the sapphire waters is f the Caribbean is what we do best! Thank you for your awesome words.

Reviewed 27 October 2017

My sister, brother in law, husband, and I were on St. Thomas for less than a day (cruising). We weren't interested in shopping, so our group of four went on a snorkel cruise to St. John. It was so wonderful and relaxing. We saw so...More

Thank CruiseDirectorAmy
SailJester, Owner at Jester Sailing Adventures, responded to this reviewResponded 1 week ago

Hi Amy, thank you SO much for your kind words... it was a blessing having you and your crew on-board The Jester - sure would love to see you again here in paradise again soon. Thank you again!

Reviewed 3 October 2017 via mobile

We had used Jesters before on another cruise so we knew that we were going to have a great time. My wife and kids (11 and 8) and our neighbors and their kids (same ages) booked a full day sail. Took a short ride from...More

Thank lawdog1674
SailJester, Owner at Jester Sailing Adventures, responded to this reviewResponded 2 weeks ago

We are truly honoured you chose Jester Sailing Adventures for your island excursion - hope to see you again when you guys are next in the Virgin Islands. Thank you again..!

Reviewed 28 August 2017 via mobile

Excellent attention of the crew and Captain Jim , the trip was amazing. Have a good snorkeling experience at chritsmas cove island and sunset view!!! Definitely recommended it !!!

Thank Hectornt1
Reviewed 25 July 2017

This is such a great experience that we do it every year. Great snorkeling, Awesome Jester Juice and relaxing on the front deck rocked by waves. A great time with Captain Jim and friends.

Review collected in partnership with this attraction
Thank juditherb
Reviewed 19 July 2017

Single dad who took my boys, 6 and 9, for a special week in St. Thomas. Found Jester adventures and couldn't have asked for a better experience. The captain and the crew was fantastic and treated us like family. Very interactive and was outstanding to...More

Thank Jackson's P
Reviewed 15 June 2017

Captin Jim, I appauld you, thank you so much for the wonderful experience. Sailing and snolking at it"s best. I can't wait to do it agaan on your next trip.

Review collected in partnership with this attraction
Thank Tom B
Reviewed 12 June 2017

We had an amazing day! Beautiful sailboat, delicious food, and a top notch captain. Could not have asked for more.

Review collected in partnership with this attraction
Thank Valerie B
Reviewed 10 June 2017

Captain Rich is amazing, we have always sailed with Captain Jim. Captain Rich has kept everything the same and today was no exception. Beautiful sail and great time was had by the whole family. Captain Rich thanks for making everything so memorable for our family...More

Thank Lisa L
SailJester, Owner at Jester Sailing Adventures, responded to this reviewResponded 22 June 2017

Lisa is was a true pleasure having you and your super family go sailing with us. What an amazing crew you have there... And thank you also for your exceptionally kind comments. We are blessed to have gotten to know each of you and Very...More

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Ask a question
Questions & Answers
gdniederst
4 April 2016|
AnswerShow all 3 answers
Response from SailJester | Property representative |
Thanks for your interest in Jester Sailing Adventures. Although I would love the opportunity to take you and your family sailing during your visit to the Virgin Islands, I’m sorry but I do only sail with a maximum of just... More
0
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RBB27
18 April 2015|
AnswerShow all 2 answers
Response from SailJester | Property representative |
Hi Manish, thanks so much for your interest in Jester Sailing Adventures! I did send an email response and so sorry if you did not receive it. I think you were also trying to book thru the Dive shop Aqua Action. Although I... More
0
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