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Simplicity Charters

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Address: 6501 Red Hook Plz | Suite No. 201, Red Hook 00802-1373, St. Thomas
Phone Number:
+1 340-774-9348
Website
Description:

For the best day of your vacation in the U.S. Virgin Islands, join us for a...

For the best day of your vacation in the U.S. Virgin Islands, join us for a daysail aboard Simplicity. A beautifully restored 42' Pearson Sloop, Simplicity is sure to impress. Let the crew spoil you and avoid the crowds as we specialize in daysail excursions with no more than six guests. Get a chance to meet "Hinckley," the boats sailing dog that is ususally the star of the show.Sail in the clear tropical waters from St. Thomas to St. John and surrounding cays, while enjoying an open bar, island inspired music, fine food, and an introduction to local Caribbean culture, flora and fauna.

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TripAdvisor Reviewer Highlights

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Felt like family

Charlie and Josh-- you guys make our vacation. The two of you make us feel like we are special, but I know you guys treat everyone special. We've gone on the Simplicity for... read more

5 of 5 bubblesReviewed 2 weeks ago
Debra W
via mobile
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510 Reviews from our TripAdvisor Community

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Showing 509: English reviews
2 reviews
5 of 5 bubbles Reviewed 2 weeks ago via mobile

Charlie and Josh-- you guys make our vacation. The two of you make us feel like we are special, but I know you guys treat everyone special. We've gone on the Simplicity for probably 6 years always, always great. Hinckley we love you and hope you will be there for our sail.. next time. Jiggs Deb Dorinda Mike

Helpful?
Thank Debra W
Nashville, Tennessee
Level Contributor
13 reviews
6 attraction reviews
common_n_attraction_reviews_1bd8 1 helpful vote
5 of 5 bubbles Reviewed 2 weeks ago via mobile

My wife and I have day sailed USVI many times over the last 10 years with a number of different crews. Captain Charlie and Josh (also certified captain) have been sailing since they were 5 years old and they navigated their 42 ft sloop like pros. Josh (degree in marine biology) then gave our small group a personalized and most... More 

Helpful?
Thank jevhmedcon
Houston, Texas
Level Contributor
4 reviews
5 of 5 bubbles Reviewed 3 weeks ago

Charlie, Josh and Admiral Hinckley were amazing hosts for our lunch time sail and snorkel trip. They took us to Christmas Cove for some spectacular snorkeling, and they gave us a thorough historical tour around the islands on the way there and back. The lunch that Charlie prepared was delicious, and they kept the rum punch flowing the entire trip... More 

Helpful?
Thank Dave M
Level Contributor
1 review
5 of 5 bubbles Reviewed 4 weeks ago

We love the crew for this boat, and we love the fact that it's a small group. The lunch they prepare is delicious, and we enjoyed the snorkeling and island stops we made. Hinckley is a great dog that seems to love boat life, yet she's afraid of the water. The crew is friendly, and they are very knowledgeable about... More 

Helpful?
Thank Raye H
Medford, New Jersey
Level Contributor
18 reviews
6 attraction reviews
common_n_attraction_reviews_1bd8 14 helpful votes
5 of 5 bubbles Reviewed 4 weeks ago

Charlie, Josh and Admiral Hinckley ( their 10 yr old rescue dog) treated us to the very best sailing day possible. Captains Charlie and Josh took us to amazing private areas to snorkel or just float around with a noodle. Drinks were flowing all day long and Charlie is an amazing cook , serving delicious freshly made grilled chicken, right... More 

Helpful?
Thank uvalax
Winnipeg, Canada
Level Contributor
7 reviews
7 attraction reviews
common_n_attraction_reviews_1bd8 5 helpful votes
5 of 5 bubbles Reviewed 4 weeks ago via mobile

Visited Jan-16 for our cruise stop. The place was easy to find, taxi was flat fee per person and Charlie arranged a taxi for us when we got back. It was a windy day, no doubt about that, but that made the sailing special. I was worried for our snorkeling as water was rough and wind was blowing, BUT, Charlie... More 

Helpful?
Thank yycish
imatexgal
Level Contributor
3 reviews
common_n_attraction_reviews_1bd8 1 helpful vote
5 of 5 bubbles Reviewed 4 weeks ago

We had a wonderful day sailing with Charlie and Josh and of course Hinckley. Leaving from Red Hook was very convenient and even with the High Christmas winds the sailing was great. Loved the ease of how Charlie and Josh worked together taking care of the boat while sailing. Great stories and history of the area. I was concerned about... More 

Helpful?
1 Thank imatexgal
1 review
common_n_attraction_reviews_1bd8 1 helpful vote
5 of 5 bubbles Reviewed 5 weeks ago via mobile

What could be better than sailing with Charlie, Josh and Hinckley! The boat was beautiful, with spectacular scenery and delicious food and drink. We went to great snorkeling spots and learned a little island history too. Don't miss the chance to sail with Simplicity. Thanks guys!

Helpful?
1 Thank Viki R
2 reviews
5 of 5 bubbles Reviewed 15 January 2017

I went with my family for a day charter and this was my favorite day of the weeklong vacation. Sailing is the perfect way to experience the islands, and Charlie and Josh were very accommodating in planning out the day. We love snorkeling, so Charlie and Josh took us to two great spots that aren't accessible by land, accompanying the... More 

Helpful?
Thank Seamus C
1 review
5 of 5 bubbles Reviewed 14 January 2017 via mobile

Had a great day of sailing, snorkeling, & relaxing! Charlie & Ray were a wealth of island information. Will definitely make a day on the Simplicity part of all future plans to St. Thomas. Thank you Charlie for an amazing day!

Helpful?
Thank wyetke

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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?