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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

Read all 502 reviews
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Favorite day of vacation

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... read more

5 of 5 bubblesReviewed 1 week ago
Seamus C
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502 Reviews from our TripAdvisor Community

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Showing 501: English reviews
2 reviews
5 of 5 bubbles Reviewed 1 week ago NEW

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 1 week ago 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
Rockaway, New Jersey
Level Contributor
2 reviews
5 of 5 bubbles Reviewed 1 week ago

I took my family on Simplicity over Christmas week. Relaxing, gorgeous, tranquil, exquisite, and spoiled absolutely rotten by Captain Charlie, best friend Josh, and first mutt, Hinckley. For my group of five adults, being spoiled started at the dock before we left and continued throughout the day with incredible snorkeling. Our personal tour guides were great conversationalists, informative, and wonderful... More 

Helpful?
Thank MWRgreenandgold
Detroit, Michigan
1 review
5 of 5 bubbles Reviewed 1 week ago

Our group of six chartered the Simplicity for a day sail. We have chartered day excursions in the past in other Caribbean locations and this by far was the best experience we have ever had. Charlie takes care of every detail to assure you have a fun and safe day catered to what you wan to do. We sailed, snorkeled,... More 

Helpful?
Thank cfagnani
Columbia, South Carolina
Level Contributor
12 reviews
3 attraction reviews
common_n_attraction_reviews_1bd8 4 helpful votes
5 of 5 bubbles Reviewed 1 week ago via mobile

We chartered a trip last week and had a wonderful experience! We had a day full of snorkeling, sailing and even had lunch prepared for us onboard. We highly recommend this company!!!

Helpful?
Thank Jessica H
Boston, Massachusetts
Level Contributor
7 reviews
5 attraction reviews
common_n_attraction_reviews_1bd8 6 helpful votes
5 of 5 bubbles Reviewed 2 weeks ago via mobile

I've been on dozens of these snorkeling excursions but in 20 years of coming to the islands none as awesome as this. Skip the cruise recommendations and do this one!! Capt Charlie, his mate Josh and of course Hinckley a small dog they rescued who now rules the boat will treat you to a full day sail around St Thomas... More 

Helpful?
Thank Marjie C
Littleton, Colorado
Level Contributor
3 reviews
5 of 5 bubbles Reviewed 2 weeks ago via mobile

We sailed with Charlie, Josh and Hinkley for a shore excursion while on a Disney cruise. We found them through shore trips. There were six people in our party - two small children and 2 grandmas. This chartered boat trip was the highlight of everyone's vacation. It was so nice to get away from the busy cruise. Charlie and Josh... More 

Helpful?
Thank 485Laura
New York City, New York
2 reviews
5 of 5 bubbles Reviewed 2 weeks ago

My family of five had a great day sailing and snorkeling. We've been to the islands before and appreciated them taking us to new places to snorkel. We got to see some amazing fish and Josh snorkeled with us to point out interesting sea creatures, including octopi. The lunch was perfect and the Capt. Charlie and Josh were the perfect... More 

Helpful?
Thank Chris C
Lake Orion, Michigan
Level Contributor
5 reviews
4 attraction reviews
common_n_attraction_reviews_1bd8 3 helpful votes
5 of 5 bubbles Reviewed 2 weeks ago via mobile

Our family of six (kids ages 12, 16 and 18, plus grandma) sailed simplicity with captain Charlie, his brother Ray and Hinkley on our first cruise day stop in St. Thomas. Perfect day!! From the relaxing sail, history and stories, perfect snorkeling and amazing lunch - we could not have asked for more. We had never sailed before and completely... More 

Helpful?
Thank biglakemom
Level Contributor
9 reviews
5 of 5 bubbles Reviewed 3 weeks ago via mobile

Charlie, Josh and Hinkley treated us to a wonderful day of sailing and snorkel. A little rain, a lot of sun and a great time. We traversed between Red Hook, Hawks Bay and Christmas Cove. Josh dove in with us at Hawks Bay and guided through reef and turtle grass, making sure we caught rays, a lobster, green sea turtle... More 

Helpful?
Thank John J

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Questions & Answers

Here's what previous visitors have asked, with answers from representatives of Simplicity Charters and other visitors
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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?