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Simplicity Charters

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Simplicity Charters
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Traveller Overview
  • Excellent97%
  • Very good1%
  • Average1%
  • Poor1%
  • Terrible0%
Travellers talk about
“captain charlie”(64 reviews)
“these guys”(54 reviews)
“st thomas”(68 reviews)
Simplicity Charters Custom Day Charters Exploring The Best Of The Virgin Islands. Established in 2006, Simplicity Charters knows the best areas without the crowds. Amazing reefs and beaches await. Sailing in the Caribbean with an open bar, island...more
Suggested duration: More than 3 hours
6501 Red Hook Plz | Suite No. 201, Red Hook 00802-1373, St. Thomas
+1 340-998-9129
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Reviews (536)
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All reviews captain charlie these guys st thomas bbq chicken cab waiting my wife and i octopus laid back virgin islands highlight of our trip great company top notch the reefs another couple look forward day cruise surrounding islands
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1 - 10 of 534 reviews
Reviewed 27 March 2018

Just spent another great day on the water with Charlie Whitmore! Since Charlie unfortunately lost Simplicity to the storm, we mixed it up and had a great time on the Mojo Deux with Capt. Scott Schroeder (Aqua Blue Charters). As always, Charlie is great company...More

Date of experience: March 2018
Thank Kelly L
Reviewed 5 March 2018

My family and I were hoping to sail, but were sad to find out Charlie lost 5 boats in the storms. So we decided to go out with him and Nate on the power cat. I wasn't sure what to expect to be honest. It...More

Date of experience: February 2018
1  Thank Craig W
Reviewed 12 February 2018 via mobile

We came to St. Thomas on the Crown Princess and Captain Charlie and Captain Nate took the 4 of us (my husband Sam and our friends Erik and Jill) our on a day trip. The boat was top notch! They took us to a couple...More

Date of experience: February 2018
1  Thank rmburns
Reviewed 12 September 2017

We did a day cruise with Charlie, Josh and Hinkley back in December of 2016. The cruise was awesome and far exceeded our expectations. The other couple we traveled with was skeptical about being on a boat for a whole day. They were so happy...More

Date of experience: December 2016
Thank Joel G
Reviewed 22 August 2017

This was our second trip with Simplicity and it was every bit as good as the first trip. I was a bit nervous, as other things on our return to St. Thomas did disappoint a bit - but not Charlie and Ray! We even brought...More

Date of experience: August 2017
1  Thank BCEagle88
Reviewed 18 August 2017

We had a great day with Capt. Charlie and sidekick Ray! These are two laid back guys who really make you feel at home. The sailing and snorkeling were excellent, almost as good as the well prepared lunch; and for no extra charge, we received...More

Date of experience: August 2017
Thank 18mthompson
Reviewed 6 August 2017 via mobile

To steal a term of Captain Charlie, Avoid the "Cattlemaran" tours and treat yourself to the best way to see the islands above and below the waterline. This was our second sail with Simplicity and once again they stepped up and delivered. Charlie and Ray...More

Date of experience: August 2017
Thank Susan C
Reviewed 20 July 2017 via mobile

Really enjoyed our morning with Charlie and ray. Top notch service and just all around nice guys. Took us to Christmas cove for perfect snorkeling. I would highly recommend!!

Date of experience: July 2017
Thank Twinsmom99
Reviewed 12 July 2017

Thank you Ray and Joshua for an amazing day on the water. We enjoyed the snorkels, sailing & history. Lunch looked great (my husband enjoyed it.. remember I couldn't eat). ; ) We appreciated that Simplicity keeps the excursions to a small group. It makes...More

Date of experience: June 2017
Thank msfcambridge
Reviewed 22 May 2017

Terrific experience with top notch service. My wife and I loved spending the day on the water with the guys. They were friendly, knowledgeable and took great care of us. We had no issues getting a taxi from the cruise port over to the harbor...More

Date of experience: May 2017
Thank Ribbiedog
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Questions & Answers
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16 June 2018|
Response from SimplicityCharters | Property representative |
We do not work directly with any cruise lines. We work with cruise passengers regularly and know their schedules in order to take the worry away from missing your ship. If your ship doesn’t come to port due to bad weather... More
13 June 2018|
Response from SimplicityCharters | Property representative |
Thanks for your inquiry. I am currently off island searching for a new sailboat and will not be available during your visit. Sorry I couldn’t help. Enjoy your vacation.
30 March 2017|
AnswerShow all 2 answers
Response from SimplicityCharters | Property representative |
I am available for a full day sail on May 17th, 2017. Our full day sail is six hours and we could sail from 9:15AM-3:30PM local Atlantic Standard Time. We are a small company and only take a maximum of six guests. You will... More