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Simplicity Charters

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Red Hook, St. Thomas
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About Simplicity Charters
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 tunes, and some of the warmest and clearest water in the world. Snorkel with turtles, stingrays, a variety of colorful fish, and of course the amazing coral of all shapes sizes and colors. The choice is Simple, book your day in paradise with Simplicity Charters and let us handle the rest. No better way to unwind, relax, and let your stress disappear. LookingforwRdtpour day of sailing, sun, and fun!
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Kelly L wrote a review Mar 2018
3 contributions4 helpful votes
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 on the island. He always knows what’s going on in the USVI so it’s always great to catch up while we make our way to snorkel stops. This time, we cruised up the north side and snorkeled Maho. We told Charlie and Capt. Scotty we wanted to see some turtles and they delivered! Then it was off to Leinster before heading to Pizza Pi for lunch. We had to insist that Charlie and Scotty grab some pizza. Eventually they caved! (Who can resist delicious Pizza Pi!?). After lunch we snorkeled the area nearby Christmas cove which was great! Then, always trying to make sure we are doing what we want, Charlie gave us the option of a beach or another snorkel. We opted for beach and again it was great to discuss the islands with Charlie and Scotty while the beach goers had their fun. The reefs are active, the water is beautiful, we only wished we had more time to spend in the USVI before moving on. There were turtles, rays, hundreds of fish and all kinds of other beautiful wildlife to see (all of which Charlie can fill you in on). We always look forward to sailing with Charlie because he is such a great and knowledgeable host! We’ve lost count how many charters we have done with him, which speaks for itself. Every time I bring someone new along with Charlie, they go on and on about what an amazing day it was! You are guaranteed to have a great time if you book with him!
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Date of experience: March 2018
1 Helpful vote
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Craig W wrote a review Mar 2018
12 contributions10 helpful votes
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 turned out to be one of the best days we had on St Thomas during our winter school break. The snorkeling was superb and the Pizza Pi Boat offering fresh pizza on the water is the coolest thing ever. These guys are the friendliest and most professional, yet down to earth, people you'll meet and they need all our help to rebuild their businesses. Please go for a cruise with them. It's sort of an obligation you won't regret. Thanks again for a great day out Charlie and Nate. Hope to see you soon.
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Date of experience: February 2018
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rmburns wrote a review Feb 2018
Lafayette, Indiana2 contributions1 helpful vote
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 of snorkeling spots and also to do some sightseeing around the island. They recommended a great beach bar for lunch and also provided us with some fantastic rum punch! This was by far the highlight of our trip and we hated for the day to end!! Thanks for the wonderful hospitality and a great day spent on the island!
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Date of experience: February 2018
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Joel G wrote a review Sep 2017
8 contributions1 helpful vote
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 that they went and would have been disappointed if we did just a half day. Charlie even sailed to the Ritz to pick us up. The meal they cooked for us was excellent and they always had a drink ready for us. I never had wrote an review and was thinking about them because of hurricane irma that ripped through their island. I am hoping they are all ok.
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Date of experience: December 2016
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BCEagle88 wrote a review Aug 2017
Frisco, TX25 contributions19 helpful votes
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 along another couple that we had met in the hotel, so had a bit riding on a good experience. We were the only 4 on the boat, so it was like a private tour. The trip out was great - Charlie and Ray were full of island lore and local history. Snorkeling was very cool, with Ray pointing out the underwater highlights. Lunch was amazingly yummy - I'd definitely buy whatever their secret sauce was on both the salad and the chicken. And the adult beverages were certainly flowing. A storm started to brew at our second snorkel stop and we tried to make a quick return. Ends up we did get caught in rain, thunder and lightening. Not that we were worried. Charlie and Ray had everything under control and delivered us safely back to the dock. I definitely recommend a trip with Simplicity or 2 Simple. These guys are great!
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Date of experience: August 2017
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