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We offer prompt, friendly service and expert advice on yacht charters and Caribbean sailing vacations. Charter Yachts - Monohull Sailboat, Catamaran, and Motor Yacht charters with crew or bareboat, are available for sailing vacations throughout the Caribbean, Bahamas and around the world.
Reviews 84
Jon and Marianne Trevisani
Aug 30,2017Our family chartered the Two IF By Sea with Captain Matt over the New Year's Holiday. Captain Matt went out of his way to make sure that we were comfortable and had everything we needed. Plus he is the best chef! He amazed us with the outstanding meals he made for us.The Two IF By Sea was clean and comfortable and was equipped with snorkel and SCUBA equipment and paddleboards. We even hoisted the sails and enjoyed a day of sailing in which my sons participated. I highly recommend the Two If By Sea and Captain Matt.
Andrew Hutchinson
Aug 18,2017Highly efficient, well organized and a true pleasure working with the team at Virgin Islands Sailing. A five star outfit.
Mark Fischer
Aug 18,2017We had an amazing time on Siren Song! Toured awesome locations that we would not have been able to access on our own. Food and service on the boat was a five star experience!
Christina Pietka
Aug 18,2017The whole experience was just amazing. We could not asked for better charter and the Crew. Highly recommended.
Peter Sciandra
Jul 12,2017We had the best vacation experience that we could have imagined aboard the Black Pearl, sailing with Captain Jeff and Val. The boat was in beautiful condition and provided us with wonderful accommodations. Jeff and Val did a terrific job in putting together an itinerary that met, and exceeded, all that we wanted. In addition to all of that, Val provided us with exceptional meals every day, and her preparation was sensational. Our group of four feels as though we developed a strong bond with both Jeff and Val, and look forward to sailing with them again some day. We thank Virgin Island Sailing for putting this together for us, and for connecting us with a yacht and crew that fit our desires perfectly !
Nancy Crane
Jul 12,2017Casey and Matt were awesome at making this the most amazing vacation for our family. The food and fun activities were over the top. I highly recommend Island R&R
Nancy Payne
Jul 11,2017Tops! Awesome! The best! A great, well maintained and very comfortable sailboat. Lots of water toys on board that are also very well maintained. The captain, Mathias is wonderful. He is very nice and very experienced. His mate, Amber, is also a licensed captain, which is important in case something happens on the boat. AND, Amber is the most amazing cook and host. Her meals are incredible! We were so well cared for. Loved every minute!
Stephen Lynch
Jul 11,2017Had a great experience from start to finish and would definitely use them again in the future! We absolutely loved our boat Makai and more importantly the crew of Captain Bill and Chrystal for being so accommodating and an absolute blast!
K Bergstrom
Jul 11,2017Emily was so helpful, answering all our questions leading up to the trip. She listened to our likes and dislikes and placed us with the perfect crew. Luke and Erin were incredible!
Terri Goodman
Jul 11,2017Great experience with Virgin Island Sailing. Very informative, attentive and responsive. Trip was amazing on Starfish with Sam and Jen. Loved the nice bottle of champagne to welcome us aboard. :)
Thomas
Jun 06,2017Lovely boat with an outstanding crew! Best meals ever thanks to chefs Maroussia and Roma.
Tatyana Touzova
Jun 06,2017Very Happy with everything
Mandeep Chhabra
Jun 06,2017The group at VI sailing was great. The follow through was impressive and they did a great job of matching us with the right crew for a wonderful experience. I would use them again and highly recommend them. Thank you Ellen and team.
Katy Fleer
May 28,2017Our trip suited our family perfectly. Captain Jeff and First Mate Val were fun and helpful and had a great sense of what types of locations would be best for us to explore as we sailed around the BVIs. They took us to amazing snorkeling spots and were cheerful and helpful with getting paddle boards and kayaks down for us. The boat perfectly suited our family of five. I would do it again in a heartbeat and I wouldn't change a thing.
Kristen
May 03,2017We had a great time! Jim and his crewmate Kristen were incredible and kept all of us very happy. Lots of fun activities, great food and great service.
Howard W
Apr 25,2017Truly excellent.
Pam O.
Apr 11,2017We had the best vacation ever. Matt and Casey were great and very fun. The food they prepared for us exceeded our expectations. Each day they had various itineraries for us to choose from so very laid back. Highly recommend sailing the Island R&R.
Dana Wheeler
Apr 11,2017Penny and Nathan are the best. Wonderful family vacation.
Amy Brody
Apr 11,2017Very helpful and professional. They booked a great trip for us and every detail worked out very smoothly.
aruwa oghenevwogaga
Feb 05,2021Great service,wonderful experience,perfect sailing,great time on the go.