"Great hospitality at it peak."

Great service,wonderful experience,perfect sailing,great time on the go.

"The Two IF By Sea and Captain Matt exceed expectations"

Our 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.

"Highly efficient"

Highly efficient, well organized and a true pleasure working with the team at Virgin Islands Sailing. A five star outfit.

"Siren Song"

We 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!

"The whole experience was just amazing"

The whole experience was just amazing. We could not asked for better charter and the Crew. Highly recommended.

"The best vacation experience of our lives !"

We 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 !

"Casey and Matt were awesome at making …"

Casey 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

"Best charter experience!"

Tops! 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!

"Had a great experience from start to …"

Had 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!

"Adventure on The Raven"

Emily 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!