The Best Sailboat Rentals Near Virgin Gorda

Private Tours & Snorkeling at Icacos & Palomino Islands- Grady White 27'

Incredible experience! Jose was wonderful and very attentive. He made sure we were all having an amazing time which we really appreciated. Many thanks to the Black Octopus team for an unforgettable day!

Private Tours & Snorkeling at Icacos & Palomino Islands- Grady White 27'

Jose was amazing! He was our tour guide, photographer, snack grabber- he was at our beck and call and took such great care of us! Such a fun time with all the water toys too! This charter was perfection in every way! Yummy food, snacks, beverages (alcoholic and non) were also provided. Book with Jose for a grand time!

Sailing & Snorkeling Day Charter - Fajardo, Puerto Rico

I don’t usually write reviews but this experience warranted an exception. This was quite literally the perfect day. From the parking-lot- to-boat golf cart ride to the delicious BBQ lunch- every detail was personalized and perfected. The crew was amazing, so sweet, and attentive- even offering to watch for jelly fish while we swam (there were only a few jellyfish but my friends and I are a bunch of scaredy-cats). We saw dozens of turtles and were able to swim near them while we snorkeled. I have family in Puerto Rico so have been coming here for my entire life and this was by far the best service and best experience. I’ve also done both “small group” boat tours and private charters to islands off the coast of fajardo and it’s well worth spending extra on this experience. The bigger group tours can be great but can be extremely crowded. So, If you are deciding between the many options available or deciding between chartering a boat or joining a “small group” tour - look no further than here. Thank you to the amazing crew and the amazing owners! I’ve already rebooked another trip and am so excited to share this experience with more of my people!

Half Day Private Charter in US Virgins Islands onboard 43' Wooden Sailing Yacht "Cimarron" with Captain Rick

Fabulous day with a knowledgeable captain on a very comfortable boat. Captain Rick customized the trip to our group’s every need and preference. He and his assistant Rachel provided an uniquely memorable Caribbean experience we can highly recommend.

Sailing Cruise Saint John

Book now! This was such a memorable experience! From the line of communication, to Shana amazing Mediterranean platter to captain in training Jaya keeping my son company, it was amazing! From pick up to drop off such a wonderful experience. We cannot wait to see them again this time hopefully in Maine!

Best Day Ever! Private, All Inclusive & Custom Sailing, Snorkeling, Adventure!

What a wonderful day at sea! Four of us joined Rosie , Brad and mascot Bozun for a day of sailing and snorkeling. The customer service was top notch. The food was some of the best we had on St. Thomas and Rosie's presentation was so appetizing. While snorkeling we saw an octopus, a barracuda, an eagle ray and countless beauftiful coral, fish and sea urchins. Our hosts chronicled our day and we received pictures and videos of our experiences. We would definitely recommend Rosie and Brad.