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Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$135-$6,865
Sailboats
Set sail with these traditional wind-powered boats
$110-$4,990
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$70-$2,800
Fishing Charters
Let a captain do the driving while you do the fishing
$70-$1,480
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$65-$1,150
Kayaks
Who says you need a motor to have fun on the water?
$20-$1,100
Diving
Explore the ocean depths with trained boat operators
$270-$600
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$420-$970
Snorkeling
Get off the boat and into the water with offshore snorkeling trips
$1,250
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$70
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$70
Suzanne
Best Day Ever! Private, All Inclusive & Custom Sailing, Snorkeling, Adventure!
We chartered Saltwater Taffy whilst on a recent cruise to St Thomas. The 4 of us had the best time ever. Great communication from Rosie on the days before the sailing. We were met at the ship by Brad and driven to the boat where we met Rosie and Bosun the cat. We set sail straight away into turquoise waters and we were quickly under sail. We chose to snorkel with turtles so we went to Scott beach, got kitted up with snorkels and Brad took us to the beach in the motor rib. It’s really easy to get in and out of the water from the swim platform. We swam for about 10 minutes until we found the turtles. They are just so graceful. Brad got some great underwater pics. We then went back to the boat where Rosie had been preparing an amazing lunch and cocktails. We then motored back to the dock. Best day ever and we will be back to do it all over again. Thanks so much. Suzanne, Chris, Pam and Ricky xxxx
BC
Brittini
💎 VIP Experience: 108 Mangusta Luxury Yacht in The Bahamas
Absolutely Epic Boat and amazing staff, Antoine the chef served incredible food, Meagan made delicious cocktails and shots and was so funny, the jet skis and snorkeling were highlights and the boat was gorgeous. Captain Kevin was a delight and responsive. The whole experience over exceeded my expectations. 12/10
SA
Samuel
Private San Juan Bay Cruise 37' Sailboat
Captain Luis and Andrea are the real deal! We spent so much time figuring out the best sailing experience and we couldn’t have been more lucky to have found the of them and this sailing experience from San Juan bay watching the sunset and seeing the beauty of the fort and gorgeous old San Juan!!! They are so seasoned and know the waters so well that our ride was just a peaceful incredible magical ride and was the highlight of our trip!!! Trust me, stop looking and hurry and book. They are worth it and the experience will be for a lifetime!!! Thank you again guys for the beautiful evening for my fiance and I
SD
Sarah
Private San Juan Bay Cruise 37' Sailboat
My husband, 2 small kids, and I went on a morning 4 hour sail with Luis and Andrea. Luis and Andrea were kind and always looking out for us enjoying our experience. Our kids had lots of fun and my husband and I were able to relax and enjoy the scenery. I 100% recommend booking a cruise with Captain Luis!
Celena
Private San Juan Bay Cruise 37' Sailboat
Captain Luis and Andrea provided a beautiful sail by Old San Juan. They anchored for us and my husband and I were also able to jump in and swim. We had a great day on the water. Highly recommend.
Marc
Private San Juan Bay Cruise 37' Sailboat
By far Best value for a private sailboat in Puerto Rico. Captain Lewis is very knowledgeable and friendly.
Find the right listing for you and your crew, with options for boat types, group size, captained or self-charter, and lots more.
Found one you like? Send a rental inquiry with your preferred trip details, and you’ll receive an offer from your captain to book.
Coordinate a pick-up place and time, meet your boat captain, and get out onto the water!