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Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$250-$2,750
Sailboats
Set sail with these traditional wind-powered boats
$125-$1,200
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$75-$370
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$100
Snorkeling
Get off the boat and into the water with offshore snorkeling trips
$220
Kayaks
Who says you need a motor to have fun on the water?
$75
Fishing Charters
Let a captain do the driving while you do the fishing
$100
DV
DAVID
Janise Sailing Afternoon Charter - Fajardo, Puerto Rico 🇵🇷
We had a fantastic day with our Captain and his team Harold! If you come to Puerto Rico this is a mandatory activity!!! It is worth every dollar….. when we come back we will do it again
gm
gabriella
Lagoon 450 Sailing Catamaran Charter in Collectivité de Saint-Martin
This was a great experience. Captain Sup and Tom were amazing. Provided a little breakfast, mixed us drinks the entire ride, provided waters and sodas, stopped us at 3 different places and allowed us to get out and float, paddle board, swim, and snorkel. They made the experience amazing! Bluetooth and wifi on the boat and they picked us up and dropped us off right on time. We were 13 girls on a bachelorette and there was plenty of room for us all to lay out, sit, tan, and have fun. 10/10 recommend
AK
Aja
Lagoon 450 Sailing Catamaran Charter in Collectivité de Saint-Martin
We had an amazing sail to Anguilla! The views were breathtaking, the catamaran was clean and comfortable, and the crew was so friendly and attentive. Communication was smooth and everything was as listed. Don't hesitate to book with Captain Sup! Everyone said it was their favorite day of the trip!!
Michael
Private Luxury Sailing Experience out of Old San Juan
Had a fantastic time! Willy and David were perfect and our entire group had an incredible experience. Definitely book!!
CJ
Chris
Sailing & Snorkeling Day Charter - Fajardo, Puerto Rico
Overall amazing experience from both the captain and crew. Food and service were nothing short of amazing. Would definitely book again !
Kryslyn
Private Luxury Catamaran Experience - SAILING TO VIEQUES Full day
Great vibes, smooth sailing, and an awesome captain. Fantastic experience, from start to finish!
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!