We use cookies to improve your browsing experience. By continuing to browse or closing this banner, you agree to our use of cookies. Find out more about our cookies policy here.
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$275-$725
Sailboats
Set sail with these traditional wind-powered boats
$100-$725
Kayaks
Who says you need a motor to have fun on the water?
$195
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$950
Fishing Charters
Let a captain do the driving while you do the fishing
$950
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$275
MA
Milly
Party Boat at San Juan Bay | Beach Day Cruise | Drink & Snacks
This was a blast! The team was very fun- had a great place set out and provided so many yummy snacks, drinks and even towels! Great experience and would definitely recommend!
KJ
Keisha
Private Luxury Sailing Experience out of Old San Juan
The boat is exactly as pictured and is very clean. Captain Willie and crewmate David were great. They ensured we had a great time. I would definitely charter this boat again. If you’re thinking about it, just do it!
ED
Eric
3 Islands Tour @Pursuit 2670 Twin '2022 Center Console with Yamaha F250 Engines
Miguel is the kindest person. He is an amazing captain and showed us an amazing day on the water with paddle board & tube, a cooler full of drinks & ice. Don't look anywhere else for the best boat day with the best captain.
SK
Sandy
Private Sail Aboard Classic 1969 Sloop in San Juan, Puerto Rico
If you are looking for an authentic sailing experience in Puerto Rico, look no further. This is for you! We came in with sailing experience but not in the ocean and not on as large of a boat. He let us sail the entire time and taught us along the way. Jimbo is a very experienced sailor and is looking to give you the sailing experience you are looking for. If I could have given him more than 5 stars I would have!
FS
Felicia
Private Sail Aboard Classic 1969 Sloop in San Juan, Puerto Rico
This experience was amazing! This was the first time my family experienced a sunset ride on a sailboat and Jimbo made sure the experience was one we'd always remember. Jimbo ensured we were in the know on all safety protocols and during the sail, enlightened us with facts and history about Puerto Rico. Jimbo was personable and accommodating from the beginning to end of our excursion. This was our first, but not our last trip with Jimbo!
Valerie
Private Sail Aboard Classic 1969 Sloop in San Juan, Puerto Rico
Time out on Jimbo’s sailboat has something for everyone. Whether you want to party, learn to sail or learn about San Juan and its history. We had a great time sailing with Jimbo and learned so much. We’ll definite book again next time we’re in Puerto Rico!
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!
August 01, 2023
Read Article
November 23, 2022
Read Article
October 03, 2022
Read Article
April 14, 2022
Read Article
December 11, 2020
Read Article
December 29, 2019
Read Article
Boat Rentals
Puerto Rico
San Juan