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San Juan, PR Boat Rentals

5.0
(209 Reviews)

Page 1 of 19 listings

Private Sail Aboard Classic 1969 Sloop in San Juan, Puerto Rico
Sailing in San Juan · 6 guests

Private Sail Aboard Classic 1969 Sloop in San Juan, Puerto Rico

4.9
Superowner
$198/hour
Instant Book
Private San Juan Bay Cruise 37' Sailboat
Sailing in San Juan · 6 guests

Private San Juan Bay Cruise 37' Sailboat

5.0
Superowner
$195/hour
Private Bay/Sunset/Beach Time | Quality 25' Power Boat with Free Drinks/Food
Powerboats in San Juan · 6 guests

Private Bay/Sunset/Beach Time | Quality 25' Power Boat with Free Drinks/Food

5.0
Superowner
$200/hour
SALE!!! Explore the majestic views of San Juan Bay, Puerto Rico by boat!
Tours in San Juan · 6 guests

SALE!!! Explore the majestic views of San Juan Bay, Puerto Rico by boat!

5.0
$230/hour
3 Islands Tour @Pursuit 2670 Twin '2022 Center Console with Yamaha F250 Engines
Powerboats in San Juan · 6 guests

3 Islands Tour @Pursuit 2670 Twin '2022 Center Console with Yamaha F250 Engines

4.8
$178/hour
Sunset Cruise in San Juan Puerto Rico
Sailing in San Juan · 6 guests

Sunset Cruise in San Juan Puerto Rico

5.0
Superowner
$353/hour
Inboard Propulsion Rental in Carolina
Fishing in San Juan · 6 guests

Inboard Propulsion Rental in Carolina

5.0
$950/day
Limited Availability
30’ Hydra Sport | Sunset Cruise, Sightseeing or Offshore Fishing!
Powerboats in San Juan · 6 guests

30’ Hydra Sport | Sunset Cruise, Sightseeing or Offshore Fishing!

New
$134+/hour
Instant Book
Private Party Sunset Drinks & Food in San Juan
Fishing in San Juan · 6 guests

Private Party Sunset Drinks & Food in San Juan

New
$134/hour

San Juan Reviews

  1. GS

    Genevieve

    Private San Juan Bay Cruise 37' Sailboat

    I booked with Captain Luis for my sister’s 30th birthday trip, and we all had the best experience! There were 4 of us in San Juan for a long weekend and this was the highlight of our trip. We felt safe, welcome, and taken care of the whole ride - the captain brought refreshments including Sangria that his wife had made which we all loved. He sailed us around and anchored at a beautiful spot to jump in and swim which was so fun. I highly recommend!

  2. 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.

  3. 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!

  4. 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!

  5. Valerie

    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!

  6. JS

    Jess

    Private Sail Aboard Classic 1969 Sloop in San Juan, Puerto Rico

    Jumbo does a great job touring San Juan harbor and the areas just outside of the port. He was great with our kids, teaching them the basics of how to sail his boat. We recommend this as a great way to have fun cruising the areas around old San Juan!