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Browse and book boat rentals in San Juan, Puerto Rico.

Page 1 of 111 listings

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
Private Luxury Sailing Experience out of Old San Juan
Sailing in San Juan · 12 guests

Private Luxury Sailing Experience out of Old San Juan

5.0
$725/hour
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 Party Boat at San Juan Bay | Beach Day Cruise II | Drink & Snacks
Powerboats in San Juan · 10 guests

Private Party Boat at San Juan Bay | Beach Day Cruise II | Drink & Snacks

5.0
$625/hour
Party Boat at San Juan Bay | Beach Day Cruise | Drink & Snacks
Powerboats in San Juan · 12 guests

Party Boat at San Juan Bay | Beach Day Cruise | Drink & Snacks

5.0
$725/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
Private Party Boat at San Juan Bay | Sunset Cruise | Drink & Snacks
Powerboats in San Juan · 12 guests

Private Party Boat at San Juan Bay | Sunset Cruise | Drink & Snacks

5.0
$725/hour
Inboard Propulsion Rental in Carolina
Fishing in San Juan · 6 guests

Inboard Propulsion Rental in Carolina

5.0
$950/day
Private Party Boat at San Juan Bay | Sunset Cruise II | Drink & Snack
Powerboats in San Juan · 10 guests

Private Party Boat at San Juan Bay | Sunset Cruise II | Drink & Snack

New
$625/hour
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

San Juan Reviews

  1. 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!

  2. CM

    Courtney

    Party Boat at San Juan Bay | Beach Day Cruise | Drink & Snacks

    I booked this boat for my sisters bachelorette party and we had the most amazing time. I highly recommend PR Rentals!! They were so welcoming and accommodating. We had an easy boat ride out to where we were going to anchor. We got to float in the water and enjoy the beautiful weather in PR while enjoying the beautiful ocean. The crew (captain and co) were amazing! I could not have asked for a better crew for this trip. If we ever go back to PR I would definitely book with them again.

  3. 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

  4. 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!

  5. KB

    Katherin

    Private San Juan Bay Cruise 37' Sailboat

    Don’t second guess it. Just book it. Luis and Andrea were great! They were helpful before and during the trip. We had gone for a relaxing trip for my cousin’s bachelorette. They offered a charcuterie tray and some Sangria. I would definitely book again, on another trip to PR (:

  6. RB

    Rachel

    Private San Juan Bay Cruise 37' Sailboat

    This was the highlight of our trip to Puerto Rico. Captain Luis was so communicative and friendly from booking to the end of the trip. I booked this experience for a friends bachelorette and it was her favorite part. He provided sangria and a small charcuterie board which was delicious. We asked to swim and he anchored for about an hour for us to enjoy the beautiful waters. Safety was a priority which we appreciated. He and his first mate Andrea were amazing. Andrea is incredible. Captain Luis even danced salsa for us hahaha.