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San Juan, PR Boat Rentals

5.0
(242 Reviews)

Page 1 of 113 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
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
30’ Hydra Sport | Sunset Cruise, Sightseeing or Offshore Fishing!
Powerboats in San Juan · 6 guests

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

5.0
$134+/hour
Instant Book
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
Party Boat at San Juan Bay | Beach Day Cruise | Bring your Drink & Snak
Powerboats in San Juan · 12 guests

Party Boat at San Juan Bay | Beach Day Cruise | Bring your Drink & Snak

5.0
$799/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 | Bring your Drinks & Snacks
Powerboats in San Juan · 12 guests

Private Party Boat at San Juan Bay | Sunset Cruise | Bring your Drinks & Snacks

5.0
$799/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 | Bring your Drink & Snack
Powerboats in San Juan · 10 guests

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

New
$799/hour
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. MA

    Milly

    Party Boat at San Juan Bay | Beach Day Cruise | Bring your Drink & Snak

    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!

  3. 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!

  4. 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.

  5. 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

  6. 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!