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All listings in Puerto Rico

Awesome paddleboard rentals in Puerto Rico.

5.0
(100 Reviews)

Page 1 of 15 listings

Private San Juan Bay Cruise 37' Sailboat
Sailing in San Juan · 6 guests

Private San Juan Bay Cruise 37' Sailboat

5.0
Superowner
Best of 2026
$195/hour
LUXURIOUS TIARA 40 EXPRESS
Events in Fajardo · 12 guests

LUXURIOUS TIARA 40 EXPRESS

5.0
$400/hour
Glide & Discover: SUP Adventure
Adventures in Fajardo · 1 guest

Glide & Discover: SUP Adventure

5.0
$25/hour
Twilight Snorkeling Cruise with Drinks & Gourmet Bites
Powerboats in Fajardo · 6 guests

Twilight Snorkeling Cruise with Drinks & Gourmet Bites

New
$185/hour
Stand Up Paddle Tours In Puntas
Adventures in Rincón · 1 guest

Stand Up Paddle Tours In Puntas

New
$110/hour

Top Destinations Nearby

Paddleboard Reviews in Puerto Rico

  1. EM

    Erin

    LUXURIOUS TIARA 40 EXPRESS

    Fantastic experience with Captain Miguel! Super friendly, professional, and made the trip so enjoyable. Beautiful boat and an unforgettable day. Highly recommend!

  2. JC

    Jose

    Private San Juan Bay Cruise 37' Sailboat

    Captain Luis & Andrea were incredible. My group enjoyed their energy and appreciation and even though we dealt with some rain and gray sky’s, our experience was phenomenal. I would not only recommend Luis, but I would take another trip out with him when I return to PR. We had an exceptional time at sea. Gracias por todo y hasta la próxima.

  3. Jennifer

    Jennifer

    Private San Juan Bay Cruise 37' Sailboat

    Captain Luis and Andrea were fantastic. I highly recommend their charter! Thank you for a great trip!

  4. 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!

  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!