We use cookies to improve your browsing experience.

And dolphins make us happy. Find out more about our cookies policy here.

All listings in Puerto Rico

Awesome paddlesport rentals in Puerto Rico.

5.0
(70 Reviews)

Page 1 of 115 listings

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

Private San Juan Bay Cruise 37' Sailboat

5.0
Superowner
$200hour
⛵️ Relaxing ECO Day Sailing 🏝🤿🐠🧜‍♀️🍹🥂
Sailing in Fajardo · 6 guests

⛵️ Relaxing ECO Day Sailing 🏝🤿🐠🧜‍♀️🍹🥂

4.9
$400hour
Full Day VIP Private Charter to Icacos, Lobos or Palomino
Events in Fajardo · 10 guests

Full Day VIP Private Charter to Icacos, Lobos or Palomino

New
$255person
Custom Private Bioluminescence Kayak Tour in Fajardo
Adventures in Fajardo · 18 guests

Custom Private Bioluminescence Kayak Tour in Fajardo

New
Superowner
Best of 2023
Snoozed - Active 02 Jan 2025
Two Person Kayak Rental
Adventures in Fajardo · 2 guests

Two Person Kayak Rental

5.0
Snoozed - Active 02 Jan 2025
Enjoy a Kayak in Rincón Puerto Rico
Adventures in Rincon · 2 guests

Enjoy a Kayak in Rincón Puerto Rico

New
$35hour
Stand Up Paddleboard Rental
Adventures in Fajardo · 1 guest

Stand Up Paddleboard Rental

5.0
Snoozed - Active 02 Jan 2025
🧘🏼‍♀️ HOLISTIC SAILING RETREAT 🙌
Sailing in Fajardo · 6 guests

🧘🏼‍♀️ HOLISTIC SAILING RETREAT 🙌

New
$2,659night
Snorkeling & Kayak Mini Eco-Experience
Tours in Fajardo · 16 guests

Snorkeling & Kayak Mini Eco-Experience

5.0
Snoozed - Active 02 Jan 2025
Private Luxury Sailing Charter around the East Coast of Puerto Rico
Sailing in Fajardo · 6 guests

Private Luxury Sailing Charter around the East Coast of Puerto Rico

New
$1,198day
Leopard 43 Sailing Cat with USCG Certified Captain & Crew in Ceiba, Puerto Rico
Sailing in Fajardo · 6 guests

Leopard 43 Sailing Cat with USCG Certified Captain & Crew in Ceiba, Puerto Rico

5.0
$440hour
Parguera Kayak Rental
Adventures in La Parguera · 1 guest

Parguera Kayak Rental

5.0
$30hour
Charter 32' Cruising Catamaran In Fajardo, Puerto Rico
Sailing in Fajardo · 12 guests

Charter 32' Cruising Catamaran In Fajardo, Puerto Rico

New
$500-$700hour
Stand Up Paddle Tours In Puntas
Adventures in Rincón · 1 guest

Stand Up Paddle Tours In Puntas

New
$55person
Kayak Tours in Vieques, Puerto Rico
Adventures in Vieques · 2 guests

Kayak Tours in Vieques, Puerto Rico

New
$10hour

Top Destinations Nearby

Boards & Paddles Reviews in Puerto Rico

  1. Michael

    Michael

    Private San Juan Bay Cruise 37' Sailboat

    Highly recommend this world-class experience. Captain is quite knowledgeable in the history of the Island. The homemade food — and sangria — is delicious. Will book again.

  2. Ashley

    Ashley

    Private San Juan Bay Cruise 37' Sailboat

    We had a great experience and are so glad we did this. It was nice to be on the water and the sailing was an enjoyable experience. Would definitely recommend doing this on your PR trip.

  3. Matt

    Matt

    Private San Juan Bay Cruise 37' Sailboat

    One of the biggest highlights of our trip and we came here to get married! Captain Luis was an exceptional host and so accommodating. Shortly after starting our voyage it felt like we were just out on the water enjoying a beautiful day with an old friend. This is a must-do experience especially for such a reasonable price. Highly, highly recommended!

  4. BE

    Brittany

    Private San Juan Bay Cruise 37' Sailboat

    This was, without a doubt, the best part of our 3.5 day trip to San Juan. We knew we wanted to spend one evening doing a boat our around the island, and bonus points if it provided alcohol or allowed us to bring our own. I originally found a similar tour on Viator, but the date was blacked out due to family vacation. I looked through other Viator options and could not find anything that I felt good about--for example, one agency said you can only text, they would not answer any calls for any reason. I searched and searched and finally found GetMyBoat and Captain Luis, and it was everything we asked for and more! First pro: communication! From the beginning, Luis was quick to respond to any and all questions. He communicated the day before the trip, and provided clear instructions (including pictures) on how to find him. Second pro: Experience-- Luis and Gaby treated us like old friends and made sure we were able to what we wanted with our time. (They even sailed a little longer for us) Luis and Gaby started with a quick safety briefing then quickly let us take over as DJ and offered us sangria (which was delicious) and beer. They allowed our group to hang out at the other end of the boat for about an hour uninterrupted. Captain Luis then began telling us about some of the history of Puerto Rico. We had time to swim off the boat, and they took pictures for us. On the way back, Captain Luis and Gaby visited with us , telling us about their lives, asking questions about ours, and providing recommendations for what to do in OSJ and the surrounding area. Drinks were provided the entire time and his wife made us a beautiful charcuterie board. It wasn't small talk, but truly great conversation and laughs! Third pro: Price This tour was the same as viator options BUT IT WAS PRIVATE to our group---win win! No having to worry about other people getting too close, being too rowdy/loud, or rude. It allowed us to relax even more. I simply cannot say enough positive things about the service and fun Captain Luis and Gaby provided. I am a typical Type A lawyer, who has trouble relaxing/turning everything off, but for the three or so hours I was on the boat, I was just a thirty-something year old able to have fun and enjoy the ocean and surroundings. If we are ever able to return to Old San Juan, this would be my first booking.

  5. SH

    Syed

    Private San Juan Bay Cruise 37' Sailboat

    This is a lot of fun for the whole family. We went out for 3 hours, sailed just past the old fort then doubled back, dropped anchor midway through, had some snacks, swam a bit in the ocean, then sailed back. Friendly captain and first mate. Would go with them again.

  6. JG

    Joseph

    Private San Juan Bay Cruise 37' Sailboat

    You know the best thing about booking a boat tour in Puerto Rico? The Captains and First Mates you get to meet. The tour was everything to be memorable. From sunsets, music, kind people, great atmosphere, for whatever the occasion, the Captain and 1st Mate have made our trips, it's hard not to become friends, so we have, with all we have met. I can tell you though that Captain Luis and Daryl were top notch, and great people, we have already booked another trip as of the writing of this review, don't forget to ask about his fishing academy, for the best fishing in Puerto Rico