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Sailboats
Set sail with these traditional wind-powered boats
$100-$725
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$950
Kayaks
Who says you need a motor to have fun on the water?
$195
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$275
Fishing Charters
Let a captain do the driving while you do the fishing
$950
LM
Lauren
Private Luxury Sailing Experience out of Old San Juan
This was a total highlight of our trip!!! The communication leading up to the charter was awesome and very prompt- all of my questions were answered. The captain (Krista!!) and crew were just amazing- truly had the most wonderful day. The boat is so comfortable, well stocked, and beautiful! They were super chill and worked with us on what we wanted to do and see. 10/10 would recommend and we will be back next time we come to PR!!!
John
Private Luxury Sailing Experience out of Old San Juan
The Blue Doubloon was an amazing time for my best friends bachelor party. We had a group of 11 and the bareboat was perfect, we cruised around the bay for a bit and did some swimming before cruising the the Atlantic for a bit. The captain and crew couldn't have been more accommodating, i would highly recommend booking this boat!
CH
Chelsey
Private Luxury Sailing Experience out of Old San Juan
The boat was better than I expected. Our crew captain krista and David were AMAZING!!!!! And super accommodating to the BEST of her abilities. If you are sailing with Todd you will not be disappointed and captain krista is the best request her highly recommended. Boat was clean, everyone super friendly. I had an amazing time that you for making my birthday experience great.
BS
Brie
Private Luxury Sailing Experience out of Old San Juan
We couldn't have booked a better boat! Our group outing was for a sunset sail for 3.5 hours. The communication prior to the excursion was excellent, the directions to get to the marina location were straightforward, the boat was just as described and was fully equipped with a cooler, fridge, ice, yeti cups and bowls/plates for the food we brought. Krista and Kyle were an amazing captain and crew! They educated us on some of the history of Puerto Rico and took all the photos we could have ever wanted. It did rain a bit during our ride, but that didn't stop us from having fun as we just went under the covered portion of the boat for awhile to hang out. We got to see the sunset, a rainbow, and they even took us out a bit longer than originally planned as we were waiting for a cruise ship to pass by. I would highly recommend this boat, captain and crew—it was certainly the highlight of our trip!
SM
Samuel
Private Luxury Sailing Experience out of Old San Juan
I booked a trip for 12 people, which was the perfect size. The captain was amazing and took us around different areas of San Juan as well as let us dock so we could all go swimming. If you are in San Juan I highly recommend this!!
Madison
Private Luxury Sailing Experience out of Old San Juan
10/10 experience!! Rented for myself and 6 bridesmaids for my bachelorette and had the best time ever! Service was exceptional and booking process was so easy. This is the boat to book while you’re in Puerto Rico!
Find the right listing for you and your crew, with options for boat types, group size, captained or self-charter, and lots more.
Found one you like? Send a rental inquiry with your preferred trip details, and you’ll receive an offer from your captain to book.
Coordinate a pick-up place and time, meet your boat captain, and get out onto the water!