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Welcome to Sail PR! Come sail with us and experience the beauty of the island from the water. We offer small, intimate sailing experiences that will allow you to see all the best that Old San Juan has to offer, from historical landmarks to stunning natural scenery. Our tours are perfect for families looking to create a unique memory, couples wanting a romantic sail and small groups of friends wanting a private boat for themselves.

Our boat is meticulously maintained and our experienced, professional staff strive to provide the best sailing experience in Puerto Rico. Sit back with a drink in hand and enjoy the sights.

Book your sail online today and enjoy the beauty of Puerto Rico.

From $100

per person

Free cancellation up to 24 hours before the experience starts (local time)
Reserve Now and Pay Later – Secure your spot while staying flexible
Book ahead!

On average, this is booked 23 days in advance.

FAQ's

We can accommodate 2-6 passengers for a personal, intimate experience. If you wish your sail to be private you may opt for the Private Charter or reserve the boat for your group. If you are sailing alone we ask that you contact us so we may schedule you with a current group.

Your crew will take care of all the boat handling maneuvers so you may sit back and relax, but you are welcome to take part if you want a more hands-on experience.

We welcome everyone to enjoy the wonderful experience of sailing! However, US Coast Guard requires children under 13 to wear a lifejacket at all times. There is also certain level of physical exertion that may take place to board and move around so we advise caution for the elderly and persons with mobility issues and serious medical conditions.

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Cancellation Policy

Free cancellation

100% refund
No refund
July 29 July 30

You can cancel up to 24 hours in advance of the experience for a full refund.

  • For a full refund, you must cancel at least 24 hours before the experience's start time.
  • If you cancel less than 24 hours before the experience's start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the experience's start time will not be accepted.
  • Cut-off times are based on the experience's local time.
Learn more about cancellations

Select Date

July 2025
Prices shown in USD ($)

Select Travelers

Traveler (Age 7-75)
Minimum: 2, Maximum: 15
5
Price varies by group size

Cancellation Policy

Free cancellation

100% refund
No refund
July 29 July 30

You can cancel up to 24 hours in advance of the experience for a full refund.

  • For a full refund, you must cancel at least 24 hours before the experience's start time.
  • If you cancel less than 24 hours before the experience's start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the experience's start time will not be accepted.
  • Cut-off times are based on the experience's local time.
Learn more about cancellations

Reserve Now & Pay Later

We'll reserve your spot today, and you can cancel up to two days* before your experience without making a payment. Secure your spot with ease, stay flexible, and never miss out.

How it works

1
Find your experience

Choose the experience you want knowing you can secure your spot without being locked in.

2
Make a reservation

Reserve now and pay later to secure your spot, commitment-free.

3
Choose when to pay

Come back to pay once your plans are set, or let auto-pay kick in two days* before your experience.

4
Enjoy your experience

Now you're all set! Have a great time.

Frequently Asked Questions | Terms & Conditions
*Up to 9 days depending on the booking/product