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Welcome to the website of PUERTO RICO SAILING TRIPS. We specialize in offering the first-class service in our sailing charter business. As one of the top companies in Tripadvisor, we integrate our nautical expertise, commitment to the best service and culinary talent into our sailing charters so that you sit back and enjoy a lifetime of amazingly memorable moments. 

Puerto Rico Sailing Trips offers the exclusive Janise Sailing Day Charter and Janise Sailing Afternoon Charter in a comfortable catamaran. Our expert team strives to provide the best customer service and a memorable sailing experience on the beautiful Puerto Rico sea coasts. Come sail with us to the pristine islands of Palomino or Piñeros located at just 1-hour sailing time from Safeharbor Puerto Del Rey Marina in Fajardo.

Our positive testimonials have made us earn the top positions in TripAdvisor as well as being recognized with TripAdvisor’s Travelers' Choice Award for our nautical boating expertise and terrific customer service. Come and experience why we are in the very top positions on Tripadvisor out of 70 companies in Fajardo!

Unlike the large boat charters, we have small private groups which make for a wonderful experience on the water. We take a limit of 6 guests to ensure compliance with our USCG boat permits. Our crew includes the USCG-certified licensed captain and 1 first mate.

An impeccable boat fleet, the expertise in nautical tourism, and personalized service come together for a uniquely amazing sailing charter experience. Our vessels are meticulously maintained and outfitted for comfort and performance. 

We meet in Safeharbor Puerto del Rey Marina, Fajardo which is a 45-minute drive from San Juan. There's plenty of free parking and state-of-art facilities in the marina. The GPS address for the location is ‘PUERTO DEL REY MARINA FAJARDO’.

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.

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 Guests

Guest (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.