Puerto Rico Sailing Trips
+22Embark on a world-class sailing adventure with Puerto Rico Sailing Trips, a locally owned company with over 18 years of experience in delivering unforgettable experiences. Ranked #5 on TripAdvisor, we specialize in intimate, first-class charters aboard our pristine 2018 Lagoon 380 catamaran.
Departing from Safe Harbor Puerto del Rey Marina in Fajardo, the largest and most impressive marina in the Caribbean, our award-winning Janise Sailing Day & Afternoon Charters offer a luxurious escape for up to six guests.
Set sail on a five-hour day charter to breathtaking destinations, enjoy a gourmet lunch with refreshing drinks, and dive into crystal-clear waters for snorkeling and swimming. If you prefer a shorter trip, the three-hour afternoon charter provides the perfect mix of relaxation and adventure, complete with island vibes, complimentary drinks, delicious snacks, and a stunning sunset. You can even choose our extended 8-hour private day charter.
Every charter includes unlimited drinks such as beer, wine, sangria, soft drinks, and water. Snorkeling gear is provided so you can explore vibrant marine life, along with a gourmet lunch on the five-hour and eight-hour charter and snacks on every trip. Our catamaran is family-friendly and alcohol-friendly, and swimming is encouraged.
With only six guests per trip, you’ll enjoy an exclusive and crowd-free experience. Located just 45 minutes from San Juan, we offer access to Puerto Rico’s most stunning waters. Our USCG-certified crew ensures the highest level of safety, professionalism, and hospitality.
Book now and experience the magic of Puerto Rico from the best seat in the house—the deck of our luxury catamaran!
Captain
Ivan Purcell
Most popular features
What the boat is like
Trip availability and prices
Your operator
Fajardo, Puerto Rico
I feel great pride in being part of the best and professional crew to make your sailing day in our charters one that is fun with safety as our 1st priority. Our friendly first mates and I are bilingual and will ensure all guests receive first-class service. I count with more than 5 years of expertise in the sailing charter industry. Our great reviews have been the reason to be in the top positions in travel social media. We are sure our sailing experience will bring memories that you will treasure forever. My credentials in the nautical industry include: • 6 years of experience • USCG Captains License OUPV Captains License • Master Motor Vessel 100 Tons • Auxiliary Sailing Endorsement • First Aid / CPR Certified We also count with USCG certified captains with more than 40 years experience in sailing. Our friendly first mates are real professionals and bilingual.
Captain Ricardo C.
Captain
Captain Bill F.
Captain
Monica K.
First mate
Ashley G.
First mate
Which kind of activities are offered
Sailing, Catamaran & Gulet Tours
Snorkeling & Diving Tours
Which amenities are available onboard
GPS
VHF Radio
Chart Plotter
Depth Finder
Sonar
Autopilot
Anchor
Wheel Steering
Life Jackets
Kitchen
Shower
Bow Sundeck
Audio System
Inside Speakers
Outside Speakers
Refrigerator
Grill
Galley Stove and Oven
What add-ons can be available onboard
Snorkeling Equipment
Snacks
Drinks
Beverages include beer, wine and homemade sangria.
Lunch
BBQ lunch is included in our 5 and 8 hour charter.
What’s allowed on the boat
Child Friendly
Alcohol
Please specify If you are bringing your alcohol.
Glass Bottles
Swimming
You must specify that you have swimming skills.
Red Wine
Customers can also choose white wine.
What additional terms you should be aware of
Security deposit is not required
A refundable deposit is not required by the charter operator.
How cancellations work
Free cancellation up to 3 days prior to trip
You can cancel or modify your booking up to 3 days before the trip date, free of charge. If you cancel or modify your booking later, or fail to show up, you'll forfeit 100% of what you've paid.
How you can pay
Reserve with a 20% booking deposit, pay the captain the rest
When the captain confirms your trip, BoatBooker charges your credit card a 20% booking deposit to guarantee your reservation.
The remaining balance is to be paid directly to the charter operator on or prior to your trip date in one of the following payment methods:
Bank Transfer
FAQs about Puerto Rico Sailing Trips
What are the trip rates for Puerto Rico Sailing Trips?
Puerto Rico Sailing Trips offers the following trips to customers:
- US $995 per group - 3 Hour – Afternoon Sailing Charter (3 hours)
- US $1,395 per group - 5 Hour – Morning Sailing Charter (5 hours)
- US $2,395 per group - 8 Hour – Private Sailing Charter (8 hours)
Which amenities are available onboard with Puerto Rico Sailing Trips?
When you book a trip with Puerto Rico Sailing Trips, you can expect the following amenities onboard:
- GPS
- VHF Radio
- Chart Plotter
- Depth Finder
- Sonar
- Autopilot
- Anchor
- Wheel Steering
- Life Jackets
- Kitchen
- Shower
- Bow Sundeck
- Audio System
- Inside Speakers
- Outside Speakers
- Refrigerator
- Grill
- Galley Stove and Oven
What add-ons can be available with Puerto Rico Sailing Trips?
Trips booked with Puerto Rico Sailing Trips include:
- Snorkeling Equipment
- Snacks
- Drinks
- Lunch
Which kinds of activities does Puerto Rico Sailing Trips offer?
Puerto Rico Sailing Trips offers the following activities:
- Sailing, Catamaran & Gulet Tours
- Snorkeling & Diving Tours
Customer reviews
Rating summary
Photo by reviewers (1)
Customer rating
Customers claimed
Good experience
100%
Appropriate for children
100%
Friendly captain
100%
Satisfied with the boat
100%
Recommend this charter
100%
Experience:
Boat
Crew
Overall
April boating trip
8 Hour – Private Sailing Charter on April 2, 2025