Places for Nature and Adventure

Sailing in Puerto Rico

Sailing in puerto rico to icacos island on a snorkeling daysail.

Sailing in Puerto Rico

There’s nothing that screams Island life more than sailing on the crystal clear waters of Puerto Rico. The wind, the waves and a dolphin can create the perfect tropical experience. Cap it off with some snorkeling, a couple of refreshing concoctions and paradise gets a lot closer. 

We’ve put together a couple of great options for your sailing in Puerto Rico experience. Some are in the metro area but most are based on the East coast marinas. Those are within an hour of small offshore islands. You can select a two hour beach catamaran rental, a snorkeling daysail or a 7 day offshore island charter. We’ll start small and work our way up. 

Day sails

Metro Area

Escuela de Vela de Carolina– Located in the Balneario de Carolina and run by a 5-time Olympian sailor. Here you can learn to sail or even rent a small beach catamaran or sailboard by the hour and cruise the protected bay. Contact 787-220-8750.

Daysailing in Puerto Rico, escuela de vela de carolina, sailboar rental
Rent a beach catamaran at the Escuela de Vela de Carolina


Sail San Juan Bay– Take a sail on San Juan Bay and experience the historic forts and the port from a sailors point of view. An easy sail in the protected waters for small groups of 6. Sunset tours are the best. Contact 787-667-7778.

East Coast

East Island, Puerto del Rey – This company is chock full of options for all budgets and time frames. They offer twice daily, 6 hour group catamaran sailing/snorkeling trips with lunch and punch included. Another option is private catamaran rentals for up to 19 people or arrange one-day 6 person all day sailing adventures where you get to choose your route. They even offer transportation from the metro area. Book through

Bellaventuras, Puerto del Rey – luxury private catamaran daysails. For a more private, exclusive experience book this 43 foot catamaran for up to 6 people. There are three different food and drink options available. Look online at

Multi-day sail charters

Sail Caribe- Puerto del Rey– If you want to go on a 7-day charter to Culebra and Vieques aboard a 44 monohull or catamaran this is a good option. They offer bareboat and captained options and even have a suggested itinerary that makes sure you get the best out of your experience. Check them out at

Get ready to feel the wind in your hair and the salt spray on your face when you go sailing in Puerto Rico!

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