Float out of Old San Juan for a 90-minute catamaran sail that pairs coastal history with easygoing ocean time. Complimentary beverages are served in moderation—this is a scenic day sail with a professional crew, not an open-bar cruise.
Float out of Old San Juan for a 90-minute catamaran sail that pairs coastal history with easygoing ocean time. Complimentary beverages are served in moderation—this is a scenic day sail with a professional crew, not an open-bar cruise.
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Operated by Sail PR · San Juan, Puerto Rico
The hull slips away from the dock and the city skyline loosens its grip—Old San Juan’s pastel facades and stone fortifications recede as trade winds fill the sails. Onboard a 37-foot catamaran, groups and couples settle into a measured, comfortable rhythm: soft swell underfoot, a spray of sea air, and the captain steering a course along the harbor mouth.
easy.
1.5 hours.
Suitable for most fitness levels; ability to step on/off a dock and stand on a moving deck is required.
The tour is 90 minutes and departs from San Juan Bay Marina, Slip A72 — check-in is required at least 30 minutes before departure.
Yes, complimentary alcoholic and non-alcoholic beverages are provided in moderation (mimosas, local rum punch, beer); this is not an open bar.
No; shoes are not allowed on the boat and will be stored during the sail—bring socks or wear footwear that’s easy to remove.
The harbor and short duration reduce exposure, but those sensitive to motion should consider medication or stay toward the center of the boat to minimize roll.
San Juan Bay was a strategic Spanish harbor from the 16th century; forts like San Felipe del Morro and San Cristóbal protected one of the Caribbean’s busiest colonial ports.
Keep sunscreen reef-safe and avoid single-use plastics; the harbor supports sensitive reef and mangrove habitats that benefit from low-impact tourism.
Sail PR operates guided outdoor trips and adventures with an emphasis on safety, stewardship, and memorable experiences.




Book with Sail PR
Book directly with Sail PR for the best rates and real-time scheduling.
Reserve Now