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.
More ways to explore the area's outdoor wonders
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.
Difficulty
easy
Duration
1.5 hours
Fitness Level
Suitable for most fitness levels; ability to step on/off a dock and stand on a moving deck is required.
Wildlife
History
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.
Conservation
Keep sunscreen reef-safe and avoid single-use plastics; the harbor supports sensitive reef and mangrove habitats that benefit from low-impact tourism.
Reserve your spot on the San Juan Bay Day Sail with Drinks Included today and enjoy a trusted, highly rated experience designed to help you make the most of your adventure.
Arrive Early for Check-in
Security gate and dock access can add 10–20 minutes—be at the marina at least 30 minutes before departure as required.
Bring Photo ID
Names on tickets must match legal ID for boarding and verification.
Sun Protection
Open-deck sailing exposes you to strong tropical sun—use reef-safe sunscreen and a hat.
Expect Bare-Deck Policy
Shoes are not allowed on board; pack easy-to-remove footwear and bring grip or deck socks if you want traction.
Valid Photo ID
Required on-site to verify booking and names.
Reef-safe Sunscreen
Protects skin during exposed sailing and helps preserve marine ecosystems.
summer
Light Windbreaker
Shields against spray and cooler breezes on the bay.
spring
Grip/Deck Socks
Provides traction on deck since regular shoes must be removed.