Set sail from San Juan on a private boat tour that reveals historic forts and stunning Caribbean vistas. Perfect for history buffs and maritime lovers alike, this outing combines cultural stories with ocean adventures.
More ways to explore the area's outdoor wonders
Hang tight — photos are loading
This usually takes just a second.
Difficulty
easy
Duration
2–4 hours
Fitness Level
All fitness levels welcome; some physical activity involved in helping with sails or steering
Wildlife
History
This area has been a key strategic point in Caribbean navigation since the Spanish colonial era, heavily influencing local history.
Conservation
The operators prioritize sustainable practices, including waste reduction and respecting marine life habitats.
Puerto Rico Boat Trips
Set sail from San Juan on a private boat tour that reveals historic forts and stunning Caribbean vistas. Perfect for history buffs and maritime lovers alike, this outing combines cultural stories with ocean adventures.
Puerto Rico Boat Trips operates private sailing charters departing from Old San Juan. The operator specializes in personalized, small-group sailing experiences that combine cruising, snorkeling, and coastal sightseeing. Crews are described as experienced and handle navigation, safety briefings, and onboard logistics while guests may choose to help sail or simply relax. Snorkeling gear and a cooler for drinks are provided on applicable charters, helping ensure a comfortable time on the water.
The company’s current offerings include two private options: the Private Quickie Sail and the Private Sailing Excursion from San Juan. The Private Quickie Sail provides a shorter, flexible charter for guests seeking a tailored outing with time to snorkel, swim, or enjoy coastal views. The Private Sailing Excursion from San Juan focuses on historic sightseeing around Old Spanish forts, delivering close-up views of Castillo San Felipe del Morro (El Morro) and Castillo San Cristóbal while crew members share stories about Puerto Rico’s history and maritime heritage.
Trips depart from the waterfront in historic Old San Juan and are organized as private charters to maintain an intimate atmosphere on board. Standard provisions include safety equipment, snorkeling sets when applicable, and a cooler for beverages. Booking, exact departure logistics, trip duration, and group size limits are handled directly by the operator and should be confirmed at reservation. Puerto Rico Boat Trips aims to provide a safe, scenic, and flexible sailing experience tailored to private guests’ preferences. Guests can expect knowledgeable guidance, local insights, and attentive service during each private charter experience.
Location
Old San Juan
Historic waterfront departure point
Trip Types
2 Trips
Private sailing charters available
Crew
Experienced Crew
Crew handles navigation and safety
Included Gear
Snorkel & Cooler
Snorkeling gear and drinks cooler included
Reserve a private charter for snorkeling, historical sightseeing, or a relaxed cruise with an experienced crew — availability is limited for private trips.
Check the weather forecast
Wind and sea conditions can change rapidly; plan your trip on a clear day for the best experience.
Bring sun protection
Apply sunscreen, wear a hat, and bring sunglasses to stay comfortable during your time on the water.
Wear comfortable clothing
Light layers and quick-dry clothing are recommended for blending comfort and practicality.
Confirm crew availability
Make sure to book in advance to ensure the crew and boat are available for your preferred date.
Sunscreen
Protects your skin during long hours on the water.
summer
Hat or cap
Provides additional sun protection for your face.
summer
Waterproof sunglasses
Shields your eyes from the sun and water glare.
year-round
Light layers or boat shirt
Keeps you comfortable and protected from the sun.
year-round