Set sail on a private adventure in Old San Juan with Puerto Rico Boat Trips. Discover secluded reefs, enjoy personalized service, and take in spectacular views on this unforgettable water experience.
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
Minimal physical activity required, suitable for most fitness levels
Wildlife
History
Old San Juan has a long maritime history dating back to the 16th century, reflected in its fortifications and colonial architecture.
Conservation
Puerto Rico Boat Trips adheres to eco-friendly practices, ensuring minimal impact on marine environments and promoting sustainable tourism.
Puerto Rico Boat Trips
Set sail on a private adventure in Old San Juan with Puerto Rico Boat Trips. Discover secluded reefs, enjoy personalized service, and take in spectacular views on this unforgettable water experience.
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.
Bring Sun Protection
Apply sunscreen and wear a hat to stay protected during your time on the water.
Book in Advance
Reserve your private sail early to secure your preferred date and time.
Wear Swimwear
Bring swimwear and a towel if you plan to snorkel or swim.
Stay Hydrated
Carry extra drinks and stay hydrated, especially in hot weather.
Swimsuit
Ideal for snorkeling and swimming during the trip.
summer
Sunscreen
Protects your skin from harsh UV rays while on the water.
summer
Hat or Cap
Provides shade and helps keep you cool.
summer
Camera or Smartphone
Capture the stunning coastal scenes and memorable moments.