All Ages • 2 Hour Sunset Charters • Up to Six People
Sail Old San Juan’s coastline on a private two-hour classic boat charter that lets you take the helm, learn basic sailing skills, and watch the sun slip behind Castillo San Felipe del Morro. Intimate, hands-on, and ideal for photographers or couples seeking a short, memorable outing on the Caribbean.
More ways to explore the area's outdoor wonders
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Difficulty
easy
Duration
2 hours
Fitness Level
Light activity: able to step aboard and stand for periods; no special fitness required
Wildlife
History
Guests view Castillo San Felipe del Morro and Castillo San Cristóbal—Spanish-era fortifications dating back to the 16th century that shaped San Juan’s maritime history.
Conservation
Avoid anchoring on reef areas, pack out trash, and use reef-safe sunscreen to protect nearby coral habitats and marine life.
Puerto Rico Boat Trips
All Ages • 2 Hour Sunset Charters • Up to Six People
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.
Arrive early for check-in
Plan to get to the marina 15–20 minutes early for the safety briefing and boarding; space is limited on this private charter.
Dress for changing temperatures
Bring a light wind layer—temperatures can drop after sunset even in summer, and sea breezes feel cooler on deck.
Protect your camera gear
Use a fast lens and a wrist strap; low-light sunset shots are best with image stabilization and secure handling on a moving boat.
Stay hydrated and snack smart
Bring water and light snacks if you have dietary needs; operators typically provide bottled water but confirm ahead of time.
Sunglasses with UV protection
Protects eyes from low-angle sun and reflective glare off the water.
summer
Light wind jacket
Blocks the evening sea breeze after sunset and keeps you comfortable on deck.
winter
Camera with fast lens
Essential for capturing sunset colors and architectural details in low light.
Non-slip deck shoes
Provide secure footing on wet or moving surfaces when boarding and moving about the boat.