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Sip rum, swim in warm Caribbean water, and sing karaoke as Old San Juan’s forts glow at sunset. This short, private Stamas 31' cruise from San Juan Bay Marina gives six guests an intimate waterfront view of the city’s colonial shoreline.
Sip rum, swim in warm Caribbean water, and sing karaoke as Old San Juan’s forts glow at sunset. This short, private Stamas 31' cruise from San Juan Bay Marina gives six guests an intimate waterfront view of the city’s colonial shoreline.
Book with PR Rentals
Verified experiences and guided adventures in the surrounding area.
Operated by PR Rentals · San Juan
On an early evening in San Juan Bay, hull cutting through warm Caribbean water, the Stamas 31' arrives like a private stage for sunset. Cruise & Swim at Sunset in San Juan's Bay - Stamas 31' Captained offers short, lively trips from San Juan Bay Marina (Avenida Manuel Fernández Juncos, San Juan, 00901), where guests board at PEER B-12 for a two-hour sail that threads past Old San Juan’s colonial ramparts. Designed for groups of up to six, the trip blends swimming, music, and close-up views of El Morro and Castillo San Cristóbal from a vantage most shorewalkers never see. The central features are the open bay, the Caribbean Sea, and Old San Juan’s waterfront landmarks—the forts’ stone silhouettes and the city’s pastel facades reflected in the water. The Stamas 31' anchors in calm water for a swim; the sea here is clear, warm, and fringed by shallow reefs that temper the swell. Onboard, an advanced sound system with Bluetooth and a karaoke setup keeps the mood buoyant; a chef can be arranged or you may bring your own food and drinks. Timing is everything. Departing as the sun lowers, the boat catches that hour when the light slants across the fort walls and the sea turns molten. The captain—described by operators as a veteran sailor—handles traffic through San Juan Bay, from cruise ship lanes to local fishing boats, making it a relaxed, safe outing. The meeting instructions are specific: arrive at San Juan Bay Marina an hour before departure; locate the parking area and ask for PR Rentals Experiences. The boat sits at PEER B-12; punctuality is enforced. This cruise earns its place among San Juan’s outdoor options because it shows both natural and cultural assets in one compact outing. It’s not a long-distance expedition—its strength is intimacy: six guests, a single captain, and direct access to waterfront views that usually require a water taxi or a crowded tour. With options to extend by the hour and add a chef, the experience scales from casual swim stop to private celebration. Practical notes: smoking and drugs are prohibited on board. Bring reef-safe sunscreen and a towel; wear swimwear under lightweight clothes for quick transitions. Expect trade-wind breezes after sunset. Whether you’re seeking a memorable family swim, a small-group celebration, or a low-key photo shoot of El Morro at golden hour, this Captained Stamas 31' cruise is a sharp, local way to feel the water around Old San Juan. Bookings require punctual arrival; missed departures are nonrefundable. The operator enforces capacity limits and harbor rules to protect guests and local traffic. For groups, confirm availability ahead and ask about hourly extensions, chef services, and audio setup to customize your outing plans.
Max 6 guests per booking; the trip is designed for small, private groups.
Yes — you may bring your own food and drinks, or arrange for a chef through the operator.
Meet at San Juan Bay Marina (Avenida Manuel Fernández Juncos, San Juan, 00901). The boat is at PEER B-12; ask for PR Rentals Experiences.
You must be on the boat at departure time; missed departures are nonrefundable per the operator's policy.
The boat anchors in calm water and the captain monitors conditions, but non-swimmers should wear a life jacket and discuss concerns with the crew before entering the water.
No. Smoking and drugs are prohibited on any vessel at any time per the operator's rules.
PR Rentals is a San Juan, Puerto Rico-based charter company offering private cruise-and-swim experiences in San Juan Bay. The company operates Stamas 31' and Grand Banks 42' vessels with both captained and bareboat options. Trips include sunset cruises, daytime swim stops in warm Caribbean waters, live music and onboard karaoke, and the ability to bring food or arrange a chef for a customized onboard meal. Tours showcase views of Old San Juan’s landmarks as boats sail past historic forts, colorful facades, and city skylines. Guests can relax on deck, swim from the boats, and enjoy curated playlists or live entertainment while taking in the bay’s scenery. Captained charters provide a seasoned sailor or experienced captain to handle navigation and safety; bareboat rentals allow competent sailors to take the helm independently. PR Rentals emphasizes flexible, private bookings tailored to small groups, couples, and celebrations. Options span intimate sunset sails on the Stamas 31' to spacious Grand Banks 42' excursions that accommodate longer voyages and social gatherings. Onboard amenities include sound systems for karaoke and music, open decks for sunbathing, and space to store brought food or host a private chef. Bookings depart from San Juan Bay with routes primarily around Old San Juan’s coastline. PR Rentals positions itself as a convenient option for visitors seeking an authentic Boricua sea experience with the choice of captained guidance or bareboat freedom. Reservations can be customized for duration, group size, and onboard services to match schedules, special events, and celebration needs year-round on request.
Book with PR Rentals