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Sing karaoke, swim in warm Caribbean water, and watch Old San Juan’s forts glow at sunset aboard a Stamas 31' bareboat. Small groups (7–12) get a private-feeling two-hour cruise with a powerful sound system and optional chef.
Sing karaoke, swim in warm Caribbean water, and watch Old San Juan’s forts glow at sunset aboard a Stamas 31' bareboat. Small groups (7–12) get a private-feeling two-hour cruise with a powerful sound system and optional chef.
Book with PR Rentals
Verified experiences and guided adventures in the surrounding area.
Operated by PR Rentals · San Juan
Board a Stamas 31' bareboat at San Juan Bay Marina, and head out into the warm, blue sweep of the Caribbean as the city sheds its daytime rush. This two-hour sunset cruise leaves from San Juan Bay in San Juan, Puerto Rico, and departs from San Juan Bay Marina at Avenida Manuel Fernández Juncos 482 peer B-12. Guests should arrive an hour early to check in and board. The outing pairs easy swimming, hands on social time, and harbor sightseeing with features that make it feel like a private party afloat. Low freeboard and wide deck space let you move about, sing karaoke, or spread out a meal prepared by an optional chef. A powerful Bluetooth sound system keeps the playlist lively, and room for seven to twelve people keeps the vibe intimate without feeling cramped. From the deck you can point out Castillo San Felipe del Morro, San Cristóbal, and the color-streaked facades of Old San Juan. The fortifications date back to the 16th century, so the scene layers colonial stone against modern harbor activity. Water temperatures are typically warm year round, and shallow seagrass beds near the marina attract bright tropical fish visible from the swim ladder. Swimmers should be comfortable entering and exiting from a small boat. Practical notes include a $150 captain fee for the two-hour charter, paid separately at the marina, and a strict no smoking or drugs policy while aboard. The operator requires punctuality; late arrivals risk losing their reservation. For travelers the trip is ideal for small celebrations, quick group outings, or visitors who want a compact taste of San Juan from the water. It demands no technical skills, can be extended by the hour when available, and fits both casual swimmers and waterfront photographers. As evening light gilds the stone and the city slips into evening, this is a compact, social, and distinctly Puerto Rican way to end a day: music, salt, warm water, and uninterrupted views of Old San Juan that are both cinematic and unpretentious. Before boarding, verify parking and transportation options around the marina; rideshares and taxis are common, but allow buffer time. Bring reef safe sunscreen, a hat, and a light windlayer for the breeze after sunset. If you plan to snorkel, pack a mask and fins or reserve them ahead if the operator offers gear. The chef option can turn the cruise into a memorable dinner with fresh seafood and island flavors, while bringing your own food keeps costs flexible. Keep an eye on weather forecasts; tropical squalls can appear quickly, and captains will prioritize safety. This outing supports local waterfront businesses and connects visitors directly to a working harbor that shapes everyday life in San Juan.
easy.
2 hours.
Light—suitable for people comfortable boarding a small boat and taking short swims
The standard offering is a two-hour sunset charter; you can request extra time per hour if available.
Yes, there is a $150 captain fee for a two-hour charter, which is paid separately at the marina.
Yes, you may bring your own food and drinks, or opt to hire the onboard chef when available.
Minimum seven guests and maximum twelve guests per reservation.
Meet at San Juan Bay Marina, Avenida Manuel Fernández Juncos 482, peer B-12; arrive one hour before departure.
Yes, no smoking or drugs are allowed on any vessel at any time.
Old San Juan’s fortifications, including Castillo San Felipe del Morro and San Cristóbal, date back to the 16th century and reflect centuries of Spanish colonial maritime strategy.
Use reef-safe sunscreen, avoid disturbing seagrass beds when swimming, and pack out all trash to minimize impact on the harbor and nearby reefs.
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