THE ADVENTURE COLLECTIVE® · Independent discovery and booking for outdoor travel
Swap the Old San Juan sidewalks for sun decks and Caribbean swims on the Stamas 31' Bareboat. Small-group, music-forward cruises from San Juan Bay Marina give you a local-led introduction to the harbor’s best swim spots and skyline views.
Swap the Old San Juan sidewalks for sun decks and Caribbean swims on the Stamas 31' Bareboat. Small-group, music-forward cruises from San Juan Bay Marina give you a local-led introduction to the harbor’s best swim spots and skyline views.
Book with PR Rentals
Verified experiences and guided adventures in the surrounding area.
Operated by PR Rentals · San Juan, Puerto Rico
On a bright morning in San Juan, stepping aboard the Stamas 31' Bareboat with PR Rentals feels like slipping into a local celebration at sea. The Cruise & Swim San Juan Bay departs from San Juan Bay Marina (Avenida Manuel Fernández Juncos, San Juan, 00901), placing you within sight of Old San Juan's blue-hued skyline and the 16th‑century stonework of Castillo San Felipe del Morro. From the water, the centuries-old forts, colorful Spanish colonial facades, and the sweep of the harbor resolve into a new perspective that shorelines simply can't offer.
This two-hour Bay Beach Day Cruise is built for groups (minimum 7, maximum 12) who want to trade sidewalks for sun decks. The Stamas 31' is compact and nimble: large enough for socializing, small enough to find quiet coves. You’ll drop anchor in warm Caribbean water for swimming and snorkeling around nearshore coral outcrops, where hard corals, spur-and-groove formations, and small reef fish color the shallows. The crew encourages relaxed exploration—bring a mask to float over sea fans and finger corals.
Onboard is as much a part of the draw as the view. The boat has an amplified sound system with Bluetooth; live music and karaoke are regular features, and a chef can be arranged if you prefer catered bites. Guests may bring their own food and drinks. Expect hosts who share lively Boricua stories about San Juan’s maritime past and modern harbor life; that local voice makes the outing feel like a private party with a historian.
Practical details matter: the meeting point is San Juan Bay Marina; the vessel docks at PEER B-12. Be at the marina one hour before departure—late arrivals risk losing the trip without refund. Note a $150 captain fee for two hours, paid separately at the marina. Smoking and drugs are prohibited on board.
Why this trip stands out: few outings let you swim in genuinely warm Caribbean water while watching Spanish colonial ramparts and cruise ships pass in the same frame. It’s social and flexible—sing a duet, dive off the swim ladder, or sit back and photograph turquoise spreads against weathered walls. For visitors based in San Juan, Condado, or Old San Juan, it’s an easy, high-value way to reframe familiar streets from the sea.
If you want an afternoon that combines local culture, accessible swimming, and a small-boat vibe with the convenience of a known meeting spot, this PR Rentals experience edits all the fussy bits out of a Caribbean daytrip and leaves the parts you remember. Book a cruise for a birthday, family afternoon, or solo reset, and let the captain steer you past postcard angles while you cool off, sing, and absorb a very local kind of joy today.
Meet at San Juan Bay Marina, Avenida Manuel Fernández Juncos, San Juan, 00901; the boat will be at PEER B-12.
Yes. A $150 captain fee for two hours is paid separately at the marina.
Yes. Guests may bring their own food and drinks; a chef is also available by request.
Minimum 7 guests and maximum 12 guests per booking for the Stamas 31' Bareboat.
You must be aboard on time—late arrivals risk losing the trip without refund; transit delays are your responsibility.
No specific age limits provided; passengers should be able to climb a short ladder to swim. Contact the operator for accessibility accommodations.
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