Luxury captained and bareboat charters aboard Stamas 31' and Grand Banks 42' — sunset views, swim stops, music, and optional chef.
Choose from captained and bareboat Cruise & Swim trips that sail past Old San Juan’s landmarks and stop for Caribbean swims.
Boat Tourboat-charters · San Juan
Float off Old San Juan’s fort-lined shore, swim clear Caribbean water, and sing karaoke under the sun on a small-group Grand Banks cruise. PR Rentals packs music, local stories, and customizable stops into a lively two-hour Bay experience.
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.
“Every outing is organized with local river knowledge, basic safety instruction, and equipment checks before departure.”
Departs from San Juan Bay
Captained and bareboat options
Sunset vibes and swim stops
Bring food or add a chef
Open the individual experience guide to confirm current availability, pricing, policies, conditions, and inclusions before booking.
The operator provides clear meeting points, departure times, and destination coordinates for all outings.
Personal flotation devices, emergency protocols, equipment checks, and paddling orientations are provided before departure.
Recommended layering, water shoes, sunscreen, and dry bags are detailed in each experience guide.
Guides share rich knowledge of regional flora, fauna, scenic landmarks, and river navigation.
A glimpse into the experiences, natural landscapes, and adventures waiting on your next trip.
Images supplied on the current PR Rentals listing.
PR Rentals offers a variety of guided outdoor excursions, scenic routes, rentals, and custom itineraries tailored for families, couples, and adventure enthusiasts.
Yes. Most trips feature comprehensive safety orientations, equipment fittings, and calm routes suited for first-time adventurers. Check the details on individual experience guides for specific age and skill requirements.
Standard safety equipment (such as certified life vests and essential gear) is supplied for each booking. Detailed checklists regarding weather-appropriate attire and personal items are provided prior to departure.
Check availability for captained or bareboat Cruise & Swim trips on Stamas 31' and Grand Banks 42' — plan a sunset sail or daytime swim adventure.
boat-charters · San Juan
Swap cobblestones for Caribbean blue on a private Grand Banks 42' BareBoat cruise from San Juan Bay Marina. Swim, snorkel, and sing along to live music while sailing past El Morro and the Old San Juan waterfront.
Boat Tourboat-charters · San Juan
Board a classic Grand Banks 42' for a two-hour sunset cruise in San Juan Bay—swim in Caribbean water, sing karaoke, and watch Old San Juan’s forts light up from the water. Perfect for small groups looking for a short, high-impact harbor experience.
Boat Tourboat-charters · San Juan
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.
Boat Tourboat-charters · San Juan
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.
Boat Tourboat-charters · San Juan
Short on time but craving sunset, sea, and a splash of Puerto Rican party energy? This two-hour captained Grand Banks cruise from San Juan Bay Marina blends swimming, skyline views of Old San Juan, and onboard karaoke for a compact, memorable evening on the Caribbean.
Boat Tourboat-charters · San Juan
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.
Boat Tourboat-charters · San Juan
Short on time but craving sea air? This two-hour captained Stamas 31' cruise from San Juan Bay Marina mixes swimming, live music, and intimate city views—perfect for small groups who want a private taste of Puerto Rico’s shoreline.
Click into any experience card above to view current dates, live availability, transparent pricing, cancellation policies, and booking details.