SAN JUAN BOAT TOUR FIELD GUIDE
Boricua Beats and Caribbean Swims: A Bareboat Bay Day Cruise Through San Juan
A two-hour luxury bareboat tour from PR Rentals that sails past Old San Juan’s landmarks, anchors for a swim in warm Caribbean water, and features live music, karaoke and onboard amenities.
Boricua Beats and Caribbean Swims: A Bareboat Bay Day Cruise Through San Juan.
From the water, Old San Juan loosens its formality: colorful facades and fortress silhouettes recede as the harbor opens to sun and sea. PR Rentals’ Cruise & Swim San Juan Bay — a sun-filled Bay Beach Day Cruise aboard a Stamas 31' bareboat — pairs shoreline sightlines with open-water swims, live music and karaoke, and the easy hospitality of Puerto Rican hosts. The outing is equal parts scenic sightseeing and relaxed party on the water, with guests free to bring food and drinks or hire an onboard chef. Note: a captain fee is collected at the marina for the two-hour cruise.
Highlights
Outing Highlights
Old San Juan’s landmarks from the water
The cruise steers close enough to the harbor to present Old San Juan’s landmarks from a perspective you can’t get on shore — a core reason travelers choose this bareboat Bay Beach Day Cruise.
Anchor for a Caribbean swim
The itinerary includes time to swim in warm Caribbean waters — the straightforward draw for sunseekers and swimmers looking to cool off in San Juan Bay.
Live music, karaoke and a powerful sound system
Onboard entertainment ranges from live music to karaoke; the boat is fitted with an amazing Bluetooth-capable sound system to keep the party going between sightseeing and swims.
What the day feels like
What the cruise feels like
Expect a compact, convivial two-hour loop: depart the marina, glide past Old San Juan’s waterfront, drop anchor for a swim in the Caribbean, then settle back on deck with music, drinks and island stories from your captain and hosts. The experience blends sightseeing, swimming and social time onboard — guests relax, sip, listen and join in karaoke or live music as the captain shares pieces of San Juan’s history.
Suitability
Who it's for
Who gets the most from this cruise.
Practical planner
Details to review before reserving
Guests may bring their own food and drinks; an onboard chef is also available by request. Bring swimwear and anything you need for a short beach/swim stop.
This is a two-hour Bay Beach Day Cruise.
A $150 captain fee applies for the two-hour cruise and is paid separately at the marina.
Review cancellation policies before reserving.
Frequently asked questions
Planning Your Outing
How long is the cruise?
The Cruise & Swim San Juan Bay outing is two hours long.
Can we bring our own food and drinks?
Yes — guests may bring food and drinks; a chef is also available onboard if you prefer.
Is karaoke or live music available?
Yes — the experience includes live music and karaoke, and the boat has an excellent Bluetooth-capable sound system.
How many people is the boat for?
The offering is aimed at small groups; the headline context lists groups of about 7–12.
Are smoking or drugs allowed on board?
No — smoking and drugs are not permitted on any vessel at any time.
Is there an extra charge for the captain?
Yes — a $150 captain fee for the two-hour cruise is paid separately at the marina.