About this Experience
What you'll do:
Step aboard the Blue Doubloon, a luxurious 40-foot Bali sailing catamaran docked in beautiful Old San Juan. This is not your typical booze cruise—it’s a private yacht experience just for your group. Whether you're sipping curated wine from our open bar, lounging on the flybridge, or diving into Caribbean waters, this is the perfect mix of relaxation and celebration.
Choose from three incredible options:
All-Inclusive Bay Sail (for up to 6 guests): Enjoy a calm, scenic cruise through San Juan Bay with an open wine & local beer bar, a gourmet meat & cheese board, and a fruit & chocolate platter.
Full-Day Sail & Snorkel: Sail beyond the city to the secluded beaches of Punta Salinas. Swim, snorkel, and sunbathe on your own private yacht.
Bareboat Charter (for 7–12 guests): Larger crew? Book the boat by the hour, select your own captain, and we’ll help coordinate everything—including provisioning. Just sit back and enjoy your day on the water!
Whether it’s a bachelorette bash, birthday party, or group getaway, the Blue Doubloon offers an unforgettable way to celebrate in true island style.
Why we love it for your party:
Full sound system (your playlist, your vibe)
Flybridge sun deck + front lounge = double the tanning space
Unlimited wine and local beer for all-inclusive trips
Private yacht = just your crew, no strangers
Option to swim, snorkel, and anchor at secluded beaches
Completely customizable (food, music, add-ons available)
About this experience partner:
Blue Doubloon is Puerto Rico’s go-to for private luxury sailing experiences, proudly partnered with the Dorado Beach Ritz-Carlton Reserve and the Fairmont El San Juan. Our expert crew provides a seamless and elevated experience for celebrations of all kinds—bachelorette parties, birthdays, wedding groups, or just an unforgettable day at sea with friends. Come sail, sip, and celebrate in the Caribbean breeze.
Additional information:
All bookings are private – your group only
Bareboat option required for groups over 6 people
Captain fees for bareboat ($450–$750) will be paid directly to them to ensure compliance
BYOB or catering available for bareboat charters
Age limit: Guests must be 18+ to consume alcohol (guests under 18 are welcome on private sails but may not drink onboard)
Provided by Blue Doubloon Charters
Joined June 2025
Book This Experience
Visit the experience booking site to check availability and book your experience.
Frequently Asked Questions
What is a bareboat charter?
A bareboat charter is a legal arrangement where the guest (you!) takes full responsibility for the vessel—including hiring the captain and provisioning the boat. For groups larger than 6, U.S. Coast Guard regulations require this model. We’ll provide you with a list of qualified captains to choose from, and once you select one, you simply pay them separately (between $450-$750 depending on length). It’s still a turnkey experience—we’re happy to assist with provisioning, add-ons, and anything else you need.
Is every charter private?
Yes. All of our trips are completely private. You’ll never share the catamaran with other guests. Whether you're a couple or a group of 12, the entire experience is reserved just for you and your crew.
Can we bring our own food and drinks?
Yes! For bareboat charters (7–13 guests), you’re responsible for provisioning the trip—but we’re happy to assist with catering, bar setup, or special requests. For our all-inclusive and full-day sails (up to 6 guests), food and drinks are already included.
What should we bring with us?
Sunscreen, swimsuits, towels, sunglasses, and a good playlist if you want to take over the Bluetooth system! We provide coolers, ice, cups, and all the essentials.
Is snorkeling gear provided?
Yes, for full-day sail & snorkel excursions, we provide masks, snorkels, and flotation aids. If you have your own gear you prefer, feel free to bring it along.
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What happens in case of bad weather?
We monitor conditions closely and will never sail if it’s unsafe. In the case of unsafe weather, we will offer to reschedule your trip or issue a full refund.
