Private Sail Sunset or Bay Tours with Free Drinks & Tapas

Old San Juan, Puerto Rico



Build Caribbean historical memories aboard! Explore Old San Juan from the water full of Caribbean Flare while enjoying complementary beverage and charcuterie tray.

Private Sailboat Tour of Old San Juan with Tapas and Drinks

This private sailboat tour in Old San Juan suits couples, families, and small groups seeking a personalized waterfront experience.

Highlights

  • Private sailboat reserved for your group only
  • Explore Old San Juan’s historical landmarks with a Caribbean atmosphere
  • Complementary beverages and tapas served on board
  • Professional, US Coast Guard-certified captain and crew

Description

Enjoy a personalized sailing tour along Old San Juan’s coastline, including close-up views of El Morro Castle and other historical sites. Choose a morning, daytime, or sunset departure to match your schedule. Complimentary tapas and local drinks are provided as you cruise near the walled city.

The captain and crew bring years of experience and local knowledge, sharing stories about San Juan’s history and culture. This tour offers opportunities to swim and snorkel, with water toys available upon request for an additional fee.

Includes

  • Captain, tour guide, and mate
  • Exclusive private tour for your group
  • Free charcuterie tray and homemade sangria
  • Wireless music connection onboard
  • Visits to El Morro Castle, La Fortaleza, San Cristobal, The Door of Old San Juan, Bacardi Factory, The Gateway of the New World, and New San Juan beaches
  • Swimming time with optional snorkeling (additional fees apply)

Excludes

  • Hotel pickup and drop-off
  • Gratuities

Important Information

  • A menu for additional beverages, food, and water toys will be sent before the tour. Orders must be made at least 2 hours in advance and depend on availability.

Cancellation Policy

Cancel up to 24 hours before the tour for a full refund.

Booking tip: Reserve morning or sunset trips for cooler temperatures and softer light. Bring swimwear and sunscreen if you plan to swim or snorkel.

Frequently Asked Questions

The tour includes a private sailboat exclusively for your group, complimentary drinks and tapas, and professional service from U.S. Coast Guard-certified captains along Old San Juan's coastline.
These tours are designed for small groups or families looking for a private and personalized sailing experience in Puerto Rico.
The tours navigate the historic coastline around Old San Juan, offering views of Puerto Rico's waterfront and landmarks.
Yes, the tours are suitable for families, including children, as long as all safety guidelines are followed.
Tour duration varies; please check the website for current schedules and timing information.
Yes, complimentary beverages and tapas are served onboard during the sailing experience.
No prior sailing experience is needed since certified captains handle all navigation and operation of the sailboat.
Tours are subject to weather conditions for safety; cancellations or rescheduling may occur if necessary.
Bookings can be made online through the activity's official website or authorized travel platforms.

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