Cookies & Agreements

By continuing to use this website, you have read and agree to the Terms of Use and agree to the collection and use of your information by cookies and similar technologies, as set forth in our Privacy Policy.

Sunset Cruise in San Juan Puerto RicoSunset Cruise in San Juan Puerto RicoSunset Cruise in San Juan Puerto RicoSunset Cruise in San Juan Puerto Rico

San Juan Sunset Cruise: Private Sailing Tour of Historic Old San Juan Bay

With Captain

5.0(4 reviews) ·
6 bookings
·
  • Looks Good

    This date is available.

ABOUT THE TRIP: Experience the beauty of Old San Juan from the water with a private sunset cruise. This unforgettable two-hour sailing adventure offers breathtaking views of the historic city as the sun dips below the horizon. Relax and take in the sights while enjoying the peaceful breeze and the glow of the evening sky. The trip runs from 6 PM to 8 PM, with duration slightly dependent on wind conditions. ABOUT THE BOAT: Sail in comfort aboard a 36-foot Pearson sloop, a well-crafted and stable sailing vessel designed for a smooth and enjoyable ride. With ample space for up to six passengers, this private charter provides an intimate and relaxing atmosphere for couples, families, or small groups. WHAT'S INCLUDED: This private charter accommodates up to six guests and includes a two-hour sunset sailing experience. WHAT'S NOT INCLUDED: Tips are not included, but are always appreciated. DEPARTURE LOCATION: San Juan, Puerto Rico. OTHER THINGS TO KNOW: Trip duration may vary slightly depending on wind conditions. Be sure to arrive on time to make the most of your sunset sailing experience.

Jimbo

Jimbo

188 total bookings
Superowner
Capacity
6 guests
Sailing
Daysailer

Reviews

5.0 (4 reviews)
  • Listing Accuracy

    Awesome
  • Departure & Return

    Awesome
  • Vessel & Equipment

    Awesome
  • Communication

    Awesome
  • Value

    Awesome
  • Itinerary & Experience

    Awesome
  1. Sunset Cruise in San Juan Puerto Rico
  2. Sunset Cruise in San Juan Puerto Rico
2 photos have been added by reviewers who booked this listing.
  1. BK

    Brian

    Sailing with Jimbo was the highlight of our trip to San Juan! Can’t say enough about the whole experience. Jimbo gave great historical insights, was an engaging storyteller and most importantly was a great Captain that made the sail both exciting and safe. 10/10 would book again.

  2. AV

    Ana

    Fantastic evening , sunset cruise ! Jimbo the captain was great and all of us had a great time .

  3. KG

    Kaiyu
  4. TL

    Tina
Jimbo

Jimbo

188 total bookings
Superowner

We are located between San Juan and Fajardo, Puerto Rico.

Features & Details

  • Sloop
  • Pearson
  • Capacity: 6 people max

Departure Location

The boat's approximate location on a map

You’ll get helpful information for your departure after your booking is confirmed.

Street Address For Arrival

Street Address For Arrival

50 Marginal Road
San Juan, San Juan, 00907
Puerto Rico
Departure Location

Departure Location

Same as Street Address

Cancellation Policy

Free cancellation up to 2 days before your trip.

Additional Terms & Information

Frequently Asked Questions: • Are children allowed? Yes. All ages. Everyone is counted as a passenger, even if they are carried on a lap.  • Where do we go? What do we see? We Sail from our dock out into the San Juan Bay, aiming at the old historic Spanish Forts. We will talk a little history if you like, and have a cocktail or two. The Captain can usually let you sail, if that’s what you have in mind.   • What if it rains? Trips will continue during light rain or passing storm. If the safety of the vessel is in question, the Captain has the right to abort/cancel. • Wheelchairs? Most boats are not wheelchair accessible. However, if a guest feels confident enough to take our boat trips then we can be accommodating.  • Do you serve food? We do not include food but, you are welcome to bring your own. Light alcoholic drink, Sodas and water are included.  Price is for the Whole Boat, Private. 

Similar Listings

Private San Juan Bay Cruise 37' Sailboat
Sailing in San Juan · 6 guests

Private San Juan Bay Cruise 37' Sailboat

5.0
Superowner
$195/hour
Private Luxury Catamaran - Old San Juan
Sailing in San Juan · 12 guests

Private Luxury Catamaran - Old San Juan

5.0
$575/hour
Private Sail Aboard Classic 1969 Sloop in San Juan, Puerto Rico
Sailing in San Juan · 6 guests

Private Sail Aboard Classic 1969 Sloop in San Juan, Puerto Rico

4.9
Superowner
$198/hour
Instant Book
All Inclusive 40' Catamaran Sailing Experience - Old San Juan
Sailing in San Juan · 6 guests

All Inclusive 40' Catamaran Sailing Experience - Old San Juan

New
$725/hour
With Captain
  • Hourly Only
  • With Captain Only