Private Tour
Private Sunset Sail
Overview
Available languages
2 hours
Mobile ticket
We are the only excursion that allows you to drive the boat during this private excursion. We are the only boat that sails in the dark, at night, wait till you see that sky and moon.!!
Additional Info
Infants and small children can ride in a pram or stroller
Service animals allowed
Public transportation options are available nearby
Suitable for all physical fitness levels
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
What To Expect
Castillo San Felipe del Morro
You can sit back and enjoy sailing on our classic sailboat or, you can steer her yourself. The excursion starts before Sunset and we sail during the night
What‘s Included
Private transportation
Soda/Pop
Guide
We only provide ice, sodas and water
Options
Private Sunset Sail
Reviews
6 reviews
Total reviews and rating from Viator & Tripadvisor
This sailboat experience...
Janai N,May 5, 2026
- Review from Viator
5.00This sailboat experience was the absolute BEST. Not only do you get to drive the boat but the views are amazing and captain jimbo is the coolest ever! So down to earth, knowledgable, and fun! Super accommodating to our party as well. It flies by we literally didn’t have a single second spent in silence there was so much to learn and talk about with the captain. 10/10 would definitely do it again to pick his brain some more and get behind that steering wheel a second time!
Amazing Experience
meganoV302LZ,May 26, 2025
- Review from Tripadvisor
5.00My family has done this excursion twice and we can't wait to go again! Amazing captain and sailing vessel. Beautiful views of the sunset, bay, and Old San Juan. Highly recommend!
Supreme Sunset Sail!
Trudy A,May 21, 2025
- Review from Tripadvisor
5.00This sail was a surprise Christmas present to my wife - best present I ever gave her! Captain Jim is very knowledgeable and lets you sail as much or as little as you want. I chose to be at the helm with Jim close by for support; the sunset cruise was beautiful, calm, and then super exciting when we ventured out of the harbor into the Atlantic Ocean for a brief time. On the way back the lights of the fort and even a meteor (I’m not lying-this is not a fake review) dazzled us. I had recently lost my brother, a pilot, so I knew that meteor was him saying “Hi”. Book this trip, bring your own refreshments, you won’t be disappointed!
Best on the island
Caleb W,May 12, 2025
- Review from Viator
5.00Captain Jimbo is very personable, and engaging. His instructions in sailing were insightful and concise. His temperament was positive and patient. Of the many experiences he offers, ours was masculine and adventurous. This is a must for any adventurous soul.
Unique and beautiful way to see the city!
Venture38329421360,Apr 23, 2025
- Review from Tripadvisor
5.00Beautiful way to see the Harbour and city! Perfect view of the sunset and El Morro. Can’t think of a better way to spend the evening in San Juan! Would highly recommend!
An unforgettable family experience with Captain Jimbo!
decodata,Apr 22, 2025
- Review from Tripadvisor
5.00We had an amazing time on this charter. From the moment we stepped on board, Captain Jimbo made us feel safe, relaxed. His local knowledge, friendly attitude, and attention to detail made the whole experience truly special. The views were breathtaking, and the peaceful time on the water gave us the perfect setting to enjoy quality time as a family. I absolutely loved it and would 100% do it again. Highly recommended!
Related Experiences
Operated by Sail Snorkel Party inc.