Private Tour
San Juan Bay Private Tour with Drinks and Tapas: 4+ people
Overview
Available languages
3 hours
Mobile ticket
Get more time, See more do more!, More Space! Welcome aboard your private water tour aboard a choice between a 37 foot sailboat ot a a high performance Powerboat. Enjoy complimentary local drinks. Your personal tour guide and Pro USCG certified Captain will guide you to stunning and interesting historical points of interest full of Caribbean flare in style and with a high quality sound system. Choose between a bay or sunset water tour. For a minimum of 4 guests or pay for 4 and a maximum of 6. Welcome aboard!
Additional Info
Infants and small children can ride in a pram or stroller
Service animals allowed
Public transportation options are available nearby
Specialized infant seats are available
Not recommended for travelers with poor cardiovascular health
Travelers should have at least a moderate level of physical fitness
Hassel free access. We will send you links and instructions upon request.
UBER: For your convenience, we can provide you with an UBER service at actual cost.
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
What To Expect
La Fortaleza - Palacio de Santa Catalina
A Castle originally built in 1500's to protect the main harbor and to this day is used as The White House or Governor's Mansion. You can enjoy this special spot as long as you wish.
Castillo De San Cristobal
Over 500 year old Castle or Fortress: The second biggest fort constructed to protect the gateway of the new world.
What‘s Included
Trip duration is 3 hours, extendable upon request
Bottled water
One bottle of homemade Sangria
Bluetooth connectivity for an amazing sound system
Charcuterie Tray with cold cuts and fruits
Gratuities
Options
San Juan Bay Private Tour with Drinks and Tapas: 4+ people
Reviews
46 reviews
Total reviews and rating from Viator & Tripadvisor
Amazing sail boat tour
Melanie E,Mar 10, 2026
- Review from Viator
5.00Absolutely Amazing personal experience on this sailboat tour of the harbor. Had a blast even in the rain.
Private getaway
Jessica M,Mar 7, 2026
- Review from Viator
5.00Easy ride from port to destination with uber. About 15 min from port. The private sail was so nice and personable. Gabby and the captain was very knowledgeable. Protip: ask the captain for more starfruits from his brother’s garden for the charcuterie. I have never tasted it so sweet.
Relaxing and scenic
George J,Feb 24, 2026
- Review from Viator
5.00Captain Luis and his first mate gave us a relaxing and informative tour of Old San Juan from the water. Sailing, history, scenery, snacks and warm conversation made this a perfect sunset tour!
Sunset sail was great!
melissafB2122WW,Feb 21, 2026
- Review from Tripadvisor
5.00What a great excursion! Captain Luis and his mate Gabe were the best. We all enjoyed the sunset sail in their professional and incredibly capable hands. Sangria and snacks were delicious. Fun facts and information given about the island added to the experience. Would highly recommend.
Incredible sailing experience
Anita S,Feb 14, 2026
- Review from Viator
5.00Outstanding Highlight of our trip Captain Luis and Gaby were knowledgeable and so much fun! We were two couples and we had the most relaxing and enjoyable day with them We extended our trip by two hours because it was such a beautiful and relaxing experience We will definitely do this again b highly recommend
Family boat trip
Rose R,Feb 7, 2026
- Review from Viator
5.00The private boat trip was the highlight of our visit to Puerto Rico. We truly enjoyed our time with Luis, who is very knowledgeable about the area and provided us with a lot of interesting information and facts about the wildlife and San Juan. The sangria and the charcuterie board his wife provided was a great treat. We plan to return to Puerto Rico and look forward to enjoying another delightful boat trip.
Was a wonderful way to...
Devon S,Nov 23, 2025
- Review from Viator
5.00Was a wonderful way to see the bay. Not a lot of room or comfy seating but it was still excellent. Captain Louis was real solid
An Unforgettable Experience with San Juan Bay Tours!
SG G,Jul 17, 2025
- Review from Viator
5.00This wasn’t just a boat tour. It was a celebration of friendship, life, and Puerto Rico’s beauty!!!!
This an amazing...
Fred T,May 6, 2025
- Review from Viator
5.00This an amazing experience. Our captain was very knowledgeable and polite. He made our private charter amazing!
Relaxing Sail
Toni W,Apr 13, 2025
- Review from Viator
5.00We had a low-key and relaxing sail in San Juan Bay. Luis and his assistant were incredibly kind and laid-back, making sure we were comfortable the entire time. They answered all our questions with a smile, and the homemade sangria from Luis' wife was absolutely delicious!
Related Experiences
Operated by Caribbean Fishing Academy