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37.5 footer at your service!Private San Juan Bay Cruise 37' SailboatOverviewAmple Deck Space

Private San Juan Bay Cruise 37' Sailboat

5.0(46 reviews)
·
120 bookings
·

Sail along or jump in the waters at the stunning historical landmarks of Old San Juan and it's main attraction: El Morro Castle! Maximize your experience by choosing a morning, day or a sunset outing with FREE TAPAS (APPETIZERS) and Local DRINKS along the walled city of Old San Juan. Any special requests? Let us know. We specialize in building memories to enjoy with your love ones for years to come.  This experience will be an excellent way to maximize and top off your vacation with friends or family. For those interested, our Captain and crew can share San Juan's insights full of history and Caribbean flare.  3 persons minimum but up to 6 may come aboard. We reserve the right of admission.

Starting from

$195/hour
Base Cost
  • $195/hr
    3 hrs min
Captain Included
The base cost includes the Captain.
Captain Luis

Captain Luis

233 total bookings
Capacity
6 guests
Sailing
Cruising Monohull

Check Availability

Reviews

5.0 (46 reviews)
  • Listing Accuracy

    Awesome
  • Departure & Return

    Awesome
  • Vessel & Equipment

    Awesome
  • Communication

    Awesome
  • Value

    Awesome
  • Itinerary & Experience

    Awesome
  1. Private San Juan Bay Cruise 37' Sailboat
  2. Private San Juan Bay Cruise 37' Sailboat
  3. Private San Juan Bay Cruise 37' Sailboat
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  5. Private San Juan Bay Cruise 37' Sailboat
  6. Private San Juan Bay Cruise 37' Sailboat
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  10. Private San Juan Bay Cruise 37' Sailboat
  11. Private San Juan Bay Cruise 37' Sailboat
  12. Private San Juan Bay Cruise 37' Sailboat
42 photos have been added by reviewers who booked this listing.
  1. KB

    Katherin

    Don’t second guess it. Just book it. Luis and Andrea were great! They were helpful before and during the trip. We had gone for a relaxing trip for my cousin’s bachelorette. They offered a charcuterie tray and some Sangria. I would definitely book again, on another trip to PR (:

  2. RB

    Rachel

    This was the highlight of our trip to Puerto Rico. Captain Luis was so communicative and friendly from booking to the end of the trip. I booked this experience for a friends bachelorette and it was her favorite part. He provided sangria and a small charcuterie board which was delicious. We asked to swim and he anchored for about an hour for us to enjoy the beautiful waters. Safety was a priority which we appreciated. He and his first mate Andrea were amazing. Andrea is incredible. Captain Luis even danced salsa for us hahaha.

  3. CF

    Connie

    I had my bachelorette party with 6 women in Capt Luis' boat. I wanted a relaxing sailing experience in San Juan, as well as have the option to jump into the water, if we wanted. This was perfect for us. The water was very calm when we went. Capt Luis was good at listening to what the customer wants, and he adjusted to my preferred timeline, and I really liked that. He was very responsive via text, and email. And I would say, after doing my research and messaging a lot of boat companies, his pricing was the most reasonable and he was also the most responsive. My girls and I had a great time! The only thing I would give others a heads up is that the complimentary tapas and drinks that come with a 3-hour booking, is minimal. So if you and your guests are hungry and thirsty bunch, it is best to bring more of your own tapas/drinks. Regardless, I would still book him again as he was very professional and had great communication skills. It was an easy transaction despite my fickle mind.

  4. JW

    Julie

    Captain Luis and First Mate Gabi were great! It was rather windy the day we went, so we appreciated their sailing experience. Luis gave us a great tour of San Juan Harbor with lots of historical facts. Gabi was very helpful, taking care of our every need. Luis contacted us the day before with all of the details which were spot on, and we were able to order additional food and drinks so all we had to do was show up. I would highly recommend Captain Luis.

  5. Matt
    Matt

    One of the biggest highlights of our trip and we came here to get married! Captain Luis was an exceptional host and so accommodating. Shortly after starting our voyage it felt like we were just out on the water enjoying a beautiful day with an old friend. This is a must-do experience especially for such a reasonable price. Highly, highly recommended!

Captain Luis

Captain Luis

233 total bookings

Welcome aboard amigos! Our pro Captain is US Coast Guard certified with years of experience on the water. The friendly vibe and accommodating vessel will make the difference aboard. Go to places and see things up close and personal. His extra mile focus will make a difference and contribute to your new great memories that will last a lifetime…

Features & Details

Make
Hunter
Model
Legend 37.5
Length
38ft
Year
1994
  • Bar
  • Bluetooth
  • Galley Stove & Oven
  • Life jackets/required safety gear
  • Watersports Equipment
  • Snorkel
  • Berth
  • Guide
  • Furling Mainsail
  • Furling Headsail
  • Fuel type: Diesel
  • Single Engine
  • Chart Plotter
  • Bimini
  • Wheel steering
  • Inboard Engine
  • Cruising Speed
  • Head
  • Music System
  • Other
  • Paddleboard
  • Kayak
  • Sailboat
  • Charter
  • Toilet
  • Cabin
  • Full Bath
  • Radio

Approximate Location

You’ll get directions to the departure location when you make a booking.

The boat's approximate location on a map

Cancellation Policy

Full refund up to 14 days prior.

Additional Terms & Information

Trips are 3 hours minimum. Photos of your trip might be used for promotional purposes and/or for our community outreach efforts. By booking a trip with us you are acknowledging that there are hazards that are present during your trip(s) and accept that neither our own Captains or mates are liable for any injuries or even death related to the handling of the equipment needed for this activities or any animals that may cause harm in the water. Health, Pandemics, Natural Disasters and/or Outbreaks Policy: All trips cancelled by us or by you due to any situation(s) in regards to health, pandemics, natural disasters and/or outbreaks, the payments won't be lost and will be credited for a future trip. Gratuities are not included and will be greatly appreciated by our professional crew. Looking forward in serving and sailing with you. We reserve the right of admission. All bookings are subject to confirmation since we promote our services on other platforms. RECOMMENDATIONS AND DISCLOUSRE: You should bring, sun screen, sun glasses and the best positive energy possible :) Photos of your trip might be used for promotional purposes. By booking a trip with us you are acknowledging that there are hazards that are present during your trip(s) and accept that neither our Captains or mates are liable for any injuries or even death related or caused by the animals or the handling of the equipment needed for this activities. This is a DRUG FREE operation for your safety and in compliance with local law and order. All trips will be confirmed after booking is received. Life vest or floating device will be required and provided for swimming. We will reserve the right of admission. A now show will be considered after 30 minutes of departure time and full rate will be charged and it will be at the discretion of the Captain to credit the full or partial amount to another day and if the schedule and weather allows it. Payments are final if done 14 days or less before the departure date initially reserved. We will refund 100% of the payment if cancellations are received 15 days before the departure date initially reserved. The trips will be private for you and yours only if the minimum of 4 guests is met. If we receive less than the minimum, we will have the right to cancel. Once boat departs from the dock, the payment will be due in full. If the Captain decides to cancel the trip due to any safety issues, the payment will be due in full. 100% of the payment will be refundable if the captain determines that the weather is not safe or if the boat breaks down.

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