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Sail San Juan in Style — Your Private Caribbean Escape! Sail aboard Sail La Vie, the yacht featured in a PlayStation × Rauw Alejandro production, and experience Old San Juan like never before! Discover the magic of Puerto Rico aboard San Juan Bay’s largest monohull sailboat, offering exceptional experience and breathtaking views. Cruise past majestic El Morro Fortress, historic La Fortaleza, the colorful walled city, and iconic landmarks while enjoying refreshing Caribbean breezes and spectacular coastal scenery. Indulge in a complimentary charcuterie board, delicious tapas and our famous homemade signature cocktail as our friendly captain and crew share the fascinating history and charm of San Juan. Choose your perfect escape, morning, afternoon, or a romantic sunset sail, with opportunities for a refreshing swim when conditions permit. Perfect for couples, proposals, bachelor parties, families, friends, and special celebrations. Have a special request? We’ll help make it unforgettable! As featured in PlayStation × Rauw Alejandro! Watch Sail La Vie in action: https://youtu.be/LSWvUqBoids Your Private Yacht. Iconic Views. Unforgettable Memories. Book your exclusive sailing experience today! Video Disclosure: Sail La Vie is the sailing yacht featured in the exterior scenes of the PlayStation × Rauw Alejandro production. Interior scenes were filmed aboard a different vessel.

EJ
A beautiful sunset cruise with my family. Wind was amazing on the bay and there was a bright moon and amazing breeze when we sailed back. Captain Luis and his deckhand Gabby were filled with information about Puerto Rico and the history. Highly recommended!
JL
We took a private boat tour with Captain Luis and Gaby, and it was hands-down one of the best parts of our vacation. From the moment we arrived, we were greeted warmly and walked right over to the boat, which was the perfect size for our group of friends to relax and spread out. Captain Luis is an incredible captain—he navigated the waters with total ease, took us to gorgeous spots all over, and shared fascinating tidbits about Puerto Rico along the way. Both he and Gaby kept the vibes immaculate, sharing delicious sangria and making sure we had everything we needed. We spent the day listening to our favorite music, swimming, enjoying some snacks, and soaking up the sun. If you are looking for a top-tier, stress-free day on the water, I cannot recommend Captain Luis and Gaby enough! We’d book them again in a heartbeat.
JC
Captain Luis & Andrea were incredible. My group enjoyed their energy and appreciation and even though we dealt with some rain and gray sky’s, our experience was phenomenal. I would not only recommend Luis, but I would take another trip out with him when I return to PR. We had an exceptional time at sea. Gracias por todo y hasta la próxima.
GS
I booked with Captain Luis for my sister’s 30th birthday trip, and we all had the best experience! There were 4 of us in San Juan for a long weekend and this was the highlight of our trip. We felt safe, welcome, and taken care of the whole ride - the captain brought refreshments including Sangria that his wife had made which we all loved. He sailed us around and anchored at a beautiful spot to jump in and swim which was so fun. I highly recommend!
KP
It was so much fun ! Captain Luis is very informative and made sure we were all safe ! Andrea is absolutely the best !! She made sure we had everything we needed and we took a lot of great photos! Book I promise you will not be disappointed

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…
You’ll get helpful information for your departure after your booking is confirmed.
Street Address For Arrival
Departure Location
Free cancellation up to 14 days before your trip.
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 2 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.