Sail PR
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10:30 AM - 7:00 PM
Monday
10:30 AM - 7:00 PM
Tuesday
10:30 AM - 7:00 PM
Wednesday
10:30 AM - 7:00 PM
Thursday
10:30 AM - 7:00 PM
Friday
10:30 AM - 7:00 PM
Saturday
10:30 AM - 7:00 PM
Sunday
10:30 AM - 7:00 PM
About
Enjoy a complete sailing experience with us on historic San Juan Bay aboard a 37'catamaran. Join us for a romantic sail with your loved one or a fun getaway with a group of friends for a truly unforgettable experience. Take in the sights of Old San Juan from a unique perspective. Your Captain will point out interesting facts and landmarks along the way while your Mate serves up some refreshments. A perfect setting for couples, celebrations, engagements, anniversaries or just a great time with friends!
San Juan, Puerto Rico

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Travelers talk about

Most Recent: Reviews ordered by most recent publish date in descending order.

Detailed Reviews: Reviews ordered by recency and descriptiveness of user-identified themes such as wait time, length of visit, general tips, and location information.

Popular mentions

5.0
5.0 of 5 bubbles616 reviews
Excellent
601
Very good
9
Average
0
Poor
1
Terrible
5

kennethlsolis
New York City, NY1 contribution
5.0 of 5 bubbles
Jan 2020
Amazing sailing experience! I booked the whole boat for 6 people. Glasses were never empty, we played our own music, got some history of what we were seeing, happened to see dolphins. The sunset was 10000% worth it and I am recommending everyone to book with Sail PR.
Written May 14, 2020
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

B W
Galveston, TX2 contributions
5.0 of 5 bubbles
Nov 2019
We visit Puerto Rico a few times a year for 16 years and have sailed with Captain Francisco (Sail PR) multiple times. Sail PR is a wonderful way to see Old San Juan. You will see spectacular views of El Moro, the Old City Walls, and the beautiful Puertorican scenery from the water. Captain Francisco is always very personable and conscientious regarding his customers' expectations. He is also very knowledgeable regrading the sites and history of Puerto Rico. We have always enjoyed the sail. Very relaxing. You will be glad you went on the sail.
Written May 16, 2020
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

DCAtoJFK
New York City, NY14 contributions
5.0 of 5 bubbles
Mar 2020
No regrets about booking this excursion. Both the captain and his assistant were delightful, providing interesting facts about the harbor while keeping everyones' drinks topped off. Gorgeous views of Old PR and El Morro - the best way to appreciate El Morro is from the water! Can't recommend this enough.
Written May 20, 2020
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

Cristin512
Uniontown, OH7 contributions
1.0 of 5 bubbles
Jun 2021 • Family
False advertising!!!! You won’t get a boat or experience as pictured!!!!!! Family of 5 including 3 teens did not get what we paid for. Go with a company with more updated pictures of their boats and food. Captain tuti was not engaging or fun. After what we paid I expected more than a 20min boat ride and 5 hours sitting on a beach.
Do better.
Written June 26, 2021
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Upon communication with this guest and verifying the facts it is evident this is a misleading, malicious and false review. This guest booked our Private Powerboat Charter on our website where the boat advertised (27' Contender POWERboat, not our SAILING catamaran) and the boat they went on is in fact the same one with a big, clear picture on the listing. The description of this service and inclusions in terms of food (light lunch of wraps) and drinks (soda and water) is also clearly listed on our site and were also provided and consumed by guests. This guest was somehow expecting to be on our sailing catamaran "Ohana", which our website clearly lists is only in the San Juan area. Our powerboat "Kaizen" which is in the Fajardo area and only services the Private POWERboat Charter was in fact the boat they booked and went on. This is a new service we are providing and as such doesn't have much pictures on our main website photos so the pictures the guest refers to are of our main sailing catamaran service and we can see where the guest may have gotten mixed up. We have never, in 6 years of operation, used any other boat than the ones we advertise. We take a libelous "false advertising" claim very seriously and will proceed with further actions to see this corrected.
Written July 1, 2021
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

ALaDerrive
Washington DC, DC2 contributions
5.0 of 5 bubbles
Feb 2020
We were supposed to be on the sunset sail, but because of issues with our flight we had to reschedule. The Sail PR team was very accommodating with this and we wound up on the afternoon sail the next day. It was smooth sailing, with all the beverages we needed, and a very knowable guide.
Written May 21, 2020
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

JMoFly
Providence, RI13 contributions
5.0 of 5 bubbles
Jun 2019
We go to Puerto Rico quite frequently. I have used Sail PR three times for private sunset charters. They are very attentive and make you feel as though you are on your own boat the entire time. We have been by ourselves, with our family (mother, grandmother, etc.), and with another couple. Each time, the experience was curated to fit the needs of the different demographics. I will continue to use them.
Written May 21, 2020
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

Mela765
San Francisco, CA35 contributions
5.0 of 5 bubbles
May 2021 • Couples
My Frenchman and I had a lovely sunset sail yesterday with Captain Francisco and his colleague. They limit the tour to just 6 which makes it a very intimate experience. There were only 4 of us on board which made it even nicer. The team was exceptionally professional. The weather was perfect. They provided us with drinks and gave us a tour of the old city from the water. Very romantic. We will definitely come back for a second visit with this company the next time we are in San Juan.
Written May 20, 2021
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

Catherine D
Macon, Georgia, United States1 contribution
5.0 of 5 bubbles
Mar 2023 • Family
WOW! This experience was most definitely the highlight of our trip to Puerto Rico! Captain Francisco and his first mate, Pedro, were extremely personable, knowledgeable, accommodating, and entertaining! We felt honored to sail with someone that has received so many world class accolades. Thank you Sail PR for making our family trip so memorable!💙
Written March 21, 2023
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

unvcm
7 contributions
5.0 of 5 bubbles
Mar 2024 • Friends
this trip with sail pr was fantastic. domingo and his 'first mate' laura were phenomenal. six of us took a day trip to fajardo and had so much fun! the crew displayed the ultimate concern for our safety and ensuring that we had an enjoyable sailing experience. sail pr delivered for sure.
Written March 3, 2024
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

Serena G
3 contributions
5.0 of 5 bubbles
Jan 2023 • Couples
We had an AMAZING cruise....the crew were very friendly and nice to us and the other couple on the boat with us. The made sure our drinks were refilled and gave a nice history of the island and recommendations of others areas to go. Please if you come through give them a try. AMAZING company and customer service
Written January 16, 2023
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

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