Sail into adventure with the best sailing tours!
Welcome to Sail PR! Come sail with us and experience the beauty of the island from the water. We offer small, intimate sailing experiences that will allow you to see all the best that Old San Juan has to offer, from historical landmarks to stunning natural scenery. Our tours are perfect for families looking to create a unique memory, couples wanting a romantic sail and small groups of friends wanting a private boat for themselves.
Our boat is meticulously maintained and our experienced, professional staff strive to provide the best sailing experience in Puerto Rico. Sit back with a drink in hand and enjoy the sights.
Book your sail online today and enjoy the beauty of Puerto Rico.
Sailing Tours & Private Charters
Morning Mimosas Sail
Enjoy a unique start to your morning, sailing on our spacious catamaran taking in the sights of Old San Juan from the bay.
Make yourself comfortable on the front net and take some sun in or sit back in the shaded cockpit area and sip your drink of choice as we narrate some historical facts along the way.
This one-hour and 30-minute sail includes bottomless mimosas, house rum punch, local Medalla beer, rum and cokes, orange and pineapple juice, soda, and water.
6 spaces are available per sail. To book privately for yourself or a group choose Private Charter.
San Juan Sunset Sail
Our most popular sail! A relaxing cruise around the calm waters of San Juan Bay to enjoy a beautiful sunset and a perfect start to your evening.
See Old San Juan as it changes from daytime to sunset colors and then city lights coming on at night as we are headed back to the marina.
Our two-hour sailing route stays within the calm, protected waters of San Juan Bay for a relaxing experience.
Complimentary refreshments include Prosecco or Cava sparkling wine, our special house rum punch, local Medalla beer, rum and cokes, orange and pineapple juice, soda, or water.
San Juan Bay Afternoon Sail
Soak in the sun with a drink in hand while taking in the sights of Old San Juan and Cataño from a unique point of view.
While the sun is fully out during the time of this sail, the back cockpit area of our catamaran is shaded so you can also enjoy the sail without being subject to the sun.
Bring your lunch and enjoy it aboard; we provide the drinks! Choose from mimosas, house rum punch, local Medalla beer, rum and cokes, orange and pineapple juice, soda, or water.
Our hour and a half sailing route stays within the calm, protected waters of San Juan Bay. Open ocean sail available upon request dependent on weather.
6 spaces available per sail. To book privately for yourself or group choose the Private Charter.
Why choose us?
Top-rated San Juan sails!
We offer the best sailing experiences in Puerto Rico! We have been consistently top-rated in multiple review sites and earned various recognitions. We provide personal attention and top notch service with our crew of expert sailors and hosts. With 3 different sail times to choose from daily, it's easy to fit a great sail into your day. Let us take care of everything aboard so you can unwind and relax.
In an effort to reduce plastic waste in our seas, we do not serve single-use plastics such as straws and water bottles. We provide 100% Britta filtered water. You are welcome to bring along your reusable bottle and we will fill it up for you. We use compostable cups aboard for included drinks.
Our Ohana 2 is defined as “a yacht or other boat with twin hulls in parallel (imagine two separate big canoes joined together by a platform)” it is the most stable sailing experience you can get while still having a full sailing experience feeling the wind in your face and the fluid motion of the ocean. Equipped with a forward net to lay out, shaded area, spacious cabin in case of rain and full bathroom inside your comfort needs are met for a great sail!
What better way to celebrate a special occasion than on a great sail with your loved ones or friends? We’ll make your engagement proposal, birthday party, anniversary, etc. even more special. Let us know of any special requests you may have such as helping to arrange a surprise birthday cake (additional cost), candid pictures, recording of your proposal, or anything else we can do to make your sail memorable.
Words from our customers
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!💙
21st March 2023
Sunset sail was a great experience! Very smooth sailing on the bay, but a little choppy out on the ocean. Captain Willie and First Mate Hector were such excellent and fun guides, I would definitely do it again! We learned a lot, enjoyed great drinks, and had the best time. Highly recommend!!
17th March 2023
The view was terrific. captain and 1st mate were great. A1 experience. Catamaran experience was great.
13th March 2023
Great boat ride around the bay with delicious rum and pineapple drinks! The crew was very friendly and knowledgeable and gave just the right amount of information about the points of interest you can see from the boat. My husband and I were on the trip with two other couples and there was plenty of room so everyone could have a great seat.
10th March 2023
Wonderful boat tour of old San Juan! We explored the city during the day and was wonderful to see it from the water at night. Pedro and Francisco were wonderful and very knowledgeable.
10th March 2023
A great value for an enjoyable boat ride around the harbor. Easy to find. Experienced captain. Accommodating and helpful mate. Plenty of drinks. Doesn't take up the whole day either. Well worth it.
7th March 2023
Amazing time! Worth every penny - the views and explanations about the landscape were perfect. And the sunset was incredible! Would absolutely go again!
5th March 2023
Wonderful outing! Willie and Hector did an awesome job taking us and another couple on a sail of San Juan bay. We were impressed by their focus on safety and making sure that we were all comfortable and enjoying ourselves. They did a great job pointing out landmarks and educating us on the history of the area. I highly recommend this tour. The drinks were great too.
4th March 2023
Easy walk from our airbnb to the marina. The crew were very friendly and pointed out the sites on the cruise. Mimosas were excellent!!
3rd March 2023
Hector and Willie were incredible! They made us feel very secure, they put up with my father-in-law’s humor, and they were extremely knowledgeable. We had a lot of fun, it was an absolutely beautiful experience on a lovely vessel. It was a beautiful experience to see Old San Juan from the water. I’d recommend this to anyone, I just wish it was longer than 90 minutes because I didn’t want to get off the boat!
24th February 2023
The crew made sure we had an amazing time. They were very knowledgeable and made the experience worth it.
20th February 2023
This was a great experience. It’s a small boat and he only takes 6 people but it was a lot of fun. You get to see San Juan from a different perspective. I would definitely recommend.
16th February 2023
We enjoyed the boat ride with amazing views of Puerto Rico from the water. The drinks were great too. Very attentive crew.
9th February 2023
Willie and Hector are amazing! The tour was super fun and the drinks were even better. We will definitely be coming back!
8th February 2023
It’s a must do when in PR. You will not be disappointed. There was a sprinkle of rain and the team navigated around it making for an exceptional sunset cruise.
6th February 2023
So nice and the view was gorgeous! Lovely crew and a very nice boat too Would absolutely do it again
5th February 2023
The day sail was very enjoyable thanks to the Captain and Mate. The drinks were good as well. I highly recommend this sail. They were very friendly and professional. We had a wonderful time.
30th January 2023
The staff was personal and great to sail with. They gave history on Puerto Rico and San Juan. They also talked about history of Puerto Rico culture and gave great recommendations for the rest of our trip.
29th January 2023
The sunset cruise was the highlight of our Puerto Rico trip! My girlfriend and I had such a blast, and the crew was extremely attentive and friendly! They offered to take photos, gave history facts of PR, checked on us to see if we needed another drink, and were very fun! You get to see views all across San Juan. Very romantic activity - highly recommend!
26th January 2023
This was such a relaxing way to see Old San Juan from the water. Captain Francisco and First Mate Hector were awesome! The instructions seem a little intense, but it's necessary because there isn't much signage to direct you where to go. They send you a picture of where to go the day of your trip to make their location on the dock easier to find. If I could give them more stars I would. Will definitely do this again if we ever come to San Juan again!
20th January 2023
Very friendly crew. The boat was clean and we left on time. Enjoyable sail in the San Juan bay. Recommend! Good for a family too!
19th January 2023
My wife and I went to PR for our honeymoon as I'm a PR native raised on the mainland. The staff upon arrival were very kind and very comedic. I was hesitant because I'm bigger and nothing mentioned a weight limit. A team member (I believe they're cousins) (I'm blanking on his name now) assured me, and was very patient as I overcame my anxiety. During the entire trip we had drinks, laughs, and we're educated more on PR after this. Thank you and we will be back!
18th January 2023
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
16th January 2023
A must for anyone wishing to explore the beautiful city of San Juan. The tour group was intimate, engaging, and informative which allowed for a VIP experience. Such a WONDERFUL tour!!
4th January 2023
We had a great time with Captain Willy and Raf. Raf was very knowledgeable and gave us a brief history lesson on Old San Juan.
29th December 2022
We had a great tour of the area, our guides gave us so much history of the area. Later, their info helped give us a better understanding as we walked around old San Juan
20th December 2022
Everything was simply amazing! Beautiful. Intimate. Educational. Serene. And let’s not talk about the drinks. Whewwwww! The rum punch and mimosas were divine! The Captain was great! And so was our guide.. the views were breathtaking! Thank you again for a beautiful tour
15th December 2022
This was a fantastic sailing trip and I highly recommend it. The water was calm, and the air was soothing. I left the cruise so relaxed. The captain and first mate were friendly, accommodating and very knowledgeable of the island. It was a little tricky getting to the boat, bet we’ll worth the adventure. Unfortunately I can only rate this up to a 5.
15th December 2022
Fantastic experience with a wonderful crew! There were only 4 of us (plus the 2 man crew) - it was peaceful/relaxing, informative and drinks a-plenty! Seriously - thank you!
5th December 2022
This was a fantastic trip for us - very welcoming guides/hosts, and a lovely sail around to Old San Juan, complimented by history and fun facts about what we could see. Provided plenty of instructions to find the boat, and offered tasty drinks and refills throughout the trip. We didn't get a great sunset, but it was still well worth it - I wish I could go out again!
23rd November 2022
The trip was great... Very informative, everyone was nice and made the experience very enjoyable especially Willy.... and not to mention the bottomless mimosas & rum punch! 😁 I definitely recommend
21st November 2022
Awesome experience! Loved the route and information given! Beautiful tour, would definitely recommend
21st November 2022
My wife and I took a sunset cruise with SailPR last night. What a great decision it was! We were joined by two other couples and were all in great hands with the crew of Francisco, Rafa, and Willie. The boat was very nice and comfortable. They offered a variety of alcoholic and soft drinks. Refills were plentiful. Seeing the San Juan harbor from the boat was a great perspective. There was plenty of space for all three couples, and we all had great views. It's very windy on the water, which nicely counteracted the Puerto Rico heat. Everyone was in short sleeves or no sleeves, yet no one appeared to be cold even after the sun went down. Rafa regularly appeared at the bow to either refill our drinks or point out notable sights of San Juan. It was quite relaxing to just sit there and be carried by the winds over the tiny waves. We had a great time and would absolutely return on our next trip to San Juan. Highly recommended!
20th November 2022
Second time booking with Fransisco, it’s so beautiful and an amazing experience every time. Have to do this every time I come back to PR it’s a must. The drinks are great, they explain as you go so you know what your looking at but not the whole time so you can sit and enjoy. Bathroom you can use, very clean boat and smooth ride. Don’t forget to tip I’ve seen people each time not tip and they run around so much for us to get drinks it’s only right
5th November 2022
This was easily the highlight of my quick trip to San Juan. We departed and returned on time (the latter was especially important for me, as I had dinner reservations and then my flight home right after); the drinks flowed freely (rum punch and sparkling wine, but also water and sodas), the crew were wonderfully kind and hospitable, and though I was traveling alone there was a great group also on the tour and we ended up getting along fantastically. Bonus points to the company for rescheduling my trip from Friday to Monday when Friday ended up being too overcast for them to be able to provide the full sunset experience—though I was somewhat disappointed it also showed how much they cared that tour guests got the experience they paid for, and Monday's rescheduled trip absolutely was worth it. They were also fully glad to provide a refund if Monday wasn't possible for my schedule, which thankfully it was. Highly recommend this tour whether solo, couples or small groups. Thank you for a great final night in San Juan!
22nd October 2022
Nice sail around San Juan harbor. Captain and first mate were super nice and knowledgeable. The only downfall is we wish it was longer - An hour and a half goes by quick. However we were lucky enough to see dolphins 🐬 and had our share of pineapple mimosas. Would recommend for a quick afternoon activity.
15th October 2022
Great time on catamaran Ohana. Francisco and Rafael were awesome hosts sharing information on the local area, sites and the beautiful boat we were aboard. Rafael kept our drinks filled well sharing historical facts. The couple we cruise with was awesome! All in all a great experience.
6th October 2022
We had such a great time on this sunset catamaran! There were only 6 passengers on board plus Captain Francisco and his first mate. They were so friendly, taught us about all of the landmarks we sailed by and gave us such a relaxing and memorable time. They always made sure our drinks were full and it really was a great experience that I would recommend to anyone!
3rd September 2022
Great boat & crew… relaxing way to see old San Juan from the sea, sipping rum punch and capturing the beautiful afternoon light! Only 6 guests so lots of space to spread out & enjoy.
1st September 2022
Awesome experience!!!! Captain Francisco and 1st mate were fantastic and welcoming. They provided us with historical information, along with delicious drinks to enjoy this sunset cruise!! We would recommend to anyone in San Juan!
25th August 2022
Such an amazing experience. Captain Francisco & Raphael were great tour guides and made our experience so memorable and relaxing. I will definitely be recommending this tour to all of our friends and family.
19th August 2022
We had a great time, enjoyed all of the sites and its history, the Crew was excellent, very professional, friendly and Always making sure we were having a good time and taken care of. Recommend this tour 100% you are in for an awesome trip.
17th August 2022
Amazing information on San Juan and 100% relaxing. The captain and 1st mate were great. Well worth it, a must for a nice, relaxing and romantic trip. My girlfriend and I loved it.
8th August 2022
Relaxing, drinks included and informative on old San Juan. Highly recommend especially if you want to do multiple excursions in one day.
4th August 2022
This was a wonderful way to start our vacation in San Juan. Along with my wife and I, our 19 and 17 year old boys also loved it. Highly recommended.
30th July 2022
This cruise was everything we expected! The crew members were very friendly and provided interesting historical information. The captain shared some great suggestions and tips on places to go and eat in the area. HIGHLY recommend,
28th July 2022
It was the view and history about Old San Juan that really made the cruise interesting as well as fun. You can also create your own fun with a small party.
20th July 2022
The crew awesome and we saw dolphins! Definitely try the punch. 100% recommend this sunset cruise to anyone
13th July 2022
Everything about the trip was amazing. The boat is beautiful and I loved sitting right up front. Winds were good and we really sailed. Crew was knowledgeable and friendly. Drinks kept us all relaxed and happy :-)
1st July 2022
Crew was very friendly and made sure we were comfortable and taken care of. The tour route could be improved, we spent most of the time going back and forth in the same bay but we did see dolphins and again, the crew was wonderful.
28th June 2022
Just being out on the water on a sunny day with the wind in your hair and a rum punch in your hand made this outing soooo relaxing! Add to that the warm and welcoming personality of both the Captain (Francisco) and his First Mate (Rafe) -- and their interesting explanations of points of interest along the way -- and you've got yourself a wonderful experience! (Francisco even helped us find a reputable and reasonably-priced jet ski rental place before we left). The marina, itself is full of interesting boats and yachts to peruse while you wait for your departure, so that was an added bonus. Overall, I highly recommend this experience!
20th June 2022
Excellent attention and a beautiful sailing tour. Fantastic seating and view. I highly recommend this tour.
14th June 2022
It was a nice relaxing sail. The captain and first mate were very friendly and knowledgeable. We didn't see dolphins or turtles which was advertised, but still a good time.
7th June 2022
I had such a good relaxing time . The host were amazing and the rum punch was everything! The sail was very informative .
2nd June 2022
The day sail around the harbor offered an unsurpassed view of the city while Captain Francisco and his First Mate filled in some of the details about the landmarks and history of San Juan. Both were extremely kind, attentive, and fascinating hosts making the experience and view a must for couples seeking romance or families wanting a relaxed tour of old San Juan, the harbor and more.
28th May 2022
Super friendly family-operated business. Great experience, best part of our trip to the island. Highly recommend to anyone who visits San Juan.
23rd May 2022
Wonderful tour of San Juan from the bay. Captain and mate were friendly and knowledgeable. Drinks were good and plentiful. A highly enjoyable and relaxing tour, would definitely recommend.
21st May 2022
Small group on my sailing 6 pax on the trip, both captain and mate are friendly and knowledgeable during the sailing. Complimentary drinks on board. We enjoy the the almost semi private setting of small group. It was a interesting experience to see old San Juan bay differently from a sailboat. Cool experience!
17th May 2022
We learned a lot and the captain and mate we’re both very fun and good energy! They were very attentive and showed the most beautiful parts of San Juan. Thank you for having us!!
11th May 2022
The whole sail was gorgeous! Definitely would recommend for the first few days visiting the island. Pedro and the captain were both so informative and friendly. My boyfriend and I loved every single moment of the experience and the rum punch was great
8th May 2022
Excellent experience! Would definitely suggest to anyone visiting San Juan. The sailor and the guide were both great!
3rd May 2022
We had a spectacular and lovely sailing in the sunset. The captain and first mate told us the history of San Juan while providing drinks. It was a romantic carriage ride of the sea.
2nd May 2022
We really enjoyed ourselves on the sunset sail. The weather was perfect, it was a relaxing, calm ride. I loved that they keep it small to only 6 people. The captain and mate were super friendly and helpful. Absolutely beautiful.
30th April 2022
Francisco and Pedro were wonderful!Best part of your trip!Highly recommended!!! Everything was perfect !
22nd April 2022
Perfect night. The night was beautiful and Pedro kept us entertained with fun facts about Old San Juan and kept the drinks flowing. Captain did a fantastic job keeping us safe and entertained.
18th April 2022
Our first mate and captain were amazing! Very informative and a fun time. Views were incredible! Would definitely recommend.
13th April 2022
Highly recommended for those that enjoy a low-stress, relaxing cruise and have an appreciation for sunsets! Captain Francisco and first mate Pedro nailed it! Promptly departed at 5 pm with six passengers (max capacity - nice!) and plenty of rum punch to be had! Thank you guys for an amazing two hours on the water! And thanks to our fellow passengers - Neil, Alexis and Cynthia - for making it such a great time!
12th April 2022
Top notch Ohana 2 sailing experience. Francisco and Pedro were fantastic! Super safe, super fun. We had an option for drinks (adult and virgin), and there's a boat/over-hammock in the front where passengers can sit and lay on over the water as you sail. Seating is limited to 6 passengers per outing, so it's intimate and interactive. We had a fantastic time and would absolute recommend!
8th April 2022
Both the Captain (Franceso?) and First Mate (Pedro) made the catamaran trip very enjoyable and informative! A must do while in the San Juan area.
5th April 2022
Such an amazing experience, the host were very friendly and informative. I would 100% recommend to anybody visiting.
5th April 2022
Thank you Captain Francisco for another memorable sailing. this was my 2nd sailing which was exactly 4 years apart. My wife Sylvia and I did this for our 13th anniversary unfortunately I lost her in may of 21 to cancer. I made her a promise that I would still go on this journey. I cannot thank you enough for being understanding and for another wonderful memory. when I return in the future this sailing will always be a part of my trips to San Juan.
31st March 2022
My Hubby and I really enjoyed the tour..I was celebrating my birthday and Pedro made it really fun!!! We will definitely refer this tour to our family and friends…
29th March 2022
This sail is a must do for anyone coming to PR. Pedro and Francisco were such good guides and were extremely personable & welcoming! Pedro took amazing pictures for everyone on the boat, which we really appreciated, and was always ready to get us more drinks when we needed them. Definitely a top favorite memory from all of my times coming to Puerto Rico.
29th March 2022
This sunset sail is a MUST DO in Puerto Rico. It is a small group (6 or less) that sets sail around the island. We had a great time enjoying cocktails and the sunset. The crew was absolutely wonderful. We would most definitely recommend this cruise and do it again in a heartbeat!
23rd March 2022
A must do when traveling to San Juan! The captain and tour guide were so knowledgeable and provided us with so many drinks and facts through the tour. I would highly recommend this to anyone visiting!
21st March 2022
Great service. Great information. So much fun!! I wish it it was twice as long because we enjoyed every minute of our morning sail!
14th March 2022
It was such a beautiful experience. Our mate, Pedro was very helpful and equipped with facts. He was also the bartender and photographer. The rum punch was 10/10 and so were the pictures. Both Pedro and the captain made the experience as great as it was! A must do while in Puerto Rico.
9th March 2022
A full moon, a beautiful sunset, good company, and an excellent and accommodating crew made our Valentines Day cruise extraordinary! Shout out to Pedro for providing interesting facts and refilling our drinks and showing us how to skillfully balance while sailing! We’ll never forget the yellow-footed boobies… Book this trip, you will love it!
17th February 2022
This was the first vacation for my husband and I without kids (in 12 years) so it was important to us! With that said, don’t give this decision another thought, just book it! Captain Francisco and Pedro were professional and brilliant! Captain Francisco told us all about San Juan from the beauty of the water and he was so sincere and the most gracious host! He has been sailing since he was four years old and it showed. He could have sailed the catamaran with his eyes closed.Follow the instructions they give when you book. It’s so smooth and easy! There is a restroom on the boat. You don’t need to worry about a thing! Pedro has you covered with drinks and photos - we didn’t lift a finger which was so nice as parents of 4.I only wish we would have started our trip on the Ohana 2. We tried to book the morning mimosa sail the next day, it was so worth it for us both!! They book up fast!
15th February 2022
Our host were nothing less than amazing! We had a great time leaening more about Old San Juan! Would defly recommend to everyone!
15th February 2022
Wonderful sail, beautiful views and very relaxing! Captain and crew were truly attentive. Highly recommended!!!
11th February 2022
Because of our cruise line ( Celebrity) itinerary change we were not able to take our sunset cruise in San Juan . Francisco was friendly and efficient through initial inquiry, booking and cancellation process. We will definitely book another tour with Sail PR when a future cruise finds us in San Juan.
10th February 2022
We had so much fun! Pedro and Francisco were awesome, kept us well informed of what to expect on the boat, and kept us safe! There is a lot of beautiful scenery and history to learn about on this trip. The drinks were great as well. 10/10 recommend!
4th February 2022
BEST thing we did while in San Juan! Captain Francisco and Pedro were fantastic hosts as we sailed around the San Juan harbor, catching amazing views of Old San Juan, some wonderful fun facts about the castles and history (past and present), and of course, fantastic drinks. 10/10 would recommend this experience for anyone visiting. It was a great way to kick off our weekend in Puerto Rico and really put us in the vacation mindset. Thank you Captain Francisco and Pedro!
1st February 2022
Captain Francisco and Pedro were great hosts, they were both quite attentive, knowledgeable of the area and answered all my questions, they both made me feel really comfortable and safe!
1st February 2022
Highly recommend! We had an amazing experience. We planned this as a last adventure the night before we left and it was the perfect ending to our vacation and worth every penny.
31st January 2022
We enjoyed a lovely sunset sail with Captain Francisco and First Mate Pedro on Jan 13. What a fine, relaxing time we had! Joined by 2 other couples, we had plenty of room to spread out and enjoy. The crew was very knowledgeable and friendly and answered all of our many questions. We enjoyed the beverages available and appreciated having a different vantage point to view Old San Juan and El Morro. We had a spectacular sunset to boot! We were ready to do it again the next night, but we’ll have to wait until our next trip.
28th January 2022
We had a great time aboard Ohana2! The crew members were extremely friendly and knowledgeable and the views were beautiful. We even saw dolphins! All while drinking cava. We definitely recommend this experience.
27th January 2022
This was an AMAZING experience will do over and over as I visit Puerto Rico the captain and the mate were very personable.
26th January 2022
Amazing experience!!! Both tour operators were incredibly kind, helpful, knowledgeable and so much fun!!!
19th January 2022
Such a great experience! The guys were so friendly and accommodating. They served drinks, gave us a little tour of San Juan with some history from the water and took great care of us. The boat was very nice and comfortable. Highly recommend!
18th January 2022
I give my experience a 10/10. Firstly the captain wnd crew-mate were super friendly and knowledgeable in the information about the landmarks we were passing as sailing. The drinks were great and they weren't watered down. The captain also had a nice updated playlist going. I would Definitely recommend for those looking for a relaxing sail, not necessarily a turn up
12th January 2022
We did this trip on our last night in Puerto Rico and so glad we did! The group was a nice small gathering of 6 people and it was all outdoors so it felt super safe in this crazy COVID era we live in. Pedro and the captain were super awesome. We all had a blast. This adventure is a MUST DO for anyone visiting the San Juan area!
7th January 2022
It was a nice gentle and informative ride in the bay. Both the captain and mate were friendly and attentive. An intimate ride with more than enough space for everyone.
4th January 2022
Francisco and Pedro made sure we had a great sail on our cruise ship stop in San Juan! We took along our 82-year-old mother and she had a blast!
26th December 2021
This was my 4th time sailing with Captain Fransisco and sail mate Pedro. I count them as family at this point. Thanks again for the amazing time.
13th December 2021
This was the best part of our trip! The catamaran ride itself was incredible, with beautiful views and a relaxing vibe. Seeing Old San Juan from the ocean was well worth it. Captain Francisco and Pedro were awesome, too! Pedro had a lot of information about the sights we were seeing, as well as recommendations on where to go on the island. And he kept the drinks flowing, which my husband loved! Max number of guests is 6, which meant that you weren't crammed in and you could move around the boat easily (we highly recommend sitting up front in the netting!). This company definitely puts quality first!
8th December 2021
Beautiful evening to relax & enjoy the views. Pedro was an especially entertaining host! Would highly recommend to anyone wanting to enjoy Old San Juan from the bay.
1st December 2021
I don’t usually leave reviews but I definitely have to give a big shout out to Pedro and Capt Francisco! This sailing was awesome. Capt Francisco and Pedro were very clear with instructions and all information provided. The atmosphere is very inviting and if you get a good group the conversation will also be great. We didn’t luck out and see any dolphins but the sky ended up being multicolored. Pedro is awesome as first mate and is a awesome photographer so definitely use him..lol. Will definitely book again next time I’m back in Puerto Rico!
22nd November 2021
I would highly recommend this Cruise. We were able to see a great sunset and the crew was fabulous! We are so glad we took this tour.
19th November 2021
Set Sail on a perfect adventure in San Juan, Puerto Rico
San Juan is located in the subtropical region and is the capital of Puerto Rico. It is one of the most visited cities in the world. The main sightseeing attractions include Old San Juan, El Morro, La Fortaleza and Castillo de San Cristóbal. The culture of this City is influenced by its multicultural past and enjoys the reputation of being full of passionate people in music, art and family traditions!
The climate and geography of San Juan, Puerto Rico make it a popular tourist destination. Food is a big part of this place and you won't be disappointed with the local cuisine such as mofongo, a plantain mash or churrasco steak. The flavors of the island are a fantastic combination that you must experience when you visit the city.
Frequently asked questions
We are a convenient 5-10 minute drive from the major hotels in the San Juan, Condado and Isla Verde area in Puerto Rico. We are located in San Juan Bay Marina at Slip A72. If you are taking a cab, ask your driver to take you to San Juan Bay Marina and reference where the Sizzler Restaurant is at. Once at the Marina, walk through the boatyard towards the lower part of Sizzler Restaurant. Once at sea level, go past a Jetski rental kiosk towards the long dock with boats on either side. Our slip is on the left past the white gate that leads to the dock. Slip numbers are marked on the floor.
You may book online here, or by clicking any of the “book now” buttons. We ask that you call, text, or email us for same-day bookings to ensure availability even if the calendar doesn’t show it. Online bookings are handled through a secure and encrypted provider accepting most major credit cards.
For daysails we recommend cool, light clothing, hat, sunglasses and sunblock. While San Juan Bay has very calm waters and you will usually not get wet, there is always the possibility of some small splashes of water. Sunset sails have usually calmer breeze and cooler temperatures so you may dress more comfortably, however we do recommend light clothing. If you choose to go out into the ocean, the possibilities of getting wet are more likely as we will be sailing in bigger seas. No shoes allowed on-board.
We ask that you arrive at least 15 minutes before your sail for a proper safety briefing and preparations. Sails depart sharp on time. Plan to be on time as in consideration to others that may be present we can not delay departure time. Failure to be on time for departure will result in forfeiting full fare or a $50 rebooking fee.
We can accommodate 2-6 passengers for a personal, intimate experience. If you wish your sail to be private you may opt for the Private Charter or reserve the boat for your group. If you are sailing alone we ask that you contact us so we may schedule you with a current group.
Your crew will take care of all the boat handling maneuvers so you may sit back and relax, but you are welcome to take part if you want a more hands-on experience.
As we usually sail in very calm waters, the possibilities of getting seasick are almost zero. However, if you have gotten motion sickness at other times, we do recommend taking some remedies beforehand.
We offer complimentary soda, water, local beer, rum & coke and special rum punch for adults over 18 years of age. Sunset sails also include Spanish Cava or Prosecco.
We welcome everyone to enjoy the wonderful experience of sailing! However, US Coast Guard requires children under 13 to wear a lifejacket at all times. There is also certain level of physical exertion that may take place to board and move around so we advise caution for the elderly and persons with mobility issues and serious medical conditions.
Of course! We encourage you to do so. Our speaker is bluetooth ready so you may connect your own device and use your personal playlist. We use Spotify and Pandora and may look up your favorite station.
While the times shown are our standard offerings we are always available for special requests. Give us a call or email us to make special arrangements
We have a 48 hour cancellation notice policy for full refund. 48 hours or less cancellations forfeit 50% fare. 24 hour cancellations forfeit full fare. No shows, late to departure time or same-day booking cancellations will forfeit 100% fare.
We want you to enjoy a great experience while sailing with us so we would reschedule your sail for another day when the weather is ideal. If this would not be possible due to your travel plans, we would offer a full refund. The decision to cancel due to weather rests solely on the Captain. Tropical weather can change quite rapidly so some decisions to cancel might be last minute, however we always take into consideration your time and alternate plans so we try to always cancel at least an hour in advance from our scheduled departure time.
Just be ready for a great sailing experience! If you do have any additional questions, please feel free to call, text or email us and we will gladly clear up any doubts.