Tours and Tickets
Sunset Sail by San Juan Historical Bay
4.5

Sunset Sail by San Juan Historical Bay

By Sail San Juan Bay
Add an extra layer of relaxation to your vacation on a sunset sailing cruise from San Juan. It’s the perfect opportunity to take a break from the traffic and city crowds. With space for maximum six passengers, your evening experience is guaranteed to be intimate. The sun, sea, and shore are the perfect backgrounds for your vacation portraits. Unlimited beer, wine, and soft drinks are served on board the boat.

Lowest price guaranteeReserve now & pay laterFree cancellation
from
$93.00
per adult

Ages 1-99, max of 6 per group
Duration: 2h
Start time: Check availability
Mobile ticket
English

Highlights
  • Get the personalized experience of a small group
  • Enjoy complimentary alcoholic and soft drinks
  • See San Juan from an alternative vantage point
  • Observe marine life in its natural habitat

  • All taxes, fees and handling charges
  • Light refreshments
  • Beverages
  • Bottled water
  • Beers, Sangria and Rum n Coke
What's not included
  • Local operator does not accept calls or texts, please read all information thoroughly


Departure details
  • 482 Av. Manuel Fernández Juncos, San Juan, 00901, Puerto Rico SEARCH FOR: SAIL SAN JUAN BAY in your online maps. ** WAIT OUTSIDE BY THE GUARD, STAFF WILL PICK YOU UP ** *** We won't be able to take phone calls or chat ***
Return details
  • Returns to original departure point

  • Not wheelchair accessible
  • Near public transportation
  • Infants must sit on laps
If you have questions about accessibility, we’d be happy to help. Just call the number below and reference the product code: 92366P2

  • Dress code is smart casual, no heels, no hard soles
  • Not recommended for travelers with back problems
  • Not recommended for pregnant travelers
  • No heart problems or other serious medical conditions
  • SAIL SAN JUAN BAY is in Google Maps and Waze.
  • We depart on time ** SHARP **
  • We will cancel if weather is rough or rainy. You'll get refunded.
  • Maximum passenger weight 275
  • We reserve the right of admission.
  • Look for SAIL SAN JUAN BAY in maps, to find the entrance
  • WE WILL PICK UP AT SAN JUAN BAY MARINA GATE
  • Maximum weight 275
  • Most travelers can participate
  • This experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund
  • This experience requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund
  • This tour/activity will have a maximum of 6 travelers

  • For a full refund, cancel at least 24 hours in advance of the start date of the experience.

A note from Sunset Sail by San Juan Historical Bay
  • Our Sailing trips are outdoors marine activity in small groups up to 6 per boat, that is naturally safe and healthy. Just keep distance from staff, mask on and alcohol before boarding.
What you can expect during your visit
  • Hand sanitizer available to travelers and staff
  • Face masks required for guides in public areas
  • Face masks required for travelers in public areas
  • Social distancing enforced throughout experience
  • Safety precautions are provided by the property and are not checked by Tripadvisor for accuracy.

Which attractions will I visit with Sunset Sail by San Juan Historical Bay?
How much is Sunset Sail by San Juan Historical Bay?
Sunset Sail by San Juan Historical Bay price starts from $93.00. Discover and book Sunset Sail by San Juan Historical Bay on Tripadvisor
What is the Sunset Sail by San Juan Historical Bay cancellation policy?
Sunset Sail by San Juan Historical Bay cancellation policy: For a full refund, cancel at least 24 hours in advance of the start date of the experience. Discover and book Sunset Sail by San Juan Historical Bay on Tripadvisor
Which company provides Sunset Sail by San Juan Historical Bay?
Sunset Sail by San Juan Historical Bay is hosted by Sail San Juan Bay. Read reviews, discover additonal experiences or contact Sail San Juan Bay on Tripadvisor. Discover and book Sunset Sail by San Juan Historical Bay on Tripadvisor

If you have questions about this tour or need help making your booking, we’d be happy to help. Just call the number below and reference the product code: 92366P2

Reserve your spot
from $93.00
Itinerary
  • You'll start at
    482 Av. Manuel Fernández Juncos
    482 Av. Manuel Fernández Juncos, San Juan, 00901, Puerto Rico
    SEARCH FOR: SAIL SAN JUAN BAY in your online maps. ** WAIT OUTSIDE BY THE GUARD, STAFF WILL PICK YOU UP ** *** We won't be able to take phone calls or chat ***
    See address & details
  • Pass by
    Castillo San Felipe del Morro
    La Fortaleza - Palacio de Santa Catalina
  • You'll return to the starting point
+
About the operator

Don’t take it from us – here’s what people have to say about this operator.

gwendolynr403
gwendolynr403
00
5 star service
We had the most amazing time. Captain and Maria were so wonderful to my family. This trip to Puerto Rico was a Moth
E4794AGmicheleh
E4794AGmicheleh
00
Exciting and fun trip
Despite getting rained on in a sudden shower, we had a wonderful time! (We could have gone below when the rain star
anad272
anad272
00
Very pleasant
Very pleasant and comfortable ride, but unfortunately we didn´t went near El Cañuelo. Don´t know if it was because
Ronald s
Ronald s
00
A special find in san juan
Such a fabulous sail along sanjuan bay with Captain Ivan...who is so personable and knowledgeable about the histori
K3610GPkimr
K3610GPkimr
00
Great Experience
Best part of my trip so far! Our tour guides were very knowledgeable of area. Will definitely do again if I’m ever
edwkatz
edwkatz
00
Don’t miss great day of sailing!
I’d give this 6 stars if I could! This was the highlight of our trip to PR. Captain joe and Abraham were superb ho
H1500MIkatiep
H1500MIkatiep
00
A whole new way to see the Old Town!
I realized that I couldn't leave Puerto Rico without sailing around Old San Juan and it was totally worth it! After
margaretlH5430NK
margaretlH5430NK
00
Great sailing
captain and mate (husband and wife) provided a great sailing experience. They pointed out historical features and
IArauz
IArauz
00
Highly recommend
Beautiful scenery, knowledgeable and friendly Captain! Loved this as a laid back activity. We lucked up on the perf
Road530306
Road530306
00
Great experience
We had a great time on our sail. The captain was very knowledgeable and friendly and the sangria was great! It wa
Nathaly A
Nathaly A
00
10/10
Great captain and good drinks! Beautiful views, time and vibes. Definitely safe — Would recommend (:
Treva H
Treva H
00
Great sail!
This was such a great excursion! Relaxing sail with experienced sailors with lots of knowledge about the area. Fit
L2130NFdavew
L2130NFdavew
00
Sail&Culture
Sail was very professional. Capt. Joe's and wife the1st mate. We're very knowledable of the history&culture of PR.
alejandrocifuentes28
alejandrocifuentes28
00
Great Time!
Everything was amazing. The captain picked us up on time and took us to the boat. The experience was so relaxing an
Ganette R
Ganette R
00
Great Sail and history lesson
Wonderful sail and the boat Captain was very knowledgeable regarding the history of San Juan. Bay and surrounding a
Detailed Reviews: Reviews order informed by descriptiveness of user-identified themes such as cleanliness, atmosphere, general tips and location information.
Popular mentions

4.5
239 reviews
Excellent
198
Very good
16
Average
2
Poor
2
Terrible
21

John H
Birmingham, AL11 contributions
Jan 2023
This was an amazing experience!! My fiancé and I went on this tour yesterday and were blown away from start to finish. We only had four people on our tour (including us) so it was very intimate. Not like these other tours that cram people on and play loud music. The captain was very kind and knowledgeable. He told us all about the history of where we were, and gave us several suggestions on where to visit and eat. This trip was well worth the money and one I will recommend to anyone visiting San Juan.
Written January 17, 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.

Lacie Flojita
Salt Lake City, UT247 contributions
Nov 2022
We had a great experience on the Sunset Sail with San Juan Historical Bay. We started at 5pm and ended about 7:15pm. The captain and crew were great. The boat is smaller and we have 6 people and the crew and were comfortable but I would recommend it for people living in very large bodies. I would recommend a larger boat.

I do not think the initial instructions were the best but I just messaged the operators the day before and they got right back to me. There was plenty of parking and we met them in an easy-to-find location once we had a few more instructions.

They provide clear instructions to be on time and the traffic in San Juan can be very bad.

They captain provided a lot of great information about the history of San Juan. I wish I would have done this cruise earlier in my trip.
Written November 25, 2022
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.

Ashante' S
1 contribution
Nov 2020 • Family
It was Amazing!! He was so nice. My family really enjoyed the trip , memories we won’t forget . He gave us Great advice on were the locals eat bc we were having a hard time finding good food to eat , and the restaurant he recommended(Metropol in the Sheraton) food was Amazing!! I can’t wait to try the other restaurants. He also gave us a great history lessons on things we passed on the boat .I highly recommend them you won’t be disappointed!!
Written November 8, 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.

mtwierman
Chicago, IL38 contributions
Feb 2022
Experience was fantastic! Captain and assistant Maria were friendly and very informative. This is impressive since they go on 3-5 trips a day. The sangria tasted like Hawaiian Punch with a little rum, which was fine. We tasted it to be polite. We were more of a bottle water crowd at that time. Tip # 1: At least 4 people are seated very close together in the back in addition to the Captain, which was fine for us because we were of the same family. But, typical of non private tourist events, at least 2 people we successfully avoided which were steered to another sail boat were extremely chatty. On a larger boat, even the size of a catamaran you can avoid that type of interaction if you are not in the mood. Big tip #2 and why I didn’t give a 4 or 5: They do not give the address where to be dropped off, which by the way is the entrance to the Club Nautica de San Juan. You can see from other reviews that other people had a hard time figuring this out. I did, but I also had the assistance of the head Bell Boy at the Marriott and two cab drivers (not Uber drivers) that are long time pros of taking tourists to common attractions in and around Old San Juan. I had to actually type in the Google map coordinates into my phone to get specific directions. Our cab driver did too, but his GPS app had us going in circles and the solution was for me to give him my phone. 4 other people in the 11 people scheduled at the same time had the same confusion. Note: you cannot get an Uber in PR without a specific address or name of the destination. I needed to give the cab driver my phone. They do not answer their phone EVER. Their website is clearly not written by anyone with a native AND fluent understanding of English because it contradicts itself. (The totally bilingual head of the bell caps at the Marriott was as confused as I was.) Prior responses to negative reviews on this subject were dismissive stating that huge numbers of people figured out how to arrive at the right location. Seriously, I don’t understand how that is reasonable when it took me about an hour, I speak Spanish and the staff at the Marriott on Ashford was having the same frustrations as I had and this seems to be a chronic criticism. Also, you can’t get an Uber without a specific address. So… the experience was great, but for someone that only speaks English, doesn’t have a phone with the Google maps app (like many iPhones) and isn’t okay turning your phone over to a cab driver that only speaks Spanish, which means You have to translate for him to understand the English of the GPS, I really think the bad reviews about location and rudeness are warranted.
Written February 8, 2022
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.
nofakepirate
28,000 made it to the marina entrance, just by reading this simple instructions included, it is just about reading. **** Reaching the location on time, It's YOUR RESPONSIBILITY. We depart SHARP. ** do not rely on the drivers judgement, verify your address ** CLUB NAUTICO DE SAN JUAN 480 Fernández Juncos Ave. San Juan PR 00907 *** DOES NOT HAVE AN ENTRANCE BY THE FRONT *** *** IT IS NOT SIZZLERS MARINA *** ENTRANCE is by BAHIA URBANA LIGHTHOUSE ************************************ Ggle: https://maps.app.goo.gl/oGmQvDL9fLbvk9Kd6 Wze: https://waze.com/ul/hde3100gbk ************************************ ** WAIT OUTSIDE BY THE GUARD, STAFF WILL PICK YOU UP ** *** We won't be able to take phone calls or chat *** Lets Sail! Sail San Juan Bay
Written February 10, 2022
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

Laurie C
Boston, MA17 contributions
Mar 2023
Similar to the other terrible reviews posted, we read everything and followed directions-but it was still impossible to find the location via maps, map links posted and the attached useless picture texted to us by the owner. The location is very confusing for travelers not familar with the neighbhorhood.

Right before we were supposed to leave, my husband and I needed help finding the location. Ivan 'notafakepirates' voicemail box was conveniently full and he stopped answering texts/did not return phone calls resulting in us missing out on this excursion altogether.

Upon this, they would not refund us, so we lost almost $200.00. Such poor customer service and a complete lack of empathy, blaming the customer for their own incompetence and lack of business sense.
Written March 12, 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.
nofakepirate
Showing up to the a tourism activity, it's customers responsibility. 31,000 thousand people have made it to the location easly with the online maps, but unfortunately a minimum IQ is a requirement . . . . . I had to say that because this is a tourism activity, nobody is familiar to locations, so using maps and reading becomes magical for a few!! We are sailors, with a good sailing mood and, me Captain Ivan, the owner have found that by not taking the phone to explain basic directions to reach the place in the last minute, to people who simply are not responsible neither committed to their sailing activity and just blame anybody else for their incompetence, serves as a strainer for not sailing them and it really works! And we say that in advance, no phone calls. Just remember some people just knows hate, and won't sail, but would find all resources possible to make some damage with a review. We sail people who can read instructions that can find a location using online maps and very good moods only, no refunds for no shows. Use the maps, read our info and you'll get an amazing sailing trip.
Written March 13, 2023
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

Travelers
1 contribution
Dec 2022
Seeing the sunset and the lights at night. The sailboat could be set up to race very quickly. Rum punch was good. No masks were required.
Directions were provided which leads you to the guard gate at the marina where the sail boat is located.
The walk from the cruise port was about 1.3 miles. The sidewalk was broken and had trip hazards. I recommend taking an Uber back to the cruise port.
Written December 11, 2022
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.

Jess
2 contributions
Jul 2022 • Couples
This experience was amazing and so beautiful!! The guide was so knowledgeable and so friendly/personable. He pointed out some historical and very cool facts and buildings about old San Juan! Took us to the castle and explained a-lot of history. And during the downtime on the water we all talked about boxing, food recommendations, restaurant suggestions, family, and laughed at jokes and other fun conversations! The sangrias on the boat were great also! 10/10 definitely recommend!! Would definitely do this again every time i come back. Very relaxing, fun, cool, amazing experience!
Written July 5, 2022
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.

Traveler646667
Elizabeth, NJ12 contributions
Nov 2022 • Couples
Amazing, intimate experience. This is a great way to see Old San Juan and San Juan from the water. Our captain, Ivan, was so friendly and knowledgeable about Puerto Rico. We had a great conversation with him and our fellow passengers the whole time. He took us around the bay and even out on the water a little bit and he gave us excellent recommendations of where to go and eat. The views from the water are fantastic!

Keep in mind that these boats are smaller. There were 4 passengers plus the captain on the boat which was a racing boat. If you get sea sick, if you don’t like sailing on a sail boat that is being moved by actual sails not an engine (not a catamaran or yacht), if you are concerned with being on a small boat, etc. this may not be the tour for you. It’s great if you have a smaller group (maybe max 7 people) and are open for a little ride.
Written November 30, 2022
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.

Mark S
Bradenton, FL22 contributions
Feb 2023
Captain Ivan is not only a superb sailor but a wonderful human being, You need to ignore any negative comments about this excursion. The tour is on a J30 racing sailboat which only holds 6 passengers. 2 people will need to sit up front which is for the more adventurous of you and the other 4 are in the back with the Captain. Ivan knows a lot about the area and if you are staying in San Juan his restaurant recommendations are the best. If you want a true sailing experience then this is the excursion for you!
Thanks Captain Ivan for a wonderful time!
Written March 5, 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.

Kristi W
16 contributions
This was a very intimate setting and the captain was great with Puerto Rico history and had a lot of knowledge about boating. We got to go into open waters for a little bit but it was extremely windy. But it was great and we had a wonderful time. I would def recommend and this sells out really quickly.
Wonderful sunset in the bay.
Captain gave great food suggestions and things to do.
Do it and you won't regret it.
Written April 2, 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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Sunset Sail by San Juan Historical Bay provided by Sail San Juan Bay

Product Overview: Sunset Sail by San Juan Historical Bay

Prices From$93
Number of Reviews238
Number of Photos354
Duration120 minutes