We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Old San Juan Sunset Sail

  • Enjoy a sunset sailing trip in Old San Juan Harbor
  • Admire the historic sights of Old San Juan lit by the golden light of the setting sun
  • Travel aboard a 19th-century style topsail schooner
Old San Juan Sunset Sail
From US$95.00
Check Availability
  • Overview
  • What to Expect
  • Important Information
  • Reviews
  • Q&A
Select Date and Travellers
5pm DepartureMost Popular
Tour departs at 5pm
From US$95.00
5:30pm Departure
Tour departs at 5:30pm
From US$95.00
Float past hundreds of years of history and picturesque scenery during this 2-hour sunset sailing excursion in Old San Juan Harbor. Climb aboard the "Amazing Grace," a topsail schooner fashioned in the style of 19th-century American sailing vessels, for an unforgettable ride past the wonders of this historic area. As you sail you’ll enjoy up-close views of Old San Juan sights like El Morro fortress, La Fortaleza, Paseo la Princesa and more, all set aglow by the fading late afternoon light. A guide and complimentary beverages and snacks are all covered.
What to Expect

Meet your captain between Pier 3 and 4 at Old San Juan cruise port, where your boat, a 19th-century style topsail schooner called the Amazing Grace, sets sails from.

Once aboard, you'll embark on a leisurely sunset cruise of San Juan Bay. Gaze out over the waters, savoring the beauty of El Morro, La Fortaleza, Paseo La Princesa, and other historical sights.

Sip wine and sample appetizers while you relax on the deck of this stunning vessel, representative of the traditional American sailing crafts the found the British in the War of Independence and again in 1812.

Your cruise concludes back at the original departure point after roughly two hours.

Reviews (63)
1 - 5 of 26 reviews
Reviewed 3 weeks ago
Short & (very) Sweet Sunset Cruise

I am Puerto Rican and visit at least twice a year. This year my mom came with, and hadn't been to Puerto Rico is 20 years. I thought it would be fun to do some of the touristy stuff in Old San Juan. This boat...More

Date of experience: November 2018
1  Thank Brittany V
IrisGonzalezEIE, Owner at East Island Excursions, responded to this reviewResponded 2 weeks ago

Brittany, thank you so much for all your support! It's so great to hear you and your mom enjoyed your time with us. I'm thrilled everything was to your liking. Hope we have you back next time you're in town! All the best, Iris Gonzalez,...More

Reviewed 9 October 2018
Great people but crowded

I was able to catch a ride with this cruise of the harbor while the owners were aboard. It is a nice sail and the captain was super knowledgeable about the area pointing out different historical points and giving us history lessons. We had two...More

Date of experience: August 2018
4  Thank ThePassionLife
IrisGonzalezOwner, Owner at East Island Excursions, responded to this reviewResponded 13 October 2018

Thanks so much for giving us a try and adventuring with us. I'm sorry to hear you weren't completely thrilled with the larger tour -- we always want our guests to have an amazing time no matter what. I hope you'll be back for another...More

Reviewed 6 October 2018

I had a wonderful experience sailing on this boat and its crew. It was very entertaining, the snacks (small meals) and liquor were included, and the captain was very entertaining. It made my visit to PR very memorable and would definitely recommend it to any...More

Date of experience: April 2018
2  Thank Ricardo B
IrisGonzalezOwner, Owner at East Island Excursions, responded to this reviewResponded 11 October 2018

Ricardo, thanks for sailing with us! I'm so glad you had a great time and created some memories that will last a lifetime. I'm hoping you'll make your way back very soon! Best, Iris Gonzalez, Owner

Reviewed 2 October 2018
Interesting information, beautiful seas

Was great to get some great information about the area and check out the sea around the island. 4/5 stars because the seats were not very comfortable.

Date of experience: August 2018
1  Thank DannyDp
IrisGonzalezOwner, Owner at East Island Excursions, responded to this reviewResponded 29 October 2018

I'm so happy to hear you had a good time learning about the area and exploring with us! I'm very thankful for all your feedback. Looking forward to the next time you're here! All the best, Iris Gonzalez, Owner

Reviewed 18 September 2018
Peaceful, quiet serene cruise under sail in San Juan Harbor

We went with a small group -21 people. The crew has 4. Not crowded! The staff is very cooperative, serving drinks and delicious food. The scenery is spectacular. Old San Juan from the water is a historic view of the past. You get a look...More

Date of experience: September 2018
1  Thank 129maryann
IrisGonzalezOwner, Owner at East Island Excursions, responded to this reviewResponded 8 October 2018

Thanks so much for sailing with us! It's amazing to hear you enjoyed your time and those breathtaking views. Hoping you'll be back for another excursion soon. All the best, Iris Gonzalez, Owner

View more reviews
Questions & Answers
Ask a question
8 November 2018|
AnswerShow all 2 answers
Response from Douglas T | Reviewed this property |
VERY close. You disembark almost directly alongside the Carnival cruise ship.
2 May 2018|
Response from Auntiesu | Reviewed this property |
I did it with a group.