Experience San Juan from the water on a 1.5-hour sunset harbor boat ride, with stunning views, drinks, and engaging commentary—ideal for a relaxing evening.
Most Popular★ 4.5“When we first saw the boat we were very disappointed. But after we sail and the experience we had we really enjoyed ourselves. Very friendly staff and fun atmosphere”
★★★★★★★★★★
1,320 reviewsFrom $109.00by Rico Sun Tours
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Experience the stunning sunset over San Juan Bay on a small-group sailing tour with drinks, history, and breathtaking views—perfect for a relaxing evening.
★ 4.5“Fun captain with historical knowledge of the area. Seating arrangements were 4 seats at the back. 2 seats up front. Good mixture of calm waters and more adventurous waves. Gorgeous sunset views and an overall authentic sailing experience that did not disappoint. 10/10 will do…”
★★★★★★★★★★
710 reviewsFrom $115.00by Sail San Juan Bay
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Discover Old San Juan's charms on a 2-hour sunset walking tour, featuring iconic sites, stunning views, and expert guides for an authentic experience.
★ 5.0“Antonio was such a great guide! We learned so much about the city and had beautiful sunset views. He’s passionate and knowledgeable about San Juan and made us all excited in return. He also ended the tour by sharing some amazing recs for food, nightlife,…”
★★★★★★★★★★
634 reviewsFrom $39.00by Patria Tours Puerto Rico
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Experience a relaxing sunset sail in San Juan with drinks included, intimate group size, stunning views, and friendly crew—perfect for a memorable evening.
★ 5.0“Absolutely beautiful sail! The crew guys were so friendly & it was the perfect end to our PR vacation!”
★★★★★★★★★★
622 reviewsFrom $119.00by Sail PR
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Experience Old San Juan’s flavors and history on a 3-hour sunset food tour with up to five authentic stops, guided by passionate locals and full of flavor.
★ 5.0“Pablo was an excellent guide. Very informative and a pleasure to receive history and information on Puerto Rico.”
★★★★★★★★★★
559 reviewsFrom $179.00by Spoon
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Experience a 90-minute sailing cruise in San Juan with drinks included, passing key landmarks and spotting dolphins, sea turtles, and stunning views.
★ 5.0“10/10, drinks were good, view was good, no complaints here. Make sure you get there very early though because of the traffic.”
★★★★★★★★★★
502 reviewsFrom $99.00by Sail PR
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Experience dinner over Old San Juan from 130ft high with panoramic views, gourmet food, and lively atmosphere—perfect for special occasions and thrill-seekers.
★ 4.5“Service was awesome 👌 they kept us entained for whole trip. I will again go for the entertainment they provided. Fodd was bad 👎”
★★★★★★★★★★
326 reviewsFrom $159.00by FlyDining Puerto Rico
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Experience Puerto Rico’s bioluminescent bay with a swim and sunset cruise, guided by knowledgeable hosts. Perfect for adventure lovers and nature enthusiasts.
★ 5.0“Pro tip: forget your phone and camera, and just be present in a fleeting moment. The Phytoplankton are camera shy, plus, you don’t want to be handling your phone in the dark in the water anyway.”
★★★★★★★★★★
258 reviewsFrom $65.00by Mareaito Charters
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Experience a lively sunset salsa dance class on San Juan’s beach. Fun, scenic, beginner-friendly, and a perfect cultural highlight for your Puerto Rico trip.
★ 4.5“This was such a fun and romantic experience! The setup and view was amazing and the instructor was so great! She helped us every step of the way and was flexible with our booking! Definitely recommend it!”
★★★★★★★★★★
208 reviewsFrom $29.00by Salsa Tours PR
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Experience authentic sailing in San Juan Bay on a quiet, wind-powered sailboat. Enjoy stunning views, local wildlife, and personalized service for $99.
★ 4.5“We had an exclusive tour of the bay and the city. The captain and first hand Abraham were great very friendly and informative.”
★★★★★★★★★★
173 reviewsFrom $99.00by Sail San Juan Bay
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Experience a personalized sailing adventure from San Juan, with options to relax or sail, stunning views, and knowledgeable guides—perfect for all water lovers.
★ 5.0“Awesome experience. Not only did we sail but we learned to sail and applied his teachings while in the bay! Great communicator, fun and funny, thoroughly enjoyed and was worth EVERY PENNY!!! 10 out of 10”
★★★★★★★★★★
138 reviewsFrom $494.00by Sail Snorkel Party inc.
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Experience a luxurious all-inclusive boat trip to Icacos with snorkeling, beach time, water slides, and authentic Puerto Rican cuisine, all aboard a spacious catamaran.
★ 5.0“This was a great experience! We did the snorkeling on the first beach stop and the second one we just enjoyed the beach and the island. The snack food and drinks were good! The staff were very cool, informative and friendly!”
★★★★★★★★★★
96 reviewsFrom $195.00by Sail Getaway
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Experience stunning sunsets and historic sights on this private San Juan bay boat cruise, complete with champagne, snacks, and expert guides.
★ 5.0“We had a fantastic time! Carlos was great and very informed about the area. We were able to see great views and a beautiful sunset.”
★★★★★★★★★★
44 reviewsFrom $349.00by Encanto Boat Tours
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Discover Puerto Rico’s stunning west coast with a full-day tour, visiting iconic sites and ending with a breathtaking sunset at Rincón Beach.
From $400.00by Transport and Experiences Puerto Rico
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