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“Great combination of everything you would want to do in Puerto Rico to make your trip right! A boat ride, a little PR history, refreshments, music, dancing, y una fiesta!!! 💃🏽 Highly recommend. We had a great time!”
★★★★★★★★★★
1,320 reviewsFrom $109.00by Rico Sun Tours
Check Availability →Read our full review →
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“What an incredible experience! The sunset sail was intimate, relaxing, and absolutely beautiful. Our captain was interesting, knowledgeable, and genuinely funny—he brought so much personality to the trip and made the whole experiRead more”
★★★★★★★★★★
710 reviewsFrom $115.00by Sail San Juan Bay
Check Availability →Read our full review →
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
Check Availability →Read our full review →
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“Me and my girls had a great time. The water was perfect tranquil with a beautiful sunset. Thank you Rafael and Sophia!”
★★★★★★★★★★
622 reviewsFrom $119.00by Sail PR
Check Availability →Read our full review →
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“Our tour guide “WikiPablo” was the most informative and personable tour guide we have ever had. He even offered to let us contact him with further questions the following days after the tour through his socials / email. He was almost a memRead more”
★★★★★★★★★★
559 reviewsFrom $179.00by Spoon
Check Availability →Read our full review →
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“We had a very nice relaxing time, the Captain and Stew were great! This is a trip to make with your partner or friends.”
★★★★★★★★★★
502 reviewsFrom $99.00by Sail PR
Check Availability →Read our full review →
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“Great experience! Staff are the best! Do not book if you’re afraid of heights and ruin other peoples experiences, good vibes only! Food was amazing, and presentation on point! It’s a lot of fun, scary, but fun! Music the entire time with a full course…”
★★★★★★★★★★
326 reviewsFrom $159.00by FlyDining Puerto Rico
Check Availability →Read our full review →
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“It was a great trip! Everyone was really friendly, the boat ride was relaxing and the bioluminescent bay was really neat.”
★★★★★★★★★★
258 reviewsFrom $65.00by Mareaito Charters
Check Availability →Read our full review →
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“So fun!!! The instructor was awesome and worked at a pace that worked for everyone. He was easy to follow and a great teacher. Tip: bring off, we got ate up by mosquitoes in this area.”
★★★★★★★★★★
208 reviewsFrom $29.00by Salsa Tours PR
Check Availability →Read our full review →
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“Nice trip out into the bay with stunning view of the fort. Captain and mate were very pleasant. I enjoyed watched their sailing skills. Would recommend.”
★★★★★★★★★★
173 reviewsFrom $99.00by Sail San Juan Bay
Check Availability →Read our full review →
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“We had the best afternoon with Captain Jimbo! He took us around the bay, found a spot for us to take a dip in the water outside of Old San Juan, and gave us a fun history lesson! He was conversational without being annoying, and…”
★★★★★★★★★★
138 reviewsFrom $494.00by Sail Snorkel Party inc.
Check Availability →Read our full review →
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 an amazing experience. Highly recommend it to everyone. Best crew and best group of people on this catamaran. Food was amazing. Arroz con gandules, pernil, pollo asado, ensaladas, pan for lunch. Then fresh fruit and cn the way back helado de coco and…”
★★★★★★★★★★
96 reviewsFrom $195.00by Sail Getaway
Check Availability →Read our full review →
Experience stunning sunsets and historic sights on this private San Juan bay boat cruise, complete with champagne, snacks, and expert guides.
★ 5.0“Amazing Date Night away from the crowd to experience San Juan. We really enjoyed it and would recommend it as a date night. Although im sure its fun with a group.”
★★★★★★★★★★
44 reviewsFrom $349.00by Encanto Boat Tours
Check Availability →Read our full review →
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
Check Availability →Read our full review →