San Juan

14 Best San Juan Sunset Cruises

The evening boats out of San Juan Bay: sunset sails past El Morro’s walls and harbor rides as the fortress lights come up. The Spanish built the forts to watch this water; now the boats return the favor.

4.San Juan Catamaran Sunset Sail with Drinks Included

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

“Guys were knowledgeable, very friendly, and made all of us feel welcome and comfortable. Loved that it was just 2 other couples with us. It felt like an evening on the water with friends!”

Check Availability →Read our full review →

5.Savor the Sunset: Old San Juan Walking Food Tour

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

“⭐️⭐️⭐️⭐️⭐️ Savor the Sunset: Viejo San Juan Food Tour with Pablo Garcia (Spoon Tours) My daughter and I joined the Savor the Sunset tour with Pablo Garcia, and it was absolutely incredible! We visited four unique establishments, each offering authentic Puerto Rican cuisine and refreshing…”

Check Availability →Read our full review →

9.Sunset Salsa Beach Class in San Juan

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 a fun experience with a beautiful setting in the beach at sunset. Charlotte is a passionate instructor who wants to see everyone be successful. The movements begin with the basic steps and builds up. This is fun to go with a partner and…”

Check Availability →Read our full review →

10.San Juan Historical Bay Daytime Sailing Tour

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

“Our captain was very engaging, pointing out landmarks and interesting sights within the bay. His crewmanwas also knowledgeable. It was a laid back trip with just our group of 4. A new experience for all of us, which we enjoyed very much”

Check Availability →Read our full review →

11.Sail Away: Private Scenic Excursion from San Juan

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 such a great time sailing today. We're on a cruise so it was so nice to break away from the crowds and have the sailboat to ourselves (family of 6). My husband loved getting to learn more about sailing and the rest of…”

Check Availability →Read our full review →

12.Icacos: Luxury Sailing Catamaran All Inclusive Beach and Snorkel

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

“Amazing experience from start to finish. Beautiful, clean boat; professional and friendly crew; a gorgeous island with crystal-clear water and great snorkeling; delicious lunch, fun drinks, and plenty of water toys. The surprise “boat race” on the way back was the perfect ending. Our whole…”

Check Availability →Read our full review →

13.Private Old San Juan Bay Boat Sunset-Night Cruise

Experience stunning sunsets and historic sights on this private San Juan bay boat cruise, complete with champagne, snacks, and expert guides.

★ 5.0

“Did the tour with wife, daughter and son in law and of course Captain Nicholas. Arrived at the marina a little early so had a drink and waited at a place right on the water . We saw the captain arrive and begin prepping the…”

Check Availability →Read our full review →