San Juan
A sunset sail is the lazy highlight of a San Juan trip, and I collected my favorite boats for it. They slip out of San Juan Bay and put El Morro’s walls in view right at golden hour. The bay stays calm even when winter swell pounds the north coast.
Experience stunning San Juan sunsets from the water with a 1.5-hour boat ride featuring scenic views, drinks, snacks, and engaging commentary—perfect for a relaxed yet memorable evening.
Most Popular★ 4.5“The tour was amazing along with the host Rafael. It was informational and fun. We did the tour during the evening hours and watched the sun set and had drinks and snacks and danced. Amazing time!”
★★★★★★★★★★
1,320 reviewsFrom $109.00by Rico Sun Tours
Set sail on a serene sunset journey by San Juan Historical Bay, where breathtaking views and personalized service await, creating an unforgettable experience.
★ 4.5“It was a great sunset tour. Had a nice sangria to celebrate my husband’s 60th birthday trip. The captain and crew were amazing.”
★★★★★★★★★★
710 reviewsFrom $115.00by Sail San Juan Bay
Discover Old San Juan’s charm during a 2-hour sunset walking tour, with expert guides, stunning views, and insider tips perfect for first-timers and history lovers alike.
★ 5.0“Excellent walking tour with a historical and architectural focus. Wear your wheat walking shoes! Thank you Antonio!”
★★★★★★★★★★
634 reviewsFrom $39.00by Patria Tours Puerto Rico
Lose yourself in the mesmerizing beauty of San Juan's sunset as you set sail on a catamaran, but be prepared for the unexpected surprises that await.
★ 5.0“The cruise was great. Easy going and fun. Beautiful views of San Juan. Couldn't ask for anything more. Very friendly staff.”
★★★★★★★★★★
622 reviewsFrom $119.00by Sail PR
Keen travelers embark on a captivating culinary adventure in Old San Juan, where tantalizing flavors and hidden gems await, leaving them hungry for more.
★ 5.0“Great time! Our tour guide Elliot from Spoon was very kind and knowledgeable and allowed us to be immersed into Puerto Rican culture and history. He shared so much of his personal story which brought us closer to the people and Old San Juan is…”
★★★★★★★★★★
559 reviewsFrom $179.00by Spoon
Tantalize your senses with a San Juan Bay Day Sail With Drinks Included, as we uncover the thrilling features and benefits of this unforgettable adventure.
★ 5.0“Great experience. The crew was nice and informative and provided good options for drinks as well as allowed us to bring our own.”
★★★★★★★★★★
502 reviewsFrom $99.00by Sail PR
Experience a thrilling dinner suspended high above Old San Juan, with stunning sunset and city lights views, gourmet cuisine, and a lively atmosphere.
★ 4.5“This was soooo cool wanted to do the brunch but it’s only Saturday and Sundays so we booked a tour and this as well”
★★★★★★★★★★
326 reviewsFrom $159.00by FlyDining Puerto Rico
Experience Puerto Rico’s bioluminescent bay and sunset with a swim, guided boat ride, and stunning views—perfect for adventure seekers and nature lovers alike.
★ 5.0“Definitely bring towels and snorkel gear! At the sandbar you will snorkel with tarpon and in the bio bay you can get a close up glimpse of the sparkles under water!”
★★★★★★★★★★
258 reviewsFrom $65.00by Mareaito Charters
Experience a scenic sunset salsa class on Puerto Rico’s beaches, perfect for beginners and culture lovers seeking fun, views, and authentic vibes.
★ 4.5“Very fun. Great teacher and great music. The view was beatiful and it was very romantic with my boyfriend. Also very affordable especially for the hour of dancing nonstop! Great workout too”
★★★★★★★★★★
208 reviewsFrom $29.00by Salsa Tours PR
Experience San Juan's beauty on a 2-hour daytime sailing tour aboard an authentic sailboat, with stunning views, knowledgeable guides, and local wildlife spotting.
★ 4.5“It was a super fun time. We sailed while our tour guide explained a lot about Old San Juan and other parts of Puerto Rico that we passed.”
★★★★★★★★★★
173 reviewsFrom $99.00by Sail San Juan Bay
Mystify your senses and unlock a world of adventure with a private sailing excursion from San Juan, where the possibilities are endless.
★ 5.0“We had a great time and learned the 3 steps of how to sail. The Captain was a great source of knowledge.”
★★★★★★★★★★
138 reviewsFrom $494.00by Sail Snorkel Party inc.
Experience luxury on a Puerto Rico catamaran cruise with all-inclusive food, drinks, snorkeling, and beach stops. Perfect for relaxing adventurers.
★ 5.0“We had a blast!!! Food was soo delicious crew members were awesome always made sure we had our drinks filled up!!! love the beach!! This was the best part of my trip!!”
★★★★★★★★★★
96 reviewsFrom $195.00by Sail Getaway
Experience stunning sunsets and historic sights on a private Old San Juan bay boat cruise. Enjoy Champagne, snacks, and expert insights in a relaxed setting.
★ 5.0“Wow, what an amazing captin! Will definitely do it again i love supporting the locals he was very informative 👏🏽”
★★★★★★★★★★
44 reviewsFrom $349.00by Encanto Boat Tours
Discover Puerto Rico’s stunning west coast with this full-day tour from San Juan, featuring scenic stops, cultural sights, and a breathtaking sunset at Rincón Beach.
From $400.00by Transport and Experiences Puerto Rico
San Juan packs rainforest, glowing water, and 500 years of history into one small corner of Puerto Rico; start here.