Sailing

SAN JUAN

Best Sailing In San Juan

Ranked by traveller popularity

The 5 most popular sailing in San Juan. Here's what they actually deliver, who runs them, and what they cost.

5 Best Sailing In San Juan

Culebra Snorkeling Tour by Catamaran from Fajardo

Culebra Snorkeling Tour by Catamaran from Fajardo - Reef Snorkeling at Carlos Rosario or Luis Peña Nature Reserve

1.Culebra Snorkeling Tour by Catamaran from Fajardo

Most Popular★ 4.5

High-speed catamaran from Fajardo to Culebra for reef snorkeling, buffet lunch with rum punch, and time on Flamenco or Culebrita.

“Water was super choppy which made the boat ride to the island and interesting journey...like a roller coaster, but Captain Jose got us there safely. The snorkeling was nice and Flameco Beach was incredible. Jeff, Orlando, John and Alex were also great. The food was delicious and the drinks were unlimited. Highly recommend.”

2,534 reviewsFrom $180.00by East Island Excursions

Check Availability →Read the review →

Historical San Juan Bay Sunset Sailing Tour

Historical San Juan Bay Sunset Sailing Tour - Morro from the Water: The Big Photo Moment That Makes the Trip Worth It

2.Historical San Juan Bay Sunset Sailing Tour

★ 4.5

Intimate San Juan Bay sunset sail with a local captain, prime Morro photos, and included drinks in a small-group cruise.

“We were at the pickup location at 5pm as we were instructed. There was no one there to meet us and no phone number to contact them. Needless to say we missed the sunset cruise, I contacted Viator and relayed this information and after a half hour they got back to us and said too…”

710 reviewsFrom $115.00by Sail San Juan Bay

Check Availability →Read the review →

San Juan Catamaran Sunset Sail with Drinks Included

San Juan Catamaran Sunset Sail with Drinks Included - What you really get for $119: small-group value and drinks

3.San Juan Catamaran Sunset Sail with Drinks Included

★ 5.0

Small-group sunset sail in San Juan Bay with drinks included. See El Morro and San Juan Gate from the water on a 37-foot catamaran.

“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!”

622 reviewsFrom $119.00by Sail PR

Check Availability →Read the review →

San Juan Historical Bay Daytime Sailing Tour

San Juan Historical Bay Daytime Sailing Tour - Getting to 482 Av. Manuel Fernández Juncos and lining up at San Juan Bay Marina

4.San Juan Historical Bay Daytime Sailing Tour

★ 4.5

Wind-powered sail in San Juan Bay to Old San Juan forts, with a small crew, sideways sailing, and drinks on a 2-hour ride.

“Disappointing 😒😒!! Small boat, no space to walk around for pictures 📷, the guide didn't explain anything about the surroundings, the tour was supposed to be in Spanish but he only spoke English. Very disappointing 😪 and very expensRead more”

173 reviewsFrom $99.00by Sail San Juan Bay

Check Availability →Read the review →

Icacos: Luxury Sailing Catamaran All Inclusive Beach and Snorkel

Icacos: Luxury Sailing Catamaran All Inclusive Beach and Snorkel - Price and what you truly get for $195

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

★ 5.0

Sail Puerto Rico on a 54-foot catamaran from Fajardo with all-inclusive drinks, Puerto Rican lunch, and guided snorkeling in the Cordillera Cays.

“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

Check Availability →Read the review →

Explore San Juan

Old San Juan

El Yunque

By Boat

After Dark