Puerto Rico · SAILING

The 15 Best Sailing Trips in Puerto Rico, Compared

21 tours  ·  ★★★★★★★★★★ 4.8 average  ·  from $99

Culebra Snorkeling Tour by Catamaran from Fajardo - Lunch on the Catamaran
Beach and Snorkel Trips, Beach and Snorkel Trips in San Juan, Cruises & Boat Tours, Sailing, San Juan Tours, Tour Reviews, Tours

Culebra Snorkeling Tour by Catamaran from Fajardo

Icacos Deserted Island Catamaran, Snorkel, and Picnic Cruise - Arriving at Icacos Island
Beach and Snorkel Trips, Beach and Snorkel Trips in Fajardo, Cruises & Boat Tours, Fajardo Tours, Sailing, Tour Reviews

Icacos Deserted Island Catamaran, Snorkel, and Picnic Cruise

Icacos Island Catamaran Day Sail from Fajardo - Cayo Icacos, a protected island with no resort trimmings
Beach and Snorkel Trips, Beach and Snorkel Trips in Fajardo, Cruises & Boat Tours, Fajardo Tours, Sailing, Tour Reviews

Icacos Island Catamaran Day Sail from Fajardo

3.Icacos Island Catamaran Day Sail from Fajardo

★★★★★★★★★★5.0 · 1,483 reviews · from $140

Review of the Icacos Island catamaran sail from Fajardo, with snorkeling, lunch, rum drinks, costs, timing, tips, and honest drawbacks.

“Our catamaran excursion was the highlight of our vacation! We had the most gorgeous weather, the best crew and most incredible Captain, Jose! The food and drinks were delicious and it was 6 hours of non stop fun!”

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Historical San Juan Bay Sunset Sailing Tour - Sailing toward El Morro and the harbor
Cruises & Boat Tours, Evening Experiences, Historical Tours, Sailing, San Juan Tours, Tour Reviews, Tours

Historical San Juan Bay Sunset Sailing Tour

4.Historical San Juan Bay Sunset Sailing Tour

★★★★★★★★★★4.5 · 710 reviews · from $115

Sail past El Morro at sunset on a small San Juan Bay boat with drinks, local stories, and a six-person limit. Know the meeting-point rules.

“Find another tour. Stay away from this one. The instructions were incorrect and told us to go to the Guard Shack. The guard had no idea what to tell us. We arrived at 502 and by the time we got to the diock, they were gone. Tried to reach Read more”

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San Juan Catamaran Sunset Sail with Drinks Included - Boarding at San Juan Bay Marina
Beach and Snorkel Trips, Beach and Snorkel Trips in San Juan, Cruises & Boat Tours, Evening Experiences, Sailing, San Juan Tours, Tour Reviews

San Juan Catamaran Sunset Sail with Drinks Included

5.San Juan Catamaran Sunset Sail with Drinks Included

★★★★★★★★★★5.0 · 622 reviews · from $119

Review of San Juan’s intimate sunset catamaran sail, with rum punch, Old San Juan views, practical tips, pricing, and honest drawbacks.

“Catamaran smaller than I imagined. Also catamaran could use some updates. Hector and Nicola were informative . I thought the engine was a bit noisy. It was a nice two hours.”

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Culebra Full Day Beach and Fun Experience by Catamaran - The catamaran ride to Culebra or another beach
Beach and Snorkel Trips, Beach and Snorkel Trips in Fajardo, Cruises & Boat Tours, Fajardo Tours, Full-Day, Sailing, Tour Reviews

Culebra Full Day Beach and Fun Experience by Catamaran

6.Culebra Full Day Beach and Fun Experience by Catamaran

★★★★★★★★★★4.5 · 563 reviews · from $195

Review of the Culebra catamaran tour from Fajardo, with beach time, lunch, drinks, water sports, costs, tips, and honest drawbacks.

“The excursion was good but the booking process was very poor. We rescheduled the date, received confirmation and updated tickets. But east island excursion never received it. We were turned away when we came for the excursion and had to return another day. No apologies or compensation for the inconvenience. Never booking with viator again.”

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Icacos Double Dip Power Catamaran Snorkel & Beach Tour - Lunch, rum drinks, and a little recovery time
Beach and Snorkel Trips, Beach and Snorkel Trips in Fajardo, Cruises & Boat Tours, Fajardo Tours, Sailing, Tour Reviews, Tours

Icacos Double Dip Power Catamaran Snorkel & Beach Tour

7.Icacos Double Dip Power Catamaran Snorkel & Beach Tour

★★★★★★★★★★5.0 · 236 reviews · from $135

Sail from Fajardo to Icacos for reef snorkeling, beach time, lunch, and rum drinks on a well-run four-hour catamaran tour.

“Excellent crew - professional, knowledgeable, and friendly. The boat was clean, well run, and smaller than most on the water, which made for a more personal experience. We are very happy we chose this tour over the others that we looked at.”

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San Juan Historical Bay Daytime Sailing Tour - Leaving the marina and opening onto San Juan Bay
Cruises & Boat Tours, Historical Tours, Sailing, San Juan Tours, Tour Reviews, Tours

San Juan Historical Bay Daytime Sailing Tour

Sailing and Snorkeling Day Charter in Fajardo, Puerto Rico - An hour across the Caribbean by catamaran
Beach and Snorkel Trips, Beach and Snorkel Trips in Fajardo, Cruises & Boat Tours, Fajardo Tours, Sailing, Tour Reviews

Sailing and Snorkeling Day Charter in Fajardo, Puerto Rico

9.Sailing and Snorkeling Day Charter in Fajardo, Puerto Rico

★★★★★★★★★★5.0 · 144 reviews · from $285

Review the Fajardo sailing and snorkeling charter, with island stops, barbecue lunch, drinks, group size, price, weather tips, and booking advice.

“Incredible trip! Excellent service & engaging conversation - this sailing excursion was perfect! We started out with some minor engine troubles that made us embark an hour late - but they kept serving us fresh fruit, & fresh salsa with chips until we were ready to sail. We got to visit two different snorkeling spots, and ended up staying out an extra 1.5 hours to make up for the earlier delay. Would rate this tour 10 stars!”

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Icacos: Luxury Sailing Catamaran All Inclusive Beach and Snorkel - Boarding a 54-foot boat with room to spread out
Beach and Snorkel Trips, Beach and Snorkel Trips in San Juan, Cruises & Boat Tours, Sailing, San Juan Tours, Tour Reviews, VIP

Icacos: Luxury Sailing Catamaran All Inclusive Beach and Snorkel

Vieques: Beach and Snorkeling Tour by Catamaran from Fajardo - Choosing a Vieques beach
Beach and Snorkel Trips, Beach and Snorkel Trips in Fajardo, Cruises & Boat Tours, Fajardo Tours, Sailing, Tour Reviews, Tours

Vieques: Beach and Snorkeling Tour by Catamaran from Fajardo

Puerto Rico Private Catamaran Sail from Fajardo - Arriving at Marina Puerto del Rey
Beach and Snorkel Trips, Beach and Snorkel Trips in Fajardo, Cruises & Boat Tours, Fajardo Tours, Private, Sailing, Tour Reviews

Puerto Rico Private Catamaran Sail from Fajardo

Private Luxury 36' Yacht from Fajardo to Icacos or Palomino - Icacos, Palomino, and Piñero: what the island stop is for
Beach and Snorkel Trips, Beach and Snorkel Trips in Fajardo, Cruises & Boat Tours, Fajardo Tours, Private, Sailing, Tour Reviews, VIP

Private Luxury 36′ Yacht from Fajardo to Icacos or Palomino

13.Private Luxury 36′ Yacht from Fajardo to Icacos or Palomino

★★★★★★★★★★5.0 · 25 reviews · from $1,690

Review of a private Fajardo yacht tour to Icacos, Palomino, or Piñero, with lunch, snorkeling gear, shade, a bathroom, and flexible island time.

“Honestly, amazing family run company, well organized and super friendly and accommodating. Would absolutely recommend to anyone who is in the area. Karina was super helpful and attentive and reached out to coordinate everythiRead more”

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Janise Sailing Afternoon Charter in Fajardo, Puerto Rico - Aboard the Janise Lagoon 380
Cruises & Boat Tours, Fajardo Tours, Sailing, Tour Reviews

Janise Sailing Afternoon Charter in Fajardo, Puerto Rico

Island Hopping and Snorkeling Sailing and Boat Tours Fajardo - Vieques for a longer day on the water
Beach and Snorkel Trips, Beach and Snorkel Trips in Fajardo, Cruises & Boat Tours, Fajardo Tours, Sailing, Tour Reviews, Tours

Island Hopping and Snorkeling Sailing and Boat Tours Fajardo

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