Puerto Rico · SAILING

15 Sailing Trips in Puerto Rico to Build a Day Around

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

Culebra Snorkeling Tour by Catamaran from Fajardo - Snorkeling at Culebra’s western reef
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Culebra Snorkeling Tour by Catamaran from Fajardo

Icacos Deserted Island Catamaran, Snorkel, and Picnic Cruise - Icacos: The Main Reason to Go
Beach Tours, Beach Tours in Fajardo, Boat Tours in Fajardo, Catamaran Trips in Fajardo, Cruises & Boat Tours, Fajardo & the East Coast Tours, Sailing, Snorkeling, Snorkeling Tours in Fajardo, Tour Reviews

Icacos Deserted Island Catamaran, Snorkel, and Picnic Cruise

Icacos Island Catamaran Day Sail from Fajardo - Arriving At Cayo Icacos Or Palominitos
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Icacos Island Catamaran Day Sail from Fajardo

Historical San Juan Bay Sunset Sailing Tour - Leaving the marina at 5:00 p.m.
Boat Tours in San Juan, Cruises & Boat Tours, Evening Experiences, Historical Tours, History Tours in San Juan, Sailing, San Juan Tours, Sunset Tours in San Juan, Tour Reviews, Tours

Historical San Juan Bay Sunset Sailing Tour

4.Historical San Juan Bay Sunset Sailing Tour

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

Review of San Juan Bay’s intimate sunset sail, with El Morro views, drinks, local history, meeting tips, and honest value advice.

“We had a very relaxing sunset sail. The crew (Joe the Captain and Carlos the mate) were very knowledgeable and fun to listen to. Good drinks, wonderful scenery, and smooth sailing meant to a memorable time!”

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San Juan Catamaran Sunset Sail with Drinks Included - Meeting the boat at San Juan Bay Marina
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San Juan Catamaran Sunset Sail with Drinks Included

Culebra Full Day Beach and Fun Experience by Catamaran - The ride toward Culebra and the eastern islands
Beach Tours, Beach Tours in Fajardo, Boat Tours in Fajardo, Catamaran Trips in Fajardo, Cruises & Boat Tours, Fajardo & the East Coast 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 beaches, lunch, drinks, water sports, timing, costs, and practical tips.

“The ride was a little scary for me! But you will be ok , they are great hosts !! You will be there for about four hours, we are food and drank the whole time! Thank you David and the rest of the crew! And of course to the captain! Extremely friendly people!!! They all speak English also! Please leave a TIP for the crew at the end of the ride.. they really go out their way to bring you drinks in the water and everything. Amazing ! Muchisimas gracias!! WEPAAAAAAAAA 🇵🇷”

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Icacos Double Dip Power Catamaran Snorkel & Beach Tour - The first stop: live coral and tropical fish
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Icacos Double Dip Power Catamaran Snorkel & Beach Tour

7.Icacos Double Dip Power Catamaran Snorkel & Beach Tour

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

Review of the Icacos catamaran tour from Fajardo, with snorkeling, beach time, lunch, drinks, costs, timing, and practical booking tips.

“Outstanding experience. Professional crew took us to the reef where the water was clear and the marine life was plentiful. After a nice.meal and drinks, a full 2 hours on icacos breach with clear water and soft sand. A truly amazing day.”

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San Juan Historical Bay Daytime Sailing Tour - Sailing sideways through the commercial bay
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San Juan Historical Bay Daytime Sailing Tour

8.San Juan Historical Bay Daytime Sailing Tour

★★★★★★★★★★4.5 · 173 reviews · from $99Best value

Review of San Juan’s small-group sailing tour, with Old San Juan forts, drinks, wind-powered sailing, practical tips, and honest value advice.

“We were really looking forward to this boat trip, but unfortunately, it didn’t meet our expectations. The boat was much smaller than advertised, which made the experience less comfortable. They also promoted multiple drinks, but we only rRead more”

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Sailing and Snorkeling Day Charter in Fajardo, Puerto Rico - Piñeros or Palomino Island, depending on conditions
Boat Tours in Fajardo, Catamaran Trips in Fajardo, Cruises & Boat Tours, Fajardo & the East Coast Tours, Sailing, Snorkeling, Snorkeling Tours in Fajardo, 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 of Fajardo’s small-group sailing and snorkeling charter, with island stops, barbecue lunch, drinks, practical tips, and honest value advice.

“We loved being on the water with Ricardo and Ashley. It was relaxing and chill. They were very attentive with food and drink and otherwise just let you relax on the boat and in the water. It was nice to sail part of the time.”

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Icacos: Luxury Sailing Catamaran All Inclusive Beach and Snorkel - The first beach stop and snorkeling session
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Icacos: Luxury Sailing Catamaran All Inclusive Beach and Snorkel

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

★★★★★★★★★★5.0 · 96 reviews · from $195

Review of San Juan’s $195 Icacos catamaran tour, with snorkeling, water slides, Puerto Rican lunch, drinks, tips, and practical advice.

“This was an excellent excursion. The captain and crew made it very fun and safe! I love how much time we had on the island. The food was great! They served a “traditional Puerto Rican Christmas dinner” it was a nice touch to the day.”

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Vieques: Beach and Snorkeling Tour by Catamaran from Fajardo - Choosing among Sun Bay, Blue Beach, Green Beach, and Isla Yayí
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Vieques: Beach and Snorkeling Tour by Catamaran from Fajardo

Puerto Rico Private Catamaran Sail from Fajardo - Meeting the boat at Marina Puerto del Rey
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Puerto Rico Private Catamaran Sail from Fajardo

12.Puerto Rico Private Catamaran Sail from Fajardo

★★★★★★★★★★5.0 · 45 reviews · from $2,000

Review of the private Fajardo catamaran sail: pricing, snorkeling, islands, lunch options, crew, logistics, value, and booking advice.

“Best day of our trip by far. Very friendly, loved having the catamaran to ourselves, staff provided information for other areas of Puerto Rico as well. Going back in January and will use again!”

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Private Luxury 36' Yacht from Fajardo to Icacos or Palomino - Choosing between Icacos, Palomino, and Piñero
Beach Tours, Beach Tours in Fajardo, Boat Tours in Fajardo, Catamaran Trips in Fajardo, Cruises & Boat Tours, Fajardo & the East Coast 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 Fajardo’s private 36-foot yacht to Icacos or Palomino, with food, snorkel gear, crew service, pricing, tips, and practical advice.

“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 - Settling Into the Janise Lagoon 380
Boat Tours in Fajardo, Catamaran Trips in Fajardo, Cruises & Boat Tours, Fajardo & the East Coast Tours, Sailing, Tour Reviews

Janise Sailing Afternoon Charter in Fajardo, Puerto Rico

Island Hopping and Snorkeling Sailing and Boat Tours Fajardo - What makes Cayo Icacos worth the trip
Boat Tours in Fajardo, Catamaran Trips in Fajardo, Cruises & Boat Tours, Fajardo & the East Coast Tours, Sailing, Snorkeling, Snorkeling Tours in Fajardo, Tour Reviews, Tours

Island Hopping and Snorkeling Sailing and Boat Tours Fajardo

15.Island Hopping and Snorkeling Sailing and Boat Tours Fajardo

★★★★★★★★★★4.5 · 13 reviews · from $850

Review of Fajardo’s private island-hopping tour, with snorkeling at Icacos, optional Vieques trips, food, drinks, and practical booking advice.

“Great time in a great location. Nomar and Lara were great. Current was a bit too strong for me, but the girls said the snorkeling was cool. Lunch was great! Glad we just went out in a small group.”

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