Puerto Rico · SAILING TRIPS IN FAJARDO

14 Sailing Trips in Fajardo Worth Booking

14 tours  ·  from $135 a head

Good sailing trips in Fajardo fill up weeks ahead and the great ones go first. Below: the 14 to book early, what each includes and how they differ.

Icacos Deserted Island Catamaran, Snorkel, and Picnic Cruise - Snorkeling and the condition of the reef
Cruises & Boat Tours, Island Day Trips, Sailing, Sailing Trips in Fajardo, Snorkeling, Snorkeling in Fajardo, Tour Reviews, Tours in Fajardo

Icacos Deserted Island Catamaran, Snorkel, and Picnic Cruise

1.Icacos Deserted Island Catamaran, Snorkel, and Picnic Cruise

★★★★★★★★★★5.0 · 2,202 reviews · from $138Our pick

From Fajardo, sail about 45 minutes aboard the Barefoot IV to Icacos or a nearby island. Swim, snorkel with provided gear, hunt for shells, and enjoy a cold-cut sandwich buffet, fruit, sodas, piña coladas, and rum punch. Captain Robert, Luis, Matthew, Edgar, and the crew keep the day moving, with a maximum of 44 people.

“The whole trip was awesome; we had a great time at Cayo Island, and the crew was very friendly. The sights are beautiful. The food was so delicious The only issue was that a group of girls was too crazy, and everyone else on the cruiRead more”

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Icacos Island Catamaran Day Sail from Fajardo - When the captain changes course to Palominitos
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Icacos Island Catamaran Day Sail from Fajardo

2.Icacos Island Catamaran Day Sail from Fajardo

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

Sail from Fajardo to Cayo Icacos or Palominitos on a six-hour catamaran trip with East Island Excursions. You get reef snorkeling, swimming, floating gear, a deli lunch, and rum drinks. Captains Jose and Carlos and crew members such as Neff, Andres, and Adrian have helped make this a well-run choice for beginners and groups.

“This catamaran tour was incredible! The island you go to has pristine soft sand and clear blue water. The staff was so kind and attentive. The lunch was surprisingly delish a build your own sandwich with lots of sides. And of course the rum drinks were great! I would do this again!!!”

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Culebra Full Day Beach and Fun Experience by Catamaran - Culebra, Culebrita, Icacos, or Vieques
Cruises & Boat Tours, Full-Day, Island Day Trips, Sailing, Sailing Trips in Fajardo, Tour Reviews, Tours in Fajardo

Culebra Full Day Beach and Fun Experience by Catamaran

3.Culebra Full Day Beach and Fun Experience by Catamaran

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

Sail from Fajardo to Culebra or a weather-safe beach near Culebrita, Icacos, or Vieques on a six-hour catamaran trip. East Island Excursions includes lunch, snacks, soda, alcoholic drinks, kayaks, paddleboards, and beach games. Captains Jose Perez and the crew keep the day moving, but rough seas and a changing beach destination are part of the deal.

“It’s so fun and relaxing lots to do and all the workers were amazing. The two David and Alex definitely made our trip so much better!”

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Icacos Double Dip Power Catamaran Snorkel & Beach Tour - Reaching the Fajardo marina before departure
Beach Days, Beach Days in Fajardo, Cruises & Boat Tours, Island Day Trips, Sailing, Sailing Trips in Fajardo, Snorkeling, Snorkeling in Fajardo, Tour Reviews, Tours, Tours in Fajardo

Icacos Double Dip Power Catamaran Snorkel & Beach Tour

4.Icacos Double Dip Power Catamaran Snorkel & Beach Tour

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

From Fajardo, you’ll cruise to Cayo Icacos aboard a power catamaran capped at 30 people. Crew members such as Kenny, Kiwi, Jay, Gabriel, Luis, and Gabe help with snorkeling, drinks, lunch, and safety. Expect a reef stop, beach time, included equipment, and a deli buffet during this four-hour outing.

“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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Sailing and Snorkeling Day Charter in Fajardo, Puerto Rico - Piñeros or Palomino, with the route shaped by weather
Boat Charters, Boat Charters in Fajardo, Cruises & Boat Tours, Sailing, Sailing Trips in Fajardo, Snorkeling, Snorkeling in Fajardo, Tour Reviews, Tours in Fajardo

Sailing and Snorkeling Day Charter in Fajardo, Puerto Rico

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

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

Sail from Puerto del Rey Marina with a captain and first mate to Piñeros or Palomino. You’ll snorkel secluded reefs, swim from a white-sand beach, float on a lily pad, and eat a barbecue lunch with beer, wine, sangria, and soft drinks. Groups are limited to six, with private charter upgrades available.

“Very relaxing half-day sailing trip, with swimming, snorkeling, snacks, and lunch. Everything was extremely well organized, the food was good, the swimming and beach were great. The snorkel equipment was fine, and we did see a range of relatively small, colorful fish, but it was not the most memorable snorkeling.”

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Vieques: Beach and Snorkeling Tour by Catamaran from Fajardo - Four hours to choose your own beach day
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Vieques: Beach and Snorkeling Tour by Catamaran from Fajardo

6.Beach and Snorkeling Tour by Catamaran from Fajardo

★★★★★★★★★★5.0 · 58 reviews · from $180

Leave Fajardo at 9:30 a.m. for a 45 to 55 minute catamaran ride toward Vieques. Your beach stop may be Sun Bay, Blue Beach, Green Beach, or Isla Yayí. Expect swimming, beachcombing, snorkeling, a deli lunch, rum, local beer, and a friendly crew, with space for up to 60 people.

“This excursion leaves from the main marina. They communicate well via phone and email regarding the process for check in and weather. The crews are working doubles, taking people out twice a day. That means the crews are working Read more”

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Puerto Rico Private Catamaran Sail from Fajardo - Sailing toward Cayo Icacos and nearby islands
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Puerto Rico Private Catamaran Sail from Fajardo

7.Puerto Rico Private Catamaran Sail from Fajardo

★★★★★★★★★★5.0 · 45 reviews

Spend about six hours aboard a private catamaran from Fajardo with a captain and crew serving only your group of up to six. Sail toward Cayo Icacos or nearby islands, snorkel with provided gear, relax on deck, and choose a package with or without lunch. Captains and crew may include Carlos, Ari, Leo, Hiram, or Kalani.

“Amazing! Wonderful family day!! Thank you very much. Capitán Carlos González and Ari for Your great Job!! Sailing time, snorkeling, paddle board, food… … everything was perfect 😍😍👍🏻”

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Private Luxury 36' Yacht from Fajardo to Icacos or Palomino - Leaving from Safe Harbor Puerto Del Rey
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Private Luxury 36′ Yacht from Fajardo to Icacos or Palomino

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

★★★★★★★★★★5.0 · 25 reviews

You and up to five companions cruise from Puerto del Rey in Fajardo aboard a private 36-foot yacht with a captain and crew. Expect six hours at Icacos, Palomino, or Piñero, plus snacks, a light lunch, drinks, coolers, snorkeling gear, shade, a cabin bathroom, and room to stretch out. Karina helps coordinate the details before departure.

“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 - A coastal sail with time to slow down
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Janise Sailing Afternoon Charter in Fajardo, Puerto Rico

9.Janise Sailing Afternoon Charter in Fajardo, Puerto Rico

★★★★★★★★★★5.0 · 14 reviews · from $229

Join captains Ivan and Charlie aboard the Janise Lagoon 380 for a three-hour afternoon sail from Puerto del Rey Marina. You’ll cruise Fajardo’s coast, anchor for a swim, enjoy snacks, beer, wine, sangria, and sodas, then watch the sunset near Ramos Island before returning by 6 pm.

“Awesome tour. Ivan and Charlie were great hosts. My friends and I had a good time. Would highly recommended!”

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Island Hopping and Snorkeling Sailing and Boat Tours Fajardo - Vieques is the full-day choice, not a quick add-on
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Island Hopping and Snorkeling Sailing and Boat Tours Fajardo

10.Island Hopping and Snorkeling Sailing and Boat Tours Fajardo

★★★★★★★★★★4.5 · 13 reviews

Set out from Fajardo with Outtaheretours for a private half-day or full-day boat trip for up to six people. Your crew may visit Cayo Icacos, Isla Lobos, or Vieques by request, with snorkeling gear, private transport, and time for beach stops. Guides including Nomar, Laura, Lara, and Tyrone have been praised for friendly service, music, snacks, and fresh fruit.

“10/10 recommend this tour! Very pleasant and professional tour guides and very friendly as well. Provides food and drinks and music!”

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Catamaran Charter Puerto Rico Jenica - What the 47-foot power catamaran changes
Boat Charters, Boat Charters in Fajardo, Cruises & Boat Tours, Sailing, Sailing Trips in Fajardo, Tour Reviews, Tours in Fajardo

Catamaran Charter Puerto Rico Jenica

11.Catamaran Charter Puerto Rico Jenica

★★★★★★★★★★5.0 · 13 reviews

You’ll cruise from Marina Puerto Chico in Fajardo aboard a 47-foot power catamaran, with a captain choosing the day’s east-coast anchorage. The six-person package includes snorkeling gear, lunch, snacks, drinks, and alcohol. Crystal and Christian are among the crew members praised for attentive service.

“Our catamaran experience was absolutely amazing! From start to finish, the communication was clear and easy, and the crew was incredibly attentive to every detail. The boat itself was beautiful, spacious, and well kept, which made the trip eRead more”

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Power Catamaran All Included Island Trips - Icacos and Palomino: what the island stops offer
Cruises & Boat Tours, Sailing, Sailing Trips in Fajardo, Tour Reviews, Tours in Fajardo

Power Catamaran All Included Island Trips

12.Power Catamaran All Included Island Trips

★★★★★★★★★★5.0 · 11 reviews

Set out from Fajardo with Captain Edgar or Tito on a private power catamaran for up to six people. Spend time at Icacos or Palomino, snorkel at a nearby reef, and enjoy wraps, snacks, sodas, beer, water, and floaters. The boat returns to the marina after about five hours.

“We had an amazing time with Edgar. Not only was he a gracious host, but an experienced boater whose number one priority is the safety of you and your family. Lunch, snacks, and beverages were provided but bring sun screen and other Read more”

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Private Janise Sailing Full Day Charter in Fajardo, Puerto Rico - The one-hour sail to Palomino or Piñeros
Boat Charters, Boat Charters in Fajardo, Cruises & Boat Tours, Full-Day, Private, Sailing, Sailing Trips in Fajardo, Tour Reviews, Tours in Fajardo

Private Janise Sailing Full Day Charter in Fajardo, Puerto Rico

13.Private Janise Sailing Full Day Charter in Fajardo, Puerto Rico

★★★★★★★★★★5.0 · 6 reviews

You’ll sail aboard the Janise Lagoon 380 from Puerto del Rey Marina with a USCG-certified captain and professional first mate. The day includes Palomino or Piñeros, secluded snorkeling, a floating lily pad, beach time, barbecue lunch with Puerto Rican flavors, and beer, wine, sangria, and soft drinks for your private group of up to six.

“An unforgettable sailing experience from start to finish! The crew was professional, welcoming, and made sure our family felt safe and relaxed. The boat was clean and comfortable, and the food… Delicious! Plenty to drink as well! They know all Read more”

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Private Sunset Escape: Sailing an Island Paradise - Leaving Marina Puerto Chico at 5:45 pm
Cruises & Boat Tours, Private, Sailing, Sailing Trips in Fajardo, Tour Reviews, Tours in Fajardo

Private Sunset Escape: Sailing an Island Paradise

14.Private Sunset Escape: Sailing an Island Paradise

★★★★★★★★★★5.0 · 6 reviews

Leave Marina Puerto Chico at 5:45 pm for a private boat ride to Isla Palominos. You can swim, stay aboard, watch the east coast sunset, and enjoy time with your own group. Captains including Carlos and Jamille have provided thoughtful service, photos, island details, music, and occasional champagne and fruit.

“Such a magical experience. Carlos was amazing and attentive. Highly recommend doing this tour. He took amazing pictures of us with the sunset, gave use allot of information in the island details, pointed out things we might have missed, and was just very kind all around .”

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