Planning a sailing trip in Puerto Rico? The island’s crystal-clear waters offer outstanding maritime experiences, particularly along the eastern coastline near Fajardo. The top activities combine sailing with snorkeling, most notably the Culebra Beach Day catamaran tours. We especially like these full-day excursions because they include secluded beach stops and excellent marine life viewing. For travelers seeking more intimacy, private catamaran charters provide the perfect mix of luxury and flexibility. History buffs will appreciate the informative bay tours around Old San Juan, where colonial fortifications tell stories of the island’s past. Let’s check out Puerto Rico’s best sailing adventures.
Key Points
- Culebra Beach Day Tour by Catamaran offers a highly-rated tour with snorkeling, kayaking, and stunning scenery of Culebra Island.
- Private Catamaran Sail from Fajardo provides a luxurious and relaxing experience for up to six passengers with options for lunch and snorkeling.
- Sailing and Snorkeling Day Charter in Fajardo offers a private experience with a professional crew, barbecue lunch, and drinks.
- Luxury Catamaran Tours feature local cuisine, unlimited tropical rum and refreshments, and snorkeling in picturesque locations.
- San Juan Historical Bay Daytime Sailing Tour provides insights into the city’s past along with beautiful views around the historic bay.
Culebra Beach Day Tour by Catamaran From Fajardo
Embarking on a Culebra Beach Day Tour by Catamaran from Fajardo, Puerto Rico, offers an all-day beach and fun experience for travelers.
This highly-rated tour, with a 90% recommendation from past guests, provides roundtrip transportation, snacks, alcoholic beverages, lunch, and various beach activities like kayaking and snorkeling.
The catamaran can accommodate up to 60 passengers, making it suitable for groups.
While the boat ride may be bumpy at times, the stunning scenery of Culebra Island, or potentially Icacos or Vieques, makes the experience worthwhile.
Guests should prepare for prolonged sun exposure and note the limited cabin space and shared seating.
Read our full review: Culebra Beach Day Tour by Catamaran From Fajardo Review
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San Juan Historical Bay Daytime Sailing Tour
Travelers can often enjoy the San Juan Historical Bay Daytime Sailing Tour, a popular activity in Puerto Rico.
The tour takes guests on a sailing adventure around San Juan’s historic bay, offering beautiful scenery and insights into the city’s past.
With a maximum of 6 travelers, the tour includes beverages like beer, sangria, and rum and coke, as well as bottled water.
Confirmation is received within 48 hours, and there’s free cancellation up to 24 hours before the experience.
However, the tour isn’t suitable for those with certain medical conditions, and infants must sit on laps.
Read our full review: San Juan Historical Bay Daytime Sailing Tour Review
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Puerto Rico Private Catamaran Sail From Fajardo
The Puerto Rico Private Catamaran Sail from Fajardo offers a luxurious way to explore the coastal waters of Puerto Rico.
This private charter for up to six passengers comes with a captain and crew, ensuring a relaxing experience. Guests can opt for packages with or without lunch service and enjoy exceptional views from the comfortable yacht.
The experience includes loaner snorkeling equipment, allowing travelers to enjoy the marine life. Conveniently located at the Safe Harbor Puerto Del Rey in Fajardo, the charter starts at 10:00 am and features a 100% recommendation rate from previous guests who praised the excellent staff and personalized service.
Read our full review: Puerto Rico Private Catamaran Sail From Fajardo Review
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Sailing and Snorkeling Day Charter in Fajardo, Puerto Rico
Sailing and snorkeling in the crystal-clear waters off Fajardo, Puerto Rico, offers a captivating adventure for visitors.
With a 5.0 overall rating and 99% of travelers recommending the experience, the sailing and snorkeling day charter is a top-rated activity. Guests enjoy a private, personalized experience, complete with delicious barbecue lunch, refreshing drinks, and use of snorkeling equipment.
The crew is praised for their professionalism and attentiveness, ensuring a relaxing and enjoyable outing. While weather-related issues can sometimes affect the snorkeling, the overall experience remains highly rated.
For a memorable day on the water, this sailing and snorkeling charter in Fajardo is an excellent choice.
Read our full review: Sailing and Snorkeling Day Charter in Fajardo, Puerto Rico Review
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Icacos Island Catamaran Day Sail From Fajardo
For those seeking a captivating day on the water off the coast of Fajardo, the Icacos Island Catamaran Day Sail offers an exhilarating experience.
This half-day luxury cruise departs from Fajardo’s Safe Harbor Puerto Del Rey, providing scenic views of the El Yunque mountains and coastline. Guests can enjoy swimming, snorkeling, and relaxing on the beach of Icacos Cay, part of the La Cordillera Keys Nature Reserve.
The experience includes a deli-style buffet lunch, rum drinks, and snorkeling equipment. The highly-rated crew is praised for their exceptional hospitality and flexibility, making this a popular choice for travelers.
While some guests have noted minor issues, the overall experience earns consistently high ratings and a Badge of Excellence.
Read our full review: Icacos Island Catamaran Day Sail From Fajardo Review
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Private Group Catamaran Trip to Culebrita, Luis Pena, or Beyond
Set out on a private catamaran adventure to the stunning islets of Culebrita, Luis Peña, or beyond from Culebra, Puerto Rico.
This 5-star rated tour offers a full day of snorkeling, kayaking, and stand-up paddleboarding amidst beautiful Caribbean scenery. Along with top-notch equipment, the tour includes a fresh fruit and cheese spread, and a grilled lunch of chicken, shrimp, vegetables, and salad.
Pick up is from Colmado y Carnicería Milka in Culebra, with the tour returning to the same spot. While not wheelchair accessible, most travelers can participate, though those with medical conditions should check with the provider beforehand.
With 98% of 42 reviews recommending this tour, it’s a must for groups seeking a memorable day on the water.
Read our full review: Private Group Catamaran Trip to Culebrita, Luis Pena, or Beyond Review
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Full Day Vieques Beach Tour by Catamaran From Fajardo
This full-day Vieques Beach Tour by catamaran from Fajardo offers a chance to explore the stunning beaches and natural beauty of the island of Vieques.
The tour departs at 9:30 am from the Safe Harbor Puerto Del Rey marina in Fajardo, with free parking available.
Travelers will enjoy a deli-style buffet lunch, as well as alcoholic and non-alcoholic beverages during the trip.
The tour has a maximum capacity of 60 people and isn’t wheelchair accessible, so moderate physical fitness is required.
Based on 32 reviews, the tour is 100% recommended, with praise for the friendly staff and beautiful scenery.
However, some travelers suggest improvements to the food and drink quality.
Read our full review: Full Day Vieques Beach Tour by Catamaran From Fajardo Review
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Private Sailing & Snorkeling Tour With Bar & Food in Fajardo, PR
Offering a chance to explore the picturesque coastal waters of Fajardo, the Private Sailing & Snorkeling Tour with Bar & Food provides an intimate and personalized experience for up to six travelers.
Guests will sail with a USCG captain and crew, accessing nearby islands while enjoying a selection of snacks, drinks, and the option to bring their own lunch.
The tour includes snorkeling equipment, paddle boards, and floaties, allowing guests to fully enjoy the marine environment.
With an exceptional 100% recommendation rate from 18 travelers, this private excursion delivers a well-rounded, five-star experience at $1,298 per group.
Read our full review: Private Sailing & Snorkeling Tour With Bar & Food in Fajardo, PR Review
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Half-Day Catamaran Tour in Cayos De La Cordillera With Lunch
Travelers seeking a half-day excursion to explore the Cayos de la Cordillera can enjoy the azure waters aboard a stylish catamaran.
The 4.5-star rated tour boasts a deli-style buffet lunch and unlimited tropical drinks, perfect for soaking up the sun. Guests can snorkel with the provided equipment, though reviews suggest the snorkeling experience may be mixed.
With 94% of 34 total reviews recommending the tour, it’s an excellent choice for those looking to enjoy Puerto Rico’s stunning natural beauty from the water.
The tour’s friendly and safety-focused staff ensure a memorable outing for all participants.
Read our full review: Half-Day Catamaran Tour in Cayos De La Cordillera With Lunch Review
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Private Yacht SR With Crew From Fajardo to Exotic Island
For a private yacht excursion near San Juan, the SR yacht offers a captivating experience.
This picturesque trip allows families or groups to customize their day on the water, with guided snorkeling tours or leisure time on the boat. The yacht provides snorkeling gear, alcoholic beverages, and a picnic lunch or Puerto Rican rum.
Safety equipment is up-to-date, and service animals are welcome. The meeting point is in Fajardo, with flexible operating hours from Monday to Sunday.
While most reviews are positive, highlighting the friendly guides and unique experiences, there have been some complaints about miscommunication regarding the boat and amenities.
The SR yacht offers a memorable sailing adventure in Puerto Rico.
Read our full review: Private Yacht SR With Crew From Fajardo to Exotic Island Review
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All-Inclusive Cordillera Cay Catamaran Beach and Snorkeling Tour
Although the Cordillera Cay Catamaran Beach and Snorkeling Tour is an all-inclusive experience, it offers much more than just a day on the water.
With a maximum of 49 travelers, this luxury catamaran tour provides a personalized and immersive Puerto Rican adventure. Guests can enjoy a delectable spread of local cuisine, from pork and roasted chicken to vegan pigeon peas, accompanied by unlimited tropical rum and refreshments.
The tour also includes snorkeling in picturesque locations, with safety as a top priority. Based on overwhelmingly positive reviews, this tour is a must-try for families, beginners, and those seeking to explore the beauty of Puerto Rico.
Read our full review: All-Inclusive Cordillera Cay Catamaran Beach and Snorkeling Tour Review
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Janise Sailing Afternoon Charter in Fajardo, Puerto Rico
One of the most popular sailing experiences in Fajardo, Puerto Rico is the Janise Sailing Afternoon Charter. This romantic sailing tour offers a beautiful sunset backdrop, accommodating up to 6 travelers.
Departing from the Puerto Del Rey Marina, the 2.5-hour charter includes alcoholic beverages, snacks, and bottled water. Guests can enjoy the scenic views and attentive service from the friendly hosts, Ivan and Charlie.
While not recommended for pregnant travelers or those requiring wheelchair access, the charter provides a memorable experience.
With an impressive 5.0 rating from 8 reviews, the Janise Sailing Afternoon Charter is an excellent choice for those seeking a relaxing and picturesque sailing adventure in Fajardo.
Read our full review: Janise Sailing Afternoon Charter in Fajardo, Puerto Rico Review
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Power Catamaran All Included Island Trips
Offering an all-inclusive island adventure, the Power Catamaran All Included Island Trips in Puerto Rico provide a comfortable and personalized sailing experience.
With a 5.0 rating from 9 reviews, this tour whisks guests away to explore the islands, complete with a provided lunch, snacks, and unlimited beverages, including alcoholic drinks.
The knowledgeable captain ensures a safe and enjoyable journey, catering to families and small groups.
Snorkeling gear, floaters, towels, and sunscreen are all included, allowing travelers to fully enjoy the natural beauty of the area.
At $11,194.66 per group of up to 6 people, this tour offers an exceptional value for an unforgettable day on the water.
Read our full review: Power Catamaran All Included Island Trips Review
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Catamaran Charter Puerto Rico Jenica
The Catamaran Charter Puerto Rico Jenica provides a picturesque and unforgettable day on the water in Puerto Rico.
This private tour for groups of up to 6 people offers a comprehensive experience, including snorkeling equipment, a delightful lunch, and an assortment of alcoholic and non-alcoholic beverages.
The tour starts and ends at the Safe Harbor Puerto Del Rey, allowing for easy access and convenience.
With an overall rating of 5 stars, this catamaran charter is a must-try for those seeking a luxurious and relaxing sailing adventure in the beautiful Caribbean setting of Puerto Rico.
Read our full review: Catamaran Charter Puerto Rico Jenica Review
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Island Hopping and Snorkeling Sailing and Boat Tours Fajardo
For those seeking a more adventurous sailing experience, the Island Hopping and Snorkeling Sailing and Boat Tours Fajardo offers the perfect opportunity to explore the pristine islands off the coast of Puerto Rico.
With a 5-star rating and private transportation, this tour takes guests to snorkel at Isla Lobos and Cayo Icacos, known for their beautiful beaches.
The all-inclusive experience provides snorkeling equipment, fresh fruits, sandwiches, and drinks.
While not wheelchair accessible, the moderate fitness level required ensures an exciting and memorable day on the water.
Confirmed within 48 hours, this tour allows for free cancellation up to 24 hours in advance, making it a flexible and hassle-free choice.
Read our full review: Island Hopping and Snorkeling Sailing and Boat Tours Fajardo Review
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Half Day Private 60 Yacht 4 Hour Charter in Puerto Rico
Chartering the 60-foot private yacht for a half-day excursion in Puerto Rico promises an unforgettable escape on the open waters.
With a 4-hour charter, guests can enjoy a range of amenities, including bottled water, snacks, and soda. The yacht also comes equipped with snorkeling gear and electric water scooters, as well as large floating mats and bean bags for relaxation.
While the tour isn’t wheelchair-accessible, it’s stroller-friendly and welcomes service animals.
Reviews suggest mixed feedback on the quality of food and equipment, so it’s worth confirming the details with the local provider.
Read our full review: Half Day Private 60 Yacht 4 Hour Charter in Puerto Rico Review
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Private Yacht Charter and Boat Up to 12 Passengers in Icacos Island
Offering a chance to explore the picturesque Icacos Island, this private yacht charter accommodates up to 12 passengers for an unforgettable nautical adventure.
With a total review count of 1 and an overall rating of 2.0, the charter provides a range of inclusions, from a captain and crew to snorkeling equipment and water toys.
Meeting at the Villa Marina Yacht Harbour in Fajardo, Puerto Rico, the activity ends back at the same location.
While not wheelchair accessible, the charter is suitable for most travelers, though it’s not recommended for those with specific medical conditions.
Confirmation is received within 48 hours of booking, subject to availability.
Read our full review: Private Yacht Charter and Boat Up to 12 Passengers in Icacos Island Review
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4-Hour Private Snorkeling and Sailing Trip
This 4-hour private snorkeling and sailing trip in Puerto Rico offers an exceptional nautical adventure.
Departing from Fajardo, guests will board a private boat and enjoy a morning of snorkeling, sightseeing, and sailing. The trip includes a delightful spread of local snacks and an open bar, as well as all necessary equipment.
While children under 4 aren’t permitted, this experience is suitable for most travelers, excluding those with certain medical conditions. Guests can expect a focus on the sailing aspect, with private transportation to and from the meeting point.
Safety is a top priority, and the captain will ensure guests remain with the group on the docks.
Read our full review: 4-Hour Private Snorkeling and Sailing Trip Review
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Janise Sailing Overnight Charter in Fajardo, Puerto Rico
The Janise Sailing Overnight Charter in Fajardo, Puerto Rico, often captivates travelers seeking an immersive nautical experience.
This all-inclusive charter offers a full day of sailing, snorkeling, and dining along the picturesque Puerto Rican coastline. Guests can enjoy a grilled barbecue lunch, continental breakfast, and a delectable dinner, all complemented by a selection of alcoholic and non-alcoholic beverages.
The charter departs from the Puerto Del Rey Marina, providing easy access for travelers. With a maximum of 6 participants, the Janise Sailing Overnight Charter offers an intimate and personalized adventure, perfect for those looking to explore Puerto Rico’s stunning offshore waters.
Read our full review: Janise Sailing Overnight Charter in Fajardo, Puerto Rico Review
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Frequently Asked Questions
Can I Bring My Own Food and Drinks on the Tour?
Yes, you can typically bring your own food and drinks on sailing tours. Most tour operators encourage passengers to bring snacks, meals, and non-alcoholic beverages to enjoy during the excursion, as long as they’re not excessively bulky or disruptive.
Are There Any Age or Physical Restrictions for the Activities?
The sailing tours generally don’t have any age or physical restrictions, but participants should be able to board and move around the vessel safely. It’s best to check with the tour operator for specific details on any requirements or limitations.
How Much Advance Notice Is Required to Book the Tour?
Most sailing tours in Puerto Rico only require a few days’ advance booking, though popular options may fill up quickly during peak seasons. Travelers should book as early as possible to secure their desired date and time.
Can I Customize the Itinerary or Activities for the Tour?
Most sailing tour operators in Puerto Rico allow you to customize the itinerary and activities to suit your preferences. You can often choose the duration, destinations, and specific activities like snorkeling or coastal cruising. It’s best to discuss your desired experience when booking.
What Is the Cancellation Policy in Case of Inclement Weather?
The cancellation policy typically allows for full refunds in the event of inclement weather that makes sailing unsafe. Customers should check with the tour operator for their specific policy, which may vary depending on the sailing experience.
Recap
Puerto Rico offers a variety of sailing experiences, from day tours to private charters. Visitors can explore the island’s beautiful beaches, snorkel in crystal-clear waters, and enjoy the Caribbean breeze. With options for different group sizes and activity levels, there’s a sailing adventure to suit everyone’s preferences. Whether you’re a seasoned sailor or a first-time voyager, Puerto Rico’s sailing experiences promise an unforgettable time on the water.