Puerto Rico’s sailing scene puts you right where you want to be – on turquoise waters with plenty of options. The main sailing hubs operate from San Juan Bay, the Cordillera Cays, and the pristine waters around Culebra and Icacos islands.
We especially love the half-day trips to Icacos for their great value and expert crews. The small-group charters around San Juan Bay make for perfect sunset viewing, while the full-day Culebra excursions consistently deliver with their secluded snorkeling spots and beach time.
These are our favorite sailing adventures across the island, ranked by experience and value.
Key Points
- Sailing and snorkeling charters in Fajardo offer 99% traveler recommendation, intimate 6-person groups, and guided snorkeling tours with a family-friendly atmosphere.
- Day tours to Culebra and Icacos Islands provide comfortable catamarans with all-inclusive packages, including snorkeling, paddleboarding, and kayaking activities.
- Half-day and full-day catamaran tours in Cayos de la Cordillera and Vieques offer deli-style buffet lunches, unlimited drinks, and private snorkeling and sailing trips.
- Historical and scenic sailing tours around San Juan Bay feature complimentary drinks, informative commentary, and a unique perspective of Puerto Rico’s coastline.
- Private and luxury sailing experiences, such as the private sailing and snorkeling tour and the all-inclusive Cordillera Cay tour, offer personalized service and intimate group sizes.
Sailing and Snorkeling Day Charter in Fajardo, Puerto Rico
Want to experience the beauty of Puerto Rico’s coast from the water? The sailing and snorkeling day charter in Fajardo is a top-rated activity with 99% recommendation from travelers.
You’ll enjoy a 5-star experience, with a crew that provides attentive service, delicious food, and a relaxing atmosphere. Sail to remote islands, snorkel in clear waters, and sip cold drinks as you take in the stunning views.
This intimate, 6-person charter is perfect for families and small groups seeking an unforgettable day on the water. Despite occasional weather challenges, the crew works hard to ensure a memorable experience.
Don’t miss this chance to learn about Puerto Rico’s natural beauty.
Read our full review: Sailing and Snorkeling Day Charter in Fajardo, Puerto Rico Review
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Culebra Beach Day Tour by Catamaran From Fajardo
Set out on a picturesque day trip to the stunning island of Culebra, just off the coast of Puerto Rico.
Sail aboard a comfortable catamaran, where you’ll enjoy a delicious lunch, snacks, and beverages. Snorkel the vibrant coral reefs, paddleboard or kayak the clear waters, and bask on the white-sand beaches.
With a 90% traveler recommendation and a Badge of Excellence, this all-day beach adventure is perfect for families and groups. Transportation from San Juan is available for an additional fee.
Keep in mind that the exact beach destination may vary based on weather conditions, as the captains prioritize safety.
Read our full review: Culebra Beach Day Tour by Catamaran From Fajardo Review
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San Juan Historical Bay Daytime Sailing Tour
Escape the bustling streets of San Juan and learn about the city’s rich maritime history on this daytime sailing tour. Costing $99 per person, this 6-passenger excursion offers incredible value.
Enjoy complimentary beer, sangria, and rum drinks as you sail the scenic San Juan Bay. The knowledgeable captain will provide informative commentary about the surrounding landmarks.
While not recommended for those with mobility issues, travelers in good physical condition will appreciate the gentle sailing experience. With an impressive 4.5/5 rating from 141 reviews, this tour is an excellent way to discover Puerto Rico’s nautical heritage.
Just be sure to arrive at the designated meeting point on time to make the most of your sailing adventure.
Read our full review: San Juan Historical Bay Daytime Sailing Tour Review
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Icacos Island Catamaran Day Sail From Fajardo
If you’re seeking a day filled with scenic vistas, aquatic adventures, and a relaxing cruise, the Icacos Island Catamaran Day Sail from Fajardo is the perfect excursion.
With over 1,200 reviews and a 96% traveler recommendation, this tour offers a comprehensive experience, including views of El Yunque National Forest and a range of aquatic activities.
The all-inclusive package provides a deli-style lunch, rum drinks, and snorkeling equipment.
While the primary destination is Icacos Island, the tour may visit Palominitos Island if the weather requires.
With a maximum of 70 travelers, this excursion promises an intimate and enjoyable day on the water.
Read our full review: Icacos Island Catamaran Day Sail From Fajardo Review
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Half-Day Catamaran Tour in Cayos De La Cordillera With Lunch
For a half-day adventure amid the stunning Cayos de la Cordillera, the Catamaran Tour with Lunch is an excellent choice.
With a maximum of 26 travelers, you’ll enjoy an intimate experience aboard a comfortable catamaran. Indulge in a deli-style buffet lunch and unlimited tropical rum beverages, then dive into the crystal-clear waters with provided snorkeling gear.
The tour’s 94% traveler recommendation and Badge of Excellence attest to its quality. Arrive early, pack your swimsuit, and prepare for a choppy but beginner-friendly sail.
Whether you’re a family or a solo traveler, this tour offers an unforgettable taste of Puerto Rico’s natural beauty.
Read our full review: Half-Day Catamaran Tour in Cayos De La Cordillera With Lunch Review
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Full Day Vieques Beach Tour by Catamaran From Fajardo
This full-day catamaran tour from Fajardo whisks you away to the beautiful beaches of Vieques.
With a 5-star rating and 32 glowing reviews, this excursion offers an unparalleled experience. You’ll enjoy a deli-style buffet lunch, free-flowing drinks, and the chance to swim, snorkel, and soak up the island’s natural beauty.
The modern catamaran can accommodate up to 60 travelers, though children under 4 aren’t permitted. While the tour isn’t wheelchair accessible, it’s a great option for those with moderate fitness levels.
Just be mindful of motion sickness if you have a sensitive stomach. With free parking and easy transportation, this Vieques beach tour is a must-do during your Puerto Rico vacation.
Read our full review: Full Day Vieques Beach Tour by Catamaran From Fajardo Review
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Power Catamaran All Included Island Trips
Aboard a state-of-the-art power catamaran, you’ll embark on an all-inclusive island adventure in Puerto Rico.
For $999 per group (up to 6 people), you’ll enjoy a day filled with snorkeling, scenic views, and delicious food and drinks.
The tour includes pick-up and drop-off, use of snorkeling gear, and all necessary supplies like towels and sunscreen.
While not wheelchair accessible, the experience is suitable for most travelers, except those with serious knee problems.
With a 5-star rating and positive reviews praising the personalized service, this private tour offers an intimate and memorable way to explore Puerto Rico’s stunning islands.
Read our full review: Power Catamaran All Included Island Trips Review
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Private Sailing & Snorkeling Tour With Bar & Food in Fajardo, PR
Set out on a private sailing and snorkeling adventure in the waters off Fajardo, Puerto Rico, where you’ll discover the region’s stunning coastline and vibrant marine life.
Aboard a U.S. Coast Guard-certified vessel, you’ll sail with an experienced captain and crew, enjoy an array of snacks and beverages, and have the opportunity to snorkel, paddleboard, and relax on the water.
With a maximum of 6 guests, this personalized tour offers an intimate and unforgettable experience. Rates start at $1,298 per group, and free cancellation is available up to 24 hours before the tour.
Moderate physical fitness is required, and the experience isn’t recommended for those with certain medical conditions.
Read our full review: Private Sailing & Snorkeling Tour With Bar & Food in Fajardo, PR Review
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Janise Sailing Afternoon Charter in Fajardo, Puerto Rico
Sail away on a romantic afternoon charter with Janise Sailing in Fajardo, Puerto Rico.
You’ll enjoy a 5.0-rated experience with hosts Ivan and Charlie, who’ll provide hospitality and memorable moments. The tour accommodates up to 6 travelers and offers a beautiful sunset backdrop.
Sip on cold beer, wine, sangria, and refreshing drinks while snacking on assorted treats. The tour starts at 2:30 PM from Puerto Del Rey Marina, where you’ll complete a waiver before embarking.
Infants are welcome, but it’s not recommended for pregnant travelers. With free cancellation and a pay later option, this $229 per person charter is an excellent choice for a relaxing sail in Puerto Rico.
Read our full review: Janise Sailing Afternoon Charter in Fajardo, Puerto Rico Review
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All-Inclusive Cordillera Cay Catamaran Beach and Snorkeling Tour
Discover the all-inclusive splendor of the Cordillera Cay Catamaran Beach and Snorkeling Tour in Puerto Rico. This luxury experience boasts a 4.5-star rating from 24 reviews and a Badge of Excellence.
For $185 per person, you’ll enjoy a delightful Puerto Rican feast, unlimited drinks, and thrilling water activities like swings and snorkeling. The intimate setting with a maximum of 49 travelers ensures a personalized journey.
While not wheelchair accessible, this tour is suitable for most guests, except those with back problems or expecting. With convenient meeting instructions and a commitment to safety, this tour offers an unforgettable way to explore Puerto Rico’s natural beauty.
Read our full review: All-Inclusive Cordillera Cay Catamaran Beach and Snorkeling Tour Review
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Private Yacht SR With Crew From Fajardo to Exotic Island
For a more personalized maritime adventure, consider the Private Yacht SR With Crew From Fajardo to Exotic Island.
With an overall 4.0 rating from 8 reviews, this private yacht trip is ideal for families or groups of friends seeking customized experiences.
You’ll enjoy guided snorkeling tours or simply relax as you sail to Puerto Rico’s exotic islands. The trip includes snorkeling gear, a picnic lunch, and Puerto Rican rum. Alcoholic beverages are also available.
The meeting point is in Fajardo, and the tour runs Monday through Sunday. While not wheelchair accessible, most travelers can participate, and the friendly guides ensure a family-friendly atmosphere.
Read our full review: Private Yacht SR With Crew From Fajardo to Exotic Island Review
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Private Group Catamaran Trip to Culebrita, Luis Pena, or Beyond
Set out on a private group catamaran journey to the picturesque islands of Culebrita, Luis Peña, or beyond. This highly-rated excursion offers a day filled with snorkeling, kayaking, and stand-up paddleboarding (SUP) amidst stunning Caribbean scenery.
The crew provides fresh fruit, cheese, and a grilled lunch featuring chicken, shrimp, vegetables, and salad. With 98% of travelers recommending this trip, you’re guaranteed an engaging experience.
The tour departs daily from Culebra and returns to the same location. While not wheelchair accessible, most travelers can participate, though those with back issues or serious medical conditions should exercise caution.
Maximize your time in Puerto Rico with this private group catamaran adventure.
Read our full review: Private Group Catamaran Trip to Culebrita, Luis Pena, or Beyond Review
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Puerto Rico Private Catamaran Sail From Fajardo
If you’re looking to explore the captivating waters of Puerto Rico from a different vantage point, consider a private catamaran sail from Fajardo.
With a 5.0 overall rating from 37 reviews and a 100% recommendation rate, this excursion promises an exceptional experience.
For €1,443.79 per group (up to 6 passengers), you’ll enjoy a private tour with snorkeling equipment, a provided lunch, and alcoholic beverages.
The activity starts at 10:00 am from the Safe Harbor Puerto Del Rey, and you’ll return to the same location.
While not wheelchair accessible, most travelers can participate in this intimate adventure that showcases the stunning coastline and offers excellent snorkeling opportunities.
Read our full review: Puerto Rico Private Catamaran Sail From Fajardo Review
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4-Hour Private Snorkeling and Sailing Trip
Your 4-Hour Private Snorkeling and Sailing Trip in Puerto Rico promises an unforgettable adventure on the crystalline waters.
The tour departs from the Safe Harbor Puerto Del Rey marina, where you’ll meet your captain at the Alacena Restaurant.
Board the private boat and enjoy a spread of gourmet snacks and an open bar as you sail.
Snorkel the vibrant reefs, float on swim belts and fun chairs, or try your hand at paddleboarding.
This experience caters to your group’s preferences, so you can tailor the activities to your liking.
After an exhilarating few hours, you’ll return to the starting point.
Just note the tour isn’t suitable for certain travelers due to safety concerns.
Read our full review: 4-Hour Private Snorkeling and Sailing Trip Review
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The Sum Up
Puerto Rico’s sailing experiences offer a diverse range of options, from day charters to private yacht trips. Whether you’re seeking a snorkeling adventure, a historical tour, or a relaxing day sail, there’s something to suit every traveler’s preferences. With these exciting options, you’re sure to create unforgettable memories exploring the beautiful waters surrounding this island paradise.