Sailing in Puerto Rico offers some of the Caribbean’s most rewarding day trips. The best routes include the crystal-clear waters around Icacos Island and the tranquil bays of Culebra. Local operators run both shared group excursions and private charters, typically including essential gear, drinks, and meals.
We particularly love the full-day sailing trips to Icacos Island for their combination of value and experience – you get pristine beaches, excellent snorkeling spots, and professional crews who know the best anchoring spots. The Culebra tours stand out for their uncrowded sailing routes and abundant marine life.
Check out these top-rated sailing tours that consistently deliver great experiences…
Good To Know
- Icacos Deserted Island Catamaran Cruise offers an all-inclusive experience with swimming, snorkeling, and a picnic lunch on pristine beaches.
- Culebra Island Catamaran Trip provides kayaking, paddleboarding, and exploration of white-sand beaches and coral reefs.
- Private group catamaran trips include snorkeling gear, kayaks, onboard BBQ lunch, drinks, and a 5.0 rating with 98% recommendation.
- Luxury yacht charters offer personalized, full-day excursions with amenities like paddleboards, floaties, charcuterie boards, and open bars.
- Tours feature open bars, breakfast, lunch, unlimited beverages, and unique experiences like island hopping and snorkeling at coral reefs.
From Fajardo: Icacos Deserted Island Catamaran & Picnic Cruise
Though located just a short distance from the Puerto Rican mainland, the Icacos Deserted Island Catamaran & Picnic Cruise offers a unique opportunity to escape the crowds and take in the natural beauty of this idyllic island destination.
Recommended by 96% of travelers, this all-inclusive cruise departs from Fajardo, Puerto Rico, at 9:00 am, accommodating up to 44 guests aged 4 and up.
The excursion includes swimming, snorkeling, a delectable lunch, and refreshing beverages, all while guests enjoy the pristine beaches and clear waters of Icacos Island.
With a crew dedicated to ensuring a memorable experience, the Icacos Deserted Island Catamaran & Picnic Cruise is a must-try for those seeking a relaxing day on the water.
Read our full review: From Fajardo: Icacos Deserted Island Catamaran & Picnic Cruise Review
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Culebra Island Catamaran Trip With Kayak and Paddleboarding – Puerto Rico
For those seeking a more adventurous sailing experience in Puerto Rico, the Culebra Island Catamaran Trip With Kayak and Paddleboarding offers an all-day beach and fun getaway.
This excursion takes travelers to the picturesque Culebra Island, known for its white-sand beaches and coral reefs. The trip includes lunch, alcoholic drinks, and snacks, as well as activities like kayaking, paddleboarding, and beach games.
With 90% of travelers recommending this tour, it’s an ideal choice for families and first-time visitors. Participants should prepare for potential rough waters on the way to Culebra and note that the specific beach destination isn’t guaranteed, as captains choose the safest options based on weather conditions.
Read our full review: Culebra Island Catamaran Trip With Kayak and Paddleboarding – Puerto Rico Review
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Icacos Island Catamaran Day Sail From Fajardo
The Icacos Island Catamaran Day Sail from Fajardo is a popular destination for travelers seeking a sun-drenched day of sailing, snorkeling, and relaxation in Puerto Rico.
With a 5.0 rating based on over 1,200 reviews and a 96% recommendation rate, this full-day excursion offers an exceptional experience. Guests can enjoy a deli-style buffet lunch, rum drinks, and snorkeling equipment as they sail to either Icacos Cay or Palominitos.
The trip includes roundtrip transportation from Fajardo, and guests can opt for additional pickup from San Juan for a fee.
Though some guests have reported altered itineraries due to weather, the crew’s hospitality and the stunning scenery consistently delight travelers.
Read our full review: Icacos Island Catamaran Day Sail From Fajardo Review
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Sailing and Snorkeling Day Charter in Fajardo, Puerto Rico
Fajardo’s sailing and snorkeling day charters offer travelers a chance to explore the region’s pristine Caribbean waters.
These small-group tours, capped at 6 participants, provide a personalized experience with an attentive crew. The charters include a delicious onboard BBQ lunch, complimentary drinks, and use of snorkeling equipment.
Guests can look forward to swimming, snorkeling, or sunbathing at the picturesque Piñeros Island. While some travelers have reported weather-related challenges with snorkeling, the tours consistently receive glowing reviews for their excellent service, fun crew, and beautiful sailing locations.
With free cancellation, a lowest price guarantee, and flexible booking, these charters are a fantastic way to take in Puerto Rico’s coastal splendor.
Read our full review: Sailing and Snorkeling Day Charter in Fajardo, Puerto Rico Review
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Private Group Catamaran Trip to Culebrita, Luis Pena, or Beyond
A popular option for visitors to Puerto Rico is the Private Group Catamaran Trip to Culebrita, Luis Pena, or Beyond. Boasting a 5.0 rating from 42 reviews and recommended by 98% of travelers, this excursion offers a chance to explore the stunning islands off the coast of Culebra.
The trip includes snorkeling equipment, kayaks, and stand-up paddleboards, as well as a delicious lunch of fresh fruit, cheese, grilled chicken, shrimp, vegetables, and salad. The activity is available daily from 8 AM to 6 PM, though pickup is only provided in Culebra.
While not wheelchair accessible, the trip is open to service animals and travelers without serious medical conditions.
Read our full review: Private Group Catamaran Trip to Culebrita, Luis Pena, or Beyond Review
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Private Luxury Sailing Catamaran for up to 6 Passengers
For those seeking a luxurious sailing experience in Puerto Rico, the Private Luxury Sailing Catamaran for up to 6 Passengers offers an exceptional opportunity.
This private charter boasts a 5.0 rating from 37 rave reviews, with 100% of travelers recommending the experience. The luxury catamaran features a captain and crew who cater to guests’ needs, ensuring a safe and personalized journey.
Snorkeling equipment is provided, and guests can bring their own food and beverages. Packages with or without lunch service are available, and the experience can be customized to individual preferences.
With a convenient meeting point, this private sailing tour is an ideal way to explore the stunning waters and islands off the Puerto Rican coast.
Read our full review: Private Luxury Sailing Catamaran for up to 6 Passengers Review
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Half-Day Catamaran Tour in Cayos De La Cordillera With Lunch
This half-day catamaran tour in Cayos de la Cordillera offers an exciting way to explore the stunning islands off the northeastern coast of Puerto Rico.
With a maximum of 26 travelers, the tour provides an intimate and personalized experience. Guests can enjoy unlimited tropical rum beverages, a deli-style buffet lunch, and use of snorkeling equipment.
The tour is suitable for the whole family, though not recommended for those with back problems or pregnant travelers.
Positive customer reviews highlight the friendly staff, organized operations, and focus on passenger safety.
While the snorkeling experience may be average and the beach conditions crowded, guests generally express satisfaction with the overall service quality and value for money.
Read our full review: Half-Day Catamaran Tour in Cayos De La Cordillera With Lunch Review
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PRIVATE SNORKELING Tour and Sailing Puerto Rico W Food and Drinks
Angela and Giovanni’s private sailing and snorkeling tour in Fajardo, Puerto Rico, offers visitors a full-day excursion on a charter boat, sailing from Fajardo to nearby islands.
The personalized itinerary caters to guests’ interests, and the amenities include paddleboards, floaties, assorted beverages, and beach snacks.
Travelers can enjoy a more intimate experience compared to crowded tourist boats. The tour includes a private boat with a USCG captain and crew, a charcuterie board, a fresh fruit platter, and a variety of dips.
Alcoholic and non-alcoholic drinks are also provided. Snorkeling equipment, paddleboards, and floaties are available.
With 100% of travelers recommending this tour and an overall rating of 5.0, it’s a highly sought-after experience for visitors to Puerto Rico.
Read our full review: PRIVATE SNORKELING Tour and Sailing Puerto Rico W Food and Drinks Review
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Full Day Vieques Beach Tour by Catamaran
Why not embark on a full-day excursion to Vieques Island aboard a luxurious catamaran? This tour offers an unparalleled experience with 32 glowing reviews and a 100% recommendation rate.
Priced at $180 per person, it accommodates a maximum of 60 travelers. The tour includes a deli-style buffet lunch, free-flowing rum and local beer, and non-alcoholic beverages.
Guests can enjoy the beautiful destinations, great swimming and snorkeling, and the attentive, friendly, and knowledgeable staff. Some travelers suggest upgrading the food and drink quality, and those sensitive to motion sickness should bring medication.
With free cancellation up to 24 hours before the tour and free parking available, this is an exceptional opportunity to explore Vieques Island by catamaran.
Read our full review: Full Day Vieques Beach Tour by Catamaran Review
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Private Snorkeling and Sailing on the East Coast of Puerto Rico With Open Bar
Escape the crowds and embark on a private day trip to the stunning eastern islands off Puerto Rico. This personalized experience allows you to explore Palominos, Lobos, and/or Icacos at your own pace.
Snorkel and paddleboard through crystal-clear waters, spotting turtles and vibrant marine life. Refresh with an open bar featuring local beer, premium rum, and organic juices. Savor a selection of pastries, snacks, and a gourmet cheese platter.
The tour’s small group size and your own private boat ensure an intimate, uncrowded adventure. With moderate fitness required, this excursion isn’t recommended for those with certain medical conditions.
However, the overwhelmingly positive reviews highlight its exceptional service and memorable activities.
Read our full review: Private Snorkeling and Sailing on the East Coast of Puerto Rico With Open Bar Review
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All Inclusive Cordillera Cay’s Sailing Catamaran Beach & Snorkeling Tour
The All Inclusive Cordillera Cay’s Sailing Catamaran Beach & Snorkeling Tour offers a luxurious and all-encompassing experience in Puerto Rico. Boasting a 4.5-star rating from 24 reviews and a Badge of Excellence, this tour accommodates a maximum of 49 travelers, providing a more intimate atmosphere.
The experience includes breakfast, lunch, snacks, and unlimited beverages, including tropical rum drinks. Theres some good an authentic Puerto Rican feast and cool off with coconut and passion fruit sorbet during the return sail.
While not wheelchair accessible, the tour prioritizes safety, with floating devices provided for comfort on the potentially choppy waters.
With positive reviews highlighting the attentive crew and enjoyable snorkeling, this tour is an excellent choice for exploring Puerto Rico’s natural beauty.
Read our full review: All Inclusive Cordillera Cay’s Sailing Catamaran Beach & Snorkeling Tour Review
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Fajardo Private All-Inclusive Catamaran Tour – Puerto Rico
For those seeking a private and exclusive sailing experience in Puerto Rico, the Fajardo Private All-Inclusive Catamaran Tour provides the perfect opportunity.
This half-day tour accommodates up to six passengers, allowing for a comfortable and personalized journey to destinations like Cayo Icacos and Palomino Island. Guests can enjoy swimming, snorkeling at a coral reef, and sunbathing, all while indulging in a delicious lunch, snacks, and a selection of beverages, including alcoholic drinks.
With transportation, snorkeling equipment, and towels included, this tour offers a hassle-free and relaxing way to explore Puerto Rico’s picturesque coastal areas.
At $999 per group, it’s an excellent value for a private sailing adventure.
Read our full review: Fajardo Private All-Inclusive Catamaran Tour – Puerto Rico Review
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Private Yacht SR With Fully Crewed Boats Near San Juan to Exotic Near Islands
Offering a picturesque and relaxed sailing experience near San Juan, the Private Yacht SR With Fully Crewed Boats whisks travelers away to exotic nearby islands.
Customize your trip for more control over the day on the water and enjoy a private experience without crowded public boats. The tour includes snorkeling gear, a picnic lunch, and Puerto Rican rum.
While service animals are allowed, the experience isn’t wheelchair accessible.
With flexible scheduling and free cancellation up to 24 hours before, this is an ideal option for families or groups of friends looking to explore the beauty of Puerto Rico from the water.
Read our full review: Private Yacht SR With Fully Crewed Boats Near San Juan to Exotic Near Islands Review
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Janise Sailing Afternoon Charter in Fajardo, Puerto Rico
Located within the stunning Puerto Del Rey Marina in Fajardo, the Janise Sailing Afternoon Charter provides travelers with a romantic and unforgettable sailing experience against the backdrop of the setting sun.
Priced from $229 per person, this charter accommodates up to 6 guests and offers a range of alcoholic and non-alcoholic beverages, as well as delicious snacks.
Guests can enjoy the beautiful scenery and relax on the boat, which departs at 2:30 PM and returns to the meeting point.
With a 5.0 rating based on 8 reviews, the charter is praised for its hospitable hosts, Ivan and Charlie, and the memorable experience it offers.
Read our full review: Janise Sailing Afternoon Charter in Fajardo, Puerto Rico Review
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Catamaran Charter Puerto Rico Jenica
Situated within the renowned Puerto Del Rey Marina in Fajardo, the Catamaran Charter Puerto Rico Jenica provides guests with an extraordinary sailing adventure.
This private tour accommodates groups of up to 6 people and costs $1,690, a significant savings from the regular price of $2,600. Participants will enjoy a barbecue lunch, unlimited alcoholic and non-alcoholic beverages, and the use of snorkeling equipment.
The tour starts and ends at the meeting point, and the experience is accessible for wheelchairs and strollers.
With 5 reviews all rated 5 stars, the Catamaran Charter Puerto Rico Jenica promises an unforgettable sailing experience in the beautiful waters of Puerto Rico.
Read our full review: Catamaran Charter Puerto Rico Jenica Review
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Fajardo Sunset Yacht Cruise Private With Food and Drinks (Feb )
For those seeking an extraordinary sailing experience in the picturesque waters of Fajardo, Puerto Rico, the Fajardo Sunset Yacht Cruise Private With Food and Drinks provides an unparalleled opportunity.
Helmed by a USCG-certified captain and crew, this 3-hour tour offers a private sunset sail with a charcuterie board, fresh fruit, assorted dips, and an open bar featuring beers, rum, vodka, tequila, and wine.
Snorkeling equipment, paddle boards, and floaties are also available for those who wish to enjoy the water.
With a moderate physical fitness level required and a maximum of 6 participants, this tour is suitable for ages 6 and up, making it an ideal choice for families or small groups.
Read our full review: Fajardo Sunset Yacht Cruise Private With Food and Drinks (Feb ) Review
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Island Hopping and Snorkeling Sailing and Boat Tours Fajardo
Often, visitors to Fajardo, Puerto Rico, embark on captivating island hopping and snorkeling sailing tours that showcase the area’s stunning natural beauty.
These private group tours, priced at $850 for up to 6 people, depart from Outtahere Tours and explore islands like Isla Lobos and Cayo Icacos. Guests enjoy complimentary snacks, drinks, and laid-back music as they snorkel and take in the sights.
With excellent service from the guides, Nomar and Laura, and unique snorkeling locations, these tours receive rave reviews.
However, the tours aren’t suitable for those with certain medical conditions or physical limitations, and advance booking is recommended to secure availability.
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
What better way to experience the stunning natural beauty of Puerto Rico’s coastline than with a half-day private yacht charter aboard a 60-foot vessel?
This 4-hour excursion departs from the Safe Harbor Puerto Del Rey in Fajardo, offering a safe and convenient meeting point.
Onboard, you’ll enjoy bottled water, a selection of fruits and vegetables, and soda. The yacht also comes equipped with snorkeling gear and electric water scooters for added fun.
While some reviewers noted a lack of promised amenities, the overall experience earns a solid 4-star rating.
With accessibility for strollers and service animals, this charter is suitable for most travelers seeking a memorable day on the water.
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
This private yacht charter in Icacos Island offers an exclusive opportunity to explore Puerto Rico’s stunning coastline with up to 12 passengers.
The charter includes a captain, crew, and fuel, as well as amenities like snacks, appetizers, water mats, floats, snorkeling equipment, and towels. Beverages such as water, soft drinks, and local beer are also provided.
The meeting point is at Villa Marina Yacht Harbour in Fajardo, and arrival instructions will be shared a day prior.
While the activity isn’t wheelchair accessible, most travelers can participate. However, it’s not recommended for those with back problems, pregnant travelers, or those with heart issues or serious medical conditions.
Read our full review: Private Yacht Charter and Boat Up to 12 Passengers in Icacos Island Review
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Fall Special! Four Hour Private Snorkeling & Sailing Trip!
Excitement envelops the private four-hour snorkeling and sailing excursion in Puerto Rico’s picturesque waters.
Departing from the Safe Harbor Puerto Del Rey marina at 10 am, the trip offers a wealth of inclusions – from morning pastries and an open bar to snorkeling gear and paddleboards.
While not suitable for those with certain medical conditions, most travelers can participate, savoring the emphasis on actual sailing.
The captain meets the group at the Alacena Restaurant, guiding them through the experience.
With a private tour for your group only, this Fall Special promises an unforgettable adventure amid Puerto Rico’s stunning coastal scenery.
Read our full review: Fall Special! Four Hour Private Snorkeling & Sailing Trip! Review
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Janise Sailing Overnight Charter in Fajardo, Puerto Rico
Where can travelers experience an unforgettable overnight sailing adventure in Fajardo, Puerto Rico?
Janise Sailing Overnight Charter offers a unique opportunity to explore the breathtaking waters of Fajardo. Departing from the Puerto Del Rey Marina, this all-inclusive charter accommodates up to 6 guests with a full bar, meals, and snorkeling equipment.
Travelers can enjoy a continental breakfast, grilled barbecue chicken, and a delicious dinner during their sail. With private transportation provided and accessibility to public transit, this overnight charter is the perfect way to take in the beauty of Puerto Rico’s coast.
Whether a first-time sailor or an experienced seafarer, Janise Sailing Overnight Charter promises an unforgettable adventure.
Read our full review: Janise Sailing Overnight Charter in Fajardo, Puerto Rico Review
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Half-Day Private 82 Luxury Mega Yacht Charter in Fajardo
Travelers seeking an unforgettable half-day excursion can embark on a private charter aboard an 82-foot luxury mega yacht in Fajardo, Puerto Rico.
The charter includes snacks, sodas, bottled water, and use of snorkeling equipment, electric water scooters, and floating mats. Guests will meet at the Safe Harbor Puerto Del Rey marina and return to the same location after the tour.
While infants must sit on laps, the charter isn’t recommended for pregnant travelers. Most travelers can participate, and the tour is accessible by public transportation, but not wheelchair-friendly.
Guests should confirm the start time with the provider in advance.
Read our full review: Half-Day Private 82 Luxury Mega Yacht Charter in Fajardo Review
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Full Day Private 60 Yacht 8 Hour Charter in Puerto Rico
For travelers seeking a full-day adventure on the waters of Puerto Rico, a private 8-hour charter aboard a 60-foot yacht offers an unparalleled experience.
The charter includes a range of amenities such as bottled water, snacks, soda, snorkeling equipment, and electric water scooters. Guests can also enjoy large floating mats, noodles, and bean bags for relaxation.
The charter departs from and returns to the Safe Harbor Puerto Del Rey in Fajardo, and the experience is accessible to most travelers, though infants must sit on laps.
With a private tour and the ability to select preferred activities, this charter promises an unforgettable day on the Puerto Rican seas.
Read our full review: Full Day Private 60 Yacht 8 Hour Charter in Puerto Rico Review
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Full-Day Private 82 Luxury Mega Yacht Charter in Fajardo
What could be more exhilarating than a full-day private charter aboard an 82-foot luxury mega yacht in the waters off Fajardo, Puerto Rico?
This exclusive experience allows you to explore the stunning coastline in style, with amenities like snacks, bottled water, and snorkeling equipment.
Zoom around on electric water scooters, relax on floating mats and bean bags, and take in the breathtaking views.
The yacht departs from and returns to the Safe Harbor Puerto Del Rey marina, making it easy to access.
While not wheelchair-accessible, most travelers can participate, and infants are welcome to sit on laps.
This private tour ensures your group has the yacht all to yourselves for an unforgettable day on the water.
Read our full review: Full-Day Private 82 Luxury Mega Yacht Charter in Fajardo Review
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Enjoy Icacos! Private and Luxurious Yacht Charter From Fajardo
Embark on an unforgettable private yacht charter journey from Fajardo to the stunning island of Icacos or Palomino.
Aboard a luxurious 35-foot yacht, you’ll enjoy a 100% recommended experience with a Badge of Excellence in Puerto Rico.
The price of $1,690 per group (up to 6) includes snacks, a light lunch, water, and soda.
Upgrade to a BBQ-made fresh food option.
Snorkeling equipment, floatation devices, and coolers with ice are provided.
Alcoholic beverages aren’t included, but you can bring your own (no red wine).
The trip departs from and returns to the Safe Harbor Puerto Del Rey in Fajardo, with detailed instructions provided after booking.
Read our full review: Enjoy Icacos! Private and Luxurious Yacht Charter From Fajardo Review
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Frequently Asked Questions
Are Life Jackets Provided on the Sailing Tours?
Life jackets are typically provided on sailing tours. Participants should expect to wear a life jacket for the duration of the sailing excursion as a safety precaution. Most tour operators include this as a standard service for their customers.
What Is the Maximum Capacity for Each Sailing Tour?
The maximum capacity for each sailing tour varies, but most tour operators limit group sizes to ensure a comfortable and personalized experience. Passengers should check with the specific tour company for details on the maximum number of passengers allowed.
Do the Sailing Tours Have Restroom Facilities on Board?
The sailing tours typically have restroom facilities on board to accommodate passengers’ needs during the excursion. Many tour operators recognize the importance of providing this amenity for a comfortable and enjoyable sailing experience.
Are Vegetarian or Dietary-Restricted Meals Available?
Many sailing tour operators in Puerto Rico offer vegetarian and dietary-restricted meal options upon request. Customers should inquire about the availability of specialized meals when booking their sailing excursion to ensure their dietary needs are accommodated.
Can I Bring My Own Snacks and Beverages on the Sailing Tours?
Passengers can generally bring their own snacks and beverages on sailing tours. However, it’s best to check with the tour operator beforehand to ensure any restrictions or policies. Some tours may provide light refreshments, so inquiring about that is also recommended.
The Sum Up
Puerto Rico offers a variety of sailing experiences, from day trips to private charters. Visitors can explore the island’s stunning beaches, snorkel in crystal-clear waters, and enjoy picnics on secluded cays. Whether you’re looking for a relaxing cruise or an adventurous outing, Puerto Rico’s sailing opportunities cater to all interests and budgets.