Sailing Trips in Puerto Rico
Top 10 Best Puerto Rico Sailing Trips
Found 25 Sailing Trips activities in Puerto Rico. Sort by Popularity.San Juan Sunset Harbor Boat Ride
Hop aboard and join us for a captivating journey on a sunset pontoon boat tour, exploring the timeless allure of San Juan Bay, the historical gem of Puerto Rico. Our Sunset Tour offers a perfect fusion of cultural exploration, a... More
Historical San Juan Bay Sunset Sailing Tour
Sailing is authentic to San Juan culture- having a conversation with a local, the power of the wind, the peace from no engine noise, no crowds, no fake pirates, no crowds, no need to scream. We sail aboard a real racer cruiser (J3... More
San Juan Catamaran Sunset Sail with Drinks Included
Sit back, relax and take in the amazing sights of historic San Juan Bay with picturesque sunset lighting. This 2-hour sail aboard a 37ft catamaran sailboat completely powered by the wind is the perfect setting for a romantic momen... More
San Juan Bay Day Sail with Drinks Included
Discover San Juan, Puerto Rico aboard a 37-foot catamaran sailboat while enjoying complimentary mimosas, house rum punch, and other drinks in moderation. Take in the panoramic views on this pleasure sightseeing tour of San Juan Ba... More
Sail Away: Private Scenic Excursion from San Juan
Private, AM. PM. or Sunset, sailing around the San Juan Bay and Harbor of Old San Juan, Puerto Rico. (Prices already include all taxes and fees) This sightseeing, sailing tour will pass historical, Old San Juan Forts and views o... More
Private Tour
Sailing and Snorkeling Day Charter in Fajardo, Puerto Rico
Come aboard the comfortable Janise Lagoon 380 for a memorable voyage in the beautiful waters of the Caribbean Sea. Great for birthdays and any special private event. Come experience first class service by our professional and frie... More
Private Tour
San Juan: Snorkeling with Turtles Adventure and Free Videos
Experience the magic of exploring the marine world at a stunning beach in San Juan. Join this beginner-friendly adventure led by a professional guide in small groups of up to 10, ensuring a personalized and high-quality experience... More
Private Tour
San Juan Historical Bay Daytime Sailing Tour
Authentic sailing is culture, having a conversation with a local, with the power of the wind, no engine noise, no crowds, no fake pirates, no stray cats, no crowds, no need to scream . . . we sail sideways, aboard a real racer-cru... More
Private Tour
VIP San Juan: Snorkeling Tour with Turtles with Free Videos
Experience the magic of exploring the marine world at a stunning beach in San Juan. Join this beginner-friendly adventure led by a professional guide in small groups of up to 7, ensuring a personalized and high-quality experience ... More
Private Tour
San Juan Bay Private Tour with Drinks and Tapas: 4+ people
See more do more! Welcome aboard your private water tour aboard a choice between a 37 foot sailboat ot a a high performance Powerboat. Enjoy complimentary local drinks. Your personal tour guide and Pro USCG certified Captain will... More
Private Tour
1-Hour Paddle Board in Condado Lagoon
Paddle board experience on a tour of the Condado lagoon, where you can appreciate the old historic "Los Hermanos" bridge, the maritime life of our reef in a natural reserve, we can see turtles, manatees, and fish of different spec... More
Private Tour
Private Day Sail - South Coast of Puerto Rico
Our experienced USCG Captain and crew will make sure you experience the most beautiful and secluded spots of the Jobos Bay National Estuarine Research Reserve (JBNERR) in the comfort and privacy of our 36-foot sailboat fit for six... More
Private Tour
Snorkel to a Local's Secret Spot
**CHECK-IN TIME: 1:30 PM** TOUR START TIME: 2:00 PM We meet at Marina Puerto Chico in Fajardo, to receive a quick overview of the itinerary. Aboard our classic vessel we navigate towards one of the coral reefs of Icacos Island. N... More
Private Tour
Janise Sailing Afternoon Charter in Fajardo, Puerto Rico
Come aboard the comfortable Janise Lagoon 380 for a memorable voyage in the beautiful waters of the Caribbean Sea ending in an amazing sunset setting. Great for engagements, and any special private event. Come experience the 1st c... More
Private Tour
Private Sailing & Snorkeling Tour with Bar & Food in Fajardo, PR
Explore the offshore islands of the East Coast of Puerto Rico aboard our modern 2013 Beneteau 41 ft Sailboat equipped amenities like full snorkeling gear, paddle boards and floaties. With over 15 years of experience, we'll create ... More
Private Tour
Private Sail Tour Puerto Rico (Fajardo) with Drinks & Food
Hop aboard as guests, leave as family! With over 15 years of experience, Gio & Angie will create a sailing experience that will make you feel like you are being hosted by friends. Our modern 2013 Beneteau Sailboat of 41-feet is eq... More
Private Tour
2 hrs. Private Sunset Sail - South Coast of Puerto Rico
Catch the most amazing sunsets from a secluded spot on the Jobos Bay National Estuarine Research Reserve (JBNERR) with our experienced USCG Captain and crew, in the comfort and privacy of our 36-foot sailboat fit for six (6) passe... More
Private Tour
Private Half-Day Sailing and Snorkeling Tour
On this trip we offer you a sailboat trip experience during 4-hours tour from the coast of Fajardo to one (1) selected Island (Icaco Island or Palomino Island). Customers can swim and enjoy themselves on each island. In some cases... More
Private Tour
Private Half Day Sail including Food & Bar, Fajardo Puerto Rico
Don't have all day? Take a quick dip in Caribbean warm waters and get pampered by our crew in your own private yacht expedition with half-day full of adventure and fun. With over 15 years of experience, we'll create a unique perso... More
Private Tour