Want to experience one of the most carefree, relaxing, yet thrilling feelings? Try sailing on the Finger Lakes! There’s nothing quite like the feeling of gliding over a body of water with a warm breeze flowing through your hair on a summer evening. If you’d like to experience this freeing feeling, you can choose from a variety of Finger Lakes sailboat charter options as our area is home to 11 magnificent lakes in Upstate New York.
To get a head start on planning the rest of your FLX trip, glance at our complimentary Vacation Guide. We’ve included the top outdoor recreation, boat charters, restaurants, wine tours, museums, and other attractions so that you can put together the most memorable vacation on the lake yet!
Your Guide to Sailing on the Finger Lakes
Finger Lakes Boat Tours & Sailing Charters
True Love & Its Claim to Fame
Meet True Love, a gorgeous 1925 sailboat that trekked the deep waters of the Atlantic Ocean and the Caribbean Sea to later call the Seneca Lake in the Finger Lakes region home! You can hop aboard True Love at the Seneca Harbor Park Pier in Watkins Glen, NY.
This special sailboat has a famous past of hosting celebrities or public figures like the Chairman of Chrysler Motors, Bing Crosby, and Grace Kelly in the movie “High Society,” and sporting an appearance in “The Philadelphia Story” with Katharine Hepburn.
Trying to hop aboard True Love? Choose from several experiences including private sailing charters, weddings, parties, public sailing, and more.
Not True Love, But Crazy Love
Meet Crazy Love, a 36-foot sailboat that also lives on Seneca. Visit Geneva, NY, and you can hop aboard the crazy boat for two hours. Choose to sail the morning, afternoon, or sunset cruises to scope out the area from a lake point of view.
Learn to Sail With Keuka Yacht Club (KYC)
Between Hammondsport and Branchport, discover Keuka Lake to find the oldest inland yacht club in the United States, Keuka Yacht Club! The 1872 club can help you learn the ins and outs of sailing the iconic Finger Lakes of New York with a 6-session junior sailing program and two-week advanced program.
See More of Our Recommendations for Sailing Charters, Tours, and Lessons:
- Daydream Sailing on Canandaigua Lake
- Finger Lakes Sailing Charter on Cayuga Lake, Ithaca
- Boat Tours on Seneca Lake
Relax in the Best Finger Lakes Vacation Rental & Watch the Sailboats Sail Away
Looking for the most beautiful vacation rentals on the Finger Lakes to call home during your next lake getaway?
Finger Lakes Premier Properties offers the best FLX rentals in Upstate New York including waterfront properties with panoramic lake views, pet-friendly accommodations, covered and uncovered decks, fire pits, boating docks, complimentary kayaks, and so many more fabulous amenities.
Sails and Sunsets on Keuka Lake is the perfect vacation rental for your next trip to the lake. The gorgeous 3-bedroom home is lakeside and right across from Keuka Yacht Club, which means you’ll be able to watch the sailboats race every Saturday and Sunday throughout the summer! You don’t even have to get up from the comfort of your private rental to enjoy the wonderful sport of sailing the Finger Lakes!
Check our availability and book your vacation on the lake today!