The Best Ways to Experience Sailing on the Finger Lakes

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! 

Download our Free Vacation Guide

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. 

Sailing Lessons 

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: 

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! 

Where to Find the Best Finger Lakes Boat Rentals

Without a doubt, the best part about staying in the Finger Lakes region is, of course, the lakes! There’s nothing like zipping across the lake on a vessel or relaxing with a fishing pole and a nice beer. First thing’s first: find out the where’s most convenient Finger Lakes boat rentals for your needs. Discover the best places to rent a boat in the Finger Lakes!

We’ve listed some of the best Finger Lakes boat rentals, but there’s more to discover! Download our free Vacation Guide to get a full list of our favorite museums, hiking trails, shops, wineries, and restaurants in the region!

The Best Finger Lakes Boat Rentals

Canandaigua Lake

German Brother Marina: This family-owned business, located on the west shore of Canandaigua Lake, is a full-service marina as well as a new and used boat dealership. They offer 23-foot Tahoe Pontoon boats from 9:15 a.m. to 5:00 p.m. You can rent for half-days, full days, or choose the five-day weekday rental.

Pelican Point Marina: Pelican Point is situated on the east side of the lake, and boasts the longest hours on the lake. They are open from 8:00 a.m. to 8:00 p.m., seven days a week, from mid-May to Labor Day. You can even grab a snack while you’re there at their deli. Don’t miss the iconic “Terry’s Signature Italian Sub,” a two-pound sandwich!

Owasco Lake

Owasco Marine: Another full-service marina, Owasco Marine rents brand-new Bennington pontoon boats and Crestliner fishing boats. Choose from their full day, two-day, or one-week rentals. If you’d like to rent for a half-day, give them a call, as they only offer those based on availability.

Seneca Lake

Roy’s Marina: There’s a reason Roy’s Marina has been in business for over 65 years! This family-owned institution provides stellar service at fair prices. You can rent from their wide selection of boats, as well as rent kayaks, canoes, and paddleboards. They also offer fishing charters!

Stivers Seneca Marina: Located on the northernmost tip of Seneca Lake, Stiver’s Marina offers half-day and full day pontoon boat rents every day of the week. Inside their Ship Store, you’ll find fishing supplies, towable tubes, snacks, and beer.

Conesus Lake

Conesus Lake Boat Rentals: This small, family-owned operation is the perfect option for anyone staying on Conesus Lake. They offer to deliver boats to rentals around the lake, with flexible dropoff and pickup times. They have three boats from which you can choose, and you can check out the boat’s availability online!

Keuka Lake

East Bluff Harbor: In operation for over 40 years, East Bluff Harbor has a wide selection of boats available for rent. They are among the best of the Keuka Lake boat rentals, and they also offer a range of tubes, skis, and wakeboards.

Stay with Finger Lakes Premier Properties

After your day of boating in the Finger Lakes, return to a luxurious home with the best amenities available! Finger Lakes Premier Properties offers the best inventory of waterfront homes. Consider booking Paradise Point, a Canandaigua Lake property that is just a five-minute drive from Pelican Point Marina. This three-bedroom, two-bathroom house is perfect for anyone traveling with their family for an annual summer vacation or on a friend’s getaway.

Take a look at our full inventory of homes and book today! We look forward to having you.