Skip to primary navigation Skip to content Skip to footer

School's Out Charters

Cayuga Lake Boat Tours & Charters

Winners of Best Finger Lakes Wine Cruise Operator in the Nautical Tourism Awards 2022, hosted by LUXlife Magazine! We now offer a Lakefront Vacation Rental Home!


Welcome to School's Out Charters! We Originated the Cayuga Lake Wine Cruise in 2009.

We Offer Finger Lakes Wine Cruises for Small Groups and Exclusive Tours to Cayuga Lake’s Best Wineries

This is the ultimate way to enjoy the wineries! No crowded cattle boats or buses, no traffic, just a leisurely cruise on the lake combined with tastings at some of the best wineries in the Finger Lakes. A variety of options are available for a truly special day on the lake and at the wineries, from behind-the-scenes tours to barrel tastings and owner-led vineyard tours.

a small boat in a body of water

#1 Boat Tours on Cayuga Lake

School's Out Charters
Love Captain Rick

So fun! We met up with School's Out and after check-in, left a short time later. We arrived at Sheldrake Winery for our first tasting and had a nice private tasting with small pairings. Off to Long Point Winery next sooo good. The boat ride was comfortable and Rick has a lot of knowledge. We really enjoyed ourselves and will do it again!

– bmja69 | TripAdvisor
School's Out Charters
Wonderful wine tasting and boating experience!

Captain Rick was great from beginning to end. He shared the history of the area and he was also knowledgeable about the three wineries we visited. The boat was clean, comfortable and had the smoothest ride of any boat I’ve been on. I was worried about boarding and debarking the boat at each of the docks, but even that process went smoothly and without a hitch. We had a wonderful day on the water with Captain Rick, I highly recommend his tour for a great overview of Cayuga lake and its surrounding wineries.

– Debbie C | TripAdvisor
School's Out Charters
Great experience

All of the reviews are correct, this is a great way to enjoy the day. Captain Mike is friendly, knowledgeable, and entertaining. We even experienced a storm while on the tour and the boat and captain handled it without a problem. The tastings are very nice and are included in the price. We would definitely take this boat wine tour again.

– S R | TripAdvisor
School's Out Charters

The wine cruise was one of the highlights of our Finger Lake vacation. Captain Mike is very knowledgeable about the lake, he shared history and fun facts about Lake Cayuga. We enjoyed a tasty and relaxing lunch from the Busy Bee Market on the boat. Three winery visits were on this cruise - Long Point Winery, Sheldrake and Treleaven. I highly recommend this cruise and hope to do this cruise again.

– Russ | TripAdvisor