School's Out Charters offers a distinctive way to engage with the natural and cultural landscape of Ithaca, New York, on the waters of Cayuga Lake. Situated in the Finger Lakes region, this operation turns a simple boat ride into a personalized journey beneath a wide sky, over shimmering water, and past the vineyards that shape the local economy and lifestyle. Captained by Rick, a seasoned, friendly guide who combines local knowledge with attentive hospitality, guests get more than just a cruise—they receive a seamless blend of relaxation, education, and social connection.

Cayuga Lake, one of the largest of the Finger Lakes, stretches over 40 miles and is framed by steep hills and vibrant wineries. Visitors aboard School’s Out Charters experience this iconic stretch from a vantage point most tourists don’t access—directly on the lake. Trips typically include stops at select waterfront wineries, where guests disembark for intimate tastings unavailable by land. The boat’s smooth glide and Rick’s flexibility create a comfortable pace, allowing time to savor each winery’s offerings and the stories behind them.

Every trip is carefully tailored. From sunset cruises that position guests perfectly to watch the fading light over the water, to wine tours celebrating milestones, the experience is elevated by Captain Rick’s engaging storytelling—covering local history, maritime tidbits, and insider tips on the area’s culture. His commitment to safety and guest comfort stands out, as does the immaculate condition of his newest yacht, outfitted with amenities like chilled water, ice, and essentials for a lakeside picnic.

School’s Out Charters is more than a boat rental service; it’s a gateway to the Finger Lakes’ rich outdoor and viticultural offerings. For anyone seeking a memorable day on the water that combines adventure with indulgence, these charters offer a distinct way to connect with Ithaca’s landscape and hospitality. This local gem elevates the outdoor adventure scene by mixing the beauty of the lake with the region’s celebrated wine culture, crafting an experience that’s both relaxing and uniquely Ithacan.