Private Sail

Watkins Glen, New York, sits at the southern tip of Seneca Lake, the largest of the Finger Lakes, known for its deep glacial waters and dramatic shores. Here, the Schooner True Love offers an exclusive two-hour private sailing experience on this iconic lake, inviting groups up to 22 aboard a classic wooden schooner designed for both comfort and authenticity. Whether you opt for a calm daytime trip or a vivid sunset cruise, the True Love provides an intimate vantage point for taking in the region’s geological splendor, from steep cliffs descending sharply into the water to vineyards lining the hillsides around the lake.

The schooner itself is a centerpiece of Watkins Glen’s rich boating culture, reflecting the area’s maritime heritage while carving out a unique niche in the Finger Lakes outdoor scene. Sailing in this region contrasts sharply with the surrounding hiking and winery tours by placing guests directly onto the water’s surface, where the horizon blends tumbling clouds with the shimmering lake. Wildlife sightings here can include ospreys gliding overhead and occasional river otters playfully surfacing.

This private charter holds appeal for families, friends, or corporate groups seeking a personalized outdoor experience in an accessible yet memorable setting. The boat's layout encourages leisurely conversation and uninterrupted views, while the knowledgeable crew shares insights about the lake’s formation and local lore—including the importance of Seneca Lake’s clean waters and the ongoing conservation efforts to protect its fragile ecosystem. For travelers planning to stay in the nearby town of Watkins Glen, this sailing trip serves as a standout complement to land-based adventures like hiking the famed Watkins Glen State Park gorge or sampling estate wines along the Seneca Lake Wine Trail.

The Schooner True Love’s private sail offers an immersive way to unwind and connect with the natural beauty and history that make this region a distinctive destination for outdoor enthusiasts.