the Patchogue area
Maine schooner cruises inspired by Patchogue
Explore Patchogue sailing history and Patchogue historic vessels
Brian Grant

Brian Grant

Aug 5, 2026

0 Comments

Built in Patchogue in 1882, the historic schooner Grace Bailey continues to carry passengers on unforgettable sailing adventures along the Maine coast, connecting Long Island's maritime heritage with a new generation of travelers.

 

Long before she became one of Maine's most beloved windjammers, the schooner Grace Bailey began her remarkable journey in Patchogue. Built in 1882 as a hardworking cargo vessel, she hauled produce, lumber, and granite along the East Coast and to the West Indies before earning designation as a National Historic Landmark in 1991.

 

Today, the beautifully restored schooner sails from Rockland Harbor, Maine, offering themed cruises that blend history, music, and coastal exploration. During a recent four-day music voyage, passengers enjoyed performances by the folk band Golden Oak while sailing among Maine's islands, anchoring in quiet coves, swimming from secluded beaches, and sharing memorable evenings under the stars.

 

Life aboard the Grace Bailey reflects the camaraderie of traditional sailing. Guests share cozy quarters, gather on deck for conversation, and enjoy meals prepared with fresh local ingredients, including lobster bakes on remote islands. As the sails fill with wind, the vessel offers a glimpse into the craftsmanship and seafaring traditions that began in Patchogue nearly 145 years ago.

 

For Patchogue residents, the Grace Bailey remains a proud reminder of the village's rich shipbuilding legacy. Though she now calls Maine home, every voyage carries a piece of Patchogue history across the water, proving that the community's maritime heritage continues to inspire new adventures.

 

More information is available at www.sailgracebailey.com.

0 Comments

Join the conversation

Be the first to comment

Share your thoughts above.

Patchogue Live Local


Community Guide - Local Business and Events

Patchogue Live Local Guide

© 2026 Patchogue Live Local.


Your Ultimate Guide to Local Life in Patchogue, Medford, Bellport, Bayport, Blue Point

© 2026 Patchogue Live Local.