
Return of the Fleet: A Time-honored Tradition at Inn at Perry Cabin
As dawn breaks over the tranquil waters of the Miles River, there’s a buzz of anticipation in the salty breeze as the bow of the first vessel draws into view. The Return of the Fleet has begun. This annual spring tradition at the Inn at Perry Cabin marks the new season and draws captains, guests, and the maritime spirit of St. Michaels together in hopeful celebration.
The Captain’s Reception
This beloved weekend-long celebration begins with The Captain’s Reception. The evening before the Return of the Fleet, the Inn hosts a warm, relaxed gathering for guests to meet our seasoned captains who have navigated the waters of the Chesapeake for decades. While enjoying local craft drinks and hors d'oeuvres, they’ll regale the group with tales, share the artistry behind sailing our prestigious vessels, and toast to plans and hopes for smooth sailing in the year ahead.
The Return of the Fleet begins with the sound of bagpipes carried on the breeze, stirring and distinctive as it signals the fleet’s return. Gathered along the shoreline, everyone’s focus turns toward the river.
The Return of the Fleet
By the next morning, the anticipation is unmistakable. Guests rise early and make their way to the waterfront. The Return of the Fleet begins with the sound of bagpipes carried on the breeze, stirring and distinctive as it signals the fleet’s return. Gathered along the shoreline, everyone’s focus turns toward the river. One by one, the ships appear, sails trimmed or engines humming, gliding into view in graceful procession.

The reception onshore is heartfelt and celebratory. The captains—fresh from their short but symbolic return voyage—are welcomed, champagne is toasted, and cheer permeates the shoreline. Many of them know returning guests by name. For first-timers, it’s an easy introduction to the welcoming culture that defines the Inn.
In the hours that follow, guests often linger by the water. Some plan excursions on the newly returned fleet; others simply relax with a second coffee or a celebratory drink. The mood is light, content, and hopeful. There is something very special in the simplicity and in being part of it all.
An Enduring Legacy on Land and at Sea
The town of St Michaels with its rich shipbuilding heritage and the Inn at Perry Cabin, built in 1816 by a navy veteran, are pieces of living maritime history themselves. Built on traditions like the Return of the Fleet, hosting this celebration is more than simply good hospitality; it’s a way to honor the past and those who graced these shores and seas throughout the centuries.

Carrying on the Tradition
For those who gather year after year, the Return of the Fleet is more than just a celebration—it’s a reconnection to the past and the promise of fair winds and following seas for the year ahead.
We hope you will come join us in welcoming the fleet home next year.