
Return of the Fleet: A Time-honored Tradition at Inn at Perry Cabin
Sunlight dances on the Miles River as bagpipes begin to play, their notes rising on the breeze—signaling something special is near. The first bow appears on the horizon, and excitement ripples through the crowd- The Return of the Fleet has begun! This beloved spring tradition at Inn at Perry Cabin unites captains, guests, and the maritime spirit of St. Michaels in a jubilant celebration of the season—complete with live music, champagne toasts, and the unmistakable magic of boats coming home.

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 as guests 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 aboard the newly returned fleet; others enjoy a second coffee or raise a glass in celebration. There’s something undeniably special about being part of the moment—where tradition, joy, and the spirit of the season come together in full view.
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.