Limited seasonal journey · November 4–7, 2027

The Chesapeake
Oyster & Autumn Passage

A late-season private yacht passage through Irvington and Urbanna, centered around the confirmed November 5–6 dates of the 2027 Urbanna Oyster Festival.

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Duration4 days · 3 nights
FestivalNovember 5–6 confirmed
RouteGloucester Point · Irvington · Urbanna

Autumn on the Chesapeake

Oysters, harvest dining, waterfront towns, and an unhurried return passage.

Over three nights and four days, guests will experience changing late-season scenery, Chesapeake oyster traditions, festival energy, and the quiet privacy of the yacht between shore experiences.

The four-day journey

A Chesapeake autumn shaped around oysters and place.

The 2027 Urbanna Oyster Festival dates are confirmed. The private oyster experience, VIP admission, marina reservations, and individual festival activities are planned but not yet secured.

The itinerary remains subject to weather, marina availability, and final partner arrangements.

Thursday, November 4

Gloucester Point to Irvington

A scenic autumn cruise to Irvington and an overnight near the Tides Inn, with gourmet dining prepared by an onboard chef featuring Virginia harvest ingredients and Chesapeake seafood.

Friday, November 5

Private Oyster Experience and Urbanna

A planned private oyster-farming excursion, educational presentation, tasting, and shucking demonstration through the Tides Inn or a comparable local partner, followed by an afternoon cruise to Urbanna, Friday evening festival activities, and an overnight aboard the yacht near Urbanna.

Saturday, November 6

Urbanna Oyster Festival

Planned VIP festival admission with opportunities for oyster tastings, Virginia wine, live music, arts, the oyster-shucking competition, and festival parade. Guests may return to the yacht for quiet relaxation, cocktails, or dinner.

Sunday, November 7

The Return Passage

A leisurely breakfast aboard followed by a scenic return passage to Gloucester Point.

2027 passage dates

November 4–7, centered around the Urbanna Oyster Festival.

The passage is included in the selected 2027 whole-yacht availability calendar.

View 2027 availability