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Annie & Andrew

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    Things To Do

Things To Do

The Wedding Website of Annie Milkey and Andrew Pinsky
We are so excited to have you join us for our wedding weekend in beautiful St. Michaels. Here are some ideas of things to do but remember, the best part of St. Michaels is just being here. Grab a drink, sit by the water, watch the boats go by, and breathe in the fresh air. It’s laid-back, beautiful, and full of charm — just the way we love it.

Talbot Street

The heart of St. Michaels is filled with boutique shops, galleries, and cozy cafés. From nautical treasures to local art, it’s the perfect spot for a leisurely afternoon.

Local Eats

There are plenty of great local eateries to check out! Here is just a few: -The Galley – A cozy, casual spot that’s perfect for breakfast, brunch, or lunch. -Ava’s Pizzeria & Wine Bar – Delicious pizza, wine, and a cozy garden courtyard. A local favorite for a relaxed dinner or lunch. -Gina’s Café – Funky and colorful, with a Tex-Mex twist.

Wine, Beer, and Spirits Tastings

Visit St. Michaels Winery, Eastern Shore Brewing, or Lyon Rum Distillery — all within walking distance downtown — for a taste of local craft drinks.

Saint Michaels Nature Trail

Saint Michaels Nature Trail, Saint Michaels, MD 21663

The St. Michaels Nature Trail offers a peaceful walking and biking path that winds around the town and waterfront.

Chesapeake Bay Maritime Museum

213 North Talbot Street, Saint Michaels, MD 21663

Before or after our wedding festivities, we invite you to stroll the museum grounds! You’ll find historic boats, the working shipyard, and exhibits all about the rich maritime culture of the Chesapeake Bay.

Get out on the Water

Book a boat tour, hop on a sunset sail, or rent a kayak to explore the calm waters. Seeing the Bay from the water is a must while you’re here.

For all the days along the way
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