A Mini Itinerary to Help You Celebrate National Grandparents Day in Talbot County’s St. Michaels, Maryland

The first Sunday after Labor Day is National Grandparents Day, a day for spending time with and recognizing the contributions grandparents have made to our lives. So, spend some quality family time together, reconnecting and sharing new experiences for lasting memories. Below is a mini itinerary to help you celebrate in Talbot County.

National Grandparents Day: See Spectacular Lighthouse Views

For National Grandparents Day, visit the Hooper Strait Lighthouse at the Chesapeake Bay Maritime Museum.
Hooper Strait Lighthouse at the Chesapeake Bay Maritime Museum

Learn about the history, environment, and culture of the Chesapeake Bay region at the Chesapeake Bay Maritime Museum. The 18-acre sprawling campus includes interactive exhibitions where you can learn to tong for oysters at Waterman’s Wharf, experience life aboard a working fishing boat, explore unique watercraft of the Bay at the working shipyard, and more.

For a perfect view from land, climb the three stories to the top of the Hooper Strait Lighthouse to look out over the Miles River and see working and leisure boats on their way out to the Chesapeake Bay.  

Check their calendar for upcoming events and festivals. You can get there by boat or car!

National Grandparents Day: Family-Ready Dining is Just Steps Away

Enjoy a crab feast in Talbot County, Maryland for National Grandparents Day.
Share a Crab Feast

From the Chesapeake Bay Maritime Museum, walk to the heart of St. Michaels. Cross the Honeymoon Bridge and turn onto Talbot Street to find shops and boutiques along with a plethora of dining options. We recommend reservations for most places, and please keep in mind that some restaurants close in the off season. Give these family-ready eateries a try.

Ava’s Pizzeria & Wine Bar serves gourmet pizzas, sandwiches, and Italian-inspired dishes. Ask to be seat in the atrium to view their beer spout water feature.

Blu Miles Seafood and Grill lets you sit harbor-side to enjoy their steamer and raw bar, fresh seafood, plus burgers and steak with a view worth reminiscing about.

Gina’s Cafe’ offers a little something different with southwest inspired atmosphere and dishes, plus handmade margaritas.

The Crab Claw Restaurant gives you a casual waterfront dining experience and offers steamed crabs, crab cakes, and plenty of other seafood choices.

The Galley Restaurant has a unique menu of inspired, made-in-house dishes and cocktails, plus homemade sweets.

Discover St. Michaels’ many other restaurants choices!

National Grandparents Day: Don’t Forget to Save Room for Dessert!

Justine’s Wall of Shakes

St. Michaels has great choices to satisfy your sweet tooth, and you can walk to them all.

JoJo’s Ice Cream offers farm fresh ice cream in a variety of flavors, including fruity from their convenient, walk-up window.

Justine’s Ice Cream Parlor serves classic and original ice cream flavors, or you can try something unique from their famous Wall of Shakes.

Skipjack’s St. Michaels carries fine desserts, Gelato, gourmet coffee, Teas, and gifts.

Olde Town Candy Company is a traditional old-fashioned candy store, offering handmade candies, chocolates, toys, and gifts. Don’t get overwhelmed by all the choices, get one of each!

Have a Happy National Grandparents Day!

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Chesapeake Bay Maritime Museum's Hooper Strait Lighthouse dressed for the holidays in Talbot County, Maryland.

Ring in the Holidays in St. Michaels

The historic, waterfront town of St. Michaels transforms into a magical Christmas village during the holiday season, offering activities, shopping, and waterfront charm to make your festive visit unforgettable.

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Friday
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Saturday
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Sunday
51°F
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Monday
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Tuesday
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