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Last updated: 2024 Jun 14

Exploring the Local Charm

Morning
Start your day with a delicious breakfast at The CD Cafe. Indulge in their famous pancakes or try their savory omelettes. After breakfast, visit the Patuxent River Naval Air Museum to learn about the rich aviation history of the area.
Afternoon
For lunch, head to The Tides Restaurant & Lounge and enjoy fresh seafood dishes while overlooking the beautiful Chesapeake Bay. Afterward, take a stroll through Historic St. Mary's City , a living history museum that showcases colonial life in Maryland.
Evening
End your day by enjoying dinner at The Front Porch, a cozy restaurant known for its Southern-inspired cuisine. Afterward, head to Port of Leonardtown Winery for a wine tasting experience and relax in their scenic outdoor seating area.
Bedtime
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Nature and Adventure

Morning
Start your day with a hike at Greenwell State Park . Explore the park's trails and enjoy the serene natural surroundings. Afterward, grab a quick snack at Bean Rush Cafe before continuing your adventure.
Afternoon
Head to Point Lookout State Park , located at the southernmost tip of Maryland. Enjoy a picnic lunch by the beach and take in the breathtaking views of the Chesapeake Bay. If you're feeling adventurous, rent a kayak or paddleboard and explore the bay's calm waters.
Evening
For dinner, try out Salsa's Mexican Cafe for authentic Mexican cuisine. Afterward, visit Solomons Island Winery for a wine tasting experience and enjoy the sunset views over the Patuxent River.
Bedtime
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Historic Sites and Local Flavors

Morning
Start your day by visiting Sotterley Plantation , a National Historic Landmark that offers guided tours of its historic buildings and beautiful gardens. Afterward, grab a coffee at Daily Grind Coffee House & Cafe.
Afternoon
For lunch, head to The Slice House and enjoy delicious New York-style pizza. Afterward, explore Historic Leonardtown, known for its charming shops and galleries. Don't miss out on browsing through Fenwick Street Used Books & Music.
Evening
End your day with dinner at The Tides Restaurant & Lounge, where you can savor their mouthwatering seafood dishes once again. Afterward, visit Social Coffeehouse & Speakeasy for a unique speakeasy experience with craft cocktails and live music.
Bedtime
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Waterfront Fun and Local Brews

Morning
Start your day by renting a kayak or paddleboard from Solomons Boat Rental . Explore the scenic waters of Solomons Island and take in the beauty of the Chesapeake Bay. Afterward, grab a quick bite at Lotus Kitchen.
Afternoon
Visit Calvert Marine Museum to learn about the region's maritime heritage. Explore their exhibits featuring fossils, lighthouses, and even a working boatyard. For a late afternoon snack, stop by The CD Cafe for their famous crab dip.
Evening
Enjoy dinner at Charles Street Brasserie, an upscale restaurant offering French-inspired cuisine. Afterward, head to Ruddy Duck Brewery & Grill to sample their handcrafted beers brewed on-site.
Bedtime
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Relaxation and Farewell

Morning
Start your day with a leisurely breakfast at The Front Porch. Indulge in their homemade pastries or try their delicious eggs benedict. Afterward, visit St. Clement's Island Museum to learn about the first landing of English settlers in Maryland.
Afternoon
Spend the afternoon exploring Historic St. Mary's City once again, taking your time to fully immerse yourself in the colonial history and architecture. For a sweet treat, stop by Rita's Italian Ice & Frozen Custard.
Evening
End your trip with a farewell dinner at The Tides Restaurant & Lounge, enjoying their waterfront views and delectable seafood dishes one last time.
Bedtime
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