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Roam Around

Annapolis: Sailing Capital's Best in 2 Days Itinerary

Last updated: 2024 Jun 14

Historic Charm and Culinary Delights

Morning

Start your day with a delightful breakfast at Iron Rooster, known for its delicious comfort food. Afterward, immerse yourself in Annapolis' history with the "Phantoms of Annapolis Ghost Walking Tour" Phantoms of Annapolis Ghost Walking Tour. Explore the city's haunted past and mysterious stories.

Afternoon

For lunch, savor the fresh seafood at Carrol's Creek Cafe with a waterfront view. Follow it up with the "Best of Annapolis Walking Tour" Best of Annapolis Walking Tour. Discover the charm of the city and its maritime heritage.

Evening

Enjoy a sophisticated dinner at Lewnes' Steakhouse, a local favorite. Conclude your day with a leisurely stroll along the harbor and take in the beautiful views.

Bedtime

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Phantoms of Annapolis Ghost Walking Tour
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Best of Annapolis Walking Tour
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Nautical Adventures and Cultural Gems

Morning

Indulge in a delicious breakfast at Miss Shirley's Cafe, Annapolis, known for its Southern cuisine. Then, embark on the "Annapolis Private Scavenger Hunts" Annapolis Private Scavenger Hunts. Enjoy a fun and interactive way to explore the city.

Afternoon

For lunch, head to The Point Crab House & Grill for a true taste of Maryland's crab dishes. Afterward, take the "Best of Annapolis Tour" Best of Annapolis Tour to visit the iconic landmarks and hidden gems of the city.

Evening

Conclude your Annapolis adventure with a memorable dinner at Chart House, offering stunning waterfront views. Reflect on your trip and the beauty of the Sailing Capital.

Bedtime

Find amazing hotels in Annapolis.