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13 Best Things to do in Annapolis, MD

October 04, 2023

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Explore the 13 best things to do in Annapolis, MD, with our expert guide. From historic sites to waterfront adventures, discover the gems of this charming city. Plan your perfect Annapolis itinerary now!

1. Exploring Historic Districts

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Discover the rich history of Annapolis by strolling through its historic districts. Immerse yourself in the 18th-century ambiance, with cobblestone streets and colonial architecture reminiscent of a bygone era.

2. Naval Academy: A Symbol of Excellence

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Witness the prestigious United States Naval Academy, where tradition and honor converge. Explore the grounds, including the iconic Chapel and the Naval Academy Museum, offering a glimpse into the nation's naval history.

3. Chesapeake Bay Maritime Museum

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For maritime enthusiasts, a visit to the Chesapeake Bay Maritime Museum is a must. Explore historic vessels, learn about maritime traditions, and enjoy breathtaking waterfront views.

4. Annapolis Food Tour

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Embark on a culinary adventure with the Annapolis Food Tour. Sample local delicacies, from Maryland crab cakes to mouthwatering seafood, and experience the city's diverse gastronomic scene.

5. Waterfront Dining at City Dock

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Indulge in a delightful dining experience at City Dock. Enjoy fresh seafood while overlooking the serene waters of the Chesapeake Bayโ€”a perfect blend of culinary pleasure and scenic beauty.

6. Rams Head Tavern: Where History Meets Pub Fare

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Step into Rams Head Tavern, a historic establishment offering delectable pub fare. Immerse yourself in the cozy atmosphere and savor traditional dishes paired with local craft beers.

7. Quiet Waters Park

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Escape the hustle and bustle at Quiet Waters Park. Engage in outdoor activities such as hiking, biking, or picnicking amidst picturesque landscapes and serene water views.

8. Annapolis Sailing School

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Experience the thrill of sailing with Annapolis Sailing School. Whether you're a novice or an experienced sailor, set sail on the Chesapeake Bay and revel in the nautical adventure.

9. Sandy Point State Park

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Bask in the sun at Sandy Point State Park. This scenic haven offers sandy beaches, picnic areas, and opportunities for fishing, making it an ideal spot for a day of relaxation.

10. Maryland State House

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Visit the Maryland State House, the oldest state capitol in continuous legislative use. Delve into the state's political history and marvel at the stunning architecture of this national historic landmark.

11. Annapolis Shakespeare Company

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For a dose of culture and entertainment, attend a performance at the Annapolis Shakespeare Company. Enjoy classic plays and innovative productions in an intimate and historic setting.

12. Annapolis Symphony Orchestra

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Immerse yourself in the world of classical music with the Annapolis Symphony Orchestra. Attend a captivating performance showcasing the talents of renowned musicians.

13. Annapolis Towne Centre

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Shop 'til you drop at Annapolis Towne Centre. This vibrant shopping destination features a mix of boutique stores, upscale shops, and delightful cafes, providing a perfect blend of retail therapy and relaxation.

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