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Annapolis

1 day itinerary

Annapolis

Personalized with:I want to travel at a relaxed paceExclude museums

Itinerary

Spending a day in Annapolis can be a delightful experience, especially if you want to soak in the charm of this historic city at a relaxed pace. Here’s a lovely itinerary for your day:

Morning: Stroll and Breakfast

8:30 AM - Breakfast at
Start your day with a hearty breakfast at this iconic spot. Their famous crab omelet is a must-try, and don’t forget to check out the giant menu! The atmosphere is lively, and you might even catch a glimpse of the locals.

9:30 AM - Walk along the Waterfront
After breakfast, take a leisurely stroll along the . The views of the Chesapeake Bay are stunning, and you can watch the boats come and go. It’s a perfect spot to snap some photos and enjoy the fresh air.

Late Morning: Explore the Historic District

10:30 AM - Historic Stroll through the Streets
Wander through the charming streets of the Historic District. Admire the beautiful colonial architecture, and don’t miss the , the oldest state capitol still in continuous legislative use. You can take a peek at the grounds and enjoy the gardens.

11:30 AM - Visit the Naval Academy
Head over to the . While you’re excluding museums, the grounds themselves are beautiful to explore. You can walk around and take in the impressive buildings and the stunning views of the Severn River.

Lunch: A Taste of Annapolis

12:30 PM - Lunch at
This local favorite is known for its casual vibe and delicious seafood. Try the crab cakes or a fresh salad. The nautical decor adds to the charm, and it’s a great place to relax and refuel.

Afternoon: Relax and Enjoy the Outdoors

2:00 PM - Sailboat Tour or Kayaking
After lunch, consider taking a relaxing sailboat tour of the Chesapeake Bay. There are several companies that offer short cruises, and it’s a fantastic way to enjoy the water and the scenery. If you’re feeling a bit more adventurous, you could rent a kayak or paddleboard and explore the bay at your own pace.

4:00 PM - Stroll through the Parks
Once you’re back on land, take a leisurely walk through one of Annapolis’s lovely parks, like or . Enjoy the greenery and perhaps find a nice bench to sit and people-watch.

Evening: Dinner and Sunset

5:30 PM - Dinner at
For dinner, head to . It’s a cozy spot with a great view of the water. Enjoy some fresh seafood while watching the sunset over the bay. The atmosphere is relaxed, perfect for winding down after a day of exploration.

7:00 PM - Sunset at the Dock
After dinner, take a moment to enjoy the sunset at the City Dock. It’s a beautiful way to end your day, with the sky painted in hues of orange and pink reflecting on the water.

Nightcap: A Relaxing End

8:00 PM - Dessert at
If you have a sweet tooth, stop by for a scoop of their homemade ice cream. It’s a delightful treat to cap off your day.

8:30 PM - Evening Stroll
Finish your day with a gentle stroll back through the historic streets, soaking in the ambiance of Annapolis at night. The city has a magical feel after dark, with the lights reflecting off the water.

And there you have it! A relaxed, enjoyable day in Annapolis, filled with beautiful sights, delicious food, and a touch of adventure. Enjoy your trip!

Places of interest

Chick & Ruth's Delly Annapolis

Chick & Ruth's Delly

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Annapolis City Dock Annapolis

Annapolis City Dock

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Maryland State House Annapolis

Maryland State House

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United States Naval Academy Annapolis

United States Naval Academy

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The Boatyard Bar & Grill Annapolis

The Boatyard Bar & Grill

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Chesapeake Bay (sailboat tour or kayaking) Annapolis

Chesapeake Bay (sailboat tour or kayaking)

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Broadneck Park Annapolis

Broadneck Park

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Quiet Waters Park Annapolis

Quiet Waters Park

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O’Leary’s Seafood Annapolis

O’Leary’s Seafood

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City Dock (sunset viewing) Annapolis

City Dock (sunset viewing)

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The Ice Cream Shop Annapolis

The Ice Cream Shop

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