logo
Annapolis Md

3 day itinerary for Annapolis Md

Personalized with:

Fun

Share and earn 3 free tokens

They get 5 tokens for signing up with your link

Itinerary

Day 1: Exploring Historic Annapolis

Start your day by immersing yourself in the rich history of Annapolis. Begin with a visit to the Maryland State House, the oldest state capitol still in continuous legislative use. Take a guided tour to learn about its fascinating history and admire the stunning architecture.

Afterward, head to the United States Naval Academy, where you can explore the beautiful campus and visit the Naval Academy Museum. Don't miss the opportunity to witness the noon formation of midshipmen, a unique and impressive sight.

For lunch, indulge in some delicious seafood at one of the waterfront restaurants in downtown Annapolis. Afterward, take a stroll along the picturesque streets, lined with charming boutiques, art galleries, and antique shops. Be sure to stop by the Annapolis Maritime Museum to learn about the city's maritime heritage.

In the afternoon, embark on a relaxing cruise along the Chesapeake Bay. Enjoy the scenic views, spot wildlife, and learn about the area's ecology. As the sun sets, head to the City Dock area and enjoy a delightful dinner at one of the waterfront restaurants, while taking in the beautiful views of the harbor.

Day 2: Outdoor Adventures and Cultural Delights

Start your day with a visit to Quiet Waters Park, a serene oasis just outside of Annapolis. Explore the park's trails, rent a kayak or paddleboard, or simply relax by the water. If you're feeling adventurous, try your hand at disc golf or visit the art gallery located within the park.

Afterward, head to the William Paca House and Garden, a beautifully restored 18th-century mansion. Take a guided tour of the house and wander through the meticulously maintained gardens, which are a true delight for nature lovers and history enthusiasts alike.

For lunch, head to the West Annapolis neighborhood and enjoy a meal at one of the cozy cafes or trendy eateries. Afterward, visit the Banneker-Douglass Museum, which showcases the history and culture of African Americans in Maryland.

In the evening, catch a performance at the Maryland Hall for the Creative Arts. This vibrant venue hosts a variety of concerts, plays, and art exhibitions throughout the year. After the show, head to one of the local breweries or wine bars to unwind and savor some local libations.

Day 3: Sailing and Shopping

Start your day with a sailing adventure on the Chesapeake Bay. Rent a sailboat or book a sailing tour to experience the thrill of gliding through the water and enjoying the stunning views of the coastline. If you're a beginner, don't worry – there are plenty of options for sailing lessons as well.

After your sailing excursion, head to the Annapolis Mall or the Annapolis Towne Centre for some retail therapy. Explore the wide range of shops, from high-end boutiques to popular brands, and indulge in some shopping.

For lunch, head to the Eastport neighborhood, known for its vibrant dining scene. Enjoy a meal at one of the waterfront restaurants, where you can savor fresh seafood while enjoying the views of the harbor.

In the afternoon, visit the Annapolis Maritime Antiques store, a treasure trove of nautical artifacts and unique finds. Browse through the collection of antique maps, ship models, and maritime memorabilia.

As the sun sets, head to the Rams Head On Stage, a renowned music venue that hosts a variety of live performances. Enjoy an evening of great music and entertainment before bidding farewell to Annapolis.

Remember, this itinerary is just a starting point, and there are plenty of other attractions and activities to explore in Annapolis. Have fun and make the most of your three days in this charming city!

Places of interest

Maryland State House Annapolis Md

Maryland State House

Loading more info...

United States Naval Academy Annapolis Md

United States Naval Academy

Loading more info...

Naval Academy Museum Annapolis Md

Naval Academy Museum

Loading more info...

Waterfront restaurants in downtown Annapolis Annapolis Md

Waterfront restaurants in downtown Annapolis

Loading more info...

Annapolis Maritime Museum Annapolis Md

Annapolis Maritime Museum

Loading more info...

Chesapeake Bay cruise Annapolis Md

Chesapeake Bay cruise

Loading more info...

City Dock area Annapolis Md

City Dock area

Loading more info...

Quiet Waters Park Annapolis Md

Quiet Waters Park

Loading more info...

William Paca House and Garden Annapolis Md

William Paca House and Garden

Loading more info...

West Annapolis neighborhood cafes and eateries Annapolis Md

West Annapolis neighborhood cafes and eateries

Loading more info...

Banneker-Douglass Museum Annapolis Md

Banneker-Douglass Museum

Loading more info...

Maryland Hall for the Creative Arts Annapolis Md

Maryland Hall for the Creative Arts

Loading more info...

Local breweries or wine bars Annapolis Md

Local breweries or wine bars

Loading more info...

Sailing on the Chesapeake Bay Annapolis Md

Sailing on the Chesapeake Bay

Loading more info...

Annapolis Mall or Annapolis Towne Centre Annapolis Md

Annapolis Mall or Annapolis Towne Centre

Loading more info...

Eastport waterfront restaurants Annapolis Md

Eastport waterfront restaurants

Loading more info...

Annapolis Maritime Antiques store Annapolis Md

Annapolis Maritime Antiques store

Loading more info...

Rams Head On Stage music venue Annapolis Md

Rams Head On Stage music venue

Loading more info...

© 2023 Roam Around. All Rights Reserved.