Annapolis Neck

Day Trips

Make the most of your day with our curated plans, packed with Annapolis Neck's hidden gems and unique experiences!

day 1
Nautical Adventures
morning
:

Start your day with a hearty breakfast at a local cafรฉ and then head to the Annapolis Maritime Museum. Explore the maritime exhibits and learn about the area's rich nautical history.

afternoon
:

Enjoy a delicious seafood lunch at one of the waterfront restaurants before taking a scenic boat tour of the Chesapeake Bay. Keep an eye out for local wildlife and stunning waterfront views.

evening
:

Finish your day with a sunset stroll along the Annapolis City Dock. Grab dinner at a cozy eatery downtown, savoring fresh crab cakes.

day 2
Sunset Serenity
morning
:

Wake up early and take a peaceful walk around Sandy Point State Park to enjoy the morning serenity. Pack a picnic breakfast to savor while overlooking the water.

afternoon
:

After a relaxing morning, head to some local shops for an afternoon of browsing unique goods. Stop for lunch at a nearby deli to recharge for your next adventure.

evening
:

Unwind by watching the sunset at the park. Enjoy a casual dinner at a popular local pub and try their craft beers.

day 3
Historic Annapolis
morning
:

Dive into history with a visit to the Maryland State House, the oldest state capitol still in continuous use. Take a guided tour to learn about its fascinating past.

afternoon
:

Explore the cobblestone streets of downtown Annapolis, popping into shops and galleries. Treat yourself to lunch at a local bistro and taste regional flavors.

evening
:

Join a ghost tour for a spooky yet informative evening stroll through the historic district. Cap off the night with dessert at a charming cafรฉ.

day 4
Water Fun Day
morning
:

Begin with breakfast at a waterfront cafรฉ then rent kayaks or paddleboards for a morning on the water. Glide through the bays and enjoy the gentle morning breeze.

afternoon
:

After some water fun, enjoy a picnic lunch at the park or on the beach. Spend the afternoon soaking up the sun or building sandcastles.

evening
:

Catch a live music performance at a local venue or bar. Finish with late-night snacks at a popular food truck or diner.

day 5
Nature Retreat
morning
:

Start with a morning nature walk in Broadneck Park, enjoying the sights and sounds of the great outdoors. Don't forget to pack some snacks to enjoy along the way.

afternoon
:

After your walk, head to a farm-to-table restaurant for lunch focused on local ingredients. Spend your afternoon visiting a nearby nature reserve.

evening
:

Return to downtown Annapolis for a dinner cruise on the harbor. Relax and take in the city lights as you enjoy a lovely meal on the water.

day 6
Shopping and Dining
morning
:

Kick off your day with breakfast at a local bakery. Spend the morning browsing boutiques and artisan shops in the historic district.

afternoon
:

Grab lunch at a trendy cafรฉ before continuing your shopping expedition. Explore local markets for unique souvenirs.

evening
:

Dine at a sophisticated restaurant with a menu that celebrates local cuisine. Enjoy a nightcap at a bar with live music before calling it a night.

day 7
Arts and Culture Day
morning
:

Indulge in a breakfast of local favorites before visiting the Banneker-Douglass Museum. Discover African American heritage and contributions in Maryland.

afternoon
:

Visit the nearby Maryland Hall for the Creative Arts to explore galleries and exhibitions. Find a quaint spot for lunch to refuel.

evening
:

Attend a local theater production or concert for an enriching cultural experience. Wrap up with a casual dinner at a diner or pizzeria.

day 8
Taste of the Bay
morning
:

Start with breakfast at a cafe known for its famous brunch. Afterward, get ready for a food tour of Annapolis exploring local eateries.

afternoon
:

Enjoy tastings at different establishments, learning about the culinary scene. Stop for lunch at a charming waterfront restaurant.

evening
:

Indulge in a dining experience that features Chesapeake Bay specialties. Enjoy live entertainment and the vibrant nightlife of Annapolis.

day 9
Exploring on Foot
morning
:

Begin your journey with breakfast at a local eatery before heading out on a walking tour of historic landmarks. Enjoy the architecture and history as you roam.

afternoon
:

Gather for lunch at a popular sandwich shop before continuing your exploration. Visit local art installations and parks.

evening
:

Conclude your day with dinner at one of Annapolis' fine dining establishments. Take a night walk along the waterfront to enjoy the city lights.

day 10
Festival Fun
morning
:

Kick off your day with breakfast at a busy brunch spot. Look into local events and festivals taking place throughout the day.

afternoon
:

Grab a bite to eat at food stalls or vendors. Immerse yourself in the festivities, enjoying live music or cultural shows.

evening
:

Stay for evening performances at the festival and enjoy the celebratory atmosphere. Finish with dessert from a vendor or local ice cream shop.

Discover Annapolis Neck

Read more in our Annapolis Neck 2024 Travel Guide.

Annapolis Neck Travel Guide