Planning a trip to Annapolis? This charming city is known for its rich history, picturesque waterfront, diverse culinary scene, and vibrant arts community. With so many attractions to choose from, it can be tough to decide where to start. But don’t worry, we’ve got you covered in this Annapolis travel guide.
In this section, we’ll introduce you to the top 10 things to do in Annapolis, including must-visit attractions and hidden gems that you won’t want to miss. Whether you’re a first-time visitor or a seasoned traveler, our Annapolis visitor guide will help you create an itinerary that’s tailored to your interests.
We’ve done the research for you and curated a list of the best Annapolis attractions, activities, and experiences. From historic sites to outdoor adventures, culinary delights to arts and culture, there’s something for everyone in Annapolis. So sit back, relax, and let’s explore the top things to do in this charming city.
Explore Historic Sites in Annapolis
Experience the rich history of Annapolis by exploring its many historic sites. Annapolis is home to notable landmarks that have played significant roles in American history. Here are some must-visit historic sites in Annapolis that are sure to pique your interest:
| Landmark | Description |
|---|---|
| United States Naval Academy | A prestigious military institution that offers tours to the public. The academy’s campus features stunning Gothic architecture and fascinating exhibits. |
| Maryland State House | Located in the heart of Annapolis, the Maryland State House is the oldest state capitol in continuous legislative use. |
| William Paca House and Garden | The former home of William Paca, a signer of the Declaration of Independence, this house features exquisite Georgian-style architecture and beautiful gardens. |
| St. Anne’s Church | A historic church that dates back to 1692, St. Anne’s played a pivotal role in the American Revolution and features stunning stained glass windows. |
Other historic sites in Annapolis that are worth visiting include the Banneker-Douglass Museum, the Annapolis Maritime Museum, and the Captain Avery Museum.
“Annapolis’s historic landmarks offer a fascinating glimpse into American history and are a must-see on any Annapolis itinerary.”
Experience Waterfront Activities in Annapolis
If you’re looking for a fun-filled day in Annapolis, why not head to the waterfront? With plenty of activities to choose from, it’s the perfect destination for a memorable experience.
Water Sports
Experience the Chesapeake Bay in a unique way by renting a sailboat, kayak, or paddleboard from one of the many rental shops located along the waterfront. Don’t forget to bring your camera to capture stunning views of the city skyline from the water!
Cruises and Tours
If you prefer a guided experience on the water, consider taking a sunset or dinner cruise on the bay. These tours offer a chance to see the city from a different perspective while enjoying a delicious meal and live entertainment.
Waterfront Dining
Annapolis is renowned for its seafood, and what better way to enjoy it than at a waterfront restaurant? Many eateries offer outdoor seating with views of the harbor, making for a picturesque setting as you savor the flavors of the Chesapeake Bay.
Tip: Be sure to try the Maryland crab cakes – they’re a local specialty!
Indulge in Culinary Delights
Annapolis is a foodie’s paradise, with a diverse culinary scene that caters to all tastes. Whether you’re looking for fresh seafood, traditional American fare, or international cuisine, you’ll find it all in Annapolis.
If you’re in the mood for casual dining, head to one of the city’s seafood shacks for a taste of their famous crab cakes. If you’re looking for something more upscale, you can indulge in gourmet delights at one of Annapolis’ fine dining restaurants.
For a unique culinary experience, take a food tour and sample some of Annapolis’ best bites. You’ll get an insider’s look at the city’s food scene and discover hidden gems that you might have missed otherwise.
Don’t forget to stop by the local markets and food festivals to taste the flavors of Annapolis. The city’s farmers’ markets offer fresh, local produce, meats, and cheeses, while the festivals offer a taste of international cuisine.
Discover Outdoor Adventures
Looking for an action-packed outdoor adventure? Annapolis has got you covered. With its picturesque landscape and natural charm, the city boasts a range of exciting activities for nature lovers and outdoor enthusiasts alike. Here are some of the best Annapolis activities for those seeking to explore the great outdoors and immerse themselves in the beauty of nature.
Hiking and Biking Trails
Annapolis offers a variety of scenic hiking and biking trails for those looking to explore the city’s lush forests and rolling hills. Some of the most popular trails include the Baltimore and Annapolis Trail, the Jug Bay Wetlands Sanctuary Trail, and the South River Greenway Trail. So pack your backpack and hit the trails for an adventure you’ll never forget.
Kayaking and Paddleboarding
Looking to experience the tranquility of the Chesapeake Bay up close? Kayaking and paddleboarding are some of the most popular Annapolis activities for those who love being on the water. Rent a kayak or paddleboard from Sup Annapolis and explore the hidden coves and secluded beaches along the coastline.
Fishing and Crabbing
No trip to Annapolis is complete without trying your hand at fishing or crabbing. Head to the Annapolis City Dock or the Chesapeake Beach Fishing Pier and take part in these classic Annapolis activities. Whether you’re a seasoned angler or a newbie, you’re sure to have a great time.
Camping and Picnicking
Looking for a peaceful escape? Annapolis offers a variety of campsites and picnic spots where you can relax, unwind, and enjoy the beauty of nature. Some of the best spots include Sandy Point State Park and Quiet Waters Park. Pack a picnic lunch and spend the day surrounded by nature.
Shop Till You Drop
Get ready to indulge in some retail therapy in Annapolis! The city has a diverse shopping scene, featuring everything from unique boutiques to larger shopping centers. Here are some of the must-visit spots for shopping enthusiasts:
Main Street
Main Street is the heart of shopping in Annapolis, with a mix of locally-owned shops, galleries, and restaurants. You can find everything from high-end fashion to antiques and artisanal crafts, all while soaking up the historic charm of the city.
Westfield Annapolis
For a more traditional shopping experience, check out Westfield Annapolis. This indoor mall features over 200 stores, including department stores, specialty shops, and a variety of dining options. It’s the perfect spot for a day of shopping, whatever your style or budget.
The Annapolis Collection Gallery
This gallery features a collection of fine art by local and nationally recognized artists. Here you can find unique and beautiful pieces for your home or office, or simply admire the stunning artwork on display.
Annapolis Towne Centre
The Annapolis Towne Centre is a mixed-use development featuring a variety of shops and restaurants, as well as residential and office space. It’s a great place to spend an afternoon, with its outdoor shopping area and regular events and activities.
No matter what your shopping style is, Annapolis has something to offer. From local boutiques to large malls, this city is a mecca for shopping enthusiasts.
Immerse Yourself in the Arts and Culture
Immerse yourself in the thriving arts scene of Annapolis, filled with various galleries, theaters, and cultural festivals showcasing local artistic talent. The city’s cultural events are one of its biggest Annapolis attractions and a must-visit for anyone interested in art and culture.
| Name of Gallery | Location | Description |
|---|---|---|
| The Mitchell Gallery | St. John’s College, Annapolis | One of the best art venues of the region, The Mitchell Gallery is an essential experience for all art lovers. |
| Maryland Hall for the Creative Arts | Annapolis | A multi-arts center with a mission to provide artistic experiences for all ages and skill levels. |
| The Annapolis Shakespeare Company | Annapolis | A professional theater company producing various productions of Shakespeareans and other classics. |
The live performance scene is also thriving in Annapolis with various theaters offering shows six days a week. You can check the calendars of Annapolis Shakespeare Company, Colonial Players of Annapolis, and Compass Rose Theater for more information.
Annapolis also holds various cultural festivals such as the Annapolis Film Festival, Art Walk, and First Sunday Arts Festival, showcasing the city’s artistic talents. The cultural experiences in Annapolis will astound you and will give you a fresh perspective on the beauty of the city’s Annapolis tourism.
Explore Nearby Attractions
Annapolis is an excellent base for exploring nearby attractions, making it an ideal destination for a longer stay. Whether you’re interested in history, nature, or culture, there are plenty of points of interest and travel destinations in the region. Here are a few suggestions to get you started on your Annapolis travel guide:
Washington, D.C.
Washington, D.C., the US capital, is just a short drive from Annapolis. With world-class museums, impressive architecture, and renowned landmarks, the city is a must-visit destination. Some of the essential places to include in your itinerary are the Smithsonian museums, the National Mall, and the White House.
St. Michaels
St. Michaels is a charming and picturesque town located on Maryland’s Eastern Shore, just a short drive from Annapolis. The town is known for its maritime heritage, beautiful waterfront views, and quaint shops and restaurants. Be sure to visit the St. Michaels Winery and the Chesapeake Bay Maritime Museum while you’re there.
Assateague Island National Seashore
Assateague Island National Seashore is a protected area known for its wild ponies, pristine beaches, and diverse wildlife. The island is perfect for nature lovers and outdoor enthusiasts, with plenty of opportunities for fishing, camping, and hiking. Be sure to take a guided wildlife tour to get a closer look at the ponies and other animals that call the island home.
Gettysburg
Gettysburg, Pennsylvania, is a town steeped in history. It is famous for the Battle of Gettysburg, which took place in July 1863 and is widely considered a turning point in the Civil War. Visitors can tour the battlefield, visit museums, and explore the historic town, which is full of restored buildings and shops.
These are just a few of the nearby attractions that you can explore during your Annapolis stay. Be sure to check out our Annapolis points of interest for more ideas and plan your itinerary to make the most of your visit.
Conclusion
By now, you have learned about the top 10 things to do in Annapolis, including exploring historic sites, experiencing waterfront activities, indulging in culinary delights, discovering outdoor adventures, shopping, and immersing yourself in the arts and culture. To make the most of your visit, we recommend creating an Annapolis itinerary that allows you to experience a little bit of everything.
Start your day by exploring the historic landmarks and cultural attractions, followed by an afternoon on the waterfront. In the evening, treat yourself to some of Annapolis’s culinary delights before catching a live performance or visiting one of the city’s art galleries.
If you have more time, consider taking a day trip to nearby attractions, such as historic towns or beautiful beaches. With so much to see and do in Annapolis and the surrounding area, your itinerary can be as flexible or structured as you like.
So what are you waiting for? Start planning your Annapolis adventure today and make memories that will last a lifetime!
