The Ultimate Guide to Things to Do in Annapolis: A Comprehensive Travel Guide
Annapolis, the charming capital of Maryland, is a treasure trove of history, culture, and natural beauty. Whether you’re a history buff, an outdoor enthusiast, or a foodie, there are endless things to do in Annapolis. From exploring its historic landmarks and museums to enjoying the breathtaking views of the Chesapeake Bay, Annapolis has something for everyone. This guide will walk you through the best attractions and activities in Annapolis, ensuring that you make the most of your visit to this captivating city.
Historic Landmarks and Museums
One of the top things to do in Annapolis is to dive into its rich history. The city is home to a number of historic landmarks and museums, each offering insight into the founding of the United States and Annapolis’ pivotal role in early American history.
United States Naval Academy
A visit to the United States Naval Academy is one of the must-do things in Annapolis. Founded in 1845, the academy trains future officers of the U.S. Navy. Visitors can tour the campus and explore important historical sites like the Naval Academy Chapel, where the famous John Paul Jones is buried. Guided tours offer fascinating facts about the academy’s history and its significant impact on the U.S. Navy.
- Guided tours available year-round
- Learn about the academy’s history and its role in U.S. military training
- Iconic buildings and memorials
Maryland State House
For history enthusiasts, visiting the Maryland State House is one of the most iconic things to do in Annapolis. The oldest state capitol still in continuous legislative use in the United States, this building has witnessed key events, such as George Washington’s resignation as commander-in-chief. Explore the legislative chambers and marvel at the stunning architecture on a guided tour.
- Architectural beauty with significant American history
- Offers free tours throughout the week
- Home to Maryland’s legislature
William Paca House and Garden
The William Paca House is another essential stop for those exploring things to do in Annapolis. William Paca, a signer of the Declaration of Independence, built this beautiful 18th-century house, which is surrounded by lush gardens. The house has been carefully restored, and visitors can enjoy a walk through the gardens or take a guided tour of the historic residence.
- A peaceful retreat in the heart of Annapolis
- Guided tours available that explain its role in history
- Beautiful garden space, perfect for relaxing
Waterfront Activities
Annapolis’ stunning waterfront is one of the best aspects of the city. There are plenty of things to do in Annapolis along the water, whether it’s cruising on the Chesapeake Bay or enjoying the view from the shore.
Sailing and Boating
As the Sailing Capital of the U.S., one of the most popular things to do in Annapolis is to get out on the water. Whether you’re an experienced sailor or a beginner, the Chesapeake Bay offers the perfect setting for boating. Rent a sailboat, take a sailing lesson, or join a guided boat tour to experience Annapolis’ waterfront from a unique perspective.
- Boat rentals available for all skill levels
- Guided sailing tours for a relaxing day on the water
- Annual boat shows and regattas
City Dock and Ego Alley
City Dock is another one of the best things to do in Annapolis for a relaxing day out. This vibrant area is lined with shops, restaurants, and picturesque spots to watch the boats go by. Ego Alley, a section of the dock famous for its collection of luxury yachts, is perfect for those who enjoy people-watching while soaking in the maritime atmosphere.
- Explore shops and restaurants along the waterfront
- Great for strolling, dining, and relaxing by the water
- Perfect spot for photography and sightseeing
Water Tours and Cruises
To get the most out of your waterfront experience, hop aboard one of the many water tours in Annapolis. Whether you’re looking for a historical tour, a wildlife excursion, or a romantic sunset cruise, there are many boat tours that offer an intimate and educational look at Annapolis’ shoreline.
- Historical and sightseeing tours by boat
- Eco-tours to explore wildlife and marine life
- Sunset cruises for a scenic and romantic experience
Historic District Exploration
The heart of Annapolis is its historic district, where colonial architecture meets modern-day shops, restaurants, and cafes. Exploring this charming area is one of the best things to do in Annapolis.
Colonial Annapolis Historic District
Walking through the Colonial Annapolis Historic District is one of the most delightful things to do in Annapolis. The cobblestone streets and beautifully preserved colonial buildings transport you back in time. This district includes key landmarks such as St. Anne’s Church and the Maryland State House. You can also enjoy the local galleries and quaint cafes while learning about the city’s rich history.
- Self-guided walking tours available
- Beautiful architecture and hidden gems to explore
- Vibrant cultural and arts scene
Main Street and Maryland Avenue
Main Street and Maryland Avenue are where Annapolis’ past meets its present. These bustling streets are lined with independent shops, art galleries, and restaurants. Whether you’re looking to buy unique souvenirs, enjoy a delicious meal, or simply window shop, exploring these streets is one of the top things to do in Annapolis.
- Boutique shopping and local art galleries
- Plenty of dining options, from casual to fine dining
- Year-round festivals and outdoor events
Top Outdoor Adventures: Things to Do in Annapolis for Nature and Adventure Seekers
If you love being outside, Annapolis offers a variety of outdoor activities to enjoy. Whether you’re hiking, biking, or enjoying the beach, there are many things to do in Annapolis for those who enjoy nature.
Sandy Point State Park
Sandy Point State Park is one of the most popular outdoor destinations in Annapolis. Offering a stunning view of the Chesapeake Bay Bridge, the park is an ideal location for picnicking, hiking, or just relaxing on the beach. Whether you want to swim, fish, or explore the nature trails, Sandy Point is one of the best things to do in Annapolis for outdoor lovers.
- Beach access for swimming and sunbathing
- Nature trails perfect for hiking and birdwatching
- Annual events, including festivals and celebrations
Quiet Waters Park
For a more peaceful outdoor experience, Quiet Waters Park offers serene walking trails, art exhibitions, and wildlife watching opportunities. This park is a hidden gem for nature lovers and provides a perfect escape from the hustle and bustle of city life.
- Art gallery and seasonal exhibitions
- Hiking and nature trails
- Ideal for birdwatching and picnicking
Broadneck Park
Broadneck Park is a great family-friendly spot with sports fields, playgrounds, and ample space for outdoor activities. Whether you want to play soccer, enjoy a family picnic, or simply relax in the open space, Broadneck Park is one of the top things to do in Annapolis for families and outdoor enthusiasts.
- Sports facilities and picnic areas
- Playgrounds and open spaces for kids
- Community events and family activities
Things to Do in Annapolis for Art Lovers: A Cultural Adventure
Annapolis is rich in arts and culture, and there are many things to do in Annapolis for those who appreciate fine arts, live performances, and cultural events.
Annapolis Symphony Orchestra
For an elegant night out, attending a performance by the Annapolis Symphony Orchestra is a must. With a diverse repertoire of classical and contemporary works, the orchestra provides a captivating musical experience that shouldn’t be missed.
- Year-round concert series featuring guest artists
- Family-friendly performances and outreach programs
- Special seasonal performances
Maryland Hall for the Creative Arts
Maryland Hall is a cultural hub in Annapolis, hosting a variety of arts events, including theater performances, art exhibitions, and musical concerts. The hall also offers classes and workshops for aspiring artists, making it one of the best places to experience local culture.
- Art exhibitions and theater performances
- Workshops and classes for budding artists
- A central space for the creative community
Colonial Players Theatre
The Colonial Players Theatre offers a more intimate cultural experience. With a range of performances from classic plays to new works by local writers, this theater is an excellent way to spend an evening in Annapolis.
- Live theater productions year-round
- A welcoming community theater
- Opportunities to get involved through auditions and volunteering
Savor the Flavor: Top Culinary Delights and Things to Do in Annapolis
Annapolis is a food lover’s paradise, offering a wide range of delicious local cuisine. Whether you’re craving fresh seafood, exploring local farmers’ markets, or sipping local wines, there are plenty of things to do in Annapolis for foodies.
Seafood Specialties
Annapolis is famous for its seafood, especially Maryland’s signature blue crab. Whether you’re enjoying a crab cake at one of the city’s waterfront restaurants or sampling oysters from the Chesapeake Bay, tasting the fresh seafood is one of the best things to do in Annapolis.
- Try the famous crab cakes and steamed crabs
- Waterfront dining with views of the Chesapeake Bay
- A variety of seafood dishes at local restaurants
Farmers’ Markets
Annapolis also has a number of farmers’ markets where you can find fresh, local produce, artisanal foods, and handmade goods. The Eastport Farmers’ Market and West Annapolis Farmers’ Market are both popular spots for those looking to experience the local food scene.
- Organic produce and fresh local goods
- Handmade artisanal products and treats
- Seasonal markets with plenty of variety
Wine and Beer Tastings
For wine and beer enthusiasts, Annapolis offers several wineries and craft breweries where you can sample locally-produced beverages. Take a wine-tasting tour or enjoy a pint of locally-brewed beer at one of the city’s breweries.
- Local wine and craft beer tastings
- Seasonal events, such as wine festivals and brewery tours
- Perfect pairings with Annapolis’ famous seafood
Shopping and Entertainment in Annapolis: The Best Things to Do for Fun and Fashion
Annapolis offers a fantastic shopping experience, with unique boutiques and entertainment options scattered throughout the city. Whether you’re shopping for a special gift or catching a live performance, there are many things to do in Annapolis for entertainment seekers.
Annapolis Mall
Annapolis Mall is a premier shopping destination that offers a mix of retail stores, dining options, and entertainment. Whether you want to browse luxury shops or catch a movie, Annapolis Mall is one of the top things to do in Annapolis for a fun day out.
- A wide range of stores and dining options
- Movie theaters and family-friendly activities
- Seasonal events and entertainment
Westfield Annapolis
For upscale shopping, Westfield Annapolis offers a modern shopping experience with high-end stores like Macy’s and Nordstrom. After shopping, enjoy a meal at one of the mall’s restaurants or unwind with a coffee at one of its cafes.
- High-end retail stores and dining options
- Great for a day of shopping and relaxing
- Family-friendly with plenty of entertainment
Historic District Boutiques
The historic district of Annapolis is home to unique, independently-owned boutiques where you can shop for one-of-a-kind gifts, art, and clothing. It’s one of the best things to do in Annapolis for those who love finding special souvenirs.
- Local artisans and unique products
- Quaint shops with a colonial charm
- Perfect for picking up personalized gifts
Annual Events and Festivals
If you happen to visit Annapolis during a special event, you’re in for a treat. The city hosts numerous festivals throughout the year, making it one of the best places for experiencing local culture and entertainment.
Annapolis Boat Shows
The Annapolis Boat Shows, one of the biggest boat shows in the country, is a must-see event. If you’re into sailing or boating, this event is one of the best things to do in Annapolis. It’s where you can see the latest in maritime technology and browse a wide array of boats and accessories.
- In-water and powerboat exhibitions
- A great event for boat enthusiasts and buyers
- Features the latest trends in maritime products
Maryland Renaissance Festival
The Maryland Renaissance Festival brings the past to life with jousting, costumed actors, and medieval games. It’s one of the most fun things to do in Annapolis if you want to experience a different time period while enjoying performances and food.
- Interactive performances and games
- Costumes, entertainment, and food fit for royalty
- Fun for the whole family
Annapolis Film Festival
For film buffs, the Annapolis Film Festival offers a great selection of independent films. The festival showcases works from around the world and features panel discussions with filmmakers.
- Independent films from global filmmakers
- Workshops and Q&A sessions with industry professionals
- Great for networking and learning more about filmmaking
Things to do in Annapolis: Day Trips and Nearby Attractions
If you’re looking to extend your visit beyond Annapolis, the surrounding area offers a wealth of attractions that are perfect for day trips. From charming historic sites to natural wonders, there are plenty of nearby destinations that complement the things to do in Annapolis.
Historic London Town and Gardens
A short drive from Annapolis, Historic London Town and Gardens is one of the best things to do in Annapolis’ surrounding area. This living history museum offers visitors the chance to explore colonial-era buildings, preserved gardens, and archaeological sites. The site also features educational programs that teach about life during the 18th century.
- Reconstructed colonial buildings and gardens
- Seasonal events and educational tours
- A peaceful place to escape the city and immerse in history
Quiet Waters Park
Located just outside of Annapolis, Quiet Waters Park offers a tranquil setting for outdoor activities. The park features several miles of nature trails, wildlife observation areas, and beautiful art galleries. It’s a perfect spot for a relaxing day immersed in nature, making it one of the best things to do in Annapolis’ nearby surroundings.
- Hiking trails and birdwatching
- Art gallery showcasing local artists
- Peaceful, quiet park perfect for picnicking
Practical Information for Things to do in Annapolis
Before you head to Annapolis, it’s useful to know some practical details that will help you make the most of your trip. Here’s everything you need to know to ensure your visit is smooth and enjoyable.
Best Time to Visit Annapolis
The best time to visit Annapolis largely depends on the kind of experience you’re seeking. If you’re looking for pleasant weather and fewer crowds, visiting during the spring and fall is ideal. However, if you want to enjoy the many festivals and outdoor activities, summer is the peak season for things to do in Annapolis.
- Spring and fall offer mild temperatures and fewer tourists
- Summer is the most vibrant season, filled with festivals and outdoor fun
- Winter is quieter and perfect for a peaceful getaway
Transportation and Getting Around
Annapolis is a relatively walkable city, especially in its historic district. For those planning to explore beyond the city, having access to a car or using public transportation can be convenient. Whether you’re getting around on foot, by bike, or via public transport, there are many ways to travel to and around Annapolis for a fun-filled visit.
- Walkable city with pedestrian-friendly streets
- Bicycle rentals available for sightseeing
- Public transportation and ride-sharing options
Accommodation Options
Annapolis offers a range of accommodation options to suit different tastes and budgets. From historic inns and waterfront hotels to cozy bed-and-breakfasts and vacation rentals, there’s no shortage of places to stay. If you’re planning your trip to Annapolis, it’s essential to book accommodations early, especially during peak tourist seasons.
- Waterfront hotels and charming B&Bs
- Affordable Airbnbs and vacation rentals in historic districts
- Luxury options for a high-end stay
Safety and Accessibility
Annapolis is a safe city with a low crime rate, making it an ideal destination for families, couples, and solo travelers alike. Most attractions in the city are accessible to those with mobility challenges, and there are also plenty of facilities for visitors with special needs. Whether you’re exploring historic sites or enjoying the outdoors, Annapolis is welcoming to all.
- Safe and walkable with emergency services readily available
- Accessible attractions with ramps and elevators
- A peaceful and welcoming city for all visitors
Final Thoughts on the Best Things to Do in Annapolis
Annapolis is a city that offers something for everyone, whether you’re interested in history, culture, food, or outdoor adventure. There are countless things to do in Annapolis, from visiting historic landmarks and museums to exploring the waterfront and enjoying outdoor activities. The city’s blend of old-world charm and modern amenities makes it an unforgettable destination for travelers of all kinds. Plan your trip to Annapolis today and experience everything this historic city has to offer!