Things to do in Annapolis
Discover amazing Annapolis activities and premium in-home experiences.
Annapolis, the vibrant capital by the Chesapeake Bay, exudes a rich blend of American history and nautical charm. With its cobblestone streets, colonial architecture, and bustling waterfront filled with sailboats gliding through the harbor, this city warmly welcomes you to explore its spirited maritime culture. Whether you're savoring fresh seafood or strolling along picturesque docks at sunset's glow, Annapolis offers an unforgettable experience steeped in tradition and coastal beauty.
Popular Activities in Annapolis
Eastport Paddleboard and Kayak Rentals
Explore scenic Back Creek at your own pace with high-quality paddleboards or kayaks
U Street Cocktail and Jazz Tour
Sip craft cocktails as a guide shares U Street's vibrant jazz history and culinary highlights.
Smithsonian National Museum of American History Semi-Private Tour
Explore iconic American artifacts in an intimate group of no more than eight guests with an expert guide.
Semi-Private Tour of National Portrait Gallery and American Art Museum
Explore two Smithsonian masterpieces with reserved entry and an expert guide in an intimate group of eight
Arlington Cemetery and Changing of the Guard Guided Walking Tour
Explore Arlington National Cemetery with an expert guide and witness the solemn Changing of the Guard ceremony.
Capitol Hill Semi-Private Walking Tour
Explore iconic government buildings and rare artifacts on a 2.5-hour small-group walk with an expert guide.
National Gallery of Art Semi-Private Tour in Washington DC
Explore masterpieces with an art historian guide in an intimate group of eight.
Washington DC National Mall Walking Tour With Monument Ticket
Explore iconic memorials in a small group and enjoy Washington Monument entry on this 2.5-hour guided walk.
National Archives and American History Museum Combo Tour
Explore founding documents and iconic artifacts with an expert guide in an intimate group of eight guests.
Smithsonian Natural & American History Museums Semi-Private Tour
Explore Smithsonian highlights with an expert guide in a small group of no more than eight guests
Smithsonian National Museum of Natural History Semi-Private Tour
Explore museum highlights in an intimate group of 8 with an expert guide.
National Archives and Portrait Gallery Semi-Private Combo Tour
Explore America's founding documents and iconic portraits in a small group led by a professional guide.
Smithsonian Natural History and Air & Space Museum Combo Tour
Explore two iconic Smithsonian museums in one guided semi-private tour for an in-depth look at history, science, and innovation.
Skip the Line National Archives Museum Semi-Private Tour
Explore America’s founding documents with an expert guide in a small group and skip the long entry lines.
Smithsonian National Air and Space Museum Semi-Private Tour
Explore aviation and space milestones with an expert guide in a group of eight or fewer guests.
Experience the Charm of Annapolis
Annapolis is a vibrant city where colonial history meets maritime culture, offering visitors a unique blend of old-world charm and nautical adventure. As you stroll along its cobblestone streets, you'll be greeted by the sight of historic brick buildings and the gentle sway of sailboats in the harbor. The city’s rich naval heritage is palpable, with landmarks like the United States Naval Academy providing an inspiring backdrop to your exploration.
Begin your day with a leisurely walk through downtown Annapolis, where sunlight dances off colorful storefronts and local cafes invite you in for a warm cup of coffee. The nearby Chesapeake Bay offers opportunities for sailing or kayaking, allowing you to feel the ocean breeze as you glide across tranquil waters. For those who prefer land-based activities, forested trails at Quiet Waters Park provide serene paths perfect for hiking or cycling amidst nature's beauty.
Whether you're exploring art galleries on West Street or savoring fresh seafood at one of many waterfront restaurants, Annapolis captivates with its blend of cultural experiences and natural wonders. Unlike other destinations in the region, this city offers an intimate connection to both history and sea life that feels authentic and refreshing. Book a Greetwell experience such as a guided walking tour or sunset cruise to make your visit truly memorable.