Things to do in Annapolis

Join us for a 40-minute Annapolis Harbor and U.S. Naval Academy Cruise, where history meets stunning waterfront views. Experience the beauty of the Chesapeake Bay area and the charm of Annapolis. Listen to a recorded narration that shares fascinating insights about the U.S. Naval Academy's rich heritage and the city's maritime culture. Enjoy picturesque sights of historic buildings, majestic sailboats, and vibrant waterfront life. Whether you’re a history buff or simply seeking a relaxing time on the water, this cruise offers an unforgettable experience. Don’t miss the chance to create lasting memories while exploring this iconic destination. Enjoy a full-service bar on board with alcoholic beverages, non-alcoholic beverages, and light snacks available for additional purchase.

Join US Ghost Adventures for a chilling ghost tour of the Annapolis historic district, where the echoes of colonial carriages mingle with the wails of long-dead sailors and murdered bootleggers. Learn haunting tales of the James Brice House, the Reynolds Tavern, the Maryland Inn, and more of Annapolis' spookiest haunts. Meet your guide at Middleton Tavern, an old stomping ground for the founding fathers, and head down a shadowy, brick sidewalk lined with historic homes. Feel a chill shimmy up your spine as the dark energy of this 400-year-old city surrounds you. Listen for phantom boot steps and shaky breaths at Galway Bay. Hear the tragic tale of Captain Campbell and his bride at the Maryland Inn. You may even capture evidence of Cornelius Brooksby’s angry spirit at the home where he was betrayed. See one of the most haunted houses in Maryland: the James Brice House. Murder and dark magic left an imprint on this colonial mansion and there’s more than one spirit waiting to get its hands on you. Are you brave enough to dive into the shadows? All tours meet outside the Federal House Bar and Grill, 22 Market Space Annapolis, MD 21401. Please arrive at least 15 minutes early to ensure you are checked in on time. Your guide will be carrying a lantern.

Discover the best of Annapolis on a walking tour of the historic district. Stroll through the charming streets with your period-attired guide, who will share four centuries of Annapolis' unique history and culture, highlighting the 18th century. Pass middling homes and gentry mansions on your way to explore the Maryland State House grounds and building interior. In the shadows of these buildings, your guide will share with you Annapolis history including stories of the famous statesmen who built these magnificent structures. Continue on with your guide for a 45-minute highlight tour of the U.S. Naval Academy. Note, that due to new Federal guidelines, access to the U.S. Naval Academy is restricted to guests bearing a U.S.-issued Real ID or a U.S. passport. No international passports or international IDs will be accepted. For more information, see the U.S. Navy guidelines here: https://ndw.cnic.navy.mil/Installations/NSA-Annapolis/Operations-and-Management/Security/Frequently-Asked-Questions

Cobblestone streets and Georgian-style mansions give Annapolis a historic charm… but preserving history comes with a price. Join Crabtown Ghosts for a trip to the 18th century, as you hear tales of ghostly sailors, tavern owners, and death row prisoners. You’ll meet your guide outside of Middleton Tavern at 2 Market Place, where you’ll grab your first drink of the night. The ghost stories from this 1750 tavern are endless, but we have a first-hand tale that will send a chill up your spine… You may even see one of the resident spirits for yourself. From Middleton’s, you’ll wind through seven other historic, haunted spots — including three more bars. Learn about the Annapolis red light district and the horrid conditions at the old jail. By the time you reach the last stop, you’ll have a pleasant buzz and plenty of spooky stories to share with friends and family back home.

Embark on a 75-minute tour of the Maryland State House in Annapolis. Learn about the history of the building and its role in the nation's history. This tour is a great snapshot of the area's history. Meet your guide at 188 Main Street and begin your journey. Explore one of the most historic and architecturally significant state houses in the nation. Distinguished as a National Historic Landmark, the Maryland State House is a treasure in the city of Annapolis. From the laying of its cornerstone in 1772 to the present-day meeting place of Maryland’s General Assembly, the building and grounds tell the story of four centuries of state and national history. The Maryland State House is especially notable for being the oldest continuously used legislative building in the country, the place where George Washington resigned his commission as Commander-in-Chief after the American Revolution, and the place where the Treaty of Paris was ratified. Hear about significant Marylanders like Thurgood Marshall, Frederick Douglass, and Harriet Tubman.

Discover a new way to explore Annapolis with Annapolis Electric Boat Rentals. Glide through the waterways at a leisurely 5 MPH, perfect for soaking in the beauty of the water and its surroundings. Whether celebrating a special occasion, admiring stunning waterfront homes, or catching a breathtaking sunset, these eco-friendly, battery-operated vessels offer a silent, luxurious boating experience you control. Whether celebrating a special occasion, admiring stunning waterfront homes, or catching a breathtaking sunset, these eco-friendly, battery-operated vessels offer a silent, luxurious boating experience you control.

Cruise across the Chesapeake Bay to St. Michaels on the Eastern Shore, where you'll enjoy a complimentary non-alcoholic beverage during the scenic journey. This charming historic village features fresh seafood, boutique shopping, and a variety of historic sites, all within walking distance during your 3-hour visit. Stroll through its picturesque streets, explore art galleries, or stop by the local cafés for a relaxing break. After exploring, return to Annapolis by boat, soaking in the beautiful views of the bay. Your experience includes admission to the Chesapeake Bay Maritime Museum, where you can learn about the area's rich maritime heritage through fascinating exhibits and displays. Whether you’re interested in local history, outdoor exploration, or simply relaxing by the water, this excursion offers something for everyone. It’s the perfect way to experience the beauty and culture of Maryland’s Eastern Shore, making memories that last a lifetime.

Embark on a scenic journey from Washington DC to Annapolis, and explore the city with a guided walking tour. Visit the Maryland State House, and learn about the city's history from a costumed guide. Start your day with a scenic journey from Washington DC to Annapolis, usually about 45 minutes. Upon arrival, join a costumed guide for a walking tour of the city. Hear stories of historic Annapolis and see the Maryland State House, a National Historic Landmark. Admire the building's architecture, and learn about its history. After your tour, explore the historic waterfront with many restaurants and souvenir stores. Then, head back to Washington DC.

African Americans contribution for centuries to the Nation is by no means small.The Labor of slaves and free Blacks were used to build the Tobacco economy.During the nineteenth century there were more free Blacks in the state of Maryland than any other state . Join our experience Guides as they take you on Heritage tour of Annapolis. The tour includes: History of Fleet Street and Underground Railroad,Thurgood Marshall Memorial,Alex Haley Memorial ,Market House and Tobacco warehouse,The Brice House,and Galilean Fishermen School.