Annapolis, the captivating capital of Maryland, captivates visitors with its rich history, vibrant culture, and picturesque waterfront. This charming city offers an eclectic blend of attractions, from historic landmarks and architectural wonders to bustling markets and lively events. If you seek an unforgettable travel experience, plan your visit during one of the optimal times in 2024, each offering a unique flavor of Annapolis.
1. Annapolis Boat Show (April 13-15)
Kick off your 2024 adventure with the Annapolis Boat Show, a maritime extravaganza showcasing the latest in boating technology and luxury. Stroll along the docks, admiring sleek yachts, powerboats, and fishing vessels. Meet industry experts, gather insider knowledge, and soak up the atmosphere of this nautical wonderland.
2. Historic Annapolis Walking Tour (May-October)
Delve into the heart of Annapolis’s past with a guided walking tour. Explore the streets lined with 18th-century homes, visit the opulent Maryland State House, and uncover the city’s fascinating tales of colonial history. Step back in time as costumed guides bring the past to life.
3. Annapolis Arts Festival (June 1-3)
Immerse yourself in the vibrant arts scene at the Annapolis Arts Festival. This beloved event transforms the waterfront into a canvas of creativity, featuring over 150 talented artists showcasing their unique works. Browse paintings, sculptures, ceramics, and jewelry, and enjoy live music and interactive art installations.
4. July 4th Fireworks Celebration (July 3-4)
Witness the grandeur of Independence Day in Annapolis. The waterfront becomes a prime viewing spot for spectacular fireworks illuminating the night sky. Gather with locals and visitors alike to enjoy live music, patriotic parades, and a festive atmosphere that celebrates the spirit of American independence.
5. Annapolis Shakespeare Company Summer Season (June-August)
Indulge in the timeless works of William Shakespeare amidst the idyllic setting of a historic fort. The Annapolis Shakespeare Company presents captivating performances under the stars, bringing classics such as “Hamlet,” “Romeo and Juliet,” and “A Midsummer Night’s Dream” to life.
6. Chesapeake Bay Pride Festival (July 22-23)
Celebrate diversity and inclusivity at the Chesapeake Bay Pride Festival. This vibrant event features a parade, live entertainment, and a family-friendly atmosphere. Show your support for the LGBTQ+ community while enjoying music, food, and a sense of unity.
7. Maryland Seafood Festival (September 1-3)
Savor the freshest catch of the day at the Maryland Seafood Festival. Held on the charming City Dock, this culinary extravaganza features over 100 seafood vendors offering a delectable array of crabs, oysters, clams, and more. Enjoy live music, cooking demonstrations, and the vibrant atmosphere of a classic seaside festival.
8. Eastport Oyster Festival (October 27-29)
Venture into the historic Eastport neighborhood for the Eastport Oyster Festival. This beloved event celebrates the Chesapeake Bay’s maritime heritage with oyster shucking competitions, live music, and a variety of food and drink vendors. Experience the unique charm of Eastport and indulge in the local delicacy.
9. Colonial Annapolis Christmas Market (November 24-December 23)
Step into a winter wonderland at the Colonial Annapolis Christmas Market. Held in historic St. Anne’s Churchyard, this charming market offers handmade crafts, festive decorations, and local culinary treats. Embrace the magic of the season and soak up the warm ambiance of Colonial Christmas.
10. New Year’s Eve Beach Bash (December 31)
Ring in the New Year in style at the New Year’s Eve Beach Bash on Sandy Point State Park. This family-friendly celebration features live music, food trucks, and a spectacular fireworks display over the Chesapeake Bay. Welcome 2025 with unforgettable memories and the beauty of the Annapolis waterfront.
Plan Your Annapolis Adventure
Annapolis offers a wealth of transportation options for visitors. Fly into Baltimore/Washington International Airport (BWI) or Washington Dulles International Airport (IAD), both conveniently located within a short drive of the city. Once in Annapolis, explore the compact downtown on foot or take advantage of the free Circulator Bus service. Ferry services connect Annapolis to nearby historic sites such as St. Mary’s City and the U.S. Naval Academy.
Accommodation options in Annapolis range from charming bed and breakfasts to luxurious waterfront hotels. The Graduate Annapolis, a stylish boutique hotel overlooking Ego Alley, offers convenient access to the city’s attractions. For a taste of history, stay at the Maryland Inn, a restored 18th-century coaching inn in the heart of downtown. Waterfront accommodations, such as the Hilton Garden Inn Annapolis Downtown Waterfront, provide stunning views of the Chesapeake Bay.
Discover the Heart of Maryland
A visit to Annapolis in 2024 promises an unforgettable experience filled with rich history, vibrant culture, and picturesque waterfront charm. Plan your trip to coincide with one of these optimal times to witness the city at its best. Immerse yourself in the past, indulge in the arts, savor local delicacies, and celebrate special occasions with the friendly locals of Annapolis. This captivating city will surely leave an enduring imprint on your travel memories.
