Discover top-rated Annapolis tours, excursions, and activities powered by AI. From sailing adventures to historic harbor cruises, find the perfect way to explore America's sailing capital.
Explore America's sailing capital, rich with maritime history and charming cobblestone streets.
Walk in the footsteps of history at the United States Naval Academy's stunning campus.
Enjoy waterfront dining and boutique shopping with picturesque Chesapeake Bay views.
Immerse yourself in colonial charm and revolutionary spirit evident throughout historic Annapolis.
Experience a vibrant local arts scene and unique events alongside a friendly community.
Discover a quintessential East Coast experience where history meets the water.
Getting around Annapolis is quite manageable, especially for exploring the historic downtown area. The best way is often on foot, as many key attractions like the Naval Academy, State House, and waterfront are within easy walking distance. For longer distances or exploring beyond the immediate downtown, local bus services are available. Ride-sharing services like Uber and Lyft are also readily accessible. Parking can be a bit challenging and costly in the peak season, so consider utilizing public garages. If you're looking for a scenic journey, water taxis offer a unique way to navigate between different points along the harbor.
Prefer renting a car? See options here.
Annapolis enjoys a humid subtropical climate, with warm, humid summers and mild to cool winters. Spring and fall offer the most pleasant temperatures, with lower humidity and comfortable conditions ideal for exploring the outdoors. Summers can be quite hot and muggy, while winter brings occasional snow and freezing temperatures.
The best months to visit Annapolis are typically May, June, September, and October, offering delightful weather for outdoor activities and sightseeing without the intense summer heat or winter chill.
Peak season in Annapolis generally runs from June through August, characterized by warm, sunny weather, bustling crowds enjoying the waterfront, and higher accommodation prices.
The off-season, from November to February, sees fewer tourists, lower prices, and cooler weather, offering a more relaxed and intimate experience of the historic city.
Discover the best tours and activities in Annapolis with our AI-powered recommendations
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Explore Annapolis' vibrant culinary scene and historic pubs on guided food and drink tours, perfect for discovering local flavors and stories.
Discover history, tradition, and the future of naval leadership with expert-led tours of the U.S. Naval Academy.
Discover Annapolis's rich maritime heritage and stunning waterfront views with a variety of engaging tours and activities.
Discover the historic charm of Annapolis and the vast beauty of the Chesapeake Bay aboard a traditional sailing vessel.
Step back in time with guided history walks through Annapolis, Maryland, exploring its pivotal role in American history and colonial charm.
Step back in time with expert-led walking tours through Annapolis, a city steeped in American history and maritime charm.
Getting around Annapolis is quite manageable, especially for exploring the historic downtown area. The best way is often on foot, as many key attractions like the Naval Academy, State House, and waterfront are within easy walking distance. For longer distances or exploring beyond the immediate downtown, local bus services are available. Ride-sharing services like Uber and Lyft are also readily accessible. Parking can be a bit challenging and costly in the peak season, so consider utilizing public garages. If you're looking for a scenic journey, water taxis offer a unique way to navigate between different points along the harbor.
Rent a car for maximum flexibility and explore at your own pace on Expedia USA.
Find the perfect accommodation for your Annapolis adventure. From luxury resorts to cozy hotels, we've got you covered.
Discover top-rated hotels with exclusive rates and special offers on Trivago USA.
Annapolis enjoys a humid subtropical climate, with warm, humid summers and mild to cool winters. Spring and fall offer the most pleasant temperatures, with lower humidity and comfortable conditions ideal for exploring the outdoors. Summers can be quite hot and muggy, while winter brings occasional snow and freezing temperatures.
Getting around Annapolis is quite manageable, especially for exploring the historic downtown area. The best way is often on foot, as many key attractions like the Naval Academy, State House, and waterfront are within easy walking distance. For longer distances or exploring beyond the immediate downtown, local bus services are available. Ride-sharing services like Uber and Lyft are also readily accessible. Parking can be a bit challenging and costly in the peak season, so consider utilizing public garages. If you're looking for a scenic journey, water taxis offer a unique way to navigate between different points along the harbor.
Annapolis offers a variety of tour experiences including:
Discover the top-rated tour categories in Annapolis with our comprehensive guides:
Explore Annapolis' vibrant culinary scene and historic pubs on guided food and drink tours, perfect for discovering local flavors and stories.
Discover history, tradition, and the future of naval leadership with expert-led tours of the U.S. Naval Academy.
Discover Annapolis's rich maritime heritage and stunning waterfront views with a variety of engaging tours and activities.
Discover the historic charm of Annapolis and the vast beauty of the Chesapeake Bay aboard a traditional sailing vessel.
Step back in time with guided history walks through Annapolis, Maryland, exploring its pivotal role in American history and colonial charm.
Step back in time with expert-led walking tours through Annapolis, a city steeped in American history and maritime charm.
Discover the best tours and activities in Annapolis with AI-powered recommendations tailored just for you.