Discover comprehensive travel guides to help you plan the perfect trip to Annapolis.
Welcome to our collection of travel guides for Annapolis. These guides will help you discover the best tours, activities, restaurants, and insider tips for your trip.
10 guides · tours, activities & local tips
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.
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.
Save up to 70% on car rentals in Annapolis when you compare and book in advance.
Discover the best tours and activities in Annapolis with AI-powered recommendations tailored just for you.