Some destination cities are steeped in history. Others offer a zillion fun things to do. Still others possess eclectic neighborhoods whose residents, restaurants, and shops reflect that town’s personalities—formal, funky, and everything in between. Few towns boast all three of these coveted traits: a rich history, loads of fun things to do, and multiple unique neighborhoods. Then there’s Annapolis. You’ll find all this and more here.
As you walk the brick-paved streets of this quaint bayside town, lined with more 18th century structures than any other city in America, it’s easy to imagine why visitors have been flocking to Annapolis for over 300 years. Once a colonial capital city, Annapolis retains much of the charm and many of the physical landmarks that first attracted visitors. Whether you follow a guide or take a self-guided tour through the city, you’ll witness monuments and museums erected to recall the memorable moments woven into the fabric of this city’s extensive history: maritime, colonial, and African American. What’s more, many of the buildings where Annapolis’s history is made (think the Naval Academy and the Maryland State House, to name a few) are open to the public. Be part of the history. Find more here.
It’s no wonder you see so many multigenerational families visiting Annapolis. From tots to octogenarians, there’s something for everyone to enjoy. With the city’s downtown focal point meeting at the water’s edge—City Dock—it’s a given that lots of action takes place on the water. Our thriving cultural scene includes live theater, a local symphony and opera, and over dozens of art galleries. Awe-inspiring historical sites help tourists understand the broad, even global, significance of the city. Consider your options, or rehash the trip, over coffee, cocktails, or a meal at one of our local establishments. Learn more about the fun things to do in Annapolis here.
If you’re tired of sitting in traffic, you’ll love Annapolis. Once you park your car, you can poke around in any and all of downtown Annapolis’ five distinct neighborhoods by foot. For variety and convenience, you can also get around by trolley, water taxi, or even a Segway. As you wander from one area to another, you’ll notice how close each neighborhood is to the next. And yet, each one possesses its own unique features and overall feel. Some are particularly stately and manicured. Others feel more casual and nautically-inspired. Take your time discovering your favorite one. Learn more about each neighborhood here.