Why Summer Is One of the Best Times to Be in Annapolis
There’s just something magical about summer in Annapolis.
Maybe it’s the salty breeze coming off the Chesapeake Bay, the boats sailing by as the sun sets, or the endless lineup of festivals and waterfront events. Whatever it is—summer brings Annapolis to life in a way that’s hard to beat.
Whether you’re a local or visiting for the first time, this season is the perfect time to slow down, soak it in, and explore everything our charming coastal town has to offer.
☀️ What Makes Summer in Annapolis So Special?
Waterfront Everything
From paddleboarding at Quiet Waters Park to taking the water taxi downtown, the water is the heartbeat of summer here. Grab a drink with a view at Pusser’s or hop on a sunset cruise—this is the Annapolis way of unwinding.
Walkable Charm
Historic Downtown Annapolis is even more delightful in flip-flops. Meander through brick-lined streets, pop into boutiques and galleries, and enjoy dinner al fresco at one of the many outdoor patios.
Summer Events & Festivals
There’s always something going on—from live music at City Dock to First Sunday Arts Festivals and outdoor concerts in Eastport. Summer is packed with reasons to gather and celebrate.
Family Fun
Spend the day at Sandy Point State Park, tour the U.S. Naval Academy, or cool off with a scoop from Annapolis Ice Cream Company after strolling Main Street.
Local Flavor
Summer is peak season for seafood. Blue crabs, oysters, dockside dining—it doesn’t get more Annapolitan than that. Don’t miss a chance to savor the season with a cold drink and waterfront views.
🌊 Plan Your Perfect Summer in Annapolis
I’ve pulled together my personal picks in a Summer Guide to Annapolis—including my favorite restaurants, activities, and hidden gems to explore while the sun is shining.
Whether you’re a long-time local or just here for a visit, there’s no better time to enjoy all that Annapolis has to offer.
Summer won’t last forever, but the memories you make here will.
Let’s make the most of it—see you by the water!
