Annapolis was such a fun experience! Everyone we interacted with was kind and welcoming. We did get asked “Why Annapolis?” quite a bit, which was funny, but everyone was genuinely nice. We never felt discriminated against or uncomfortable. People mostly seemed to mind their own business, which we appreciated.
We ate our weight in seafood and pastries, enjoyed plenty of great drinks, and explored so much of the city! We visited the Naval Academy, went on a sunset sailboat ride, and stopped by Great Frogs Winery (YUM, 10/10!). We also ate at Choptank, Cantler’s, Blackwall Hitch, and several other amazing restaurants. Annapolis definitely does not lack good food!
We stayed at the Graduate by Hilton Annapolis, and the location was perfect. The city was incredibly walkable from our hotel, with tons of shopping along Main Street, restaurants, bars, and nightlife to enjoy.
As Black visitors, we had a genuinely positive experience. We felt safe, comfortable, and free to explore without feeling out of place. Annapolis has so much to offer, whether you’re interested in history, food, shopping, sailing, or just enjoying the waterfront.
Overall, I’d absolutely recommend visiting Annapolis. Great food, beautiful scenery, plenty to do, and a welcoming atmosphere. We’d definitely go back!
Apocolypse
29 Jul 2025
Rating
Traveling While Black
Things To Do
Adventure
History
Affordability
Relaxation
Local Food
Romance
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Traveling While Black
On the outside Annapolis “looks” like a black friendly place… but it isn’t.
I had to travel to work in Annapolis a few times and there were confederate flags on flag poles in some folks lawns. I experienced some racism my first time out there, I was patrolling the grounds and a car was broken down in the street. I went over to offer help and the lady rolled her windows up and said she didn’t need help as she started dialing 911. So I walked away and watched the security CCTV and she sat there the whole time and after a little over an hour of sitting in the freezing cold the tow truck showed up.
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Annapolis was such a fun experience! Everyone we interacted with was kind and welcoming. We did get asked “Why Annapolis?” quite a bit, which was funny, but everyone was genuinely nice. We never felt discriminated against or uncomfortable. People mostly seemed to mind their own business, which we appreciated.
We ate our weight in seafood and pastries, enjoyed plenty of great drinks, and explored so much of the city! We visited the Naval Academy, went on a sunset sailboat ride, and stopped by Great Frogs Winery (YUM, 10/10!). We also ate at Choptank, Cantler’s, Blackwall Hitch, and several other amazing restaurants. Annapolis definitely does not lack good food!
We stayed at the Graduate by Hilton Annapolis, and the location was perfect. The city was incredibly walkable from our hotel, with tons of shopping along Main Street, restaurants, bars, and nightlife to enjoy.
As Black visitors, we had a genuinely positive experience. We felt safe, comfortable, and free to explore without feeling out of place. Annapolis has so much to offer, whether you’re interested in history, food, shopping, sailing, or just enjoying the waterfront.
Overall, I’d absolutely recommend visiting Annapolis. Great food, beautiful scenery, plenty to do, and a welcoming atmosphere. We’d definitely go back!
On the outside Annapolis “looks” like a black friendly place… but it isn’t.
I had to travel to work in Annapolis a few times and there were confederate flags on flag poles in some folks lawns. I experienced some racism my first time out there, I was patrolling the grounds and a car was broken down in the street. I went over to offer help and the lady rolled her windows up and said she didn’t need help as she started dialing 911. So I walked away and watched the security CCTV and she sat there the whole time and after a little over an hour of sitting in the freezing cold the tow truck showed up.