What to do in Annapolis, Maryland

Annapolis quickly became one of my favorite cities! We spent a weekend in the city and I am already dreaming of our return!

Itinerary:

• Day 1: We left NYC really early and caught the train. We spent our first day on a private yacht cruising the Chesapeake Harbour. It was perfect. That evening we strolled around Downtown Annapolis and had a lovely dinner.
• Day 2: We spent the second day exploring downtown. I loved the history, architecture and colors of the city. We left late that evening and returned to NYC.

Airport:

• Baltimore/ Washington International

Hotel:

• HomeAway

Restaurants:

• Red Red Wine Bar
• Middleton Tavern {founded in 1750. they have some great beer flight options, which was really fun! the food was just decent, but the location is perfect}
• Iron Rooster {we didn’t get to eat here, the line was too long. but the food looked delicious, the view was gorgeous and everyone seemed to leave quite happy}
• The Crab Claw {get there by boat- a MUST do}

Transportation:

• Taxi
• Walk
• Rent a car {you won’t need a car if you just plan on staying downtown}

My top recommendations:

• Charter a boat, go to the Crab Claw Restaurant, then go walk around that little area
• Walk around historic downtown Annapolis
• Eat & shop