Events in Annapolis

Discover New and Old Thrills in the Waterfront City

Are you trying to find fun events in Annapolis?

Explore all the hidden treasures that America’s oldest and most majestic waterfront city has to offer and find the event that’s right for you.

Whether you’re five or 85, we have plenty of things to do in Annapolis that will give you all the excitement and entertainment you’re seeking.

Read the page below to see a list of some our favorite fun events in Annapolis -  no matter what time of the year it is.

Year Round Events In Annapolis

Annapolis By Land – Stroll through historic Annapolis and the US Naval Academy alongside a tour guide dressed in authentic colonial attire. You’ll see all the city’s most famous landmarks and have the opportunity to follow the steps of African-American history.

Historic Pub Crawl – Enjoy good drinks and learn something while going on a tour of Annapolis. You’ll find out all about the rich history of the city and its tradition of brewing some of the finest beer around.

Haunted Pub Crawl – If you’re up for a scare and some delicious beverages, then this may be more your style. Take a tour of the area’s most haunted residences while keeping your nerves calm with famous craft beers.

Woodwind I and II – Set sail with the twin 74 foot schooners. These ships offer daily cruises, private charters, and special once-a-month unique destination trips.