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Looking for fun things to do in Annapolis?
Your wish is our command.
Historic Annapolis is rich with events, attractions, and other cool things to do, regardless of who you are.
Here at the O’Callaghan Hotel, we know what it takes to make our guests happy. That’s why we put together this handy visitor’s guide to help you find things that you’ll enjoy seeing and doing while you spend time in our wonderful city.
Take a look at some of the things that we’ve listed here. We’re sure you’ll find fun things to do in Annapolis that will help make your visit a memorable one.
Tours and Activities to Educate and Entertain
- Do you want to see the city on foot?Then Walking Tours of Annapolis is for you! Walk the cobbled streets of the city with costumed colonial guides who share local history and folklore in an engaging, informative and compelling tour that you won’t soon forget.
- Would you prefer to see Annapolis from the water?Then consider Schooner Woodwind Public Cruises. Explore the reason why Annapolis is often considered to be “America’s Sailing Capital”. You can either help raise the sails or elect to sit back and take in the sights of the Chesapeake Bay as the waters carry you past the Naval Academy and other local landmarks.
- Would you like to see where the Maryland General Assembly Convenes?Then take a tour of the Maryland State House. Here, you’ll see the oldest state capitol in continuous legislative use and this fun, informative tour will teach you the history behind the building.
- Would you like to see where future military officers train?Then go visit the United States Naval Academy Visitor Center and Tour. You’ll be able to tour the grounds of the US Naval Academy, where future officers of the US Navy and US Marine Corps train for their service.
- Perhaps you’d like to take a tour of the city in a new and exciting way?Then the Downtown Segway Tour is for you! Any Annapolis tourist should get a kick out of this novel approach to seeing some of the city’s most popular sites.
- Do you want something that will keep the kids entertained?Take them on a Pirate Cruise! On this adventure, the little ones will be able to join a pirate crew, work together to find buried treasure and walk away with new stories to tell!
Food and Drink to Satisfy Your Appetite
While the attractions and sites listed above are some fun things to do in Annapolis, they aren’t the only things that will keep you entertained.
We imagine that taking in all of those sights and going on so many tours will work up quite an appetite for any Annapolis tourist, so you may want to check out some of our favorite restaurants:
We have our own John Barry Restaurant and Bar, which provides a blend of traditional and regional offerings for your dining pleasure.
You can also enjoy seafood at O’Leary’s or The Rockfish, Crabs at Mike’s, and waterfront dining at Charthouse for an unforgettable eating experience that’s sure to bring you back time and again.
For fans of Sicilian and Tuscan food who are looking for fun things to do in Annapolis, there’s Maria Sicilian and Carpaccio Tuscan Kitchen while those who prefer Indian food can enjoy authentic offerings at India’s of Annapolis.
Whether you want curry from Lemongrass or Sushi from Tsunami, there are also plenty of options for dining on fine Asian cuisine throughout the area.
If you’re the sort of person who enjoys every type of food under the sun and often has a hard time choosing a restaurant, then you may enjoy the all-encompassing selections offered by area favorites The Wild Orchid and Aqua Terra, where the menus change with the seasons to ensure that there’s always something that you haven’t seen before.
Many of these restaurants participate in Annapolis’s yearly “Restaurant Week” event, where they offer three course meals at fixed discount prices so you can enjoy what you want without hurting your wallet.
Brand Name Shopping for Everyone
If you’ve had your fill and are still looking to fun things to do in Annapolis, head on over to one of our premier shopping centers for impressive savings on name brand clothing, electronics, accessories, and anything else that you might need.
Whether you decide to shop at the Annapolis Town Centre, Queenstown Premium Outlets,Annapolis Mall, or the shops at Downtown Annapolis, you won’t have any trouble finding what you need at great prices.
Annapolis Is Waiting for You
Whether you want food, fun, or shopping, there’s plenty for you to do all throughout Annapolis. You’ll be amazed at how much there is for you to see and do and we here at the O’Callaghan hotel will be glad to help you see as much of it as you can.
If you need a place to stay while experiencing the different fun things to do in Annapolis, then feel free to give us a call at 410-263-7700 or email us at info@ocallaghanhotels-us.com
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