Looking for something to do with the whole family? We've got you covered. Bring the dog along, too! Annapolis has a ton of things to choose from to satisfy everyone in the family. Get out on the water. Grab a bite to eat outside with the pup lounging under the table. Become pirates for a few hours. Hop on a tour and learn about our historic city. 

Day One

Arrive in the afternoon and hit the streets, getting to know Annapolis. Stop by our Visitors Information Booth located at City Dock, or our Visitor Center (26 West Street, Annapolis, MD 21401) to grab a map and learn about events and things to do. Download our AnnapolisNOW app  on iTunes or Google Play to get an idea of the sites, destinations, and historic landmarks. Maybe take a walking tour or water tour on the Chesapeake Bay, or sit by Ego Alley feeding ducks in the Annapolis Harbor. Check into your hotel before checking out the many family-friendly restaurants for dinner, closing out the day sampling one of the many ice cream shops along Main Street.

Pirates on the Chesapeake

Day Two

Here in the summer? Take the kids out on the water with a sailing tour, climb aboard the Sea Gypsy and become pirates for a day, or take a water taxi across the harbor. Feeling a little adventurous? Hit the Bay on a paddleboard or kayak. Take some time for lunch before exploring more of Annapolis. Depending on what you're interested in, there's plenty to choose from when deciding what to do with the family for the rest of the day: There's the Annapolis Maritime Museum for a little bit of education; outdoor activities to let the kids loose and get in touch with nature; history tours like a walk through the United States Naval Academy; and arts programs offered around town teaching pottery and painting. End the day with a relaxing dinner or continue the fun with a short drive to Arundel Mills for shopping and entertainment.

Chesapeake Beach Waterpark

Day Three

Have breakfast and take care of your last bit of souvenir/gift shopping on Main Street before making a short trip to the Annapolis Countryside for a history lesson at Historic London Town and Gardens; a day spent fishing for striped bass on the Chesapeake Bay; or a wet and wild time at the Chesapeake Beach Water Park.