Our 2019 Summer Bucket List for Annapolis, Maryland

Posted by Aaron Drummond on May 9, 2019 9:00:00 AM

Our 2019 Summer Bucket List for Annapolis, Maryland Summer is nearly here, so it’s time to dust off the beach towels and swimsuits and stock up on some sunscreen. There are so many great ways to enjoy summertime in Anne Arundel County, it can be difficult to choose. To help you fit it all in, here’s our 2019 summer “bucket list” for Annapolis, Maryland.

Hit the beach

Our 2019 Summer Bucket List for Annapolis, Maryland From city beaches to Sandy Point State Park, there are plenty of ways to catch some waves without ever leaving Annapolis. Build a sand castle, go for a swim, take a boat ride or see if you can reel in your own catch of the day. Chesapeake Region Accessible Boating, an organization that works to make boating accessible to disabled people, is based at Sandy Point, and all the facilities in the park are accessible. It’s also home to the Maryland Seafood Festival in September, and is frequented by bird watchers and wildlife lovers.

Go sailing

Experience Chesapeake Bay in a new way: via sailboat. (A 74-foot schooner, to be more precise.) Annapolis is known for its sailing, but you don’t have to buy a boat to join the fun. Take cruises as a member of the public, or even schedule a private group event with Schooner Woodwind. Tickets start at $31 for children and $45 for adults. If you’d rather just watch, there are races every Wednesday night. If sailboats aren’t your thing, you can also take a cruise on a yacht for about $38 per person.

See a play

Our 2019 Summer Bucket List for Annapolis, Maryland Good theater is never out of season, and the Annapolis Summer Garden Theatre has the plays to prove it. Starting with “Crazy for You” on May 23 and wrapping up with “Mamma Mia!” from Aug. 1 to Sept. 1, the Annapolis Summer Garden Theatre offers audiences a chance to experience live theater outside. Nestled in downtown Annapolis, the theater offers a unique way to enjoy live musical theater and the city. Tickets are available at https://summergarden.com/tickets/ for $25 apiece; season passes are also available.

Go to the Derby Fest

Can’t make it to Kentucky for the Derby? No problem. Head to the Derby Fest at Colonial Corner from 4 to 7 p.m. on May 4. The event celebrates the area’s history as the first site of city-organized horse racing. Tour historic houses, design your own fabulous Kentucky Derby hat, and then watch the races. Tickets are $50 per person. Must be 21 to attend.

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Be a pirate

Our 2019 Summer Bucket List for Annapolis, Maryland Take a family friendly pirate cruise for a day in the Chesapeake Bay, with Pirate Adventures on the Chesapeake. This is perfect as a unique birthday party, or just a fun family outing. Tickets start at $22 per person, and are available online.

Go to the park

Our 2019 Summer Bucket List for Annapolis, Maryland Is there anything more summer-like than a day in the park? Pack a picnic and spend the day hiking, paddleboarding, swimming or just sunbathing. For a list of parks, visit here.

Have dinner outside

Enjoy the summer air with Dinner Under the Stars from May 29 through mid-September on Wednesdays on West Street. Relax with family and friends outside while enjoying food, craft beer/fine wine, dancing and live music. Reservations are recommended, and can be made here.

Celebrate the Fourth of July

Let history come alive with the Annapolis Living Historians, at the William Paca House. Or enjoy a holiday parade and watch the fireworks by boat, as the city launches its fireworks over Annapolis Harbor.

Go to Annapolis Arts Week

This year’s annual celebration is June 1-8, and celebrates all things arts with block parties, festivals, live music, performances, exhibits and galleries and more. Visit the event website, http://annapolisartsweek.com/, for more information.

If you have any questions about our list, we’d love to hear from you! Contact us here.

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