This year is the launch of the newest holiday market in the region that looks forward to becoming your holiday tradition. Check out all the entertainment and events below.

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Entertainment at the Annapolis Holiday Market 2023

is currently being scheduled. If you are a community group interested in making an appearance let us know.

 

Thursday

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Friday

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4 pm to 8 pm Jolly Express Cruise departs hourly

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Saturday

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6 pm to 8 pm - It's the Eastport Yacht Club Lights Parade

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Sunday

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4 pm to 7 pm Jolly Express Cruise​ departs hourly

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Entertainment in downtown Annapolis near the Annapolis Holiday Market

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Thursday

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TBA

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Friday

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TBA

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Saturday

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415 pm  Lights Parade Holiday Package

Watermark Tours Charters Cruises

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Sunday 

 

TBA

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Be sure to plan to leave enough time to stroll, tour, shop, and dine throughout the beautifully decorated streets of downtown Annapolis. Annapolis is frequently mentioned as one of the top Christmas Towns in the USA to visit.

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Admission is free to the Annapolis Holiday Market and tour buses are welcome.