Fall Family Fun in Annapolis

Sep 22, 2017 | Fun Things To Do With Kids in MD, DC, and VA

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Find Family Fun at Pirate Adventures

Set sail in search of fun with us and experience a Pirate Adventure with your family aboard the pirate ship Sea Gypsy in the Annapolis Harbor.

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Find your Fall family fun in Annapolis

Fall is a beautiful time to find yourself with a day to spend in Annapolis with the family.  The temps cool down a little but the fall sunshine warms things up perfectly making Annapolis a great place to visit in the fall.  The views of the Chesapeake Bay are crisp and clear from City Dock and Main Street as the sky gets blue and summer humidity clears.  There are multiple ways to get your family out on the water this fall. Fall festivals abound and the ice cream shops are still open on Main Street.  Find our list of options for family fun in Annapolis this fall.  Leave a comment and let us know how you find Fall family fun in Annapolis.

Pirate Adventures on the Chesapeake

Annapolis Kids Activities

Fall weekends are the perfect time to visit Pirate Adventures on the Chesapeake.  Celebrate International Talk Like a Pirate Day and practice for Halloween with pirate and mermaid dress up and facepainting.  Fire our famous water cannons and set sail for a treasure hunt on the water.  Check out our fall activities at Pirate Adventures.  Visit Pirate Pete’s Pumpkin Patch at Pirate Adventures the last three weekends in October and receive a pumpkin for every child in your party.  Join us on October 21st for our famous Pirate and Princess cruise.  We sail Saturdays and Sundays in the fall through October 28th.  Call (410) 263-0002 to make a reservation for your family today.

Family Fishing Adventures

The fish are still biting at Family Fishing Adventures.  Turn your little ones into professional anglers on the Sea Dragon. This custom boat fishing boat for kids will have your family telling tall tails of the one that got away all weekend.  All bait and tackle is included in this catch and release fishing trip for kids.  The Sea Dragon casts off four times daily on Saturdays and Sundays in the fall.  Call (410) 279-8325 to secure your spot at Family Fishing Adventures.

Main Street Goodies

Take in the beautiful views from the top of Main Street and work your way through ice cream parlors and fudge shops on the walk to the harbor.  Our favorite ice cream shops include Storm Brothers on City Dock and Annapolis Ice Cream Company at the top of Main Street.  Bring some bread to feed the ducks on City Dock and wave to the pirate ship as we turn around in Ego Alley while enjoying your kid-friendly treats.

Fall Festivals

The Annapolis area is home to plenty of fall festivals for family fun.  The Renaissance Festival of Maryland takes place just outside of Annapolis through October 22nd.  The United States Sailboat Show and Powerboat Shows come to town the weekends of October 6th, 7th, 13th, and 14th.  The Anne Arundel County Fair complete with traffic pulls and carnival rides takes place September 13th – September 17th.

Tell us how you find Fall Family Fun in Annapolis

Fall is such a fun time be out and about with the kids before the cold of winter sets in the and school schedules fill up. If you are looking  for ideas for fall activities around the DMV don’t miss our beautiful town of Annapolis!  Leave a comment below with your perfect day of family fun in Annapolis this fall.