Twin Beach Players Present: ‘Peter Pan & Wendy’

Oct. 2-3, 7:30 p.m. | North Beach

Return to Neverland at the Boys & Girls Club of Southern Maryland with this Twin Beach Players production of a stage adaptation of the classic novel “Peter Pan,” by J.M. Barrie.

$20.18-$22.25 | twinbeachplayers.org

Mid-Atlantic Small Craft Festival

Oct. 2-4, 10 a.m. Friday to 3 p.m. Sunday | St. Michaels

Sailboats, kayaks, canoes and more will take to the waters at this annual event by the Chesapeake Bay Maritime Museum. Guests will be able to vote for their favorite boat!

Included with museum admission | cbmm.org

12th Annual Lifeline 100 Community Bicycle Event

Oct. 4, 6 a.m.-6 p.m. | Millersville

Bike for a good cause at this annual cycling event where participants ride throughout Anne Arundel County to raise money for local nonprofits. For young cyclists, there is a free bike rodeo and Family Fun Safari Ride to enjoy.

$25-$75; children ride free | lifeline100.com

‘La Sylphide’

Oct. 17-18, 7:30 p.m. Saturday, 2 p.m. & 7 p.m. Sunday | Annapolis

This performance of one of the world’s oldest surviving ballets by the Ballet Theatre of Maryland is sure to enchant ballet enthusiasts and newcomers alike.

$36-$62 | balletmaryland.org

‘The Pirates of Penzance’

Oct. 30, 7:30-10 p.m. (Additional dates in November) | Annapolis

This swashbuckling musical comedy will be performed by members of the Annapolis Opera at Maryland Hall.

$28-$120 | annapolisopera.org

Sultana Downrigging

Oct. 30-31, 10 a.m.-10 p.m. Saturday, 8 a.m.-10 p.m. Sunday

(Additional dates in November) | Chestertown

This annual boat festival in Chestertown is celebrating the 25th anniversary of the schooner SULTANA this year, with plenty of special events to enjoy. Take a ride on a tallship, enjoy live bluegrass music or walk in the event’s Halloween parade.

$30-$65; free for ages 12 and younger | downrigging.org