Best 209 things to do in Chevy Chase, MD

Taste house-made wines while creating a different Sunday project each week

Sail the Middle River and Chesapeake aboard a private luxury catamaran

Cruise the Potomac with your own food, drinks, and music on an 18-foot picnic boat.

Private picnic boat cruise with your food, drinks, and playlist

Paddle the Anacostia River with a single kayak rental

Rent a double kayak on the Anacostia River from James Creek Marina

Taste Virginia wines with scheduled group tastings and round-trip transport

Spend Sunday brunching and tasting wines in Virginia wine country with round-trip transportation

Wine tastings, brunch and guided travel through Virginia’s countryside

Paddle a sit-on-top single kayak from Columbia Island Marina

Walk Old Town Alexandria and taste dishes at family-owned restaurants

Taste your way through Georgetown’s history in 3.5 hours

Taste global flavors on a guided Adams Morgan neighborhood walk

Walk Capitol Hill and sample full dishes at local restaurants and markets

Taste your way through San Diego’s Little Italy with a guided 3.5-hour walk

Meet adoptable rescue cats while supporting their care

Pair a tarot reading with time among rescue cats

Explore National Harbor from the water on a pedal boat

Glide across the water on a stable stand-up paddleboard for a flexible 1- or 2-hour session

Paddle together on calm waters with flexible 2–4 hour rental options

Paddle solo with flexible 2–4 hour kayak rental

Paddle scenic waters with flexible 2–4 hour hire durations

Enjoy flexible 2–4 hour outings on a nimble two-person boat

A Flying Scot sailboat rental for experienced sailors