things to do in Saint Leonard, MD

Cruise the Patuxent River at your own pace by pontoon

Explore Deale's creeks, estuaries, and bay by kayak

Take in maritime history and waterfront scenery from your own private boat

Propose aboard a private yacht with champagne and a harbor sail

Pedal through the countryside for a winery tour and tasting

Anchor in protected waters for a gentle paddleboard yoga flow

Take to the water on a stand-up paddleboard

Celebrate aboard a private 44-foot catamaran with champagne

Paddle brackish waterways with a guide and look for local wildlife

Discover the homes and cottages of a bayside town

Help shape your route through the waterways of Chesapeake Country

Share a kayak and paddle together

Sip six curated wines while sailing St. Michaels’ waterfront

Paddle a winding one-way river route with a shuttle back to your vehicle

Build paddleboarding skills with certified coaches, then paddle at your own pace

Share a sunset with the people who matter most

Sail Chesapeake Bay at sunset with champagne and light bites

Pedal flat scenic roads and watch for birds and wildlife

Paddle Deale’s tidal creeks with a guide who brings local estuaries and history to life

Sample six rotating craft beers aboard a modern catamaran

Paddle a brackish river beside Blackwater Refuge

A Friday evening creek paddle with live music and a lighted ride back

Enjoy a relaxed start to the day with a boat all to yourselves

Celebrate the bride or groom aboard a historic private sailboat