things to do in Saint Leonard, MD

Hear true local ghost stories on a nighttime walk through historic Cambridge

Sail a Historic 1935 Ketch on the Miles River

Discover the shoreline stories behind St. Michaels

Pedal refuge and marsh roads with a bike, helmet, and map

Fish for seasonal gamefish on a shared charter with gear and filleting included

Chesapeake water views with a laid-back island vibe

Honor your loved one with a private farewell shaped around your wishes

Step into Chesapeake Beach's past and the quiet of its marshland

Step inside a surviving Bucktown store tied to Harriet Tubman's early life

Cruise the Patuxent River for fishing, swimming and water sports

Paddle Deale’s quiet creeks and bays at your own pace

Explore Chesapeake Country on a private cruise shaped around your interests

Explore St. Michaels after dark through ghost stories and maritime history

Sample Six Curated Wines While Sailing Chesapeake Bay

Pair sunset views with your own music and drinks

Paddle with a guide, then explore Blackwater by bike at your own pace

Take to the water in a kayak for one

Take a quiet pause with a different soundscape each week

Sail the Miles River with room to relax aboard Epiphany

Celebrate on the water with your own drinks, music, and company

Paddle the Chicamacomico River, then tour the winery and taste wine

Trace Chesapeake Beach's railway past and explore its quiet marshland

Discover the history and homes of a Chesapeake bayside town

Cruise with family and friends on a stable pontoon built for sightseeing and tubing