easy
2–8 hours
Suitable for most fitness levels; minimal physical exertion required but some ability to move safely on deck recommended.
Picture Perfect Sailing invites you to navigate the Chesapeake Bay from Annapolis aboard Chanceuse, where expert guidance meets comfortable, educational trips. Whether a brief day sail or a cozy overnight, each journey offers beautiful views, hands-on sailing, and local maritime stories.
Temperatures on the water can shift quickly; bring layers to stay comfortable whether it’s sunny or breezy.
Closed-toe shoes with good grip improve safety and comfort when moving on deck.
The sun’s reflection off water intensifies UV exposure; protect your skin and eyes accordingly.
Even on breezy days, dehydration can sneak up; carry a reusable water bottle and drink regularly.
St. Michaels is known for its Civil War history, notably its surprising resistance to British raids due to clever local defense.
Efforts are ongoing to maintain water quality and protect native habitats in Chesapeake Bay amid increasing recreation and development.
Protects against sudden breezes and light rain while sailing.
spring|summer|fall specific
Ensures safety and steady footing on wet, moving boat surfaces.
Reduces glare reflecting off the water for better visibility and eye comfort.
spring|summer|fall specific
Keeps you hydrated during sunny, warm sailing trips.
summer specific