
easy
2 hours to overnight
Appropriate for most fitness levels; minimal physical exertion needed unless choosing a sailing lesson.
Set sail on the iconic Chesapeake Bay aboard Sail Selina II in Saint Michaels, Maryland. Discover a mix of historic waters, expert captains, and personalized cruises that elevate your maritime adventure.
Popular specialty sails like sunset champagne or fireworks cruises fill quickly, so reserve ahead to secure your preferred date.
Even in summer, bay breezes can be cool on the water—layered clothing keeps you comfortable throughout your trip.
Give yourself time to check in and get acquainted with the boat before departure, maximizing your time on the water.
For wine or beer tasting cruises, notify the crew ahead if you have allergies or preferences to ensure availability and safety.
St. Michaels has been a Chesapeake Bay shipbuilding and seafood hub since the 18th century, with rich maritime heritage reflected along the shorelines.
Local sailing operators including Sail Selina II actively support clean water initiatives and responsible wildlife viewing to protect bay ecosystems.
Protects against cool spring breezes and unpredictable weather on the water.
spring specific
Critical for safe footing aboard the Selina II’s polished deck.
Prevents sunburn during exposed daytime sails on the Chesapeake Bay.
summer specific
Enhances wildlife and landmark viewing during clear fall sails.
fall specific