Autumn Leaves

Chesapeake Bay spring/fall
sailing adventures!

Ready for a vacation? Need a safe place to escape to? Looking for a hands-on learning experience for your students? Then come join us for one of our many fall sailing getaways aboard the s/v Boundless!

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Families, friends, school groups, scouting trips...
Sign ups going on now for the spring and fall!

  • Looking for a completely hands-on educational experience you can share with your students? Our 5-7-day program provides leadership/team-building opportunities, studies in seamanship, navigation, meteorology, history, physics, visits to shore-side museums, and more! Trip dates available this spring and fall. A teacher attends free with just six middle school or high school students! Historic Sail into Washington DC available in the spring/summer of 2021. 

  • Family, adult and friends trips: Need a getaway or just a time to reconnect with friends? Then come spend a long weekend or a week sailing aboard Boundless as we explore the coastal towns and islands of the Chesapeake Bay! Enjoy a great seafood dinner ashore at one of the many great seafood restaurants the Bay has to offer, then watch the sunset from the deck of Boundless. Have time to read, relax, or stroll historic towns like St. Michael's, Crisfield, or St. Mary's to stretch your legs or look for ice cream. Trip dates available this fall and spring.

  • Scouting groups: From navigation to orienteering, to fishing and boat handling skills, you'll complete multiple badge requirements during one of our live-aboard sailing adventures! Contact us for available fall and spring dates.