Fleet Overview
The Eastern Shore, as Experienced Only by Sea
Set sail on the Chesapeake for an experience like no other. Be transported back to simpler times when you step aboard the historic Stanley Norman Skipjack, or feel the thrill of the wind in your hair while sailing gracefully across the bay on one of the many other prestigious vessels that make up our diverse fleet. Whether enjoying a group charter, private sunset cruise, or developing your skills at our sailing academy, you will find yourself charting a course toward unforgettable memories.
Please note our Day Sailers will depart for winter on October 31st.
The Fleet
The breadth and beauty of our fleet is a matter of pride and careful cultivation. From the timelessness of the historic Stanley Norman to our modern, sleek motoring vessels and everything in between...
Excursions & Experiences
With the pristine natural beauty surrounding our coastline and beckoning to the adventurous-at-heart, it has been a natural fit for us to craft longer voyages, offer unique experiences...
The Stanley Norman SkipJack
Dip a toe into the past when you step aboard the Skipjack Stanley Norman. Though she is the newest ship to join our fleet, she may be one of the oldest in the region...
Group Sailing
What's better than the company of your favorite people with a champagne toast aboard one of our beautiful vessels as you sail gracefully through the waters of the Chesapeake...
Private Charters
Enjoy the privacy and serenity of a private charter on one of our luxury vessels. Perfect for an intimate gathering with friends and family in a special setting...
