Born of the Chesapeake and Bred for Adventure
There are few names in American nautical history that evoke as much reverence, romance, and regional pride as Trumpy yachts. Born of the Chesapeake and handcrafted in historic Annapolis, Maryland, Trumpy yachts are more than vessels — they are floating symbols of craftsmanship, heritage, and the enduring spirit of the Bay.
For decades, sailors, collectors, and maritime enthusiasts have felt a special connection to Trumpy yachts. These classic wooden motor yachts — with their elegant lines, mahogany finishes, and finely tuned performance — are a testament to what American yacht building once stood for. Each Trumpy embodies a legacy of bespoke design, careful construction, and timeless beauty that continues to turn heads on the water today.
Crafted in Annapolis, A Chesapeake Tradition
The story of Trumpy yachts is inseparable from the story of Chesapeake Bay itself. After World War II, the acclaimed naval architect John Trumpy Sr. relocated his operations to Annapolis, where the fertile shipbuilding waters and skilled craftsmen helped fuel one of America’s great maritime traditions. From the postwar era until the yard’s closing in the early 1970s, the Trumpy Boatyard produced hundreds of bespoke wooden yachts that became treasured by owners and admired at every port they visited.
Today, fewer than 100 Trumpy yachts remain in active service — each a rare and remarkable link to that golden age of Chesapeake craftsmanship. These boats are not merely vessels; they are pieces of living history, a fact that local enthusiasts in Annapolis proudly acknowledge as part of the Bay’s cultural fabric.
Three Icons Ready for Their Next Chapter
At the forefront of this legacy are three iconic Trumpy yachts now available to discerning owners who appreciate history, beauty, and performance:
- SOMERSET (58’ Trumpy 1971/2013) stands as a testament to the peak of Trumpy craftsmanship — rebuilt from the keel up in 2012–13, she blends classic design with modern reliability.
- BERNADETTE (71’ Trumpy 1958) showcases the beloved “galley-up” layout that enhances social spaces and cruising comfort — a hallmark of thoughtful design from the Trumpy tradition.
- ABSOLUTE (62’ Trumpy) is one of the final eight Trumpys ever built, recently restored to near-original condition while maintaining robust mechanical systems and timeless elegance.
Whether meticulously restored or lovingly preserved, each of these yachts carries with it the unmistakable character and craftsmanship that have made Trumpy boats revered by a passionate community of owners and collectors.
More Than Boats, A Chesapeake Legacy
To own a Trumpy yacht is to hold a piece of Chesapeake maritime history. These graceful vessels reflect the Bay’s rich nautical heritage — where tradition meets beauty, and craftsmanship meets performance. Worth Avenue Yachts is proud to represent these three stunning Trumpy yachts, honoring their enduring legacy and celebrating the stories they continue to write on waters that first shaped them.
Worth Avenue Yachts Chesapeake office is located at mile marker 12 on the Intracoastal Waterway in Virginia at Atlantic Yacht Basin. Let Worth Avenue Yachts guide you through every aspect of your yachting journey.



