American Classic Yachting

Trumpy Yacht Charters

Unwind in the peaceful natural surroundings and historic venues along many rivers and creeks of the Chesapeake Bay, the Atlantic Intracoastal Waterway and Florida Keys. Explore and create your own Yachting adventure aboard Windrush as it navigates some of the most beautiful waters in North America. American Classic Yachting owners and crew Connie & Bill Iler are consummate hosts, and they enjoy sharing their love of the water, boating and exploration of our beautiful American coastal treasures.

American Classic Yachting offers a variety of cruise types to meet the desires and schedules of a wide range of people. Short cruises provide an introduction to classic yachting. Up to six guests can enjoy a 3-hour afternoon or sunset cruise or a full-day cruise. The "Trumpy experience" can be further enjoyed with an overnight cruise or stay on the Yacht. Weekend getaway and Week vacation cruises for up to four guests can be scheduled for that special occasion or vacation.

In the Chesapeake Bay weekend cruises take guests to interesting and historic destinations, such as St. Michaels or Rock Hall on Maryland's "Eastern Shore"; Week vacation cruises offer an opportunity to explore further reaches of the Bay, including Virginia's historic northern neck and eastern shore areas.  In  the fall and spring, Windrush navigates the Atlantic Intracoastal Waterway, where guests can experience some of the most beautiful and historic areas of the country. In winter, Windrush is in the Florida Keys, where guests can relax aboard in the easy island atmosphere and wonderful weather offered by this unique cruising area.

All Cruises feature first class hospitality & cuisine, and operate in the safest manner, meeting all USCG regulations and recommendations. Check out more details and options of our Cruises using the buttons below.