Captain's Charter
Full-Day Private Chesapeake Bay Charter
Design Your Perfect Chesapeake Adventure
Some days deserve more than just a few hours.
Our Captain's Charter is a fully customizable full-day Chesapeake Bay experience designed around your interests. Visit charming waterfront towns, cruise to historic lighthouses, anchor in secluded coves, photograph wildlife, or simply spend the day relaxing on the water.
Your captain will help build a one-of-a-kind itinerary that showcases the very best of Maryland's Eastern Shore and the Chesapeake Bay.
Whether you're celebrating a milestone, entertaining clients, or planning an unforgettable family adventure, no two charters are ever the same.
Experience Highlights
Duration
8 Hours
What's Included
Fully customized itinerary
Lighthouse tours and waterfront destinations
Catered breakfast
Catered lunch
Eastern Shore light bites
Wine, craft beer, sodas, and refreshments
Branded keepsake
Perfect For
Family adventures
Corporate retreats
Photography excursions
Anniversary celebrations
Full-day Chesapeake Bay getaways
Luxury private boat charters
Why Choose a Full-Day Private Chesapeake Bay Charter?
When you have an entire day on the Chesapeake, there's no reason to follow someone else's itinerary.
The Captain's Charter gives your group eight hours aboard the Lois Ann with a day designed completely around you. Cruise to historic Chesapeake Bay lighthouses, visit waterfront towns, find a secluded anchorage, photograph local wildlife, or combine a little bit of everything.
With catered meals, drinks, Eastern Shore light bites, and your captain handling the details, you can spend less time planning and more time experiencing the Bay.
For guests searching for a private Chesapeake Bay charter, full-day Maryland boat charter, Chesapeake Bay lighthouse tour, luxury Eastern Shore boat experience, or customizable private boat trip, the Captain's Charter gives you the freedom to create your own adventure.
Vacationing in Cambridge, St. Michaels, Easton or the Eastern Shore?
Guests staying in Cambridge, St. Michaels, Easton, Oxford, Tilghman Island, Hoopers Island, Taylors Island, and Kent Narrows can turn one vacation day into an unforgettable exploration of the Chesapeake.
Build your itinerary around lighthouses, waterfront towns, photography, food, secluded anchorages, or simply a beautiful day on the water.
Coming From Annapolis, Baltimore or the Western Shore?
Make the journey from Annapolis, Baltimore, Severna Park, or Edgewater part of the adventure.
The Captain's Charter is ideal for guests looking for a full-day private boat experience and a chance to explore Maryland's Eastern Shore beyond the usual destinations.
Planning a Private Chesapeake Escape From D.C. or Northern Virginia?
Leave Washington, D.C., Bethesda, Potomac, Alexandria, or Arlington behind for the day and experience eight hours of open water, waterfront towns, incredible food, and Chesapeake scenery.
For family celebrations, corporate retreats, milestone occasions, or simply an excuse to escape the city, a private Chesapeake Bay charter makes the journey worth it.