Lady Catherine Trumpy Yacht Charters Classic yacht cruising vacations tailored to your taste and interest!

Sample Itineraries


Think of it like having your own private cruise ship, but even better!  On a Lady Catherine crewed yacht charter you get to pick the ports and anchorages you'd like to visit and what you'll do when you get there.


Below are just a few sample itineraries which include suggested ports of call.  You might have something different in mind.  Spend some time dreaming about the many possibilities then give us a call at 401-793-0410.  We'll work together to plan a totally customized cruising vacation that is absolutely perfect for you.


FLORIDA'S WEST COAST & FLORIDA KEYS!  Now booking for Jan - March 2020 (Sold out for winter of 2019) Call now so you don't miss out!


Dolphins will escort us as we cruise from Ft Myers, the "City of Palms" along the protected waters of the Gulf Intracoastal Waterway" to remote barrier islands lined with white sand beache   Visit Sanibel and Captiva Islands and thsurrounding nature preserves s as well as the sophisticated cities of Sarasota and Naples. Want something really laid-back?k.  Call now for information about any cruise in the Florida Keys!

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Check out this short video to see how the dolphins in Florida love to ride our bow wak






















INTRACOASTAL WATERWAY (ICW) - NOW BOOKING FOR FALL 2019 (Spring 2019 is fully booked!)


It's fondly called "The Ditch" by Captains who've made the trip, referring to its wonderfully protected waters. The Intracoastal Waterway (ICW) is parallel to the Atlantic coast and connects natural bodies of water - rivers, tidal waters, salt marshes and sounds, with hundreds of miles of man-made waterway. The ICW passes thru five states on its 1,200 plus mile journey from Norfolk, Virginia to Key West, Florida. It’s a route well traveled by private yachts as they head South each Fall, returning North again when the weather warms.


Lady Catherine offers charter guests a choice of severaI CW cruises, , each one with its unique personality. Each cruise begins and ends at a lovely seaside port located conveniently close to a majoairport. Please call us at 401-793-0410 to share your ideas and check available dates.


Leg 1: Cruise the Chesapeake Bay

Leg 2: Cruise Norfolk, VA to Charleston, SC

Leg 3: Cruise Charleston to Amelia Island, FL

Leg 4: Cruise St Mary’s, Georgia to Palm Beach, FL

Leg 5: Cruise the Okeechobee Waterway: Palm Beach to Sarasota, Florida


SUMMER CRUISES: Now booking for summer 2019. Call now so you don't miss out!!



5 night cruises only available in June or late Sept/early Oct. (7 night minimum required in July and August)

Depart Newport for a leisurely sail to Martha's Vineyard.  Visit Oak Bluff and Edgartown.  Add another day for a chance to see the remote and charming island of Cuttyhunk.

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A lovely week long cruise that combines secluded anchorages in the Elizabeth Islands with visits to the busy harbor towns of Oak Bluffs and Edgartown on Martha's Vineyard.  You'll also cruise to the stunning island of Nantucket.

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This very special cruise departs from Camden and combines magical remote anchorages with charming seaside villages like Belfast, Castine and the very remote lobstering community of Frenchboro.   Choose islands that are part of the Acadia National Park trail system or cruise up Somes Sound, the only natural fjord otheur East Coast.

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Depart Stonington or Mystic, CT for a memorable cruise to the prestigious Hamptons.  Visit the very special Shelter Island.  Watch all heads turn as Lady Catherine pulls up to the docks of the Sag Harbor Yacht Club.  Add another night or two to visit Fischer Island or Newport.

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