Sailing Vacations: Southern New England and the Chesapeake Bay, MD
Crab FeastAs our guest, you are treated to delicious and plentiful meals and with hundreds of islands in our cruising grounds, every sailing vacation is unique. Lighthouses, seabirds and scenery abound. In the evenings, we anchor in a secluded cove or dock along side a protected harbor.  You can go ashore to explore a quaint coastal village or a lightly inhabited island. All-inclusive vacation packages range from $320-$940 for a two to five day cruise. 

"Everything is done with such good cheer and with great attention to detail.  I have a fantastic time every time I am lucky enough to be aboard."

JanetinConnecticut, Connecticut
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Great Room CabinThe Great Room offers the most authentic living experience to the Age of Sail! Six berths with private curtains share this common room with bathroom and shower. Three skylights provide light and ventilation.

Great Room Berth
$320 $480 $880

Sloop CabinThe sloop class cabin offers the smallest and most affordable private accommodations. Each has a single upper and lower bunk, either a skylight or a portlight and a sink in the room. Bathroom and shower are located in the hallway.

Sloop Cabin
$320 $480 $880

Schooner CabinSchooner class cabins provide upper and lower single bunks, and either a skylight or a portlight and a sink in the room. Bathroom and shower are located in the hallway.

Schooner Cabin
$342 $515 $835

Brigantine CabinBrigantine class cabins provide a double upper and single lower bunk. These cabins have both a skylight and portlight and a sink in the room. Bathroom and shower are located in the hallway.

Brigantine Cabin
$376 $565 $885


Clipper CabinClipper class cabins provide one full size bed to accommodate two people, with a private bathroom and shower en suite, a sink and skylight.

Clipper Cabin
$412 $620 $940
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Children ages 10 and older are welcome on overnight cruises

Cabin prices for overnight trips are per person based on double occupancy. A single person will be assigned a roommate of the same sex. Anyone wishing to book an entire cabin to themselves my do so at an additional charge:

Solo Sailor Sloop & Schooner Class = 50% surcharge
Solo Sailor Brigantine & Clipper Class = full double occupancy rate
A third passenger may sail in a Brigantine cabin for half price.

A deposit of 50% per person is required to hold a reservation for all overnight cruises. The balance is due six weeks before your sailing date. Overdue payments will be assessed a $25 late fee.