Preppy Vacation Spots and Places to Live

Baltimore, MD

Bar Harbor, ME

Boothbay Harbor, ME

Boston, MA

Cape Cod, MA

East Hampton, NY

Ft. Lauterdale, FL

Greenwich, CT

Hilton Head, SC

Kennebunk, ME

Key West, FL

Martha's Vineyard

Nantucket, MA

Newport Beach, CA

Palm Beach., FL

St. Barth, Caribeaan

Wyckoff, NJ