Lighthouses, Beaches and Wine

The Perfect Beach Vacation Paired with Wine & Scenic Views


Day 1. Fire Island Lighthouse, Fire Island, NY

Fire Island is accessible via a ¼ mile walk along a boardwalk on the west side of Robert Moses State Park. Park at Field 5. At 167-feet, it is Long Island’s tallest lighthouse tower. Other attractions include a nautical museum and nature trail. After the long climb relax on the beach at Robert Moses State Park or take a walk east to some of Fire Island’s unique communities at Kismet or Saltaire. Overnight in the Hamptons.


Day 2. Montauk Lighthouse, Montauk, NY.

Get up early and you might catch the sun rising on the easternmost tip of Long Island at New York’s oldest lighthouse. The museum displays the original document signed by President George Washington authorizing the purchase of the land for the lighthouse. The tower stands at 110 feet tall. Spend the rest of the morning exploring mysterious Camp Hero nearby, with lunch and an afternoon at the beach. Overnight in Montauk Village.


Day 3. Horton’s Point Lighthouse, Southold, NY.

Jumping from the South Shore to the North Shore, you’ll find Horton’s Point Lighthouse in the midst of Long Island Wine Country. The tower offers a view of the Long Island Sound and nearby Connecticut. The beautiful view can be enjoyed while walking through park to the nearby beach or nature trail. Also on the grounds is the Southold Historical Society’s Nautical Museum. After lunch, explore Wine Country and top-rated local restaurants featuring farm (and sea)-to-table menus. Overnight in Greenport where you’ll find great shops, small harbor cruises and an historic waterfront carousel.

Explore our Insider’s Guide to Famous Lighthouses & Windmills on Long Island.