The islands scenic harbors are dotted with lobster boats, a testament to its thriving fishing industry.
At the far tip, Montauk boasts the historic Montauk Point Lighthouse, the oldest in the state.
Wealthy summer residents have long cherished this retreat, yet the island maintains a low-key atmosphere.
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Known for its picturesque landscapes and outdoor activities, its a haven for camping, boating, and fishing.
Explore Historic Richmond Town, a living history village where centuries-old buildings tell the story of early American life.
The islands greenbelt offers extensive trails and parks, a hidden natural oasis within the city.
Cuttyhunk Island, Massachusetts
As the outermost of the Elizabeth Islands, Cuttyhunk is a sanctuary of untouched tranquility.
Star Island, one of the few accessible isles, hosts conferences and retreats in its historic Oceanic Hotel.
With no cars on the island, visitors explore by foot along miles of hiking trails.
The Vinalhaven Historical Society provides a window into the islands rich maritime and quarrying history.
Chebeague Island, Maine
Chebeague Islands rustic appeal lies in its quiet beaches and traditional New England charm.
Accessible by ferry from Portland or Yarmouth, the island is perfect for leisurely bike rides and beachcombing.
The islands tranquil atmosphere makes it a haven for those seeking respite from the hustle and bustle.
Homes with 3-4 bedrooms are priced between $1,350,000 and $1,650,000, highlighting its luxurious and private setting.
The islands Southeast Lighthouse, perched near the bluffs, adds a historic touch to the stunning landscape.
With its laid-back vibe, Block Island is an ideal escape for relaxation.
Explore the colorful Gingerbread Cottages of Oak Bluffs or take a stroll in the serene village of Chilmark.
Nantucket, Massachusetts
With cobblestone streets and classic shingled homes, Nantucket exudes timeless elegance.
The Whaling Museum provides a fascinating look into the islands maritime heritage.
Bar Harbor, Maine
Atop our list is the charming seaside town of Bar Harbor on Mount Desert Island.
Bar Harbors historic architecture and vibrant downtown make it a destination that captures the heart of every visitor.