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Florida: Overseas Highway

Florida: Overseas Highway Built in the late 1930s over much of Florida’s former East Coast Railroad, the 113-mile “Highway that Goes to the Sea” is a series of 42 low-slung bridges that connect Miami and the Florida Keys, culminating at the southernmost point in the U.S. – Key West. Must-Stops: Key Largo for roadside conch fritters and key lime pie slices; Islamorada and Marathon to go diving or fishing; and Key West for beaches, old Hemingway haunts, and nightly sunset celebrations in Mallory Square. “Get out on the water as often as you can,” says Virtuoso travel advisor Karen McAlpin. “Kayak around the mangroves at sunset, or have your advisor book a sunset cruise on a schooner or a sailboat.” Socially distanced accommodations at Key West’s 40-room Sunset Key Cottages include Victorian-style homes with wraparound verandas and easy beach access. Pro Tip: Pack snacks. From Miami, the first half of the drive is a straight shot over the water – there isn’t anywhere to stop until you get to Key Largo.


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