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Landing at this huge 19th-century harbor in Southern England, originally constructed for the Royal Navy, puts you within a few hours of countless world-renowned icons, including those of London. The town sits on a tiny peninsula jutting into the English Channel. At the tip is Portland Bill, with three lighthouses. Two 18th-century towers have been converted into holiday apartments and a birdwatching center. The 1906 lighthouse, painted red and white, invites you to climb its 153 steps to the top. Today a tourist economy centers on its picturesque old harbor, the site of lovely pubs, cafés, and restaurants. Hoist a pint. Try the fish and chips. A stroll around this vibrant harbor is one of life's simple pleasures.

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