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By Tracey Minkin
Long a favored harbor for American whaling vessels, Lahaina maintains an exotic tinge of a mid-19th-century Hawaiian seaport in its architecture and vibe. The seafaring tradition continues each year, when the town hosts the finish of the Vic-Mauo Yacht race, the longest offshore sailboat race on the West Coast, held every June through July.
Where to Stay: Plantation Inn sits in the historic district. Rates start at $158; 800/433-6815 or theplantationinn.com.