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One goal of my recent visit to the Florida Keys was to find an additional recommendation or two in between Miami and Key West, so that one could fashion a leisurely multiday road trip along the Overseas Highway. This iconic drive strings together mangroves, tropical forests, yacht-filled marinas, fishing boat-lined piers, plush resorts and charming old seafood shacks. The highway’s view routinely opens onto the shallow islet-dotted sea surrounding the Keys, its bottom of white sand, coral reefs and turtle grass flats creating a spectacular patchwork of blues ranging from deep lapis to almost iridescent turquoise. Causeways sometimes extend for miles between islands, and driving along them can be exhilarating — especially in a convertible.
It’s certainly possible to drive from Miami to Key West in a single day, but it does seem a shame not to pause once or twice to enjoy the extraordinary places in between. This would be my ideal 12-day itinerary.