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The mid–June through August high season draws the biggest crowds, highest prices, and hottest weather.
May and September are much more pleasant on every front—cooler temperatures, fewer crowds, and sometimes even a discount on prices.
Winter is most definitely the off-season along the Amalfi Coast.
Many hotels and restaurants simply shut down from mid– to late October until just before Easter.
Of course, for those visitors who do brave the winter here (and enough hotels and restaurants remain open to make that feasible), you can have much of it to yourself . You probably won't be doing much swimming—but the Amalfi Coast is more about the beauty than the beaches anyway.
Planning your time: Budget at least a day for the Amalfi Coast. Simply to drive the coast without getting out (except to change buses in Amalfi) takes at least five hours—that's three hours touring the coast from Sorrento to Salerno, plus another hour on each end to get to and from those gateway towns.
If you do want to pack it all into a single day—and actually stop and get out in a few towns—it might be best to just book a tour that picks you up at your hotel, gives you time in each of the main Amalfi Coast towns, and returns you to your hotel 6–9 hours later:
Otherwise, it makes far more sense to spend at least one night on the coast.
If, however, your schedule doesn't have that much leisure time, might I suggest riding the first leg—from Sorrento to Positano to Amalfi—taking a quick spin around Amalfi town, then catching a ferry either back up the coast to Sorrento or over to Capri.
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