Nantucket, Massachusetts
Follow dusty SUV's as they dogleg left before Cisco Beach and bump through a maze of dirt roads to seek out laid-back Ladies Beach, on the southwestern edge of Nantucket.
T&L Tip: Beachcombing dogs are welcome, but bring a leash.
Check-In: Hang your towels in a bay-view room at the Wauwinet (120 Wauwinet Rd.; 800/426- 8718; wauwinet.com; doubles from $500).