Along South Roosevelt Boulevard.īest times to visit: In March for the Winter Party Festival September for Womenfest October for Bear Fest or June for Key West Pride.ģ. The beach's shallow waters are only a short distance from the bars, restaurants and shops of Duval Street. Best time to visit: In March, when the Winter Party, the biggest gay beach party in North America, takes place.Īt 2½ miles long, Smathers is big compared to other beaches on this tiny island, one of the nation's top destinations for gay travelers.
