No, you cannot legally walk on public sidewalks or streets in Key West with an open container of alcohol, despite the island's reputation as a "party town." This is one of the most common misconceptions among tourists; the "open container" law is strictly enforced throughout the city, including on the famous Duval Street. If you purchase a drink at a bar, you must finish it before leaving the premises or discard it. However, the rule is slightly different during special "festivals" or "street parties" (like Fantasy Fest or the New Year’s Eve shoe drop), where the city commission may pass temporary resolutions allowing open containers within a specific cordoned-off "event zone." Some bars on Duval Street also feature "porch" areas or "patios" that are technically private property but overlook the sidewalk, allowing you to drink while watching the crowds, provided you remain within the designated boundary. To avoid a fine (which can be over $100), you should always check for the "No Alcohol Beyond This Point" signs posted at bar exits. While Key West is very "laid-back" about many things, public consumption of alcohol outside of permitted venues is a line that local law enforcement continues to monitor to maintain a family-friendly atmosphere.