Café Marquesa Key West - Elegant Coastal Fine Dining
Happy Hour: Sunday - Thursday 5:00 pm - 6:00 pm
Features: Southern Social happy hour with refined small plates, 30% off wines by the glass, and crafted cocktails.
Margaritaville Cafe
Happy Hour: Monday through Friday from 5:00 pm to 7:00 pm.
Happy hour specials include $7 House Margaritas, $7 Barefoot Wine, $7 well drinks, $9 fried pickles, $9 chips and queso, and $9 peel-and-eat shrimp.
Pepe's Cafe Key West
Happy Hour: Daily from 4:00 pm to 6:00 pm.
Daily happy hour includes $6 fresh-squeezed margaritas, half-price oysters, half-price fish dip, half-price peel-and-eat shrimp, discounted well drinks, select domestic bottles, and house wines.
Southernmost Beach Café
Happy Hour: Daily from 4:00 pm to 6:00 pm.
Daily happy hour includes half off appetizers, $5 20 oz draft beers, $5 well drinks, and $5 house wines.
Viva Argentinian Steakhouse
Happy Hour: Daily from 3:00 pm to 6:00 pm.
Daily happy hour is offered at the patio, tiki bar, and inside bar, with small plates, selected appetizers, domestic beers, sangria, specialty drinks, wines, and well drinks.
Alamo Key West
Happy Hour: 3:00 - 6:00 p.m., and 11pm- close.
Domestic beer, draft beer, and wines for $4, $5, and $6
Almond Tree Inn
Happy Hour: Daily, 5:00 pm – 7:00 pm
Complimentary guest happy hour with wine, beverages, and snacks
Alonzo’s Oyster Bar Key West - Waterfront Seafood
Happy Hour: Daily from 4:00 pm to 6:00 pm
Half off all small plates, plus $3 Oyster of the Day, fresh oysters, cocktails, seafood towers, and waterfront happy-hour bites overlooking A&B Marina.
Bagatelle Key West - Historic Duval Street Dining
Happy Hour: 9:00 - 11:30 am (Breakfast Hangover Happy Hour, Daily) & 4:00 - 6:00 pm (Daily at the Bar)
$5-$10 small plates and half off select cocktails during afternoon Happy Hour. Breakfast Hangover Happy Hour specials in the morning.
Key West Sunset Cruise on Knotty Rooster
Key West Boat Charters
Enjoy a Key West sunset cruise aboard Knotty Rooster with Key West Boat Charters. This evening boat trip is a relaxed way to experience golden-hour views, island breezes, and the famous Key West sunset from the water.
Book now!Key West Half-Day Morning Charter with SeaClusion
Charter SeaClusion
Start the day on the water with a Key West half-day morning charter aboard SeaClusion. This AM charter is a flexible option for visitors looking to enjoy a private boating experience, island scenery, and time out on the water before the afternoon crowds.
Book now!Key West Craft Cocktail Crawl
Key West Food Tours
Sip your way through Key West on the Craft Cocktail Crawl with Key West Food Tours. This guided cocktail experience introduces visitors to local flavors, creative drinks, island bar culture, and the stories behind some of Key West’s favorite places to raise a glass.
Book now!