Beachside Resort & Residences Key West
Happy Hour: 5:00 pm - 7:00 pm daily; 9:00 pm - 11:00 pm daily for 2-for-1 drinks
Bar area only; special tapas menu from 5:00 pm - 7:00 pm; 2-for-1 drinks from 5:00 pm - 7:00 pm and 9:00 pm - 11:00 pm
Big Cheezees Pub and Grub
Happy Hour: Monday through Friday, 3:00 pm to 6:00 pm
$2.96 tacos, 3 sliders for $9.96, select discounted bites, and 50% off well drinks.
Blue Flamingo Resort Key West – Affordable Tiki Social Club
Happy Hour: Daily, 2:00 pm–4:00 pm at Toasted Coconut; 4:00 pm–6:00 pm at Rum Row, Barefoot Bar & Brew, and Salty Lime
Daily poolside happy hour with food and drink specials, tiki cocktails, island-inspired bites, and social-club atmosphere
Blue Heaven
Happy Hour: Daily from 3:30 pm to 5:00 pm.
Features Half-off drinks.
Boat House Bar & Grill Key West - Waterfront Dining & Happy Hour
Happy Hour: Daily from 4:00 pm to 6:30 pm
Half-off Small Plates menu items with drink specials on beer, wine, cocktails, and other bar selections.
Boondocks Grille
Happy Hour: Happy Hour Mon-Fri 3pm-6pm
Weekday drink specials on select beer, house liquor, and house wine, plus discounted happy hour food including Bang Bang Shrimp, chicken wings, Wisconsin cheese curds, cheesy fries, Gouda-bacon-ranch chips, and housemade onion rings.
Bruschetta Francesca Key West - Authentic Sicilian Dining
Happy Hour: Daily from 4:00 pm to 6:30 pm; extended to 9:00 pm for locals and military with ID.
Half-off bruschetta appetizers, $5.25 glasses of Chianti, and $3.00 Bud Light and Crazy Lady drafts.
Bull & Whistle Bar
Happy Hour: The Bull10am-9pm, The Whislte 12pm -9pm
The Bull-2for1 well margaritas, The Whislte (2for1 well drinks)
Casa Marina Resort Key West
Happy Hour: Daily 2:00 pm - 4:00 pm Happy Hour
$10 signature cocktails, $10 wines by the glass, and $10 small plates.
Key West E-Bike Rental
Florida Keys Electric Bikes
Explore Key West with an easy electric bike rental from Florida Keys Electric Bikes. E-bikes are a fun, practical way to get around Old Town, visit beaches, cruise past local landmarks, and cover more of the island without relying on parking or rideshares.
Book now!
Key West Seaport Tiki Cruise from Mac’s Place Dock
Cruisin Tikis Key West
Cruise the Key West Historic Seaport aboard a floating tiki boat with Cruisin Tikis Key West. This relaxed seaport cruise offers an easygoing way to enjoy the waterfront, local scenery, island breezes, and a fun small-group experience right from Mac’s Place Dock.
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Key West Sunset Tiki Cruise from Schooner Wharf Dock
Cruisin Tikis Key West
Enjoy a Key West sunset tiki cruise with Cruisin Tikis Key West, departing from Schooner Wharf Dock. This floating tiki boat experience offers a relaxed way to take in the waterfront, evening island breeze, and golden-hour views from the water.
Book now!