Islamorada Happy Hour Guide (2025)
Weekdays or weekends, locals and visitors agree—happy hour in Islamorada is where the island really unwinds. Enjoy great bites and drinks, live music, and unbeatable waterfront views. Here is your go-to guide, whether you're cruising by boat or staying dockside at Kon Tiki Resort—your resort home base with effortless access to these local favorites.
Tips from the dock:
- Always stay safe—taxi or shuttle back if you've had a drink.
- Our guests enjoy complimentary dockage so you'll never wrestle with parking.
Top Happy Hour Hotspots Around Islamorada
Lazy Days Restaurant
When: Daily, 4–6 PM (Upstairs & Downstairs Bars)
Deals: $1 peel-and-eat shrimp (2 for $1), $1 wings & conch fritters, half-price well drinks, select beer & wine
Perfect For: Classic Keys value with an oceanfront vibe
Tip: A short ride or walk from the resort—great spot to start your evening
Square Grouper – Islamorada
When: Daily, 4:20–6 PM (Sunset Lounge)
Deals: 20% off all alcoholic drinks, $5 stone crab claws, $2 oysters
Perfect For: Seafood lovers and sunset enthusiasts
Note: No reservations; seating is first-come. Dockage is limited—plan ahead
Lorelei Restaurant & Cabana Bar
When: Daily, 4–6 PM
Why Go: Live music, waterfront views, casual island vibe
Perfect For: Sunset lovers looking for a live soundtrack to a rum punch
More Islamorada Happy Hour Gems
(Key local favorites mix and match with boat access—great for those exploring by sea or land.)
- Wahoo’s at Whale Harbor (MM 83, Ocean Side) – Daily, 4–7 PM; specials on cocktails, drafts, wine & beer. Boat dockage available.
- Sand Bar at Whale Harbor (MM 83.4, Ocean Side) – Thurs & Sat 4–7 PM, Friday all-day; domestic drafts and Tito's specials. Public dock available.
- Island Grill (MM 85.5, Ocean Side) – Daily 3–6 PM (All day Thurs); 50% off wells/frozen/drafts, $4 wine/bottles, $2–$8 apps. Boat docking available
- Hog Heaven (MM 85, Ocean Side) – Mon–Fri 4–7 PM; beer from $3, wells & wine specials; lively atmosphere with live bands and boat access
- The OV (Ocean View) (MM 84.5, Bayside) – Mon–Fri 4–6 PM; 30% off domestic beer, 40% off well drinks, plus boat dockage
Why Kon Tiki Resort Makes Happy Hour Easy
Located right on the bay with private boat ramp, free dockage, and trailer parking, staying at Kon Tiki Resort makes hopping around to these spots a breeze. No fuss with parking or driving—just park your boat or walk over and enjoy a worry-free evening.
Spend your day exploring, then unwind island-style with great drinks, good company, and unforgettable views. Just make sure you’re back at Kon Tiki in time for sunset on the bay—it might just be the best happy hour of all.