
Discover the 7 best waterfront happy hours in Key West for 2026. From Alonzo’s Oyster Bar to Schooner Wharf, find drink deals, food specials, and sunset views on the water.
Looking for the best happy hour in Key West with a view? Key West locals know the secret: the real magic happens when discounted drinks meet waterfront sunsets. We rounded up the 7 waterfront bars and restaurants with happy hours currently featured on besthappyhournow.com/key-west/. From the Historic Seaport to Higgs Beach, these spots serve up daily deals, live music, and front-row seats to boats, beaches, and the Atlantic. All happy hour times and prices updated June 2026.
Location: Historic Seaport under A&B Lobster House, overlooking the marina
Happy Hour: 4:00-6:00 PM Daily
Deals: 50% off Small Plate Menu + drink specials. $3 Oyster of the Day, shrimp flatbread, Key Lime Pie Martinis.
Why It's Waterfront: Marina patio with white subway tile and yellow nautical accents. Watch fishing charters come in while you shuck.
Pro Tip: Start here before dinner — you're steps from the Historic Seaport Happy Hour Crawl.
Location: North Roosevelt marina
Happy Hour: 3:00-6:00 PM and 9:00-11:00 PM Daily
Deals: $5 drafts, seltzers, wines by the glass + $10 happy hour food. Gourmet sliders, bacon-wrapped jalapeño poppers.
Why It's Waterfront: Open-air tiki bar with thatched roofs and shade sails right on the marina. Dog-friendly patio.
Pro Tip: Only spot with a late-night happy hour.
Location: Land's End Village, Key West Bight
Happy Hour: 4:30-6:30 PM Daily
Deals: ½ off beer, house wine, well drinks. Bucket of steamed clams + raw oysters.
Why It's Waterfront: Old Key West dockside raw bar where captains hang. The bar from Kenny Chesney's "When I See This Bar."
Location: Key West Bight at Turtle Kraals
Happy Hour: Daily small plate happy hour with fantastic prices
Deals: 50% off small plates, well drinks, house wines, and draft & craft beers.
Why It's Waterfront: Sun-kissed boardwalk patio overlooking the Historic Seaport. Nautical décor + sunset seats.
Pro Tip: Best golden hour photo op on the Seaport.
Location: Higgs Beach — one of Key West's only true beachfront restaurants
Happy Hour: Daily 4:00–6:00 PM
Deals: 50% off beer, wine by the glass, and well drinks. Italian-meets-island menu with spritzes in the sand.
Why It's Waterfront: Toes-in-the-sand tables on the Atlantic. Picnic-style sunset.
Pro Tip: Only beachfront spot on this list. Dog-friendly too!
Location: Key West Historic Seaport at Schooner Wharf
Happy Hour: Daily — consistently rated one of Key West's best waterfront happy hours
Deals: Cheap drinks, live music, "Last Little Piece of Old Key West" vibe.
Why It's Waterfront: Wooden pier bar with sailboats at the dock. Open-air, ceiling fans, Conch Republic flags.
Pro Tip: Live local bands nightly.
Location: 1400 Duval St, Southernmost Point area, oceanfront
Happy Hour: Daily 4:00–6:00 PM
Deals: $5 off margaritas, mojitos & pizza; $4 off well drinks; $3 off wine & appetizers; FREE shot at sunset with any purchase.
Why It's Waterfront: Steps from the Atlantic with classic Key West views at golden hour.
Pro Tip: Don't miss the free bartender's choice shot at sunset — you must be present!
Most Key West waterfront happy hours run 4-6 PM, but Mac's Place also does 9-11 PM and Half Shell goes until 6:30 PM.
Alonzo's, Mac's Place, Half Shell Raw Bar, Boathouse, Salute!, Schooner Wharf, and Seaside Cafe all have waterfront happy hours listed on besthappyhournow.com/key-west/.
Happy hour times change with the tides. We update besthappyhournow.com/key-west/ daily so you never miss a deal. Tag @besthappyhournow with your waterfront view — we'll feature our favorites.
Discover the 7 best waterfront happy hours in Key West for 2026. From Alonzo’s Oyster Bar to Schooner Wharf, find drink deals, food specials, and sunset views on the water. Updated daily on besthappyhournow.com.