Key West Food & Drink Events

28th Annual Key West Lobsterfest

100-500 Blocks Duval Street, Key West, FL, United States, Florida 33040 5 Aug 2026

Key West Powerboat Races 2026 - VIP Tent - SUNDAY

Sunset Pier 8 Nov 2026

Key West Powerboat Races 2026 - VIP Tent - FRIDAY

Sunset Pier 6 Nov 2026

LobsterFest Beats & Brunch 2026

First Flight Island Restaurant & Brewery 9 Aug 2026

Will Kimbrough - Live in the Chart Room

Pier House Resort & Spa 7 Sep 2026

Cheese Burger Beach Battle and Tribute Concert

Southernmost Beach Resort 3 Sep 2026

Lobsterfest Duval Crawl - Pub Crawl

Duval St Key West Florida 7 Aug 2026

Lobsterfest Kick-Off Party at Rick's

Rick's Key West 5 Aug 2026

Parrots and Margaritas 5k Run/Walk

Kaya Island Eats 5 Sep 2026

Rum Fest Key West Grand Tasting

513 Eaton St, Key West, FL 33040-6801, United States 15 Aug 2026

Key West Artisan Market at the Party in the Park

Truman Waterfront Park 6 Sep 2026

Papa Pilar's 6th Annual Cocktail Classic

Hemingway Social Club 19 Jul 2026

Milagro Margarita Historic Seaport Bar Stroll

The Marker Key West Resort 5 Sep 2026

Island Adventure & Sunset Cruise Combo

Fury Water Adventures Key West 7 Sep 2026

A Sailor's Sun Sunset Sail on Argo Navis

S/V Argo Navis 5 Sep 2026

Bubbles Brunch Sail with Will & Jessica

S/V Argo Navis 6 Sep 2026

Hemingway’s Rum Revelations: Shakers & Storytelling

291 Front St 22 Jul 2026

Summer Sommelier Experience at George's

George's | Café • Bar • Spritz 23 Jul 2026

Cartel Autotronics & Petersons Harley South Beachside Bike & Slingshot Show

Casa Marina Key West, Curio Collection by Hilton 19 Sep 2026

2nd Annual Tats for Teachers

512 Greene St, Key West, FL, United States, Florida 33040 7 Aug 2026

Lobsterfest Trivia Night

1319 Duval Street, Key West, FL, United States, Florida 33040 5 Aug 2026

ZaneCrawl • Key West • 11/13-11/15

Key West 13 Nov 2026

Florida Keys Mini Season Getaways! (MarineMax St. Pete) - Waitlisted

The Perry Hotel & Marina Key West 25 Jul 2026

FLIGHT OF THE FLAMINGOS

601 Front St, Key West, FL, United States, Florida 33040 6 Aug 2026

Early Welcome: Island Adventure Sand Bar

Fury Water Adventures Key West 2 Sep 2026

Prix-fixe Dinner in celebration of Key West Rum Fest 2026

601 Front St, Key West, FL, United States, Florida 33040 14 Aug 2026

Lobster Roll Contest & Pool Party

Southermost Hotel At The Beach 9 Aug 2026

VIP Tasting at the 3rd Annual Key West Rum Fest

Key West Theater 15 Aug 2026

BBQ Rib Battle

Ann St, Key West, FL 33040, United States 6 Sep 2026

Key West ocktoBREWfest Grand Tasting Event

1405 Duval Street 3 Oct 2026

Experience Key West Rum Fest from the Water | SeaEO Luxury Boat Charters

Key West, Florida 10 Aug 2026

Lobster Fest Dinner @ Key West Cooking Show

Key West Cooking Show 7 Aug 2026

Friends of Bubba Outdoor Video Lounge

Southernmost Pint Brewpub 5 Sep 2026

Wastin’ Away (Properly) in Key West!

291 Front St 3 Sep 2026

Chef's Encore - Musing on Ottolenghi

291 Front St Suite 207, Key West, FL, United States, Florida 33040 7 Aug 2026

Summer of Rum Festival

Key West Theater 14 Aug 2026

Island Time Breakfast

Conch Republic Seafood Company 4 Sep 2026

Chef's Encore - Chef's Whimsy

291 Front St Suite 207, Key West, FL, United States, Florida 33040 2 Oct 2026

Clouds Over the Sunshine Inn Musical

The Armory 14 Jul 2026

Industry Night

126 Simonton Street, Key West, FL, United States, Florida 33040 2 Jun 2026

July's Pizza For Purpose with Sister Season Fund

1110 White Street, Key West, FL, United States, Florida 33040 1 Jul 2026

Nerdy Movie Night

126 Simonton Street, Key West, FL, United States, Florida 33040 1 Jun 2026