Key West oktoBREWfest
October 1 – 5, 2026 · Grand Tasting: Saturday, October 3, 3–8pm
Southernmost Beach Resort, 1319 Duval Street, and venues across the island
Key West oktoBREWfest is an island-wide beer festival hosted by the Key West Sunrise Rotary of the Conch Republic and the Southernmost Beach Resort. It’s a fully nonprofit event, with proceeds going to the Rotary’s scholarship fund for local students. The Grand Tasting anchors the week, with pool parties, pairings, and tap takeovers scattered across the island on either side of it. All events are 21 and over.
Thursday, October 1
Pool Floatie Chug & Race · 1–4pm · Shores Pool, Southernmost Beach Resort · Free, registration required. Presented by Cerveceria La Tropical Brewing.
Grilled Cheese & Beer Pairing with Pub Style Trivia · 6pm · Dewey Deck, Southernmost Beach Resort · Four gourmet grilled cheese sandwiches paired with Florida Keys Brewing beers, plus trivia. Reservations required; available with or without food.
Friday, October 2
Pineapple Pool Party & Belly Flop Contest · 1–4pm · Pineapple Pool, Southernmost Beach Resort · DJ, beer samples, and a belly flop contest. Presented by Islamorada Brewing & Distillery. Free, RSVP required.
Brews & Blues Concert & Tasting · 5–7pm · The Backyard Pool & Social Club, Blue Flamingo Resort, 3280 N. Roosevelt Blvd · Live blues poolside. Free, reservation required.
Saturday, October 3 — Grand Tasting
2026 oktoBREWfest Grand Tasting · 3–8pm · Southernmost Beach Resort · More than 60 beer vendors and over 225 beers, with live entertainment. The Southernmost Beach Café will be open with beer hall food specials and cocktails.
VIP — $125 · Early 3pm admission, commemorative poster, stainless steel VIP mug, and a Bavarian-themed buffet
General Admission — $50 · 5–8pm
Designated Driver — $20 · Admission, soft drinks, and a coupon for one food item
Sunday, October 4
Pool Party & Concert by Jerico · 12–4pm · Winslow’s Bungalows, 725 Truman Ave · Live music, drink specials, prizes.
3 Daughters Brewing Drink & Draw · 2–4pm · The Marker, 200 William St · A drawing contest with a bar tab on the line.
Surprise Tap Takeover · 3–6pm · Bearded Lady, 417 Southard St · Beer specials, prizes, live entertainment.
Monday, October 5
Brewfest / Green Parrot Charity Bingo · 7pm · Green Parrot Bar, 601 Whitehead St · All proceeds to the Sunrise Rotary scholarship fund. Drink specials and prizes.
Tickets and registration at keystix.com/brewfest.
Schedule subject to change. Information courtesy of Key West oktoBREWfest — visit keywestbrewfest.beer for tickets and complete details.
