Key West OktoBREWfest Kicks Off October with a Drink & Draw Reggae Pool Party at The Marker

Key West's most spirited October tradition returns with a tropical twist. The Marker Key West Harbor Resort kicks off the month with the Key West OktoBREWfest Drink & Draw Reggae Pool Party on Sunday, October 4, from 1–4 p.m. — a poolside celebration that blends live reggae, craft beer, and open-air artmaking into one quintessentially Keys afternoon.

Presented in partnership with Key West Sunrise Rotary and 3 Daughters Brewing, the event invites guests to sip, socialize, and get creative against the backdrop of The Marker's lush tropical grounds and open-air waterfront setting. Whether you're a seasoned artist or picking up a brush for the first time, the Drink & Draw format makes it easy — and fun — to participate.

Live reggae music sets the mood throughout the afternoon, keeping the energy flowing as guests move between the bar and their canvases. It's the kind of only-in-Key-West afternoon that reminds you why the island does October better than anywhere else in Florida.

What to Know

The event takes place at The Marker Key West Harbor Resort, located at 200 William Street, Key West. Doors open at 1 p.m. and the party runs through 4 p.m. Admission details and ticketing information are available directly through the resort.

The Marker continues its Fantasy Fest programming throughout October, with additional pool parties and live music events on October 16, 22, and 25. If you're making a weekend of it, this is the perfect warm-up to one of Key West's most celebrated annual celebrations.