Drinks in Orlando

Upcoming drinks events around Orlando.

Monday, October 19

Chefs for Change

Mon, Oct 19 · Osteria Ester, 629 E Central Blvd, Orlando, FL

Join some of Central Florida’s best chefs at Osteria Ester on Oct.

Price: see link

Thursday, October 22

Disney Wine & Dine Half Marathon Weekend

Thu, Oct 22–25 · Walt Disney World® Resort, Lake Buena Vista, FL

Celebrate all the flavors you can find throughout World Showcase at EPCOT® as you run through it…and throughout Walt Disney World ® Resort… during the 2026 Disney Wine & Dine Half Marathon Weekend.

Price: see link

Saturday, October 31

Shaken & Stirred Cocktail Class: Shaken, Not Scared

Sat, Oct 31 · The Edison at Disney Springs, 1570 E. Buena Vista Drive, Lake Buena Vista, FL

Our Saturday Shaken & Stirred series offers intimate, hands-on classes led by a private bartender, where you’ll explore premium spirits, learn cocktail-making techniques, and enjoy tastings with a light lunch.

Price: see link

Friday, November 20

William Elliott Whitmore wsg The Division Men

Fri, Nov 20 · Will's Pub, 1042 N Mills Avenue, Orlando, FL

Montgomery Drive Presents William Elliott Whitmore with Special Guests November 20th, 2026 Will’s Pub - Orlando, FL Image: Ian Suarez

Price: see link

Thursday, December 10

The 502s: The Just A Little Run

Thu, Dec 10–11 · Will's Pub, 1042 N Mills Avenue, Orlando, FL

Montgomery Drive Presents The 502s The Just A Little Run Celebrating 5 Years of Just A Little While and 1 Year of Easy Street December 10th & 11th, 2026 Will's Pub - Orlando, FL Image credit: Ian Suarez

Price: see link