◆ 3rd Annual Evening  ·  May 6, 2027

Sip Around the World

One evening, a passport of pours. Taste your way through whiskeys from around the world. Hear from guest speakers, bid on silent and live auctions, play games, win prizes and so much more. An amazing night with all proceeds going towards helping men get the support they need.

Why we sip

Sip Around the World started with a group of friends who wanted to do something real for men's mental health. It's grown into a biennial evening where guests travel — dram by dram — through the world of whiskey, with wine and beer on hand too, all in support of HeadsUpGuys.

HeadsUpGuys is the world's leading men's mental health resource, offering free, practical tools built specifically for men facing depression — because men are far less likely to reach out for help, and far more likely to need it.

Every ticket, bid, and donation goes directly toward keeping that support free and available to any man who needs it.

100%

of net proceeds from tickets, the silent auction, and donations go to HeadsUpGuys' men's mental health programs. Learn more about their work →

How the evening works

One night, lasting memories

Get your passport

Every guest receives a tasting passport at the door, stamped with each tasting table as you make your way around the room.

Taste, bid, mingle

Sample whiskeys, wines and beers, browse the silent auction tables, converse, play games and hear a few words from men who have courageous stories to tell.

Raise a glass for the cause

Last call closes the auctions, live auctions and our ultimate prize giveaway. Then we toast the total raised for the event, together.

Live auction prizes

Bid the night of the event

Meet the team

Volunteers behind the evening

From past evenings

View full gallery →

Join us for this year's evening

Tickets are limited to keep the room intimate. Reserve yours, place an early auction bid, or make a direct gift — every bit funds a man's path to feeling better.