Your team works hard enough. Planning the company party shouldn’t be another assignment.

The calendar is already packed. Meetings, deadlines, projects, emails—and now someone has to figure out the company party. Where are you going? What will everyone enjoy? Who’s making the reservations? Who’s coordinating transportation? And how do you create an experience people will actually want to attend?

Raise A Glass takes it from there.

We’ll take your team beyond the typical corporate outing and into Chicago’s hand-selected wine destinations, hidden gems, great food, and experiences designed to get everyone out of work mode and into celebration mode. You won’t know exactly where you’re going or what you’ll be tasting. That’s part of the experience.

Just bring your team. We’ll handle the route, reservations, transportation, wine, food, and all the details in between.

Your team gets to relax. Your company gets to celebrate. And nobody has to spend the afternoon, or the next six weeks, figuring out what happens next.

Perfect for company parties, team celebrations, client experiences, employee appreciation events, holiday gatherings, and corporate outings looking for something more memorable than another dinner or happy hour.

✨ Want the complete experience? Add the 3-Stop Signature Experience at checkout.

What’s Included on Every Tour

• Curated wine tastings at every stop
• Food pairings or full dinner, depending on the tour selected
• Luxury Mercedes Sprinter transportation
• Complimentary Pickup & drop-off within our service area
• Dedicated tour host
• Bottle of wine in the Sprinter
• Bottled water
• Gratuity at each stop

Enhance Your Experience

Take your private tour from unforgettable to once-in-a-lifetime. Add any of these upgrades when booking:

Champagne Toast – Start your experience with a celebratory champagne toast. Because some nights deserve a proper beginning.

Premium Wine Upgrade – Reserve wine experience — upgraded wines at two stops with higher-end and reserve selections.

Signature Dining Experience – Upgrade to our 3-stop Signature Dining Experience featuring appetizers and light bites, sharable small plates, and a decadent dessert experience all paired with wine throughout your tour.

Captured Experience – Professional photographer for key moments throughout the tour, edited photo gallery delivered post-tour.

VIP All-Access Experience – Take your Raise A Glass experience to the next level with our most elevated tour experience. Enjoy everything included in our 3-stop Signature Dining Experience, plus premium wine selections, a celebratory champagne toast, elevated dining, and exclusive VIP touches designed to make your day truly unforgettable.

Includes:

• 3-Stop Signature Dining Experience
• Premium Wine Upgrade
• Champagne Toast
• Elevated Dining Experience
• Exclusive VIP touches throughout your tour

Available for the entire group.

Just add at checkout!