Ugly Sweater Paint & Sip

Get ready to bring the holiday chaos in the best way possible with Ugly Sweater Paint & Sip, a wildly fun 75-minute team-building event that combines creativity, camaraderie, and over-the-top holiday style. Led by a professional artist, your team will paint a canvas while sipping wine, swapping stories, and embracing the joyful mess of the season.

The experience is fully guided and beginner-friendly -- no painting skills required! Each participant receives everything they need: paints, brushes, a canvas, and a full-size bottle of wine to sip while they create their masterpiece. Non-alcoholic options are available too, so everyone can join in on the fun. Please book 10 days in advance to allow for shipping of these kits.

What makes this event truly unforgettable? We encourage your team to show up in their own ugly sweaters, and the ugliest of the ugly wins a PRIZE! Whether you're painting solo or collaborating, it's an instant mood boost that brings your whole crew together for laughter and connection without any awkward Zoom small talk.

Whether you're celebrating a successful year, welcoming new hires, or just giving your team a break to unwind and recharge, Ugly Sweater Paint & Sip is the perfect way to inject some personality and play into your company culture. It's festive. It's easy. And it's a guaranteed hit with remote or hybrid teams.

Energy Level 4/5 How energetic and dynamic is this activity?

Icebreaker 5/5 How well does this help people get to know each other?

Bonding 5/5 How well does this build team relationships?

Creativity 5/5 How much creative thinking and expression is required?

Learning 2/5 How much new knowledge or skills are gained?

Ratings are based on expert review, AI assist, and community sentiment.

Your booking includes a premium kit shipped directly to each guest in the continental USA—always free shipping and handling. We partner with locally owned small businesses that prioritize quality ingredients and sustainable packaging.

Shipping addresses are collected after your booking is confirmed. You'll receive a link to submit guest shipping information at the appropriate time before your event.

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