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    Ugly Sweater Paint & Sip image #1

    How it works

    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.

    What it's like

    Celebration A full-on party
    Connection Builds real closeness
    Creativity Hands-on creative work
    Mingling Great for mixed groups

    Included kits

    Estimated value per kit $42.50 per guest

    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.

    Plans might change? No problem.

    Reschedule free up to 3 days before your event, or cancel 7+ days out for a full account credit.

    Full account credit Cancel 7 or more days before the event date.
    Guest count updates Adjust guest count up to 7 days before the event (difference issued as account credit).
    Free reschedule Free reschedule up to 3 days before the event.
    50% account credit Cancel 3–6 days before the event.
    No credit Cancel within 3 days of the event.

    Ratings & Reviews for Ugly Sweater Paint & Sip

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    Frequently asked questions

    How many people can join Ugly Sweater Paint & Sip?

    Ugly Sweater Paint & Sip works for groups of 12 to 100 guests. Planning something bigger? Our client advisors can split larger teams across multiple sessions.

    How long does Ugly Sweater Paint & Sip last?

    The full experience runs about 75 minutes, guided by your host from kickoff to wrap-up.

    Is Ugly Sweater Paint & Sip virtual or in person?

    This is a fully virtual experience hosted live over video call. Your host handles the setup and facilitation.

    How much does Ugly Sweater Paint & Sip cost?

    Pricing starts at $155 per person. Use the guest counter on this page to see your exact total instantly — no email or phone number required.

    What if our plans change?

    You can reschedule free up to 3 days before your event. The full cancellation policy on this page covers credits and cutoff dates.

    How does booking work?

    Pick your dates, customize your experience, and check out online — it takes about a minute. We confirm availability with your host right after checkout.

    Ready to bring your team together?

    Grab your date for Ugly Sweater Paint & Sip — booking takes about a minute.

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