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Painting of two lit red candles beneath red, green and gold bokeh lights, fading into a warm blurred glow
’TIS THE SEASON TO PAINT & SIP

Paint & Sip

This holiday season, Rockoly’s Virtual Paint and Sip brings the whole team together around one festive canvas — a moonlit trio of snowy pines or two glowing red candles — with wine, cocktails or mocktails delivered straight to every door, along with all the art supplies you’ll need (no raiding the kids craft drawer required!). Guided by friendly artists, the session turns even the most hesitant painter into a virtual Picasso and sends everyone off with a keepsake for the mantel, plus an hour of laughs, conversation, and a splash of holiday cheer.

  • 👨🏾‍🍳🎨 Live Artist or Host Led Instruction
  • 📦 All Supplies Delivered (Free US shipping)
  • 🧭 Dedicated Event Planner from Start to Finish
  • 🍹🍷 Mocktails, Cocktails, Wine or BYOB
  • 🎯 Free Customizations + Built In Team Engagement
Rockoly

Ready to uncork your creativity?

Fill out this quick form to get started...

8 Questions

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🎄 This Season’s Holiday Paintings

For the holidays your artist leads the whole team through one of two festive canvases, brushstroke by brushstroke. Winter Moonlight is a trio of snow-laden pines under a full moon, a red cardinal perched on the tallest and long blue shadows stretching across the snow. Holiday Candlelight is two glossy red candles beside a gilded pine cone and fresh evergreen, glowing under a wall of soft bokeh lights.

Pick one for the whole group, or ask your planner to point it at a company milestone or a holiday message — customization is free, and every kit ships with the exact colors the painting needs.

  • Winter Moonlight — snowy pines under a full moon
  • Holiday Candlelight — red candles under bokeh lights
  • Paced for first-time painters, guided live
  • Every kit ships with the colors the painting needs
Acrylic painting of three snowy pine trees under a full moon, a red cardinal on the tallest, their shadows stretching across the snowAcrylic painting of two lit red pillar candles, a gilded pine cone and evergreen under a wall of red, green and gold bokeh lights

🥂 Cheers to the Season!

Pair your holiday painting with your team’s favorite drink. Whether your crowd prefers fine wines, craft cocktails, or mocktails, Rockoly’s personalized beverage pairings arrive alongside the art supplies — one delivery to every door, one session, and plenty of holiday cheer.

  • Wine Selections
  • Cocktail Kits
  • Mocktail Magic
  • All Drinks Delivered with Free Standard Shipping
Smiling host in a Rockoly T-shirt holding a glass of red wine and paintbrushes beside an easel

✨ All Art Supplies Delivered

Unwind, create, and connect! Rockoly’s holiday Paint and Sip workshops provide the perfect blend of artistic expression and delightful sipping—ideal for a year-end celebration that reaches every teammate, in the office or working remotely.

  • Premium Canvas
  • Professional Brushes
  • Vibrant Paint Colors
  • Stencils and Templates
  • All Supplies Delivered for Free
Finished landscape painting with acrylic paint tubes, brushes and a glass of red wine

Big Smiles. Big Fun.

Video call grid of twenty-five people holding up the beach scene they painted, a red umbrella on the sand, with Rockoly's artist and mixologist
"We did Paint & Sip as a work event and it was really fun. I’m not an artist at all, but with Rockoly guidance, it turned out way better than I expected. Thanks!"

Brenda Freyer

Customer Success Manager

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Paint & Sip Team Building Options

Glass of red wine in front of a painting of two lit red candles, a gold pine cone and evergreen under glowing bokeh lights Live

All Supplies Delivered - FREE US Shipping

★ Most Popular

Paint & Sip Wine

Duration: 60 minutes $159 per person

5 – 30 guestsas low as $139 for 50+

Rated 4.9 out of 5 from 110 reviews

Paint this season’s Winter Moonlight or Holiday Candlelight canvas while sipping exquisite wine pairings curated by Rockoly's in-house sommelier — art supplies and wine delivered to every door.

5 – 30 guests $159/pp
31 – 50 guests $149/pp
50+ guests $139/pp

Under 5 guests: $795 flat (5-seat minimum).

Every rate includes

Live Artist
Event Planner
Zoom Host
All Supplies
Gratuities

Includes supplies, U.S. shipping, artist, event planner, host and gratuity

Book This Love Your Event Guarantee · free customization
Two holiday canvases overlapping on a dark backdrop: snowy pines under a full moon, and lit red candles under bokeh lights Live

All Supplies Delivered - FREE US Shipping

Just Paint

Duration: 60 minutes $99 per person

5 – 30 guestsas low as $79 for 50+

Rated 4.9 out of 5 from 70 reviews

Skipping the wine and cocktails? No problem — grab whatever you have at home (yes, even that questionable kombucha in the back of the fridge) and paint your pick of this season’s Winter Moonlight or Holiday Candlelight canvas.

5 – 30 guests $99/pp
31 – 50 guests $89/pp
50+ guests $79/pp

Under 5 guests: $495 flat (5-seat minimum).

Every rate includes

Live Artist
Event Planner
Zoom Host
All Supplies
Gratuities

Includes supplies, U.S. shipping, artist, event planner, host and gratuity

Book This Love Your Event Guarantee · free customization
Pink cocktail in a martini glass, garnished with a flower, in front of a painting of snowy pines under a full moon Live

All Supplies Delivered - FREE US Shipping

Paint & Sip Cocktails

Duration: 90 minutes $149 per person

5 – 30 guestsas low as $129 for 50+

Rated 4.9 out of 5 from 80 reviews

Paint this season’s Winter Moonlight or Holiday Candlelight canvas alongside a live artist, drink in hand — we recommend the "Magic Show" kit with a Lavender Magic and Pineapple Spice drink, or choose any other drink kit. Art supplies and your mocktail or cocktail kit are delivered to every participant.

5 – 30 guests $149/pp
31 – 50 guests $139/pp
50+ guests $129/pp

Under 5 guests: $745 flat (5-seat minimum).

Every rate includes

Live Artist
Event Planner
Zoom Host
All Supplies
Gratuities

Includes supplies, U.S. shipping, artist, event planner, host and gratuity

Book This Love Your Event Guarantee · free customization
Love Your Event Guarantee

Love Your Event Guarantee

Your team should have an amazing experience. If your Rockoly event doesn't live up to expectations, we'll make it right.

Rows of rainbow acrylic paint squeezed from tubes onto a palette beside well-used brushes

Let’s Celebrate!

Your Paint & Sip Experience Includes:

  • 👨🏾‍🍳🎨 Live Artist or Host Led Instruction
  • 📦 All Supplies Delivered (Free US shipping)
  • 🧭 Dedicated Event Planner from Start to Finish
  • 🍹🍷 Mocktails, Cocktails, Wine or BYOB
  • 🎯 Free Customizations + Built In Team Engagement

Have questions? Ready to book your event? Fill out the form and our team will reach out to you right away!

Rockoly

Ready to uncork your creativity?

Fill out this quick form to get started...

8 Questions

UNCORK YOUR CREATIVITY

Paint and Sip FAQs

Do we need any painting experience?

None at all. A live artist walks the group through it one brushstroke at a time, and every kit arrives with a premium canvas, professional brushes, vibrant paints, and stencils and templates, so nobody starts at a blank white void. The session is paced for all levels, and the goal was never a gallery piece. It's the hour your team spends comparing clouds and laughing at each other's trees. If someone on your team is certain they can't draw, this is the format built for them.

What will we actually paint?

For the holidays your artist leads the whole group through one of two festive canvases: Winter Moonlight, a trio of snow-laden pines under a full moon with a red cardinal perched on the tallest, or Holiday Candlelight, two glossy red candles beside a gilded pine cone and evergreen under a wall of bokeh lights. Pick one for the whole team; customization is free if you'd like it pointed at a company milestone or a holiday message. Outside the season the choice widens to Abstract Art Adventure, Scenic Landscapes, Seasonal & Botanical Bliss, or Winter Fun.

There's more history in that lineup than you'd guess. Europe's art academies spent roughly two centuries ranking subjects in a strict order of merit, with grand historical scenes at the top and landscapes and flowers near the bottom, so landscape painters had to argue for their own respectability for generations. Abstraction is younger still: painters like Kandinsky only broke fully from depicting real objects in the early 1910s. Your team gets to skip several centuries of that argument and paint whichever one sounds fun.

What are the drink options for the sip half?

Three routes. Rockoly's in-house sommelier curates the wine pairings, which run to Italian reds, a Spanish red and white, or a Mediterranean duo, and the bottles ship alongside the art supplies. If your team would rather shake something, take the cocktail route: we recommend the Magic Show kit with its Lavender Magic and Pineapple Spice drinks, and any of our other drink kits works too, in mocktail or full-strength form. Or book Just Paint and pour whatever's already in your fridge.

Something to say out loud while you swirl: almost every wine grape has clear juice, red varieties included. A red wine takes its color and its tannin from the time the juice spends soaking on the skins after crushing, not from the juice itself. That's why Champagne houses can press red Pinot Noir gently and get a pale, white sparkling wine out of it. Hold the Spanish red and the Spanish white side by side and you're looking at one decision, made at the crusher, doing all of that work.

We've done cooking classes before. What does a paint and sip do that they don't?

A much lower bar to entry, and something to keep afterwards. Painting needs no kitchen, no knives, no heat and no prep, so it works for the teammate eating at their desk, the one sharing a kitchen with three housemates, and the one who has never especially enjoyed a cooking class. A live artist takes the whole group through one theme at the same pace, so nobody is ahead of anyone else.

It fits a normal meeting block too: Just Paint and the wine version run 60 minutes, the cocktail version 90. Team engagement is built into the session rather than left to the chat window, and everyone signs off with a canvas of their own. A month later a meal is a memory; the painting is still propped up on somebody's desk.

What does the rate cover?

Everything but the wall you hang it on. Every version includes a live artist, a dedicated event planner, and all art supplies delivered, meaning premium canvas, professional brushes, vibrant paints, stencils and templates. Gratuities and all service fees are in the rate, customization is free, and standard shipping inside the US costs nothing.

Your planner confirms the exact figure for your headcount before you take it to finance, and nothing gets added on top afterwards.

How large can the group be, and what about people who don't drink?

Groups run from 3 to 600 and up. Very large teams usually get split by department or spread across a couple of days, so the artist can still see faces and use names. Nobody has to drink alcohol to enjoy this one: the cocktail kit comes in a mocktail version, Just Paint skips drink delivery altogether, and no-alcohol is one of the requests we accommodate at no extra cost when you flag it in advance, along with vegetarian, vegan, gluten-free and kosher.

Supplies ship to each guest's own address, so a team scattered across cities and time zones is routine rather than a complication. We run on Zoom by default and work on Google Meet, Microsoft Teams and WebEx if your company standardizes on one of those. We deliver outside the US as well, including Australia, the UK, Canada, Sweden, Ireland, Germany, South Africa, Mexico, India and Spain, though your planner will confirm what can travel with alcohol to each address.

How far ahead do we need to book a paint and sip?

About three weeks is comfortable, or closer to four if you are adding wine or a cocktail kit. That gap is not padding: alcohol ships separately from the art supplies and travels under its own rules, so the drinks are always the slowest thing in the box. Rush dates are sometimes possible depending on artist availability, so ask before you rule your date out.

A $250 deposit holds it, and we take credit card, ACH bank transfer or check. Cancel 21 or more days out and you are refunded what you paid less any nonrecoverable costs already committed; 8 to 20 days out you choose between a 50% refund and a 100% Rockoly credit; inside 8 days payments are nonrefundable, though one complimentary reschedule is yours if you ask 14+ days ahead. Every event carries the Love Your Event Guarantee: your team should have an amazing experience, and if your Rockoly event doesn't live up to expectations, we'll make it right.

Send the inquiry form on this page, call (617) 939-9732, or email events@rockoly.com, and a planner picks it up from there.

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