Whether you're hitting the slopes with extended family, planning a snowy getaway with friends, or organizing a multigenerational mountain retreat, custom shirts are a fun way to bond and make memories. From funny slogans to preppy ski club styles, there’s a design for every vibe. Plus, they make for perfect group photos and souvenirs you’ll actually want to wear again.
Below are some of our favorite custom shirt ideas for ski trips, along with a few helpful tips for making your winter vacation extra fun—even for non-skiers!
❄️ Funny Ski Trip Shirts
"Chillin’ With My Snowmies"
If your group loves a good pun, this funny gnome graphic is a crowd-pleaser. This shirt is perfect for a laid-back crew that loves to laugh as much as they love hitting the black diamonds.
"Up to Snow Good" (with Goggles)
Another punny favorite, this one features bold ski goggles and a mischievous twist. Great for teens, friend groups, or families who spend just as much time causing snowball shenanigans as they do on the slopes.
⛷️ Classic & Preppy: Ski Club Styles
Ski Club Crest Designs
Nothing says “elevated après-ski” like a clean, crest-style logo. Customize it with your destination, family name, or year of the trip. Think classic ski lodge vibes—ideal for those who appreciate tradition and want a shirt they can wear well after the snow melts.
🏔️ Varsity & Sporty Vibes
"Snow Squad" Varsity Style
Bold, collegiate-style block lettering gives this design an athletic edge. Perfect for bigger groups—think youth ski teams, school trips, or families who love a sporty look. You can even add numbers or initials on the back for a jersey feel.
🍷 Après Ski Themes
Après All Day
Even if you're not first on the chairlift, you can still be first to the fondue. Designs that highlight après ski are perfect for those who believe vacation is for relaxing. These are especially great for bachelorette groups, parents, or anyone celebrating with a little rosé in the chalet.
🌲 Nature-Lover Mountain Illustrations
Minimalist Mountain Scenes
For the more outdoorsy or serene types in your group, go with custom tees or sweatshirts featuring hand-drawn or watercolor-style mountains, pines, and cabins. These designs appeal to those who love the quiet magic of snow-dusted trails, frozen lakes, and early morning hikes—even if they don’t ski.
👕 Personalized Ski Squad Shirts
Names on the Sleeves
Add a personal touch with each person’s name (or nickname!) printed on the sleeve or back. Perfect for big groups so you can tell whose cocoa is whose—and it helps you spot each other on the mountain. You can mix this with any of the above styles: funny, varsity, preppy, or scenic.
🏡 Tips for a Memorable Family or Multigenerational Ski Trip
Planning a ski trip with a wide range of ages and interests? Here are a few ideas to keep everyone happy:
1. Include Non-Skiers in the Fun
Not everyone wants to ski—and that’s okay! Offer alternative activities like snow tubing, sledding, ice skating, or scenic gondola rides. Many resorts also have spas, cozy cafés, and charming mountain towns to explore.
2. Build in Downtime
Especially for kids and grandparents, make sure there’s plenty of time to rest and recharge. Board games by the fire, hot chocolate bars, and movie nights are great ways to unwind together.
3. Plan Photo Ops
With everyone in matching or coordinated shirts, plan a group photo at a scenic overlook, the base of the mountain, or in front of your rental cabin. Bring a tripod or ask a fellow traveler to snap a few shots.
4. Layer-Friendly Apparel
When choosing shirts, go with styles that can be layered under ski gear or worn on their own indoors—like long sleeve tees (available by special request!) or cozy hoodies.
5. Label and Organize
With lots of people comes lots of gear. Use shirt colors or designs to help quickly identify each group (kids, adults, cousins, etc.), and consider adding names, roles (e.g., “Ski Dad,” “Snow Queen”), or even cabin nicknames.
Final Thoughts
Custom shirts are the perfect way to bring your group together and celebrate the unique vibe of your winter getaway. Whether you’re “up to snow good” or chilling with your snowmies, your crew will be cozy, stylish, and ready for mountain magic.
