The best family vacation shirts are matching tees personalized with your family name and the year, in a design that fits the trip you're taking. For the holidays that usually means a palm-tree Christmas cruise shirt, a beach Christmas tee, or a road trip design for the Thanksgiving or Christmas drive. At Wanderstamps every shirt is printed to order with your own words, and you can also stamp every place you've been on one shirt.
Below are ideas for each kind of holiday trip, plus timing tips so the shirts arrive before you leave. Order by December 3 for Christmas delivery.
Family vacation shirts for a Christmas cruise
Palm trees instead of pine trees is one of this year's big holiday decor trends, and a Christmas cruise is the perfect excuse to wear it. These designs put the holiday and the ship on the same shirt:
- Merry Cruisemas Palm Tree Christmas Cruise Shirt – "Merry Cruisemas" in red script over a cruise ship in a Santa hat, framed by palm trees strung with lights. Your family name and year print under the design. There is a kids version and a baby onesie so everyone matches.
- Santa Pool Day Christmas Cruise Shirt – Santa lounging by the ship pool while his reindeer float in rings with sunglasses. A fun one for sea days.
- Family Cruise Crew Shirt – bold "Family Cruise Crew" lettering over a beach scene with a ship and an anchor. It works for any cruise, holiday or not.
See every design in our custom family cruise shirts collection, or read what to wear on a Christmas cruise.
Beach and tropical Christmas shirts
Spending Christmas somewhere warm? Palm trees, flip flops and sunglasses are the new reindeer.
- Salty Crew Beach Christmas Shirt – three seagulls in Santa hats and sunglasses splashing into a beachy Christmas. Change the line under the design to your family name or your own words. There is also a kids Salty Crew shirt.
More warm-weather ideas are in our guide to beach Christmas shirts and palm tree Christmas shirts.
Road trip shirts for Thanksgiving and Christmas drives
Thanksgiving is Thursday, November 26, and many families spend that week in the car. A matching shirt makes the rest-stop photos a lot more fun.
- Gravy on the Go Thanksgiving Road Trip Shirt – mashed potatoes and the gravy boat on a fall road trip in a wood-panel wagon.
- Santa's Road Trip Christmas Shirt – Santa and his golden retriever waving from a wood-panel wagon with the tree on the roof. Here is the kids Santa's Road Trip shirt.
- Camper Van Mountain Road Trip Shirt – a vintage camper van passing a mountain lake at sunset, with your name printed on the design.
- Route 66 Camper Bus Road Trip Shirt – a retro camper bus rolling down Route 66 through the desert.
Browse all family road trip shirts, or get more ideas from Christmas road trip shirts and Thanksgiving road trip shirt ideas.
Make your own family vacation shirt with passport stamps
Instead of a checklist shirt that lists places you never visited, Stamp Your Trip lets you tap a passport stamp for each place your family really went: national parks, US states, beach and cruise stops, and cities around the world. Drag the stamps where you like, make them bigger or smaller, then pick a tee, long sleeve, sweatshirt or hoodie in adult, kids, toddler and baby sizes.
Want your own photos on the shirt? With Trip Photo Collage you pick a travel layout, add your trip photos, and type the place and year. Two ready-made layouts:
- Greetings From Photo Collage Shirt – a vintage "Greetings from" postcard with four of your trip photos under the name of the place.
- Polaroid Scatter Photo Collage Shirt – your photos as tilted polaroid prints with a hand-written line under each one and your family name below.
Tips for ordering family vacation shirts on time
- Order by December 3 for Christmas. Every shirt is printed just for you, and standard US shipping takes 3–7 business days.
- Order this week for Thanksgiving trips. If you leave the weekend before November 26, give yourself extra days for printing and holiday mail.
- Check sizes first. Our size guide covers adult, kids, toddler and baby sizes.
- Bundle the family. Orders of 3 or more items get 10% off automatically, and shipping is free on orders over $85.
- Pick light shirt colors for photos. White, Ivory and Bay keep the design easy to see in vacation pictures.
- Pack a layer. Ship decks and evening beach walks can get breezy, so a matching sweatshirt is handy on cruises and road trips.
FAQ about family vacation shirts
What should my family wear for matching vacation photos?
Matching shirts in one design with each person's name or the family name and year look great in photos. Light colors like White, Ivory or Bay show the print best.
Where can I get custom family vacation shirts with our name on them?
Wanderstamps prints personalized family vacation shirts for cruises, beach trips, road trips and national parks. You type your family name or your own line, and every shirt is printed to order.
When should I order family vacation shirts for a Christmas trip?
Order by December 3 for Christmas delivery. For a trip that starts before Christmas, order earlier and count back from your departure date.
Can I make a family vacation shirt with stamps of the places we've been?
Yes. Stamp Your Trip lets you choose passport stamps for the national parks, states, beaches, cruise stops and cities your family visited and arrange them on a shirt.
Do you have matching family vacation shirts for kids and babies?
Yes. Many designs come in adult, kids and toddler shirts and baby onesies, like the kids Merry Cruisemas shirt. See the full Christmas collection too.