Girls trip packing checklist with matching funny trucker hats from Ship Show Co

The Girls Trip Packing Checklist (With the One Thing Everyone Forgets)

You've booked the trip. The group chat is losing its mind. Someone already called dibs on the window seat. But let's be honest: between the swimsuits, the going-out fits, and enough sunscreen to coat a small yacht, packing for a girls trip is its own kind of chaos.

Here's the checklist you actually need. And yes, there's one thing at the bottom that nobody ever thinks to pack. It changes everything.

👙 The Swimwear Situation

  • 2-3 swimsuits (one for the pool, one for the beach, one for the boat day someone will inevitably plan)
  • A coverup that works for the walk from pool to bar
  • Waterproof phone pouch (you WILL want photos)

🌴 Daytime Essentials

  • Sunscreen (SPF 50+, reapply like your life depends on it)
  • Sunglasses (bonus points for a pair you won't cry over losing)
  • Sandals that can handle sand, cobblestone, and a surprise bar crawl
  • A crossbody bag for hands-free exploring
  • Aloe vera (somebody always forgets sunscreen on day one)

🍹 Going-Out Kit

  • 1-2 going-out outfits (pack light, accessorize heavy)
  • Comfortable shoes you can actually dance in
  • Mini perfume (travel size or decant)
  • Hair ties, bobby pins, dry shampoo (the holy trinity)
  • Portable charger (your phone will die mid-story at dinner)

💊 The "Just In Case" Bag

  • Ibuprofen (no explanation needed)
  • Band-aids (new sandals are gorgeous until they're not)
  • Pepto or Tums (vacation eating is a sport)
  • Extra hair ties (you'll become the group hero)
  • Snacks for the flight or drive (hangry is not a vibe)

🎒 Packing Pro Tips

Roll, don't fold. You'll fit more and wrinkle less. Pack outfits in sets so you're not digging through your suitcase at 7 AM while everyone else is ready.
Coordinate, don't match. Nobody wants to show up in the exact same outfit. But coordinating a color palette? That's how your group photos go from "nice" to "we look like we planned this" (because you did).

🧢 The One Thing Everyone Forgets

Here it is: matching hats.

Not just any hats. Funny, bold, conversation-starting trucker hats that your whole crew will actually wear. The ones that make strangers stop you at the pool bar and ask where you got them. The ones that show up in every single photo and become the thing you still joke about three trips later.

This is the move your group hasn't made yet. And once you do, there's no going back.

Beer in My Hand Sand in My Clam funny beach trucker hat for women

Beer in My Hand, Sand in My Clam Hat - The one that started it all. If your group doesn't have at least one of these, are you even on vacation?

Corks Are For Quitters funny wine lover trucker hat

Corks Are For Quitters Hat - For the friend who orders the second bottle before the first one's empty. You know who she is.

Mermaid Squad teal trucker hat for women cruise crew

Mermaid Squad Hat - For the whole crew. Because your group deserves a name, and "Mermaid Squad" hits different on a boat.

Beach Please sassy vacation trucker hat for women

Beach Please Hat - The energy you're bringing to this trip, in hat form. Slap this on with a bikini and call it an outfit.

🛍️ Build Your Crew's Look

Every hat is $23.99 (20% off right now). Snapback fit, one-size-fits-most, made in Canada. Ships in 3-5 business days. Order a set for the whole group and be the friend who nailed the trip accessory.

Browse All Hats and Build Your Crew's Look →

Keep Reading

Back to blog