The Best Matching Outfits for Vacation – Family & Couple Matching Outfits

When it comes to packing for your next couples getaway, family vacation, or friends trip (adult spring break, anyone?), there’s one thing you cannot forget – a matching outfit!!! (or few!) It’s so much fun – and so instagrammable – to match your loved one or whole family while on vacation! And I’ve made it easy by compiling my absolute favorite matching outfits for vacation that are out there right now. On any given weekend, you can always find my husband and I matching at the beach (and I’m ALWAYS matching my baby boy in our mommy and son swimwear!). There’s just nothing like it, we’re always getting compliments and meeting new friends, and it always makes our photos that much better together. 

The Best Matching Vacation Outfits for Couples

Matching women’s sweetheart dress and men’s button-down island shirt

This silk dress is my favorite! I’ve been wearing it so often. SO flattering – literally fits like a glove.

this men’s shirt is actually a ‘micro’ print of the women’s dress


The Best Matching Family Outfits for Vacation

The Positano Print

is there anything cuter than matching daddy & me?

The Best Matching Swimwear for Couples (and Families!)

If you’re looking for high quality matching swimwear for couples and the whole family, look no further. 

The Caribbean print – for couples or the whole family

Flamingo print swimsuits – for couples or the whole family


Charleston – swimsuits and matching vacation outfits

For Mommy and Me, Daddy and Me, or Matching Couples

Amalfi Print Swimsuits & Italy vacation outfits

For matching couples and mommy-and-me and daddy-and-me


Check out these other blog posts:

Bora Bora vs the Maldives

Where did Sofia Richie honeymoon?

Old Money Aesthetic style outfits inspo


The Ultimate Destin Bachelorette Guide - 30A, Florida


What to Pack for a Trip to Dubai - the Best Dubai Outfits


Christina is a leading luxury lifestyle and travel blogger with over 2 million readers. Follow her on instagram @jetsetchristina.