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Live the Gossip > Lifestyle > 9 Crossbody Bags That Keep Your Hands Free on Summer Getaways and Long Travel Days — from $20 at Amazon
Lifestyle

9 Crossbody Bags That Keep Your Hands Free on Summer Getaways and Long Travel Days — from $20 at Amazon

Written by: News Room Last updated: July 6, 2026
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Including picks from Kate Spade, Michael Kors, and Vera Bradley

Credit: Amazon(3)

Amazon Deals on Travel-Friendly Crossbody Bags

  • 7,800+ Perfect Ratings: Travelon Anti-Theft Classic Messenger Bag, $48 (orig. $88)
  • Lowest Price in 3 Months: Kate Spade New York Loop Crossbody, $95 (orig. $228)
  • Surprisingly Spacious: Bagsmart Small Crossbody Bag, $20 (orig. $30) 
  • Doubles as a Clutch: Gladdon Crossbody Purse, $20 (orig. $25) 
  • Hidden Valuables Pocket: Adidas Micro Mini Tote Crossbody Bag, $27 (orig. $38)
  • Luxurious Quilting: Vera Bradley Baird Hipster Crossbody Bag, $30 (orig. $60) 
  • Turns Into a Belt Bag: Baggallini Convertible Crossbody Bag, $37 (orig. $60) 
  • 60% Off: Calvin Klein Zoe Chain Crossbody, $51 (orig. $128)
  • Fits the Bare Essentials: Michael Kors Jet Set Continental Crossbody Wallet, $109 (orig. $16

I once went sightseeing for several hours while carrying an overstuffed hobo bag, which resulted in a weeks’ worth of neck and back pain. These days, my go-to vacation bags are small crossbody bags, which are lighter, easier to carry, and force me to pack minimally (but smartly!). 

With my summer getaway around the corner, I scoured Amazon for a cute bag to match my travel outfits. I found hidden deals on popular bags from Travelon, Bagsmart, and more travel brands as well as steep discounts on Kate Spade, Michael Kors, and Vera Bradley styles that I’ve been coveting. Below, shop my top travel-friendly picks from $20. 

Travelon Anti-Theft Classic Messenger Bag

Credit: Amazon
Credit: Amazon

$88 $48 at Amazon

If you’re spending time in touristy areas, you’ll want to carry this popular Travelon bag to avoid pickpocketers. It has a cut-resistant strap, locking zippers, and RFID-blocking material to prevent skimmers from capturing personal information. Thanks to its slender design, you can even tuck it inside your jacket to keep it out of sight. One shopper said it gave them a “huge sense of security” knowing their “credit cards and passports” were safe during their European trip. 

Related: This Wrinkle-Resistant Summer Maxi Dress Is a Packing Staple for Cruises and Beach Getaways — It’s on Sale for $15

Kate Spade New York Loop Crossbody

Credit: Amazon
Credit: Amazon

$228 $95 at Amazon

This sophisticated crossbody is crafted from fine leather and has understated elegance with dainty gold-tone hardware. It fits a phone, a small wallet, and makeup essentials (hello, SPF lip gloss!), making it an ideal pick for cruise formal nights or brunch dates al fresco. 

Related: A Shopper with a 36DD Bust Says This $40 Swimsuit Is ‘Actually Comfortable’ — Thanks to 1 Genius Feature

Bagsmart Small Crossbody Bag

Credit: Amazon
Credit: Amazon

$30 $20 at Amazon

This puffer-style bag is surprisingly spacious, as its main compartment holds large items from a Kindle to a 16-ounce water bottle. The adjustable strap has a clip to attach its matching mini bag, which is ideal to stash your earbuds or keys. Bonus: It meets both carry-on bag and personal item size requirements for most airlines — and one shopper called it a “super comfortable bag for airplane travel.”

Amazon has more travel-friendly crossbody bags marked down to up to 60 percent off below, including this $20 convertible style that you can also carry as a clutch or tucked under your arm.

Gladdon Crossbody Purse

Credit: Amazon
Credit: Amazon

$25 $20 at Amazon

Adidas Micro Mini Tote Crossbody Bag

Credit: Amazon
Credit: Amazon

$38 $27 at Amazon

Vera Bradley Baird Hipster Crossbody Bag

Credit: Amazon
Credit: Amazon

$60 $30 at Amazon

Baggallini Convertible Crossbody Bag

Credit: Amazon
Credit: Amazon

$60 $37 at Amazon

Calvin Klein Zoe Chain Crossbody

Credit: Amazon
Credit: Amazon

$128 $51 at Amazon

Michael Kors Jet Set Continental Crossbody Wallet

Credit: Amazon
Credit: Amazon

$160 $109 at Amazon

We independently evaluate all recommended products and services. If you click on links we provide, we may receive compensation.

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