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Now You're Trippin'! Before You Board that Plane ...

Purple Star emoji 28 items
Put the fun and functional in travel gear that you'll need for your journey at any time of the year. If you're a frequent flyer, you probably don't dread the task of packing for your next trip; you've got your act down pat. If you're like me, a writt...
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Travel Essentials

One quickly forgets how many travel essentials one actually needs, until one is on the plane!

 
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I'm not a germophobe, but I prefer buying something that goes over my face, simply because I can inspect and sanitize it ahead of time.
Light-Blocking Sleep Mask
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Airplane headrests can't accommodate everyone (especially the shorter people like me), and for the sake of cleanliness, I prefer to bring my own (contoured) neck pillow.
Contoured Memory Foam Neck Pillow
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Whether you sit in economy, premium economy, or business class, a toiletry bag with multiple containers is a must. So is your own brush, toothpaste, and face/hand towel.
Toiletry Bag Set (7-pc)
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You'll quickly appreciate how important it is to get packing cubes that can sit inside each other like babushka dolls.
Packing Cube Set (4-pc)
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Locks are only mental deterrents – and, if airport security decides that they want to rummage through your luggage, they become somewhat academic.
Key Luggage Locks (2-pack)
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Luggage Tags

Make your bags and luggage easy to find on the carousel (unless they've been loaded on the wrong plane) with these customizable luggage tags!

 
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The million dollar question that everyone (young or old) asks. The longer the trip, the more frequently the question gets asked.
ASMM Are We There Yet Fun Cute Pink Handlettered Luggage Tag
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The super if not loud way for your luggage to stand out at the airport (unless someone else has the same name and tag).
CBP Funny Comic Book Name! I'm Here! Personalized Luggage Tag
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Add a retro 80s-vibe to your luggage with these cassette tape-inspired tags!
CJC Blue Retro Cassette Marker Name Luggage Tag
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Let's hope it's not food that drives you to pick up the wrong luggage.
CCS Funny Hands Off! Nacho Luggage Tag
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Show off your love for this popular American pastime wherever you go! See more sports-themed designs by clicking on the collection link below!
DGFD American Football Monogram Sports Bag Luggage Tag
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I know the proper way to approach my golf ball when it's on the tee. Now I also know the proper followup.
GN Golfing Luggage Tag
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If your trip takes you on plenty of connecting flights and puddle jumpers, then this luggage tag is perfect for you.
MW Funny Here We Go Again! Airplane Travel Luggage Tag
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Never were truer words spoken – especially when you're part of a group tour.
PP Life Is Meant For Good Friends Great Adventures Luggage Tag
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I'm guessing you're headed to somewhere tropical?
SS Funny Personalized Tropical Cocktail Luggage Tag
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It's always good to have an extra pair of eyes looking out for your luggage.
WWN Cute Blue Jay Songbird on Treestump Luggage Tag
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Don't say that I didn't warn you.
ZD Don't Scare Me I Fart Easily Funny Quote Luggage Tag
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Slingbags, Backpacks, and Tote Bags

Tote-ally awesome and unique carryalls that accessorize well with your fashion style, hobby/obsession, or personality, at home, at the gym, or on the road.

 
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Trust me when I say that there is NO way you will forget and leave this duffel bag behind – and neither will anyone else!
CC [Tropical Leaves] Botanical Floral Print Monogram Duffle Bag
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Delight in the charm of this design, where playful felines come to life in a variety of adorable poses, each with unique fur patterns and colors, surrounded by cute accents like paw prints, yarn balls, and fish bones.
EIA Cute Funny Cat Parade Pattern Your Text Sling Bag
 
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Peekaboo, I see you!
FT Funny Peeking Panda Bear with Tracks Printed Backpack
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If lawn bowling and puns are in your wheelhouse, then this colorful sling bag is for you.
NCWGS Art in Motion: Circular Lawn Bowls Bowled Logo Sling Bag
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Well, this isn't a ridiculous scenario at all. They are Scottish, so playing bagpipes must come naturally to them! 😉
NCWGS Highland Harmony: Bagpipe Highland Cow Band Duffle Bag
 
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The search team is still looking for Sasquatch, because with colors this bright, you're likely to scare him off. 😉
RD Custom Text Bigfoot Duffle Bag
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The customizable bag that lets everyone know that you're headed to somewhere exotic and tropical.
RD Tiki Totems Duffle Bag
 
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Hitting the beach for the day? You'll want to grab this customizable and calming turquoise ocean duffel bag.
RM Turquoise Ocean Beach Custom Swim Duffle Bag
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This design pays homage to a certain musical trio, plus my love of prickly succulents.
W2A Funny Cacti Everybody's Crazy 'Bout Sharp Dressed Plants Sling Bag
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I sense a turn of the tables with this customizable design, which features colorful songbirds enthusiastically toting cameras, asking an unseen subject to "work the camera", and accompanied by the caption, "Watch the Birdies." Great for shutterbugs, ...
W2A Funny Watch the Birdies Sling Bag
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Luggage

The great-looking (and functional) ways to roll with it, baby!

 
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I prefer hardshell over cloth suitcases (the former are also easier to clean), stealthed and lockable telescoping handles, and 4 wheels over 2, thank you. I am not picky about the brand, although I was a fan of Heys in its heyday (sorry). Having said...
Carryon Luggage
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There is a method to my madness in choosing suitcases that stand out. My recommendations are the same as those as for carryon luggage. Given the option, I always buy luggage in matching sets.
Checked Luggage