Half-off Samsonite Weekenders, One of Our Favorite Totes, and More Prime Day Travel Deals

By , a writer at the Strategist covering outdoors and travel gear. She was previously an editor at Paper.

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Photo-Illustration: The Strategist; Photos: Retailers

October Prime Day is here, and we’re updating this story hourly. To find the best deals in every category, follow all of our October Prime Day coverage.

I probably don’t need to tell you that flights are more expensive than ever, as are suitcases and other travel accessories. In fact, going on vacation has never felt like more of a luxury, but today and tomorrow’s Prime Big Deal Days (otherwise known as October Prime Day) are here to help. Over the past few hours I’ve spotted some unusually good deals (frankly far better than last year’s ones) on suitcases (including options from Away and Samsonite), flight-ready totes (that are big enough to fly personal-item-only with), backpacks, and in-flight accessories (like AirTags, sleep masks, and airplane pillows). Many of our Best in Class top travel picks are on sale, including our best overall carry-on suitcase, sleep mask, and travel pillow.

I’ve listed the best luggage and travel gear on sale for Prime Day below, and will continue to update this guide as items go in and out of stock. Indeed, the whole Strategist team is online all day today and tomorrow to highlight new Prime Day deals as they come up. Head to the main Prime Day hub and check them out, and don’t forget to sign up for the Strategist Deal Freaks Daily newsletter to receive each day’s best deals in your inbox, including some that we save just for newsletter subscribers.

Deals I personally think are the best

Amazon Basics 21
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From $45
$60 now 25% off

Amazon's sub-$50 suitcase is surprisingly indestructible.

Away Bigger Carry-On Luggage, 23-Inch Lightweight Hardside Spinner Suitcase
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$206
$295 now 30% off

Although Away's version comes with a lifetime guarantee.

Samsonite Virtuosa Weekender Duffel Overnight Bag with Laptop Computer Sleeve
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Totes, duffels, and backpacks

Loeffler Randall Dina Travel Tote - Black
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According to our contributor Katie Stone, this is the “tote bag to end all tote bags.” It holds everything you need it to, slips over the handle of a suitcase, and is smart-looking enough to bring to work as well as the airport.

Away the Everywhere Bag
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Away the Everywhere Bag

$198 now 30% off
From $138

If you’ve been looking for a companion for your Away suitcase, the DTC travel brand’s personal-item bag is the perfect size and 30 percent off.

Samsonite Virtuosa Weekender Duffel Overnight Bag with Laptop Computer Sleeve
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Samsonite’s weekender bag is nearly 50 percent off and just as capacious as the pricier picks above.

Halfday The Garment Duffel - 40L
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$97

Got a few fall weddings coming up? Halfday’s clever suit-and-gown-preserving garment duffel is under $100 right now.

Bellroy Lite Duffel (lightweight technical duffel bag)
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Bellroy Lite Travel Pack 38L, Large Travel Backpack - Black
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Lots of bags from Bellroy (a brand often recommended to me by business travelers) are 20 percent off, including these two personal-item-size options.

Troubadour Goods Apex Backpack 4.0
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$223

And the tech-protecting (it’s got room for a 17-inch laptop and is highly water-resistant) backpack that made our Menswear Hall of Fame is also 20 percent off.

Fjällräven Kanken Backpack
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Fjällräven Kanken Backpack

$75
$95 now 21% off
$75

The iconic Kanken makes for a surprisingly good personal item, as its rectangular shape slots nicely under plane seats.

Suitcases and luggage sets

Amazon Basics 21” Hardside Carry-On Luggage
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From $45

Believe it or not, this sub-$50 Amazon Basics carry-on is life coach Jay Shetty’s favorite suitcase. He’s not alone; many well-traveled people have recommended it to us over the years.

Away Bigger Carry-On Luggage, 23-Inch Lightweight Hardside Spinner Suitcase
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The second-generation version (the third only just launched and sadly isn’t on sale yet) of our best overall suitcase is 30 percent off (in the Palm Green color). A great deal, especially considering the lifetime guarantee that comes with it.

Away Amazon Exclusive Carry-On Luggage - 22-Inch
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This slightly smaller size (on sale in both Sky Blue and Palm Green) is a better choice if you’re flying a lot of short-haul European routes; airlines over there offer less generous carry-on allowances.

Away Medium Checked Luggage
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Away Medium Checked Luggage

$241
$345 now 30% off
$241

For longer trips or just more outfits (I’d never judge you) on your short ones, Away’s checked luggage is also 30 percent off.

Samsonite Omni 2 Hardside 2 Piece Set
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$154

We love Away’s suitcases, but Samsonite’s are nothing to sniff at — and they’re much more affordably priced, especially on Prime Day.

Travelpro Maxlite 5 Softside Carry-On Luggage Upright, Green, 21-Inch
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Suitcases from Travelpro, the utilitarian travel brand that’s popular among pilots and flight attendants (as well as Strategist staffers and readers), are also on sale. This sturdy two-wheeler is currently just $106 and comes with a lifetime warranty.

Travelpro Crew Classic Softside Carry-On Luggage, Blue, 21-Inch
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Or here’s one with four spinner wheels, if you prefer to glide through security.

Travel accessories

Drowsy Silk Sleep Eye Mask
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From $53

Our best overall sleep mask’s fan base includes actress and comedian Kate Berlant, who once told us, “I worry that my dependence on this thing will alter the course of my life,” as well as Natasha Rothwell, who owns no fewer than ten.

Trtl Travel Pillow
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Trtl Travel Pillow

From $48
$60 now 20% off
From $48

Our best overall travel pillow rarely dips below $50, so now’s your chance to finally fall asleep in economy class.

Twelve South AirFly Pro 2
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Twelve South AirFly Pro 2

$48
$60 now 20% off
$48

Never pay for those tinny airline earbuds ever again — the AirFly connects to your Bluetooth headphones, allowing you to watch Nolan epics on the small screens they weren’t intended for.

Apple AirTag
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Apple AirTag

$24
$29 now 17% off
$24

$24 is a smaller price to pay than usual for the peace of mind that Bluetooth luggage tracking provides.

Bellroy Hanging Toiletry Kit 3L, Travel Toiletry Bag - SeaKelp
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This nylon Dopp kit looks sharp but is less precious than a leather one.

Peter Thomas Roth Water Drench Hyaluronic Cloud Hydra-Gel Eye Patches
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“I don’t know what I’d do without these under-eye patches to help hide the fact I woke up at 3 a.m.,” says Food Network star Maneet Chauhan, whose filming schedule has her flying between New York, Texas, California, and Tennessee.

Merrell Women’s Nessa Moc
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$41

These aren’t strictly travel shoes, but Merrell’s slip-on Mocs are just perfect for airports. They’re a vacation staple for many Strategist staffers, as well as the likes of fashion designer Sandy Liang.

More Prime Day Deals

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The Strategist is designed to surface useful, expert recommendations for things to buy across the vast e-commerce landscape. Every product is independently selected by our team of editors, whom you can read about here. We update links when possible, but note that deals can expire and all prices are subject to change.

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