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The only thing standing between you and your dream vacation? Dressing stylishly

If money were no object, what would your dream vacation look like?

Lounging on white sand beaches in the Maldives? Eating your way through Tokyo? Downing a Guinness in the heart of Dublin? Whatever your ideal vacation looks like, Huckberry is willing to provide it. The catch? You have to dress stylishly.

This March, take part in an audacious promotion from Huckberry, and enter to win two first-class tickets to anywhere on earth (or just $10,000 cash, if you’d prefer). Entering the giveaway is simple. The purchase of any bag from Huckberry grants you two entries, and the placement of any order equal to or above $75 grants you one entry.

Hopefuls are limited to one entry per person per day, but seeing as the raffle doesn’t close until March 31 at 11:59PM PT, you have plenty of opportunities to put your name in.

To help you get started, we’ve rounded up 10 of our favorite bags and bestsellers from Huckberry, all of which are guaranteed to make you look stylish, and each of which offers the chance to send you on your dream vacation.

Patagonia Black Hole Duffel Bag 40L in Matte Buckhorn Green

Black Hole Duffel Bag - 40L

The epitome of durability meets sustainability. With its rugged construction and spacious 40L capacity, this duffel is ready for any adventure while boasting Patagonia’s commitment to environmental responsibility.


Goruck Rucker 4.0 Backpack 20L

Rucker 4.0 Backpack - 20L
Huckberry

Built tough for the urban commuter or the outdoor enthusiast. With a sleek design and 20L capacity, it’s perfect for daily essentials or weekend excursions, featuring Goruck’s signature ruggedness and versatility.


365 Pant Athletic Tapered, in Earth

365 Pant - Athletic Tapered
Huckberry

Versatile and comfortable, these pants blend style with performance. With an athletic tapered fit and earthy tones, they’re equally at home on the trail or in the city, offering all-day comfort and mobility.


72-Hour Merino T-Shirt Performance Fit in Stone Black

72-Hour Merino T-Shirt - Performance Fit
Huckberry

Engineered for maximum comfort and performance, this t-shirt is crafted from high-quality merino wool and offers odor resistance and temperature regulation.


Flannel-Lined Waxed Trucker Jacket in Field Tan

Flannel-Lined Waxed Trucker Jacket
Huckberry

This jacket combines a timeless trucker silhouette with a waxed cotton exterior and cozy flannel lining, providing warmth and durability for chilly days in the great outdoors.


Recycled Cotton Headlands Crewneck Sweater

Recycled Cotton Headlands Crewneck Sweater

Sustainability meets style in this cozy crewneck sweater. Crafted from recycled cotton, it offers warmth and comfort while reducing environmental impact, making it a perfect choice for eco-conscious individuals.


Wool Outdoor Slipper in Grey/Black

Wool Outdoor Slipper
Huckberry

Keep your feet cozy and warm indoors or out. These wool slippers feature a durable sole for outdoor wear and a plush wool lining for maximum comfort, making them perfect for lounging or quick trips outside.


Mt. Hood Double Wall Beer Stein

Mt. Hood - Double Wall Beer Stein
Huckberry

Enjoy your favorite brew in style with this rugged beer stein. Featuring double-wall insulation and a classic design inspired by the majestic Mt. Hood, it keeps beverages cold and refreshing, whether you’re at home or in the great outdoors.


Quilted Insulated Tanker Jacket in Navy

Quilted Insulated Tanker Jacket

Stay warm and stylish in chilly weather. This quilted jacket features insulated construction for added warmth and a sleek design that transitions seamlessly from outdoor adventures to urban outings.


Flyweight Flex Blazer in Charcoal

Flyweight Flex Blazer
Huckberry

Elevate your style without sacrificing comfort. This lightweight blazer combines classic tailoring with stretch fabric for maximum mobility and versatility, making it a perfect choice for travel, work, or leisure.


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