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Vacation Hats – Stylish Sun Hats for Every Getaway

  • Charlie XL Fedora for Large Heads by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Charlie XL Fedora for Large Heads by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Charlie XL Fedora for Large Heads by Wallaroo Hat Company

    $ 61.00

    The Charlie XL Fedora by Wallaroo Hat Company brings the brand's best-selling fedora design to women and men with larger head sizes seeking a comfo...

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    $ 61.00
  • Cooling Dimensional Brim Hiking Hat, Chin Strap - DPC Outdoor Headwear Bucket Hat Dorfman Hat Co.
    Cooling Dimensional Brim Hiking Hat, Chin Strap - DPC Outdoor Headwear Bucket Hat Dorfman Hat Co. MC416-KAKI2 Khaki Labeled: S/M; Actual size: 55.5 cm (S) Sale

    Cooling Dimensional Brim Hiking Hat, Chin Strap - DPC Outdoor Headwear

    Original Price $ 40.00
    Current Price $ 20.00

    Take on hot, sunny days with confidence in this nylon blend camp hat featuring advanced HyperKewl™ cooling technology. Designed for high-performanc...

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    Original Price $ 40.00
    Current Price $ 20.00
    Sale
  • Wide Brim Nylon Flat Cap - Juniper UV Protection Wear Cap MegaCI J7213B-WHT White

    Wide Brim Nylon Flat Cap - Juniper UV Protection Wear

    $ 29.00

    Designed for outdoor enthusiasts, this performance nylon cap delivers superior sun protection, ventilation, and lightweight comfort for active days...

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    $ 29.00
  • Pinned Up Back Sun Hat with Chiffon Scarf - Sun 'N' Sand Hats Facesaver Hat Sun N Sand Hats
    Pinned Up Back Sun Hat with Chiffon Scarf - Sun 'N' Sand Hats Facesaver Hat Sun N Sand Hats HH3481B Black OS (57 cm)

    Pinned Up Back Sun Hat with Chiffon Scarf - Sun 'N' Sand Hats

    $ 43.00

    Elevate your sun protection game with this sophisticated facesaver hat that combines function with undeniable style. Its dramatically angled brim s...

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    $ 43.00
  • Sequin Knit Pinned Up Back Facesaver Hat - Sun 'N' Sand Hats Facesaver Hat Sun N Sand Hats
    Sequin Knit Pinned Up Back Facesaver Hat - Sun 'N' Sand Hats Facesaver Hat Sun N Sand Hats HH3579A Beige OS (58 cm)

    Sequin Knit Pinned Up Back Facesaver Hat - Sun 'N' Sand Hats

    $ 43.00

    Elevate your sun protection game with this show-stopping sequin knit facesaver hat that merges style with function. The shimmering metallic embelli...

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    $ 43.00
  • Glitzy Roll Up Wrap Around Visor Hat - Sun 'N' Sand Hats Visor Cap Sun N Sand Hats
    Glitzy Roll Up Wrap Around Visor Hat - Sun 'N' Sand Hats Visor Cap Sun N Sand Hats HH3553A Natual

    Glitzy Roll Up Wrap Around Visor Hat - Sun 'N' Sand Hats

    $ 37.50

    Discover sun protection that moves with you. This wrap-around visor hat delivers UPF 50+ defense with a striking 4.5" brim, keeping harmful rays at...

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    $ 37.50
  • Shapeable Ribbon Brim Sun Hat with Straw Crown - Scala Hats Wide Brim Hat Scala Hats SCA11855-BLK Black
    Shapeable Ribbon Brim Sun Hat with Straw Crown - Scala Hats Wide Brim Hat Scala Hats SCA11855-NAVY Navy

    Shapeable Ribbon Brim Sun Hat with Straw Crown - Scala Hats

    $ 34.00

    Introducing a new Spring 2026 style from Scala Hats: a classic statement sun hat designed to deliver bold coverage and polished elegance in one eas...

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    $ 34.00
  • Rio Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Rio Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Rio Fedora by Wallaroo Hat Company

    $ 61.00

    Introducing the Rio Women’s Fedora, a NEW 2026 Wallaroo style designed for women who want instant, effortless sun protection without sacrificing st...

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    $ 61.00
  • Greenwich by Wallaroo Hat Company Fedora Hat Wallaroo Hats
    Greenwich by Wallaroo Hat Company Fedora Hat Wallaroo Hats

    Greenwich by Wallaroo Hat Company

    $ 73.00

    The Greenwich brings polished sophistication to sun-safe style with its gently upturned brim and beautifully structured safari crown. Designed for ...

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    $ 73.00
  • Denver Cowboy by Wallaroo Hats Cowboy Hat Wallaroo Hats
    Denver Cowboy by Wallaroo Hats Cowboy Hat Wallaroo Hats

    Denver Cowboy by Wallaroo Hats

    $ 73.00

    This women’s Flexi-Weave Cowboy Hat blends the classic Western silhouette with lightweight, modern comfort. The soft, flexible construction lets yo...

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    $ 73.00
  • Wide Bill UV Cap with Neck Cover for Women - Karen Keith Hats Cap Great hats by Karen Keith
    Wide Bill UV Cap with Neck Cover for Women - Karen Keith Hats Cap Great hats by Karen Keith NH37-A Grey

    Wide Bill UV Cap with Neck Cover for Women - Karen Keith Hats

    $ 27.00

    Embrace sun protection without compromise. This versatile UV cap features an extensive 180-degree brim with a 5.75" peak that tapers elegantly, pai...

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    $ 27.00
  • Quick Dry Nylon UV Bill Cap with Neck Cape - Sun 'N' Sand Hats Trail Hat Sun N Sand Hats HH3346A White

    Quick Dry Nylon UV Bill Cap with Neck Cape - Sun 'N' Sand Hats

    $ 34.50

    Experience ultimate sun protection with this innovative quick-dry nylon cap designed for active outdoor enthusiasts. The expansive 4-inch brim shie...

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    $ 34.50
  • Low Country Tribal Band Wide Brim Fabric Hat - Scala Hats Safari Hat Scala Hats
    Low Country Tribal Band Wide Brim Fabric Hat - Scala Hats Safari Hat Scala Hats MS485-KAKI1 Khaki S/M (57cm)

    Low Country Tribal Band Wide Brim Fabric Hat - Scala Hats

    $ 49.99

    Make a statement with this sophisticated Scala Hats safari hat, designed for travelers who demand both style and substance. The distinctive pinched...

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    $ 49.99
  • Sanitas by Wallaroo Hats Bucket Hat Wallaroo Hats
    Sanitas by Wallaroo Hats Bucket Hat Wallaroo Hats

    Sanitas by Wallaroo Hats

    $ 57.00

    The Sanitas Sun Hat offers a delicate, feminine look with its soft brim and lightweight construction, and hidden ponytail opening. Designed for com...

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    $ 57.00
  • Carkella Emery Fedora by Wallaroo Hat Company Fedora Hat Wallaroo Hats
    Carkella Emery Fedora by Wallaroo Hat Company Fedora Hat Wallaroo Hats

    Carkella Emery Fedora by Wallaroo Hat Company

    $ 69.00

    The Emery blends resort-chic style with clever functionality. Its structured fedora crown pairs beautifully with a frayed, textured brim for a rela...

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    $ 69.00
  • Charlie Trilby by Wallaroo Hat Company Fedora Hat Wallaroo Hats
    Charlie Trilby by Wallaroo Hat Company Fedora Hat Wallaroo Hats

    Charlie Trilby by Wallaroo Hat Company

    $ 57.00

    The Charlie Unisex Trilby offers a timeless shape with a contemporary feel, featuring a structured crown and shorter brim for a refined, easygoing ...

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    $ 57.00
  • Crushable Lifeguard Hat with Chin Strap - Boardwalk Style Lifeguard Hat Boardwalk Style Hats
    Crushable Lifeguard Hat with Chin Strap - Boardwalk Style Lifeguard Hat Boardwalk Style Hats DA1302-OLIVE Olive Large (59cm)

    Crushable Lifeguard Hat with Chin Strap - Boardwalk Style

    $ 35.00

    Shield yourself from intense sun rays with this versatile lifeguard-inspired hat, engineered for those who refuse to compromise on style or protect...

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    $ 35.00
  • Ribbon and Straw Sun Hat with Chin Cord - Scala Hat Wide Brim Sun Hat Scala Hats
    Ribbon and Straw Sun Hat with Chin Cord - Scala Hat Wide Brim Sun Hat Scala Hats LC847-BLK Black

    Ribbon and Straw Sun Hat with Chin Cord - Scala Hat

    $ 31.99

    Escape the sun's harsh rays without sacrificing style. This Scala straw hat combines timeless elegance with practical sun protection, featuring a b...

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    $ 31.99

Vacation Hats for Every Adventure

The perfect vacation starts with the perfect hat. Whether you're relaxing on a tropical beach, exploring historic cities, enjoying a luxury cruise, or sightseeing in a new destination, our collection of Vacation Hats combines stylish designs with dependable sun protection for every journey.

Choose from wide-brim sun hats, packable straw hats, colorful bucket hats, breezy safari hats, stylish fedoras, sun visors, and lightweight travel hats designed for men and women. Many styles feature UPF 50+ sun protection, breathable materials, adjustable sizing, and travel-friendly construction that makes packing easy without sacrificing style.

From beach vacations and island escapes to European tours and resort retreats, you'll find hats designed to keep you comfortable while complementing your vacation wardrobe.

No matter where your travels take you, enjoy lightweight comfort, reliable UV protection, and timeless style with a vacation hat that's ready for every destination.

Packing Methods for Different Hat Styles

Frequently Asked Questions about Vacation Hats – Stylish Sun Hats for Every Getaway

What is the best hat to wear on vacation?

The best vacation hats are lightweight, packable, and provide excellent sun protection. Wide brim sun hats, bucket hats, straw hats, and travel hats with UPF 50+ are popular choices for beach vacations, cruises, and sightseeing.

Can I pack a vacation hat in my suitcase?

Yes. Many vacation hats are specifically designed for travel and can be packed using methods such as Pack Flat, Stuff the Crown, Soft Taco Fold, or Roll-Up, depending on the hat's construction.

If you are taking a delicate hat for a luxury vacation, you can try our hat carrying tote bag, carry it in a hat box or wear it.

What features should I look for in a vacation hat?

Choose a vacation hat with UPF sun protection, breathable materials, lightweight construction, adjustable sizing, and a recommended packing method that fits your travel style.

Can I wear the same hat for different vacation activities?

Yes. Many vacation hats are versatile enough for sightseeing, beach days, cruises, outdoor dining, hiking, and relaxing by the pool while providing reliable sun protection.

The safest option is to take the hat you feel most comfortable wearing. If you have doubts while you are packing, you likely will not wear it.

Are vacation hats good for year-round travel?

Absolutely. Vacation hats provide sun protection and comfort whether you're traveling in summer or escaping to warm-weather destinations during the cooler months. Quality packable vacation hats are designed to recover their shape after unpacking when packed according to the manufacturer's recommendations.