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Vacation Hats – Stylish Sun Hats for Every Getaway

  • Sedona XL Fedora for Large Head by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Sedona XL Fedora for Large Head by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Sedona XL Fedora for Large Head by Wallaroo Hat Company

    $ 61.00

    The Sedona Safari Hat XL by Wallaroo Hat Company brings one of Wallaroo's most popular sun hats to men and women who need a little extra room. Desi...

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    $ 61.00
  • 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
  • Flex Weave Straw Pinched Crown Fedora Hat - Boardwalk Style Fedora Hat Boardwalk Style Hats DA1352-BLK Black Heather OS (57 cm)
    Flex Weave Straw Pinched Crown Fedora Hat - Boardwalk Style Fedora Hat Boardwalk Style Hats

    Flex Weave Straw Pinched Crown Fedora Hat - Boardwalk Style

    $ 43.00

    Refined yet practical, this pinched crown fedora hat is crafted from premium Flex-Weave straw for lightweight durability and elevated summer style....

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    $ 43.00
  • Flex Weave Straw Pinched Crown Safari Hat - Boardwalk Style Safari Hat Boardwalk Style Hats DA1353-TAUP Taupe OS (57 cm)
    Flex Weave Straw Pinched Crown Safari Hat - Boardwalk Style Safari Hat Boardwalk Style Hats

    Flex Weave Straw Pinched Crown Safari Hat - Boardwalk Style

    $ 45.00

    Elevate your warm-weather wardrobe with this pinched crown sun hat, crafted from premium Flex-Weave straw for a refined look that travels beautiful...

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    $ 45.00
  • Straw Safari Hat with Pastel Tribal Band - Karen Keith Hats Safari Hat Great hats by Karen Keith N13-A Toast OS (57 cm)
    Straw Safari Hat with Pastel Tribal Band - Karen Keith Hats Safari Hat Great hats by Karen Keith N13-B White OS (57 cm)

    Straw Safari Hat with Pastel Tribal Band - Karen Keith Hats

    $ 30.00

    Step into the sun with unwavering confidence in this expertly crafted straw safari hat. Engineered with UPF 50+ protection and a sophisticated pape...

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    $ 30.00
  • Washable Poly-Straw Safari Hat, UPF50 - Karen Keith Hats Safari Hat Great hats by Karen Keith PP13-A Toast Tweed OS (57.5 cm)

    Washable Poly-Straw Safari Hat, UPF50 - Karen Keith Hats

    $ 30.00

    Own your outdoor story. This poly-straw safari hat empowers you to explore without limits, delivering robust UPF 50+ sun protection paired with was...

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    $ 30.00
  • Victoria Fedora Diva by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Victoria Fedora Diva by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Victoria Fedora Diva by Wallaroo Hat Company

    $ 57.00

    The Victoria Fedora Diva is a stunning new addition to Wallaroo’s iconic Victoria collection, blending the timeless fedora crown with a glamorous 4...

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    $ 57.00
  • Sterling Safari by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Sterling Safari by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Sterling Safari by Wallaroo Hat Company

    $ 69.00

    The Sterling by Wallaroo delivers classic safari style with a fresh, nautical twist. Featuring a crisp contrast trim and a coordinating striped hat...

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    $ 69.00
  • 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
  • Everett Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats EVRT-MC-M Mixed Camel M/L (59 cm)
    Everett Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Everett Fedora by Wallaroo Hat Company

    $ 69.00

    Designed specifically for golfers, the Everett brings together classic fedora style and high-performance bamboo fabric to keep you protected and co...

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    $ 69.00
  • Packable Hand Crocheted Raffia Safari Hat - Scala Hats Safari Hat Scala Hats LR774OS Natural

    Packable Hand Crocheted Raffia Safari Hat - Scala Hats

    $ 85.00

    Discover effortless style with this hand-crocheted raffia safari hat, featuring vibrant multi-color stripes that complement any warm-weather wardro...

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    $ 85.00
  • Premium Cattle Suede Mesh Crown Cooler Hat - Red Rock Hats Safari Hat Red Rock Hats 1074BR5L Brown Large (57 cm)
    Premium Cattle Suede Mesh Crown Cooler Hat - Red Rock Hats Safari Hat Red Rock Hats 1074OC5L Dark Brown Large (57 cm)

    Premium Cattle Suede Mesh Crown Cooler Hat - Red Rock Hats

    $ 95.00

    Red Rock Suede Cooler Hat – Lightweight, Packable, and Made for the Outback Blending classic Australian outback style with travel-ready features, t...

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    $ 95.00
  • 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
  • Nosara by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Nosara by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Nosara by Wallaroo Hat Company

    $ 81.00

    The Nosara Wide Brim Sun Hat is handcrafted from natural raffia straw for a rich, authentic texture that captures the spirit of island living. Its ...

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    $ 81.00
  • Petite Elise by Wallaroo Hat Company Safari Hat Wallaroo Hats PELIS-WHBG Natural Small (55 cm)
    Petite Elise by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Petite Elise by Wallaroo Hat Company

    $ 77.00

    The Petite Elise Sun Hat delivers premium sun protection with an elegant extra-wide brim tailored for smaller head sizes. Its flexible, packable co...

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    $ 77.00
  • Klara by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Klara by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Klara by Wallaroo Hat Company

    $ 65.00

    Step into effortless elegance with this women’s wide brim sun hat, designed to turn heads while keeping you cool and protected. Crafted in vibrant,...

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    $ 65.00

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.