Skip to content

Vacation Hats – Stylish Sun Hats for Every Getaway

  • 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...

    View full details
    $ 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...

    View full details
    $ 61.00
  • Petite Darby Cloche by Wallaroo Hat Company Cloche Wallaroo Hats PDARB-IB Ivory/Black S (55 cm)
    Petite Darby Cloche by Wallaroo Hat Company Cloche Wallaroo Hats

    Petite Darby Cloche by Wallaroo Hat Company

    $ 61.00

    The Petite Darby by Wallaroo brings timeless cloche style to smaller head sizes, offering a beautifully scaled vintage silhouette that flatters eff...

    View full details
    $ 61.00
  • Lady Brett Cloche by Wallaroo Hat Company Cloche Wallaroo Hats
    Lady Brett Cloche by Wallaroo Hat Company Cloche Wallaroo Hats

    Lady Brett Cloche by Wallaroo Hat Company

    $ 71.00

    This newest addition to Wallaroo’s Jane Seymour Collection captures the actress’s signature elegance with a classic cloche silhouette that never go...

    View full details
    $ 71.00
  • 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 ...

    View full details
    $ 73.00
  • 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...

    View full details
    $ 69.00
  • 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...

    View full details
    $ 73.00
  • Cotton Sun Hat with Ponytail Opening - Scala Hats for Women Wide Brim Hat Scala Hats SCA11739-WHBLK White / Black M/L (57 - 58 cm)
    Cotton Sun Hat with Ponytail Opening - Scala Hats for Women Wide Brim Hat Scala Hats

    Cotton Sun Hat with Ponytail Opening - Scala Hats for Women

    $ 37.00

    Designed for active women who refuse to compromise on style or sun protection, this Scala cotton sun hat combines practical functionality with eleg...

    View full details
    $ 37.00
  • 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...

    View full details
    $ 85.00
  • Packable Organic Raffia Fedora - Scala Hats Fedora Hat Scala Hats SCA10469 Natural

    Packable Organic Raffia Fedora - Scala Hats

    $ 72.00

    This sophisticated fedora showcases premium micro-braided raffia in a warm toast hue, engineered for both style and practicality. The dented crown ...

    View full details
    $ 72.00
  • Crocheted Toyo Up Brim Summer Hat - Jeanne Simmons Hats Kettle Brim Hat Jeanne Simmons Accessories JS1110-IVO Ivory OS (57 cm)

    Crocheted Toyo Up Brim Summer Hat - Jeanne Simmons Hats

    $ 25.00

    Embrace effortless summer style with this beautifully crafted crocheted toyo hat. Featuring a shapeable 2.5" brim with an elegant 1" upturned edge,...

    View full details
    $ 25.00
  • Two Tone Summer Cloche with Contrast Trim - Karen Keith Cloche Great hats by Karen Keith BT15-NTTW Natural Tweed 58 cm
    Two Tone Summer Cloche with Contrast Trim - Karen Keith Cloche Great hats by Karen Keith BT15-BKTW Black Tweed 58 cm

    Two Tone Summer Cloche with Contrast Trim - Karen Keith

    $ 23.00

    Discover the perfect balance of sophistication and practicality with this elegant two-tone cloche. Crafted from a supremely soft paper-poly blend, ...

    View full details
    $ 23.00
  • 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...

    View full details
    $ 27.00
  • 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...

    View full details
    $ 95.00

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.