Skip to content

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...

    View full details
    $ 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...

    View full details
    $ 61.00
  • Adjustable Size Hat for Ponytails - Boardwalk Style Facesaver Hat Boardwalk Style Hats
    Adjustable Size Hat for Ponytails - Boardwalk Style Facesaver Hat Boardwalk Style Hats DA1367-BLK Brown Tweed OS

    Adjustable Size Hat for Ponytails - Boardwalk Style

    $ 37.50

    Enjoy sun-smart style and a perfect fit with this adjustable ponytail sun hat, thoughtfully designed for larger head sizes. The elastic strap closu...

    View full details
    $ 37.50
  • Reversible Terrycloth-Cotton Twill Wide Brim Sun Hat - MCI Wide Brim Sun Hat MegaCI 6590-NVRD Navy L (58.5 cm)
    Reversible Terrycloth-Cotton Twill Wide Brim Sun Hat - MCI Wide Brim Sun Hat MegaCI

    Reversible Terrycloth-Cotton Twill Wide Brim Sun Hat - MCI

    $ 24.00

    Enjoy versatile sun protection with this fun and functional wide-brim reversible beach hat designed specifically for larger head sizes. Featuring a...

    View full details
    $ 24.00
  • Darby Cloche by Wallaroo Hat Company Cloche Wallaroo Hats DARB- Ivory/Blue OS (58 cm)
    Darby Cloche by Wallaroo Hat Company Cloche Wallaroo Hats

    Darby Cloche by Wallaroo Hat Company

    $ 61.00

    Introducing the Darby Cloche—a timeless two-tone design that celebrates effortless elegance. This ivory beauty features striking contrast stitching...

    View full details
    $ 61.00
  • Victoria Cap - Wallaroo Hat Company Facesaver Hat Wallaroo Hats
    Victoria Cap - Wallaroo Hat Company Facesaver Hat Wallaroo Hats

    Victoria Cap - Wallaroo Hat Company

    $ 53.00

    Introducing the Victoria Cap, a brand-new addition to Wallaroo’s iconic Victoria collection. This innovative sun cap blends the comfort of a classi...

    View full details
    $ 53.00
  • 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
  • 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
  • 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
  • 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...

    View full details
    $ 34.50
  • Stevie by Wallaroo Hat Company Kettle Brim Hat Wallaroo Hats
    Stevie by Wallaroo Hat Company Kettle Brim Hat Wallaroo Hats

    Stevie by Wallaroo Hat Company

    $ 69.00

    The Stevie hat brings refined travel-worthy style and serious sun protection into one beautifully designed accessory. Crafted from soft poly-straw ...

    View full details
    $ 69.00
  • 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...

    View full details
    $ 57.00
  • 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 ...

    View full details
    $ 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...

    View full details
    $ 35.00
  • Fine Braid Straw Beach Hat, M/L size - Boardwalk Style Wide Brim Sun Hat Boardwalk Style Hats
    Fine Braid Straw Beach Hat, M/L size - Boardwalk Style Wide Brim Sun Hat Boardwalk Style Hats

    Fine Braid Straw Beach Hat, M/L size - Boardwalk Style

    $ 32.00

    Experience effortless sun protection with this elegant fine braid straw beach hat. Crafted from 100% paper raffia, it features a softly domed crown...

    View full details
    $ 32.00
  • Colorful Striped Wrap Around Roll Up Sun Visor Hat - Boardwalk Style Visor Cap Boardwalk Style Hats
    Colorful Striped Wrap Around Roll Up Sun Visor Hat - Boardwalk Style Visor Cap Boardwalk Style Hats DA1318 Multicolor OS
    Sale

    Colorful Striped Wrap Around Roll Up Sun Visor Hat - Boardwalk Style

    Original Price $ 25.00
    Current Price $ 21.00

    Step into confidence with this striking striped visor designed for those who live boldly under the sun. The wrap-around design and gracefully slope...

    View full details
    Original Price $ 25.00
    Current Price $ 21.00
    Sale
  • Black and Brown Heathered Wrap Around Roll Up Sun Visor Hat - Boardwalk Style Visor Cap Boardwalk Style Hats
    Black and Brown Heathered Wrap Around Roll Up Sun Visor Hat - Boardwalk Style Visor Cap Boardwalk Style Hats DA1319 Black / Brown OS
    Sale

    Black and Brown Heathered Wrap Around Roll Up Sun Visor Hat - Boardwalk Style

    Original Price $ 25.00
    Current Price $ 22.00

    Shield yourself from the sun with effortless style in this versatile wrap-around visor. Featuring a generous 4" brim that slopes downward for optim...

    View full details
    Original Price $ 25.00
    Current Price $ 22.00
    Sale
  • Wide Bill Brim Cap with Ribbon Bow - Sun 'N' Sand Hats Facesaver Hat Sun N Sand Hats HH2990A White / Navy OS (57.5 cm)

    Wide Bill Brim Cap with Ribbon Bow - Sun 'N' Sand Hats

    $ 37.50

    Elevate your sun protection with this sophisticated straw brim cap, featuring an elegant crisscross weave and a generously wide brim accented with ...

    View full details
    $ 37.50

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.