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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
  • Two Tone Up-Brim Sun Hat - Jeanne Simmons Hats Kettle Brim Hat Jeanne Simmons Accessories JS8210 Black / White
    Two Tone Up-Brim Sun Hat - Jeanne Simmons Hats Kettle Brim Hat Jeanne Simmons Accessories JS8212 Black / Tan

    Two Tone Up-Brim Sun Hat - Jeanne Simmons Hats

    $ 34.00

    Refined, packable, and effortlessly chic, this two-tone upturned brim hat is designed for modern travelers who demand both style and performance. T...

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    $ 34.00
  • Straw Beach Hat with Two-Tone Knot Band - Boardwalk Style Wide Brim Sun Hat Boardwalk Style Hats
    Straw Beach Hat with Two-Tone Knot Band - Boardwalk Style Wide Brim Sun Hat Boardwalk Style Hats DA1314-BLK Black OS (57 cm)

    Straw Beach Hat with Two-Tone Knot Band - Boardwalk Style

    $ 29.00

    Embrace effortless coastal elegance with this timeless straw beach hat, designed to elevate your seaside adventures. The graceful dome crown and ex...

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    $ 29.00
  • Extra Wide Elongated Brim Sun Hat - Sun 'N' Sand Hats Wide Brim Sun Hat Sun N Sand Hats HH3305 Brown OS (57 cm)

    Extra Wide Elongated Brim Sun Hat - Sun 'N' Sand Hats

    $ 46.00

    Elevate your beach style with this stunning wide-brim sun hat designed for the confident woman who refuses to compromise on protection or elegance....

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    $ 46.00
  • Wide Brim Beach Hat with Black Band & Bow - Sun 'N' Sand Hats Wide Brim Sun Hat Sun N Sand Hats HH2039A Ivory OS (57 cm)

    Wide Brim Beach Hat with Black Band & Bow - Sun 'N' Sand Hats

    $ 42.00

    Elevate your beach style with this stunning wide-brim sun hat designed for the confident woman who refuses to compromise on protection or elegance....

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    $ 42.00
  • 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...

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    $ 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...

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    $ 61.00
  • 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...

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    $ 37.00
  • 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
  • Carkella Kerrigan by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Carkella Kerrigan by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Carkella Kerrigan by Wallaroo Hat Company

    $ 71.00

    The Kerrigan blends the classic safari silhouette with Carkella’s smart magnetic emblem system. The durable woven fabric with contrasting stitching...

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    $ 71.00
  • Margot by Wallaroo Hat Company Wide Brim Hat Wallaroo Hats
    Margot by Wallaroo Hat Company Wide Brim Hat Wallaroo Hats

    Margot by Wallaroo Hat Company

    $ 77.00

    Created in collaboration with Jane Seymour, the Margot showcases elegant design with striking contrast trim that enhances its sweeping downward bri...

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    $ 77.00
  • Carkella Lauren by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Carkella Lauren by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Carkella Lauren by Wallaroo Hat Company

    $ 71.00

    The Lauren brings classic safari styling to modern sun protection with its structured crown and wide, flattering brim. Lightweight and breathable, ...

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    $ 71.00
  • Charlie Sun Visor by Wallaroo Hat Company Visor Cap Wallaroo Hats
    Charlie Sun Visor by Wallaroo Hat Company Visor Cap Wallaroo Hats

    Charlie Sun Visor by Wallaroo Hat Company

    $ 49.00

    The Charlie Sun Visor delivers stylish, lightweight sun coverage with a polished, streamlined look. Its wide, gently curved brim shields the face a...

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    $ 49.00
  • Petite Palm Beach by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Petite Palm Beach by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Petite Palm Beach by Wallaroo Hat Company

    $ 65.00

    The Petite Palm Beach Safari Hat delivers packable convenience and classic outdoor style for smaller head sizes. Its crushable construction allows ...

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    $ 65.00
  • Wrap Around Visor Hat with Striped Trim - Sun 'N' Sand Hats Visor Cap Sun N Sand Hats
    Wrap Around Visor Hat with Striped Trim - Sun 'N' Sand Hats Visor Cap Sun N Sand Hats HH2433A Natural

    Wrap Around Visor Hat with Striped Trim - Sun 'N' Sand Hats

    $ 27.00

    Discover effortless sun protection with this innovative wrap-around visor hat, designed for the modern traveler. The generous 4-inch striped cotton...

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    $ 27.00
  • Palm Beach Carkella by Wallaroo Hats Safari Hat Wallaroo Hats
    Palm Beach Carkella by Wallaroo Hats Safari Hat Wallaroo Hats PLMBCHMBKM Black M/L (59 cm)

    Palm Beach Carkella by Wallaroo Hats

    $ 65.00

    The Palm Beach Safari Hat offers lightweight performance with classic styling, perfect for golf, travel, outdoor adventures, and daily sun protecti...

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    $ 65.00
  • Two Tone Small Brim Facesaver Hat - Jeanne Simmons Hats Facesaver Hat Jeanne Simmons Accessories
    Two Tone Small Brim Facesaver Hat - Jeanne Simmons Hats Facesaver Hat Jeanne Simmons Accessories js8202gy White / Grey

    Two Tone Small Brim Facesaver Hat - Jeanne Simmons Hats

    $ 25.00

    This facesaver hat delivers sophisticated sun protection with a refined two-tone design. The white dome crown pairs with a contrasting brim accente...

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    $ 25.00
  • Safari Hat with Black Ribbon Tie - Jeanne Simmons Hats Safari Hat Jeanne Simmons Accessories js8494wh White Medium (57 cm)
    Safari Hat with Black Ribbon Tie - Jeanne Simmons Hats Safari Hat Jeanne Simmons Accessories js8494pk Pink Medium (57 cm)

    Safari Hat with Black Ribbon Tie - Jeanne Simmons Hats

    $ 26.00

    Embrace timeless elegance with this refined safari hat, featuring a distinctive dented crown and subtle front pinch detail. The groomed black grosg...

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    $ 26.00
  • Black and Ivory Wrap Around Sun Visor Hat - KW Fashion Visor Cap KW Fashion lch133bk Black/Ivory M/L (58 cm)

    Black and Ivory Wrap Around Sun Visor Hat - KW Fashion

    $ 24.00

    Two tone roll up sun visor. Wide downward sloping brim, 4.5", with ribbon trimmed edge. Elastic closure with ribbon tie pulled through metal eyelet...

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    $ 24.00

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.