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Vacation Hats – Stylish Sun Hats for Every Getaway

  • Victoria Two Toned Golf Hat - Wallaroo Hats Kettle Brim Hat Wallaroo Hats
    Victoria Two Toned Golf Hat - Wallaroo Hats Kettle Brim Hat Wallaroo Hats

    Victoria Two Toned Golf Hat - Wallaroo Hats

    $ 53.00

    The Victoria Two-Tone Hat adds striking color contrast to the classic Victoria design. Lightweight poly-straw braid keeps it cool, while the 3.5" i...

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    $ 53.00
  • Victoria by Wallaroo Hats Kettle Brim Hat Wallaroo Hats
    Victoria by Wallaroo Hats Kettle Brim Hat Wallaroo Hats

    Victoria by Wallaroo Hats

    from $ 53.00

    Discover the Victoria by Wallaroo—the go-to hat for women who refuse to compromise on style or comfort. Featuring a chic turned-up Breton brim and ...

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    from $ 53.00
  • Petite Victoria by Wallaroo Hat Company Kettle Brim Hat Wallaroo Hats
    Petite Victoria by Wallaroo Hat Company Kettle Brim Hat Wallaroo Hats

    Petite Victoria by Wallaroo Hat Company

    $ 53.00

    The Petite Victoria Sun Hat is our best-selling small-size women’s hat, now available in new colors. Designed for comfort and style, this super lig...

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    $ 53.00
  • Petite Scrunchie Hat by Wallaroo Hat Company Wide Brim Sun Hat Wallaroo Hats
    Petite Scrunchie Hat by Wallaroo Hat Company Wide Brim Sun Hat Wallaroo Hats

    Petite Scrunchie Hat by Wallaroo Hat Company

    $ 53.00

    The Petite Scrunchie is a compact, flexible sun hat designed for smaller head sizes. Its signature scrunchable construction packs effortlessly into...

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    $ 53.00
  • Scrunchie by Wallaroo Hat Company Wide Brim Sun Hat Wallaroo Hats
    Scrunchie by Wallaroo Hat Company Wide Brim Sun Hat Wallaroo Hats

    Scrunchie by Wallaroo Hat Company

    $ 53.00

    The Wallaroo Scrunchie sun hat is the ultimate combination of playful style and serious sun protection. Featuring a wired brim that lets you shape ...

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    $ 53.00
  • Striped Denim Ribbon Crusher Bucket Hat - Boardwalk Style Wide Brim Hat Boardwalk Style Hats
    Striped Denim Ribbon Crusher Bucket Hat - Boardwalk Style Wide Brim Hat Boardwalk Style Hats DA695RD Red Medium (57 cm)

    Striped Denim Ribbon Crusher Bucket Hat - Boardwalk Style

    $ 18.00

    This versatile bucket hat combines style and practicality for warm-weather adventures. The wide 4-inch brim offers excellent sun protection, while ...

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    $ 18.00
  • Sheer Ribbon Cloche Hat with Striped Brim and Bow - Boardwalk Style Cloche Boardwalk Style Hats
    Sheer Ribbon Cloche Hat with Striped Brim and Bow - Boardwalk Style Cloche Boardwalk Style Hats DA692BN Brown OS (57 cm)
    Sale

    Sheer Ribbon Cloche Hat with Striped Brim and Bow - Boardwalk Style

    Original Price $ 22.00
    Current Price $ 10.00

    This elegant cloche hat combines timeless style with modern practicality. Featuring a distinctive asymmetrical brim—2.5 inches in front and 1 inch ...

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    Original Price $ 22.00
    Current Price $ 10.00
    Sale
  • Two Tone Reversible Ribbon Crusher - Boardwalk Style Sun Hats Floppy Hat Boardwalk Style Hats WSPR831NT Natural M/L (58.5 cm)
    Two Tone Reversible Ribbon Crusher - Boardwalk Style Sun Hats Floppy Hat Boardwalk Style Hats DA1197-GREY Grey M/L (58.5 cm)

    Two Tone Reversible Ribbon Crusher - Boardwalk Style Sun Hats

    $ 25.00

    Discover the ultimate travel companion with this reversible two-tone crusher hat featuring a stunning ribbon-and-straw design. The generous 4.5" wi...

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    $ 25.00
  • Ribbon Sun Hat with Raffia Straw Detail - Boardwalk Style Wide Brim Sun Hat Boardwalk Style Hats
    Ribbon Sun Hat with Raffia Straw Detail - Boardwalk Style Wide Brim Sun Hat Boardwalk Style Hats WSDA467BK Black Medium (57 cm)

    Ribbon Sun Hat with Raffia Straw Detail - Boardwalk Style

    $ 25.00

    Elevate your summer style with this sewn ribbon sun hat, beautifully accented with woven raffia straw. Designed for both fashion and function, this...

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    $ 25.00
  • Small Heads Large Bill Cap with Neck Cover - Milani Hats Cap Milani Hats
    Small Heads Large Bill Cap with Neck Cover - Milani Hats Cap Milani Hats KF006-KH Khaki XS / S (50-54 cm)

    Small Heads Large Bill Cap with Neck Cover - Milani Hats

    $ 11.99

    Designed for smaller head sizes, this innovative sun protection cap delivers comprehensive coverage with its expansive 180-degree bill and integrat...

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    $ 11.99
  • Cotton Up Turned Large Brim Sun Hat - Scala Hats for Women Kettle Brim Hat Scala Hats
    Cotton Up Turned Large Brim Sun Hat - Scala Hats for Women Kettle Brim Hat Scala Hats

    Cotton Up Turned Large Brim Sun Hat - Scala Hats for Women

    $ 36.00

    Shield yourself from the sun with this elegant cotton wide-brim hat from Scala. Featuring a generous 3.5" upturned brim and UPF 50+ protection endo...

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    $ 36.00
  • Cotton Up Turned Brim Golf Hat - Scala Hats for Women Kettle Brim Hat Scala Hats LC484-BLK Black M/L (57 - 58 cm)
    Cotton Up Turned Brim Golf Hat - Scala Hats for Women Kettle Brim Hat Scala Hats LC484-RED Red M/L (57 - 58 cm)

    Cotton Up Turned Brim Golf Hat - Scala Hats for Women

    $ 36.00

    Discover the perfect blend of style and function with this cotton kettle brim golf hat designed for women. The shapeable 2.5" brim adapts to your n...

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    $ 36.00
  • Upturned Brim Cotton Breton Hat - Milani Hats Kettle Brim Hat Milani Hats
    Upturned Brim Cotton Breton Hat - Milani Hats Kettle Brim Hat Milani Hats WSCT473RD Red M/L (58.5 cm)
    Sale

    Upturned Brim Cotton Breton Hat - Milani Hats

    Original Price $ 20.00
    Current Price $ 15.00

    This iconic turned-up brim hat commands attention with its bold silhouette and practical edge. Crafted from 100% cotton with a striking light blue ...

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    Original Price $ 20.00
    Current Price $ 15.00
    Sale
  • Small Kettle Brim Tweed Summer Hat - Jeanne Simmons Hats Kettle Brim Hat Jeanne Simmons Accessories
    Small Kettle Brim Tweed Summer Hat - Jeanne Simmons Hats Kettle Brim Hat Jeanne Simmons Accessories js8328bk Black tweed Medium (57 cm)

    Small Kettle Brim Tweed Summer Hat - Jeanne Simmons Hats

    $ 31.00

    Discover effortless summer style with this charming kettle brim hat from Jeanne Simmons. Featuring a distinctive upturned brim and rounded crown, t...

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    $ 31.00
  • Cotton Bucket Hat with Contrast Tie - Scala Collezione Hats Bucket Hat Scala Hats LC455BKWH Black/White Medium (57 cm)
    Cotton Bucket Hat with Contrast Tie - Scala Collezione Hats Bucket Hat Scala Hats

    Cotton Bucket Hat with Contrast Tie - Scala Collezione Hats

    $ 36.00

    Experience versatile sun protection with this sophisticated Scala Collezione cotton bucket hat. The refined design features a contrast-trimmed brim...

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    $ 36.00
  • Flat Brim Sun Hat with Contrast Edge Floppy Hat Jeanne Simmons Accessories
    Flat Brim Sun Hat with Contrast Edge Floppy Hat Jeanne Simmons Accessories js8310aq Aqua

    Flat Brim Sun Hat with Contrast Edge

    $ 25.00

    Shield yourself from the sun in bold style with this striking flat brim hat. Featuring a vibrant tweed crown contrasted by a tan tweed edge, it com...

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    $ 25.00
  • Ribbon Trimmed Wide Brim Sun Hat - Jeanne Simmons Hats Wide Brim Hat Jeanne Simmons Accessories
    Ribbon Trimmed Wide Brim Sun Hat - Jeanne Simmons Hats Wide Brim Hat Jeanne Simmons Accessories js8255BK Black Tweed Medium (57 cm)

    Ribbon Trimmed Wide Brim Sun Hat - Jeanne Simmons Hats

    $ 31.00

    Experience effortless sun protection with this sophisticated wide-brim hat, designed with a graceful downward slope and elegant ribbon trim. The so...

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    $ 31.00
  • Cotton Facesaver Cap with Bow - Cappelli Hats Cap Cappelli Straworld
    Cotton Facesaver Cap with Bow - Cappelli Hats Cap Cappelli Straworld L70SW-WH White OS (57 cm)

    Cotton Facesaver Cap with Bow - Cappelli Hats

    $ 25.50

    Shield your face in style with this charming cotton facesaver cap featuring a delightful bow detail. The Solarweave® treatment delivers UPF 50+ sun...

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    $ 25.50
  • Rolled Brim Toyo Straw Hat with Gauze Tie - Scala Pronto Kettle Brim Hat Scala Hats
    Rolled Brim Toyo Straw Hat with Gauze Tie - Scala Pronto Kettle Brim Hat Scala Hats

    Rolled Brim Toyo Straw Hat with Gauze Tie - Scala Pronto

    $ 42.00

    Stay cool and stylish all season long with the Lorenza lightweight crocheted toyo straw hat, designed for breathable comfort and timeless appeal. C...

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    $ 42.00
  • Small Kettle Brim Summer Hat - Jeanne Simmons Hats Kettle Brim Hat Jeanne Simmons Accessories
    Small Kettle Brim Summer Hat - Jeanne Simmons Hats Kettle Brim Hat Jeanne Simmons Accessories js8329bk Black OS (57 cm)

    Small Kettle Brim Summer Hat - Jeanne Simmons Hats

    $ 29.00

    Discover effortless sun protection with this charming kettle brim summer hat from Jeanne Simmons. The distinctive upturned brim and dome crown crea...

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    $ 29.00
  • Shapeable Brim Packable Ribbon Bucket Hat - Scala Hats Wide Brim Hat Scala Hats
    Shapeable Brim Packable Ribbon Bucket Hat - Scala Hats Wide Brim Hat Scala Hats

    Shapeable Brim Packable Ribbon Bucket Hat - Scala Hats

    $ 32.00

    Embrace versatility and protection with this Scala Collezion women's bucket hat, endorsed by the Skin Cancer Foundation for superior sun defense. T...

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    $ 32.00
  • Asymmetrical Brim Summer Hat - Jeanne Simmons Hats Wide Brim Hat Jeanne Simmons Accessories js8209Bt Black tweed Medium (57 cm)
    Asymmetrical Brim Summer Hat - Jeanne Simmons Hats Wide Brim Hat Jeanne Simmons Accessories

    Asymmetrical Brim Summer Hat - Jeanne Simmons Hats

    $ 32.00

    Stand out from the crowd with this chic asymmetrical brim hat that's anything but ordinary. The front flaunts a generous 3.5" brim while the back t...

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    $ 32.00
  • Packable Linen Hat with Floral Detail - Jeanne Simmons Hats Facesaver Hat Jeanne Simmons Accessories
    Packable Linen Hat with Floral Detail - Jeanne Simmons Hats Facesaver Hat Jeanne Simmons Accessories WSLC628GY Grey

    Packable Linen Hat with Floral Detail - Jeanne Simmons Hats

    $ 29.00

    Discover effortless summer style with this charming packable hat. Featuring a generous 3.5" brim and delicate floral underside, it combines practic...

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    $ 29.00
  • Asymmetrical Big Brim Summer Hat - Boardwalk Style Wide Brim Hat Boardwalk Style Hats
    Asymmetrical Big Brim Summer Hat - Boardwalk Style Wide Brim Hat Boardwalk Style Hats DA221-1 TT Toast tweed Medium (57 cm)

    Asymmetrical Big Brim Summer Hat - Boardwalk Style

    $ 31.00

    Discover effortless sun protection with this sophisticated asymmetrical design. The generous 4-inch front brim tapers gracefully to 3 inches at the...

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    $ 31.00

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.