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Vacation Hats – Stylish Sun Hats for Every Getaway

  • Crocheted Summer Cloche - Callanan Handmade Hats Wide Brim Hat Callanan Hats CR257WH White M/L (58 cm)

    Crocheted Summer Cloche - Callanan Handmade Hats

    $ 79.00

    Crafted by the talented hands of John Callanan, this charming cloche brings vintage flair to your summer wardrobe. Hand-crocheted with shimmering L...

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    $ 79.00
  • Asymmetrical Brim Summer Hat - Large and XL Size Women's Hats Wide Brim Hat Jeanne Simmons Accessories
    Asymmetrical Brim Summer Hat - Large and XL Size Women's Hats Wide Brim Hat Jeanne Simmons Accessories js8209TN-L Tan Large (59 cm)

    Asymmetrical Brim Summer Hat - Large and XL Size Women's Hats

    $ 34.00

    Step into sun-smart style with this elegant asymmetrical brim hat, thoughtfully designed for larger head sizes. The unique silhouette features a 3....

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    $ 34.00
  • Tahiti Fedora by Wallaroo Hat Company Fedora Hat Wallaroo Hats
    Tahiti Fedora by Wallaroo Hat Company Fedora Hat Wallaroo Hats

    Tahiti Fedora by Wallaroo Hat Company

    $ 67.00

    The Tahiti Fedora offers natural island-inspired beauty with its hand-crocheted raffia construction and lightweight, breathable feel. The narrow br...

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    $ 67.00
  • Multi Tone Up Brim Summer Breton - Jeanne Simmons Hats Kettle Brim Hat Jeanne Simmons Accessories js8004BK Black
    Multi Tone Up Brim Summer Breton - Jeanne Simmons Hats Kettle Brim Hat Jeanne Simmons Accessories

    Multi Tone Up Brim Summer Breton - Jeanne Simmons Hats

    $ 28.00

    Dive into summer style with this vibrant multi-tone poly-straw breton that's as fun as it is functional. The upturned brim and dome crown create a ...

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    $ 28.00
  • Cotton Facesaver Cap with Bow - Cappelli Hats Cap Cappelli Straworld L70-PINK Pink Medium (57 cm)
    Cotton Facesaver Cap with Bow - Cappelli Hats Cap Cappelli Straworld

    Cotton Facesaver Cap with Bow - Cappelli Hats

    $ 26.50

    Shield your face in style with this charming cotton facesaver cap featuring a delightful bow accent. The generous 4" peak and wraparound brim keep ...

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    $ 26.50
  • Aussie Packable Breezer, S to 3XL Hat Sizes - Henschel Hats Safari Hat Henschel Hats
    Aussie Packable Breezer, S to 3XL Hat Sizes - Henschel Hats Safari Hat Henschel Hats h5310khS Khaki Small (21 1/2")

    Aussie Packable Breezer, S to 3XL Hat Sizes - Henschel Hats

    $ 50.00

    Step into the outback spirit with the Aussie Packable Breezer, designed for those who refuse to compromise between style and function. This innovat...

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    $ 50.00
  • Packable Hiker Hat, S to 3XL Hat Sizes - Henschel Breezer Hats Safari Hat Henschel Hats h4310BKM Black Medium (22 1/4")
    Packable Hiker Hat, S to 3XL Hat Sizes - Henschel Breezer Hats Safari Hat Henschel Hats h4310eaS Earth Small (21 1/2")

    Packable Hiker Hat, S to 3XL Hat Sizes - Henschel Breezer Hats

    $ 49.00

    Step into your next adventure with confidence wearing the Henschel Breezer—a lightweight, crushable mesh hat built for explorers who refuse to comp...

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    $ 49.00
  • Aqua Hat by Wallaroo Hats Wide Brim Hat Wallaroo Hats
    Aqua Hat by Wallaroo Hats Wide Brim Hat Wallaroo Hats

    Aqua Hat by Wallaroo Hats

    $ 49.00

    The Aqua Hat is built for active days around water, combining quick-dry performance with flexible sun coverage. Made from soft, lightweight Lycra®,...

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    $ 49.00
  • Victoria Diva by Wallaroo Hats Wide Brim Hat Wallaroo Hats VICD-20-WH White M/L (58 cm)
    Victoria Diva by Wallaroo Hats Wide Brim Hat Wallaroo Hats

    Victoria Diva by Wallaroo Hats

    $ 53.00

    The Victoria Diva is a statement wide-brim sun hat crafted to deliver maximum coverage with lightweight comfort. Its sweeping brim offers exception...

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    $ 53.00
  • Sydney - Wallaroo Hats Kettle Brim Hat Wallaroo Hats
    Sydney - Wallaroo Hats Kettle Brim Hat Wallaroo Hats

    Sydney - Wallaroo Hats

    $ 51.00

    The Sydney Sun Hat is one of Wallaroo’s bestselling summer styles thanks to its soft, breathable poly-braid design of matching hues. The flexible 3...

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    $ 51.00
  • Ribbon Sun Hat with Flower Button - Boardwalk Style Wide Brim Hat Boardwalk Style Hats
    Ribbon Sun Hat with Flower Button - Boardwalk Style Wide Brim Hat Boardwalk Style Hats DA773-BG White Medium (57 cm)

    Ribbon Sun Hat with Flower Button - Boardwalk Style

    $ 25.00

    Shield yourself from the sun in style with this charming ribbon sun hat featuring an elegant wooden flower button accent. The shapeable medium-wide...

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    $ 25.00
  • Two Tone Summer Cloche - Karen Keith Cloche Great hats by Karen Keith
    Two Tone Summer Cloche - Karen Keith Cloche Great hats by Karen Keith BT15D Brown Tweed

    Two Tone Summer Cloche - Karen Keith

    $ 24.99

    Discover the perfect companion for your sun-filled adventures with this elegant two-tone cloche from Karen Keith. Woven from a luxuriously soft pap...

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    $ 24.99
  • Karen Keith Poly Braid Facesaver Hat Facesaver Hat Great hats by Karen Keith
    Karen Keith Poly Braid Facesaver Hat Facesaver Hat Great hats by Karen Keith P9cbBN Brown

    Karen Keith Poly Braid Facesaver Hat

    $ 28.00

    Unleash your potential with this ingeniously designed facesaver hat—your passport to sun-soaked confidence. The distinctive backless construction p...

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    $ 28.00
  • Taslon Folding-Bill Canyon Cap with Sun Shield - Juniper Hat Cap MegaCI
    Taslon Folding-Bill Canyon Cap with Sun Shield - Juniper Hat Cap MegaCI J7236 Khaki

    Taslon Folding-Bill Canyon Cap with Sun Shield - Juniper Hat

    $ 26.00

    Engineered for the adventurer who refuses to compromise, this Taslon cap transforms your outdoor experience with innovative design and protective p...

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    $ 26.00
  • Cotton Breton Hat with Shapeable Brim - Milani Hat Kettle Brim Hat Milani Hats bh010PK Pink M/L (57 - 58 cm)
    Cotton Breton Hat with Shapeable Brim - Milani Hat Kettle Brim Hat Milani Hats bh010DN Denim M/L (57 - 58 cm)
    Sale

    Cotton Breton Hat with Shapeable Brim - Milani Hat

    Original Price $ 20.00
    Current Price $ 15.00

    Meet your new go-to summer companion! This charming breton hat features a soft, shapeable cotton construction that bends to your style—literally. T...

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    Original Price $ 20.00
    Current Price $ 15.00
    Sale
  • Outback Hat by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Outback Hat by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Outback Hat by Wallaroo Hat Company

    $ 61.00

    The Outback Safari Hat is designed for active outdoor lifestyles, featuring a durable, breathable construction that stands up to everyday adventure...

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    $ 61.00
  • Palmer Safari by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Palmer Safari by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Palmer Safari by Wallaroo Hat Company

    $ 61.00

    The Palmer Fedora features clean lines and a breathable woven texture that makes it a stylish and practical warm-weather hat. The structured crown ...

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    $ 61.00
  • Tahiti Cowboy by Wallaroo Hat Company Cowboy Hat Wallaroo Hats
    Tahiti Cowboy by Wallaroo Hat Company Cowboy Hat Wallaroo Hats

    Tahiti Cowboy by Wallaroo Hat Company

    $ 71.00

    The Tahiti Cowboy Hat brings tropical Western style to summer outfits with its hand-crocheted raffia construction and sculpted cowboy crown accente...

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    $ 71.00
  • Victoria Fedora by Wallaroo Hats Safari Hat Wallaroo Hats
    Victoria Fedora by Wallaroo Hats Safari Hat Wallaroo Hats
    Sale

    Victoria Fedora by Wallaroo Hats

    Original Price $ 55.00
    from $ 40.00

    The Victoria Fedora blends Wallaroo’s bestselling Victoria construction with a classic fedora crown, creating a stylish everyday sun hat perfect fo...

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    Original Price $ 55.00
    from $ 40.00
    Sale
  • Breton by Wallaroo Hat Company Kettle Brim Hat Wallaroo Hats
    Breton by Wallaroo Hat Company Kettle Brim Hat Wallaroo Hats

    Breton by Wallaroo Hat Company

    $ 51.00

    The Breton is one of Wallaroo’s signature wide-brim sun hats, beloved for its graceful shape and flattering coverage. The soft, flexible poly-ribbo...

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    $ 51.00
  • Catalina by Wallaroo Hat Company Kettle Brim Hat Wallaroo Hats
    Catalina by Wallaroo Hat Company Kettle Brim Hat Wallaroo Hats

    Catalina by Wallaroo Hat Company

    $ 65.00

    The Catalina is crafted from finely crocheted raffia straw that give it a warm, natural feel ideal for coastal escapes or sunny afternoons. Its sha...

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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.