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Vacation Hats – Stylish Sun Hats for Every Getaway

  • Tweed Straw Safari Hat - Jeanne Simmons Hats Safari Hat Jeanne Simmons Accessories
    Tweed Straw Safari Hat - Jeanne Simmons Hats Safari Hat Jeanne Simmons Accessories js8250wh White tweed

    Tweed Straw Safari Hat - Jeanne Simmons Hats

    $ 31.00

    Step out in style with this charming tweed straw safari hat from Jeanne Simmons. Crafted from a soft straw and poly blend, it features a classic fe...

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    $ 31.00
  • Large Roll Up Sun Visor with Contrast Trim - Boardwalk Hats Visor Cap Boardwalk Style Hats
    Large Roll Up Sun Visor with Contrast Trim - Boardwalk Hats Visor Cap Boardwalk Style Hats

    Large Roll Up Sun Visor with Contrast Trim - Boardwalk Hats

    $ 25.00

    Shield your face and neck from harmful UV rays with this versatile sun visor, engineered with UPF 50+ protection to keep you safe during outdoor ac...

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    $ 25.00
  • Amelia by Wallaroo Hats Kettle Brim Hat Wallaroo Hats AMENT Natural M/L (58 cm)
    Amelia by Wallaroo Hats Kettle Brim Hat Wallaroo Hats

    Amelia by Wallaroo Hats

    $ 59.00

    The Amelia is a charming everyday sun hat designed for easy wear from the beach to the garden. Its soft, flexible weave creates a relaxed look, whi...

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    $ 59.00
  • Sedona XL Fedora for Large Head by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Sedona Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Sedona Fedora by Wallaroo Hat Company

    $ 61.00

    The full-size Sedona Safari Hat blends a relaxed woven texture with excellent sun protection for warm-weather outings. Its wide downturned brim pro...

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    $ 61.00
  • Summer Floppy Hat with Linen Scarf by Milani Floppy Hat Milani Hats
    Summer Floppy Hat with Linen Scarf by Milani Floppy Hat Milani Hats BB0058LT Latte

    Summer Floppy Hat with Linen Scarf by Milani

    $ 25.00

    Stay sun-safe in style with this charming floppy hat from Milani. The generous 5-inch brim keeps rays at bay while the UPF 50+ protection works ove...

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    $ 25.00
  • 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
  • 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
  • Roll Up Wide Brim Solid Color Sun Visor - Boardwalk Style Visor Cap Boardwalk Style Hats
    Roll Up Wide Brim Solid Color Sun Visor - Boardwalk Style Visor Cap Boardwalk Style Hats

    Roll Up Wide Brim Solid Color Sun Visor - Boardwalk Style

    $ 19.25

    Dare to face the sun with confidence in this bold wide-brim visor that refuses to compromise on style or protection. Engineered with a commanding 6...

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    $ 19.25
  • 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
  • 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
  • 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
  • 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
  • Crownless Sun Visor Hat by Jeanne Simmons Visor Cap Jeanne Simmons Accessories js6403BK Black tweed
    Crownless Sun Visor Hat by Jeanne Simmons Visor Cap Jeanne Simmons Accessories js6405WH White tweed

    Crownless Sun Visor Hat by Jeanne Simmons

    $ 32.00

    Shield your face and neck from the sun in style with this clever crownless visor. The generous 4" wide brim delivers serious UV defense, while the ...

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    $ 32.00
  • 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
  • Wrap Around Sun Visor Hat with Contrast Trim by Boardwalk Visor Cap Boardwalk Style Hats
    Wrap Around Sun Visor Hat with Contrast Trim by Boardwalk Visor Cap Boardwalk Style Hats da148-1nt Natural

    Wrap Around Sun Visor Hat with Contrast Trim by Boardwalk

    $ 17.50

    Experience ultimate sun protection with this innovative wrap-around visor featuring a generous 4-inch ribbon-bound brim that shields from every ang...

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    $ 17.50
  • Two Tone Roll Up Wrap Around Sun Visor Hat by Boardwalk Visor Cap Boardwalk Style Hats
    Two Tone Roll Up Wrap Around Sun Visor Hat by Boardwalk Visor Cap Boardwalk Style Hats da148-2bk Black OS

    Two Tone Roll Up Wrap Around Sun Visor Hat by Boardwalk

    $ 21.00

    Experience the perfect blend of style and practicality with this versatile sun visor. The generous 4-inch brim wraps completely around your head, d...

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    $ 21.00
  • Heathered Roll Up Sun Visor Hat - Boardwalk Style Visor Cap Boardwalk Style Hats
    Heathered Roll Up Sun Visor Hat - Boardwalk Style Visor Cap Boardwalk Style Hats

    Heathered Roll Up Sun Visor Hat - Boardwalk Style

    $ 21.00

    Stay cool, covered, and effortlessly sun-safe with this full-brim wraparound sun visor—the perfect blend of fashion and function for warm-weather d...

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    $ 21.00
  • 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

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.