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Vacation Hats – Stylish Sun Hats for Every Getaway

  • Wide Brim Straw Ponytail Facesaver Sun Hat - Jeanne Simmons Wide Brim Hat Jeanne Simmons Accessories
    Wide Brim Straw Ponytail Facesaver Sun Hat - Jeanne Simmons Wide Brim Hat Jeanne Simmons Accessories JS8301-BLK Black Tweed OS

    Wide Brim Straw Ponytail Facesaver Sun Hat - Jeanne Simmons

    $ 35.00

    Stay cool, protected, and effortlessly stylish with the Wide Brim Straw Ponytail Facesaver Sun Hat from Jeanne Simmons Accessories. Designed for ac...

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    $ 35.00
  • 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...

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    $ 37.50
  • 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
  • Flex Weave Straw Pinched Crown Fedora Hat - Boardwalk Style Fedora Hat Boardwalk Style Hats DA1352-BLK Black Heather OS (57 cm)
    Flex Weave Straw Pinched Crown Fedora Hat - Boardwalk Style Fedora Hat Boardwalk Style Hats

    Flex Weave Straw Pinched Crown Fedora Hat - Boardwalk Style

    $ 43.00

    Refined yet practical, this pinched crown fedora hat is crafted from premium Flex-Weave straw for lightweight durability and elevated summer style....

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    $ 43.00
  • Flex Weave Straw Pinched Crown Safari Hat - Boardwalk Style Safari Hat Boardwalk Style Hats DA1353-TAUP Taupe OS (57 cm)
    Flex Weave Straw Pinched Crown Safari Hat - Boardwalk Style Safari Hat Boardwalk Style Hats

    Flex Weave Straw Pinched Crown Safari Hat - Boardwalk Style

    $ 45.00

    Elevate your warm-weather wardrobe with this pinched crown sun hat, crafted from premium Flex-Weave straw for a refined look that travels beautiful...

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    $ 45.00
  • Flex Weave Straw Flat Top Bucket Hat - Boardwalk Style Wide Brim Hat Boardwalk Style Hats
    Flex Weave Straw Flat Top Bucket Hat - Boardwalk Style Wide Brim Hat Boardwalk Style Hats DA1356-TAUP Taupe OS (57 cm)

    Flex Weave Straw Flat Top Bucket Hat - Boardwalk Style

    $ 42.00

    Make a statement in the sun with this stunning flat-top bucket hat, designed with a dramatic 4.5-inch wide downward-sloping brim for exceptional co...

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    $ 42.00
  • Flex Weave Straw Lampshade Style Hat - Boardwalk Style Wide Brim Hat Boardwalk Style Hats DA1355-NAT Natural Heather OS (57 cm)
    Flex Weave Straw Lampshade Style Hat - Boardwalk Style Wide Brim Hat Boardwalk Style Hats

    Flex Weave Straw Lampshade Style Hat - Boardwalk Style

    $ 49.00

    Make a sophisticated statement in the sun with this lampshade-style hat, designed with a dramatic 5-inch wide downward-sloping brim for ultimate co...

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    $ 49.00
  • Flex Weave Straw Asymmetrical Brim Sun Hat - Boardwalk Style Wide Brim Hat Boardwalk Style Hats DA1354-NAT Natural Heather OS (57 cm)
    Flex Weave Straw Asymmetrical Brim Sun Hat - Boardwalk Style Wide Brim Hat Boardwalk Style Hats

    Flex Weave Straw Asymmetrical Brim Sun Hat - Boardwalk Style

    $ 50.00

    Elevate your sun style with this beautiful Flex-Weave straw hat, designed with a graceful dome crown and a striking asymmetrical brim for modern so...

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    $ 50.00
  • Flex Weave Straw Wide Brim Beach Hat - Boardwalk Style Wide Brim Sun Hat Boardwalk Style Hats DA1350-NAT Natural Heather OS (57 cm)
    Flex Weave Straw Wide Brim Beach Hat - Boardwalk Style Wide Brim Sun Hat Boardwalk Style Hats

    Flex Weave Straw Wide Brim Beach Hat - Boardwalk Style

    $ 49.00

    Turn every shoreline stroll into a style moment with this stunning Flex-Weave straw beach hat, designed to elevate your seaside and resort adventur...

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    $ 49.00
  • Wide Asymmetrical Brim Summer Hat with Bow - Boardwalk Style Wide Brim Hat Boardwalk Style Hats
    Wide Asymmetrical Brim Summer Hat with Bow - Boardwalk Style Wide Brim Hat Boardwalk Style Hats DA1839-BLK Black tweed OS (57 cm)

    Wide Asymmetrical Brim Summer Hat with Bow - Boardwalk Style

    $ 34.00

    Step into summer with confidence in this striking asymmetrical sun hat that balances style with serious sun protection. The dramatic 5.5-inch front...

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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
  • 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
  • Pinned Up Back Sun Hat with Chiffon Scarf - Sun 'N' Sand Hats Facesaver Hat Sun N Sand Hats
    Pinned Up Back Sun Hat with Chiffon Scarf - Sun 'N' Sand Hats Facesaver Hat Sun N Sand Hats HH3481B Black OS (57 cm)

    Pinned Up Back Sun Hat with Chiffon Scarf - Sun 'N' Sand Hats

    $ 43.00

    Elevate your sun protection game with this sophisticated facesaver hat that combines function with undeniable style. Its dramatically angled brim s...

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    $ 43.00
  • 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...

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    $ 53.00
  • Two Tone Summer Cloche with Contrast Trim - Karen Keith Cloche Great hats by Karen Keith BT15-NTTW Natural Tweed 58 cm
    Two Tone Summer Cloche with Contrast Trim - Karen Keith Cloche Great hats by Karen Keith BT15-BKTW Black Tweed 58 cm

    Two Tone Summer Cloche with Contrast Trim - Karen Keith

    $ 23.00

    Discover the perfect balance of sophistication and practicality with this elegant two-tone cloche. Crafted from a supremely soft paper-poly blend, ...

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    $ 23.00
  • Karen Keith Striped Brim Straw Facesaver Hat with Bow Facesaver Hat Great hats by Karen Keith BT29-B Navy
    Karen Keith Striped Brim Straw Facesaver Hat with Bow Facesaver Hat Great hats by Karen Keith BT29-A Black

    Karen Keith Striped Brim Straw Facesaver Hat with Bow

    $ 33.00

    Embrace effortless style with this Karen Keith straw facesaver hat, designed for those who refuse to compromise between fashion and function. The i...

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    $ 33.00
  • Women's Straw Brim Cap with Infinity Loop - Sun 'N' Sand Hats Facesaver Hat Sun N Sand Hats HH3100B Black Tweed OS
    Women's Straw Brim Cap with Infinity Loop - Sun 'N' Sand Hats Facesaver Hat Sun N Sand Hats HH3100A Natural OS

    Women's Straw Brim Cap with Infinity Loop - Sun 'N' Sand Hats

    $ 34.50

    Shield yourself from the sun in effortless style with this sophisticated straw brim cap. Crafted with a generous 3.5" brim and UPF 50+ protection, ...

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    $ 34.50
  • 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...

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    $ 32.00

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.