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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
  • Reversible Terrycloth-Cotton Twill Wide Brim Sun Hat - MCI Wide Brim Sun Hat MegaCI 6590-NVRD Navy L (58.5 cm)
    Reversible Terrycloth-Cotton Twill Wide Brim Sun Hat - MCI Wide Brim Sun Hat MegaCI

    Reversible Terrycloth-Cotton Twill Wide Brim Sun Hat - MCI

    $ 24.00

    Enjoy versatile sun protection with this fun and functional wide-brim reversible beach hat designed specifically for larger head sizes. Featuring a...

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    $ 24.00
  • 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
  • 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
  • Shapeable Ribbon Brim Sun Hat with Straw Crown - Scala Hats Wide Brim Hat Scala Hats SCA11855-BLK Black
    Shapeable Ribbon Brim Sun Hat with Straw Crown - Scala Hats Wide Brim Hat Scala Hats SCA11855-NAVY Navy

    Shapeable Ribbon Brim Sun Hat with Straw Crown - Scala Hats

    $ 34.00

    Introducing a new Spring 2026 style from Scala Hats: a classic statement sun hat designed to deliver bold coverage and polished elegance in one eas...

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    $ 34.00
  • 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
  • Wide Brim Sun Hat with Print Scarf and Bow - Sun 'N' Sand Hats Wide Brim Hat Sun N Sand Hats
    Wide Brim Sun Hat with Print Scarf and Bow - Sun 'N' Sand Hats Wide Brim Hat Sun N Sand Hats HH3224B Tan OS (57 cm)

    Wide Brim Sun Hat with Print Scarf and Bow - Sun 'N' Sand Hats

    $ 40.50

    The picture does not give justice to this simply elegant sun hat. Solid color hat with black trim complemented with a black and natural print scarf...

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    $ 40.50
  • Split Brim Sun Hat with Straw Bow - Scala Collection Hats Wide Brim Hat Scala Hats
    Split Brim Sun Hat with Straw Bow - Scala Collection Hats Wide Brim Hat Scala Hats LP170-TT Toast Medium (57 cm)

    Split Brim Sun Hat with Straw Bow - Scala Collection Hats

    $ 39.99

    Embrace effortless elegance with this timeless wide-brim design that commands attention. The innovative butterfly split brim moves with you, offeri...

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    $ 39.99
  • Straw Sun Hat with Leatherette Tie - Sun 'N' Sand Hats Wide Brim Hat Sun N Sand Hats HH2384D White OS (57 cm)
    Straw Sun Hat with Leatherette Tie - Sun 'N' Sand Hats Wide Brim Hat Sun N Sand Hats HH2384E Navy OS (57 cm)

    Straw Sun Hat with Leatherette Tie - Sun 'N' Sand Hats

    $ 30.00

    Shield yourself from the sun in style with this sophisticated straw hat featuring a distinctive asymmetrical brim—4 inches wide at the front, taper...

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    $ 30.00
  • Marseille by Wallaroo Hat Company Wide Brim Hat Wallaroo Hats
    Marseille by Wallaroo Hat Company Wide Brim Hat Wallaroo Hats

    Marseille by Wallaroo Hat Company

    $ 73.00

    The Marseille offers a chic, fashion-forward silhouette with its striking striped design and generous downward brim. Lightweight and comfortable, i...

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    $ 73.00
  • 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
  • Petite Marseille by Wallaroo Hat Company Wide Brim Hat Wallaroo Hats
    Petite Marseille by Wallaroo Hat Company Wide Brim Hat Wallaroo Hats

    Petite Marseille by Wallaroo Hat Company

    $ 73.00

    The Petite Marseille brings Wallaroo’s iconic designer striped wide-brim style to smaller head sizes. Its dramatic downward-curved brim offers exce...

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    $ 73.00
  • Packable, Washable Split Brim Straw Sun Hat - Boardwalk Style Wide Brim Hat Boardwalk Style Hats
    Packable, Washable Split Brim Straw Sun Hat - Boardwalk Style Wide Brim Hat Boardwalk Style Hats DA1864-NAT Natural/Tan OS (57 cm)

    Packable, Washable Split Brim Straw Sun Hat - Boardwalk Style

    $ 31.00

    Experience the ideal balance of elegance and functionality with this charming straw sun hat, designed for effortless boardwalk style and reliable s...

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    $ 31.00
  • Wide Brim Straw Ponytail Facesaver Sun Hat - Boardwalk Hats Wide Brim Hat Boardwalk Style Hats
    Wide Brim Straw Ponytail Facesaver Sun Hat - Boardwalk Hats Wide Brim Hat Boardwalk Style Hats DA1929-IVO Ivory Tweed OS

    Wide Brim Straw Ponytail Facesaver Sun Hat - Boardwalk Hats

    $ 27.00

    Stay protected and stylish with this Wide Brim Straw Ponytail Facesaver Sun Hat from Boardwalk Hats. Featuring a robust UPF 50+ rating that blocks ...

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    $ 27.00
  • Ribbon and Straw Wide Brim Ponytail Sun Hat - Boardwalk Hats Visor Cap Boardwalk Style Hats
    Ribbon and Straw Wide Brim Ponytail Sun Hat - Boardwalk Hats Visor Cap Boardwalk Style Hats DA1930-IVBK Ivory / Black OS

    Ribbon and Straw Wide Brim Ponytail Sun Hat - Boardwalk Hats

    $ 25.00

    Keep the sun at bay with this versatile Ribbon and Straw Wide Brim Ponytail Sun Hat from Boardwalk Hats. Engineered with UPF 50+ protection, the ge...

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    $ 25.00
  • Packable Straw Souwestern Summer Hat - Sun 'N' Sand Hats Wide Brim Hat Sun N Sand Hats
    Packable Straw Souwestern Summer Hat - Sun 'N' Sand Hats Wide Brim Hat Sun N Sand Hats HH1461B Brown Medium (57 cm)

    Packable Straw Souwestern Summer Hat - Sun 'N' Sand Hats

    $ 29.00

    Embrace timeless style with this vintage-inspired southwestern prairie hat, perfect for your next journey. Featuring a distinctive dome crown with ...

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    $ 29.00

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.