- 1 Madewell Packable Mesa Straw Hat
- 2 Brixton Joanna Straw Hat
- 3 Dodo Bar Or Daria Floral-Print Bucket Hat
- 4 Anthropologie Lack of Color Benson Rancher
- 5 Gucci Grosgrain-Trimmed Raffia Hat
- 6 Everlane Baseball Cap
- 7 Madewell Baseball Cap in Corduroy
- 8 Eric Javits Hampton Straw Sun Hat
- 9 Zimmermann Raffia Stripe Visor
- 10 Faithfull The Brand Floral-Print Bucket Hat
- 11 Hat Attack Mini Roll Up Visor
- 12 Brixton Joanna Embroidered Straw Hat
- 13 Carhartt Odessa Cap
- 14 Hat Attack Canvas Packable Hat
- 15 Betmar Gossamer Hat
- 16 Janessa Leone Cameron Hat
- 17 Ruphedy Women Sun Straw Visor Hat
- 18 Eugenia Kim Courtney Hat
- 19 Womens Wide Brim Sun Hat with Wind Lanyard
- 20 Balenciaga Classic Sea Baseball Cap
20 Trendy Sun Hats to Complete Every Vacation Outfit
Like a classic cotton sundress or a flattering one-piece swimsuit, a quality hat is a cornerstone of any chic vacation outfit. Whether you’re looking for a travel-friendly floppy topper or a casual-cool baseball cap, we’ve scouted 20 stylish summer hats to shop now.
Madewell Packable Mesa Straw Hat
Some things are so good you just have to invest in multiples—this hat comes in black and natural, so both of your neutrals are accounted for. A wide brim means the sun is kept out of your eyes, while lightweight, hand-woven straw allows your noggin to breathe. And thanks to its unstructured top, you can squish this topper right into your suitcase, and you’ll never know the difference.
Brixton Joanna Straw Hat
Whether you’re hitting the beach on Block Island or the boardwalk in Santa Monica, this classic woven hat will come in handy. The wide brim straw design features a thick grosgrain band that couples well with casual outfits.
Dodo Bar Or Daria Floral-Print Bucket Hat
Straw hats not really your thing? Well, the ‘90s just so happen to be back and with that comes the second wave of bucket hats. Resurrect the trend yourself with Dodo Bar Or’s retro floral print design.
Anthropologie Lack of Color Benson Rancher
This simple rancher has “summer staple” written all over it. Pair it with a floaty sundress and strappy sandals or cropped wide-leg pants and a plain tee—you really can’t go wrong.
Gucci Grosgrain-Trimmed Raffia Hat
Go all out with this signature Gucci grosgrain-trimmed number made in Italy.
Madewell Baseball Cap in Corduroy
If a classic baseball cap feels too blah for your taste, reach for this trendy mustard corduroy topper instead.
Eric Javits Hampton Straw Sun Hat
Fashionable and surprisingly travel-friendly, Eric Javits’ packable Hampton hat is made from the company’s signature Squishee straw. That means you can pack it away between layers of dresses and tops and it’ll pop right back into shape when you’re ready to wear it.
Faithfull The Brand Floral-Print Bucket Hat
Sported by more celebs and influencers than we can count, the printed bucket hat is one of this season’s trendiest looks. Faithfull The Brand’s fresh take features a citrusy floral print and dainty ties.
Hat Attack Mini Roll Up Visor
If your messy bun is a summer mainstay, opt for a cool visor. This woven straw topper will protect your face from the sun while also allowing your hair’s natural highlights to get their fair share of lightening rays.
Brixton Joanna Embroidered Straw Hat
Add an extra ounce of texture and color to your summer outfits with this embroidered straw hat.
Carhartt Odessa Cap
The Carhartt dad cap is a perfect alternative to a straw hat. Plus, the 100% cotton canvas construction can take a real beating, making it a great on-the-road option.
Hat Attack Canvas Packable Hat
With natural-colored stripes, this floppy-brim canvas hat will go with any swimsuit in your collection.
Janessa Leone Cameron Hat
We love the structured look of LA-based designer Janessa Leone’s handmade Cameron hat.
Ruphedy Women Sun Straw Visor Hat
On a budget? Grab this stylish straw visor for under $10 on Amazon.
Womens Wide Brim Sun Hat with Wind Lanyard
We can imagine ourselves wearing this boho-chic sun hat with a flowy white kaftan on a beach day in Tulum.
Balenciaga Classic Sea Baseball Cap
Got some extra coin in your pocket? This Balenciaga cap may be a big splurge, but hey, it’s Balenciaga.
What to Wear This Summer
Women's Beachy Cover Outfit
- How to Look Like the Most Stylish Woman in the Airport
- 7 Best Winter Beaches in America
- The Cutest One-Piece Swimsuits for All Your Tropical Getaways
Here at Jetsetter, our editors curate everything you need to travel—and live—smartly, fashionably, and consciously. All of our market picks are independently selected. If you buy something we link to on our site, Jetsetter may earn commission.