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A man and woman on vacation wearing wide brims hats by Will & Bear, in a rustic bohemian pool setting.

All Vacation & Holiday Hats

Laid-back sun safety for everyone

25 Results

Andy Oak
Best-seller

Andy Oak

4.8 (505)

$149.00

Unit price
per 

3 colors
Austin Brown straw hat in the studio front view
Austin Brown straw hat worn at the beach by young man
Best-seller
New

Austin Brown

4.6 (83)

$139.00

Unit price
per 

2 colors
Calloway Tan
Best-seller

Calloway Tan

4.9 (76)

$139.00

Unit price
per 

5 colors
Harvey Amber
Sold out

Harvey Amber

4.7 (105)

$99.00

Unit price
per 

Austin Sand raffia hat front view
Young woman wearing Austin Sand at the beach
New

Austin Sand

4.6 (83)

$139.00

Unit price
per 

2 colors
River Sand
Best-seller

River Sand

4.8 (60)

$119.00

Unit price
per 

Front view of a straw cowboy hat

Buck Bone

5.0 (2)

$129.00

Unit price
per 

Calloway Cream
Best-seller

Calloway Cream

4.9 (1595)

$139.00

Unit price
per 

5 colors
Rider Bone
Best-seller

Rider Bone

4.7 (90)

$129.00

Unit price
per 

Andy Cream
Best-seller

Andy Cream

4.8 (505)

$149.00

Unit price
per 

3 colors
Calloway Fawn Front View - Light Brown Merino Wool Wide Brim Hat for Men & Women
Best-seller

Calloway Fawn

4.9 (1595)

$139.00

Unit price
per 

5 colors
front view of a straw fedora hat
Straw hat on a woman
New

Calloway Bone

5.0 (1)

$119.00

Unit price
per 

5 colors
Sawyer Sand

Sawyer Sand

5.0 (8)

$129.00

Unit price
per 

Stevie Sand

Stevie Sand

5.0 (45)

$119.00

Unit price
per 

William Oak
Best-seller

William Oak

4.9 (1067)

$129.00

Unit price
per 

2 colors
Sunny Husk
Best-seller

Sunny Husk

5.0 (5)

$119.00

Unit price
per 

2 colors
Sunny Sand straw bucket hat front view
Sunny Sand in two colors - Husk and Sand

Sunny Sand

4.5 (11)

$119.00

Unit price
per 

2 colors
Ladies white cream bucket hat
Women wearing white cream bucket hat
New

Bodhi Bone

5.0 (3)

$89.00

Unit price
per 

Fischer Bone

Fischer Bone

4.8 (40)

$69.00

Unit price
per 

2 colors
Fischer Sand
Best-seller

Fischer Sand

4.8 (40)

$69.00

Unit price
per 

2 colors

Will & Bear vacation hats are the perfect travel companion, combining functionality with protection, and supporting the places you love to explore.