Beach & Vacation Hats

Bring vacation vibes wherever you go with our collection of beach and vacation hats. Featuring sunny sayings, coastal-inspired designs, poolside favorites, and relaxed boutique style, these hats are perfect for beach trips, tropical getaways, cruises, pool days, and warm-weather adventures.
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  • Woman wearing Pool Please Trucker Hat with distressed burgundy front and tan mesh back tilted down showing multicolor embroidered Pool Please lettering with white tee and poolside backdrop
    Sale

    Pool Please Trucker Hat - Burgundy

    Pool Please Trucker Hat - Burgundy
    $20.00
    $20.00 $30.00
  • Woman wearing Mermaid Hair Don't Care Trucker Hat with washed pink distressed front and tan mesh back tilted down showing white and teal mermaid embroidery with beach backdrop
    Sale

    Mermaid Hair Don’t Care Trucker Hat

    Mermaid Hair Don’t Care Trucker Hat
    $20.00
    $20.00 $30.00
  • A smiling woman outside a colorful beach shop holds an iced coffee wearing a bright blue Good Vibes Trucker Hat with multicolor embroidered lettering and smiley face accent.
    Sale

    Good Vibes Trucker Hat

    Good Vibes Trucker Hat
    $20.00
    $20.00 $30.00
  • A woman sitting by a swimming pool wearing a black and gray trucker hat with the text 'POOL HAIR don't CARE' and flip-flop graphics. She is wearing a turquoise bikini top and a white cover-up shirt, with lounge chairs and palm trees in the background.
    Sale

    Pool Hair Don’t Care Trucker Hat

    Pool Hair Don’t Care Trucker Hat
    $20.00
    $20.00 $30.00
  • A woman wearing the I'm Nicer When I'm Tan trucker hat in cream and pink at a sunny outdoor location, styled with a summer outfit.
    Sale

    I’m Nicer When I’m Tan Trucker Hat

    I’m Nicer When I’m Tan Trucker Hat
    $20.00
    $20.00 $30.00
  • A woman stands on a sunny boardwalk wearing a black and beige trucker hat with 'beach life' embroidered in colorful letters. She is dressed in a white button-up shirt, a coral pink ribbed tank top, and white denim shorts, carrying a large straw tote bag.
    Sale

    Beach Life Trucker Hat

    Beach Life Trucker Hat
    $20.00
    $20.00 $30.00
  • A woman on a wooden boardwalk at the beach wearing a black and gray trucker hat with the text 'BEACH HAIR Don't Care' and a white tunic top, holding brown sandals.
    Sale

    Beach Hair Don't Care Trucker Hat

    Beach Hair Don't Care Trucker Hat
    $20.00
    $20.00 $30.00
  • A woman at the beach wearing a turquoise and tan trucker hat with 'Beach Mode' embroidered on the front, alongside a golden retriever and a beach-themed tote bag.
    Sale

    Beach Mode Trucker Hat

    Beach Mode Trucker Hat
    $20.00
    $20.00 $30.00
  • A woman on a sandy beach at sunset wearing a coral pink trucker hat with a retro sunburst "Hello Sunshine" embroidered patch, paired with a white button-down and denim shorts.
    Sale

    Hello Sunshine Trucker Hat

    Hello Sunshine Trucker Hat
    $20.00
    $20.00 $30.00
  • A woman at a beach bar wearing a royal blue Coconut Tree Trucker Hat with white embroidered "You think you just fell out of a coconut tree?" quote, holding a coconut drink.
    Sale

    Coconut Tree Trucker Hat

    Coconut Tree Trucker Hat
    $20.00
    $20.00 $30.00
  • A woman wearing a maroon and beige trucker-style baseball cap with a colorful 'OHHEY Vacay' patch on the front, posing outdoors in front of a pink VW van and a colorful signpost.
    Sale

    Oh Hey Vacay Trucker Hat

    Oh Hey Vacay Trucker Hat
    $20.00
    $20.00 $30.00
  • A woman at the beach wearing a distressed black trucker hat with 'BEACH HAIR don't CARE' and a pink anchor graphic on the front. The background shows a sunset over the ocean with sand dunes and beach grass.
    Sale

    Beach Hair Don't Care Trucker Hat

    Beach Hair Don't Care Trucker Hat
    $20.00
    $20.00 $30.00
  • A woman in an airport terminal wearing a maroon and beige trucker hat with 'Travel Mode' embroidered on the front, holding the brim over her eyes.
    Sale

    Travel Mode Trucker Hat

    Travel Mode Trucker Hat
    $20.00
    $20.00 $30.00
  • A woman at a beach during sunset wearing a distressed black and gray trucker hat with the text 'High Tides Good Vibes' in white, paired with a white t-shirt. A wooden signpost with directional signs reading 'SALTWATER', 'SUNSHINE', and 'GOOD VIBES' stands next to her.
    Sale

    High Tides & Good Vibes Trucker Hat

    High Tides & Good Vibes Trucker Hat
    $20.00
    $20.00 $30.00
  • A woman at a pool wearing a pink trucker hat with colorful text that reads 'POOL PLEASE' and sunglasses, along with a turquoise bikini and white cover-up, holding a pink drink.
    Sale

    Pool Please Trucker Hat

    Pool Please Trucker Hat
    $20.00
    $20.00 $30.00