Santiago Trucker Hat
The hat that takes every conversation from "hello" to "hell yeah!". What does that mean? It means this is our most compliment getting hat in the collection.
Wearing this hat is like being a celebrity, you catch people's eye, they nod in approval, they might even steal a candid pic.
This hat has a premium stitching cotton single panel front with a lightweight mesh back for ultimate breathability. It fits head sizes up to 60cm, which is big.
Buy 2 hats and get a 3rd one on us!
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Material & Care
Material & Care
Made from high-quality materials for durability and comfort. For best results, hand wash and air dry.
Fit & Sizing
Fit & Sizing
Designed for a comfortable fit, our sizing guide ensures you find your perfect match. Consult the chart in the picture carousel for accurate measurements and choose the size that suits you best.
Shipping & Returns
Shipping & Returns
We try our best to deliver quickly and offer an easy return policy to ensure your satisfaction. For full details on shipping options and returns, please see our guidelines.
It's so much more than "merch"
It's the nod across the bar, the "wait, you too?" at the airport, the thing that turns a random Tuesday into a story. We're not selling merch. We're selling the feeling of being in on it.
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We're built specifically for that feeling of anything's possible
The Story
The Story
A cliffside winery in Santorini. Rosé, charcuterie, and a dart I probably shouldn't have lit. My wife gave me the look "again?" and I said what I always say: they don't count on vacation. A stranger at the next table spun around and said "I say that exact thing." We shared a smoke, watched the sun do its thing, and somewhere between the second glass and the third dart, Vacation Darts was born.
The Brand
The Brand
Vacation Darts is a small lifestyle hat brand built around the cigarette you smoke on vacation even though you don't smoke. Started as an inside joke, kept alive by the people who get it. Limited drops, occasional restocks, and a community that keeps growing because of people exactly like you.
The Goods
The Goods
Authenticity is key to our ethos. Every hat is sourced, printed, and checked right here at home. We work with a local printer we actually trust, which means we're not just slapping a logo on a blank and hoping for the best. Every piece gets looked at before it goes out the door because the brand means something, and the clothes we sell should show that.
The Community
The Community
What started on a cliffside in Santorini is now on heads in countries we didn't even pitch to. People find us, they get it instantly, and they come back to tell us about it, the DMs, the tagged photos, the "I wore mine in [city you'd never expect] and three people stopped me." We didn't build a customer base. Somehow we built a group chat that spans the whole world.
A community of real beauties
Melissa H.
"Most amazing company where the CEO really cares about their customers! Amazing product! Received my hat and extremely great quality! Super happy!"
James T.
"I love vacation Darts! The brand is so dope and the quality of the goods is excellent. Fit is accurate and I get comments every time I wear this shirt (or the Monaco hat I also purchased).
Great customer service, cool brand, good quality, what more can you ask for?"
Simon T.
Honestly, the quality was shockingly amazing.
Very happy with this purchase, it is now my #1 vacation, music festival, event hat.
Chris. C
"Amazing customer service and fast shipping. Product packaging went above and beyond and product itself is awesome"
Michael S.
"If you enjoy darts and have a big head, this is the hat for you!
Really good quality hat, and for the larger headed dart enthusiasts out there - its perfect."
Natasha P.
"Wearing the hat is like being with a celebrity that always gets a nod, laugh or high-five everywhere it goes. A great way to start a convo…or bum a Vacation Dart. 😂"
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Awesome quality hat! Got a ton of compliments, perfect fit
Hi Falyn! We're thrilled to hear you love the Santiago Trucker Hat and that it’s getting compliments. Thanks so much for sharing your feedback!
I love this hat. Well done Joey. You da GOAT.
🐐
Awesome message to receive. Thank you 🙏🙏🙏
The trucker has a bit too big for my head. I do like the other style with the soft mesh back.
Hi Trent, thank you for your feedback. We're glad you like the other style with the soft mesh back. We appreciate your input on the fit and will consider it for future designs. Please feel free to reach out if you have any further questions or concerns.
My husband loves it! Fast delivery and a great looking hat. The handwritten note and sticker were greatly appreciated!
Thank you for taking the time to write a kind review! We love people who love vacation darts and want to show that in every package!
Love it 🤩
Glad you love it, vacation darts love you!
Great hat!
Hi Justin, thank you for your great review! We're glad you love the Santiago Trucker Hat. Enjoy it!
Husband loves his new hat but has since started smoking darts… I guess he feels like he’s on vacation
Looks cool, feels good
Literally all that matters. Great Review!
Cracking cap and plenty of compliments!!
Fantastic review!
Your merch is really cool and good quality. My brother and I are all about vacation Darts, purchased for our next trip.
That's what were going for. cool and good quality. We also built this for guys like you and your brother. Vacation Darts don't count.
Solid hat. Quality 101
We're very happy you like it!
Most amazing company where the CEO really cares about their customers! Amazing product! Received my hat and extremely great quality! Super happy!
Incredible review to receive, thanks Ian!
Our goal is always to deliver beyond expectations!
OUSTANDING
So glad you like it!
Excellent
Beauty!
Great hat. Fits perfectly. Thank you.
Vacation Darts don't count.
Vacation Darts don't count!
Thanks for the kind review.
Amazing quality and super beautiful
Thank you for the great words! Glad you like it!
Hilarious and fun. Bought as a gift. Good product and quality.
Thank you for the awesome review!
We aim to hit on all hilariousity, fun and quality so this is great to hear!
