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35 Road Trip-Ready Fashions

From Disheveled Explorer Lookbooks to Rugged Smuggler Duffels

— May 14, 2013 — Fashion
Staying fresh while journeying on the open road can be difficult, but these road trip fashions will keep you riding in style. Whether you prefer something more retro or modern, travel style should be comfortable yet chic.

Road trips are a very popular option for thrifty vacationers. These adventure-inspired fashions stay true to their free-spirited roots while keeping your look snazzy. The resulting wide array of classy, yet tousled looks are sure to inject some liveliness into your next trip.

Hipster styles and disheveled looks will keep you looking the part of an enterprising bohemian. If you’re in more sophisticated company, vintage-inspired travel bags and road warrior waistcoats will keep you looking dapper. Whatever your style is, road trips are the perfect chance to try fresh and casual styles.
6.6
Score
Popularity
Activity
Freshness
34
Map-Printed Men's Boots
Map-Printed Men's Boots
Supreme & Clarks Collaborate on 2013 Spring/Summer ‘Desert Boot'
<
33
Rugged Smuggler Duffels
Rugged Smuggler Duffels
Hellbrand Releases a Two-Tone Leather Duffel Bag with a Hint of Camouflage
<
32
Chromatic Boho Traveler Editorials
Chromatic Boho Traveler Editorials
The UK Marie Claire Beyond The Fringe Photoshoot is Vibrant
<
31
Grungy Road Trip Photography
Grungy Road Trip Photography
The 'Splendour in the Grass Shot' By Luke Byrne is Hipster Chic
<
30
Glamorous Road Trip Shoots
Glamorous Road Trip Shoots
The Eniko Mihalik Vogue Paris November Editorial Stuns with Watches
<
29
Disheveled Traveler Editorials
Disheveled Traveler Editorials
The Elle Korea Lea Seydoux Photoshoot is Largely Disorganized
<
28
Disheveled Explorer Lookbooks
Disheveled Explorer Lookbooks
The Gypsy & Sons Spring/Summer 2013 Collection Offers Relaxing Looks
<
27
Rugged Explorer Editorials
Rugged Explorer Editorials
Heidi Mount Appears in 'Boulder Dash' Spread by Cass Bird
<
26
Festival Road Trip Editorials
Festival Road Trip Editorials
The Renee Rodenkirchen Shoot for Lilogi is Concert-Ready
<
25
Rad Road Warrior Waistcoats
Rad Road Warrior Waistcoats
The Street-Edge Hurricane Turtle Vest is Fashionably Futuristic
<
24
Road Trip-Ready Attire
Road Trip-Ready Attire
Levi's 2013 Spring/Summer Lookbook is Relaxed and Vibrant
<
23
Travel Story Lookbooks
Travel Story Lookbooks
The Levi's Made & Crafted 2013 Spring/Summer Lookbook is a Chic Journey
<
22
Backpacking Road Trip Catalogs
Backpacking Road Trip Catalogs
The Herschel Supply Co. SS12 Lookbook is Carefree and Nostalgic
<
21
Traveling Polaroid Lookbooks
Traveling Polaroid Lookbooks
The Accessorize Spring/Summer 2012 Photos Merge Film with Roadtrips
<
20
Cinematic Drifter Captures
Cinematic Drifter Captures
The DEW Magazine 'The Hitchhiker' Editorial Stars Tereza Janakova
<
19
Ravishing Retro Roadtrips
Ravishing Retro Roadtrips
The AnOther Magazine Aline Weber Shoot is a Wayback Posh Playback
<
18
Hipster Road Trip Catalogs
Hipster Road Trip Catalogs
The Urban Outfitters Spring 2011 Collection is Easy and Romantic
<
17
Candid Road Trip Shoots
Candid Road Trip Shoots
The Mariana Garcia Page the Magazine Shoot Follows a Couple Through Cali
<
16
Reckless Road Trip Photoshoots
Reckless Road Trip Photoshoots
The Corrie Bond Marie Claire Australia Editorial is Adventurous Fun
<
15
Rosy Roadtrip Fashion Shoots
Rosy Roadtrip Fashion Shoots
The Charlotte Free x Naked But Safe Fall 2011 Shots Dazzle
<
14
Globetrotter Fashion
Globetrotter Fashion
The Bec & Bridge 'Lovers & Nomads' AW 2011 Collection
<
13
Vintage-Inspired Travel Bags
Vintage-Inspired Travel Bags
The Globe-Trotter Summer 2013 Collection Refers to the 19th Century
<
12
Retro Road Trip Editorials
Retro Road Trip Editorials
The Old-School Julia Dunstall Vogue Hombre Spring/Summer 2011 Series
<
11
Summer Road Trip Campaigns
Summer Road Trip Campaigns
The Bershka Spring/Summer 2012 Lookbook is Carefree
<
10
Romantic Road Trip Editorials
Romantic Road Trip Editorials
The Vogue US 'Lost Highway' Photoshoot Stars Actor Garrett Hedlund
<
9
Hipster Road Trip Style
Hipster Road Trip Style
The Insight Fall/Winter 2010 Lookbook Features Adventurous Styles
<
8
Hot Road Trip Pictorials
Hot Road Trip Pictorials
The Edita Vilkeviciute H&M Magazine Summer 2011 Photohoot Goes Bi-Coastal
<
7
Road Trip Pin-Up Photography
Road Trip Pin-Up Photography
Vanessa Cruz Marie Claire Brazil Editorial Channels Vintage Pretty
<
6
50s Roadtrip Editorials
50s Roadtrip Editorials
The Marique Schimmel for Bon Shoot is Nostalgically Retro
<
5
Couture Caravan Captures
Couture Caravan Captures
The Vogue Australia March 2013 Editorial Stars a Performing Liu Wen
<
4
Retro Road Trip Editorials
Retro Road Trip Editorials
The Hailey Clauson Vogue Australia Photo Shoot is Gorgeously Glam
<
3
Hipster Adventure Photography
Hipster Adventure Photography
Ben Miller Takes a California Road Trip with Models
<
2
Dreamy Trailer Editorials
Dreamy Trailer Editorials
The Photoshoot by Aaron Feaver for Cake Magazine Stars Avery Tharp
<
1
70s Road Trip Editorials
70s Road Trip Editorials
The Cosmopolitan Australia 'I'll Take You There' Photoshoot is Retro
<