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.
35 Road Trip-Ready Fashions
From Disheveled Explorer Lookbooks to Rugged Smuggler Duffels:
Alexander Lam — May 14, 2013 — Fashion
34
Dreamy Trailer Editorials
The Photoshoot by Aaron Feaver for Cake Magazine Stars Avery Tharp
33
Couture Caravan Captures
The Vogue Australia March 2013 Editorial Stars a Performing Liu Wen
32
Hipster Adventure Photography
Ben Miller Takes a California Road Trip with Models
31
Retro Road Trip Editorials
The Hailey Clauson Vogue Australia Photo Shoot is Gorgeously Glam
30
50s Roadtrip Editorials
The Marique Schimmel for Bon Shoot is Nostalgically Retro
29
Summer Road Trip Campaigns
The Bershka Spring/Summer 2012 Lookbook is Carefree
28
70s Road Trip Editorials
The Cosmopolitan Australia 'I'll Take You There' Photoshoot is Retro
27
Retro Road Trip Editorials
The Old-School Julia Dunstall Vogue Hombre Spring/Summer 2011 Series
26
Candid Road Trip Shoots
The Mariana Garcia Page the Magazine Shoot Follows a Couple Through Cali
25
Road Trip Pin-Up Photography
Vanessa Cruz Marie Claire Brazil Editorial Channels Vintage Pretty
24
Romantic Road Trip Editorials
The Vogue US 'Lost Highway' Photoshoot Stars Actor Garrett Hedlund
23
Hot Road Trip Pictorials
The Edita Vilkeviciute H&M Magazine Summer 2011 Photohoot Goes Bi-Coastal
22
Vintage-Inspired Travel Bags
The Globe-Trotter Summer 2013 Collection Refers to the 19th Century
21
Travel Story Lookbooks
The Levi's Made & Crafted 2013 Spring/Summer Lookbook is a Chic Journey
20
Hipster Road Trip Style
The Insight Fall/Winter 2010 Lookbook Features Adventurous Styles
19
Traveling Polaroid Lookbooks
The Accessorize Spring/Summer 2012 Photos Merge Film with Roadtrips
18
Globetrotter Fashion
The Bec & Bridge 'Lovers & Nomads' AW 2011 Collection
17
Reckless Road Trip Photoshoots
The Corrie Bond Marie Claire Australia Editorial is Adventurous Fun
16
Cinematic Drifter Captures
The DEW Magazine 'The Hitchhiker' Editorial Stars Tereza Janakova
15
Rugged Explorer Editorials
Heidi Mount Appears in 'Boulder Dash' Spread by Cass Bird
14
Ravishing Retro Roadtrips
The AnOther Magazine Aline Weber Shoot is a Wayback Posh Playback
13
Rosy Roadtrip Fashion Shoots
The Charlotte Free x Naked But Safe Fall 2011 Shots Dazzle
12
Road Trip-Ready Attire
Levi's 2013 Spring/Summer Lookbook is Relaxed and Vibrant
11
Chromatic Boho Traveler Editorials
The UK Marie Claire Beyond The Fringe Photoshoot is Vibrant
10
Disheveled Explorer Lookbooks
The Gypsy & Sons Spring/Summer 2013 Collection Offers Relaxing Looks
9
Grungy Road Trip Photography
The 'Splendour in the Grass Shot' By Luke Byrne is Hipster Chic
8
Backpacking Road Trip Catalogs
The Herschel Supply Co. SS12 Lookbook is Carefree and Nostalgic
7
Glamorous Road Trip Shoots
The Eniko Mihalik Vogue Paris November Editorial Stuns with Watches
6
Hipster Road Trip Catalogs
The Urban Outfitters Spring 2011 Collection is Easy and Romantic
5
Festival Road Trip Editorials
The Renee Rodenkirchen Shoot for Lilogi is Concert-Ready
4
Map-Printed Men's Boots
Supreme & Clarks Collaborate on 2013 Spring/Summer ‘Desert Boot'
3
Rad Road Warrior Waistcoats
The Street-Edge Hurricane Turtle Vest is Fashionably Futuristic
2
Disheveled Traveler Editorials
The Elle Korea Lea Seydoux Photoshoot is Largely Disorganized
1
Rugged Smuggler Duffels
Hellbrand Releases a Two-Tone Leather Duffel Bag with a Hint of Camouflage
Related Ideas
Adventure-Inspired Men's Fashion Collections
Madewell Men’s Partners with William Ellery
Suitcase-Inspired Traveler Backpacks
The RIMOWA Travel Backpack is Made in Italy
Ultra-Sophisticated Leather Travel Bags
Nicks Boots Boasts an Elegant & Versatile Nicks Travel Bag
Haute Business Travel Backpacks
The lundi 36-hour Backpack is Elegant and Functional
Contemporary Western Essentials
Wrangler x Pacsun Present a Line of Modernized Western Apparel
Luxurious Everyday Wear
Cozy Earth Expands Its CityScape Collection with New Additions
Luxe Recycled Leather Luggage
The Porsche Design Urban Eco Collection RL Line is Sustainable
Car Culture-Inspired Fashion Capsules
The Forever 21 x Ford Line Emphasizes American Heritage
Adventurous Rolling Travel Luggage
The Topo Designs Global Travel Bag is Right at Home on the Road
Retro Sporty Luxe Accessories
adidas Presents a New Series of Nostalgic Retro Accessories
Comfortable Festival-Ready Apparel
adidas Curates a Range of Festival-Ready Apparel
Versatile Travel Duffle Bags
The Mission Workshop Mass Transit Duffle Bag is for Short Travels
Boho-Chic Fashion Collections
Sophie & Hailee Boasts a Stylish Fashion Range for the Fall Season
Fashion-Inspired Luggage Campaigns
Samsonite's Jet Gala Event Fuses Fashion and Travel Essentials
Elegant Ready-To-Wear Collections
The Maje Fall 2024 Ready-To-Wear Collection is Ultra-Chic
Luggage-Inspired Backpack Designs
The Ekster Grid Backpack Functions Like a Suitcase
Stylish City-Inspired Collections
Paris and New York Inspired Dior's 2024 Collection
Festival-Ready Fashion Rentals
The Festival Closet by IHG x Pickle Lets Guests Rent Looks for Free
Relaxed Tactical Travel Bags
The Filson Tin Cloth Medium Duffle Comes in Four Color Options
Technical Comfort-Focused Apparel
The NOMATIC Outset Apparel Collection Has Four Styles
Minimalist Leather Bags
The Jacket Maker’s Vintage Leather Bag Collection is Timeless
Outdoor-Ready Luxurious Fashion Series
Fendi Unveils its Latest Collection Made for FW24
Sophisticated Rustic Clothing Collections
LIVØM Embraces Rustic Elegance for Its Latest Collection
Travel-Ready Backpacks
Jansport is Debuting its First Travel Pack the 'Venture Pack System'
Tactical Weatherproof Carry-On Cases
The Ridge Carry-On is Sophisticated Yet Durable
Overlanding Quilted Shirt Jackets
This Shirt Jacket Offers Stylish Comfort In Chilly Conditions
Chic Tech Organization Bags
The Faire Collective Atlas Urban Messenger Keeps Devices Secure
Travel-Friendly Luggage
BÉIS Recently Introduced the Commuter Collection
Hybrid Design Luggage Pieces
The FŪL Escape Collection Pathfinder Works as a Duffle and a Suitcase
Practical Californian Streetwear
The Gramicci Spring Summer 2024 Collection is Comfort-Focused
Streetwear Gorpcore Fashions
The North Face Urban Exploration RE:EXPLORATION Patch Up is Tactical
Cowboy-Inspired Runways
Louis Vuitton FW 2024 features Heavy Cowboy Motifs
Consumption-Inspired Fashion Capsules
LOUTRE snd Dover Street Market Work on a New Capsule
Origami-Inspired Adventure Packs
The Huckberry x Peak Design X-Pac Collection Has Six Pieces
Fashion-Branded Coffee Carriers
The Barbour Tartan Reusable Travel Mugs Come in Two Options
Rolling Luggage Capsules
Dagne Dover's Rolling Luggage Line is Celebrated for its Chic Design
Offbeat Fashion Campaigns
ASOS 'Inspired By' Delivers Non-Traditional Inspiration to Style-Seekers
Masculinity-Exploring Fashion Collections
Dior Spring 2024 Draws Inspiration from Menswear Codes
Adventurous EV-Branded Activewear
The Rivian In Case of Adventure Collection is Available Now
Poortlaand-Inspired Practical Bag Collections
Portland Gear Offers a Line of Travel Bags & Apparel
Graphic Garment-Dyed Streetwear
Stüssy and Levi's Join on a New Collection Together
Rewarding Travelwear Collections
Fruit of the Loom and Southwest Airlines Made Travel Uniforms
Holiday Apparel Lookbooks
Stüssy's Holiday 24' Lookbook Features Layering Essentials
Stylishly Versatile Travel Backpacks
The Tracksmith Olmsted Pack is Built for Active Adventurers
Elegant Jet-Setter Luggage Collections
The Peugeot Voyages Collection Was Made with Delsey Paris
Rebellious Spring-Ready Apparel
Karu Research Presents its Newest Capsule for the SS24 Season
Travel-inspired Sophisticated Fashion Collections
Lemaire Debuts the Spring/Summer 2024 Capsule
Adventure-Inspired Fashion Collections
Vineyard Vines Has Announced a New Collaboration with Jeep
Thoughtful Avid Traveler Luggage
The WANDRD TRANSIT Travel Line Includes Four Bags
Modular Minimalist Travel Bags
The FIREFLYX Travel Bag is Designed for Frequent Fliers
Travel-Inspired Handbag Capsules
These Patricia Nash Designs Bags Feature Vegetable Tans
Business-Ready Commuter Backpacks
These DoubleWin Backpacks are Stylish and Shockproof
Mountain-Inspired Apparel Collections
Sporty & Rich’s Mountain Drop Celebrates the Outdoors
Durable Minimalist Travel Bags
The Bellroy Venture Duffel 55L Offers Three Carrying Modes
Modern Women-Exploring Luxe Fashion
The Fendi SS24 Series was Unveiled on the Runways
Road Trip-Inspired Candle Collections
Unbound Glo Debuts the Road Trips Collection
Vintage-Inspired Workwear Capsules
Engineered Garments' Workaday SS24 Taps Vintage Workwear Appeal
Fall-Ready Expansive Workwear Capsules
Carhartt WIP Presents its Latest Collection for FW23
Singer-Collaborative Fashion Capsules
Joe Jonas and Scotch & Soda Present a Joint Capsule
Narrative-Driven Fashion Lines
The Outlier by Willie Norris Spring/Summer 2024 Theme is ‘Escape’
Chic Streetwear Fashion Collections
Homme+Femme Recently Debuted Its Spring/Summer 2023 Line
Golden Ratio-Inspired Luggage
The Db Journey Hugger Collection Was Developed Over 10 Years
Denim-Centric Streetwear Capsule
Carhartt WIP Presents its New Collection for the Season
Reggae-Inspired Spring Fashion
Nicholas Daly Presents the Reggae Club Capsule for SS24
Vacation-Inspired Clothing Lines
Saint Holiday Emphasizes Sustainability & Ethical Manufacturing
Durable Outdoor-Centric Lifestyle Apparel
The North Face Presents the Ripstop Collection
Premium European Leather Bags
Troubadour Recently Debuted the Generation Leather Collection
Captivating Cozy Fall Fashion
Aries' Fall/Winter 2023 Capsule is Playful and Unique
UK Summer-Ready Sporty Fashion
Unknown London Launches a New Capsule Designed for Summer
No-Fuss Fashion Collections
MM6 Maison Margiela Debuts Its Resort 2024 Collection
Sophisticated Technical Fall Fashion
Kaptain Sunshine Presents its New Range for the FW23 Season
Fall-Ready Militaristic Streetwear
maharishi Presents its New Capsule Designed for FW23
Timeless Clothing Collections
The Burberry Classics Collection Has Recently Been Updated
Sophisticated Travel-Friendly Fashion
Norse Projects Boasts the Travel Light Capsule for SS23
Winter-Ready Luxe Fall Fashion
Coggles Launches a Look at its New FW23 Collections
Exquisite Fashion Capsules
The Erdem Spring 2025 Ready-To-Wear Collection is Eye-Catching
Technical Wilderness-Ready Activewear
The Huckberry x Proof 72-Hour Collection is Durable
Outdoor-Inspired Collaborative Capsules
Merrell 1TRL & Trippin Unveils the Natural Highs Campaign
Vintage Americana Fall-Ready Fashion
Universal Works Unveils Far From Memphis for FW23
Charismatic Traditional Spring Fashion
Charles Jeffrey LOVERBOY Drops STATANT PASSANT RAMPANT
Classic Leather Travel Bags
Samsonite Introduces the Classic Leather Weekender
Beach-Inspired Spring Fashion Capsules
A Kind of Guise Presents a Look at the SS24 Collection
Fashion-Forward Suede Jackets
Buck Mason Debuted Spring-Ready Suede Outerwear Styles
Cozy Fall-Centric Streetwear
Café Mountain Presents its new Collection for the FW23 Season
Fall-Centric Vintage-Inspired Apparel
Florence Black Presents a New Capsule for FW23
Androgynous Resort Fashion Capsules
Edward Crutchley Presents his Latest Resort Capsule
Timeless Spring-Ready Menswear
Last Pick Unveils a Classic Capsule of Apparel for SS23
Beer-Branded Fashion Capsules
805 Beer Has Unveiled Its Latest Spring 2024 Fashion Capsule
Rugged Fashion-Forward Jackets
FJackets Marries Form and Function With its Diverse Collection
Fall-Inspired Hiking Capsules
SHEIN Launches a Collection of Hiking Essentials
Industrial Sci-Fi Backpacks
The SPRAYGROUND x Dune Collection Has an Otherworldly Design
Shoppable Luxury Fashion Films
Tom Ford Allows Consumers to Seamlessly Shop Its Spring 2024 RTW
High School-Inspired Autumn Fashion
ERL Presents a Look at its FW24 Collection of Retro Themes
Nostalgic Luxe Vacation Fashion
Dua Lipa x Versace's La Vacanza Offers a Nod to 90s Style
Timeless Workwear Collections
visvim Just Recently Released Its Fall/Winter 2023 Offerings
Reimagined Hybrid Futuristic Sportswear
LUEDER Presents Hybrid Looks for SS24 During LFW
Fall-Ready Sleek Wardrobe Staples
UNIQLO U Presents its New Collection for the FW23 Season
Celebrity-Coveted Travel Bags
Sprayground Introduces Functional Bag Options for the Holidays
Workwear-Inspired Fashion Collections
The Fendi Spring/Summer 2024 is Chic and Ultra-Functional
Ultra-Rugged Motorcyclist Accessories
The Malle Expedition Collection Has Been Rigorously Tested
Luxe Retro-Inspired Luggage Designs
The Carl Friedrik Trunk Has a 90-Liter Capacity
Industrial Worker-inspired Fashion Capsules
Maharishi Draws Inspiration from Industrial Workwear
Rugged Winter-Ready Apparel
ROA Presents its Winter Collection with Functional Looks
Spring-Ready Fashion Editorials
The Garbstore Presents its New Campaign for the SS23 Season
Thrifter-Themed Fall Streetwear
Patta Presents its Latest Collection for the FW23 Season
Coming-of-Age Runway Shows
Dhruv Kapoor's Spring/Summer '25 Collection Mirrors Personal Growth
Functional Vintage-Inspired Bag Collections
JanSport Presents the 'Retro Series'
Romantic Narrative-Inspired Fashion
Edward Cuming Unveils a New Capsule for the SS24 Season
Fall-Ready Timeless Aviator Jackets
Superdry Fuses Heritage and Adventure with its Aviator Range
Reprised Fall Apparel Capsules
SHEIN Reimagines Autumnal Fashion Looks with Western Motifs
Urban Hiking-Themed Spring Fashion
ROA Presents its Newest Capsule Designed for SS24
Elegant Love-Inspired Outwear
RUDSAK Debuts the Expedition for Love FW'23 Collection
Vintage-Inspired Fashion Collaborations
Lee® and Daydreamer® Launch a Limited-Edition Fashion Line
British Highway-Inspired Fall Fashion
JORDANLUCA Presents a New Capsule for the FW23 Season
Chic Water Bottle Bags
WanderFull is a Stylish Hydro-Bag for the Consumer on the Go
Intentionally Rustic Luggage Pieces
The Taylor Stitch Weekender Duffle Bag Has a Rich Color
Neon Tonal Premium Luggage
Away Presents its New Neon Collection of Bright Travelling Goods
Versatile Fashion Inspiration Apps
Urrban Tailor Helps You Find an Outfit For Any Event
Adventure-Ready Durable Apparel
Rapha Presents its Explore Collection for the Season
Urban Luxe Streetwear Collections
clothsurgeon Presents the FROM THE ROW TO THE ROAD Capsule
Designer-Approved Western Apparel
Dapper Dan Debuts a New Spring Collection with GAP
Lightweight Summer Fashion Capsules
Drama Call Presents its Latest Collection for Summer
Celebrity-Backed Vacation Collections
Joe Fresh and Roxy Earle Launch a Vacation Capsule
Personalized Fashion Advice Tools
Urban Stylers Offers Personalized Virtual Styling and Advice
Modern Adventure-Ready Duffles
Mission Workshop Debuts the Mass Transit Weekender Duffle
Sophisticated Summer Capsules
RW&CO.'s Summer Collection Offers Versatile Timeless Pieces
Convertible Camera Carrying Solutions
WANDRD Launches a New Photography Travel Bag Line
Contemporary Workwear-Inspired Fashion
Madhappy Debuted Its Utility-Focused Pre-Fall 2023 Range
Americana-Inspired Spring Fashion
Woolrich Presents Origin Stories: Americana for SS24
Countryside-Inspired Natural Textile Capsules
LILYSILK Unveils its 'Rustic Retreat' Collection
Luxurious Spring-Ready Streetwear
AMBUSH Presents a Look at its New Collection for SS24
Travel-Inspired Air Fresheners
Dacia Created an Air Freshener Range Inspired by Top UK Road Trips
Adventure-Inspired Editorials
HBX Has Debuted a New Lookbook with Items from Well-Known Brands
Collaborative Durable Fashion Capsules
and wander and Gramicci Join Forces on a Collection
Sleek Seasonally Transitional Fashion
The Latest Collection by Drake's Prepares for Fall
Youthful Backpack Collections
Travel Blue is Unveiling a New Backpack Line Marketed Toward Gen Z
Auto-Themed Luggage Collaborations
Delsey Paris and Jeep Launched a New Outdoor Luggage Line
Eco-Friendly Travel Cosmetics
The KinKind Travel Sets Bring Natural Cosmetics on the Road
Metamorphosing Fall-Ready Fashion
DZHUS Presents its New Seasonal Transit Collection
All-White Tonal Holiday Apparel
Superdry Introduces the Ibiza White Collection of Relaxed Looks