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
Homeless Support Backpacks
The Makeshift Traveler Backpack Has a Solar Panel and More
Collaborative Travel Beauty Bags
The Rare Beauty x Béis Beauty Collection Takes Cosmetics to Go
High-Fashion Resort Presentations
Christian Dior Presents Its Resort 2027 Collection
Layering-Forward Luxury Fashion Capsules
Prada Presented Its Fall 2026 Ready-To-Wear Collection
Sophisticated Fashion Capsules
Veronica Beard Has Unveiled Its Fall 2026 Collection
Carryall Crochet Bags
lululemon's Cotton Crochet Shoulder Bags Embody Casual Summer Style
Utility Layering Capsules
The JJJJound x Descente Fall 2025 Capsule Updates Urban Utility Wear
Durable Commuter Backpacks
Topo Designs Commuter Backpack Featuring Weather-Resistant Build
Alpine-Inspired Winter Fashion Capsules
The Christian Dior DiorAlps 2025 Capsule is Chic and Warm
Travel-Friendly Backpacks
Carl Friedrik’s 72‑hour Backpack Blends Sleek Style and Smart Travel
Adaptable Carry-On Tote Bags
The Herschel Supply Kaslo Tote Supports Stress-Free Travel
Revived Driving Shoes
Vagabond Shoemakers Debuted a Refined Take on a Retro Silhouette
Colorful Resort Wear Reinterpretations
Christian Dior's Dioriviera 2026 Collection is Chic
Watercolor-Inspired Activewear Garments
The Patagonia Moon Tripper Pattern Has a Funky Flow
Chic Skate Culture Suitcases
The Floyd Bold Suitcase Has a Retro Build with an 87-Liter Capacity
Pre-Owned Travel Collections
Rimowa Re-Crafted Turns Dents into Desirability with Vintage Luggage
Limited-Edition City-Inspired Capsules
Marc Jacobs Reimagines 'The City Capsule Collection'
Comfort-Driven Travel Collaborations
The Danner x Osprey Adventure Travel Kit Has Two Products
Modular Travel Backpacks
The Modevo Modular Travel Pack Separates into Three Detachable Bagsv
California-Cool Fashion Campaigns
Re/Done's Summer 2025 Campaign is Fresh and Elevated
Modern Vacation Pieces
Bydee Launches its Resort Wear Collection for Effortless Getaway Looks
Festival-Inspired Luxury Fashion Campaigns
Burberry Celebrates the Energy of British Music Culture
Minimalist Repairable Suitcases
The Bellroy Transit Carry-On is Streamlined and Sustainable
Elegant Everyday Bag Designs
The Fendi Way Handbag Collection is Luxurious and Ultra-Chic
Multi-Decade Fashion Collections
The Rabanne Resort 2026 Collection is Bold, Chic, and Refined
American Aesthetics-Focused Fashion Capsules
The Coach Spring 2026 Collection is Chic
Stylist-Curated Summer Staples
Quince Teamed with Nicole Chavez on an Elevated Edit
Reimagined Doctor's Bags
The Louisiana Bag from Vagabond Shoemakers is Available in Three Colors
Chic Technique-Forward Fashion Lines
Tory Burch Fall 2026 RTW Capsule Explores History and Utility
Fashion Brand Desert Expeditions
Canada Goose Redefines Canadian Grit in Utah
Backpack Brand Luggage Ranges
The JanSport Good Latitude Travel Collection is the Brand's First
Cinematic Holiday Collection Campaigns
The Tod’s Holiday 2025 Collection Taps the Orient Express
Summery Adventure-Inspired Drinkware
Starbucks Launched its 'Road Trip Collection'
Featherlight Casual Backpack Designs
The Troubadour Neo Backpack Comes in Four Colors
Luxe Modern Formal Menswear
The Louis Vuitton Men's Formal SS27 Collection Debuts
Motorsport-Inspired Travel Accessories
Porsche Canada Released a Spring Lifestyle Collection
Back-to-School Fashion Collections
UNIQLO Launches Weather-Ready Wardrobe Essentials for Students
Modular Outerwear Collections
RUDSAK's Déjà VU Line Features Removable Components for Versatility
New York Streetwear Collections
Gap and Awake NY Launch a 90s-Inspired NYC Culture Capsule
Nostalgic Youth Culture Capsules
Coach Presented Its Fall 2026 Line During New York Fashion Week
Colorful Retro Luxury Suitcases
RIMOWA Presents the Bold Tonal Holiday Hand-Cary Cases
Durable Minimalist Luggage Campaigns
Herschel Supply Debuted 'Built for a Lifetime of Travel'
Edgy Refined Resort Collections
The McQueen Resort 2026 Collection is Chic and Daring
Workwear Suit Capsules
Tripster x Dickies 8th Suit Collection is a Collaborative Apparel Range
420-Friendly Travel Bags
The BIC Flickaway Weekender Bag Aligns with Surging Cannabis Tourism
Journey-Inspired Fashion Collections
Isabel Marant Has Released the Spring 2026 Campaign Film
Urban Deconstructed Fashion
The Louther x Carhartt WIP FW25 Capsule Reimagines Workwear Staples
Intimacy-Informed Fashion Capsules
The Row's Spring 2026 Ready-To-Wear Collection is Chic
Qsr-Branded Travel Collections
Chipotle and BÉIS Collaborate on a Food-Inspired Luggage Capsule
Playfyully Surrealistic Fashion Capsules
The Moschino Resort 2026 Collection is Chic & Unexpected
Versatile Outdoor Enthusiast Gear
Outdoor Research Presents New Hiking and Backpacking Essentials
Stylish Poppy-Inspired Cooler Bags
Out of the Woods Debuts the Poppy Collection
Urban Layered Outdoor Fashion
and wander FW25 Drops Technical Gear with Refined City-Ready Design
Simplistic Repair-Friendly Suitcases
Bellroy Introduces its New Transit Carry-On Suitcases
Summer-Forward Tech Accessories
'CASETiFY Resort: Hot and Unbothered' Embraces Coordination
Internet Icon Accessory Design
Finder Icon Backpack Reimagines macOS's Desktop Icon as a Wearable
Convenient Garment Bags
Halfday Travel's Roller Bag is the Brand’s First Garment Bag on Wheels
Italian Summer-Ready Luxury Campaigns
TOD'S Released the Vacanze Italiane 2026 Campaign
Modular Business Travel-Friendly Bags
WaterField Designs Debuts the Modular 48-Hour Travel System
Heritage Print Travel Ranges
The Patricia Nash Designs Travel Collection is Thoughtfully Designed
Utility Street Fashion Capsule
CLOT x Neighborhood Collection Delivers Moto Inspired Pieces
Desert-Inspired Fashion Collections
Rudsak Unveils Its SS25 Collection with Earthy Minimalism
Wardrobe-Style Luggage Designs
The Drobe Luggage Evolves Into a Cupboard for Travel
Travel Accessory Sets
The BÉIS Passport & Luggage Tag Set is Stylish and Functional
Durable Leather Travel Accessories
Whiskey Leatherworks Boasts Various Travel Accessories
In-Between Seasonal Apparel Capsules
Djerf Avenue's Fall Collection Features Transitional Pieces
Vintage Auto-Inspired Bag Collections
JanSport Debuts a New Product Line Called the Clutch Series
Destination-Driven Travel Pieces
The Ritz-Carlton x Kilometre Paris Reimagines Iconic Places
Travel-Ready Toiletry Bags
Cacheri's Travel Toiletry Bag is Highly Organized and Convenient
Culturally Inspired Fashion Lines
Sruti Dalmia's Latest Summer Capsule is Stunning and Airy
Relaxed Luxury Fashion Collections
The Louis Vuitton Summer Odyssey Collection is Chic
Minimal Tailored Fall Fashion
Galilee by Sea Fw25 Reveals Monochromatic and Refined Menswear
Ultra-Stylish Travel Pouches
The Voyage Bag by Aeston West is Minimalist and Sophisticated
Theatrically Informed Indoor Fashion
The Louis Vuitton Spring 2026 RTW Collection is Chic
Identity-Exploring Clothing
Muted Desires Chapter 5 “Shapes We Take” Capsule Explores Archetypes
Stylish Practical Tote Designs
Portland Gear Recently Debuted the Highly Anticipated Cascade Tote
Conceptual Memory-Themed Fashion
Paranoid FW25 Explores Identity Through Nostalgia and Nature
Weather-Ready Luxe Menswear
WHATEVER THE WEATHER Collection Adapts Luxury Clothing for Travel
Purpose-Built Adventure Fashions
The RC Outdoor Supply Lassen Collection Features Relaxed Fits
Outdoor Lifestyle-Focused Gear Capsules
REI Co-Op Unveils Its Spring 2026 Line of Gear and Apparel
Holiday-Ready Fashion Collections
Pacsun is Emphasizing Comfort for the 2025 Holiday Season
Travel-Friendly Summer Apparel
Public Rec Launches its Comfort-Forward 'Lake Geneva Series'
Seasonal Streetwear Collections
Pyra Scenic Route SS25 Collection Introduces Graphic-Led Apparel
Sun Faded Streetwear
The Stüssy Summer 2026 Collection Includes Mesh Jerseys and Washed Denim
Hiking-Ready Summer Apparel Lineups
BlackStrap Boasts the Spring/Summer 2026 Collection
Utility Seasonal Fashion
The Engineered Garments SS27 Collection is a Contemporary Apparel Range.
Trail-Ready Retro-Style Backpacks
The Topo Designs Rover Trail Pack Has a 22-Liter Capacity
Seasonal Change Spring Fashion
Hiking Patrol Introduces the Transition Collection for SS25
Roadside Diner Apparel Capsules
Roots Celebrated Canadian Food Spots with Its Pit Stops Summer '26
Vulcanized Trolley Cases
Etro Joins Forces with British Luxury Luggage Maker Globe-Trotter
Contemporary Travel Backpacks
BÉIS' Classic Backpack Boasts Refined Organizational Features
Minimalist Wardrobe Essentials
JJJJound FW25 Heritage Core Capsule Re-Centers Foundational Design
Food Travel Accessories
The To Go Collection Converts Takeout Packaging into Functional Gear
Sophisticated Parisian-Inspired Luggage Designs
Lipault Caters to Style-Minded Globetrotters
Earth-Toned Luggage Collections
The Rimowa Essential Range Now Features Two New Hues
Luxury Earth-Toned Workwear
Still Doesn’t Matter Reaffirms Timeless Utility Over Fleeting Trends
Chic Weekend Jaunt Backpacks
The Carl Friedrik 72-Hour Backpack Embraces Impromptu Travel
Story-Driven Vacation Apparel
& Other Stories Features Versatile Pieces for Summer Getaways
Alpine Winter Tech Fashion
Napapijri's a Geography of Time Blends Heritage with Technical Design
Camp-Inspired Fashion Capsules
18 East Nods to Nostalgia with Its Summer Outdoor Capsule
Everyday Fashion Capsules
The GU FW26 Collection Drops 6 Lifestyle Concepts Under Francesco Risso
Gen Z-Focused Bag Charms
Travel Blue Launches the Memory Collection to Appeal to Gen Z Shoppers
Instinctively Elegant Fashion Capsules
IRO Resort 2027 Collection Boasts Stunningly Chic Designs
Countryside-Inspired Fashion Campaigns
Burberry Launched Its Escape to the Countryside Campaign
Provocatively Packaged Fragrances
Discothèque's Handbag Scents Were Made for Life on the Move
Retro-Inspired Trail Garments
The imogene + willie trail short Pays Homage to Adventure History
Travel-Inspired Collections
The Tokyo Voyage FW26 Collection Explores Urban Travel
Cultural-Influence Fashion Capsules
Denim Tears Presents its 5th Quarter Collection
Workwear Spring Line
Carhartt WIP Spring/Summer 2026 Collection Presents Utility-Driven Apparel
Functional Timeless Outerwear
Soeur x K‑Way Capsule Blends Elegance and Utility for City Weather
Elevated Pre-Fall Apparel
The Veronica Beard SUMMERING Collection is Effortlessly Chic
Summer Travel Capsule
MYSTEPHENM VOL. 4.5 Vacation Unit Has Lightweight Apparel and Accessories
Romantic Denim Collections
The Wrangler x LoveShackFancy Collab Brings Whimsy to Iconic Styles
Travel Lifestyle Brand Ads
Away’s 'Travel Changed Me' Film Captures the Power of Exploration
Fall Denim Style Launches
Fall Denim Styles Take Center Stage With Just Black Denim’s New Launches
Heritage-Inspired Bold Workwear
Beams Plus FW25 Lineup Revives American Traditional Tailoring
Heritage-Inspired Tweed Luggage Capsules
The Hartmann Tweed Collection is Chic and Practical
Technical Bag Capsules
The JJJJound x PORTER Collection Prioritizes Everyday Utility
Outdoor-Inspired Clothing
Hiking Patrol's a Sense of Ease Collection Offers Functional Pieces
Utility Fashion Collections
The AMBUSH SS2027 Collection is a Contemporary Fashion Range
Relaxed Vintage-Inspired Apparel
Djerf Avenue Spotlights its 'Breezy Summer' Capsule
Modern Travel Collaborations
American Express and STAUD Launch a Resortwear Collection
Workwear-Inflected Fashion
nonnative Undercover Ozism Spring/summer 2026 Collection Blends Utility
Travel-Focused Holiday Promotions
Ricardo Beverly Hill is Running a Festive Promotion This Season
Versatile Adventure Apparel Line
Brixton Introduced Its Travel-Ready Journey Collection
Urban Modular Outerwear
TNF Urban Exploration FW2025 Has Modular Layering and Architectural Tech
Carefree Adventure Fragrances
Detour by NOYZ Fragrances Captures the Joy of the Scenic Route
Refined Versatile Apparel
& Other Stories Launches its 'Transitional Edit'
Utility-Driven Apparel
Blauer Spring/Summer 2026 Collection Updates Classic Workwear for Season
Mediterranean-Inspired Luggage Capsules
TUMI Has Unveiled the Mediterranean Escape Collection
Process-Driven Fashion Capsules
Mystephenm Vol. 4.0 Unravel Captures the Process of Becoming
Heritage Outdoor Fall Apparel
Gramicci FW25 Channels Retro Camping to Modern Outerwear
Elevated Casual Fashion
RetailMeNot Spotlights Capri Pants as a Versatile Summer Staple
Textural Luggage Designs
Carl Friedrik Released 'The Carry-on X Core Collection'
Field-Ready Travel Duffels
Uncrate’s Duffalo Duffle Comes in a Ballistic Cordura Build
Stylish Urban Picnic Apparel
YESEYESEE’s Fw25 Picnic Collection Captures Relaxed Streetwear
Seasonal Fashion Ranges
Grand SS26 Collection Explores Relaxed Tailoring and Layered Textures
Heist-Inspired Fashion Campaigns
The Get Away by Primark Tells a Story of Thrilling Good Deals
Heritage Seasonal Streetwear
Baracuta x COOTIE PRODUCTIONS Collection Lookbook Drops September
Minimal Vintage Wardrobe
Shirter “Normal Vintage” Ss2026 Collection Explores Worn Textures