Top North America Fashion Tours in 2026

Be the first to discover some of Montreal’s fresh new fashion designers on this half-day, small-group with a style coach as your guide. Go off the beaten fashion path to learn about and try on garments by wearable art makers. Fill out a personal fashion questionnaire before the tour and let your style guide set up shopping experiences with local designers that suit your interests.

Follow in the footsteps of Carrie, Samantha, Charlotte, and Miranda on this guided NYC bus tour, which shows you filming spots that you're unlikely to find on your own. Visit bars, boutiques, and neighborhoods such as Fifth Avenue, West Village, and the Meatpacking District. Enjoy comfortable transportation and easy stops as your local actor guide shares behind-the-scenes stories, making it a fun, stress-free way to see the city.

New York City is one of the world’s fashion capitals, and this small-group walking tour traces the city’s stylish history across the Upper East Side. Join a veteran Project Runway producer to learn more than you could if exploring alone: Hear about the birthplace of Vogue, Fashion Week, the Met Gala, and more, and spot notable Gilded Age mansions. Finish your stylish stroll among the designer boutiques of Madison Avenue.

New York City is a secondhand shopper’s paradise, but with so many options, it can be hard to know where to find the best deals. Visit a handpicked selection of six stores plus a weekend outdoor market on this small-group vintage shopping experience. Get 30 to 50 minutes per store, plus styling tips, neighborhood histories, and personal shopping assistance.

Hiding in plain sight is some absolutely *stunning* architecture in NYC that has been turned into...a Home Depot, a Container Store, a TJ Maxx - once majestic marvels of the Gilded Age in NYC where the Astors and Vanderbilts would shop for finery! Learn about Ladies' Mile, the historic district where women could finally travel solo and gather with other women, bolstering the movement for suffrage. Hear all about the rivalries and new ideas of historic retail icons like R.H. Macy (seafarer turned entrepreneur), A.T.Stewart (whose grave robbery is still a big mystery) & Isidor Straus (who died on the Titanic). Explore how ready-to-wear fashion took hold in the US, how advertising matured from street barkers to collectible cards to dazzling window displays, and what happened to all of these grand palaces of consumerism. **This is an outdoor walking tour - we will be viewing buildings from outside.**

Get an insider’s look at the fashion industry’s go-to fabric flower makers on a private tour of the M&S Schmalberg factory, which has provided flowers for Martha Stewart, 'Hamilton', the Victoria's Secret Fashion Show, and more. This tour is perfect for people with an interest in fashion or anyone who enjoys watching things be assembled. With new projects everyday there’s no telling what (or who) you might see.

Visit up to six vintage and second-hand shops during this guided New York City shopping crawl. Specially designed for teens and young adults, the tour visits lesser-known local boutiques that only New Yorkers know. Get a peek at popular landmarks along the way, including the Flatiron Building and the five-story Michael Jackson mural in the East Village.

Discover the vibrant and ever-evolving street art scene of Nashville on our Nashville Mural Tour! This 2-hour guided tour will take you through the city's most Instagram-worthy locations, showcasing the stunning murals and colorful walls that are bringing new life to Music City. From iconic street art to hidden gems, you’ll learn about the artists, the stories behind each mural, and the cultural impact of Nashville’s growing art scene. Your expert guide will lead you on foot or by golf cart to the best locations, where you’ll have plenty of time to snap photos, explore the artwork, and dive into Nashville’s creative side. Whether you’re a local or a visitor, this tour is the perfect way to see the city in a whole new light!

Fashion savvy travelers–or those wanting to be–will enjoy this small-group shopping tour of Toronto. Your local stylist guide will send you a questionnaire before the tour, to work out the best places to take you. Avoid shopping aimlessly in random places as you’ll be taken to the best, most personalized spots. Benefit from a mini style consultation along the way.

Explore secret bars and truly cinematic settings with the help of a guide who’ll have you wining and dining like a Beverly Hills local. Not only will you eat at spots many tourists miss, you'll also get special access to a fashion house on Rodeo Drive. Whether you’re new in town or you’ve lived here for years, you’ll likely discover something new about the neighborhood.

Discover the local shopping scene and its fashion DNA with a professional stylist as you embark on a personalized shopping circuit built to meet your style and wishes. Learn more about the art of styling your body features and take a figurative soft tour outside your comfort zone as your stylist pulls pieces for you to explore and try. Think of it as a mini style consultation followed by recommendations and a hands-on practice session during the shopping tour where you can ask any fashion and style-related questions. Throughout your shopping circuit and neighborhood's discovery, listen to fashion stories as told by your fashion savvy guide, and get a unique insight into the industry. Prior to your shopping tour, you will be sent a little shopping form to help personalize your experience. And following your fashion escapade, you will be sent a personal style summary of recommendations received by your stylist as well as some tour souvenir photos.

Taylor Swift memorialized her love for New York in her album “1989.” Experience the city through her eyes in this walking tour of Manhattan, where Swifties of all ages can visit the places important to her life and art. Discover where she has lived, her preferred recording studio, favorite haunts, and more in this well-researched tour. Note that entrance fees are not included. Are you ready for it?

Dive deep into the rich cultural heritage of Mexico City with an exclusive half-day private VIP Tour. Experienced guides will take you to places that only locals know about, teaching and introducing you to this vibrant city's captivating history and folklore, all while making sure your comfort levels remain high. Discover why there is no better way for getting an up-close look at the best things that have made Mexico what it is today.

Manhattan is a shopper’s paradise, but it takes a local to know where to find the best deals. Ideal for bargain hunters, this private shopping and styling tour shows you the best secondhand and vintage shopping options. Get styling advice from your guide as you visit between four and six locations and shop for unique vintage, designer, or current fashion finds.

Treat yourself to the VIP experience on this private and customizable tour of Mexico City. Be collected by your personal chauffeur from your hotel, then whisked off on a fully tailored adventure. Whether exploring the historic center, visiting iconic landmarks, or shopping in trendy districts, your expert guide ensures that your itinerary matches your personal interests and provides plenty of illuminating insights.

Where else can you make a modern leather handbag using a Chinese industrial hand crank sewing machine while enjoying piano jazz in an industrial chic setting?

Set sail on a colorful party like no other! Dragjineras is the only drag-themed trajinera experience in Xochimilco—where music, tequila cocktails, and fabulous drag queens come together for a unique, all-inclusive celebration of queer joy and Mexican tradition.

Discover the local shopping scene and its fashion DNA with a professional stylist as you embark on a personalized shopping circuit built to meet your style and wishes. Learn more about the art of styling your body features and take a figurative soft tour outside your comfort zone as your stylist pulls pieces for you to explore and try. Think of it as a mini style consultation followed by recommendations and a hands-on practice session during the shopping tour where you can ask any fashion and style-related questions. Throughout your shopping circuit and neighborhood's discovery, listen to fashion stories as told by your fashion savvy guide, and get a unique insight into the industry. Prior to your shopping tour, you will be sent a little shopping form to help personalize your experience. And following your fashion escapade, you will be sent a personal style summary of recommendations received by your stylist as well as some tour souvenir photos.

Discover a truly hands-on experience in the heart of Nashville with our VIP Charm Bar experience on Music Row. Choose from over 200 unique charms to design your own custom necklace, bracelet, or accessory with the guidance of our friendly team. Perfect for groups, special celebrations, or anyone looking for a personalized keepsake, this workshop combines creativity, fun, and Nashville flair. Each guest leaves with a custom piece of jewelry and memories to match.

Discover Philadelphia’s quirky and alternative spirit—and enjoy the opportunity to refresh your wardrobe with fun new pieces—on this small-group walking tour of the city’s best vintage and thrift stores. Meet your guide right on eclectic South Street, and follow them straight to their local-favorite shops and boutiques. You’ll have free time to browse, can ask your guide for styling tips, and receive other insider Philly recommendations.

Discover the local shopping scene and its fashion DNA with a professional stylist as you embark on a personalized shopping circuit built to meet your style and wishes. Learn more about the art of styling your body features and take a figurative soft tour outside your comfort zone as your stylist pulls pieces for you to explore and try. Think of it as a mini style consultation followed by recommendations and a hands-on practice session during the shopping tour where you can ask any fashion and style-related questions. Throughout your shopping circuit and neighborhood's discovery, listen to fashion stories as told by your fashion savvy guide, and get a unique insight into the industry. Prior to your shopping tour, you will be sent a little shopping form to help personalize your experience. And following your fashion escapade, you will be sent a personal style summary of recommendations received by your stylist as well as some tour souvenir photos.

Enjoy a hassle-free full-day shopping trip to Woodbury Common Premium Outlet with this round-trip transfer service direct from your Manhattan hotel. Your driver ensures a smooth journey in a deluxe SUV that accommodates up to six passengers. Find great deals at Woodbury Common's more than 200 stores, which include designer and name-brand outlets such as Gucci, Nike, and Coach.

Unlock the Las Vegas shopping scene with a personalized tour led by a professional stylist who tailors every stop to your style and wishes. Enjoy a mini style consultation as your expert guide pulls pieces and offers tailored advice on flattering your features—helping you explore trends and step confidently outside your comfort zone. Experience VIP perks, learn insider fashion tips, and receive a post-tour style summary and souvenir photos, making this hands-on shopping adventure a true upgrade to your wardrobe and your confidence.