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BEST Shopping DESTINATIONS

Southwest Airlines Vacations offers wonderful destinations to book a shopping vacation package. Travelers will find a vast array of boutiques, shops, malls, and outlets in Boston, Chicago, Las Vegas, Los Angeles, New York City, and San Francisco. Book your next shopping vacation package today with Southwest Airlines Vacations!

Our Top Shopping Destinations

Shopping Destinations

Boston
A hot spot for shopping enthusiasts from all over the world, Boston blends the best of past and present into a celebration of shops, boutiques, and luxury shopping areas. One of the top draws of the city, Filene's Basement offers great deals on popular brands like Marc Jacobs, Armani, and Nine West, while Faneuil Hall Marketplace attracts students, tourists, and locals alike with its bustling array of dynamic restaurants, flea market stands, and retail stores. With premier shopping districts like Newbury Street, Copley Place, the Back Bay, and the South End you can find everything from art galleries to upscale department stores and funky boutiques. With so much to do and see throughout the city, historic Boston has something for every shopping whim.

Destination Highlights

Upscale boutiques in Newbury Street, Copley Place, and The shops at The Prudential Center in the Back Bay.
Filene's Basement offers great deals on top brands like Marc Jacobs and Armani.
The shops in and around Faneuil Hall attract shopping enthusiasts of all ages.

Chicago

A bustling metropolis of lavish stores, sensational boutiques, and funky vintage shops, Chicago has something for absolutely everyone! On Michigan Avenue's Magnificent Mile, shopping enthusiasts will discover luxury brands at Nordstrom and premier jewelers such as Tiffany and Van Cleef & Arpels; while just outside downtown, Chicago suburbs feature sprawling malls like Gurnee Mills, Oak Brook Center, and Old Orchard.

Destination Highlights

Stroll amidst over 500 shops on Michigan Avenue's famous Magnificent Mile.
Dabble in diamonds or your favorite gems along Jeweler's Row, the Midwest's largest jewelry district.
Escape the hustle, and search for the unique and trendy in the Wicker Park and Bucktown neighborhoods.

Las Vegas

Escape to Las Vegas for nonstop shopping options both on and off the Las Vegas Strip. Here guests can splurge on everything from home décor and shoes to sportswear at the Las Vegas Factory Outlet Center; visit hip shops at the Fashion Show Mall; or explore the upscale boutiques located in popular Las Vegas resorts like Wynn, Bellagio, and Encore—to name a few. Where great deals on everything from designer purses to souvenirs are never hard to find, shopping enthusiasts of all ages will hit the jack pot during visits to Sin City.

Destination Highlights

Popular shopping malls like the Fashion Show Mall and Las Vegas Outlet Center boast luxury brands
Luxury hotels feature first-class boutiques selling the finest designer brands
Load up the shopping bags—you're in shopping heaven. From bargains to bling, high-end shops to outlet malls, Las Vegas has it all

Los Angeles

A sprawling metropolis of Hollywood legends, trend-setting boutiques, and popular attractions, Los Angeles, California is the capital of the film industry and a shopping-lover's dream. Catering to Hollywood movie stars and luxury shoppers from around the world, visitors can celebrity-spot and splurge on designer duds at luxury hot spots like Wilshire Boulevard and Rodeo Drive; explore the endless selection of merchandise featured within the three-story Beverly Center; and bargain-hunt for sample sales and low prices at Santee Alley. Where Hollywood glamour can be found around every corner, Los Angeles provides an endless selection of shops and boutiques to choose from.

Destination Highlights

Shop the many upscale malls for the world's top fashion designers, clothing labels, and chain stores..
For a genuine LA shopping experience, discover the varied shopping neighborhoods full of independent boutiques, vintage shops, and single-genre bookstores.
Seek out LA's home-grown artists and designers for top-of-the-line artwork, furniture, jewelry, and boutique clothing.

New York City
Amidst the bright lights and big city energy of the Big Apple, shopping enthusiasts will discover a world of colorful flea markets, funky boutiques, and high-end luxury stores during visits to New York City. Here, families can explore world-famous toy stores like FAO Schwarz, The Disney Store, and the very popular American Girl Store, while luxury brands including Versace, Tiffany's, and Cartier dazzle with bright jewels and sensational displays on New York's famed Fifth Avenue. Whether you are battling it out for an amazing deal on designer shoes at an impromptu sample sale, negotiating your price on a Pashmina with a street-side vendor, or shopping for jewelry in the city's iconic Diamond District, New York City is alive with unforgettable shopping options and an energy all its own.

Destination Highlights

Browse the high-end shops of Fifth Avenue that sell luxury brands like Dolce & Gabbana, Versace, and Valentino.

Times Square offers colorful souvenir shops where you can snag everything from Statue of Liberty snow globes to "I Heart New York" t-shirts.

Bargain shoppers can find colorful flea markets and whimsical boutique shops in New York's Lower East Side and SoHo neighborhoods.

San Francisco/Napa Valley

From one-of-a-kind boutiques to designer malls, San Francisco offers a vibrant selection of shopping options. Attracting shopaholics from all over the world, San Francisco boasts everything from fragrant teas and silks in Chinatown; world-famous designer stores like Bulgari and Louis Vuitton at Union Square; high-end consignment shops, funky boutiques, and low-end clothing stores at Polk and Mission Streets; and the vibrant remnants of the city's 60's-era counterculture in the shops of Haight Street. With something for every style and mood, San Francisco is the place to be for shopping enthusiasts of all ages.

Destination Highlights

Stroll through Union Square to shop for world-famous designer brands and popular chain stores.
Discover diverse neighborhoods that cater to the independent spirit with boutique specialty shops.
Shop 'til you drop at the downtown shopping malls that are home to larger chains like Nordstrom and the West Coast flagship Bloomingdale's.