New York City is a shopping lover’s paradise, offering everything from high-end designer outlets to quirky vintage stores and bustling food markets. The city’s diverse neighborhoods, rich with history and character, make for memorable shopping experiences that go beyond just buying things—they’re about soaking in local flavor. Whether you want to fill your bags with bargains at Woodbury Common Premium Outlets, explore Chelsea Market’s gourmet offerings, or hunt for vintage treasures with a fashion expert, NYC has an option for every shopper. We love tours that combine authentic food, neighborhood stories, and practical tips—like the Chelsea Market and High Line Guided Food Tour—which offers a taste of the city’s culinary scene with scenic city views.
For travelers interested in outlet shopping, food markets, or secondhand fashion, this list covers a wide range of options. We’ve included tours with excellent reviews, good value, and unique features—like private experiences, expert guides, or combining multiple attractions—so you can pick the right fit for your style and schedule.
1. From NYC: Woodbury Common Premium Outlets Shopping Tour
At number 1, the Woodbury Common Premium Outlets Shopping Tour offers a full day of bargain-hunting just outside Manhattan. For only $47 per person, you’ll enjoy round-trip transfers from NYC and reserved seating, making it a hassle-free way to score massive discounts at over 220 stores. This tour is perfect if you’re after designer brands like Gucci, Prada, Nike, and Coach at 25-65% off regular retail prices. The outlet complex is constantly updating its bargains, so you’ll find fresh deals during your visit. Guests are impressed with the seamless transportation and the variety of shopping options.
This tour is best suited for those who want to maximize shopping without the stress of navigating or driving. It’s a great value, especially since transportation and a full day of shopping are included. The only downside is if you prefer a more boutique or local shopping experience—this is all about chain brands. Overall, a reliable choice for dedicated shoppers.
Bottom Line: If designer bargains and convenience are your priorities, this day trip delivers.
2. Chelsea Market and High Line Guided Food Tour
At number 2, the Chelsea Market and High Line Guided Food Tour is a favorite for its combination of delicious bites and scenic city views. For $88, this nearly 3-hour tour takes you through NYC’s premier food hall, where you sample artisanal offerings like Nom Wah dim sum and Filaga pizza. The tour then ascends the High Line, an elevated park built on an old rail line, offering insight into modern architecture and urban horticulture. The guide shares stories about the Meatpacking District’s transformation since the 1820s, making this as much about history as food.
The small-group setting ensures a personal experience, and reviews highlight the fun, informative guides and generous tastings that often suffice for lunch. This tour is ideal for foodies who want insider knowledge and a relaxed pace, with plenty of opportunities to support local NYC businesses.
Bottom Line: Perfect for food lovers who want a taste of NYC’s culinary scene combined with a scenic park walk.
3. Niagara Falls with Outlet Shopping, 2-Day Tour from NYC
Number 3 on our list is the Niagara Falls with Outlet Shopping tour, a two-day adventure blending natural wonder with retail therapy. Starting in NYC, you’ll visit Watkins Glen State Park or Montour Falls for some stunning waterfalls, then see the falls from both the US and Canadian sides, including a boat cruise (seasonal). The next day, shop at one of the region’s largest outlets, where brands like Nike, Gucci, and Coach are discounted by up to 65%. The tour includes hotel stay, breakfast, and park entrance fees, making it a comprehensive package for $350.
Guests love the chance to see both sides of Niagara Falls and enjoy the thrill of a boat ride. It’s best suited for travelers who want a mix of sightseeing and shopping, with a bit of luxury accommodation thrown in. The main drawback can be the two-day commitment, but reviews emphasize the well-organized itinerary and the breathtaking views.
Bottom Line: A great escape for nature lovers who also want to score good deals at outlet malls.
4. NYC Small Group Secondhand Personal Shopping Day
At number 4, the NYC Small Group Secondhand Personal Shopping Day offers a curated thrift experience for $98. Led by a fashion expert, the tour visits 4+ shops across neighborhoods like Brooklyn and Manhattan, focusing on vintage and resale fashion from size 0 to 10 (plus accessories). The guide customizes the experience based on your style, helping you discover hidden gems and local favorites.
This tour is highly personalized, with reviews praising the knowledge and friendliness of guides like Morgan and Susanne. The shopping experience includes a digital map of NYC’s best thrift stores, so you can continue shopping on your own afterward. It’s perfect for fashionistas, budget travelers, or those wanting to avoid tourist traps.
Bottom Line: Excellent for fashion lovers who want insider access to NYC’s secondhand scene.
5. Foods of NY Tours Chelsea Market Food Tour & High Line Park
Number 5 features the Chelsea Market Food Tour & High Line Park, a fantastic combo for $89. Guests get about eight tastings from artisanal vendors, including pizza, tacos, and cheese, enough for a hearty lunch. The tour then walks through Hudson Yards and explores the High Line, learning about its design and horticulture. The guide shares insider stories about Chelsea’s history, making this a well-rounded experience.
Reviews mention the generous portions and the fun, engaging guides like Joe. It’s suited for travelers short on time who want a taste of both culinary delights and urban scenery. This tour is particularly good for those who love food, architecture, and a lively atmosphere.
Bottom Line: Ideal for a combined food and city walk with plenty of tastings.
6. Semi-Private Meatpacking District, Chelsea Market, and High Line Walking Tour
Number 6 offers an intimate small-group tour of the Meatpacking District, Chelsea Market, and the High Line for just $39. This 2-hour guided walk explores the neighborhood’s transformation from industrial hub to trendy hotspot, with highlights like the Whitney Museum and Diane von Furstenberg’s studio. You’ll enjoy snacks (at your own expense) at Chelsea Market and walk along the High Line, soaking in views of the city and the Hudson River.
Guests appreciate the personable guides who share stories about the area’s evolution. It’s suitable for travelers who prefer shorter tours but want a deep dive into NYC’s fashion, art, and food scenes with fewer crowds.
Bottom Line: Perfect for those seeking a quick, personal introduction to the Meatpacking District and Chelsea.
7. The Ultimate NYC Secondhand Shopping Experience
Number 7 features the Ultimate NYC Secondhand Shopping Experience—a 4-hour tour that takes you through six carefully selected vintage and thrift stores for $59. Led by a knowledgeable guide, you’ll explore the Flatiron District and Garment District, with a focus on finding unique pieces from size 0 to 18, including men’s options.
Guests love the diversity of stores and the styling tips provided. The tour emphasizes value and individuality, making it ideal for serious vintage hunters or fashion enthusiasts looking for one-of-a-kind items. The walk is minimal—only about 0.25 miles—so it’s accessible.
Bottom Line: Great for those who want a comprehensive vintage shopping adventure with expert guidance.
8. NYC: Chelsea Market, Meatpacking, High Line Food Tour
At number 8, this tour offers a flavorful journey through Chelsea Market with additional insights on the Meatpacking District and a walk along the High Line. For $88, enjoy multiple stops with savory and sweet snacks, all paired with city views and interesting stories about the neighborhood. The tour balances culinary exploration and urban scenery, ideal for foodies and sightseers.
Guests rave about the variety of tastings and the engaging guide, making it a solid choice for travelers wanting a relaxed, delicious experience.
Bottom Line: Perfect for those seeking a flavorful overview of Chelsea’s food scene and elevated park.
9. NYC: Chelsea Market & High Line Food & Culture Walking Tour
Number 9 is a comprehensive 3-hour guided tour for $105, combining tastings at Chelsea Market with a walk on the High Line. This tour emphasizes culture and local stories, from the history of the market to the design of the park. Visitors get to meet food artisans and enjoy samples like Sicilian pizza and fresh biscuits.
It’s well suited for travelers eager to learn more about NYC’s neighborhoods while sampling diverse foods—an enriching experience for those who appreciate storytelling along with their bites.
Bottom Line: Excellent for food and culture enthusiasts wanting an immersive walk.
10. Private Meatpacking District, Chelsea Market, and The Highline Walking Tour
Number 10 offers a private 2-hour tour for $80, perfect for travelers seeking a tailored experience. The guide focuses on the rebirth of the Meatpacking District, visiting Chelsea Market and walking the High Line. This customized tour is ideal if you want to learn about the neighborhood’s transformation and see its trendiest spots in a more personal setting.
Guests appreciate the flexibility and in-depth local insights, making it ideal for small groups or couples.
Bottom Line: Best suited for those who prefer a private, in-depth exploration with personalized attention.
11. From NYC: Hamptons, Sag Harbor, and Outlet Shopping Day Trip
Number 11 is a day trip for $179 that takes you from NYC to the Hamptons, with visits to Southampton and Sag Harbor. You’ll enjoy scenic countryside, luxurious homes, and a stroll through Sag Harbor’s charming streets, plus shopping at Tanger Outlets with discount coupons. It’s ideal for travelers wanting a mix of scenic views and retail therapy.
Reviews highlight the leisurely pace and the opportunity to see why the rich flock to Long Island. The tour is long—about 14 hours—but provides a full day of varied experiences.
Bottom Line: Perfect for those wanting a scenic escape with shopping and coastal charm.
12. Teen + Young Adult Second-Hand Shopping Day in New York City
Number 12 focuses on younger travelers, offering a guided vintage shopping tour for teens and young adults for $88. It visits up to six local boutiques, including the Michael Jackson mural in the East Village, and includes a curated list of 70+ shops for future explorations. It’s designed for fun, budget-friendly shopping with a personal touch.
Guests rave about the friendly guides and how the tour tailors to teenagers’ tastes, making it a great choice for families or groups of young friends.
Bottom Line: Ideal for teens wanting a lively, curated vintage shopping adventure.
13. Meatpacking District: Chelsea Market and The Highline Tour
This tour offers a focused look at the Meatpacking District and Chelsea Market, with a walk on the High Line, all for $47. It’s a 2-hour exploration suitable for travelers wanting a quick but thorough introduction to the neighborhood’s food, art, and fashion scene, with highlights like the Whitney Museum and local eateries.
Guests value the informative guide and the compact schedule, making it fitting for a quick city fix.
Bottom Line: Best for those who want an efficient but revealing neighborhood tour.
14. Private Secondhand Bargain Shopping & Styling Tour with a Personal Shopper
Number 14 is a private 4-hour shopping experience for $155, ideal for bargain hunters who want styling advice and exclusive access. Visit 4-6 secondhand stores with a personal shopper, explore vintage and designer options, and get fashion tips tailored to your style. The guide’s local knowledge ensures you find unique pieces.
Guests praise the personalized attention and the curated shopping. It’s perfect for fashion-conscious travelers who want a customized, insider experience.
Bottom Line: Excellent for those seeking a tailored, private style and shopping adventure.
15. Woodbury Common Premium Outlet Shopping Private Day Trip by SUV from NYC
Number 15 features a luxurious private SUV trip to Woodbury Common for $640 per group, up to 2 people. This includes hotel pickup, bottled water, and personalized service. You’ll enjoy door-to-door convenience and the flexibility to shop at major outlets like Gucci, Nike, and Coach.
Guests appreciate the private, stress-free transportation and the chance to shop at leading brands at significant discounts. It’s ideal for travelers who prefer exclusivity and comfort.
Bottom Line: Best for couples or small groups wanting a premium shopping day with maximum flexibility.
16. Private Chelsea Market and High Line Food Tour
Last on our list, the Private Chelsea Market and High Line Food Tour is a 3-hour experience for $325. You’ll enjoy tastings at Chelsea Market, like doughnuts, pizza, and hot sauces, then walk the High Line with personalized commentary. This tour is perfect for those looking for a customized, intimate experience.
Guests love the diverse food samples and the chance to learn about the neighborhood’s transformation. It’s well suited for foodies and travelers wanting an exclusive experience.
Bottom Line: For food lovers seeking a private, indulgent walk through Chelsea’s culinary scene.
How to Choose Your Perfect Shopping & Market Tour in NYC
When selecting among these options, consider your budget, interests, and how much time you want to spend. If designer brands are your focus, the Woodbury Common Outlets tours—either the group day trip or private SUV—offer excellent savings. For a culinary adventure combined with sightseeing, tours like the Chelsea Market & High Line or the Food & Culture Tours provide tasty insights and scenic walks.
For vintage lovers or fashionistas on a budget, the Secondhand Shopping and Personal Styling tours offer tailored experiences that reveal NYC’s best-kept secret shops. Travelers with only a few hours should opt for shorter, private tours of Chelsea and the Meatpacking District to maximize local flavor without overcommitting.
Booking early is wise, especially during peak seasons or weekends, and always check whether the tour includes the highlights you’re most interested in. Many tours support local businesses, so your participation also helps keep NYC’s neighborhoods vibrant.
Final Thoughts
Whether you’re after massive designer discounts, gourmet bites, or vintage treasures, New York City has a shopping or market tour to match your tastes. For the dedicated shopper, the Woodbury Common Outlets day trip delivers big savings. Food lovers will appreciate the Chelsea Market and High Line combo, while fashion fans can’t go wrong with a secondhand shopping tour guided by a local expert.
Remember, the best trips are those tailored to your interests and pace. With so many options, booking early and choosing a tour that fits your schedule and style will help you make the most of your NYC shopping adventure. Happy shopping!