From NYC: Hamptons, Sag Harbor, and Outlet Shopping Day Trip

From NYC: Hamptons, Sag Harbor, and Outlet Shopping Day Trip offers an inviting escape from the city’s hustle, taking you through some of Long Island’s most iconic spots. For $179 per person, you’ll spend about 14 hours exploring beautiful villages, spotting lavish homes of the wealthy, sampling local wines, and hunting for bargains at Tanger Outlets. The tour is operated by Amadeo Travel and has earned a solid 4.4-star rating from 138 reviews—testament to its popularity among travelers seeking a taste of the Hamptons without the hefty price tag or hassle of independent planning.

We love how this trip combines the scenic beauty of Long Island’s countryside with the glamour of Southampton, offering a chance to see why so many celebrities call this area home. The inclusion of a wine tasting at one of Southampton’s historic wineries is a definite highlight, giving you a taste of local flavors and a bit of leisurely indulgence. Plus, Sag Harbor’s quaint charm and antique shops make for a perfect afternoon stroll. On the flip side, some might find the long day a bit tiring, especially if you’re not accustomed to early mornings or extensive sightseeing.

This tour is best suited for those who want a well-rounded day that mixes sightseeing with shopping and relaxation. If you’re curious about the lives of the rich and famous or enjoy discovering authentic small towns, this trip hits the mark. It’s particularly appealing for travelers who value guided tours that include expert commentary, as many reviews emphasize the knowledgeable guides who enhance the experience.

Key Points

• Scenic Drive: Enjoy views of open meadows, luxurious homes, and quaint villages.
• Celebrity Spotting: Southampton is home to many well-known personalities, making it fun to see the mansions and mansions—some from the outside, at least.
• Cultural Charm: Sag Harbor offers a relaxed, old-world atmosphere with its harbor, antique shops, and historic streets.
• Wine Tasting: Experience local flavors at one of Southampton’s top wineries with a complimentary tasting.
• Shopping Bargains: Save money and find brand-name deals at Tanger Outlets with provided coupons.
• Flexible Tour: The day balances sightseeing, shopping, and leisure, appealing to those who want a bit of everything.

You can check availability for your dates here:

An In-Depth Look at the Tour Experience

Starting Early: Leaving NYC Behind

The tour kicks off bright and early outside the Port Authority Bus Terminal, a strategic spot for easy access. At 6:30 AM, you’ll board a comfortable, air-conditioned bus—not a cramped van—ready to whisk you away from the city’s rhythm into the slower, scenic pace of Long Island’s east end. This early start means you’ll maximize your day, but it also demands an early wake-up call, which can be a consideration for night owls or those traveling with young children.

Scenic Drive and First Impressions

As you depart through Queens, the city’s towering skyline gives way to open farmland, charming homes, and the kind of scenery that makes you wonder why you don’t do this more often. The drive itself, about an hour or so, is a chance to relax, chat with fellow travelers, or enjoy the commentary from your guide, who, based on reviews, is both knowledgeable and engaging. We appreciate the way guides often share stories about the area’s history and celebrity residents, bringing the scenery to life.

Southampton: The Heart of Glamour

Upon arrival in Southampton, you’ll understand why this town is a magnet for the wealthy and famous. Many well-known personalities, including Jerry Seinfeld, Paris Hilton, David Letterman, and Steven Spielberg, have bought homes here. While we might not all get a glimpse of these mansions up close, the drive along Ocean Drive offers a peek at some of the most impressive properties—large, landscaped, and often hidden behind high hedges or fences.

A walk down the main street reveals a slice of classic American charm: boutique shops, cafes, and historic architecture that tell stories of a bygone era. The tour includes a stop at a historic winery, where you can enjoy a complimentary wine tasting—an excellent way to savor local flavors and relax amid the vineyard views. Many reviews praise the wine tasting as a highlight, with travelers remarking on the quality and variety available.

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Sag Harbor: Quirky and Quaint

Next, the bus heads to Sag Harbor, a delightful contrast to the upscale Southampton. This town exudes a laid-back, old-world charm with its harbor, antique stores, and narrow streets. The harbor is a central attraction—luxury yachts bobbing in the water—and offers great photo opportunities.

Exploring Sag Harbor allows you to soak in its authentic atmosphere. You might browse antique shops or simply enjoy a leisurely walk along the waterfront. Many travelers have noted the charm as a highlight, with some quoting guides that are “super knowledgeable, knew a lot, and was entertaining.” The town’s relaxed vibe provides a welcome break from the more commercialized parts of the trip.

Shopping at Tanger Outlets

After a relaxed afternoon in Sag Harbor, the tour moves west toward Tanger Outlets. Here, you’re given coupons and plenty of time to browse at your own pace. The outlet mall features many brand-name stores, and travelers consistently find their own bargains—sometimes quite impressive ones, according to reviews.

This stop is perfect for those looking to extend their shopping spree or pick up last-minute souvenirs. While some may find the shopping area crowded or commercial, the ability to haggle for discounts makes it worthwhile for many.

Return to NYC

As the day winds down, the bus departs in the late afternoon, heading back to New York City. Expect to arrive around evening, with plenty of memories and perhaps some new wardrobe additions.

What the Tour Gets Right

This tour scores high on several fronts. The guided commentary is frequently praised for being both informative and engaging, adding context to the scenery and history. The scenic views of the coastline, mansions, and meadows are genuinely stunning, making it a visually rewarding day. The wine tasting is often highlighted as a delightful cultural touch, providing a taste of local craftsmanship in a relaxing setting.

The shopping experience at Tanger Outlets is another attractive feature, especially with coupons that encourage savings on designer brands. For those who enjoy a mix of leisure and sightseeing, the structured yet flexible itinerary offers a nice balance.

Potential Drawbacks and Considerations

While many reviews are glowing, some travelers might find the long 14-hour schedule tiring. The early start, combined with a full day of sightseeing and shopping, might not suit everyone—especially those with mobility issues or short attention spans. Also, the tour is quite structured, so if you prefer a more spontaneous or customizable experience, this might feel a bit rigid.

On top of that, since the tour involves traveling through scenic but sometimes busy areas, expect some traffic delays or crowded spots, particularly during peak seasons. Food and drinks are not included, so you’ll want to budget extra for meals or snacks.

Who Will Love This Trip?

If you appreciate beautiful scenery combined with celebrity lore, you’ll find plenty to enjoy. The guided nature of the trip means you’ll learn interesting tidbits without the hassle of planning logistics, making it ideal for first-time visitors or those short on time. It’s also perfect for shoppers looking for bargains in a picturesque setting, as well as wine lovers eager to sample local vintages.

This tour suits travelers who want a relaxed, multi-layered day—whether you’re interested in architecture, outdoor views, or simply escaping the city for a day. It’s particularly suited for those who value expert guides and a well-organized schedule, as reviewers often praise the guides’ knowledge and friendliness.

FAQ

How early do I need to meet the tour?
You should arrive outside the side entrance of the Port Authority Bus Terminal on 42nd Street by 6:30 AM for check-in.

What is included in the price?
The tour covers round-trip transportation in an air-conditioned bus, a knowledgeable guide, sightseeing in Southampton and Sag Harbor, coupons for Tanger Outlets, and a wine tasting (for those over 21).

Are food and drinks included?
No, food and drinks are not included, so plan to bring snacks or plan for meals during the day.

How long is the drive from NYC to the Hamptons?
The drive from the city to Southampton typically takes around an hour, depending on traffic, with the tour returning in the evening.

Can I customize the tour or extend my stay?
This is a guided group tour with a set schedule, so customization isn’t available. However, you’re free to explore after the official stops.

Is the tour suitable for children or seniors?
While most people find the pace manageable, young children or seniors should consider their comfort with long days and walking.

What should I wear?
Dress comfortably and consider layers for changing weather. Since much of the day involves walking, comfortable shoes are recommended.

Are reservations flexible?
Yes, you can cancel up to 24 hours in advance for a full refund. You can also reserve now and pay later, offering flexibility in planning.

Is there a language option?
The tour is offered in multiple languages, including English, French, German, Italian, Spanish, Portuguese, Chinese, Hebrew, and Japanese.

In essence, the From NYC: Hamptons, Sag Harbor, and Outlet Shopping Day Trip is a solid choice for those wanting a taste of Long Island’s elegance, charm, and shopping without the hassle of organizing transportation or guides. With a mix of scenic drives, cultural stops, and retail therapy, it offers a well-rounded day that many travelers find both enjoyable and worthwhile.

You can check availability for your dates here: