Hamptons, Sag Harbor & Outlet Shopping, 1-Day Tour from NYC

If you’re thinking about leaving the bustle of Manhattan behind for a day of seaside charm, boutique shopping, and maybe some wine tasting, this tour from Empire Vacations promises a breezy escape. It’s a popular option for those who want to experience the upscale vibe of the Hamptons without the hassle of driving or planning multiple stops themselves.

What we really like about this tour is how it combines several quintessential Hamptons experiences into one manageable day — from wandering charming towns to tasting local wines and slipping in some retail therapy at Tanger Outlets. Plus, the smooth transportation by bus or minivan makes it accessible without the stress of navigating unfamiliar roads or public transport.

However, a potential drawback is that the schedule can feel a bit packed, and some travelers have mentioned that certain parts, like the shopping at outlets, could be a little rushed. If you’re someone who prefers slower, more immersive days, this might feel a bit hurried. Also, given the long drive (about 90 miles each way), you’ll want to consider if a long day in the car suits your travel style.

This tour tends to suit those who want a taste of the Hamptons without the fuss — perfect for first-timers, casual explorers, or anyone with a limited time frame but a desire to see some of Long Island’s most talked-about spots.

Key Points

• Comfortable Transportation: Travel in a modern bus or van, saving you the hassle of driving.
• Diverse Experiences: Combines sightseeing, wine tasting, and shopping into one day.
• Time Constraints: Limited time at each stop means less in-depth exploration.
• Cost-Value Balance: At $179, it’s a fairly priced way to hit multiple highlights without extra planning.
• Guide Quality: Most reviews praise the knowledgeable, engaging guides that add context and fun.
• Long Day: Expect an early start and late return, so plan accordingly for energy levels.

What to Expect from the Tour

This trip is set up primarily for those who want a hassle-free introduction to the Hamptons. Departting from NYC early in the morning (around 6:30 am), your day begins with a scenic drive through Queens and the outskirts of Manhattan, quickly leaving the city’s energy behind. Traveling in a comfortable vehicle, you’ll enjoy the quiet, with Wi-Fi available on the bus for some distraction or to share your trip in real-time.

First Stop: Cooper’s Beach and Southampton

Your first major stop is Cooper’s Beach, renowned for its pristine sands and stunning views. We loved how this beach embodies the classic Hamptons vibe — wide, clean, and perfect for a quick walk or photo. Many reviews point out how breathtaking the scenery is. Some, however, noted that the tour doesn’t spend much time here, so if sunbathing or swimming is your goal, you’ll need to prioritize that.

Next, you’ll explore Southampton, a town that’s all about blending elegance with a laid-back coastal feel. Walking along its main street, you’ll see delightful cafes and boutique stores. The highlight here is Ocean Drive, lined with historic homes that have attracted the likes of Steven Spielberg and Paris Hilton. Be aware, though, that the tour doesn’t go inside the homes — privacy barriers prevent close-up views, which some find a bit disappointing. Still, the overall vibe of the area is charming and worth experiencing.

Vineyard Stop: Duck Walk Vineyards

One of the tour’s standout moments is the visit to Duck Walk Vineyards. Here, you get a complimentary wine tasting, which most reviews agree is a real treat. The winery is one of the oldest in Southampton, and the tasting gives you a nice taste of local flavor without any extra cost. If you’re a wine enthusiast or just enjoy a good glass, this is a definite highlight. Just keep in mind that the tasting is for those over 21 only.

Sag Harbor and the Windmill

Next up is Sag Harbor, a picturesque town with a yacht-filled marina and a historic, cozy feel. You’ll walk along the harbor and browse antique stores, which many say makes for a relaxing, photogenic experience. The harbor’s yachts are impressive, and the town’s old-world charm is one of the reasons travelers keep coming back. Some reviews mention they’d like more time here, but with the schedule, it’s a quick but pleasant visit.

The Windmill, a local landmark, provides a quaint backdrop for photos and a taste of Sag Harbor’s old-fashioned character. Walking along the pier or taking quick snaps by the Windmill is a favorite among visitors.

Afternoon Shopping at Tanger Outlets

After lunch (which is not included, so bring some cash or cards), you’ll head to Riverheads Tanger Outlets for some retail therapy. With over 100 brand-name stores offering discounts, this is a shopper’s paradise. Reviewers say this part of the trip is a bit rushed, with only around two hours to browse. The mall is large, so be prepared to walk a lot, and consider prioritizing your favorite stores to make the most of your time.

Some travelers, like one who wished for more shop time, find the outlet visit enjoyable but brief. The shopping experience is more about quick bargains rather than a leisurely browse, so if shopping is a major part of your trip, plan for a quick in-and-out or consider arriving earlier or later for a more relaxed experience.

Return Journey

As the day winds down, you’ll head back to NYC, often arriving around early evening. The return trip may be longer due to rush hour traffic, as some reviews note, so bring snacks or entertainment to pass the time. The bus or van is generally well-maintained, although a few travelers have noted that the cleanliness can vary, so it’s worth mentioning that some vehicles might not be as new or spotless as others.

The Pros and Cons: Real Traveler Insights

What travelers love:
Most reviews highlight the guides’ knowledge and friendly attitude. Several mention that their guides added humor and interesting facts, making the long day more enjoyable. The scenery, especially at Cooper’s Beach and Sag Harbor, consistently earns praise for its beauty. The wine tasting at Duck Walk Winery is another big hit — a nice way to sample local flavors without extra cost.

What could be better:
Some travelers wish for more time at the outlets to truly browse and enjoy the shopping. Others felt the schedule was too tight, especially for those who like leisurely days. A few reviews pointed out that the views of the rich and famous homes are limited due to privacy shrubs, which can be a letdown if you’re expecting to see sprawling estates up close.

Transport and vehicle concerns:
Most found the transportation comfortable, but a couple of reviews mention older or less clean vehicles, which isn’t typical for this operator. Given the long hours and the importance of comfort, this is worth considering if you’re sensitive to vehicle quality.

Price and overall value:
At $179 per person, the tour offers a lot in one day — sightseeing, wine, shopping, and guided commentary. Many reviews say it’s worth the cost for the convenience and the variety of experiences packed into the trip. However, it’s a long day, and if you’re not keen on rushing from place to place, some might find it a bit too full.

Who Should Consider This Tour?

This experience is ideal for first-timers or casual visitors to NYC wanting a quick, curated taste of the Hamptons. If you’re looking for a relaxing day with scenic views, some wine, and a bit of shopping, it ticks many boxes. It’s also suitable if you prefer not to worry about driving or dealing with public transit.

Travelers who value in-depth exploration or have specific sights they want to see might find the schedule limiting. Also, if you dislike long bus rides or are sensitive to traffic, the return trip could be a challenge.

Final Thoughts

This guided day trip to the Hamptons from NYC offers a well-rounded snapshot of Long Island’s famed seaside towns. With knowledgeable guides, beautiful scenery, and a good mix of activities, it’s a practical choice for many travelers. Just be prepared for a full day of travel, some quick stops, and limited free time at each destination.

If your goal is to get a feel for the area without extensive planning or long stops, this tour does a decent job. It manages to deliver the essentials — from beaches and historic streets to wine and outlet shopping — in a way that’s both fun and efficient.

For those who want a taste of luxury without the fuss, or who enjoy guided tours with a friendly, knowledgeable touch, this experience can make a nice addition to your NYC itinerary.

FAQ

Is hotel pickup included for this tour?
No, hotel pickup isn’t offered. You’ll need to meet at the designated starting point in Midtown Manhattan, specifically at 330 W 42nd St.

What transportation is used during the tour?
Depending on the group size, you’ll travel in either a comfortable full-sized bus or a van. Most reviews say the vehicles are well-maintained and air-conditioned.

Is Wi-Fi available during the ride?
Yes, Wi-Fi is offered on full-size coaches, which can be handy for sharing photos or catching up on messages during the longer stretches.

Can children join this tour?
Children under 2 travel free as lap children, but you’ll need to specify this when booking. Bringing a stroller is also possible if you note it in special requirements.

Is there a chance to customize the stops or spend more time in certain areas?
Since the schedule is fixed, there’s limited flexibility. Most reviews indicate the tour is quite structured, so if you prefer more relaxed exploration, you might want to consider other options.

What’s the best time of year to go?
While not explicitly mentioned, traveling before Labor Day might give you more store hours at outlets, as some travelers noted that many stores close the day after the holiday.

In the end, this day trip balances sightseeing, shopping, wine, and convenience. It’s a solid pick if you’re looking for an efficient, guided taste of the Hamptons — perfect for those who want highlights without the hassle of planning every detail.