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

Discover the charming seaside towns of Southampton and Sag Harbor on this well-structured day trip from New York City. Priced at $179 per person, the tour lasts approximately 11 to 13 hours, making it an ideal choice for those seeking a full yet manageable escape to Long Island’s upscale coast. It departs early from Midtown Manhattan at 6:30 am, with transportation provided by bus or minivan, eliminating the hassle of driving or public transit. While the trip offers many highlights, including wine tasting and shopping at Tanger Outlets, travelers should be prepared for a long day with some pacing considerations, especially if visiting multiple stops.

This tour appeals most to visitors who enjoy scenic coastal towns, boutique shopping, and wine experiences in a group setting. Though it does not include hotel pickup, the meeting point is conveniently near public transportation options. The guided experience combines comfort with informative commentary—though reviews note that vehicle condition can occasionally vary. For those wanting a comprehensive taste of the Hamptons without the stress of logistics, this tour provides a solid, enjoyable option.

Key Points

• Price: $179 per person, with bookings made an average of 47 days in advance
• Duration: 11 to 13 hours from pickup in Midtown Manhattan
• Stops: Includes Southampton, Sag Harbor, Duck Walk Vineyards, and Tanger Outlets
• Transport: Comfortable bus or minivan, Wi-Fi available on full-size coaches
• Highlights: Seaside towns, wine tasting, historic harbor, boutique shopping
• Limitations: No hotel pickup; long day, some reviews mention variable vehicle cleanliness

Pickup and Transportation from Midtown Manhattan

The tour departs from a central meeting point at 330 W 42nd St early in the morning at 6:30 am. Transportation is arranged via comfortable air-conditioned buses or vans, depending on group size. The journey covers approximately 90 miles (140 km) eastward, winding through Manhattan and Queens before reaching Long Island. Travelers benefit from Wi-Fi onboard on full-sized coaches, although streaming may be limited.

While no hotel pickup is included, the meeting location is near public transit options, making it accessible for many visitors. Parking is available nearby, but using ride-share or public transit is recommended for convenience. The large group size—up to 50 travelers—ensures a lively atmosphere, with vans substituted for buses when fewer guests participate.

Visiting Southampton: Home of the Stars and Scenic Streets

Southampton marks the first stop on the tour and is known for its upscale reputation and celebrity residents such as David Letterman, Paris Hilton, and Steven Spielberg. The tour guides emphasize the area’s history and point out homes of the rich and famous along Ocean Drive and in the harbor area.

Travelers walk down Southampton’s main street, lined with cafes and boutiques, and learn about its development as a popular seaside retreat. A highlight is the 20-minute visit to Cooper’s Beach, where the scenery and shoreline are described as breathtaking. Some reviews mention that privacy shrubbery limits the view of the luxurious homes, but the harbor tour gives a good sense of the yachts and boats owned by affluent residents.

Wine Tasting at Duck Walk Vineyards in Southampton

A key feature is the visit to Duck Walk Vineyards, one of the oldest and most reputable wineries in Southampton. The complimentary wine tasting lasts about one hour, offering a chance to sample local wines in a beautiful setting. A knowledgeable staff explains the different varieties, making it engaging even for those less familiar with wine.

The wine tasting is considered a highlight for many, with reviews praising the quality of the wines and the friendly staff. Travelers should note that tasting is only open to those over 21 years old. Some visitors suggest that spending more time here would be preferable, as the winery is part of a large area and tasting time can feel limited.

Exploring Sag Harbor’s Historic Marina and Old Town

The tour’s next stop is Sag Harbor, a quaint town with a marina filled with yachts, and a historic harbor that reflects its past as a fishing and whaling center. Visitors enjoy walking along the waterfront, observing the boats, and exploring antique shops and old-world stores for unique finds.

The 45-minute visit offers a relaxed atmosphere where travelers can take photos at the Windmill and stroll along the pier. The harbor tour showcases luxurious yachts, which many find to be a visual highlight. Some reviews note that the town’s privacy measures limit views of certain homes, but the overall historic ambiance compensates well.

Lunch and Free Time: On Your Own in Sag Harbor and Southampton

Lunch is not included in the tour price and is at your own expense. The itinerary provides free time for visitors to explore shops, dine, or relax in the historic towns. Many choose to enjoy a lunch by the water in Sag Harbor, with options for casual or upscale dining.

Post-lunch, the tour continues westward toward the Tanger Outlets, where travelers receive mall goodies and have two hours to browse brand-name stores. While some reviews express that two hours is not enough to explore the large shopping complex, others appreciate the opportunity to bag bargains at popular shops.

Shopping at Tanger Outlets: Bargains and Store Variety

The outlet shopping stop is a core part of the tour for those wanting to score deals on designer brands. The outlets are described as large, and the two-hour window provides a decent amount of shopping time. Reviewers note that drop-off points at the mall can be at one end, so plan accordingly if looking to visit many stores.

Many visitors enjoy finding discounted fashion, accessories, and home goods. However, some reviews indicate that more time would be preferred for a fuller shopping experience, especially if coming with specific stores in mind.

The Return Journey and Final Arrival in NYC

In the late afternoon or early evening, the tour departs westward back to Manhattan, generally arriving around sunset. The return trip often includes a drive through rush hour traffic, which some reviews describe as stressful but unavoidable given the timing.

The long day and extended travel time mean travelers should be prepared for a full schedule. Despite the length, many appreciate the organized pace and informative guides that enhance the experience. The tour concludes at the original meeting point on 42nd Street, with drop-offs typically aligned with the departure location.

Guides and Guest Experience

The guides on this tour are praised for their knowledge and friendly demeanor. Many reviews highlight outstanding guides who share interesting facts and light-hearted jokes. One guide, Moses, is specifically mentioned for making the experience leisurely and enjoyable.

Some reviews note variability in vehicle cleanliness and comfort, with a few mentioning older or less pristine coaches. Nevertheless, the quality of the commentary and overall organization generally leave a positive impression.

Physical Requirements and Accessibility

The tour is suitable for individuals with a moderate physical fitness level. Walks around Southampton and Sag Harbor are manageable, but travelers with mobility issues should consider their comfort during short walks and harbor tours. The buses are air-conditioned and equipped for most accessibility needs, though specific requests like car seats or strollers can be accommodated if noted in advance.

Environmental Commitment and Additional Info

The tour provider emphasizes environmental responsibility by partnering with One Tree Planted, planting one tree for each passenger. This initiative reflects a commitment to sustainability.

The tour does not include hotel pickup, and parking at the meeting point requires a fee. Travelers can cancel free of charge up to 24 hours before the scheduled departure, offering flexibility in planning.

Who Should Consider This Tour

This guided day trip suits those who enjoy scenic coastal views, luxury neighborhoods, and boutique shopping. It offers a rundown of the Hamptons with expert guides providing informative commentary. The long day is best for travelers comfortable with extended bus travel and walking.

While the tour is well-received overall, some reviews point out vehicle condition inconsistencies and limited shopping time. For first-time visitors or those short on time, this tour presents an efficient way to experience the Hamptons’ highlights in a single day.

The Bottom Line: Practical and Enjoyable Summary

The Hamptons, Sag Harbor & Outlet Shopping tour offers a rich mix of seaside exploration, wine tasting, and shopping, all bundled into a full-day experience. At $179, it provides value for the convenience of guided transportation and organized stops. Its informative guides and scenic stops make it a solid choice for visitors who want to see the best of Long Island’s coast without the hassle of driving.

However, potential travelers should brace the long day and manage expectations regarding vehicle cleanliness and shopping time. This tour best suits those who want a structured, informative overview of famous Hamptons neighborhoods, with opportunities to relax and enjoy the scenery along the way.

Frequently Asked Questions

Is hotel pickup included for this tour?
No, hotel pickup is not available. Travelers must meet at the designated midtown Manhattan location.

What transportation is used during the tour?
Depending on the group size, the trip is conducted in comfortable, air-conditioned buses or vans. Wi-Fi is available on full-sized coaches.

Are children allowed on the tour?
Children under 2 years old travel free as lap children, but must be noted in the booking. Car seats and strollers are also available upon request.

How long is the free shopping time at Tanger Outlets?
There is two hours allocated for shopping, which some find short given the large size of the mall.

Can I customize the tour or choose specific stops?
The itinerary is fixed, but special requirements can be noted at booking, such as car seats or infants.

Is wine tasting included in the price?
Yes, complimentary wine tasting at Duck Walk Vineyards is included for over 21 participants.

What if I need to cancel?
Cancellations are free if made at least 24 hours before the departure time.

Are there multilingual guides?
Yes, tours are available in multiple languages, including Italian, Spanish, Portuguese, French, German, Hebrew, Japanese, and Chinese.

What should I bring for the day?
Comfortable walking shoes, sun protection, and a camera are recommended for exploring Southampton and Sag Harbor.

How does the tour handle traffic and long travel times?
The schedule accounts for rush hour traffic on the return, but it can extend the day. Many find the experience worth the long hours for the sights and activities.

Is the vehicle condition reliable?
Most reviews confirm vehicles are less than five years old, though some mention variable cleanliness. The company is investigating any issues raised.

Would you recommend this tour?
For those seeking a comprehensive, guided overview of the Hamptons with wine tasting, sightseeing, and shopping, this tour remains a practical, enjoyable choice.