Long Island Winery Tour with Lunch from Manhattan (#1 Rated!)

Discover Long Island’s top vineyards with this guided tour from Manhattan, including tastings, a gourmet picnic, and round-trip transportation for an authentic experience.

If you’re looking to escape New York City’s hustle and bustle for a day of wine-tasting in the scenic North Fork of Long Island, this guided tour might be just what you need. With a reputation as the #1 rated experience in its category, it offers a chance to visit three well-chosen vineyards, sample a variety of delicious wines, and enjoy a gourmet picnic—all without worrying about driving or logistics.

What we love about this tour is how it combines the convenience of round-trip transportation from Manhattan with the chance to relax, chat, and truly enjoy the scenery and flavors of Long Island’s wine country. Plus, the presence of a knowledgeable guide makes the experience educational and fun.

Ruth★★★★★

Natasha★★★★★

On the downside, some travelers have noted that the food options and weather can be variable, so a bit of flexibility and preparation go a long way.

Ideal for those who appreciate a well-organized, social outing, this tour appeals to first-time wine lovers, couples, and anyone looking to add a little vino adventure to their NYC trip. It’s a taste of the countryside with a touch of city ease—perfect for a day trip.

Key Points

  • Convenience: All transportation from Manhattan is included, making it effortless to enjoy wine tasting without any logistics.
  • Authentic Experience: Visits to three carefully selected vineyards give a genuine taste of Long Island’s wine scene.
  • Food & Drink: A gourmet picnic lunch is included, with vegetarian options available, plus wine tastings from each vineyard.
  • Guide Quality: Enthusiastic, knowledgeable guides enhance the experience, answering questions and sharing insights.
  • Group Size: The tour keeps groups small enough for a personal feel but large enough for a lively atmosphere.
  • Weather Considerations: The trip runs rain or shine, so be prepared for outdoor elements, especially at smaller wineries.

From the moment you meet at 41 Union Square West, a lively hub in downtown Manhattan, you’ll start your day with anticipation. The tour begins at 9:00 am, with most travelers arriving 15 minutes early to get settled. A comfortable coach bus, which can carry up to 25 people, will whisk you away toward Long Island’s North Fork.

The Drive and First Impressions

The drive takes approximately 1.75 hours, during which your guide will share fascinating tidbits about Long Island’s wine history and the area’s landscape. As you head east, you’ll leave behind the skyscrapers and urban buzz and start noticing the lush vineyards and farm fields that characterize the North Fork.

First Stop: The Vineyards and the Lunch

Your first vineyard visit offers a relaxed tasting experience, with around 1.5 hours to wander, sip, and enjoy the scenery. This stop also features the gourmet lunch, served on-site—usually a simple but satisfying salad or sandwich with chips and water, with vegetarian options available. Several reviews highlight the value of this lunch, with one traveler noting it as “nice to get out of the city and see the wineries in that area.” The lunch is designed for a quick, satisfying break rather than a full multi-course meal but perfectly complements the wine tastings.

Visiting the Vineyards

At each of the three vineyards, your guide will facilitate tastings of around 13 different wines. The wineries are carefully chosen to showcase a variety of styles, from crisp whites to robust reds. One reviewer emphasized how “the wines were so beautiful,” and another noted that “wineries were gorgeous but some wines were better than others,” which is typical for most wine regions, offering a range of flavors and qualities.

While the first vineyard might be somewhat modest or underwhelming in terms of wine quality, the second and third stops tend to impress visitors, especially with friendly staff and lovely grounds. Multiple reviews mention the “beautiful wineries,” “friendly staff,” and “terrific wine” as highlights.

The Experience at Each Vineyard

Expect to have about 1.5 hours at each location—long enough to taste, take photos, and stroll around. Some vineyards have live music or outdoor seating, so you can soak in the atmosphere. A few reviews point out that smaller wineries can be crowded or may lack covered areas, especially if the weather turns wet. It’s worth keeping in mind if rain is forecasted or if you’re a fan of more sheltered tasting spaces.

Return Journey and End of Day

After the third stop, the bus will head back to Manhattan, arriving around 6:00 pm. The return trip can take a bit longer due to traffic, but most travelers find the experience well worth it. You’ll be dropped off at the original meeting point with plenty of stories and photos to remember your day.

For $149 per person, this tour offers a solid balance of convenience, education, and enjoyable tasting opportunities. The inclusion of round-trip transportation, a gourmet picnic lunch, and visits to three vineyards makes it a competitive option compared to self-guided or independent visits, especially considering the hassle of parking and navigating unfamiliar roads.

Many reviews echo that the guides are the highlight of the trip, providing both educational insights and personable service. One reviewer said their guide, Raven, was “professional, personable, knowledgeable, resourceful, and courteous”—a big plus that adds to the overall experience.

That said, it’s not a luxury experience. The lunch is simple, and the wine quality can vary between vineyards. Some guests feel the price is slightly steep compared to other tours with more extensive tastings or food options, but for many, the ease and expert guidance compensate for that.

Who Should Consider This Tour?

This experience is perfect for first-time visitors to Long Island, couples seeking a romantic day out, wine enthusiasts wanting a curated taste of the region, or city dwellers craving a scenic escape. It’s also suitable for those who prefer to leave driving and planning behind and just enjoy the day.

In essence, this Long Island winery tour from Manhattan provides a well-organized, enjoyable way to explore some of New York’s best vineyards without the stress of planning. The guide’s enthusiasm, combined with the beautiful scenery and quality wines, makes it a rewarding outing. The inclusion of a casual lunch and round-trip transport simplifies the logistics and allows you to focus on the experience.

While the wine quality can vary and the weather might influence your day, the overall package offers great value for those eager to experience Long Island’s wine culture. The small group size and personal attention make it a comfortable and friendly atmosphere, perfect for both wine novices and seasoned sippers.

If you’re looking for a straightforward, fun, and scenic wine adventure just a short hop from Manhattan, this tour is a smart choice. It’s a chance to learn, taste, and relax—all in one memorable day.

How long is the tour?
Approximately 10 hours, including transport, vineyard visits, and lunch.

What time does it start?
Meet at 41 Union Square West at 9:00 am.

Is food included?
Yes, a gourmet picnic lunch is served at the first vineyard, with vegetarian options available. Food is simple but satisfying.

Are wine tastings included?
Yes, with around 13 tastings across three vineyards, giving a broad sampling of regional wines.

Is transportation provided?
Yes, round-trip bus transport from Manhattan is included, with a maximum of 25 travelers per group.

Can I bring alcohol on the bus?
The tour provider reserves the right to refuse service to anyone disruptive; generally, bringing open bottles might not be permitted.

What should I wear?
Comfortable clothing suitable for outdoor walking and weather conditions. Plan for rain or shine, as the trip runs in all weather.

Are there age restrictions?
Yes, participants must be 21 or older with valid ID.

What if it rains?
The tour runs rain or shine. Be prepared for outdoor tasting areas if the weather isn’t ideal.

How do I cancel?
Cancellation is free up to 24 hours in advance. Full refunds are available if canceled earlier.

This guided tour offers a practical, enjoyable way to experience Long Island’s vineyards without the hassle—an excellent choice for a day of wine, scenery, and good company.