Private Luxury Winery Trip of Long Island, New York, USA

Discover Long Island's wineries on a private, customizable tour with tastings, scenic views, and insider tips—all for an accessible price and relaxed pace.

If you’re considering a wine-focused outing on Long Island, this private luxury winery trip might catch your eye. While we haven’t personally hopped on this exact tour, we’ve looked into it thoroughly and can give you a clear picture of what it offers—and what it might mean for your own trip. It’s designed to be a comfortable, personalized experience that takes you through some of Long Island’s most charming vineyards, with a good dose of scenic beauty and local flavor.

What really stands out about this tour are two things: first, the flexibility to tailor your day to suit your interests, and second, the insider tips that a private guide provides, often making the difference between a good day and a memorable one. A possible consideration is that this isn’t a cheap, all-in-one package—at $198 per person, it’s an investment but one that many might find worth it for the quality and exclusivity.

This tour would suit anyone with a genuine interest in wine, a love of scenic landscapes, and a desire for a relaxed, guided experience that takes the hassle out of planning. Whether you’re a seasoned wine enthusiast or just someone looking to enjoy a day out with beautiful views and good company, this could be a good pick.

Key Points

Private Luxury Winery Trip of Long Island, New York, USA - Key Points

  • Flexible & Personalized: You can customize the tour to match your interests and preferences.
  • Private & Guided: Enjoy the benefit of a private group and an experienced local guide.
  • Scenic & Relaxing: Expect lovely vineyard views and a leisurely pace.
  • Tastings at Three Vineyards: Including Pindar Vineyards, Raphael Vineyards, and Lenz Winery.
  • Convenient Transport: Private, air-conditioned round-trip transport from Hicksville LIRR Station.
  • Age Restriction: Only for individuals 21 and older.
You can check availability for your dates here:

An In-Depth Look at the Long Island Winery Experience

Private Luxury Winery Trip of Long Island, New York, USA - An In-Depth Look at the Long Island Winery Experience

The Beginning: Convenient Pickup and Transport

Starting your day with a comfortable transfer from Hicksville LIRR Station sets the tone for a relaxed experience. This private transportation ensures you’re not dealing with the hassle of navigating unfamiliar routes or parking—especially handy if you’re coming from NYC or surrounding areas. The vehicle is air-conditioned, which is a nice touch considering Long Island’s summer heat or even spring and fall days.

The pickup timing is flexible, mostly available in the morning or afternoon, so you can align it with your plans. Once you’re on the road, the focus shifts to enjoying the scenery as you head eastward toward the vineyards.

First Stop: Pindar Vineyards – A Classic Introduction

Your first winery visit is at Pindar Vineyards, which is often highlighted in reviews for its guided tastings and the chance to enjoy handcrafted wines amidst scenic surroundings. The guided aspect means you’ll get insights into the local wine heritage, which adds depth to the tasting experience. Expect a relaxed atmosphere, often accompanied by casual music, making it easy to unwind and soak in the views.

Many visitors appreciate the way this stop balances education with enjoyment. The guide provides insider tips, making it more than just sipping wine; it’s about understanding what makes Long Island wine unique. Since tastings are included, you’ll get to sample a variety of wines, which helps you decide if you want to explore further on your own or during future visits.

The Middle: Exploring Raphael Vineyards & Lenz Winery

After Pindar, your private tour continues with visits to Raphael Vineyards and Lenz Winery. These stops offer different flavors and atmospheres, giving you a well-rounded picture of Long Island’s wine scene. Both are known for their scenic locations and quality wines, and the private setup means you won’t be rushing between groups.

While reviews don’t specify exact tasting notes, the emphasis on scenic surroundings and relaxed visits suggest you’ll find these stops enjoyable. In particular, the views at Lenz Winery are often praised, making it an ideal spot for photos or just soaking in the landscape.

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Optional Lunch & Additional Time

A notable feature is the optional lunch at one of the wineries—a great way to relax and enjoy the views more fully. While not included in the base price, many find this worthwhile, especially if they want a more leisurely pace or to pair their wines with local fare. The flexibility to add this on makes the tour adaptable to your mood and appetite.

The Experience: What You’ll Take Away

The experience is designed to maximize comfort, knowledge, and enjoyment. The private nature means fewer crowds and more tailored attention from your guide, which many travelers find valuable. The focus on scenic vineyards and insider tips makes it feel like a local friend showing you their favorite spots—a personal touch that can turn an ordinary wine tour into a memorable day.

Price & Value: Is $198 Worth It?

At $198 per person, this tour isn’t the cheapest option out there, but it offers a lot of value. You’re paying for private transportation, guided tastings, and the ability to customize your experience. If you’re someone who appreciates comfort and personalized service, the cost can be justified, especially considering the included tastings at three vineyards and the scenic drive.

Some reviews mention that the experience is a bit more laid-back and intimate than group tours, which tends to justify a higher price point for many. Plus, the convenience of door-to-door transport from Hicksville saves you time and effort, making it a more relaxed day overall.

Who Will Love This Tour?

This experience is particularly well-suited for wine enthusiasts, couples, or small groups looking for a personalized, relaxed day out. It’s also great if you prefer avoiding large, crowded tours and want local insights. Keep in mind, it’s only for those 21 and older, so not suitable for families with children.

Final Thoughts: Is This the Right Tour for You?

Private Luxury Winery Trip of Long Island, New York, USA - Final Thoughts: Is This the Right Tour for You?

If you’re after a scenic, flexible, and guided way to explore Long Island’s vineyards, this private tour hits many of the right notes. The focus on scenic views, insider tips, and personalized service makes it stand out from more generic group trips. While it’s priced higher than some standard tours, the private aspect and the quality of the wineries visited often make it worth considering.

However, if you’re on a tight budget or prefer a more spontaneous, self-led exploration, you might find this experience a bit too curated. The optional lunch is a nice addition but is not included in the base price, so plan for extra if you want a sit-down meal with wine pairings.

All in all, this tour could be a memorable part of a Long Island getaway—especially if you value comfort, scenic beauty, and local insights.

Ready to Book?

Private Luxury Winery Trip of Long Island, New York, USA

FAQs

Private Luxury Winery Trip of Long Island, New York, USA - FAQs

Is this tour private?
Yes, it’s designed for a private group, so only your party will participate.

What is included in the price?
You get visits and tastings at three vineyards—Pindar Vineyards, Raphael Vineyards, and Lenz Winery—as well as private, air-conditioned transportation and a guided tour at Pindar.

Can I customize the tour?
Absolutely. The tour is tailored to your interests and preferences, giving you flexibility.

Is this suitable for families or children?
No, this tour is only for individuals 21 years or older.

What should I bring?
Comfortable shoes and clothes, along with your ID card or a copy, are recommended.

How long does the tour last?
It typically lasts between 7 and 9 hours, including transportation and visits.

Is there a cancellation policy?
Yes, you can cancel up to 24 hours in advance for a full refund, offering some peace of mind if your plans change.

If you’re looking for a relaxed, scenic, and personalized way to enjoy Long Island’s wine country, this private tour ticks many boxes. It offers a chance to learn, taste, and soak in beautiful vineyard vistas—all with the ease of private transport and insider knowledge. Perfect for wine lovers who appreciate comfort and a little flexibility, it might just be the highlight of your trip.

You can check availability for your dates here: