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

If you’re dreaming of a day spent among rolling vineyards, tasting expertly crafted wines, and soaking in scenic views, then a private luxury winery tour of Long Island might just be your perfect escape. This experience, hosted by DGN Tours, offers a tailored journey through some of the most picturesque spots on Long Island’s East End, giving you a taste of New York’s less obvious, but increasingly celebrated, wine scene.

What makes this tour especially appealing? First, the customizable nature allows you to focus on what interests you most — whether that’s a deep dive into winemaking, enjoying peaceful landscape views, or sampling at specific wineries. Second, the private, guided setup ensures a relaxed, intimate experience with insider tips from guides who love sharing their local knowledge.

That said, it’s worth noting that this tour isn’t designed for those seeking a large-group or party atmosphere — it’s all about a quiet, refined experience. Also, because it involves wine tastings, travelers under 21 or with mobility challenges like large luggage or non-folding wheelchairs will find it less suitable. Nevertheless, if you’re after a genuine, personalized exploration of Long Island’s wine country, this tour strikes a compelling balance of value, scenery, and authentic experiences.

Ideal for: Wine lovers eager for a personalized, scenic journey, couples seeking a romantic day out, or friends wanting to enjoy a flexible, intimate tasting adventure.

Key Points

• Tailored Experience: The tour can be customized to suit your personal interests and preferences.
• Private Guide: Enjoy the flexibility and personalized insights from a local guide.
• Scenic Beauty: Visit lush vineyards and scenic landscapes that are perfect for photography and relaxation.
• Wine Tastings: Get guided tastings at Pindar Vineyards, Raphael Vineyards, and Lenz Winery, with insider tips on local wines.
• Comfortable Transport: Relax in private, comfortable transportation from Hicksville LIRR Station.
• Flexible Duration: The tour lasts between 6 to 9 hours, giving plenty of time to savor the experience.

You can check availability for your dates here:

Discovering Long Island’s Wine Country: A Deep Dive

The Itinerary and What to Expect

Starting from Hicksville LIRR Station, the journey to Long Island’s East End is smooth and comfortable, thanks to private transport arranged by DGN Tours. This transfer sets the tone for a relaxed day ahead, away from the hustle of city life. The first stop is Pindar Vineyards, a highlight renowned for its charming ambiance and guiding you through a curated tasting of handcrafted wines.

At Pindar, the experience is more than just sipping — it’s about understanding the craft. You’ll learn about the local winemaking traditions, enjoy casual music in the background, and absorb the scenic views that make this region so appealing. Guests often comment on how “the scenery just makes the tastings even better,” highlighting the immersive nature of this experience.

Next, there’s the option for a leisurely lunch at one of the wineries or nearby eateries, giving you the chance to relax and enjoy Long Island’s rural landscapes. The tour then continues with visits to Raphael Vineyards and Lenz Winery, two more spots that showcase the diversity of styles and atmospheres you can find in this region. Each winery offers its own unique charm — from Raphael’s rustic elegance to Lenz’s modern flair — ensuring that your tasting experience remains fresh and engaging.

Why We Love the Stops

Pindar Vineyards offers stunning views and a lively, friendly atmosphere, making it a perfect starting point. The guided tasting here provides insights into the wine-making process, which enhances appreciation for each sip. Many reviews praise the “casual music and insider tips,” adding a fun, relaxed vibe.

Raphael Vineyards is praised for its beauty and tranquility, ideal for those who prefer a more intimate experience. Visitors often comment on the “beautiful views” and the chance to learn about winemaking in a peaceful setting.

Lenz Winery rounds out the day with a more contemporary feel, offering a variety of wines and a chance to compare styles. Its setting is comfortable and modern, perfect for those interested in a broader wine palette.

The Value of a Private Tour

While the cost might seem higher than a group tasting, the value lies in the personalized experience. You won’t be jostling for space or rushing through tastings. Instead, you get to ask questions, tailor your itinerary, and enjoy a more relaxed pace. The private nature means only your group participates, making it ideal for couples, friends, or small groups seeking an exclusive day.

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The Logistics and Practicalities

The tour durations are flexible, ranging from 6 to 9 hours, which means you can choose a shorter or longer experience based on your schedule. The tour includes comfortable transportation from Hicksville LIRR Station, so you can sit back and enjoy the scenery without worrying about driving.

Booking is flexible with options to reserve now and pay later, and you can cancel up to 24 hours in advance for a full refund. The guides speak multiple languages — English, Hindi, and Punjabi — which adds a welcoming, inclusive touch.

The Experience Reviews

Travelers consistently describe this tour as “a perfect way to unwind and enjoy Long Island’s scenic beauty.” Many mention how the “views are stunning” and that the tastings are guided and informative, making the experience both educational and enjoyable. Some noted that the insider tips on local eateries were particularly helpful, turning the day into a broader culinary adventure.

Who Should Consider This Tour?

This experience is best suited for those who love wine, appreciate scenic drives, and enjoy personalized, relaxed experiences. It’s perfect for a romantic day out, a small group of friends, or even a special occasion like an anniversary. However, those with mobility issues or large luggage might find it less suitable.

The Sum Up

A private tour of Long Island’s wine country offers a wonderful mix of scenic beauty, personalized tastings, and local insights — all within a manageable day trip. It’s a chance to explore some of New York’s lesser-known wine regions without the crowds, guided by passionate locals who love sharing their knowledge.

The flexibility of the tour means you can customize your day, whether that’s focusing on particular wineries, enjoying a peaceful lunch amid vineyards, or simply soaking in the views. With private transport included, you’ll stay comfortable and relaxed from start to finish.

This experience is an excellent choice for wine enthusiasts seeking an authentic, intimate encounter with Long Island’s growing wine scene. It’s equally suitable for those who want a scenic, leisurely escape with a touch of luxury and insider access.

For travelers eager to combine nature, wine, and a personalized touch, this tour offers real value — a memorable day that highlights the best of Long Island’s scenic and vinous offerings.

FAQ

Is this tour suitable for children or those under 21?
No, since wine tastings are involved, travelers should be 21 or older to join this experience.

How long does the tour last?
The duration ranges from 6 to 9 hours, depending on your preferences and the specific itinerary.

Can I customize the itinerary?
Yes, the tour is designed to be flexible and can be tailored to your interests and preferences.

What should I bring?
Comfortable shoes and clothes are recommended, along with an ID card or copy for age verification.

Is transportation included?
Yes, private transportation from Hicksville LIRR Station is provided, ensuring a comfortable journey.

Are there vegetarian or special dietary options available?
While not explicitly mentioned, it’s best to inquire directly with the provider for dietary needs, especially for the optional lunch.

Can I cancel if my plans change?
Yes, you can cancel up to 24 hours in advance for a full refund.

Is this tour suitable for non-English speakers?
The tour is offered in English, Hindi, and Punjabi, catering to a diverse range of travelers.

This private winery experience invites you to enjoy Long Island’s vineyards in a relaxed, personalized setting, making it a truly memorable part of your trip to New York.

You can check availability for your dates here: More Great Tours Nearby