Reviewed · HAMPTONS & LONG ISLAND TOURS

Private Luxury Wine Tours of Long Island Pindar Winery

★ 5.0 · 5 reviews 6 to 7 hours (approx.) From $180 Operated by DGN TOURS · Bookable on Viator
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Long Island’s North Fork is best explored with someone else behind the wheel, and this private tour makes that simple. You’ll travel from Hicksville to three well-known vineyards, beginning with a full guided visit at Pindar Winery, a 500-acre estate with coastal scenery, wine tastings, and a relaxed tasting room.

I like the private transportation, since you can enjoy six included wine tastings without worrying about driving afterward. I also like the mix of stops: Pindar provides the main visit, while Raphael and Lenz give you shorter looks at two very different North Fork estates.

The main drawback is pacing. Raphael and Lenz each receive only about 30 minutes, so this is more of a guided introduction to several wineries than a slow, in-depth tour of each one. Meals are not included, and wine purchases or optional food stop costs extra.

Key points to know before booking

Private Luxury Wine Tours of Long Island Pindar Winery - Key points to know before booking

  • Pindar gets the lion’s share of your time: Plan on two hours for the guided tasting, winery stories, and shop.
  • The driver is part of the value: A private vehicle lets your group taste wine responsibly and travel between the vineyards without arranging taxis.
  • Nancy leads the Pindar visit: Her guided tasting covers the winery’s wines, farming, and production methods.
  • Raphael brings Italian-style character: The 70-acre family estate uses Mediterranean architecture inspired by Italian monasteries.
  • Lenz focuses on estate wines: Look for Merlot, Chardonnay, and sparkling wines in a rustic tasting room.
  • Bring money for food and bottles: Six tastings are included, but meals are not.

Why a private North Fork wine tour works well

Long Island wine country is spread across the eastern end of the island. The journey from the Long Island Rail Road station in Hicksville to the North Fork takes time, and the wineries are not arranged as one compact stop. A private vehicle removes much of the planning work.

You meet at the Long Island Rail Road station in Hicksville, then return there at the end. That meeting point is useful if you are coming by train or prefer not to drive into the wine region. The tour is private, so only your group participates. That gives you more control over the day than a large coach tour, even though the route and timing remain fairly structured.

I see the transportation as more than a convenience. Wine tasting and driving do not mix, and the private driver lets you focus on the vineyards, tasting notes, conversation, and views. Past service on this route has included clean vans, prompt pickups, and careful driving. Manpreet, one of the named drivers associated with the experience, has been praised for staying attentive and keeping winery arrangements on track.

The tour runs about six to seven hours. That sounds long, but much of the day includes travel between Hicksville and the North Fork. The scheduled winery time adds up to roughly three hours, with Pindar receiving two hours and Raphael and Lenz about 30 minutes each. Expect a pleasant day out rather than six straight hours of wine tasting.

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Pindar Winery: the main event over two hours

Private Luxury Wine Tours of Long Island Pindar Winery - Pindar Winery: the main event over two hours

Pindar is the anchor of the tour. The estate covers about 500 acres, giving the first stop a broad, open feel rather than the scale of a small tasting room. Vineyards, coastal surroundings, and a relaxed setting make this the place where you spend time rather than simply check in.

The Pindar visit includes a guided tasting of six wines. Sauvignon Blanc and Merlot are among the styles highlighted, so you can expect a range from crisp white wine to fuller red wine. The exact pours may vary, but the included tasting is one of the clearest financial advantages of the package.

Nancy handles the guided Pindar experience. Her role adds useful context to the tasting, with attention to the winery’s beginnings, farming methods, and approach to making wine. The discussion also covers sustainable farming and the estate’s own production process. If you like knowing why a wine tastes the way it does, this is the stop where the tour earns its educational side.

The atmosphere is informal. Casual live music or background music may accompany the visit, which keeps the tasting from feeling stiff or overly formal. This suits people who want wine country without a lecture-hall mood. It also makes Pindar a comfortable choice for a mixed group, especially if not everyone is already serious about wine.

Leave time for the tasting room and boutique shop. You can look for bottles that are not easy to find elsewhere, along with local foods and wine-related gifts. Since the tour includes transportation, you do not need to worry about carrying purchases through several train connections during the day, although you should still allow room in your vehicle for bottles.

Pindar is also the stop most likely to satisfy someone who wants a proper winery visit. Two hours gives you time to taste, listen, browse, and take in the setting. The tradeoff is that the remaining vineyards receive much shorter visits.

Raphael Winery and its Italian-inspired setting

Private Luxury Wine Tours of Long Island Pindar Winery - Raphael Winery and its Italian-inspired setting

Raphael Winery sits in Peconic on the North Fork. It is a family-owned estate covering 70 acres, founded in the early 1990s by John and Joan Petrocelli. The winery was named for John’s father, giving the property a personal family connection rather than a purely commercial identity.

The building draws on Mediterranean design, with architecture inspired by Italian monasteries. That makes Raphael different from Pindar before you even taste the wine. The setting is a key part of the stop, so take a moment to look at the building and vineyard views rather than rushing straight to the counter.

The scheduled visit is about 30 minutes, and no admission fee is listed for this stop. That short window works best as a focused pause between longer stretches of travel. You can see the estate, sample or purchase wine if available during your visit, and get a sense of the winery’s style without committing most of the afternoon.

Food is not included in the tour price. At Raphael, you may choose to purchase a charcuterie board or wine flights, as one recorded day did, and enjoy them while looking over the vineyard. Treat this as an optional expense, not part of the package. It can be a smart way to add lunch-like food to the day, but confirm the available choices and prices when you arrive.

Raphael is a good fit for you if architecture and atmosphere matter as much as tasting time. It is less suitable if you want a long technical explanation of the winemaking process. Thirty minutes simply does not allow for the same depth as the Pindar visit.

Lenz Winery and Long Island’s older wine tradition

Private Luxury Wine Tours of Long Island Pindar Winery - Lenz Winery and Long Island’s older wine tradition

Lenz Winery offers another change of pace. Located in Peconic, it is one of Long Island’s oldest vineyards and is known for estate-grown, hand-harvested wines. That focus on fruit from its own property gives the tasting a clear sense of place.

The winery specializes in Merlot, Chardonnay, and sparkling wines. Those styles make Lenz a useful counterpoint to the Sauvignon Blanc and Merlot emphasis at Pindar. You can compare how two North Fork producers handle similar grapes, or simply use the stop to find the styles you enjoy most.

Lenz has a rustic tasting room and a more restrained, terroir-focused character. The word terroir refers to how soil, climate, farming, and site affect a wine. You do not need technical knowledge to appreciate the idea. In practical terms, Lenz is a place to pay attention to the difference between estate production and a broad commercial wine range.

Like Raphael, Lenz receives about 30 minutes and has no separate admission fee listed. That is enough for a short tasting-room visit, but not enough to linger over every wine or ask for a long estate tour. If Lenz is the winery you most want to explore, ask your guide whether the day’s timing can be adjusted. Changes may depend on the winery schedule and the tour provider.

What the $180 price includes

Private Luxury Wine Tours of Long Island Pindar Winery - What the $180 price includes

The price is $180 per person. For a six to seven-hour private outing, that figure needs to be judged against what is included, not compared with the cost of a single tasting-room visit.

Your price covers private transportation, entrance fees, and six wine tastings. It also covers the planning involved in arranging a route across several North Fork wineries. The driver takes care of the road, pickup, return, and timing, which matters in a region where arranging several separate rides could be awkward and expensive.

The private format improves the value for couples, families of adults, and small groups. You are not paying for a large bus or sharing the day with strangers. Group discounts may also be available, so larger private parties should ask about the final per-person rate before booking.

Food is the largest missing cost. No meals are included, and any charcuterie board, pie stop, extra flight, or restaurant purchase comes from your own pocket. One day on this route included a quick stop for pie at Briermere after the group chose to change the plan. That shows the route can sometimes be adjusted, but you should not assume food stops or substitutions are guaranteed.

Bottle purchases are also extra. The Pindar shop is a natural place to buy wine and local products, so set a budget before you go. The included tastings can help you decide what is worth taking home.

I consider the tour a good value if you want privacy, safe transportation, and a full day in wine country. It is less compelling if you plan to taste at only one winery or if you already have a designated driver and your own vehicle.

Timing, comfort, and practical details

Private Luxury Wine Tours of Long Island Pindar Winery - Timing, comfort, and practical details

You should expect a full day, not a quick afternoon outing. The tour starts and ends at the Long Island Rail Road station in Hicksville, New York. Confirmation is provided at booking, and the area is near public transportation.

The experience is offered in English. Most people can participate, and the activity is private to your group. Alcohol is served only to people age 21 and older. Minors must be accompanied by adults and will not be served alcoholic drinks.

Wear comfortable clothing and shoes. The supplied details do not promise extensive walking, but wineries are spread across outdoor properties, tasting rooms, and shops. Weather matters because the experience requires good conditions. If poor weather causes cancellation, you can choose another date or receive a full refund.

Book at least several weeks ahead if possible. The average booking point is about 20 days before departure, a useful sign that this is not always a last-minute activity. You can cancel for a full refund up to 24 hours before the start time. Cancellations or changes made inside that window are not accepted for a refund.

Who will enjoy this tour most

Private Luxury Wine Tours of Long Island Pindar Winery - Who will enjoy this tour most

I would choose this outing for you if you want wine country without the work of planning a route. It suits couples, adult birthday groups, family celebrations, and friends who want a private day with a professional driver.

It is also a strong choice for people who care about variety. Pindar gives you the full guided visit, Raphael adds architecture and family history, and Lenz brings estate-grown, hand-harvested wines. The three stops do not offer identical experiences, which keeps the day moving.

Wine experts may find the short Raphael and Lenz visits limiting. If you want cellar access, long talks with winemakers, or detailed vineyard walks at every stop, this schedule may feel too quick. The tour is built for a broad, enjoyable introduction to Long Island wine country.

You should also plan your food expectations carefully. Since meals are excluded, eat before departure or budget for purchases along the way. A charcuterie board or pie stop may be possible, but neither is part of the stated package.

Should you book the Pindar private wine tour?

Private Luxury Wine Tours of Long Island Pindar Winery - Should you book the Pindar private wine tour?

Book it if safe private transport, a flexible group setting, and a well-rounded North Fork route matter to you. The strongest parts are Pindar’s two-hour guided visit with Nancy, the six included tastings, and the care taken by drivers such as Manpreet to keep the day running smoothly.

Skip it if your main goal is to spend several hours at one estate or if $180 feels high once food and bottle purchases are added. You will get the best value by treating Pindar as the main attraction and Raphael and Lenz as shorter, contrasting stops.

For an adult group that wants to taste responsibly and avoid driving, this is a sensible way to see Long Island’s wine country in one day.

FAQ

Where does the tour start and end?

The tour starts at the Long Island Rail Road station in Hicksville, New York, and ends back at the same meeting point.

How long does the experience last?

The tour lasts approximately six to seven hours.

Which wineries are included?

The route includes Pindar Vineyards, Raphael Winery, and Lenz Winery.

How many wine tastings are included?

Six wine tastings are included in the tour price.

Are meals included?

No. Meals are not included, and food purchases such as a charcuterie board or other snacks cost extra.

Can minors join the tour?

Minors may join when accompanied by adults, but alcoholic drinks are served only to people age 21 and older. No alcoholic drinks are served to minors.

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