Reviewed · LONG ISLAND WINE TOURS
Long Island Wine Tour North Fork Sights Bites Flights Half Day AM
The oyster farm visit gives this North Fork tour a welcome change of pace from winery hopping. You can learn how oysters are raised, sample local food, and then move on to wine country, small-town shops, or a stroll through Greenport.
I like two things in particular: Eric plans the day around your preferences, and the $339 price includes food, drinks, private transport, and pickup across the East End. The mix of farm, food, and town stops also makes this a better fit for a group with varied interests than a day spent only in tasting rooms.
One consideration: the word wine in the tour name does not guarantee a winery stop. The plan can include wineries, but your choices may instead favor beaches, gardens, shops, or other local stops. Confirm your priorities with Eric before the day.
- Oyster farm visit: See how oysters are raised and make room for a fresh, local taste.
- Flexible Mattituck stop: Choose from wineries, apiaries, beaches, or botanical gardens.
- Food and drink included: Small plates, snacks, nonalcoholic drinks, and alcoholic beverages are part of the price.
- Private East End transport: Your group rides in an air-conditioned luxury SUV, with pickup and drop-off offered across the East End.
- Greenport on foot: Hear local history and visit the maritime museum, with time for a bit of shopping.
- A flexible wine focus: You can request another winery visit instead of shopping in Southold, but winery stops are not automatic.
A North Fork day built around more than wine

Long Island’s North Fork has vineyards, small coastal communities, local food, and working farms. This half-day tour links several of those pieces in one private outing, rather than asking you to plan separate rides and reservations.
The day runs about four to five hours. Its four planned stops are in Mattituck, New Suffolk, Southold, and Greenport. The schedule allows about an hour in each of the first two places, then roughly an hour and a half in Southold and Greenport. That is enough structure to keep you moving, while leaving room for the guide to shape the stops around your interests.
Eric is the guide named in the tour information. His approach is personal: the plan can be adjusted to suit your group, and a bachelorette party used his help with planning and group photos. A local guide can make a short trip feel less like a sequence of addresses and more like a day with a thread running through it.
This is a private activity, so only your group participates. That matters if you want to talk, linger over lunch, or make the day fit a celebration. It also means the $339-per-person price is not buying a seat on a large shared coach. The value depends partly on your group size and how much you appreciate having the vehicle and plan to yourselves.
Mattituck offers a choice of North Fork moods
The first stop is Mattituck, where you have several possible ways to begin. Wineries are one option, but the day can also include an apiary, a beach, or a botanical garden. That range gives you a chance to set the tone instead of assuming that every member of the group wants to spend the morning tasting wine.
The planned time here is about an hour. If wine is your priority, tell Eric before the tour so he can account for it. If your group has mixed tastes, an outdoor stop or a visit connected to local produce may give the day a broader start. The options are possibilities, not a promise that you will visit all of them.
There is no admission fee listed for this stop. That does not mean you should expect every possible activity to happen in one hour. Think of Mattituck as a choice point: pick the kind of North Fork stop you most want, and let the rest of the route balance it.
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New Suffolk brings oysters and chocolate

New Suffolk pairs a working-food experience with a sweet stop. You can tour an oyster farm, learn about the process firsthand, and enjoy fresh farm-to-table oysters. The day then includes a visit to a local chocolatier, a pleasing shift from briny and savory to sweet.
This is the tour’s strongest break from the standard winery format. An oyster farm gives you something to see and learn, not just something to taste. If you enjoy knowing how local food reaches the table, this stop has more substance than a quick photo break.
The farm tour is allocated about an hour, including the chocolatier visit. That is a compact window, so expect an introduction and a taste rather than a long technical lesson. If anyone in your group does not eat oysters, mention dietary needs when booking. The operator says dietary restrictions can be accommodated, though you should make them known in advance.
Southold makes room for lunch and local shops

Southold is the longest food-focused stop, with about an hour and a half set aside. Small plates are included, along with some of the guide’s favorite dishes. This is a useful pause after the morning’s stops, especially if you want something more substantial than a tasting-room nibble.
The food is part of the tour price, not an extra meal bill waiting at the table. That makes the final cost easier to judge, though the exact dishes can vary. A prior group encountered a range of local treats, including cider donuts and Bobby Flay’s well-known meatballs. Treat those as possible highlights, not guaranteed menu items.
After eating, you can visit shops and an apothecary. If shopping is not your thing, you can ask to substitute another winery visit. This choice gets to the heart of the tour’s flexibility: tell the guide what would make the day worthwhile to you, rather than expecting every group to follow the same script.
Retail purchases are not included. Keep a little room in your budget if you hope to bring home chocolates, local goods, or anything else you find along the way. The tour covers the planned food and drinks, but your purchases belong to your own tab.
Greenport closes the day with history and a walk

Greenport shifts the pace again. The stop includes a walking tour with some North Fork history, a visit to the maritime museum, and time for spot shopping. After the vehicle-based parts of the day, walking through town gives you a chance to see a different side of the area.
The maritime museum adds context to a region shaped by its relationship with the water. The tour does not specify which exhibits or stories you will encounter, so think of the museum visit as an introduction rather than a deep, specialist tour. The guide’s local perspective can help connect the town’s past with the places you have seen earlier.
About an hour and a half is allowed here. That gives you time for the guided walk and museum, with some space to browse. If shopping is a low priority, tell Eric when you plan the day and ask how the time might be used. The Southold stop has a separate option to replace shopping with another winery visit, but no specific Greenport substitution is promised.
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What the $339 price covers

At $339 per person, this is a premium half-day outing. The price includes private transportation in an air-conditioned vehicle, East End pickup and drop-off, food, alcoholic and nonalcoholic drinks, snacks, bottled water, fees, and taxes. The small plates are included as well, so the cost is not just a vehicle transfer between stops.
The value is strongest if you use the private service. You do not need to arrange a designated driver, coordinate several rides, or sort out the route yourself. Pickup is offered from any location on the East End of Long Island, with airport, heliport, and seaplane rendezvous arrangements available by phone.
The price is less compelling if you mainly want one winery tasting and plan to buy little else. You may prefer a simpler tasting visit if you do not care about private transport, food, or the mix of local stops. Also, retail shopping is not covered, so purchases are extra.
The group-discount feature may help if you are booking with several people, but the amount of the discount is not specified. Ask about it when arranging the tour. Since it is private, the per-person cost and value will depend on the size of your group.
Plan around your group, not the tour’s name

The name puts wine in the foreground, but the experience is broader. Depending on your choices, you might spend time at wineries, an oyster farm, a chocolatier, shops, an apothecary, or the maritime museum. If your main goal is a string of guaranteed vineyard tastings, clarify that before booking.
The most useful planning step is to tell Eric what matters most. Be specific: say if you want wine to take priority, if the oyster farm is a must, or if your group would rather spend more time in town. A prior bachelorette group had a day planned around its interests, with Eric helping take group photos and adding local food and drink stops. That suggests celebrations are a natural fit, but the experience can also suit a couple or family group looking for a private day out.
The tour is offered in English. Most people can participate, and dietary restrictions can be accommodated if shared at booking. Alcoholic drinks are served only to people aged 21 or older. If your group includes anyone younger, remember that the food and nonalcoholic drinks are included too, but alcohol service has a firm age limit.
The listed hours are Saturday and Sunday, 10 a.m. to 2 p.m. The tour averages about four to five hours, so it makes sense as a morning outing rather than a full-day excursion. It is often booked about 24 days ahead on average. If your dates are fixed, planning early is sensible.
Free cancellation is available up to 24 hours before the start time. Cancellations made less than 24 hours beforehand are not refundable, and changes inside that window are not accepted. Keep the local time in mind when deciding whether to alter your plans.
Should you book this North Fork tour?

Book it if you want a private, food-forward introduction to the North Fork, value door-to-door transport, and like having some say in the day’s stops. The oyster farm, chocolatier, small plates, and Greenport walk make it more varied than a standard winery run. It is especially well suited to a small celebration or a group that wants one person to handle the driving and day plan.
Think twice if your priority is a guaranteed visit to several wineries, or if you would rather explore independently and pay only for what you taste. Before booking, confirm which stops matter most to you, ask about any group discount, and mention dietary needs. If the plan matches your interests, the combination of private transport, included food and drinks, and local stops makes the higher price easier to justify.
FAQ

How long is the tour?
The tour lasts approximately four to five hours. The planned stops allow about an hour each in Mattituck and New Suffolk, and about an hour and a half each in Southold and Greenport.
Is pickup included?
Yes. Pickup and drop-off are offered from any location on the East End of Long Island in a luxury SUV. Airport, heliport, or seaplane rendezvous arrangements can be made by phone.
Are food and drinks included in the price?
Yes. Food and drinks are included, including small plates, snacks, bottled water, soda, and alcoholic beverages. Retail purchases are not included.
Is this a private tour?
Yes. Only your group participates in the activity.
Can the tour accommodate dietary restrictions?
Yes. Dietary restrictions can be accommodated. Indicate your requirements when booking.
What is the cancellation policy?
You can cancel at least 24 hours before the experience start time for a full refund. Cancellations or changes made less than 24 hours before the start time are not accepted for a refund or change.
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