Exploring Long Island’s North Fork with the Sights, Bites & Flights Full-Day Tour

If you’re dreaming of a day exploring Long Island’s scenic North Fork, this Long Island Wine Tour from North Fork Sights Bites & Flights promises a personalized experience packed with vineyards, charming towns, and local culinary delights. While I haven’t been on this tour myself, the glowing reviews and detailed itinerary make it clear that this is a well-crafted adventure for those who want to see the area’s best without the hassle of planning every stop.
Two things really stand out about this experience: First, their expert guides who know the area inside and out, making every stop informative and engaging. Second, the fully customizable nature of the tour means you won’t be stuck with cookie-cutter visits—you can tailor it to your interests, whether that’s wine, oysters, or charming local shops.
That said, a potential consideration is the price—at $559 per person, this isn’t the cheapest day out, but it’s definitely packed with value considering the all-inclusive nature, private transportation, and curated stops. This tour feels best suited to travelers who want a seamless, curated day without the stress of driving or organizing, especially those with an interest in wine, food, and exploring off-the-beaten-path spots.
Key Points
- Personalized Experience: Fully customizable tour tailored to your interests.
- All-inclusive Pricing: Food, drinks, and transportation included—no hidden costs.
- Expert Guides: Knowledgeable locals who highlight hidden gems and share stories.
- Diverse Stops: From wineries and oyster farms to charming towns and markets.
- Convenient Transport: Private, air-conditioned vehicle for comfort and ease.
- Duration: Roughly 7 to 8 hours, making it a full but manageable day.
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An In-Depth Look at the Long Island North Fork Tour

This tour offers a full day of discovery, carefully curated to give you an authentic taste of the North Fork. It’s designed for those who want to relax and enjoy a seamless experience, with every detail taken care of—from transportation to meals. Let’s walk through what each part of the day involves and what makes it special.
The Starting Point: Jamesport
The day kicks off in Jamesport, often considered one of the hidden gems of the area. You might visit a speakeasy, which offers a glimpse into the area’s clandestine past, or grab breakfast or lunch at a favorite local spot. This initial stop sets the tone, combining a bit of history with casual, tasty bites. The tour allocates about an hour here—just enough to get a feel for the town’s charm.
From the reviews, it’s clear that many guests appreciate the personalized approach here. One reviewer mentioned, “Thanks to Eric, we had such a nice time exploring the North Fork wine country,” emphasizing how the guide’s local knowledge really enhances the experience.
Mattituck: Wineries, Beaches, and Gardens
Next, you’ll head to Mattituck, a hub for vineyard hopping. The pros of this stop are the variety of experiences you can choose from—wineries, apiaries, beaches, or botanical gardens—depending on what interests you most. The flexibility here is a real win, allowing you to prioritize wine tastings if that’s your thing or opt for nature and scenic views.
Travel time here is about 1 hour 30 minutes, giving ample opportunity to relax and enjoy each visit. Guests often cite the quality of the wine and the knowledgeable guides who share insider stories, making each tasting more than just sipping but a learning experience.
New Suffolk: Oysters and Chocolates
One of the most unique features of this tour is the visit to an oyster farm in New Suffolk. If you’re a seafood lover or just curious about how oysters are farmed, this stop offers a fascinating behind-the-scenes look. Following that, a visit to a chocolatier adds a sweet touch and a bit of local flavor.
According to reviews, this part of the experience feels authentic and engaging. One guest noted, “Having been visitors for over 30 years, we loved discovering these hidden treasures with Eric,” highlighting how this stop adds depth to the tour. It’s a mix of education and indulgence rolled into two hours, making it an unexpectedly special highlight.
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Southold: Food and Shopping
The afternoon continues in Southold with small plates featuring culinary favorites—think local, fresh bites that showcase the region’s flavors. Here, guests also enjoy some shopping at specialty stores and an apothecary, with the option to swap shopping for another winery visit if preferred.
The review mentions that the culinary stops are carefully curated with favorite local picks, meaning you’ll taste the best of the area’s small bites. This segment, about 1 hour 30 minutes long, balances tasting and shopping, and keeps the pace relaxed.
Greenport: History and Maritime Charm
The final stop is Greenport, a picturesque harbor town with a storied past. A walking tour highlights the North Fork’s maritime history, along with a visit to the maritime museum and some quick shopping. Guests love the walkable charm of Greenport, and the guided tour helps bring the history to life.
Traveling here for about two hours, you’ll get a taste of local culture, with light walks and scenic views. Several reviewers mention how much they enjoyed the mix of history and leisure, feeling like they truly got a local’s view of the area.
What’s Included and What’s Not

For $559, this tour is quite comprehensive. All food and drinks are covered, including wine tastings, small plates, and water. You’ll also have soda and pop, perfect if you’re not into wine or want a non-alcoholic option. The transportation—private and air-conditioned—is also included, removing all worries about navigating or parking.
Tips and gratuities are covered in the fee, and the entire experience is booked as a private tour, meaning your group gets a personalized touch without strangers. The tour is available rain or shine, so you don’t have to worry about the weather dampening your plans.
However, retail purchases during shopping are on you. So, if you find a bottle of wine or a piece of jewelry you love, that’s extra.
Flexibility and Customization
One of the biggest draws is how flexible the entire experience is. The itinerary is a template, and guides like Eric work with your preferences. Whether you want to focus solely on wines or include oysters and shopping, it can be tailored—making it feel more personal and engaging.
Timing and Pacing
The day runs for roughly 7 to 8 hours, which feels just right for a full-day adventure. You get enough time at each stop to enjoy without feeling rushed, and the private vehicle ensures a comfortable, shaded ride from place to place.
Authentic Experiences and Guest Feedback

The reviews paint a clear picture of what to expect. Guests rave about the guides, especially mentioning Eric’s local knowledge and ability to cater the day to their interests. One said, “Having been visitors for over 30 years, we wanted to showcase our love for it, and Eric made it memorable,” indicating the depth of local expertise.
Another noted, “Thanks to Eric, we had such a nice time exploring the North Fork wine country,” emphasizing the friendly, light-hearted vibe of the tour. Guests consistently appreciate how much territory the tour covers, from vineyards to street fairs, and how genuine and relaxed the experience feels.
Who Should Consider This Tour?

This experience is ideal for travelers who want a comprehensive, hassle-free day exploring North Fork’s best spots. It’s perfect if you’re interested in wine, food, and local culture, and prefer a private, customizable experience over group tours. The cost reflects the quality—private transportation, all meals, and expert guiding are included.
It suits those who value a well-paced, thoughtfully curated day and enjoy discovering hidden gems. While not specifically marketed as family-friendly, the focus on wine and food means it’s more suited for adults or older teens with an interest in these areas.
Final Thoughts

For anyone craving a day of authentic, local experiences on Long Island’s North Fork, this tour offers a well-rounded, personalized approach. The combination of wine tastings, seafood, charming towns, and expert guides makes it a strong option for anyone who wants to see and taste the best of this scenic region without the stress of planning or driving.
While the price is on the higher side, the value lies in the tailored experience, inclusivity, and the chance to explore with knowledgeable locals who genuinely love sharing their corner of Long Island. Whether you’re a wine enthusiast, a foodie, or simply eager to discover a lesser-known part of New York, this tour could be just what you’re looking for.
Long Island Wine Tour North Fork Sights, Bites & Flights Full-Day
“What a great day! Thanks to Eric we had such a nice time exploring the North Fork wine country. Just beautiful!!!! Two wine stops, a brewery, a …”
FAQs

Is pickup offered for this tour?
Yes, pickup is available, making it easier to start your day without worrying about transportation.
How long does the tour last?
The tour runs approximately 7 to 8 hours, giving you a full day of exploration without feeling rushed.
What’s included in the price?
All food, drinks (including wine tastings), water, gratuities, and private transportation are included in the fee.
Can the itinerary be customized?
Absolutely. The tour is designed to be flexible and tailored to your interests, whether that’s more wine, oysters, or shopping.
Is this tour suitable for children?
Since alcohol consumption is part of the experience and the focus is on wine and food, it’s best suited for adults. However, the sightseeing and shopping parts might appeal to older teens.
What if it rains?
The tour operates rain or shine, so you’ll still get to enjoy the stops and scenery, just possibly with some rain gear.
Are there any additional costs I should be aware of?
While the tour covers food and drinks, retail purchases during shopping are extra.
What is the cancellation policy?
You can cancel up to 24 hours in advance for a full refund, offering flexibility if your plans change.
If you’re after a relaxed, personalized way to explore Long Island’s North Fork, this tour offers a thoughtful, curated experience that balances scenic views, local bites, and hidden treasures. For those who love wine and discovering the stories behind small-town charms, it’s definitely worth considering.
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