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Physical Address
304 North Cardinal St.
Dorchester Center, MA 02124
Discover Long Island’s North Fork with this full-day, customizable tour featuring wineries, beaches, culinary delights, and hidden gems—perfect for wine lovers and explorers.
Planning a day out on Long Island’s North Fork can feel overwhelming with so many vineyards, eateries, and attractions vying for your attention. That’s where a well-curated, private tour like the Long Island North Fork Sights, Bites & Flights really shines. It promises a seamless, personalized experience that takes the hassle out of planning, while giving you access to some of the area’s most beloved—yet often overlooked—spots. From wine tastings and oyster farms to charming seaside towns, this tour covers a lot of ground in a relaxed, enjoyable way.
What we love most about this experience is its customizability. Whether you’re a wine enthusiast, a foodie, or a lover of secluded beaches, the tour is designed to adapt to your interests. Plus, the fact that all activities, food, wine, and transportation are included in the upfront price of $559 per person makes it a convenient, worry-free option. That said, the price might seem steep if you’re on a tight budget, but when you consider the convenience, insider access, and the attention to detail, it’s generally a solid value.
One possible consideration is the schedule. With around 7 to 8 hours, you’ll cover quite a bit, but if you like a very slow, unhurried pace or want to linger longer at specific stops, you might find the timing a bit tight—though it’s flexible enough for those who prioritize variety over extended visits. This tour suits travelers who prefer a custom, guided experience that balances sightseeing with tasting, especially those who appreciate local stories and behind-the-scenes insights. It’s perfect for couples, small groups, or anyone eager to explore North Fork without the stress of planning every detail themselves.
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The tour kicks off in Jamesport, known for its small-town charm and lesser-known attractions. Here, you’ll visit a speakeasy-style bar—a local favorite hidden behind unassuming doors, perfect for those who love uncovering secret spots. The tour also includes visits to a beloved bakery and a cozy breakfast or lunch spot. These early stops set a relaxed tone, giving you a taste of North Fork’s intimate culinary scene.
Reviewers like the flexibility here stand out. One noted, “Thanks to Eric, we had such a nice time exploring… Just beautiful!” It’s clear that the guide’s local knowledge helps you discover places you might miss on your own.
Mid-morning, the tour heads to Mattituck, where the options are abundant. It’s one of the more curated parts of the day, with choices including vineyards, apiaries, beaches, or botanical gardens. The guide curates your experience based on your preferences, making it feel like a bespoke adventure.
Travelers who love variety will appreciate the flexibility here. One reviewer mentioned, “Eric catered the day to our interests,” highlighting how personalized the experience can be. The area is known for its excellent wineries, so expect tastings at carefully selected vineyards. These visits often include insider stories about the wines and the winemakers—something that truly elevates the experience from just a tasting.
Next, the tour moves to New Suffolk, a highlight for seafood lovers. Here, you’ll tour an oyster farm, learning about the process of oyster cultivation—an authentic, hands-on experience that’s both educational and delicious. Afterwards, a visit to a top chocolatier lets you indulge your sweet tooth.
This stop is praised for its authentic experience and the chance to see local food production up close. Guests report enjoying the balance of educational content and indulgent treats. One reviewer said, “Having been visitors for over 30 years, we loved discovering these hidden treasures,” emphasizing how this part of the tour showcases the area’s authentic food scene.
After oysters and chocolates, the tour heads to Southold, where the focus shifts to culinary bites. Small plates prepared by favorite local eateries are included, offering a variety of flavors in a laid-back setting. Following lunch, you can explore specialty shops and an apothecary, or opt for another winery visit.
Reviewers appreciate the local culinary focus here, with one mentioning, “Small plates and favorite picks made for a delightful lunch.” This part of the tour combines tasting with shopping, making it ideal for those who love discovering artisanal products and supporting small businesses.
The last stop is the charming seaside town of Greenport, where a walking tour introduces you to North Fork history and maritime heritage. The visit to the maritime museum offers insights into the area’s seafaring past, while the boutique shops provide perfect souvenir opportunities.
Travelers found this segment both informative and picturesque. One reviewer noted, “We loved the walk around Greenport, soaking in the town’s maritime charm and doing some light shopping.” It’s a fitting end to a day of diverse experiences, with plenty of photo opportunities and relaxed strolling.
Included:
Not included:
This setup means you won’t have to worry about unexpected costs—just enjoy the day.
From reviews, it’s clear that the guides—notably Eric—are key to the tour’s success. Tour participants describe him as knowledgeable, friendly, and attentive to interests. One mentioned how they appreciated being able to sit for a meal with the guide, transforming the day from a standard tour into a more personal experience.
The timing and pacing are also well-received. Most guests find 7-8 hours just enough to cover a variety of stops without feeling rushed. The tour’s ability to adapt to your interests is a big plus—whether you’re a wine lover, a foodie, or a history buff.
This tour offers a comprehensive and flexible exploration of the North Fork’s highlights. The thoughtfully curated stops, combined with all-inclusive pricing and expert guides, make it an appealing choice for those wanting to experience the area without the hassle of planning every detail. It’s especially well-suited for travelers who enjoy tasting, discovery, and authentic local encounters.
While the price might seem high, the value lies in the convenience, insider access, and curated experience that you simply can’t replicate on your own. The tour’s focus on personalized attention and unique stops makes it an excellent choice for small groups, couples, or anyone eager to see the best of North Fork in one memorable day.
In the end, whether you’re a wine connoisseur or a curious foodie, you’ll find plenty to love here—beautiful scenery, delicious bites, and a friendly, knowledgeable guide to lead the way.
Is this tour private or group?
This is a private tour, meaning only your group will participate, ensuring a personalized experience.
How long does the tour last?
The duration is approximately 7 to 8 hours, giving you a full day of diverse activities without feeling rushed.
Does the price include food and drinks?
Yes, all food, wine, soda, and bottled water are included in the tour fee.
What should I wear?
Comfortable clothing suitable for walking and varying weather conditions; remember, some stops involve outdoor walking tours.
Can I customize the itinerary?
Absolutely. The tour is 100% customizable to your interests, whether that’s wine, oysters, shopping, or beaches.
Is transportation provided?
Yes, private, air-conditioned transportation is included, making travel between stops comfortable and easy.
What if it rains?
The tour runs rain or shine, so you’ll experience all planned stops regardless of weather—just dress accordingly.
This full-day North Fork tour balances guided expertise, authentic local stops, and flexible customization, making it an ideal choice for anyone wanting a well-rounded, private exploration of Long Island’s renowned wine country and charming seaside towns.