Private Guided Wine Country Bike Tour in Mattituck

Our review of the Private Guided Wine Country Bike Tour in Mattituck offers a look at one of the most engaging ways to experience Long Island’s North Fork. If you enjoy combining outdoor activity with wine tasting, this tour promises a delightful blend of scenic views, boutique vineyards, and charming local stops—all guided by knowledgeable hosts who know the area inside out. It’s perfect for those who seek an authentic, relaxed day out rather than a rush through vineyards or a crowded tasting room.

What makes this experience stand out? First, the variety of customizable routes—you can choose between 12, 14.5, 16, or 19 miles, tailoring the ride to your fitness level and interests. Second, the intimate, private nature of the tour ensures personalized attention, making it ideal for couples, small groups, or solo travelers looking for a curated day of exploration. On the flip side, a potential consideration is that the ride is mostly flat with some rolling hills, which might be a challenge for those with mobility issues or very young children. However, if you’re comfortable on a bike, the scenery and stops make this worth the pedal power.

This tour is best suited for active travelers who love wine and nature, and who want to avoid the more commercialized vineyard experiences. It’s especially appealing for those keen on authenticity, bespoke experiences, and scenic backroads. Families with older children might also enjoy the mix of outdoor activity and tasting stops.

Key Points

• Customized routes of 12–19 miles allow flexibility for different fitness levels and interests
• Private guided experience means personalized stops and expert commentary
• Several tasting stops, including boutique vineyards and local food tastings, add flavor to the day
• The tour offers beautiful views of Peconic Bay and scenic North Fork backroads
• Bikes are hybrid, 21-speed, with helmets included, making for a comfortable ride
• Tour includes support vehicle for luggage or purchases, plus unlimited chilled water

An Authentic Long Island Experience in Scenic Settings

Our first impression of this bike tour is how well it combines scenic beauty with the relaxed pace of a private guide. Starting in Mattituck, the journey takes you through quiet backroads that are often overlooked by bus tours. We loved the way the route avoids busy highways, framing the experience as an intimate adventure rather than just a straightforward vineyard visit.

The itinerary is designed to showcase a variety of local flavors and sights. The first stop at New Suffolk is a real gem: a peaceful beach where you can sample herb-infused oils and vinegars while gazing over Peconic Bay. It’s a true hidden treasure that offers a peaceful break from cycling—a chance to taste some of Long Island’s finest oils and vinegars in a setting that feels both private and authentic.

Next, your guide will likely take you to a private boutique vineyard in Cutchogue—where the tour can include handpicked vineyards, depending on your preferences. The reviews highlight that these are not the commercial giants, but smaller, noteworthy vineyards, often family-owned, offering a more personal wine-tasting experience. One reviewer raved about the “unique and noteworthy vineyards” they visited, emphasizing the value of exploring boutique wineries that are often overlooked.

The stop at Wickham’s Fruit Farm offers a charming farm stand experience, where you might pick up cheeses, honey, jams, and seasonal produce—all perfect for snacking or taking home. This stop, while not guaranteed, adds a delightful farm-to-table feel, and many reviewers appreciate the variety of local products available, noting that size doesn’t equate to lack of quality.

The boutique vineyard stop in Mattituck is a highlight. You’ll enjoy tasting reds, whites, and rosé, with explanations provided by servers about tasting notes. Many reviews mention the high quality of the wines and the knowledgeable staff, making this a memorable part of the tour. Relaxing with a glass and soaking in the natural beauty is a simple pleasure many travelers mention fondly.

A second vineyard visit is customizable, choosing from options like Bedell Cellars, Lieb Cellars, Rose Hill Estates, Pellegrini Vineyard, or Corey Creek. It’s a flexible setup that allows the tour to be tailored to wine preferences or even special interests like live music on certain days.

What’s Included and What’s Not

The value of this tour is quite clear when you consider what’s included. You get two tasting experiences—which could be wine, craft beer, or fruit picking—plus a set of herb-infused oils and vinegars from a local shop. Bikes are hybrid, with helmets included, and your guide is seasoned, sharing both local history and wine insights. Photos are provided for free, allowing you to relive the memories later.

Plus, a support vehicle is on hand to carry any purchases, which is a thoughtful touch. The tour also provides unlimited chilled water, a crucial feature on a warm day. The total duration is about 4.5 hours of cycling plus stops, making it manageable yet satisfying.

The not included parts are mainly lunch options, but two options are available—either a catered village-style buffet or a cheese and charcuterie platter, both overlooking Peconic Bay. These are worth considering if you want a full-day experience, especially since many reviews suggest the tour is a fantastic way to combine activity and food.

The Route and Stops in Detail

Let’s break down each stop to picture what you’ll experience:

Stop 1: New Suffolk

This charming beach is a local secret, a quiet spot where you can dip your toes in the sand or simply enjoy the view. The herb-infused oil and vinegar tastings from a local shop add a flavorful start to the day. The 30-minute stop feels just right—enough to breathe in the salt air and sample some local products without losing momentum.

Stop 2: Cutchogue Vineyard

The private vineyard offers a glimpse into boutique winemaking—larger than a cellar but smaller than the major wineries. The tour can be customized to include your preferred vineyard, making this stop particularly personalized. The emphasis here is on quality and uniqueness, which reviewers say makes the experience memorable.

Stop 3: Wickham’s Fruit Farm (or alternative)

Depending on your preferences, you’ll either stop here or skip to another farm stand-like stop. Wickham’s offers cheeses, jams, honey, and produce—perfect for a quick snack or to take home. Many travelers love the variety and local flavor, and it’s a charming contrast to the vineyards.

Stop 4: Mattituck Vineyard

This boutique vineyard offers wine tastings with a view. You’ll sample reds, whites, and rosé, with explanations from the staff about aromas and tasting notes. Many visitors find this stop to be the highlight, relaxing with a glass in hand and soaking in the North Fork scenery.

Stop 5: Second Vineyard (customizable)

Options include Bedell Cellars, Lieb Cellars, Rose Hill Estates, Pelligini Vineyard, or Corey Creek. The choice depends on your taste and availability. Some days, live music might be available, adding to the festive atmosphere. The flexibility here is a big plus, ensuring the experience aligns with your wine preferences.

The Cycling Experience

The routes are mostly flat, with some rolling hills, making for an easier ride for most. The hybrid bikes are well-maintained and suited for a leisurely day. The small group size, combined with a seasoned guide, means you get plenty of attention, local insights, and safety.

Reviewers repeatedly mention how the bikes are comfortable, and the scenic roads make pedaling a pleasure. The support vehicle is helpful for carrying anything you pick up, and the availability of unlimited water keeps you hydrated.

Price and Overall Value

At $199 per person, the cost might seem high at first glance, but when you consider the included tastings, private guide, bike rental, and personalized stops, the value becomes clearer. Many reviewers have praised this tour as a fair price considering the quality of experience and customization. It’s a good deal if you value a curated, flexible journey that combines activity, scenery, and tastings without the crowds.

Who Should Consider This Tour?

This experience suits active travelers who enjoy wine, scenery, and small-group explorations. It’s ideal for those who appreciate personalized service and want to avoid generic tours. Families with older children, especially those comfortable on bikes, can enjoy it, especially with options like pink sparkling lemonade for younger participants.

It’s less suitable for travelers with mobility issues or very young children, given the cycling component. Also, if you prefer a more structured, less flexible experience, a traditional vineyard tour might be better.

Frequently Asked Questions

Is this tour suitable for children?
Most participants should be age 21 and over, but children aged 16-20 can join if accompanied by an adult. Younger children may find the cycling challenging.

What is included in the price?
You get two tasting experiences (wine, craft beer, or fruit picking), herb-infused oils and vinegars, bikes with helmets, photos, and support vehicle for purchases.

Can I customize my route or stops?
Yes, after booking, the tour operator will contact you to tailor the experience, including vineyard stops and tasting options.

How long is the cycling portion?
The tour lasts about 4.5 hours, including stops, with routes available from 12 to 19 miles. The ride is mostly flat with some rolling hills.

What should I bring?
Comfortable clothes, sun protection, and perhaps a small backpack for your purchases or personal items. Water is provided, but you might also want a light snack.

Are lunch options available?
Yes, either a catered buffet or a cheese and charcuterie platter overlooking Peconic Bay are available at an extra cost.

Where does the tour start?
The tour begins at 13200 Main Rd, Mattituck, NY. You can usually schedule your start time between 10 a.m. and 10:30 a.m.

Is transportation from NYC included?
No, but options include the Hampton Jitney Bus or Long Island Railroad. It’s best to book tickets in advance, especially for the Jitney.

Is the tour private?
Yes, it’s a private experience for your group only, providing a more personalized and flexible day.

Final Thoughts

The Private Guided Wine Country Bike Tour in Mattituck offers a well-rounded, personal way to see and taste Long Island’s North Fork. With scenic views, boutique vineyards, and local stops, it pairs active exploration with authentic flavors. The knowledgeable guides, flexible routes, and inclusive amenities make for a stress-free, engaging experience—especially if you appreciate a slower pace and personalized service.

While the price might seem significant, the tailored stops, private guide, and quality tastings make it a solid value for those seeking a memorable day of wine, scenery, and outdoor activity. The experience could be a highlight of any trip to Long Island, especially for active wine lovers wanting something beyond the usual tasting room visits.

If you’re looking for a way to combine outdoor exercise, scenic beauty, and boutique wine tasting in a relaxed setting, this tour could be just the ticket. Be prepared for a leisurely ride, delicious tastings, and the chance to see a side of Long Island that few travelers get to experience—quiet, authentic, and full of local charm.