Mattituck, New York, offers a surprisingly rich array of activities for those looking to explore its scenic North Fork wine country. Unlike more crowded wine regions, Mattituck lets you enjoy vine-covered landscapes, local food, and artisanal treats at a relaxed pace. Among the standout experiences are bike tours—both guided and self-guided—that let you pedal through vineyards and charming villages.
We particularly love the chance to combine wine tastings with biking, creating an authentic, hands-on way to experience the area.
For example, the self-guided bike tour offers flexibility and a chance to explore at your own pace, stopping at top wineries without the pressure of a group.
If you’re after a guided experience, the NYC: Classic Wine Country Guided Bike Tour combines expert narration with VIP tastings and scenic views. For those wanting a bit more local flavor and culinary variety, the North Fork Area Bike Tour with Food Tasting takes you through vineyards and quaint shops, ending with artisanal food tastings.
And for a private, luxurious experience, the Long Island Private Guided Bike Tour & Tastings offers exclusive visits to vineyards with tastings of wine, oils, and vinegars. Below, we detail each of these top tours to help you find the perfect way to enjoy Mattituck.
1. Mattituck: Self-Guided Bike Tour Thru Wine Country
At number 1 on our list, the Self-Guided Bike Tour is perfect for independent travelers who want to explore Long Island’s North Fork at their own pace. For $88 per person, you get a set of pre-planned routes that take you through scenic vineyards, farms, and countryside. The terrain is mostly flat, making it accessible for most riders, whether you’re on your own, with a partner, or family.
The itinerary includes stops at several noteworthy wineries for signature tastings, allowing you to indulge without feeling rushed.
What’s unique about this tour is the flexibility—it’s entirely self-guided, meaning you can customize your stops or linger longer at your favorite vineyard. You’ll enjoy a leisurely ride with scenic views and farm stops, taking in the natural beauty of this East Coast wine region.
The experience appeals especially to those who prefer independence over a guided group, and the price includes bike rental, making it straightforward to plan. While there are no guides, you’ll have detailed maps to navigate confidently.
Bottom Line: This tour offers a relaxed, customizable way to taste local wines and explore at your own pace, perfect for experienced cyclists or adventurous novices.
2. NYC: Classic Wine Country Guided Bike Tour
Coming in at number 2, the NYC: Classic Wine Country Guided Bike Tour is ideal if you prefer your wine tastings accompanied by expert commentary. For $134 per person, this 5-hour tour takes you through scenic Peconic Bay views, with a seasoned guide sharing insights about the area’s vineyards, history, and culinary traditions.
The tour includes single or tandem hybrid bikes, helmets, chilled lemonade, and water—all taken care of, so you can focus on the scenery and tastings.
Highlights include an olive oil tasting at Crushed Olive and a vineyard stop where you’ll enjoy VIP treatment with unlimited refreshments and live music. The guide’s local knowledge makes this a rich experience, as they bring each stop to life with stories and background.
Participants rave about the seamless blend of cycling, tasting, and entertainment, and the free photos taken throughout the day let you relive the experience.
This tour is best suited for those wanting a guided, social experience with a focus on wine and food. It’s a great choice for visitors who want to learn more about the region without the hassle of planning logistics.
Bottom Line: An engaging, guided ride that combines scenic views, tastings, and local culture—perfect for visitors who want a full, curated experience.
3. From Mattituck: North Fork Area Bike Tour with Food Tasting
At number 3, this Bike Tour with Food Tasting is a favorite for those who love to combine cycling with culinary delights. Priced at $139 and lasting about 5.5 hours, it includes a guided, relaxed ride through the coastal sights of North Fork, with stops at a local vineyard and charming shops along Love Lane.
The tour emphasizes tasting the best artisanal products, from homemade jams and pies to fresh produce directly from farm stands.
What makes this tour stand out is the mix of natural scenery, local shopping, and food. You’ll visit a vineyard, then stroll along Love Lane’s small businesses, sampling local treats and browsing quaint shops. The professional photos offered after the tour let you remember the day without fuss. This experience suits food lovers and those wanting a leisurely, culturally rich ride.
This tour balances wine, food, and small-town charm, making it appealing to travelers who want a taste of local life along with their cycling adventure.
Bottom Line: Ideal for those who want a relaxed ride combining wine, artisanal foods, and shopping in a charming North Fork setting.
4. Mattituck: Long Island Private Guided Bike Tour & Tastings
Finally, for couples or small groups seeking exclusivity, the Private Guided Bike Tour & Tastings offers a personalized experience. Priced at $999 for up to six people and lasting just under 5 hours, this tour focuses on visiting two vineyards for two flights of wine plus tastings of herb-infused oils and vinegars.
The guide will take you along scenic routes, highlighting harbors, marshes, and beautiful homes, all while sharing insider stories.
The highlight is the intimate environment—your guide is dedicated to your group, making it easy to ask questions and customize your stops. The professional photos captured during the ride give a polished keepsake. This tour is perfect for wine enthusiasts who want depth, privacy, and a luxurious touch.
The cost reflects the personal nature of the experience, making it less ideal for budget travelers but unmatched for quality and exclusivity.
Bottom Line: A top choice for small groups or couples looking for a private, all-inclusive, wine-focused day with a personal touch.
How to Choose the Right Tour
When selecting among these options, consider your budget, group size, and what kind of experience you prefer. For independent explorers comfortable with maps, the self-guided bike tour offers flexibility.
If you want expert insights and a social atmosphere, the guided Wine Country Bike Tour might suit you better. For those interested in a culinary twist, the Food Tasting Bike Tour combines local flavors with scenic riding.
And if privacy and personalized attention are priorities, the Private Guided Tour is unbeatable—though it comes at a higher price.
Think about your fitness level—most tours involve flat terrain but vary in duration. Also, decide if you want the convenience of a guided experience with included tastings and photos or the independence to set your own pace.
Final Thoughts
Mattituck offers a variety of tour options that cater to different interests and budgets. Whether you prefer a flexible self-guided ride, an expert-guided tour with VIP tastings, or an intimate private experience, there’s something for all.
The guided options provide a richer story of the region, while the self-guided routes offer maximum freedom. Be sure to book early, especially in peak seasons, to secure your spot.
No matter which tour you choose, you’ll come away with a deeper appreciation for Long Island’s North Fork wine country—and plenty of delicious memories along the way.