Mattituck, on Long Island’s North Fork, is a charming spot for those who love good wine, fresh food, and a relaxed pace. Unlike larger wine regions, Mattituck offers a more intimate and unpretentious experience. Whether you want to pedal at your own speed on scenic country roads or enjoy guided tastings with local insight, there’s a tour that fits your style. We’re especially fond of the self-guided bike tour because it gives you freedom to explore at your own pace, stopping at vineyards and farms without feeling rushed. For those craving a guided expert with VIP treatment, the Private Guided Bike Tour combines personalized service with tastings. If you’re pressed for time but want a full experience, the North Fork food and bike tour offers a taste of local flavors along with a leisurely ride. Check out these options below to find the one that best suits your plans.
Quick Overview
Our list features a mix of self-guided and guided bike tours, some focusing solely on wine tastings, others blending food, scenic riding, and artisanal products. You can choose the flexibility of a self-guided experience at around $88, or opt for a more curated adventure with VIP treatment and expert commentary for about $134 or more. For travelers booking as a group or seeking a private experience, the Long Island Private Guided Bike Tour offers a customized ride with tastings for up to six people at a premium price. Each experience offers a unique window into North Fork’s local charm.
1. Mattituck: Self-Guided Bike Tour thru Wine Country
At number 1, the Mattituck: Self-Guided Bike Tour thru Wine Country offers a flexible way to explore Long Island’s North Fork on your own terms. For $88 per person, you get a five-hour rental of a well-mapped route that takes you through scenic vineyards, farms, and charming countryside. The terrain is mostly flat, making it accessible for most riders, whether you choose a single or tandem bike. You decide your pace, stopping at selected wineries for signature tastings, and enjoying the fresh air of rural Long Island. The route was thoughtfully designed with noteworthy vineyard stops, so you’ll get a true taste of the local wine scene without the pressure of a guided tour.
What makes this tour stand out is the freedom to craft your day. You’re not tied to a schedule or guide, which appeals to independent travelers who want control. It’s perfect for couples, families, or friends who enjoy cycling and wine tasting. A recent reviewer lauded it as “the best way to experience North Fork—relaxed, scenic, and fun.” The only potential downside is that you need to be comfortable navigating on your own, but the well-planned routes make that manageable.
Bottom Line: If you prefer independence and want to explore vineyards on your own timeline, this self-guided bike tour offers excellent value and flexibility.
$88 per person
2. NYC: Classic Wine Country Guided Bike Tour
Number 2 on our list is the NYC: Classic Wine Country Guided Bike Tour, which combines expert guidance with a carefully curated route. For $134, you’ll spend about five hours pedaling through North Fork’s scenic spots with a knowledgeable guide leading the way. The tour includes stops at select vineyards where you’ll be treated to VIP experiences, such as tastings and live music, plus an olive oil tasting from Long Island’s Crushed Olive.
What sets this tour apart is the guided element—your guide shares local insights, history, and insider tips that bring the area to life. The bikes are hybrid models, and hydration is taken care of with provided chilled lemonade and water. Participants also receive professional photos throughout the ride—great for sharing or reminiscing later. A reviewer commented on the “relaxing pace and personal attention” that made the experience memorable.
This tour caters well to those who want a guided, social experience, especially if they enjoy educational tastings paired with scenic views of Peconic Bay. Some may find the price a bit higher than self-guided options, but the added expertise and VIP treatment offer good value.
Bottom Line: Ideal for travelers who prefer guided experiences with added perks like live music, VIP tastings, and professional photos.
$134 per person
3. From Mattituck: North Fork Area Bike Tour with Food Tasting
Number 3 is the North Fork Area Bike Tour with Food Tasting, priced at $139 for about five and a half hours. This guided ride focuses on combining scenic cycling with tasting local artisanal foods. Starting from Mattituck, you’ll visit a local vineyard, then stroll through Love Lane’s quaint shops, sampling everything from jam and pies to fresh produce. It’s a relaxed pace, meant to highlight the small, authentic businesses that make North Fork special.
What makes this tour unique is the focus on local food artisans, giving you a taste of North Fork’s culinary scene alongside your ride. The route is designed to showcase the natural beauty of the coast and farmland, making it a good mix for food lovers and cycling enthusiasts. Professional photos are included, capturing your moments along the way. Reviewers mention the “delicious tastings and beautiful scenery” as highlights.
A slight downside is the duration—at 5.5 hours, it’s a longer commitment, but perfect for those wanting a full day of exploring. The emphasis on food makes it especially suitable for travelers who love pairing their wine with local eats and shop browsing.
Bottom Line: Excellent for those who want a leisurely ride with a focus on artisanal food and local shopping, perfect for culinary enthusiasts.
$139 per person
4. Mattituck: Long Island Private Guided Bike Tour & Tastings
Finally, for a more exclusive experience, the Long Island Private Guided Bike Tour & Tastings is a private group tour costing $999 for up to six participants. This four-and-a-half-hour guided ride offers a personalized approach, stopping at two vineyards for flights of wine, plus tastings of herb-infused oils and fine vinegars. It’s perfect for groups wanting a tailored day exploring the North Fork without the crowds.
The guide will take you through harbors, marshes, and scenic homes, sharing local stories along the way. The professional photos you receive capture the day’s highlights, so you’ll have lasting memories. What makes this tour stand out is its flexibility—customizing stops based on your interests, with the added luxury of private attention. Reviewers note the “personalized service and exceptional wines” as key advantages.
This is best suited for small groups or couples who want an intimate, customized experience. The higher price reflects the private nature and premium tastings, making it less accessible for budget travelers but ideal for celebrating a special occasion.
Bottom Line: If you’re after a private, bespoke tour with exclusive tastings and a guide at your side, this option offers a memorable, tailored adventure.
$999 per group up to 6
How to Choose
Picking the right tour depends on your budget, interests, and desired level of independence. If you prefer flexibility and independence, the self-guided bike tour is the way to go. Want expert insights, VIP treatment, and a social atmosphere? The guided North Fork wine tour might suit you best. For those who love food and want to combine it with cycling, the food tasting tour offers a tasty, relaxed experience. And if celebrating a special occasion or traveling with a small group, the private guided tour provides personalized service and exclusivity.
Consider your fitness level—most tours are gentle rides, but some require longer durations. Also, think about your preference for guided versus independent adventures. Booking early is wise, especially during peak seasons in spring and fall, when the North Fork’s scenery is at its best.
Final Thoughts
Mattituck offers a variety of ways to enjoy its wine country. For a laid-back, flexible experience, the self-guided bike tour is unbeatable. If you’d rather have a knowledgeable guide to enhance your understanding of the region, the guided bike tour and private options deliver personalized touches. Food lovers will appreciate the north fork food and bike tour, which combines tasty local products with scenic riding.
No matter which you choose, these tours are a great way to experience Long Island’s North Fork without feeling rushed or overwhelmed. With some planning, you’ll soon be savoring local wines, sampling artisanal foods, and enjoying the beautiful countryside—cheers to that. Book early to secure your preferred date, and get ready for a memorable day in one of New York’s best-kept secrets.