Mattituck: Long Island Private Guided Bike Tour & Tastings

Planning a day on Long Island’s North Fork? This private guided bike tour offers a charming way to explore the region’s scenic beauty, with stops for tastings of wines, artisanal oils, and vinegars. It’s a blend of outdoor activity and culinary delights, perfect for those wanting a relaxed, authentic experience without sacrificing comfort or quality.

What makes this tour stand out? First, we love that it offers a personalized, flexible experience—you can choose your stops in advance, whether it’s wine tastings, beer, or fruit picking. Second, the stunning views of vineyards and Peconic Bay are genuinely memorable. The only potential hiccup? It’s a half-day adventure, so if you’re looking for a full-day exploration or a very leisurely pace, you might want to supplement this with other activities.

This tour is ideal for couples, small groups, or anyone who values independent exploration combined with expert guidance. It’s perfect for wine lovers, outdoor enthusiasts, or those simply eager to see the North Fork from a different vantage point—on two wheels.

Key Points

• Private, customizable experience suited to up to 6 guests with options for different stops.
• Scenic riding through vineyards, marshes, and along Peconic Bay with plenty of photo opportunities.
• Tastings of regional wines, oils, and vinegars, with exclusive offerings like herb-infused oils from Long Island.
• Expert guidance and historical insights that enrich the experience.
• Comfortable hybrid bikes and helmets, with optional e-bike upgrades.
• Support vehicle and professional photos included for a hassle-free, memorable day.

You can check availability for your dates here:

An Inviting Introduction to Long Island’s North Fork

This guided bike tour of Long Island’s North Fork is designed to give you a taste of the region’s natural beauty and culinary richness. While we haven’t personally taken it, the concept alone sounds appealing—a thoughtful combination of outdoor activity, local flavors, and exclusive sights.

What we appreciate most is how the tour balances leisurely cycling with culinary discovery. The route includes stops at two vineyards, where you’ll sample wines that showcase the area’s vinicultural potential. Plus, the tastings of herb-infused oils and vinegars at Crushed Olive add a gourmet touch that elevates the experience beyond just drinking wine.

One thing to keep in mind is that this is a 4.5-hour private tour, which means it’s well-suited for those wanting a relaxed, manageable outing rather than a long, exhaustive day. However, because the experience is customizable—your group can choose between wine, beer, or fruit-picking—you might find it beneficial to plan additional activities afterward if you’re eager for more adventure.

This tour suits travelers who want an authentic, boutique experience—something intimate, scenic, and delicious, without the crowds or commercial feel.

What Makes This Tour Special?

The Scenic Route – Riding through the North Fork’s lush vineyards, historic farm stands, and along the shoreline provides a visual feast. The views of Peconic Bay are notably beautiful, especially when the sunlight hits the water just right.

Culinary Tastings – The inclusion of two flights of regional wines paired with artisanal oils and vinegars makes this more than just a sightseeing trip. You’re tasting the flavors that define the area, including exclusive herb-infused olive oils from Long Island, which are a delightful surprise.

Flexibility and Personalization – You select your experiences in advance, choosing between wine tastings, craft beers, or fruit picking. This ensures the day matches your interests. The tour can accommodate your preferences and can even handle custom requests.

Expert Guidance and Photos – Your guide not only entertains with stories and local facts but also captures professional photos of your group, so you leave with tangible memories without the hassle of taking your own pictures.

Comfort and Convenience – The use of hybrid bikes and helmets, plus the support vehicle, helps everyone stay comfortable. Whether you need a break or want to purchase souvenirs, the van is there to support.

A More In-Depth Look at the Itinerary

Meeting and Setup – You’ll start at East End Bike Tours, where your guides set you up with a single or tandem hybrid bike and helmet. The process is smooth, with options for upgrading to e-bikes if you prefer a little extra pedal assistance.

The Ride – The route takes you through some of the most breathtaking landscapes of the North Fork. Expect to glide past verdant vineyards, historic farm stands, and scenic marshes. The ride is designed to be manageable in duration, ensuring you’re not exhausted by the end.

Tastings at Vineyards – Two stops are included for wine flights, each offering a different perspective of local winemaking. You’ll learn about the wines and the region’s viticultural history from knowledgeable guides. Quoting reviews, “The wines were delightful, and the guide’s insights made the tasting even more engaging.”

Herb-Infused Oil and Vinegar Tasting – At Crushed Olive, one of the few places offering Long Island-exclusive herb oils and vinegars, you’ll indulge in six tastings per person. These products add a gourmet touch to your culinary knowledge and can be purchased to take home.

Farm Stand Visit – The tour includes a stop at one of North Fork’s pioneering farm stands, where you can browse local fruits, herbs, pies, and honey. Travelers appreciate this glimpse into traditional farming life—“It’s a charming stop, and I loved picking up fresh peaches and homemade jam.”

Photographs and Support – Throughout the tour, professional photos are taken, ensuring you’ll have high-quality memories. The included support vehicle means you can opt for a rest or buy local products without worry.

Return and Wrap-Up – After about four and a half hours, the group returns to the starting point. The experience concludes with the feeling of having seen a slice of authentic North Fork life, along with a camera full of photos and a happy palate.

Analysis of Value and Practicality

Price – At $999 per group (up to six people), this experience offers a lot of bang for your buck. The inclusions—two vineyard tastings, oils and vinegars, professional photos, and a guided route—add up to a well-rounded outing. When you consider the personalized approach and scenic stops, it’s a compelling value for those seeking an intimate, curated experience.

Time and Duration – Four and a half hours is a solid chunk of time, providing enough opportunity to relax and savor without feeling rushed. Morning departures are common, which leaves your afternoon free for other activities.

Group Size and Privacy – The private nature of the tour means personalized attention and flexibility. It’s particularly appealing for small groups or couples wanting an exclusive experience. Larger groups can be accommodated with extra guests for an additional fee.

Accessibility and Limitations – The tour isn’t suitable for those with mobility challenges or children under 21. It’s also recommended to wear comfortable shoes and clothing, as you’ll be cycling and exploring farm stands.

Logistics – The meeting point is at East End Bike Tours, with travel options from NYC or Long Island Rail Road. Limited train and bus schedules mean planning ahead is wise. No hotel pickup or drop-off is included, so consider transportation if you’re staying elsewhere.

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Final Thoughts

This Long Island private bike tour offers a unique way to explore the North Fork’s scenic beauty and food scene. It’s designed for travelers who enjoy personalized experiences, scenic views, and delicious tastings—all at a relaxed pace. Whether you’re a wine enthusiast, a foodie, or simply someone seeking a charming outdoor adventure, this tour delivers a taste of authentic Long Island life.

You’ll appreciate the balance of activity and leisure, the stunning landscapes, and the high-quality local products. The professional photos and support vehicle add extra convenience, making it a hassle-free way to see the region. Plus, the flexibility to choose your stops means it can cater to different interests.

If you’re looking for a memorable, small-group outing that combines nature, culture, and gourmet treats, this bike tour is a fantastic option. It’s especially well-suited for couples or friends who want to enjoy the North Fork’s wine country with a personal touch.

FAQ

What is the duration of the tour?
The tour lasts about 4.5 hours, usually in the morning, giving you plenty of time to enjoy the scenery and tastings without feeling rushed.

How many people can join the tour?
The tour is private and designed for groups up to six guests. Additional guests can be added for an extra fee.

Are e-bikes available?
Yes, e-bike upgrades are available, which can make pedaling easier if desired.

What should I wear?
Comfortable shoes and clothes are recommended, as you’ll be cycling and exploring farm stands. High heels, skirts, or loose clothing are not advised.

Are transportation options provided?
No, hotel pickup or drop-off is not included. The meeting point is at East End Bike Tours, with some transportation options from NYC or Long Island Rail Road.

Can I customize the experience?
Yes, experiences such as wine, beer, or fruit picking are chosen in advance, and custom requests can be accommodated.

This guided bike tour of Long Island’s North Fork offers a finely curated mix of scenic beauty, local flavors, and personalized attention. It’s a taste of what makes the region special—perfect for those seeking a relaxed, intimate way to discover Long Island’s countryside and culinary treasures.

You can check availability for your dates here: