Top 6 Bike Tours In Long Island

Long Island isn’t just about beaches and sprawling parks; it’s also a fantastic place for bike tours that showcase its lush vineyards, charming farms, and scenic coastlines. Unlike many popular cycling destinations, Long Island offers a blend of relaxing, guided experiences that highlight its agricultural roots and stunning vistas.

Whether you’re pedaling past flower-filled farms or tasting your way through local vineyards, these tours give you a genuine taste of Long Island life.

I especially like the Mattituck New York Guided Farm and Wine Country Bike Tour for its personal touches, like professional photos and small-group intimacy, which make the day both memorable and easygoing.

For those who want a more comprehensive experience, the region offers everything from leisurely half-day rides to sunset electric bike excursions. No matter your fitness level or interests, there’s a Long Island bike tour that fits. Here’s a quick overview of the top options, each with its own unique vibe and highlights.

1. Mattituck New York Guided Farm and Wine Country Bike Tour

This guided tour is perfect if you want a relaxed, all-inclusive experience in the North Fork. For $139.99 per person, you’ll enjoy about 5.5 hours riding through farms, beaches, and vineyards on a single or tandem bike, with helmets provided. What sets this tour apart is the focus on smaller groups, which means more personal attention and a leisurely pace.

The ride includes tastings of vinegar and olive oils, plus refreshments, making it more than just a sightseeing trip — it’s a tasting adventure. The itinerary features visits to two vineyards and a beach herb-infused oil and vinegar tastings at a farm stand that’s been around for over 50 years.

The day ends with an opportunity to photograph the picturesque scenery, with professional photos included as part of the package.

Reviewers love how well-organized and friendly the guides are, with one noting, “The guides were super-friendly and fun to be around.” This tour offers excellent value for its mix of vineyard visits, farm stands, and relaxed pace.

Bottom Line: If you prefer a small-group experience focused on wine, food, and natural beauty, this tour hits the spot.

2. Mattituck Bike Wine Country and Fruit Orchard Tour

At number 2, the Mattituck Bike Wine Country and Fruit Orchard Tour is a half-day adventure that blends wine tastings with orchard visits. For $141.99, you’ll pedal approximately 13.5 miles on flat terrain, supporting a support vehicle that can carry your wine purchases — a thoughtful touch for those trying to avoid hauling bottles.

The guide takes you to a vineyard, a fruit orchard, and farms, with plenty of time for tastings and photos. Highlights include herb-infused olive oil and vinegar tastings at the Crushed Olive, along with a visit to a long-standing farm for homemade pies, cider, and fresh produce. Guests praise the organization and the guide’s knowledgeable commentary, noting the comfort and ease of the ride.

This tour is ideal for those who want a balanced day of wine, food, and farmland scenery, with the added bonus of picking your own fruit at the orchard.

Bottom Line: Perfect for travelers wanting a relaxed, flavor-packed ride with scenic stops and photo ops.

3. Guided Farm and Wine Country Bike Tour in Mattituck NY

This guided tour costs around $133 and runs about 5.5 hours. It stands out for its boutique vineyard visits and the chance to see live music depending on the day. The tour starts with fitting you to a hybrid bike, with optional e-bikes available.

You’ll pedal through boutique vineyards, including a special stop at a vineyard with a butterfly garden and outdoor patio. The tour also visits a charming beach at New Suffolk and ends with a visit to a farm stand for herb-infused olive oils and vinegar tastings. The itinerary is flexible, and the guides are praised for their personal touch.

Guests often comment on the diverse vineyard experience, along with the opportunity to enjoy local wines and scenic outdoor spaces.

Bottom Line: If you’re after a more boutique, varied experience with the chance to enjoy live music and beautiful outdoor spaces, this is a solid pick.

4. Sagaponack Sunset Electric Bike Tour

For a shorter, more romantic outing, the Sagaponack Sunset Electric Bike Tour offers a two-hour ride through one of Long Island’s most upscale communities. At $165 per person, it’s a bit pricier but delivers a unique evening experience.

Your e-bike and helmet are provided, and the tour takes you from School Street to Sagg Main Beach, with ample time to watch the sunset and enjoy the bucolic views. The guided ride is leisurely, making it suitable for most fitness levels, and the electric assist means you can cover 15 miles comfortably.

The guide ensures perfect fitting and easy riding, making this an ideal choice for couples or anyone looking to combine sightseeing with a peaceful sunset.

Bottom Line: Best suited for those wanting a romantic, scenic evening with minimal effort.

5. Electric Bike Tour at Montauk Point

This e-bike experience is a three-and-a-half-hour adventure exploring Montauk’s iconic sights. With a price of $240, it’s geared toward intermediate and advanced riders eager to cover more ground with less effort.

Your guide will take you to Fort Hill Overlook, Camp Hero State Park, and Montauk Point Lighthouse. The Bosch-powered e-bikes make climbing steep hills and vast park paths manageable, even for those with some riding experience.

The small group size (not specified, but implied) gives a personalized touch as you learn about Montauk’s history and natural features. The ride includes stops for photos and refreshments in downtown Montauk.

Bottom Line: Suitable for adventurous, active travelers who want a comprehensive tour of Montauk’s highlights by e-bike.

6. Half Day Private North Fork Bike Tour Thru Wine Cntry in Mattituck

If privacy and flexibility matter most, this private tour is a top choice, costing $834 for up to six people. Over roughly three hours, your guide customizes the route to your preferences, typically covering 14-19 miles along backroads near Peconic Bay.

Stops include a quiet beach with herb-infused olive oils, a farm stand with baked goods and charcuterie, and a boutique vineyard tasting. The terrain is mostly flat with some rolling hills, perfect for a leisurely ride. The guide’s expertise makes for a personalized, relaxed experience, ideal for families or small groups wanting to explore at their own pace.

Bottom Line: Best for private groups seeking a tailored, intimate experience of Long Island’s wine and farmland.

How to Choose Your Perfect Long Island Bike Tour

When deciding among these options, consider your budget, fitness level, and what kind of experience you want. For instance, if you’re after a comprehensive, small-group vineyard experience, the Mattituck New York Guided Farm and Wine Country Bike Tour offers great value. If a romantic sunset ride fits your style, the Sagaponack Sunset Electric Bike Tour is ideal.

For those who want a private, customizable experience, the Half Day Private North Fork Bike Tour provides tailored routes and stops. Budget travelers might prefer the Guided Farm and Wine Country Bike Tour in Mattituck NY, which balances price and quality.

Booking early is advisable, especially for the popular tours, and consider the best time of year: spring and fall generally offer the most pleasant weather for cycling without the summer crowds.

Final Thoughts

Long Island’s variety of bike tours means there’s something for all. For wine lovers, the Mattituck Guided Farm and Wine Country Bike Tour is hard to beat. For a more private or customizable experience, the Half Day Private North Fork Tour is a top choice. And if you’re seeking a sunset adventure, the Sagaponack Electric Bike Tour offers a memorable evening.

No matter which tour you pick, these outings provide a wonderful way to explore Long Island’s scenic beauty and authentic flavors. Book early, bring your sense of adventure, and enjoy the ride.