Practical and well-organized tours make Long Island’s treasures easily accessible. The standout options include a private cycling excursion through wine country, where you’ll pedal between two quality wineries and enjoy local tastings, including specialty oils and vinegars. Equally rewarding is the small-group island highlights tour, which hits the sweet spots – especially Deans Blue Hole and historic Clarence Town.

I’m particularly fond of these tours because they combine efficient logistics with local expertise. The wine country bike tour wins points for its intimate feel and active approach, while the highlights tour delivers the must-see spots without the hassle of independent navigation.

Let’s look at our favorite Long Island tours that deliver the best bang for your buck.

Key Points

  • Private guided wine country bike tours in Mattituck offer a 4-5 hour immersive experience with tastings, scenic views, and a 5-star rating.
  • Guided land tours on South Long Island explore natural wonders like Deans Blue Hole and a unique flamingo pond in a small group setting.
  • Both tours provide air-conditioned transportation, equipment, and flexibility with free cancellation and a reserve now, pay later policy.
  • The wine country bike tour and South Long Island land tour cater to adults seeking adventure, relaxation, and local insights through comprehensive guided experiences.
  • Participants can enjoy unique tastings, scenic landscapes, and an overall unforgettable experience on these highly-rated Long Island tours.

Private Guided Wine Country Bike Tour For Two (Mattituck)

Private Guided Wine Country Bike Tour For Two (Mattituck)

For those seeking a unique and immersive wine-centric experience in Long Island’s picturesque Mattituck, the Private Guided Wine Country Bike Tour for Two is an excellent choice.

This 4-to-4.5-hour tour includes tastings at two wineries, an herb-infused oil and vinegar tasting, and the use of 21-speed hybrid bicycles with helmets. Guests will be led by a seasoned guide who shares the area’s wine and local history.

A support vehicle is available to transport purchases, and lunch options overlooking the Peconic Bay are offered. While not wheelchair accessible, this tour is suitable for most travelers aged 21 and over.

With a perfect 5-star rating, this tour promises an unforgettable exploration of Long Island’s renowned wine country.

Read our full review: Private Guided Wine Country Bike Tour For Two (Mattituck) Review
Book now: Check availability

South Long Island 3 Hour Guided Land Tour

South Long Island 3 Hour Guided Land Tour

The South Long Island 3 Hour Guided Land Tour offers an immersive exploration of the region’s natural and historical wonders. Priced from $210 per person, this small-group tour (limited to 7 participants) provides comprehensive insights from an experienced guide.

Highlights include the stunning Deans Blue Hole, the charming town of Clarence Town, and a unique flamingo pond. Convenient pickup from anywhere on Long Island is included, along with air-conditioned transportation, swimming gear, and the option to purchase food and drinks.

With free cancellation up to 24 hours in advance and a reserve now, pay later policy, this tour promises an unforgettable experience for visitors to Long Island.

Read our full review: South Long Island 3 Hour Guided Land Tour Review
Book now: Check availability

Recap

Private Guided Wine Country Bike Tour For Two (Mattituck) and South Long Island 3 Hour Guided Land Tour are two excellent options for guided tours in Long Island. Both offer unique experiences – the bike tour allows visitors to explore the picturesque wine country, while the land tour provides a rundown of the southern part of the island. These guided tours are perfect for those seeking to uncover the hidden gems of Long Island’s diverse landscapes.