Top Long Island Half-day Tours

Escape from the hustle of big city life and explore the Mattituck, New York countryside on this guided farm and vineyard bike tour. Discover the beauty of the North Fork, a 30-mile-long peninsula, on a relaxing bike ride to handpicked stops like wineries, beaches, and farm stands. Photographs are captured throughout the day, available online for later download.

See more of the North Fork’s wine country and farmland with a guide who leads a relaxing half-day bike tour from Mattituck that takes in the best of the scenic region. Expect to ride on relatively flat terrain as you pedal through the wine country for 13.5 miles (22 km), with regular stops at a vineyard and winery, farms, a fruit orchard, Peconic Bay, and more.

Traverse the ‘Big Apple’ on foot and discover some of the city’s best architecture on this 4-hour private tour. Learn about the history of New York City as you visit famous landmarks like Rockefeller Center, the New York Public Library, Grand Central Station, the Flatiron Building, and more. Admire architecture from the 1700s to present day and see styles ranging from Beaux Arts to Art Deco.

Explore Montauk, and see some of its most iconic sights, with ease with this guided e-bike tour. With an e-bike to assist, you can go farther and see more with less effort, and with a guide, there’s no risk of getting lost. Follow your guide around to Fort Hill Overlook, Camp Hero State Park and Montauk Point Lighthouse, with a stop on the way back for refreshments in downtown Montauk.

Nature Abounds on this 4.5-Hour Wine Country Bike Tour. An excellent way to see Long Island's Wine Country here on the North Fork. Take in beautiful views on this relaxing guided 4.5 Hour Tour cruise thru the scenic backroads of the charming north fork. On this backroads ride, nature abounds as seasoned guides lead you on winding roads up close to the tranquil Peconic Bay. Choose between 12, 14.5, 16, or 19 Mile routes...your preference. This tour has the ability to customize your experience. Different routes will offer different vineyard stops. After booking we will contact you via phone to craft the perfect experience that YOU are looking for! Bike riding is mostly flat with a few rolling hills.

Embark on this Half-Day Private Long Island Wine Tour Experience and indulge your senses in the heart of USA's renowned wine country! Your day begins with a personalized, chauffeur-driven journey through the stunning Long Island landscapes, setting the scene for an unforgettable adventure. As you traverse the picturesque landscape, you'll have the opportunity to visit two beautiful wineries - Osprey's Dominion Vineyards and Duck Walk Vineyards North - each with its own unique charm and distinctive wines. Expert sommeliers and winemakers will guide you through the tastings of exceptional wines, sharing their deep knowledge and passion for winemaking. Don't miss the opportunity to create lasting memories on this Half-Day Private Long Island Wine Tour Experience, escaping the hustle for a day of indulgence, relaxation, and appreciation of Long Island's vinicultural heritage.

What makes this experience stand out is the yacht itself and the crew's sailing experience and deep knowledge of local areas. The old world Finnish craftsmanship both above on the teak decks and below in the exquisite woodwork and luxurious accommodations is readily apparent and uncommon on many yachts of this type today. The natural beauty of the bays and coves of Sag Harbor and Shelter Island that draw so many to this area cannot be overstated.

We've found the best places to visit on Shelter Island on an electric bike. On one of our eBikes, you'll be smiling as you easily ride up all of the big hills on the island, instead of huffing and puffing. See the best of what Shelter Island has to offer with our professional guides. Contact us for additional availability.

Nature Abounds on this 4.5 Hour Wine Country Bike Tour. An excellent way to see Long Island's Wine Country here on the North Fork. Take in beautiful views on this relaxing guided 4.5 Hour Tour cruise thru scenic backroads of the charming north fork. On this backroads ride, nature abounds as seasoned guides lead you on winding roads up close to the tranquil Peconic Bay. Choose between 12, 14.5, 16, or 19 Mile routes...your preference. This tour has the ability to customize your experience. Different routes will offer different vineyard stops. After booking we will contact you via phone to craft the perfect experience that YOU are looking for! Bike riding is mostly flat with a few rolling hills.