New York City Private Vintage Car Tour and Wine Tasting

New York City Private Vintage Car Tour and Wine Tasting - Midtown from a restored 1920s or 1930s car

1.New York City Private Vintage Car Tour and Wine Tasting

★★★★★★★★★★4.5 · 2 hours (approx.) · from $159Our pick

Sip three wines, hear New York alcohol lore, and tour Midtown in a refurbished 1920s or 1930s vintage car with a private guide.

“Unique New York experience! A must do to see amazing sights. Both guides were absolutely brilliant and went above and beyond. We were able to see beautiful streets of Manhattan, stopped for photos and after cruising to see the live John Lennon memorial in Central Park. After we returned to the cafe, we enjoyed an in depth 11 bottle wine tasting. Would absolutely recommend on spending a few hours doing this special tour as you would not always have ability to find!”

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Private Guided Wine Country Bike Tour in Mattituck

Private Guided Wine Country Bike Tour in Mattituck - New Suffolk and the Peconic Bay pause

The Hamptons and Long Island Wineries Private Tour

The Hamptons and Long Island Wineries Private Tour - Sag Harbor’s Whaling-Village Character

3.The Hamptons and Long Island Wineries Private Tour

★★★★★★★★★★4.5 · 12 hours (approx.) · from $1,299

Spend 12 hours exploring Southampton, Sag Harbor, the North Fork wineries, and a ferry ride from New York City in a private minivan.

“Our driver Scott was very knowledgeable and patient, he made our experience on this tour worth all 12hrs. I will definitely recommend this tour to anyone who would love to explore South Hamptons, Sag Harbor and Long Island Wineries.”

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Private Luxury Wine Tours of Long Island Pindar Winery

Private Luxury Wine Tours of Long Island Pindar Winery - Two hours at Pindar Vineyards

4.Private Luxury Wine Tours of Long Island Pindar Winery

★★★★★★★★★★5.0 · 6 to 7 hours (approx.) · from $180

Explore Long Island wine country on a private six-hour tour with Pindar, Raphael, Lenz, tastings, transport, and a careful driver.

“Our trip was absolutely refreshing and unforgettable. From the moment we set off, everything was perfectly organized smooth transport, warm hospitality, and a well-planned itinerary that balanced relaxation with adventure.”

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Private Hike/Wineries/Walkway Over the Hudson/1 night Hotel

Private Hike/Wineries/Walkway Over the Hudson/1 night Hotel - Nostrano for wine, food, and a hillside view

5.Private Hike/Wineries/Walkway Over the Hudson/1 night Hotel

★★★★★★★★★★5.0 · from $1,220

Review of a private Hudson Valley getaway with wineries, Mount Beacon, Walkway Over the Hudson, hotel, breakfast, and local transport.

“This company was able to customize a trip for my wife and I and it couldn’t have been more organized. Every detail of our trip was personalized with Billy doing an incredible job making sure we were having a great time. Since it was during CoviRead more”

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Full Day Private Long Island Wine Tours from New York City

Full Day Private Long Island Wine Tours from New York City - Pindar Vineyards, five tastes and a bigger name

6.Full Day Private Long Island Wine Tours from New York City

★★★★★★★★★★5.0 · 8 hours (approx.)

Escape New York City for a private Long Island wine day with tastings at Bridge Lane and Pindar, plus a dedicated chauffeur.

“A great experience, highly recommend! The sprinter van used was SO COOL on the inside, with Bluetooth hookup, AC, drink holders, etc. We had an absolute blast and enjoyed the ease of having our reservations made on our behalf. We LOVED our chauffeur, Mike-he was an absolute doll and so sweet! Great activity for our friends bachelorette”

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Full-Day Luxury Long Island Private Winery Tour

Full-Day Luxury Long Island Private Winery Tour - North Fork: a three-winery day with room to choose