1.Long Island Wine and Food Day Trip with Sommelier host from NYC

★★★★★★★★★★4.5 · 53 reviews · 9 hours (approx.) · from $148Our pick

Long Island wine and food day trip from NYC: certified sommelier, 2 wineries with 4 tastings each, lunch, and easy bus ride.

“The trip out to the wineries on the north fork of Long Island was smooth and easy (1.5 hrs). Bus was comfortable and had a restroom. We went to 2 wineries, tasting 4 wines in each place. They were both very different styles of wine. Sam, the sommelier, had lots of wine knowledge and was able to discuss the characteristics of each wine etc. There was plenty of time to wonder around, buy wine or have an extra glass or 2 in the sun. Lunch consisted of 2 rolls, chips and water. All local produce from a local bakery and were very nice and sufficient for me. At the second…”

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2.Long Island Sommelier-Guided Wine Tasting Tour

★★★★★★★★★★4.8 · 27 reviews · 9 hours · from $159

A 9-hour sommelier-led day trip from Midtown to Long Island’s North Fork for private tastings, vineyard walks, and a farm market stop.

“The tour guide- Steve- was very knowledgeable, friendly and ensured that it was a well organised tour. The bus driver was very good and safe and kept time without exceeding speed limits. Overall a very good experience”

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3.Champagne, Cheese, Caviar & Sightseeing Cruise

★★★★★★★★★★4.5 · 26 reviews · 1 hour 30 minutes (approx.) · from $134

Sip a three-wine flight with cheese and caviar on a vintage-style cruise through NYC Harbor, with close Lady Liberty views.

“Really wonderful experience that staff worked to make great for everyone! I loved the kind nautre of the staff and how they learned everyone's name!”

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4.Tour and Tasting at Brooklyn Winery

★★★★★★★★★★4.7 · 22 reviews · 1 hour · from $45Best value

Tour Brooklyn Winery in Williamsburg, taste five local wines, learn grape-to-glass winemaking, then pair bites or buy bottles.

“We had a fantastic time with Kirsten - she was knowledgable, friendly, and gave us a special treat to try on the day. Thank you!”

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5.New York Harbor Wine and Jazz Sail aboard Clipper City

★★★★★★★★★★4.5 · 21 reviews · 1 hour 45 minutes (approx.) · from $140

Jazz and wine cruise on the Clipper City tall ship. Liberty, Ellis Island, and Manhattan skyline views in about 1h45.

“11/9/13 We really enjoyed the jazz cruise the atmosphere was excellent along with weather and the musicians. The drinks at the bar were very reasonable which was a pleasant surprise. We would highly recommend this trip.”

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

★★★★★★★★★★4.5 · 15 reviews · 2 hours (approx.) · from $159

Private vintage car tour meets NYC wine tasting: Midtown sights, Prohibition stories at Central Park Cafe, 3 glasses, and photos.

“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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7.Private Champagne Sail to the Statue of Liberty

★★★★★★★★★★5.0 · 10 reviews · from $850Top rated

Private champagne sail from Chelsea Piers for up to 6. Get close to the Statue of Liberty with skyline views and a friendly crew.

“Excellent, magical, super friendly crew—truly a dream come true.”

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8.Champagne and Cheese Pairing Cruise

★★★★★★★★★★4.3 · 8 reviews · from $122

Lower Manhattan cruise on a 1920s yacht with 3 champagnes and artisan cheese, plus standout views of Liberty, Ellis Island, and One World Trade Center.

“Host was a ton of fun and I really enjoyed our tour with my friend group for my bday!”

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9.VIP Central Park Champagne Tour with Photos(50 min)~Skip the line

★★★★★★★★★★4.0 · 7 reviews · 50 minutes (approx.) · from $269

A private 50-minute champagne horse-drawn ride through Central Park’s most romantic spots, with photo stops for proposals and anniversaries.

“This was part of our 20th wedding anniversary trip to NYC, and Mario made the champagne horse-drawn carriage BEYOND MEMORABLE! :-D He was very charismatic and has so much knowledge about the park and the surrounding neighborhoods. He also has a knack for taking great photos - and knows the BEST spots! The champagne was delightful, too! The hubs and I would book this tour again (even if we weren't celebrating a special occasion...it was that magnificent)!”

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10.Private Romantic NYC Helicopter Scenic Charter with Champagne

★★★★★★★★★★4.0 · 6 reviews · 30 minutes (approx.) · from $4,465

A private NYC helicopter ride with champagne. Skip strangers, enjoy landmark flyovers of Liberty and Ellis Island, and toast from the sky.

“Super smooth ride with amazing views. Pilot was very professional, fun, & safe. He made us feel comfortable.”

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11.Hudson Valley Wine and Food Day Trip with Sommelier host from NYC

★★★★★★★★★★5.0 · 6 reviews · from $159

Sommelier-led Hudson Valley wine day trip from NYC with lunch, tastings at Benmarl and Whitecliff, and scenic coach transport.

“I thoroughly enjoyed both place's hosts, wineries, vineyards and especially our guide Steve. He was absolutely awesome. Steve was patient and explained everything. The whole time we were in good hands. Thank you and I look forward to doing it again Bonnie.”

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12.Vintage Wine Tasting and Classic Car Combo Tour

★★★★★★★★★★3.4 · 6 reviews · 2 hours · from $175

Vintage car through Midtown + expert-led wine tasting at Central Park Cafe, with a Prohibition-to-speakeasy alcohol history story.

“l'expérience avec la voiture et l'histoire très bien. Par contre nous n'avons pas fait de dégustation de vin millésimes. 3 cocktails. les vins n'étant pas dispo. une déception. de plus j'ai réservé en français non dispo.”

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13.Hudson Valley Wine Tour: NY’s only sommelier-guided tour!

★★★★★★★★★★4.4 · 5 reviews · 9 hours · from $159

9-hour sommelier-guided Hudson Valley wine day from Midtown with vineyard tours, private tastings, and tasty local bites on a luxury coach.

“Muy buena. La explicación del guía (Sam) fue entretenida y nos ayudó a entender y aprender algunas características de las uvas y viñedos de la zona. El conductor fue correcto, y la partida y llegada fueron en los tiempos definidos.”

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14.Ultimate Tasting Experience Wine, Whiskey or Hard Cider

★★★★★★★★★★5.0 · 5 reviews · from $64

Guided tasting of 7 handcrafted wines (or whiskey/cider) with charcuterie, dessert bites, and a seasonal sip in Queensbury.

“Had a great time at the Queensbury Adirondack Winery. Beautiful tasting room with indoor/outdoor seating. Arielle was our wine tasting expert and she was wonderful, very knowledgeable and passionate about the wine and winery!”

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15.Private Scenic Helicopter Charter with Champagne

★★★★★★★★★★4.9 · 5 reviews · 30 min · from $4,465

Private 30-minute helicopter charter over Manhattan with live pilot narration and complimentary champagne for those 21+.

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