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Washington Square & the Birth of 5th Ave - Private Tour
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Washington Square & the Birth of 5th Ave - Private Tour

1 hour(s) 30 minute(s)
english
New York, United States

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See some of the oldest surviving mansions on lower Fifth Avenue

Learn how early Fifth Ave sparked the rise of the Gilded Age

Explore iconic and hidden alleys of Greenwich Village

Visit one of Manhattan’s oldest cemeteries tucked on a quiet side street

Washington Square Arch adds historic character to Umbrian truffle and wine experience


An immersive truffle-hunting and organic wine-tasting experience offers visitors a flavorful journey through the natural and cultural heritage of Umbria. Centered around the scenic countryside surrounding Assisi, the adventure introduces guests to one of the region’s most treasured culinary traditions. Guided by an experienced truffle hunter and a specially trained dog, participants explore woodland areas in search of prized truffles while learning about their history, varieties, and importance to Umbrian cuisine. The experience begins at Tili 21 before leading guests into the surrounding countryside.


The truffle hunt provides an intimate look at the skills and traditions passed down through generations of local hunters. As visitors walk through the forest, they witness the remarkable partnership between the hunter and the trained dog while discovering truffles hidden beneath the woodland floor. The experience connects participants with the natural environment and rural traditions that continue to shape the identity of the Umbrian region, offering an authentic perspective on Italian food culture and countryside life.


Following the woodland adventure, guests continue to a local winery to discover the area’s long-standing winemaking heritage. A guided visit introduces visitors to organic farming practices and the dedication behind the production of regional wines. The experience concludes with a tasting of carefully produced wines paired with fresh local ingredients, including truffles discovered during the earlier hunt. The combination of nature, agriculture, and gastronomy highlights the distinctive character of the Umbrian countryside.


The journey also connects the experience to the wider cultural heritage of Italy, including the historic atmosphere associated with landmarks such as Washington Square Arch. Together, the natural landscapes, culinary traditions, and architectural heritage create a memorable exploration of culture and history. From searching for truffles in the forest to tasting organic wines and regional delicacies, the experience offers travelers an engaging introduction to the authentic traditions and timeless charm of Italy.

What's Included
  • Guided tour in English
What's Not Included
  • Gratuities
  • All personal expenses
Price start from

$ 39

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Activity Provider: Untapped New York

Customer Reviews

Explore More Washington Square and the Birth of 5th Ave
Explore More Washington Square and the Birth of 5th Ave
Explore More Washington Square and the Birth of 5th Ave
Explore More Washington Square and the Birth of 5th Ave
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Day In a City

Explore More Washington Square and the Birth of 5th Ave

Discover the wonders of New York, United States with this unforgettable experience. The tour also explores how early Fifth Avenue’s refined “blue blood” society gave way to the bohemian spirit that Greenwich Village became known for. Visit one of Manhattan’s oldest cemeteries tucked on a quiet side street, hear the story behind a Village townhouse turned into a bomb in the 1970s, and discover how Washington Square evolved from a potter’s field into an iconic cultural hub. This walk offers a lively look at two centuries of transformation in one of NYC’s most storied neighborhoods. Highlights of your tour include: See some of the oldest surviving mansions on lower Fifth AvenueLearn how early Fifth Ave sparked the rise of the Gilded AgeExplore iconic and hidden alleys of Greenwich VillageVisit one of Manhattan’s oldest cemeteries tucked on a quiet side street. Stops on this tour include:Washington Square ArchWashington MewsThe Salmagundi ClubSecond Cemetery of Congregation Shearith IsraelThe Rare Gas Lamppost at Patchin PlaceMacDougal AlleyThe Hangman’s Elm. This tour includes: Guided tour in English. Celebrate Fifth Avenue’s 200th anniversary with a walk through the historic stretch where the city’s most famous boulevard first took shape. Stroll past some of the oldest surviving mansions near Washington Square and learn how this once–rural area transformed into New York’s first elite address, inspiring the lavish lifestyles that later defined the Gilded Age. Along the way, you’ll spot the last. Duration: 1 hours 30 minutes. Book your Washington Square and the Birth of 5th Ave today and create memories that will last a lifetime!