Taste Tuscany: Italy Wine Journey

Postcard panoramas and perfect flavors on a Tuscan wine odyssey




Tuscany Italy


Tuscany Italy

Early 2023


4 Days



Group Size

Small Group


Producer visitsSommelier-led stroll  ⋅ Epic tastings – Tuscan cooking lesson  

Tuscany is a place rich with history and the flavors of tradition, inspiring a deep sense of connection with what came before. The region’s microclimates create stunning diversity in the local wines, from silky Brunellos to earthy Nobile – and then there’s the food. We savor delicious pecorino cheese, homemade pasta, and antioxidant-rich olive oils. Relish the best of handmade cuisine, from your first plate of pici to freshly churned gelato. Learn the art of aperitivo and the secrets of wine pairing, and enjoy a lighthearted Italian language lesson that creates the best of amici. Join us on a taste odyssey to experience the terra that enriches deep reds and produces some of the world’s favorite foods. 

DID YOU KNOW: We think of Chianti as one of our favorite reds but that wasn’t always the case. It’s most likely that Chianti started off as a white wine, only deepening to its rich scarlet shade in the 14th century.


In Tuscany, wine is a way of life. Besides its unparalleled natural beauty, Tuscany’s rich grape-growing history makes this the perfect place to unearth the secrets of Sangiovese alongside savory local specialties from fluffy gnocchi di castagne to hearty ribollita



Learn the art of cucina povera and how to prepare delicious vegetable-forward Tuscan cooking with a local artist-turned-chef



Take in the sumptuous landscape with wine-making friends who share their secrets of Sangiovese



Experience the artful and innovative winery of Antinori nel Chianti Classico for a legendary tasting


Day 01


Sommelier-led strollItalian lessonCooking lesson

We come together in the quintessential Tuscan town of Montepulciano for a stroll with a local sommelier through the atmospheric medieval streets and visits to a few independent producers. 

As the sun gets low, we gather for an informal Italian lesson and cooking lesson with a local artist-turned-chef who’ll share with us the secrets of cucina povera – “the kitchen of the poor”, classic peasant cooking. It’s the art of vegetable-forward Tuscan cuisine: super fresh, super seasonal, led by simple flavors and rigorous seasonality to show off the sun-soaked splendor of the region. We’ll top up our glasses and relish the essential taste of Tuscany as we cap off a fabulous first day. 

Day 02


Market visit ⋅ Brunello tasting ⋅ Val d’Orcia exploration

We wake to a perfect Tuscan sunrise, golden over the vineyards and rolling hills below. Morning is one of the most beautiful times of day here. Breathe in deeply and you can smell the freshly baked bread and wholesome dishes that will power a day of discovery.

We depart by private transfer for a day of tasting, from a morning market visit and chat with artisanal producers of jams, sauces and conserves, to a vigorous discussion of heritage wheat. After a tasting with wine-making friends who share their secrets of Sangiovese, we’ll travel from Pienza through the glorious scenery of the Val d’Orcia to Montalcino to try its rich red Brunello.

For dinner this evening choose your own adventure, from rustic trattorie to wine bars bursting with seasonal snacks to accompany that bold red, there is something for every taste.

Day 03


San Gimignano visit ⋅ Wine-paired lunch ⋅ Exclusive winery visit

The morning is yours to sleep in or stroll the rolling hills before we take a private transfer to San Gimignano. Here, we meet a local guide to learn about the fairytale history of this scenic city and climb the honey-colored towers.

Lunch is a wine-paired affair: small-producer Chianti alongside delicious plates of cheese and meat and seasonal salads bursting with freshness. Afterwards, it’s time for an exclusive visit to the innovative winery of Antinori nel Chianti Classico for a journey of taste in stunning contemporary surrounds. Lean in and learn as we travel through six centuries of winemaking history, culminating in a tasting of four wines in the suspended tasting room.

Dinner this evening is an upscale affair as we share a spread of the best of Tuscan cuisine and celebrate the rich wine heritage of this exceptional region with bold new reds that taste like the future.

Day 04


After a relaxed morning it’s time to say ciao for now. Until next time!



Accommodations are hand-selected for each and every trip from a portfolio of rigorously-vetted hotels. Our Trip Design team prioritizes location, comfort, and design to ensure your stay is a winning mix, every time. In Tuscany, we often stay in hotels such as Villa Sabolini.

Villa Sabolini

Perfectly situated among the countryside of Chianti, and nestled between Florence and Siena, Villa Sabolini is the quintessential Tuscan retreat, where grapes and good times come together with the best of Italian hospitality.

What's Included

Almost everything.

Curated activities, local cuisine and libations, new knowledge, delightful travel companions – and so much more.

  • Three nights hotel accommodation

  • Meals as per the itinerary

  • Nightly round of drinks

  • Activities mentioned in the itinerary

    • Tuscan cooking lesson including wine 
    • Private transfer and tastings in the Val d’Orcia 
    • Private transfer and visit to San Gimignano including lunch
    • Visit and tasting at Antinori nel Chianti Classico 
  • Return transportation to and from all scheduled activities where required

  • Services of a brilliant local Tastemaker (= trip leader)

  • Tips and gratuities at hotels and at group meals

  • All local taxes

What's Not Included

  • Flights are not included

  • Tours, events, and activities outside those noted in the itinerary

  • Any food or drinks outside except where specified/detailed

  • Personal items and expenses

  • Any additional services at the hotel (room service, phone calls etc)

  • Travel insurance



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  • Spirited Stories are traveling celebrations. Over three to five days we bring people together in a casual way around food and drink. Think the dreamiest long weekend you can imagine, with great local friends doing all the curating. You just turn up and enjoy the fun.

Our Trips

Oaxaca is an oasis of vibrant culture, colorful architecture, rich history and spectacular culinary experiences. With the farmer families and maestro mezcaleros as our guides, we’ll spend five days blending good times with great spirits on a journey of taste to the heart of agave country.


From the natural secrets of this world-renowned terroir to the people who call it home, from tiny bubbles to exquisite bites and Europe’s largest private collection of French Art Nouveau – come together for four days in sparkling company on a Perrier-Jouët-hosted social journey to the heart of Champagne.


Distill it down on a fun and friendly journey of taste through Ireland’s foodie capital, where heartwarming hospitality and the dramatic beauty of seaside villages and emerald hills nourish at every sip.


Stockholm is a capital cool, fashion-forward in every category, from music to design to gastronomy. It’s a city of contrasts too, with experimental restaurants and happening clubs nestled up against historic cafés and cozy pubs. Come dive in deep on an ultra-urban itinerary curated by the experts at Absolut.


Come to the heart of bourbon tradition and learn a thing or two from the horse’s mouth on this deep dive into the curious history, smoky specialities, and sweet charm of Louisville’s warm southern hospitality.  


The very essence of the south of France, with Ricard the herby aperitif at the center of our Marseille journey, conjures up sea breezes, Mediterranean hues, and the easy-going charm of the south. From pétanque to calanque to mouthwatering multicultural hotspots, Marseille has to be tasted to be understood.


We’re serving up the superlative. The Burgundy region of east-central France is celebrated the world over for producing the most sought-after Pinot Noirs and Chardonnays on earth. Experience terroir in all its stunning diversity in Côte d’Or, from the Route des Grand Crus to the ancient cellars of Beaune. With deliciousness around every corner and produits du terroir aplenty, the hearty Burgundian cuisine is rustically, perfectly, French.


Napa means “plenty”, and the exceptional local bounty and lush beauty of the valley is made for sharing. Embrace an easy-going celebration of life’s joys, where farm-to-fork flavors and warm hospitality set the scene for fun-filled exploration. Napa is a place to slow down and take time to savor and understand the perfect drop.


Skåne is a pristine corner of southern Sweden as characteristic as smörgåsbord. From foraging for lunch among emerald-green forests to a seed-to-sip journey in Absolut’s historic hometown of Åhus – the single source of every bottle of Absolut vodka – we spend four days seeking out the essence of Sweden.