Living in Tuscany Helps Us Be In The Know For You!
Tuscany is a dream for anyone who loves to eat, sip, and soak in beauty. My daughter Alexandria lives in Tuscany full-time, and I split my life between Tuscany and Chicago, so we’ve seen the region from every angle — secret vineyards, rustic farm kitchens, and local trattorias tourists rarely find.
Here’s a curated guide to 10 of the most authentic wine & food tours in Tuscany, perfect for food lovers, wine lovers, and anyone who wants Tuscany to linger long after the trip ends.
Photo taken by Marie inn the hills of Cortona (under the Tuscan Sun) solo travel trip
Why Tuscany Is a Food & Wine Lover’s Paradise
- Tuscany isn’t just about famous wines, at the heart of it all is a deep culture rooted in it’s land and storytelling about it in every sip: Chianti, Montepulciano, Brunello, Vernaccia.
- Everyday life is centered around Farm-to-table in their kitchens, olive oil mills, and family estates let you go beyond tasting — you feel the land.
- Fall through early summer is ideal: harvests in autumn, wine-making stories in winter, blossoms and fresh produce in spring.
- Getting out of Florence and Siena into the hills means quieter vineyards, authentic hosts, and more personal tours.
🍷 Top 10 Authentic Tuscany Wine & Food Tours
1. Chianti Wine Tour with Lunch at a Family Vineyard
Nestled in the rolling hills of Tuscany, Chianti enchants visitors with its breathtaking landscapes, historic vineyards, and charming countryside. Famous for its world-class Chianti wines, this region offers a sensory journey through rich flavors of cherry, violet, and earthy notes, perfectly reflecting the beauty and tradition of Italian winemaking. Exploring Chianti’s picturesque villages and sun-drenched vineyards, wine lovers can experience the magic, culture, and timeless charm that make Chianti one of Italy’s most beloved wine regions.
Spend the day discovering the Chianti countryside. Visit two boutique wineries, enjoy a Tuscan lunch, and sample bold red wines among olive groves.
With an impressive 4.9 stars – 1,200 reviews I hand picked this great adventure as a high scale day tour! Please consider making it part of your plan. Check out the details as I partner with Trusted Viator to give you the best experiences in Italy!
💶 From $135 per person
A award winning favorite among travelers
2. Cooking Class in a Tuscan Farmhouse with Wine Pairing
Discover the secrets of Tuscan cooking during this full-day experience, including a market visit and cooking class, topped off with a 4-course lunch. Shop for fresh ingredients at a Florentine market before venturing to a Tuscan farmhouse in the countryside. Take your cue from an expert chef as you create Italian dishes from scratch including bruschetta, pasta, roast pork, and tiramisù. Then sit down to enjoy the fruits of your labor, complemented by Tuscan wine.
Read more about – Cooking Class and Lunch at a Tuscan Farmhouse with Local Market Tour from Florence Learn to make handmade pasta, tiramisu, and classic sauces — taught by a local chef in a countryside farmhouse. Includes wine pairing and printed recipes.
With top travel experience rating of 5.0 stars – 800 reviews this wonderful day is not to be missed, we have the pleasure of partnering with Viator to offer you this great adventure.
💶 From $150 per person
Reserve your spot here
3. San Gimignano 3-Hour Cooking Class with Wine & Olive Oil
Keeping our philosophy simple; we want to share the love we have for good food and Tuscan style in this series. Get a glimps into the pleasure of seeing Tuscan food grown, harvested and to the table to be shared. It always begins with the freshest, best and nearest ingredients, and then cultivated into something spectacular! This well thought out cooking class contains all the best of seasonal cuisine. Starting with enjoying time spent on their farm and follow the natural journey of freshly grown ingredients from farm to plate. Learn from this passionate Italian Chef who shares her innovative and surprising recipes. Sharing her surroundings and creating the classic comfort foods of Tuscany!
Read more about – Cooking class in San Gimignano Hands-on cooking with a family in San Gimignano. Learn traditional recipes, taste estate wine and olive oil, and dine on your creations overlooking vineyards.
Excellence shows with this 5.0 stars – 500+ reviews cooking experience with a well regarded local, Check out the details at viators! As we partner with them to bring you the best local experiences of Tuscany.
💶 From $234 per person
Book the San Gimignano Cooking Class
4. Florence Gourmet Food Tour: Traditional Tuscan Flavors
Walk through Florence tasting ribollita, panzanella, local wine, olive oil, and artisan gelato. A local foodie guide shares history and hidden gems. Step into Florence’s unique food and wine scene on a tasting tour that goes beyond the usual. Enjoy 14 carefully selected Tuscan specialties and 5 expertly paired wines, including the city’s famous Negroni cocktail. Dine in comfort at three sit-down stops, experience the magic of a centuries-old wine cellar, and uncover the history of Florence’s wine windows. Uncover the city’s culinary scene without having to plan a thing yourself. This no doubt will be one of the most memorable moments of your trip! Check out the details as we partner with Viator to bring you this most amazing colaboration!
Read more about – Winner 2025 Florence Sunset Food & Wine Tour by Eating Europe
5 STAR review with over 4745 people giving this an award winning experience! / From $102 per person
We partner with Viator to give you the best travel experiences you can count on! Click below book and check out the details!
See details & book now for this once in a lifetime experience
5. Montepulciano Small-Group Wine Tour with Lunch
Sample six wines and a Tuscan lunch overlooking Montepulciano’s rolling hills. Ideal for those who want intimate vineyard stories and great photography. Journey to the origins some of Italy’s most celebrated ‘vino’ on a private, full-day tour designed for wine lovers and connoisseurs. Visit the medieval town of Montalcino at the famed of Brunello di Montalcino wine. Taste this prized elixir at a winery. Learn about the area’s history and winemaking heritage from a private guide and meet local producers. Price is per group, with a maximum of either 3 or 8 passengers, depending on season and vehicle type.
- Visit two of Tuscany’s most celebrated winemaking regions
- Viators approved partner, we want you fall in love with Brunello and this great adventure!
Read more about – Brunello and Nobile, Wine Lover Tour Montalcino and Montepulciano
Get ready to be impressed with the Val d’Orcia Brunello Wine Tour Montalcino and Montepulciano
⭐ 4.9 stars – 400 reviews
💶 From $82 per person
6. Pasta making Class High in the Hills of Florence With Expert Pasta Maker Francy!!!
Prepare authentic Tuscan dishes inside a centuries-old castle. Includes a full wine tasting and dinner in a historic dining hall. Join Francesca in her Florentine home to learn how to make traditional Italian dishes with this private hands-on cooking class. Discover the secrets to turning out authentic, hand-rolled pasta and gnocchi with a variety of sauces while enjoying insights about the city’s culture and cuisine from your local host and instructor. Top off your experience by sitting down to feast on the fresh dishes you’ve prepared together. A personal touch and authentic experience with a master pasta artisan, we promise you will not want to miss this beautiful day in the Tuscan hills!
Read more about – Francy’s Pasta & Gnocchi on Top of Florence Hills
4.9 stars – 700 reviews
From $180 per person
Book your Small Group Pasta Making Class with Artisan Francy for this special high quality experience!
7. Walking Food Tour of Florence with Tastings & Wine
Discover Florence through its flavors — local markets, street food, wine bars, and traditional bakeries with your guide. Explore Florence’s food scene like a local on this guided tour. Sample treats that locals love in the the Sant’Ambrogio market area, with a guide on hand to show you where to visit and what to eat. From gourmet fare to street vendors and wine bars, savor the best of the city’s food and drink like a true Florentine. Check out the local food scene right in the historical central and get the inside feel of the city. My daughter lives in Florence and Sant’Abrogio is one of her favorite spots when she wants to be absorbing in the essence of the city! The tour we reccomend here is a great way to feel part of the action!
Read more about – Walking Food Tour of Florence with Tastings and Wine
⭐ 4.8 stars – 1,000 reviews
💶 From $119 per person
Hand Picked Best Walking food tours in Florence!
8. Evening Food & Wine Tour in Florence
Wander evening markets and cozy wine bars, enjoy tastings, and savor Florence at dusk — perfect romantic foodie experience. Explore Florence’s food scene like a local on this guided tour. Sample treats that locals love in the the Sant’Ambrogio market area, with a guide on hand to show you where to visit and what to eat. From gourmet fare to street vendors and wine bars, savor the best of the city’s food and drink like a true Florentine. From the famous Florentine steak to other local cuisine, this tour is filled with an abundance of flavors and hot spots! Check out all the details with confidence book with our partner Viator! Click below:
Read more about – Walking Food Tour of Florence with Tastings and Wine
⭐ 4.7 stars
💶 From $70 per person
Evening WIne tour favorite or option to choose a wonderful day tour as well !
9. Private Villa Cooking Class in Tuscany
Spend the afternoon in a private villa with a local chef preparing a 4-course Tuscan feast. Personalized, intimate, and unforgettable.
⭐ 5.0 stars
💶 From $200+
Inquire or book private villa cooking class! 5 Stars!
10. Florence Food Tour with Antico Vinaio & Traditional Bites
Skip the lines at Florence’s legendary sandwich shop Antico Vinaio and enjoy a small-group tasting tour of classic bites and wines. Embark on a culinary journey through Florence, savoring five authentic tastings paired with Chianti wine as you explore hidden squares, artisan shops, and historic landmarks. Indulge in local favorites like crostini, schiacciata from All’Antico Vinaio, coccoli, and artisanal gelato, with optional trippa or lampredotto for adventurous foodies. Guided by a local expert, this tour blends Florence’s rich culinary heritage with fascinating stories and insider tips for an unforgettable experience. A little bit of everything is the best part of this adventure, get a real feel for the excitement of Florence with this well though out tour. Click below to check it out and plan your trip with confidence.
Read more about – Florence Food Tour with Antico Vinaio skip the line
4.8 stars/ From $70 per person
Book your Florence tasting tour and skip the lines with VIP access!
THIS IS A SECRET BONUS YOU SERIOUSLY WILL NOT WANT TO MISS, RATED ONE OF THE TOP AMONG THOUSANDS OF TRAVELERS, THE FUN, PIZZA MAKING AND GELATO EXPERIENCE WILL KEEP YOU COMING BACK FOR MORE ONE DAY NO DOUBT.
Bonus top pick and Voted top pick by travelers
I saved this one for last as ticks all the boxes for many reasons! It’s fun, delicious, informative! Nothing says Italy like pizza, pasta, and gelato—but what happens when your vacation ends? All at the same time you are Learning how to recreate the base of Italian culture during this half-day culinary experience in the Tuscan countryside. Your professional Italian chef provides a fun hands-on cooking lesson that culminates in a 3-course feast of appetizers, pizza or pasta, and gelato, accompanied by wine and beer. Then, receive recipes to take home and practice your newfound skills.
Read more about – Florence Pizza or Pasta Class with Gelato Making at a Tuscan Farm
Best Time to Visit & When to Book
Late Fall (Oct–Nov): Harvest festivals, fewer crowds.
Winter (Dec–Feb): Cozy cooking classes, festive markets, fewer tourists.
Spring (Mar–May): Flowering countryside, fresh produce, mild weather.
Summer (Jun–Aug): Long daylight, lively villages, full tour availability.
Insider Tips
- Book early: Viator allows free cancellation, so reserve ahead — popular tours sell out fast.
- Small groups or private tours: richer interactions and personalized tastings.
- Bring layers & comfortable shoes: Tuscany’s terrain and weather shifts throughout the day.
- Inform hosts about dietary needs: most are flexible and accommodating.
Final Thoughts
Tuscany is where you fall in love with Italy — one glass, one bite, one sunset at a time. These Viator tours make it easy to connect with authentic Italian life, guided by locals and seasoned insiders.
