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34 Chianti Luxury Tours

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Did you know?You can reserve your spot today and pay when you're ready.
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You can reserve your spot today and pay when you're ready.Learn more

Great wine tour in Tuscany From Florence

Great wine tour in Tuscany From Florence

star-5
Booking a private wine-tasting tour in Tuscany means personalized attention and a flexible itinerary. With a dedicated guide, you'll go in-depth to understand Italian wine production on two winery visits and a total of six tastings. Round-trip transportation means no need to worry about who will be the sober driver; you'll round out the day with a typical Tuscan lunch.
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  • 6 hours
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  • Free Cancellation
From  
$282
From  
$282
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  • 6 hours
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  • Free Cancellation

Luxury Maremma wine tour

Luxury Maremma wine tour

Get to know the off-the-beaten-path wine region of Maremma, in coastal Tuscany, during this private tour. Round-trip private transportation is convenient and means that you can taste as much wine as you wish. Visit two wineries, both known for their modern architecture, to taste samples and learn about wine production. You'll also enjoy a 3-course lunch and wine pairing.
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  • 6 hours
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  • Free Cancellation
From  
$642
From  
$642
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  • 6 hours
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  • Free Cancellation

Private Guided Tour: Siena, San Gimignano and Chianti Day Trip from Florence

Private Guided Tour: Siena, San Gimignano and Chianti Day Trip from Florence

star-5
Experience for your private group. Come with us for an unforgettable day spent visiting Siena with a professional city guide and the Chianti area accompanied by one of our expert English speaking drivers born and raised in Tuscany.-During the 8/9hr tour you will explore the Gothic city of Siena with its famous shell-shaped Piazza del Campo and the gorgeous cathedral, followed step by step by a licensed TOUR GUIDE!-In the afternoon you will have the opportunity to visit some of the most famous vineyards, or unknown small family businesses, see their cellars and taste their excellent wines and food.-Then explore the wonderful medieval city of San Gimignano.Our drivers are all extremely familiar with Tuscany and with the main destinations. They will always share historical information, curiosities and traditions about the area of the sightseeing and they are available at any needs.
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  • 9 hours
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  • Free Cancellation
From  
$811
From  
$811
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  • 9 hours
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  • Free Cancellation

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Wine tour with a Sommelier

Wine tour with a Sommelier

Take an in-depth tour of the Tuscan wine regions with a certified expert. Your private guide on this journey is a sommelier who is very familiar with the wines and wineries of the area. Spend the day touring two or three wineries, with samplings at each. A delicious Italian lunch at an organic farm is also included. No need to worry about a designated driver, as pickup and drop-off can be included.
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  • 5 hours
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  • Free Cancellation
From  
$265
From  
$265
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  • 5 hours
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  • Free Cancellation

Private Truffle hunt in Tuscany from Florence

Private Truffle hunt in Tuscany from Florence

star-5
Set out on a hunt for the elusive truffle on this 6-hour private tour from Florence. Traverse the forest with an official truffle hunter and his dog to learn everything there is to know about this delicacy. After you work up an appetite, sit down to a delicious 3-course truffle lunch accompanied with four wines from a local farm to complete your truffle experience.
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  • 6 hours
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  • Free Cancellation
From  
$271
From  
$271
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  • 6 hours
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  • Free Cancellation

Brunello di Montalcino Wine Tour of 3 Wineries with Pairing Lunch

Brunello di Montalcino Wine Tour of 3 Wineries with Pairing Lunch

star-5
Leave the planning and driving to someone else on this daylong winery tour specializing in Brunello di Montalcino—a wine produced in the vineyards around the town of Montalcino. Visit historic wine cellars and vineyards, have lunch in a winery in the hill town of Montalcino itself, and visit a winery in the nearby Nobile di Montepulciano area for good measure.
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  • 1 to 8 hours
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  • Free Cancellation
From  
$258
From  
$258
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  • 1 to 8 hours
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  • Free Cancellation

Grape stomping in Tuscan farmhouse

Grape stomping in Tuscan farmhouse

star-4
Participate in the Tuscan tradition of grape stomping on a private four-hour tour in the Chianti hills.  Explore a local vinyard with your private guide and discover the wine making process. In addition to living out your Italian dreams of crushing grapes with your bare feet, you’ll also enjoy a wine tasting, along with a homemade lunch.
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  • 4 hours
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  • Free Cancellation
From  
$243
From  
$243
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  • 4 hours
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  • Free Cancellation

Montalcino and Montepulciano Wine Tour from Siena

Montalcino and Montepulciano Wine Tour from Siena

Explore the Val d'Orcia Region of Tuscany on a private, full-day tour. Stop in Montepulciano to soak up the history of the medieval town and visit a winery where you taste the region’s wines. Sit down for a traditional Tuscan lunch before continuing on to Pienza, a fifteenth-century village filled with antique shops and known to be the birthplace of Pecorino cheese. Finally stop in Montalcino and tastethe sought after Brunello di Montalcino wines while you admire the vineyards and olive groves.
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  • 6 hours
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  • Free Cancellation
From  
$462
From  
$462
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  • 6 hours
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  • Free Cancellation

Montalcino and Montepulciano Private Tour

Montalcino and Montepulciano Private Tour

star-5
Explore the beautiful Val d’Orcia just outside of Florence on this private full-day tour. Drive through the rolling countryside to visit the picturesque towns of Montepulciano, Pienza, and Montalcino. Sample wines from local vineyards and sit down to a delicious lunch made with fresh ingredients from the region. Discover the Tuscany that appears in movies and on postcards during this tour and admire the beautiful landscapes.
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  • 6 hours
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  • Free Cancellation
From  
$428
From  
$428
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  • 6 hours
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  • Free Cancellation

Private VESPA Tour in Tuscany

Private VESPA Tour in Tuscany

star-5
Experience the Tuscan countryside from a perspective rare to visitors on a private Vespa tour with round–trip transport from your Siena hotel. In addition to navigating for you, your guide ensures the best views and stops for photo opportunities along the way. The day includes a Tuscan–style lunch and complimentary wine tasting with vineyard views.
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  • 6 hours
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  • Free Cancellation
From  
$338
From  
$338
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  • 6 hours
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  • Free Cancellation

Heart of Chianti Classico - 3 Wineries and Lunch - Chianti Wine Tour

Heart of Chianti Classico - 3 Wineries and Lunch - Chianti Wine Tour

star-4
Discover the heart of the Chianti region—Chianti Classico—on this day tour from Siena or Florence. Traveling by Mercedes minivan limited to eight people, you'll get to know one of Italy's most famous wine regions as you visit three wineries, partake in tastings of more than 15 wines, and fill up on an included lunch.
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  • 1 to 8 hours
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  • Free Cancellation
From  
$258
From  
$258
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  • 1 to 8 hours
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  • Free Cancellation

Private Tour in Val d'Orcia

Private Tour in Val d'Orcia

Discover the natural beauty of Italy's Val d'Orcia on this private tour that introduces you to the postcard-perfect scenery of rolling hills and vineyards. You'll visit the towns of Montepulciano, Pienza, and Montalcino; tour a winery; and enjoy included wine tastings and a Tuscan lunch for a well-rounded experience in this UNESCO World Heritage–listed valley.
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  • 6 hours
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  • Free Cancellation
From  
$451
From  
$451
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  • 6 hours
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  • Free Cancellation

Bike tour with wine tasting

Bike tour with wine tasting

Bus tours of Tuscany can feel out of touch with the beautiful, rolling countryside that travelers love. This tour allows you to get out of the bus and into the landscapes of the Tuscan countryside on a bike, following routes designed for casual cyclists or professionals. It’s a small-group affair, includes hotel pickup and drop-off, and finishes with a lunch of Tuscan dishes and wine.
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  • 6 hours
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  • Free Cancellation
From  
$226
From  
$226
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  • 6 hours
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  • Free Cancellation

Luxury Montalcino wine tour

Luxury Montalcino wine tour

Discover the fine wines of Montalcino, a small town nestled in the hills of Tuscany. After pick-up from the doorstep of your Florence accommodation, your private driver transports you to a vineyard that uses music to age their natural wines. Continue on to Castel Giocondo for a second tasting, followed by a 3-course lunch prepared by Michelin-rated chef Massimo Rossi. Enjoy the meal against a backdrop of the Tuscan countryside.
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  • 6 hours
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  • Free Cancellation
From  
$620
From  
$620
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  • 6 hours
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  • Free Cancellation

Truffle Hunting with Wine Tasting in Tuscan farmhouse

Truffle Hunting with Wine Tasting in Tuscan farmhouse

star-5
Experience the culinary delights of the Chianti region on a half-day tour from Florence to a Tuscan farmhouse. Go in search of truffles with an expert guide and his trained dog during a 1-hour forest walk, then enjoy a traditional lunch that features the fresh truffles accompanied by extra virgin olive oil and Chianti Classico wine. Includes tastings of wine, olive oil, and honey, and a 3-course lunch.
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  • 4 hours
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  • Free Cancellation
From  
$259
From  
$259
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  • 4 hours
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  • Free Cancellation

Bike tour and wine tasting from San Gimignano

Bike tour and wine tasting from San Gimignano

star-5
Discover the sights and flavors of Tuscany by bike on a private 6-hour tour. Set along gentle roads and trails, the countryside excursion is the perfect way to immerse yourself in the region’s world-famous landscape. Pedal your way to a traditional family farm and wine cellar. There you enjoy a filling meal paired with four different wines. Sample honey and homemade olive oil with bruschettas, cold cuts, and more.
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  • 6 hours
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  • Free Cancellation
From  
$304
From  
$304
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  • 6 hours
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  • Free Cancellation

Off-Road Tuscan Wine Tour from Chianti

Off-Road Tuscan Wine Tour from Chianti

Go off-road in a vintage SUV on this Chianti Valley tour from Greve. With a small group of just eight people or fewer, travel through the famous wine-producing region to learn the vintners' secrets. Stop at three cellars for 15 tastings of different varietals as well as local products (olive oil, honey) and a traditional Italian lunch.
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  • 4 hours
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  • Free Cancellation
From  
$316
From  
$316
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  • 4 hours
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  • Free Cancellation

Chianti Dreaming: Private Boutique Winery and Hilltop Village Tour

Chianti Dreaming: Private Boutique Winery and Hilltop Village Tour

star-5
This private tour allows you to visit Castellina, a medieval village in the Chianti region and do a wine tasting at a local winery. You can also upgrade your experience to include a stop in Greve, the birthplace of the navigator Giovanni da Verrazzano, and a second winery tasting. Get personalized attention and a flexible itinerary on this private tour for just you and your party of up to eight people.
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  • 4 hours
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  • Free Cancellation
From  
$236
From  
$236
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  • 4 hours
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  • Free Cancellation

Off Road 4WD wine tour

Off Road 4WD wine tour

This personalized wine tour of Tuscany takes you off-road through the scenic landscapes outside Florence. Set off with your own private party into the Chianti wine region aboard a 4WD vehicle, and indulge in the ultimate wine-and-dine experience. You’ll visit two prominent wineries for seven wine tastings, food pairings, and lunch.
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  • 5 hours
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  • Free Cancellation
From  
$259
From  
$259
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  • 5 hours
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  • Free Cancellation

Luxury Chianti Classico Experience

Luxury Chianti Classico Experience

star-5
Delve into the heart of Tuscany’s Chianti wine region—and enjoy an indulgent meal plus wine tastings—when you book this private, half-day tour. Following pickup at your area hotel, set off with just a private guide for company. Venture first to the Antinori nel Chianti Classico winery, where you’ll tour the striking facilities and enjoy a tutored tasting. Then, transfer to the regal Villa Le Corti for further wine and olive oil tastings, plus a gourmet, 3-course lunch.
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  • 6 hours
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  • Free Cancellation
From  
$620
From  
$620
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  • 6 hours
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  • Free Cancellation

Private Vintage 500Fiat tour in Tuscany

Private Vintage 500Fiat tour in Tuscany

Discover the Tuscan countryside behind the wheel of a classic Fiat 500 on a private six-hour tour. Starting from Florence, hit the open road with your guide.  Along the drive, you’ll visit three historic villages, stopping whenever you like.  Later, enjoy a traditional Tuscan lunch with wine tasting  at a 19th century villa.
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  • 6 hours
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  • Free Cancellation
From  
$248
From  
$248
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  • 6 hours
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  • Free Cancellation

Grand Tour of Pienza, Montalcino, Montepulciano + wine and cheese tasting

Grand Tour of Pienza, Montalcino, Montepulciano + wine and cheese tasting

Grand tour of the Val D'Orcia allows you to discover the most beautiful Tuscan countryside with a Professional Tour Guide-SommelierThe small towns of Montalcino, Pienza and Montepulciano are the essence of this region, the dream of every curious traveler and lover of art, good food and great wines.Discover the splendid Renaissance town of Montepulciano, its splendid square, surrounded by magnificent palaces from the 1500s, its extraordinary underground medieval cellars, the elegant streets with small shops and artisan shops and wine bars. Be in love with Pienza, a UNESCO site, the charming village created by Pope Pius II, the extraordinary Renaissance cathedral, and the incredible view over the valley. Tasting of the delicious pecorino cheese.Visit the famous wine town of Montalcino and taste the celebrated Brunello di Montalcino wine in a winery. *** Trasportation is not included *you need of your own car for this tour. *I have my car I dont need to travel with you
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  • 8 hours
  • Free Cancellation
From  
$395
From  
$395
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  • 8 hours
  • Free Cancellation

Gastronomic Classic Car trip - 3 nights/days

Gastronomic Classic Car trip - 3 nights/days

We will collect you from your point of arrival & transport you to the hotel. Your classic car will be ready for you - we offer a choice of Fiat 500 & 850 (1960s), Alfa Spider (1980), Fiat 124 Spider (1978). All vehicles suit two adults - if bringing kids (1 - 2) you are restricted to the Fiats with 4 seats.The first hotel is located in the heart of the Chianti region and has stunning 360 degree views, a pool and plenty of space to relax. Your tour coordinator will get you situated in your room(s) and then will talk you through the road book and the next few days. Dinner will be booked at a local restaurant a short walk awayDays 2 and 3 you will drive yourselves following the provided road book to the next hotel. There are stops arranged for wine tours etc. The tour coord. will move bags & have all ready for your arrival. Dinner will also be organizedDay 4 you will be transported back to the starting point or we can arrange other transport to a different location - Extra cost
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  • 3 days
  • Free Cancellation
From  
$4042
From  
$4042
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  • 3 days
  • Free Cancellation

Private Tour of Siena and San Gimignano

Private Tour of Siena and San Gimignano

Discover the beauty and culture of Tuscany on this full-day private tour to Siena and San Gimignano. Learn about the rich history of each city from your guide as you stroll around and visit key landmarks like the Piazza del Duomo of San Gimignano. Then sit down to a delicious and traditional Tuscan lunch overlooking the beautiful Val d’Elsa and take in the views of the picturesque countryside.
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  • 6 hours
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  • Free Cancellation
From  
$417
From  
$417
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  • 6 hours
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  • Free Cancellation


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