Tuscany
Discover Tuscany — Private Tours, Experiences & Custom Travel
Overview
Tuscany is among the most beautiful regions of Italy. The gentle curves and slopes of the land will enchant you. Tuscany is as famous for its wine and cuisine as it is for its landscapes. Wine production focuses on red wines like Chianti, San Giovese, Rosso di Montalcino, Rosso di Montepulciano, Bolgheri, and others.
Food is prepared with seasonal ingredients and enjoyed quietly by charming views. There are many medieval towns and castles, and in each of them you can find a treasure or two; it can be a painting by a famous artist hidden in an unusual church, a meal prepared by a passionate cook, or a great conversation with a local - whatever it is, for sure will be genuine.
Journeying through the hills and valleys, discovering the beauty of the land and the calm within yourself has attracted seekers of life and love to beautiful Tuscany for many years. The tradition continues to this day, and Tuscany welcomes them with her open arms. Major attractions: small and bigger medieval towns including Siena, San Gimignano, Monteriggioni, Volterra, Certaldo, Greve in Chianti, Montalcino, Montepulciano, Cortona, Pienza, and many others. Major festivals and events: Siena's Palio horse race, Puccini's Summer Opera Festival in Torre del Lago, Arezzo's Saracen Joust, Estate Fiesolana Music Festival, Cortona music and food festival, other local festivals.)
Gallery
Multi-Day Holidays Tours
Bella Italia: Luxury Private Tour of Italy's Must-See Locations
Visit Italy's top tourist spots in luxury. Stay at some of our favourite hotels, visit the cities with expert private guides and enjoy 1st class transportation from Venice all the way to Amalfi!
Wedding in Tuscany on Organic Farm
Experience an unforgettable, affordable, and uniquely romantic wedding on a stunning Tuscan farm in Italy. Every ingredient, wine, and flower arrangement used in the wedding is produced organically on the farm. This exclusive venue has remained undis...
Italy's Northern Wine Country: Fine Wines, Food and Incredible Landscapes in Piedmont, Cinque Terre and Tuscany (Personalized Experiences)
This exclusive small group tour allows you to discover some of Northern Italy’s top winemakers and tour their centuries-old wineries—an experience designed to delight both the most knowledgeable wine connoisseur and the novice.
A Tuscan & Umbrian Christmas Journey
Celebrate Christmas in Italy with this 12-day tour through Florence, Siena, and Perugia. Explore historic landmarks, festive markets, and enjoy local cuisine, wine, and chocolate tastings. Immerse yourself in the holiday spirit and charm of Tuscany a...
Florence, Tuscany and the Italian Riviera
A classic introduction to the must-see sites of Tuscany and Cinque Terre. From the wine-growing lands of Chianti and Val d'Orcia to the Renaissance splendour and the museums of Florence, the tour ends in the incredible natural beauty of the Italian...
Tuscany & Umbria: Exclusive Small Group Tour Including Florence
This deluxe small group (or private tour ) through Tuscany and Umbria in central Italy offers our guests the possibility to experience two of Italy's most beautiful wine regions as well as Florence. There are many highlights on this tour including a...
The Best of Florence & Tuscany
"This is a fantastic option for those who wish to explore Florence and Tuscany without the hassle of driving. We take care of everything from the beginning to the end, ensuring that you get to see some of the most stunning locations in this beautiful...
11 days in Italy: from Venice to the Amalfi Coast
Experience the art, history, and beauty of Venice, Florence, and Rome with group tours and private accommodations, followed by private tours of the natural splendor of the Amalfi Coast and the island of Capri - 10 incredible nights.
Treasures of Tuscany & Gourmet Delights of Emilia Romagna Educational Trip
This is an educational tour designed for travel agents, travel writers, and other travel professionals. The tour is centered around exploring a unique area in Tuscany called Maremma, which is known for its beautiful hot springs. Along with the lesser...
Exclusive & Private: Rome, Florence & Venice
This is an exclusive tour of Italy's Art Capitals including Rome, Florence and Venice. We include the finest accommodations, private tours, private transfers and first class rail. Top guides, VIP tickets and the very best guides throughout the progra...
Absolute Italy from Venice to the Amalfi Coast including Florence, Tuscany, Rome, Vatican City, Pompeii and Capri
This tour is a once-in-a-lifetime experience in Italy that starts in Venice and ends on the stunning Amalfi Coast. The tour has an array of highlights, including visits to the islands in the Venetian Lagoon, art galleries in Florence, a private tour...
Treasures of the Etruscans: Undiscovered Central Ital: November 15 - 21, 2023
During this educational experience we offer for travel professionals, you will travel from the very heart of the Roman Empire, center of the Catholic faith into the volcanic, wine-producing regions that were once the homelands of the ancient Etruscan...
Honor Your Beauty in Italy: A Wellness Experience with full access to the most beautiful spas of central Italy: December 1-10, 2025
10 days of relaxation, ancient wisdom, thermal waters and culinary traditions in the spas of Lazio and Tuscany that will leave you refreshed and rejuvenated.
Wines & Food of Piedmont, Cinque Terre & Tuscany
This exclusive small group tour offers you the opportunity to discover some of Northern Italy’s top wine makers and tour their centuries old wineries. An experience designed to delight both the most knowledgeable wine connoisseur or the novice.
Highlights of Tuscany: Gourmet Food and Wine Package
This is a unique tour that visits some of the most beautiful areas in Tuscany as well as Umbria which is the region next door. The tour departs from Rome with an option to extend the tour in Florence and covers the beautiful Orcia valley, Siena, Cort...
Exclusive: Rome - Florence - Tuscany - Milan - Lake District & Venice
This is an exclusive tour that we offer which covers Rome, Florence, Tuscany, Milan, the incredible Lake District and Venice. It is perfect for those who want to sit back, relax and enjoy the very best of what Italy has to offer without having to wor...
Best Life Ever Tuscany: A continuation of Best Life Ever Amalfi Coast - Almost All Inclusive October 16-22, 2024
Best Life Ever Tuscany is an Epic experience we offer for those who want to enjoy a unique experience focused on fun, health and connecting with others who are focusing on what it means to live their best life! Through genuine connections with other...
Wine Estates, Culture and Fun in Tuscany and the Cinque Terre!
This 9 night/10 day tour begins in Rome and includes some of Italy's most incredible Etruscan towns, hot-springs and forgotten (though incredibly beautiful) coastal areas that few visitors to Italy ever experience. Highlights of the tour include sta...
Cooking with Valentina Harris in Tuscany: Intensive Immersion Program
In this unique cooking immersion experience with Valentina Harris, we stay at the gorgeous Villa Amore, just outside of beautiful Lucca. Surrounded by vineyards, olive groves and gardens this villa is a dream property with an enormous kitchen that m...
Christmas in Rome & Maremma: A Spa and Shopping Escape
Experience the best of Rome and Tuscany on this 10-day holiday tour. Shop the festive streets of Rome, explore iconic sights, and visit Christmas markets. Then relax in Maremma’s luxury spa resorts, enjoy wine tastings, and discover charming Tuscan v...
Tuscany Mini-Stay
A brief retreat to Tuscany promises a delightful blend of Renaissance art, rolling vineyards, and charming medieval towns. This mini holiday in Tuscany provides a perfect taste of the region's art, culture, and culinary delights in just a few memorab...
Absolute Italy: Mostly Private Tour of Italy including the Amalfi Coast - Capri - Pompeii - Rome - Tuscany - Florence and Venice
Absolute Italy includes The Amalfi Coast, Capri, Pompeii, Rome, Tuscany, Florence & Venice. It's a fantastic way to see the best of Italy in comfort and style with private transfers and a mix of private and small group tours.
Let's Travel and Cruise Exclusive for Women by Women: Rome - Amalfi Coast - Tuscan Spas - Italian Riviera - Lake Como to Venice May 23 - June 5, 2024
This is a unique adventure through Italy put together for women by women where we will be focusing on the regional cuisine and wines of Italy as well as the natural thermal springs. Over the course of 2 weeks we will experience Rome, Vatican City, t...
New Year's Eve in Florence
Experience the magic of Florence this New Year’s Eve with a luxurious 5-day getaway. From private transfers to exclusive tours and unforgettable celebrations...
Absolute Italy Escorted Tour, October 25th - November 5, 2025
Absolute Italy includes The Amalfi Coast, Capri, Pompeii, Rome, Tuscany, Florence & Venice. It's a fantastic way to see the best of Italy in comfort and style with private transfers and a mix of private and small group tours.
Full day Off beaten sites discovering Tuscany & Umbria
South from Florence, north from Rome, Tuscany & Umbria are Italy's green heart & the geographic centre of the country. A long way from either coast, what is to be enjoyed in Tuscany and Umbria is the rolling sea of green..
Italy for Lovers: Private Tour of Italy including the Amalfi Coast, Capri, Rome, Florence, Tuscany & Venice
Italy is one of the world's most romantic destinations - from historic cities to stunning nature, every day you will build beautiful new memories together that will last a lifetime. Whether you are looking for a honeymoon, wedding anniversary or a ve...
Flavors of Fall in Tuscany: Cooking, Truffle Hunting, Chocolate, Olive Oil and Wine Therapy on private 100% Tuscan owned organic estate with weekly departures in October and November 2024
This is an exclusive package we offer during the olive harvest and truffle festivals, which take place all over Tuscany during the month of November when the flavors of fall are at their finest. Experience daily cooking, wine tastings, and incredible...
Italy's Art Capitals: 8-days in Rome, Florence & Venice
7 incredible nights experiencing the art, history and beauty of Venice, Florence and Rome with group tours and private accommodation.
Luxury Spas of Italy: Private Tour of Central Italy Winter & Spring Healing Package
Did you know that Italy is home to hundreds of natural hot-springs and makes a wonderful winter destination? These natural springs are located all over Italy, though most particularly in central Italy. In the winter time, not only does submerging y...
Private & Small Group Tours in Tuscany
Experience Florence: Accademmia, Duomo and the Loggia dei Lanzi
A pleasant walk in Florence is just what you need to be introduced to the city and its splendor and secular heritage! This tour is born to be the smartest walking tour of the city center at the best price.We hear tantalizing...
Private Tour of Siena
Explore the art and history of one of Tuscany's most charming towns with the help of a knowledgeable local guide who will bring the medieval streets to life.
Private Tour of the Uffizi Gallery in Florence
Experience the art of Renaissance like never before with our exclusive private tour. Get special VIP entrance tickets and immerse yourself in the greatest collection of Renaissance art ever assembled. Don't miss this once-in-a-lifetime opportunity to...
Cooking class with Silvia at the Relais Il Falconiere
Add a luxury cooking class to your Tuscan vacation, complete with a tour of this incredible property along with some wonderful food and wine.
The Italian Riviera: Portofino - Santa Margherita Liguria
When your cruise ship docks in Genoa, enjoy a private shore excursion to Rapallo, Portofino and Santa Margherita Ligure. Your private driver will take you to the world know seas resort town of Rapallo, Rapallo’s long list of attractions begins with...
Full Day Tour of Florence from the Port of Livorno
Escape the crowded 50 person cruise line tours on this Best of Florence shore excursion. With a private tour you will enjoy a very personalized experience that differs greatly from the 50 plus person tours offered by the cruise lines.
The Best of the Chianti: Radda, Panzano, Greve and Castellina in Chianti with Optional Wine Tastings
The Chianti region of Tuscany is truly glorious and best experienced with a local, licensed driver who knows the area.
Private Half Day tour of Florence
Would you like a personalized private tour of Florence?
Private Full Day Tour of Tuscany from Rome
This is a private, full-day tour of Tuscany from Rome and it is one of the very best and most comfortable ways to see Tuscany from Rome.
San Gimignano Morning Tour with Full Tuscan Lunch and Multiple Wine Tastings
North west of Siena, on the hills of Val d'Elsa, stands the medieval town of San Gimignano. Defined as the town "with a hundred towers", owing to the presence of these impressive buildings symbolising power and wealth, till the thirteenth century the...
Private Tour of Tuscany's Chianti Region, including Siena
Chianti, located in Tuscany, is famous for its medieval towns and red wines. A private tour allows you to customize your itinerary for a unique experience. Explore the region's beauty whether you're a wine connoisseur, history buff or just want to se...
Private Tour of the Orcia Valley, with optional wine tastings
If you're looking for a perfect escape to the stunning Val d'Orcia, then visiting three of Tuscany's most picturesque towns should be on your bucket list. Not only are these towns known for their breathtaking beauty, but also for their incredible win...
Music and Wine in the Val D'Orcia
If you want to experience the genuine beauty of the Tuscan countryside, taste the great wines produced there and learn how they are made, try out the traditional dishes and learn how to cook them, enjoy a wellness session with your loved one, or simp...
Bagnoreggio and Orvieto Shore Excursion
This is a wonderful tour for those looking for an alternative to Rome during their shore excursion from Civitavecchia. In the comfort of a luxury vehicle visit Civita di Bagnoreggion and Orvieto, two of Italy's most ancient Etruscan settlements, and...
Tuscany: Siena & San Gimignano from Florence or Livorno
This tour of Tuscany begins in either Livorno or Florence and includes a visit to two of Tuscany's most beautiful towns Siena and San Gimignano which are right in the heart of the beautiful Tuscan countryside inside the Chianti wine territory. Over t...
Pisa and Lucca Full Day Private Tour
The leaning tower of Pisa is perhaps one of the most iconic symbols of Italy and known the world over as one of Italy's major tourist attractions. No doubt, you will find a lot of tourists coming to Pisa. At first, you may think that's a turn-off,...
Gourmet Tuscany: Truffle Hunting Followed by Cooking Class and Lunch
A wonderful morning of truffle hunting, cooking and wine tasting in the beautiful Tuscan countryside.
The Original Florence Street Food & Local Market Tour
Step into Florence the way locals do—with food as your guide and the streets as your dining room. The Florence Morning Street Food Tour is a three-hour journey through bustling markets...
Fall Ball in Florence
Be prepared to be delighted. This fall, for the first time ever we are hosting Italy's "FALL BALL" in Florence Italy. An event not to be missed - gentlmen get your tuxedos on and ladies - full gowns. Proceeds of this event are going to "Teachers Wit...
Florence in a Day Shore Excursion
Discover the heart of Renaissance Italy from your cruise ship by spending a magical day exploring the wonders of this magnificent destination.
Florence by Night
The best way to discover Florence and its landmarks during the quieter and cooler evening hours.
Experience the Best of Central Italy's Coastal Towns with Cooking and Wine Estate Visit from Civitavecchia
This is an awesome tour we have put together that takes passengers arriving off of the cruise at Civitavecchia north along the Tuscan coast to the beautiful sea-side town of Porto Santo Stefano which is a gorgeous sea-side town with spectacular views...
Montalcino Cooking Experience
Join us in the heart of the Brunello di Montalcino region for a refined culinary immersion on a historic vineyard estate. Beginning with a guided tour of the cellar and vineyards, you will then don your apron to create classic Tuscan dishes — working...
Private Wine Tour of the Orcia Valley
The Orcia Velley in south-eastern Tuscany is one of the most beautiful regions in Tuscany and a world renowned UNESCO World Heritage site. Known for the golf-course-like hills of green and gold (depending on what season you visit), this area is fam...
Private Half Day Tour of Florence with the Accademia Gallery
Discover the Florence of the Medici family with a skip-the-line entrance ticket to see Michelangelo's David sculpture.
Tuscan Wine Tour from Livorno
This tour is a perfect tour for foodies and wine lovers who want to get the most out of their time in Tuscany from the port of Livorno. Chianti is a large wine producing zone in the Tuscany region of Italy and is home to some of Italy's most notable...
Pisa, Volterra, San Gimignano
This is one of our favorite private tours in the Tuscany region, exclusively offered by Italy Vacation Specialists. We can pick you up from your hotel in Florence, cruise ship in Livorno, or villa in Tuscany to begin this tour. During the tour, you w...
Pienza, Montepulciano and Tuscany's Beautiful Orcia Valley
The Orcia Valle or Val D`Orcia located in South Eastern Tuscany is an area of Tuscany very infrequently visited by tourists, although it is one of Italy`s most beautiful landscapes to behold and we highly recommend if you have the time that you disco...
Truffle Hunting & Cooking Class in the Heart of Tuscany
If you're spending your holidays in Tuscany, or even just passing through, do not miss the opportunity to learn more about one of the most mysterious ingredients of Italian cuisine: The Truffle! Have fun hunting in the woods with the truffle-dogs, t...
Piety and Patronage Tour
Itinerary: Convent of San Marco, Cenacolo di Sant'Apollonia and the Chiostro dello Scalzo. If you are interested to see how friars and nuns lived in Renaissance Florence and to explore museums off the beaten path, then this is the tour for you. Explo...
The Leaning Tower of Pisa & Florence from Livorno with Wine Tastings in Montecarlo
This is a great option for those coming into the port in Livorno who want to see Florence and Pisa, two very important cities in Italy. Our English speaking driver-guide will pick you up at your ship at approximately 08:30 AM (depending on the arriv...
Private Tour of Volterra and Her Incredible Landscapes including San Gimignano
Volterra occupies an incredible position overlooking an amazing, often unbelievable landscape in all directions. It is one of the highest towns in Tuscany and offers visitors a step back through time into Etruria and a look at the Etruscans, though i...
Private Full day tour of Florence, its Hills and its great Museums
This full day tour of Florence is a great option for those who have little time in Florence and want to experience the very best of what Florence has to offer in one day. On this tour, we meet you at 09:00 AM or earlier if possible at either your hot...
Hotels
Italy,Tuscany,Florence
Hotel Adriatico Florence
The hotel Adriatico is situated in the historical centre of Florence and combines warm Florentine h...
Italy,Tuscany,Florence
Hotel Lungarno Florence
The exclusive and stylish Hotel Lungarno, is one of the only hotels in Florence situated directly on...
Italy,Tuscany,Siena
Hotel Santa Caterina
Santa Caterina Hotel in Siena, housed in a renovated 18th-century patrician villa, is a small and co...
Italy,Tuscany,Florence
Hotel Tornabuoni Beacci Florence
The Bechi Family is happy to welcome you to the site of the Hotel Tornabuoni Beacci to discover this...
Italy,Tuscany,Chianti
Relais Vignale
Situated in the heart of the Chianti Classico region, halfway between Florence and Siena. The hotel...
Italy,Tuscany
Relais Villa Poggiano
Villa Poggiano nestles amid 6 hectares of parkland, on a crest above the gentle hills of Val dâ€â...
Italy,Tuscany,Siena,Montepulciano
Villa Cicolina
Located just outside the stunning medieval town of Montepulciano, Villa Cicolina it ideally situated...
Italy,Tuscany,Florence (FI),Greve in Chianti
Villa Rignana
Surrounded by vineyards and nestling in the heart of the Chianti Classico region, Villa Rignana is a...
Villas
Italy,Tuscany,Grosseto,Montemerano
Italy,Tuscany,Cortona
Italy,Tuscany,Lucca
Italy,Tuscany,Arrezzo
Italy,Tuscany,Arrezzo
Italy,Tuscany,Arrezzo
Italy,Tuscany,Cortona
Italy,Tuscany,Arrezzo
Italy,Tuscany,Arrezzo,Arezzo
Italy,Tuscany,Lucca,Camaiore
Italy,Tuscany,Volterra
Italy,Tuscany,Cortona
Italy,Tuscany,Lucca
Villa Amore: Great Villa for Groups in Tuscany Walking Distance from Town with full Yoga Studio
Italy,Tuscany,Livorno
Italy,Tuscany,Castiglion Fiorentino
Villa Buccelletti: Great Option for Small Families, Couples of Group of Friends
Italy,Tuscany
Italy,Tuscany,Chianti
Italy,Tuscany,Val D\'Orcia
Italy,Tuscany,Florence
Italy,Tuscany,San Gimignano
Italy,Tuscany,Val D'Orcia
Italy,Tuscany,Livorno
Italy,Tuscany,Florence,Montaione
Italy,Tuscany,Siena
Italy,Tuscany,Siena
Italy,Tuscany,Bagno Vignoni
Italy,Tuscany,Arrezzo
Italy,Tuscany,San Gimignano
Italy,Tuscany,Florence,San Casciano in Val di Pesa
Italy,Tuscany,Pistoia
Italy,Tuscany,Pienza
Italy,Tuscany,Castiglion Fiorentino
Italy,Tuscany,Grosseto
Italy,Tuscany,Castiglion Fiorentino
Villa Stefano: Ideal Property for Artists, Families & Large Groups in Tuscany
Italy,Tuscany,Montepulciano
Italy,Tuscany,Arrezzo
Apartment
Italy,Tuscany,San Gimignano
Italy,Tuscany,Montepulciano
Italy,Tuscany,Montepulciano
Italy,Tuscany,Florence
Italy,Tuscany,Florence
Italy,Tuscany,Florence
Italy,Tuscany,Montepulciano
Italy,Tuscany,Florence
Italy,Tuscany,Siena (SI),Castellina in Chianti
Italy,Tuscany,Chianti,Castellina in Chianti
Italy,Tuscany,Chianti,Castellina in Chianti
Italy,Tuscany,Montepulciano
Italy,Tuscany,Montepulciano
Italy,Tuscany,Montepulciano
Italy,Tuscany,Florence
Italy,Tuscany,Siena
Italy,Tuscany,Montepulciano
Italy,Tuscany,Castiglion Fiorentino
Villa Amore Toscana: Ideal Villa for Groups and Large Families with Gorgeous Private Pool
Italy,Tuscany,Montepulciano
Italy,Tuscany,Montepulciano
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Our Featured Properties
Italy,Tuscany,Pienza
Italy,Tuscany,Florence
Italy,Tuscany,Pistoia
Italy,Tuscany,Florence,Montaione
Italy,Tuscany,Montepulciano
Italy,Tuscany,Montepulciano
Italy,Tuscany,Montepulciano
Italy,Tuscany,Cortona
Italy,Tuscany,Arrezzo
Italy,Tuscany,Livorno
Italy,Tuscany,Arrezzo
Italy,Tuscany,Florence
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