Tuscany

Explore the Cities and Towns of Tuscany

Licensed & Certified

We work exclusively with accredited guides and professional chauffeurs across Italy.

Local Knowledge

Our team lives and works here, offering insight beyond the landmarks.

Tailored for You

Every itinerary is thoughtfully crafted around your pace, from private dawn tours to intimate vineyard tastings.

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

Wonderful Val DOrcia Tuscany

Experience the Decadence of Tuscany

Tuscany Countryside, Italy

Experience the Incredible Val DOrcia in Tuscany

Southern Tuscany landscape in Spring

Castiglion Fiorentino

Terme di San Filippo - San Filippo Natura Hot Springs, Tuscany

Val D'Orcia

Viareggio

Volterra

Arrezzo Bagno Vignoni Barga Carrara Castiglion Fiorentino Chianciano Terme Chianti Cortona Elba Island Fiesole Florence Livorno Lucca Maremma Montalcino Montecatini Montepulciano Monteriggioni Monticchiello Pienza Pietrasanta Pisa Porto Santo Stefano San Gimignano San Miniato Saturnia Siena Terme di San Filippo - San Filippo Natura Hot Springs, Tuscany Val D'Orcia Viareggio Volterra

Our Multi-Day Holidays Tours

TUR-01322

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..

Private

1 Days

PRICING

View Tour Details

TUR-01344

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

8 Days / 7 Nights

PRICING

View Tour Details

TUR-01667

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...

Small Group

8 Days / 7 Nights

PRICING

View Tour Details

TUR-00636

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...

Private

10 Days / 9 Nights

STARTING FROM

€3,790 per person

View Tour Details

TUR-01659

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.

Small Group

12 Days / 11 Nights

STARTING FROM

€4,990 per person

View Tour Details

TUR-01434

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!

Private

15 Days / 14 Nights

STARTING FROM

€8,500 per person

View Tour Details

TUR-01435

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...

Semi-Private

11 Days / 10 Nights

STARTING FROM

€4,500 per person

View Tour Details

TUR-01656

Wines & Food of Piedmont, Cinque Terre & Tuscany

This exclusive small group tour offers you the opportunity to discover some of Northern Italyâ€™s top wine makers and tour their centuries old wineries. An experience designed to delight both the most knowledgeable wine connoisseur or the novice.

Private

10 Days / 9 Nights

PRICING

View Tour Details

TUR-01383

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...

Private

7 Days / 6 Nights

STARTING FROM

€1,530 per person

View Tour Details

TUR-01522

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.

Private

11 Days / 10 Nights

PRICING

View Tour Details

TUR-01575

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...

Private

14 Days / 13 Nights

PRICING

View Tour Details

TUR-02034

New Year's Eve in Florence

Experience the magic of Florence this New Yearâ€™s Eve with a luxurious 5-day getaway. From private transfers to exclusive tours and unforgettable celebrations...

Private

5 Days / 4 Nights

PRICING

View Tour Details

Our Private and Small Group Tours

TUR-01612

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...

Private

3.5 Hours

STARTING FROM

€240 per person

View Tour Details

TUR-01240

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.

Private

3 Hours

PRICING

View Tour Details

TUR-01615

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.

Private

3 Hours

PRICING

View Tour Details

TUR-00934

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...

Small Group

4 Hours

STARTING FROM

€45 per person

View Tour Details

TUR-02125

The Original Florence Street Food & Local Market Tour

Step into Florence the way locals doâ€”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...

Small Group

3 Hours

PRICING

View Tour Details

TUR-00302

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.

Private

PRICING

View Tour Details

TUR-01742

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,...

Private

7 Hours

PRICING

View Tour Details

TUR-01413

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.

Semi-Private

4 Hours

STARTING FROM

€210 per person

View Tour Details

TUR-00313

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...

Private

8 Hours

STARTING FROM

€200 per person

View Tour Details

TUR-01583

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...

Private

7 Hours

PRICING

View Tour Details

TUR-00991

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

8 Hours

STARTING FROM

€220 per person

View Tour Details

TUR-01430

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...

Semi-Private

5 Hours

STARTING FROM

€190 per person

View Tour Details

Our Featured Properties

Italy,Tuscany,Pienza

Villa

Villa Pienza

4 Beds 10

BBQ +10 more

View Details

Italy,Tuscany,Montepulciano

Apartment

Vista Collina

1 Beds 1 Baths 2

Air Conditioning +8 more

View Details

Italy,Tuscany,Florence

Apartment

Casa della Acacia

2 Beds 2 Baths 4

Air Conditioning +11 more

View Details

Italy,Tuscany,Livorno

Villa

Villa Giovanile

8 Beds 8 Baths 16

Elevator (Lift) +10 more

View Details

Italy,Tuscany,Val D\'Orcia

Villa

Villa Dolce Vita Pienza Tuscany

6 Beds 6 Baths 12

Air Conditioning +13 more

View Details

Italy,Tuscany,Montepulciano

Villa

Villa Tanoak

Swimming Pool +1 more

View Details

Italy,Tuscany,Florence

Apartment

Casa delle Brezze

2 Beds 2 Baths 4

Air Conditioning +12 more

View Details

Italy,Tuscany,Florence

Apartment

Casa della Quiete

2 Beds 2 Baths 4

Air Conditioning +12 more

View Details

Italy,Tuscany,Arrezzo

Villa

La Dimora Regale 2

2 Beds 2 Baths 4+2

Air Conditioning +11 more

View Details

Italy,Tuscany,Siena

Villa

Villa in Siena for 7 people

4 Beds 7

BBQ +8 more

View Details

Italy,Tuscany,Siena

Villa

Villa in Siena for 8 People

4 Beds 8

Balcony +10 more

View Details

Italy,Tuscany,Arrezzo

Villa

Villa Vinaia

5 suite rooms and 3 apartments Beds 5 Baths 18 + 6

Air Conditioning +9 more

View Details

Search Your Tour

Popular Transfer Routes in Tuscany

Most requested private transfer services across the region

Italy Vacation Specialists provides licensed private transfer services throughout Italy, including Tuscany and surrounding areas. With over 20 years of experience, our professional English-speaking drivers offer both Business Class and Luxury Class vehicles for airport transfers, city-to-city rides, and full-day chauffeur services. All vehicles are fully insured, well-maintained, and operated by vetted local drivers who know the roads, traffic patterns, and best routes across the region.

Florence Rome

Private Transfer

Florence Siena

Private Transfer

Florence Pisa

Private Transfer

Florence Lucca

Private Transfer

Don't see your route? We cover all of Italy.

Request a Transfer Quote

Your Name*

Your Email*

Your Phone Number*

Dates for Travel (MM/DD/YYYY)

Number of Adults

Number of Kids under 12 years

Your request *

“Dear Guiseppe and Jesse, We just returned from our most wonderful vacation to Italy and wanted to first thank you for putting together such a wonderful trip, and second to provide some feedback for the future. Hotels 1. Hotel Sovestro in San Gimignano was wonderful. The staff were very friendly and helpful and made the first portion of our journey very stress free. They made us feel like we were p”

[Read More] Ron and Deb Crosby

“We're home now from the most amazing trip to Italy! I can't thank you enough for your efforts and coordination of what was without question the finest vacations I've been on to date.”

[Read More] Carol Carson

“In August 2018, my family of four and myself travelled from Vancouver, BC to Rome Italy and spent 3 weeks touring Italy with IVS. This company had come highly recommended by many friends and associates of ours who had used them before and indeed to say they do an outstanding job is an understatement. You can tell while being in Italy that it is one complicated place to run tours in, just by the sh”

[Read More] Vijaya Sunil CPA, CGA

“Jesse & Giuseppe, Sandy and I have been looking through my slides of our trip to Southern Italy. We had such a good time with you and Giuseppe that we wanted to let you know again. You were the best guides ever.”

[Read More] Bob & Sandy

“This company really knows their stuff and recommended our family to stay longer in each location. We didn't listen to them, but wished we had in every single place we went. They recommended Sestri Levante over the Cinque Terre which was our favourite destination on our entire trip. We visited Rome where we stayed in the outstanding Hotel Locorno where they know the owner there, like in every place”

[Read More] Sean & Veet Chapman, CGA

“Jesse, There are no words to describe the fabulous time we had in Italy. Everything went as you promised. Absolutely no problems! The venues were fabulous. The guides were punctual and helpful. It couldn't have worked out better. You and your staff deserve high praise for the quality and efficiency of your work. BTW, Guiseppe was an absolute delight. We enjoyed his informative and effervescent per”

[Read More] Jo Ann West

“As a travel agent, but also a traveler to Italy, thee is no other company I would recommend than the Italy Vacation Specialists. Not only do they really care about what they are doing, they also really know Italy and try to educate many people about ways they can best see the country and not fall into tourist traps. I have been on 4 trips with the IVS team, firstly when they did my first 2 trips f”

[Read More] Laura Chomiak, Travel Agent

“I traveled with JoAnn West through your services, guided by Giuseppe, in July of this year. What a wonderful experience; your service is really top notch! If I return to Italy for a tour, I will absolutely use your services again and recommend you to my friends!”

[Read More] Lucretia Brower

“I am a travel agent from Lebanon and have organized several group tours as well as individual tours of Italy with Italy Vacation Specialists. I highly recommend them as one of the very best tour operators in Italy to work with, given their professionalism and work ethic which I feel is second-to-none in the travel industry. All of the staff, the guides, the coaches and even the meals we enjoyed we”

[Read More] Nicole Haddad, Lebanese Travel Agent

“In September of 2018 I brought a group of 12 from Venice to Sicily and organized all of my services with the Italy Vacation Specialists. Being a travel agent and in the business, I know how complicated organizing travel arrangements can be in Italy and the IVS team took a huge burden off of me! I would like to start of by saying "THANK YOU" both for the amazing job you did on our trip. There was n”

[Read More] Ann Brownell, KHM Travel Group

For customized holidays and expert advice for travel in Italy and the Mediterranean, Get in touch with your travel agent or contact us via our.

Trip Planning Questionnaire

Direct In Italy: +39 375 823 5314
Toll Free: 1-866-779-2565

Tuscany

Uncover the beauty of Italy

Private Journeys Across Italy, Designed by Local Experts

Expert drivers, local guides, and seamless travel across every region of Italy.

Tuscany

Explore the Cities and Towns of Tuscany

Our Local Expertise

Licensed & Certified

Local Knowledge

Tailored for You

Overview

Gallery

Multi-Day Holidays Tours

Private and Small Group Tours

Hotels

Villas

Apartment

Gallery

Explore Towns and Cities in Tuscany

Our Multi-Day Holidays Tours