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Tuscany
Italy


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Top vacation destinations in Tuscany

Castellina in Chianti, Tuscany vacation packages
Castellina in Chianti
Florence, Tuscany vacation packages
Florence
Siena, Tuscany vacation packages
Siena
Lucca, Tuscany vacation packages
Lucca
A slice of heaven packed with beautiful scenery and centuries of history, resplendent with vineyards
Halfway down the Italian peninsula, Tuscany is a region of dramatic landscapes, rolling hills, mountains, and coastlines. This unique destination combines these beautiful natural landscapes with Renaissance art and architecture, and sumptuous cuisine. What more could you want? Not only is this the home of beloved works of art, including Michelangelo's “David,” the region is also blessed with excellent weather. That means the wine, olive oil, and vegetables, are always fresh and flavorful. Besides, you're doing them a favor tucking into the wild boar ragu pasta, the animals are a pest to winegrowers. Above all, Tuscany is a food and wine lover's dream.
This region balancing urban life, high art, history, and deliciously timeless cuisine is certainly a must-visit for anyone who enjoys la dolce vita. Every trip to Tuscany is unforgettable, especially if you have the flexibility of traveling on your own, as this opens up the possibility of staying in out of the way places surrounded by this gorgeous landscape, on wine estates and farms, in historic palazzos, or and medieval castles. You can day-trip to the cities of Siena and Florence, getting insight from knowledgeable local guides we can arrange for you. Hike through the hills, visit quaint hilltop villages, relax on the beaches of the Tyrrhenian Sea, and relax and enjoy the fruits of the vine in Chianti’s vineyards. It’s hard not to have a wonderful time in Tuscany.

Popular Tuscany Vacation Itineraries

Our suggested itineraries in Tuscany allow you to enjoy a multi-destination tour with ease. Our Tuscany vacation packages make traveling in Italy and neighboring countries hassle-free. We take care of getting you from place to place, accommodation, excursions and activities.

A Week in Central Italy Custom Itinerary
A Week in Central Italy
Rome, Castellina in Chianti, Florence
8 Days
Classic Italian Beauty Custom Itinerary
Classic Italian Beauty
Rome, Florence, Venice
10 Days
A Dream Italian Honeymoon Custom Itinerary
A Dream Italian Honeymoon
Rome, Castellina in Chianti, Florence, Venice
10 Days
Accessible Italy Custom Itinerary
Accessible Italy
Rome, Castellina in Chianti, Florence, Milan
10 Days
History, Art & The Scent of Lemons Custom Itinerary
History, Art & The Scent of Lemons
Rome, Florence, Sorrento
10 Days
Under the Radar Italy Custom Itinerary
Under the Radar Italy
Naples, Bologna, Lucca, Milan
11 Days
Italian Highlights Custom Itinerary
Italian Highlights
Rome, Castellina in Chianti, Monterosso Al Mare, Venice
11 Days
Magical Italian Exploration Custom Itinerary
Magical Italian Exploration
Rome, Positano, Naples, Florence, Castellina in Chianti, Florence, Venice
14 Days
The Best of Italy and Slovenia Custom Itinerary
The Best of Italy and Slovenia
Rome, Florence, Venice, Bovec, Ljubljana
14 Days
Italian Splendor Custom Itinerary
Italian Splendor
Rome, Florence, Venice, Como, Milan
14 Days
Italian & Greek Showstoppers Custom Itinerary
Italian & Greek Showstoppers
Rome, Florence, Venice, Santorini, Athens
14 Days
The Varied Charms of Italy and Switzerland Custom Itinerary
The Varied Charms of Italy and Switzerland
Rome, Florence, Milan, Lugano, Lucerne, Zurich
15 Days
A Grand Tour of Italy Custom Itinerary
A Grand Tour of Italy
Naples, Positano, Rome, Florence, Monterosso Al Mare, Milan, Venice
15 Days
UNESCO in Italy Custom Itinerary
UNESCO in Italy
Venice, Milan, Florence, Rome, Naples, Alberobello, Brindisi, Siracusa
18 Days
Adventures in Italy Custom Itinerary
Adventures in Italy
Venice, Como, Monterosso Al Mare, Florence, Rome, Sorrento, Matera, Lecce
19 Days

Glowing Reviews from Our Guests

  5.0 / 5
Average of our Guest's Ratings of our Italian vacation packages, based on 85 reviews
Review by Amber S.
Amber S.
Minnesota

The Rome driver was masterful. Could not believe how he drove with such ease in tight spots. All drivers were informative and excellent. We felt we learned even more on this trip than a previous trip 20 years ago. The guides were excellent and would highly recommend each of them. JayWay is a great way to get a framework for your trip--nice hotels in excellent locations, just the right amount of tours for your preferences. Excellent people to work with in planning the trip and once on location--both from JayWay and the guides.

The Rome driver was masterful. Could not believe how he drove with such ease in tight spots. All drivers were informative and excellent. We felt we learned even more on this trip than a previous trip 20 years ago. The guides were excellent and would highly recommend each of them. JayWay is a great way to get a framework for your trip--nice hotels in excellent locations, just the right amount of tours for your preferences. Excellent people to work with in planning the trip and once on location--both from JayWay and the guides.

Year : 2023
Visited : Italy
Itinerary : Rome, Florence
Rating :
5 / 5
Year : 2023
Visited : Italy
Itinerary : Rome, Florence
Rating :
5 / 5
Review by Kyle & Chelsea
Kyle & Chelsea
Arizona

Would absolutely recommend JayWay Travel to anyone of our friends. We had a great vacation and had zero issues with all of our arrangements.

Would absolutely recommend JayWay Travel to anyone of our friends. We had a great vacation and had zero issues with all of our arrangements.

Year : 2022
Visited : Italy
Itinerary : Rome, Sorrento, Naples, Florence, Castellina in Chianti, Florence, Venice
Rating :
5 / 5
Year : 2022
Visited : Italy
Itinerary : Rome, Sorrento, Naples, Florence, Castellina in Chianti, Florence, Venice
Rating :
5 / 5
Review by Veronica & Kevin
Veronica & Kevin
Georgia

JayWay Travel is excellent to work with. They handle everything so you don’t need to worry about a thing.

JayWay Travel is excellent to work with. They handle everything so you don’t need to worry about a thing.

Year : 2022
Visited : Italy
Itinerary : Milan, Lake Como, Venice
Rating :
5 / 5
Year : 2022
Visited : Italy
Itinerary : Milan, Lake Como, Venice
Rating :
5 / 5
Read more Guest Reviews

Latest articles about Tuscany
from the JayWay Travel Blog

Where To Go in 2023: Our Suggestions For Every Month
Where To Go in 2023: Our Suggestions For Every Month
New UNESCO Sites for 2020 & 2021
New UNESCO Sites for 2020 & 2021
The Best Spa Towns in Central and Eastern Europe
The Best Spa Towns in Central and Eastern Europe
Read more articles about Tuscany on our blog

Frequently Asked Questions about travel to Tuscany

Is it Tuscany or Toscana?
Toscana is the Italian name for the region, Tuscany is it's anglicization.
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