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Tuscany
Italy
Italy Travel Updates | Flexible Booking Policy


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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
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
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
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, Lake Como, Monterosso Al Mare, Florence, Rome, Sorrento, Matera, Le ...
19 Days

Glowing Reviews from Our Guests

  4.9 / 5
Average of our Guest's Ratings of our Italian vacation packages, based on 54 reviews
Review by Margarita & Josh
Margarita & Josh
California

JayWay Travel exceeded all of our expectations in every way possible. Booking our 12-day vacation in Italy through JayWay allowed us to fully enjoy our honeymoon and not worry about the little details. They provided us with a fully customized itinerary and peace of mind needed to truly enjoy a vacation. The service we received was always professional and attentive - our local rep, Enrico, was great! We would definitely book with JayWay Travel again, and we highly recommend them to anyone.

JayWay Travel exceeded all of our expectations in every way possible. Booking our 12-day vacation in Italy through JayWay allowed us to fully enjoy our honeymoon and not worry about the little details. They provided us with a fully customized itinerary and peace of mind needed to truly enjoy a vacation. The service we received was always professional and attentive - our local rep, Enrico, was great! We would definitely book with JayWay Travel again, and we highly recommend them to anyone.

Year : 2022
Visited : Italy
Itinerary : Rome, Sorrento, Florence
Rating :
5 / 5
Year : 2022
Visited : Italy
Itinerary : Rome, Sorrento, Florence
Rating :
5 / 5
Review by Kathie & Laura
Kathie & Laura

We highly recommend JayWay Travel. Our travel planning was easy to navigate, many choices and options provided along with clear and frequent communication. The trip was seamless, a five star experience all around!

We highly recommend JayWay Travel. Our travel planning was easy to navigate, many choices and options provided along with clear and frequent communication. The trip was seamless, a five star experience all around!

Year : 2022
Visited : Italy
Itinerary : Rome, Castellina in Chianti, Florence, Venice, Venice
Rating :
5 / 5
Year : 2022
Visited : Italy
Itinerary : Rome, Castellina in Chianti, Florence, Venice, Venice
Rating :
5 / 5
Review by Olinda & James
Olinda & James
Texas

The logistics and tours provided by JayWay Travel really made our Venice and Tuscany trip outstanding. We loved the ability to customize our days with as much or as little activities as we preferred . We are seasoned travelers that do not like big group tours so the private options offered were exactly what we wanted.

The logistics and tours provided by JayWay Travel really made our Venice and Tuscany trip outstanding. We loved the ability to customize our days with as much or as little activities as we preferred . We are seasoned travelers that do not like big group tours so the private options offered were exactly what we wanted.

Year : 2022
Visited : Italy
Itinerary : Venice, Castellina in Chianti, Venice
Rating :
5 / 5
Year : 2022
Visited : Italy
Itinerary : Venice, Castellina in Chianti, Venice
Rating :
5 / 5
Read more Guest Reviews

Latest articles about Tuscany
from the JayWay Travel Blog

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
The A-Z of Driving in Italy
The A-Z of Driving in Italy
Read more articles about Tuscany on our blog
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