$2,000 Bonus Offer
 | 
COVID-19 Info
 | 
Flexible Booking
Free Trip Plan
Free Trip Plan
Destinations
Trip Ideas
Itineraries
Experiences
About Us
COVID-19 Info
1 800 344 5785
Back
Albania
Armenia
Austria
Azerbaijan
Belarus
Bosnia-Herzegovina
Bulgaria
Croatia
Czech Republic
Estonia
Finland
Georgia
Germany
Greece
Hungary
Italy
Kosovo
Latvia
Lithuania
Malta
Moldova
Montenegro
North Macedonia
Poland
Portugal
Romania
Russia
Serbia
Slovakia
Slovenia
Spain
Switzerland
Ukraine
Back
JayWay Vacation Experiences
Local
History
Active
Food & Drink
Jewish Heritage
UNESCO
Luxury
Art & Culture
Photography
Honeymoon & Romance
Family Heritage
Private Groups
Back
About Us
Meet the Team
Reviews
What We Do
Blog
FAQ
Contact
Tuscany
Italy



Travel and LeisureFodorsUSA TodayNew York TimesNational GeographicTrip AdvisorVogue

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 Dream Italian Honeymoon Custom Itinerary
A Dream Italian Honeymoon
Rome, Castellina in Chianti, Florence, Venice
10 Days
Under the Radar Italy Custom Itinerary
Under the Radar Italy
Naples, Bologna, Lucca, Milan
11 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

Glowing Reviews from Our Guests

  4.9 / 5
Average of our Guest's Ratings of our Italian vacation packages, based on 37 reviews
Review by Julia & Kirk

Julia & Kirk

Colorado

Love the friendly people you interact with either on the phone, or via email. The Guest Page is so easy to use with loads of great information. JayWay Travel makes it very easy to build a great completely customized vacation trip.

Love the friendly people you interact with either on the phone, or via email. The Guest Page is so easy to use with loads of great information. JayWay Travel makes it very easy to build a great completely customized vacation trip.

Year : 2019
Visited : Italy
Itinerary : Venice, Bologna, Milan, Levanto, Florence, Siena, Rome
Rating :
5 / 5
Year : 2019
Visited : Italy
Itinerary : Venice, Bologna, Milan, Levanto, Florence, Siena, Rome
Rating :
5 / 5
Review by Roni & Barbara

Roni & Barbara

Ontario

JayWay Travel will work with you to create a very memorable and fascinating trip.

JayWay Travel will work with you to create a very memorable and fascinating trip.

Year : 2019
Visited : Italy
Itinerary : Rome, Positano, Naples
Rating :
5 / 5
Year : 2019
Visited : Italy
Itinerary : Rome, Positano, Naples
Rating :
5 / 5
Review by James & Joann

James & Joann

North Carolina

Exceptional process for planning your tour, great options for hotels, transfers, tours, etc. with in-country personal and telephone communications support for any needs or issues.

Exceptional process for planning your tour, great options for hotels, transfers, tours, etc. with in-country personal and telephone communications support for any needs or issues.

Year : 2019
Visited : Italy
Itinerary : Rome, Sorrento, Rome
Rating :
5 / 5
Year : 2019
Visited : Italy
Itinerary : Rome, Sorrento, Rome
Rating :
5 / 5
Read more Guest Reviews

Latest articles about Tuscany
from the JayWay Travel Blog

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
Visiting San Gimignano in Tuscany
Visiting San Gimignano in Tuscany
Read more articles about Tuscany on our blog
Go To Top