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Discover the rolling hills of Tuscany, home to sprawling vineyards, charming medieval hill towns, and enchanting cities. Savor a 7-night stay in Montecatini Terme, the famous resort and spa town. Visit Pisa, Florence, and San Gimignano, nestled in the Italian countryside. Discover the charming town of Lucca, Italy’s best-kept secret. Enjoy free time in Montecatini or see the Gothic Line of WWII and visit the Museum of Liberation. Explore the cultural treasures of Florence. Partake in a Tuscan cooking class. Sample cheese at the farm where it is made. Enjoy local wines and the region’s famous cuisine. Steeped in history, culture and legend, this is Tuscany as you always imagined it.
Tour Itinerary
Day 1
Overnight Flight
Rolling landscapes, savory wines, authentic food and stunning architecture – find all of this and more in Tuscany. Unpack once on this journey among Italy's most charming towns.
Day 2
Montecatini Terme, Italy
Your tour opens in the famous spa resort town of Montecatini Terme, nestled in the heart of the rolling hills of Tuscany. As travelers’ arrival times will vary, we have not included any sightseeing today. Spend the day as you wish, exploring the town independently. This evening, get to know your fellow travelers during a welcome dinner where regional foods and Italian wines kick off your adventure.
Day 3
Lucca
Enjoy a guided tour of Lucca, Tuscany’s best-kept secret. Discover Renaissance walls, Romanesque churches, and medieval streets flanked by towers. Explore the lively city center on your own and discover the piazza built on top of a Roman amphitheater. This afternoon, make your way to a Tuscan winery and learn about the art of winemaking as you taste local varieties before returning to Montecatini for an evening at leisure.
Day 4
Florence
Welcome to Florence, the “Cradle of the Renaissance.” Join a local Florentine guide and embark on an extensive walking tour exploring the city's vast historical center. At the Piazza del Duomo, marvel at the ornate façade of the Cathedral of Santa Maria del Fiore and the gilded bronze doors of the Baptistery. Take in views of the Piazza della Signoria, the center of Medici power, and Santa Croce Square before enjoying the remainder of your time in Florence to explore this unparalleled open-air museum at your leisure.*
Day 5
Montecatini Terme
Today, learn more about Montecatini’s history during a half-day guided walking tour and visit to the historic Tettuccio Spa,** known for the health benefits in its mineral drinking waters. This afternoon, it’s your choice! Choose to relax in Montecatini, spending the afternoon at leisure -OR- set off for Borgo a Mozzano, where you will see its unique Devil’s Bridge and the nearby remains of the Gothic Line – the Germans’ last defense during WWII. Visit the Museum of Liberation and see authentic fortifications and bunkers.
Day 6
Pisa
Journey to the ancient maritime Republic of Pisa for a visit of its famous Piazza dei Miracoli (Field of Miracles). The moniker was coined to describe the magnificence and wonder of the architectural masterpieces within the square, which is uniquely paved in grass. Keep your camera handy to capture the gravity-defying inclination of the iconic Leaning Tower. This evening, travel to the quiet countryside to learn the secrets of traditional Tuscan cuisine. Partake in a cooking class, using local ingredients and culinary techniques that have been passed down for generations. Enjoy your freshly-prepared meal for dinner.
Day 7
San Gimignano
Take in the rural atmosphere of a family-owned farm among the goats, cows, and organic gardens and sample their local products. Soak in breathtaking views as you travel to the hilltop village of San Gimignano, one of Tuscany’s most picturesque places. Explore this enchanting medieval town, from its famous 14 towers to its magnificent vistas overlooking vineyards. Enjoy free time and perhaps indulge in some gelato, before returning to Montecatini for an evening at leisure.
Day 8
Montecatini Terme
Enjoy a day at leisure or embark on an optional truffle hunt, led by a local expert and their specially trained dogs. As you wander along unpaved trails, learn about the fascinating world of truffles and the techniques used to forage them. Indulge in a truffle-themed buffet lunch before returning to Montecatini mid-afternoon. This evening, join your travel companions for a farewell dinner.
Day 9
Montecatini Terme - Tour Ends
Your journey comes to a close today. Depart with many fond memories of Tuscany.
Itinerary Dates & Prices
Start Date
End Date
Our Price
Guaranteed
Start Date
Jun 03, 2026
End Date
Jun 12, 2026
Our Price
$2,649
Guaranteed
Start Date
Jun 17, 2026
End Date
Jun 26, 2026
Our Price
$2,649
Guaranteed
Start Date
Jul 08, 2026
End Date
Jul 17, 2026
Our Price
$2,549
Guaranteed
Start Date
Aug 05, 2026
End Date
Aug 14, 2026
Our Price
$2,549
Guaranteed
Start Date
Sep 16, 2026
End Date
Sep 25, 2026
Our Price
$2,749
Guaranteed
Start Date
Sep 30, 2026
End Date
Oct 09, 2026
Our Price
$2,749
Guaranteed
Start Date
Oct 07, 2026
End Date
Oct 16, 2026
Our Price
$2,749
Guaranteed
Start Date
Oct 14, 2026
End Date
Oct 23, 2026
Our Price
$2,749
Guaranteed
Start Date
Oct 21, 2026
End Date
Oct 30, 2026
Our Price
$2,749
Guaranteed
Start Date
Dec 02, 2026
End Date
Dec 11, 2026
Our Price
$2,149
Guaranteed
Start Date
Dec 30, 2026
End Date
Jan 08, 2027
Our Price
$2,149
Guaranteed
Start Date
Jan 27, 2027
End Date
Feb 05, 2027
Our Price
$2,399
Guaranteed
Start Date
Feb 10, 2027
End Date
Feb 19, 2027
Our Price
$2,399
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Start Date
Feb 17, 2027
End Date
Feb 26, 2027
Our Price
$2,399
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Start Date
Feb 24, 2027
End Date
Mar 05, 2027
Our Price
$2,399
Guaranteed
Start Date
Mar 03, 2027
End Date
Mar 12, 2027
Our Price
$2,699
Guaranteed
Start Date
Mar 10, 2027
End Date
Mar 19, 2027
Our Price
$2,699
Guaranteed
Start Date
Mar 17, 2027
End Date
Mar 26, 2027
Our Price
$2,799
Guaranteed
Start Date
Apr 07, 2027
End Date
Apr 16, 2027
Our Price
$2,899
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Start Date
Apr 14, 2027
End Date
Apr 23, 2027
Our Price
$2,899
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Start Date
May 05, 2027
End Date
May 14, 2027
Our Price
$2,999
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Start Date
May 12, 2027
End Date
May 21, 2027
Our Price
$2,999
Guaranteed
Start Date
May 19, 2027
End Date
May 28, 2027
Our Price
$2,999
Guaranteed
Start Date
Jun 02, 2027
End Date
Jun 11, 2027
Our Price
$2,899
Guaranteed
Start Date
Jun 16, 2027
End Date
Jun 25, 2027
Our Price
$2,899
Guaranteed
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