Explore Tuscany

November 3-11, 2026 • 9 Days, 10 Meals
Booking Deadline: April 27th, 2026

Discover the rolling hills of Tuscany, home to sprawling vineyards, medieval hill towns, and enchanting cities. Steeped in history, culture and legend, this is Tuscany as you always imagined it.

• 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.
• 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. 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.
• 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.
• 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. 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.
• 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. 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 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.
• 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.