San Gimignano Tours and Trips
We offer 10 tours in San Gimignano having in total 420 customer reviews. Tour durations range from 6 to 48 days. Our San Gimignano tours are offered by qualified and hand-picked tour operators and each San Gimignano trip comes with a best price guarantee and no added booking fees.
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10 Best Tours in San Gimignano
Discover our highly acclaimed tours in San Gimignano, based on reviews and times booked.
Northern Italy’s finest treasures await on the 'Italy’s Treasures: Art, Food & Wine of Italy' trip, a 12-day guided tour from Lake Maggiore to Venice. Experience a harmonious blend of natural beauty, culinary delights, and artistic heritage as you journey through Stresa, Cinque Terre, Tuscany, Florence, and Venice.
Relax by the tranquil Alpine Lakes, explore Cinque Terre’s medieval villages, and ride off-road vehicles through the marble quarries of Carrara. Enjoy a leisurely four-night stay at a Tuscan villa, where you’ll learn the secrets of Tuscan cuisine in a hands-on cooking class. Discover Florence’s Renaissance wonders and the enchanting canals of Venice.
The USP? The immersive culinary and cultural experiences—like cooking in a family-owned villa—set against the backdrop of Italy’s iconic art and landscapes, creating a tour that’s both indulgent and inspiring.
12 days
The rolling hills and timeless charm of Tuscany await on the "Spotlight on Tuscany" tour, a 9-day art and architecture adventure through Italy’s most cherished region. Starting and ending in Montecatini Terme, this moderate-activity trip is crafted for those who revel in culture, history, and authentic flavors.
Enjoy a 7-night stay in the renowned spa town of Montecatini Terme, your base for exploring Pisa, Florence, San Gimignano, and Lucca—Italy’s best-kept secret. Learn the region’s history at WWII’s Gothic Line and the Museum of Liberation. Delight in hands-on experiences, from a Tuscan cooking class to cheese tastings at a local farm. Savor world-class wines and the region’s celebrated cuisine, and enjoy free time to wander Florence’s artistic treasures.
With accommodations, transport, and meals included, the unique selling point is the blend of immersive culinary and cultural activities, ensuring each traveler connects deeply with the heart of Tuscany in a single, thoughtfully curated tour package.
9 days
Tuscany’s rolling hills and Rome’s timeless allure take center stage on the 'Rome and Tuscan Highlights' tour, a 9-day city sightseeing journey that brings your Italian dreams to life. Stay at an agriturismo with hosts Sandra and Antonella, delve into Leonardo da Vinci’s world, and soak in Montecatini’s healing spa waters. Crafted for those who appreciate authentic local flavors and easy-paced exploration, this tour package includes comfortable stays, meals, and guided transport. The unique selling point is the hands-on local immersion, making every moment feel truly Italian. For travelers eager to experience the essence of Tuscany and Rome, this trip is a must.
9 days
The intoxicating beauty of Tuscany is there for all to see. But that’s just the start on this gentle small-group hiking adventure. Guided by an expert tour leader, we experience the Garden of Italy through the eyes of a local, staying in the small village of Pancole, where we’re treated to classic Italian hospitality by the Sabatini family. Our walks take us through beautiful vineyards and we explore the Renaissance cities of Siena and Florence with expert local guides. Of course, we also sample several varieties of the local chianti together, forging friendships that could last a lifetime.
8 days
Settle into our family-run albergo in the hills of Tuscany to immerse yourself in this ever-evocative Italian region. Over the week, we sip wine at renowned chianti producers, discover age-old traditions, and learn all about the region from local experts. Of course, we have guided tours in the iconic cities of Siena and Florence – they’re unmissable – but also visit lesser-known medieval towns for a more intimate experience. Embrace the Tuscan lifestyle with wine tastings at celebrated vineyards and learn the secrets of pasta-making in a cooking class led by local experts.
8 days
Rolling hills, medieval villages, and vineyard vistas set the stage for a sensory journey through southern Tuscany. 'A Taste of Tuscany - Hilltop Towns and Vineyards' is an eight-day wine tasting tour that begins and ends in Pisa, with stops in Chianti, Siena, Volterra, and beyond. Tailored for the discerning traveler seeking easy-paced exploration, this trip perfectly combines culture, cuisine, and countryside charm.
Savor Italy’s finest wines, from Chianti to Brunello, on guided tastings in picturesque hill towns like Montalcino and Pienza. Meander through olive groves and cobblestone streets, then delight in farm-to-table dining at a Tuscan agriturismo, where fresh local produce takes center stage. The unique selling point? A harmonious blend of guided vineyard tours, gastronomic delights, and authentic local experiences—making it an ideal tour package for those eager to taste and tour the heart of Tuscany.
8 days
Experience the food and fun of Italy on this 12-day guided tour. In Rome, see the Colosseum where gladiators fought to the death, then visit the Vatican Museums with a Local Expert. Travel from Florence to the heart of Tuscany, stopping in scenic San Gimignano for a taste of gelato with a world-champion gelato maker; later, arrive at your hotel for a sampling of the region’s most robust red wines. Prop up the Leaning Tower of Pisa for a photo and see the UNESCO World Heritage Site Cinque Terre with a Local Expert, who will join you for a sea-to-table feast in the medieval town of Monterosso. Allow yourself to be serenaded as you float along the canals of Venice in a traditional gondola, and watch a renowned craftsman blow Venetian glass into a masterful work of art.
12 days
Step into the heart of Tuscany and experience its timeless beauty on the "Via Francigena: Best of Tuscany" walking tour. Over nine days, this self-guided journey leads travelers along the famed pilgrimage route from San Miniato Alto to Buonconvento, passing through San Gimignano, Monteriggioni, and Siena. Each day’s walk offers a blend of historic hamlets, fortified towers, and rolling vineyards, with achievable daily distances suited for moderately active explorers. Along the way, indulge in regional delicacies like white truffles, Siena’s pici pasta, and saffron from San Gimignano. Evenings are spent in carefully selected hotels and agriturismi, combining authentic hospitality with comfort. The unique selling point: this tour package immerses you in Tuscany’s best food, landscapes, and culture—all along an ancient pilgrimage trail.
9 days
Discover Italy in style on this 12-day guided tour that celebrates the country’s timeless beauty, rich culture and world-renowned cuisine. From the pastel-hued villages of the Ligurian Coast to the Renaissance treasures of Florence and the grandeur of Rome, each moment is exquisitely curated. Sail to Capri and admire the dramatic Faraglioni Rocks before indulging in Michelin-starred dining overlooking the Gulf of Naples. In Assisi, view Giotto’s frescoes with a local historian. Join a hands-on cooking class in Tuscany and in Venice, unlock the secrets of the Doge’s Palace during an exclusive after-hours visit. From hilltop villages to iconic cities, this is Italy at its most indulgent, immersive and inspiring.
12 days
Experience the rolling hills and vineyard-dotted landscapes of Tuscany on the Tuscany Walking and Wine tour, an easy-paced 8-day journey created for travelers who appreciate the finer things in life. Starting in Pisa and ending in Florence, this walking tour blends scenic rambles with rich cultural encounters.
Meander through Chianti’s renowned vineyards, explore the sun-drenched medieval towns of San Gimignano, Pienza, and Montalcino, and sample some of Italy’s most celebrated wines—Brunello and Chianti among them. Along ancient pilgrimage paths, you’ll savor local cuisine and fresh produce, refueling your spirit as well as your palate.
The trip includes accommodations in carefully selected hotels, transport, and delicious meals, ensuring a seamless Italian experience. The unique selling point of this tour package is the harmonious combination of gentle hiking and gastronomic pleasure, offering access to Tuscany’s scenic beauty and culinary treasures. For those seeking an indulgent yet active escape, Tuscany Walking and Wine is the perfect getaway.
8 days
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