Why choose between the coast and the countryside when you can have both? Our Combo 2-Day Tour lets you experience two of Italy’s most breathtaking regions—Pisa & Cinque Terre and Tuscany’s Chianti & San Gimignano—in one seamless adventure.
Enjoy a stress-free experience with all logistics handled by a trusted team. On day one, explore the stunning seaside villages of Cinque Terre and admire the iconic Leaning Tower of Pisa. On day two, immerse yourself in Tuscany’s rolling vineyards, indulge in wine tastings, and discover the medieval charm of San Gimignano.
With expert guides, comfortable transportation, and perfectly curated experiences, you’ll see Italy at its best—without the hassle. Make the most of your time and tick off two must-visit destinations effortlessly!
We will meet at the "P" parking sign in "Piazza della Calza" by Porta Romana, near "San Giovanni Battista della Calza" at 9:45am, ready for a 10:00am start. This tour is perfect for those on holiday who wish to sleep in a bit longer in the morning but still want to enjoy a full day exploring the beauty of Tuscany.
Drive through Tuscany which is a picturesque region renowned for its beautiful landscapes, breathtaking views of rolling hills, vineyards, olive groves, and cypress trees, charming villages, and, most famously, its wine.
Reach the first winery of the day located in the charming village of Ulignano near San Gimignano, Tuscany. This family-run estate offers a welcoming atmosphere where visitors can enjoy guided wine tastings and have the opportunity to sample a variety of wines, including Chianti, Super Tuscans, and Vernaccia di San Gimignano, paired with local delicacies.
Reach the second winery just 5 km to San Gimignano. The estate's scenic location offers stunning views of the Tuscan landscape, making it a memorable destination for wine enthusiasts and travelers seeking an authentic Tuscan experience. After visiting the cellars , here you will be able to taste 3 different types of wines including Vernaccia, Chianti Colli Senesi and a lovely rosé.
San Gimignano, often referred to as the "Medieval Manhattan," is a small, enchanting town in Tuscany, renowned for its well-preserved medieval architecture and impressive skyline of ancient towers. The town is famous for its historical significance, with notable landmarks such as the Piazza del Duomo, the Collegiata (a Romanesque cathedral), and the Torre Grossa, the tallest tower offering panoramic views. Visitors can wander through its narrow cobblestone streets, explore artisan shops, and enjoy local specialties like saffron.
After departing from San Gimignano, the journey back to Florence will take approximately an hour. You'll be dropped off at the starting point, with a camera full of photos and a host of new friends. Back to Florence at 5:00 pm
We will meet at the main entrance of the pharmacy inside Santa Maria Novella train station at 7:30am. Look up for our Tour Leader, easily recognizable by their purple T-shirt. After a brief introduction about the day you will board on a train to Pisa. If you are running late and unfortunately miss the group, don't worry take the first train independently to Pisa and meet the group there. On the train have a little nap or enjoy your scenic ride out of the city, arriving in Pisa approximately 1h30m later.
Upon arrival, follow your tour leader to the Field of Dreams (Piazza dei Miracoli), a verdant expanse home to the city’s most important sights: the Leaning Tower of Pisa, the Baptistery and the Duomo. Here you will be completely free to visit the main sights independently for 1h30mins
During your free time you can pose for photos by the Leaning Tower and, depending on availability, head inside for a guided tour (own expense). Alternatively, make for the Duomo (own expense) to marvel at its carved pulpit by Giovanni Pisano, or head inside the Baptistery (own expense) to test the unusual acoustics or sit in a local bar for a coffee. If you wish to book in advance your tickets to the Leaning Tower, we recommend the 10:00am entrance.
Meet back with the rest of the group and your tour leader and take a 1h train to La Spezia, the gateway to the famous Cinque Terre, a string of five picturesque fishing villages along the rugged coastline. Once at the train station in La Spezia you will have some time to grab some food in one of the local stores or pop down to the toilet before you board again on a local regional train to reach the National Park of Cinque Terre. Cinque Terre can only be seen by local trains so expect some crowds and some train delays.
Firt stop will be Riomaggiore famous for its colorful cliffside houses, scenic coastal views, and narrow winding streets. Enjoy your time to explore the picturesque port and charming alleyways in complete freedom. Note: During the summer months ( June to September ) this village will be skipped to allow more time in the other villages due to the big crowds.
Continue by train to Vernazza, a seaside town that surrounds a tiny, natural port. Vernazza is perhaps the most beautiful of the five villages of the Cinque Terre. Enjoy 1 hour free time to soak up the sun on the pretty beach, or dive into the cooling waters for a swim. In Vernazza you can enjoy also the elegant houses, the romantic restaurants and breathtaking viewpoints.
Your final stop is Manarola renowned for its breathtaking coastal scenery. The village is perched on a rugged cliff overlooking the Ligurian Sea, with colorful houses cascading down to the harbor. This picturesque setting makes Manarola one of the most photographed locations in Italy. Here you will have 1 hour . Wander along the harbor and spend a few minutes snapping photos of the picturesque buildings that cascade toward the sea.
From Manarola we will take the train back to La Spezia or Pisa. Here we will take the last train of the day to return back to Florence, where your tour concludes. The journey is 2h30m. On the way back you can simply have a nap and rest after a long day or chat with your new travel friends .
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For a full refund, cancel at least 24 hours before the scheduled departure time.
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You can cancel up to 24 hours in advance of the experience for a full refund.
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