Day Trips from Florence to Siena

Get a true taste of the Tuscan countryside with this day trip to Siena, San Gimignano, and a Chianti winery for dinner. Venture first to the city of Siena for a guided tour through the Piazza del Campo, as well as a surprise food tasting. Afterward, wander the hill town of San Gimignano before heading to a Chianti winery for a delicious dinner with fine local wine. Upgrade to include a visit to Pisa and Piazza dei Miracoli.

Explore the highlights of Tuscany, without the hassle of logistics, on this full-day tour of Siena, San Gimignano, Chianti, and Pisa from Florence. Travel in a comfortable minibus and enjoy a guided tour of Siena's medieval streets, plus free time in San Gimignano. Take a break for lunch and wine at a Chianti winery, then admire the Leaning Tower of Pisa.

Swap the sightseeing bus for the chance to feel like a local as you ride your own Vespa through Tuscany on a tour from Florence. A local guide leads the way up through the scenic hills, where you pass the Piazzale Michelangelo and the Church of San Miniato al Monte. Afterward, head back to a country estate for a traditional Italian meal to top off your journey.

Skip the hassle of renting a car and explore Tuscany on a day trip from Florence. Explore the medieval city of Siena and its cathedral before heading to the hills of Chianti for a Tuscan lunch and wine tasting (optional). Roam the streets of San Gimignano and travel to Pisa to admire the architectural drama of Cathedral Square—home to the UNESCO-listed Leaning Tower of Pisa. Upgrade to include admission to climb the tower.

Explore Siena and San Gimignano without the self-drive stress, on a tour from Florence. See medieval landmarks, enjoy a guided walking tour of Siena, and savor a delightful Tuscan lunch at a winery. Visit the Piazza del Campo, Siena Cathedral, and the historic center of San Gimignano. Relax and soak in the stunning countryside views, with ample free time for exploration and gelato.

The Tuscan region of Chianti is known for its wine, but sussing out the best wineries on your own can take hours of research. Skip the hassle and head straight to three hand-picked wineries to tour the wine cellars and taste different varietals on this group wine tour from Florence. Midday, treat your senses to a light lunch of fresh regional products like bruschetta, handmade pasta, cheese, and salami. You'll also travel through the Tuscan countryside dotted with vineyards, olive groves, and villas, stopping to explore the traditional village of Greve.

Discover the best of Tuscany on an unforgettable journey through medieval landscapes, renowned wines, and charming historic towns. The tour begins in Pisa, where you can admire the famous Leaning Tower of Pisa and the impressive monuments of the Piazza dei Miracoli (Square of Miracles). The experience continues along scenic roads surrounded by the Tuscan hills until you reach San Gimignano, known for its medieval towers and unique atmosphere. Take the opportunity to explore historic streets, artisan shops, and savor traditional Tuscan cuisine paired with local wines. Finally, be enchanted by Siena, one of the most fascinating cities in the region, rich in art, culture, and breathtaking views. As a special bonus, you will receive an exclusive ebook with historical trivia, cultural tips, information about the destinations, and suggestions to further enhance your Tuscan experience.

Discover the enchanting Chianti region on a 5.5-hour afternoon wine tour through Tuscany’s rolling hills and vineyards. Visit two local wineries and enjoy tastings of around seven wines, including white, red, and rosato varieties, while learning about traditional wine-making techniques during guided cellar visits. Along the way, sample regional products such as extra virgin olive oil and balsamic vinegar, and stop at a scenic panoramic viewpoint for beautiful photos of the Tuscan countryside. Round-trip transportation from Florence by GT coach or minivan and the assistance of an expert multilingual guide are included.

Discover the enchanting landscapes of Tuscany on a private full-day tour from Florence. This personalized experience features a guided walking tour in Siena, where you'll explore the historic center and savor breakfast at a local bar. Visit the medieval village of Monteriggioni, capturing stunning photos of its ancient walls. At Tenuta Torciano, indulge in a traditional Tuscan lunch and wine tasting, with optional food activities available. Conclude your day with a visit to San Gimignano, renowned for its striking medieval towers, before returning to Florence in comfort. - Private transport in a Mercedes van for up to 6 travelers - Guided walking tour of Siena, including Piazza del Campo - Enjoy a traditional Tuscan lunch and wine tasting at Tenuta Torciano - Explore the medieval village of Monteriggioni and San Gimignano at your own pace

The tour is provided and focused to give you the best, during the driving, the driver is prepared and trained to provide description on Hystory and places reached, and ready to answer to your questions. It's an immersive cultural experience , inside knowledge and memorable encounters with local traditions. Full assistance during the trip is also provided. Changments on itinerary are also avalaible. Believe it or not, the Val d'Orcia experience is both relaxing and exciting!

The San Gimignano and Siena, with a stop in a famous winery is totally a must if you are coming in Italy. The trip give you the best experience to understand the life in Tuscany heritage, and to live for a day exactly as a resident. Beside the arts and cultural heritage , you can explore the wine and food genuine productions in the oldest and traditional part of Italy, in the middle of the Renaissance starting point. The tour leader will assist you in everything providing information's and description on main points of interest. You will see the magnificent Piazza del Campo, the Dome, the S. Domenico and S. Francis Church, and there will be some time for shopping as well.

A full-day cycling tour from Florence into the enchanting Chianti region promises a delightful escape into the Tuscan countryside. Pedal along serene country roads surrounded by cypress trees, vineyards, and olive groves, while stopping at local wineries for three tastings. This small-group tour ensures a personalized experience, complete with a light Tuscan lunch. Enjoy the rich history, food, and wine of Tuscany as you explore picturesque hilltop towns and earn your gelato or pasta along the way. - Discover the scenic Chianti region on a guided cycling tour - Enjoy two wine tastings and a light Tuscan lunch included - Small groups for a personalized experience (max 8 people) - Expert insights into local culture, history, and cuisine

Discover the heart of Chianti on this private 7-hour tour filled with wine and history. Visit a family-owned winery for an insightful guided tour of the vineyard and cellar, where you’ll learn about traditional wine production methods. Enjoy a delightful wine tasting featuring the iconic Chianti Classico and a traditional Tuscan lunch made with local ingredients **Lunch is not included in the tour price, an additional €60 per person will be charged from the winery** Explore charming medieval villages like Greve,Castellina, and Panzano, each offering stunning views and rich cultural heritage. This tour is perfect for wine enthusiasts and history lovers alike, providing an intimate experience of the beautiful Chianti region. - 7-hour private tour exploring Chianti's wineries and villages - Guided tour of a family-owned winery with wine tasting and a traditional Tuscan Lunch**not included in the price** - Visit picturesque villages with rich history and incredible views

Discover the charm, history, and flavors of Tuscany on this private full-day tour by luxury minivan, led by a licensed English-speaking driver-guide with deep local knowledge. Visit two UNESCO World Heritage sites—Siena, with its stunning Gothic cathedral and famous Piazza del Campo, and San Gimignano, known for its medieval towers and artisan shops. Enhance your experience with an optional wine tasting and full Tuscan lunch at a family-run winery (not included, but highly recommended). Enjoy a fully customizable itinerary with convenient pickup and drop-off from your accommodation in Florence. Highlights: -Private full-day tour for up to 7 travelers -Explore Siena and San Gimignano, both UNESCO World Heritage Sites -Travel in comfort with a luxury minivan with Wi-Fi and licensed English-speaking driver-guide -Optional wine tasting and lunch at a local winery (not included, but highly recommended) -Hassle-free pickup and drop-off from Florence

Discover the heart of Tuscany with a private wine tour in Chianti, tailored to your group's preferences. Your private driver picks you up at your door in a comfortable Mercedes V-Class and stays with you for the whole day. We'll take you to Poggio Amorelli, our family winery, where you can enjoy a homemade lunch and a guided tasting of Chianti Classico wines (lunch and tasting are paid directly at the winery). Explore medieval villages and scenic vineyards at your own pace, with a flexible itinerary built around your interests. Included: -Private Mercedes V-Class with driver for up to 7 guests, full day -Door-to-door pick-up and drop-off -Flexible itinerary with stops at villages and historical sites -Bottled water on board Not included (paid on site): -Lunch at Poggio Amorelli -Wine tastings -Entrance fees

Discover three of Tuscany’s most iconic destinations all in one day—and benefit from hassle-free transit—on this time-saving four from Florence. Snap photos of the famous Leaning Tower and Piazza dei Miracoli in Pisa, stroll through the UNESCO-listed hill town of San Gimignano, and step inside Siena’s cathedral. This tour also includes bonus experiences, such a wine tasting in Chianti and a traditional Tuscan lunch.

Explore the beautiful Tuscan countryside like a real Italian on the back of an authentic Vespa scooter. Zip along hillside roads past historic villas, medieval villages, olive groves, and vineyards. Stop at a local farm and winery for a fresh Tuscan lunch and a tasting of Chianti wines. Drive your own Vespa, or ride with an experienced guide if you prefer.

Chianti is one of Tuscany's most prestigious wine-producing areas, but getting around the countryside to visit wineries on your own can be a hassle. On this wine tour, leave the driving to an expert and relax on board an air-conditioned coach or minivan while you take in the views. Visit two wineries to sample up to seven different wines, plus olive oil, balsamic vinegar, and other regional specialties

Break from the hustle and bustle of Florence for a tour into the heart of the Tuscan countryside. On this small-group excursion, visit the villages of Certaldo and Monteriggioni, learn to make authentic Tuscan dishes during a cooking class, and sample several Chianti wines during a guided tasting and lunch. This tour includes a balanced mix of guided exploration with free time at each destination.

Chianti is home to the scenic wine country and notable cellars, but getting there on unfamiliar rural roads on your own can be challenging. This group wine tour takes you to two different wineries in the Tuscan hills to explore the vineyards and their cellars, as well as relax over guided tastings. Sip local reds and whites, plus sample balsamic vinegar and extra-virgin olive oil, while enjoying views over the Chianti countryside.

See more of Tuscany in less time on this expertly curated small-group tour from Florence. Travel through the region’s most iconic destinations—Pisa, Siena, and San Gimignano—without the hassle of organizing transport or logistics. Capture unforgettable photos of the Leaning Tower in Pisa, enjoy a traditional Tuscan lunch and wine tasting at a local winery, and explore Siena’s historic center with a guided visit. Finally, wander through the medieval streets of San Gimignano, famous for its skyline of towers and award-winning gelato. Combining culture, scenery, and authentic flavors, this tour offers a complete Tuscan experience—ideal for first-time visitors and those short on time. Note:Wine tastings take place in English, with your tour leader providing translation support when needed. A moderate amount of stairs and walking is involved During special events, opening times can change The tour itinerary may change, but all tour stops will be visited

Discover the countryside and towns of Tuscany on a day trip from Florence, and see more of the region than you could manage alone. You’ll travel with a guide in a small group of no more than 12 people, and enjoy a mix of guided tours, free time, and tastings for an in-depth visit. Highlights include Siena, San Gimignano, the Leaning Tower of Pisa, and lunch at a Tuscan winery.

Soak up the charm of the Tuscan countryside on a half-day trip to San Gimignano from Florence. Follow your multilingual guide around the UNESCO-listed medieval town to learn about its history and culture and enjoy free time to wander its scenic streets or take in the sweeping view from its hillside vantage point. End the experience with a picnic among the vineyards, savoring local Tuscan specialties paired with regional wine.

The historic winemaking region of Chianti is tough to reach without private transportation. But on this full-day wine-tasting excursion, which includes round-trip transfers, you’ll swap the crowded sights of Florence for rolling hills and traditional villages. Meet local producers and savor seasonal produce over a guided tasting at two wineries. Then, sit back and enjoy a tasty Tuscan dinner with the vineyards of Chianti as your backdrop.