Best of Florence & Tuscany | 7 Days of Wine, Wonders & Coastal Beauty

Is this the right trip?

Experience the timeless beauty of Tuscany and the Italian Riviera on this 7-day partially guided tour, combining the freedom to explore at your own pace with expertly guided day trips to Italy’s most iconic destinations. Stay in Florence and discover the region’s rich history, world-famous art, rolling vineyards, medieval hill towns, and breathtaking coastal scenery. Journey through the picturesque Chianti countryside for a wine tour and tasting, visit the legendary Leaning Tower of Pisa, and admire the colorful cliffside villages of Cinque Terre. Explore Florence aboard a convenient City Sightseeing Hop-on Hop-off Bus, allowing you to discover the city’s highlights at your own pace. Complete your Tuscan adventure with a full-day excursion to the enchanting towns of Siena, San Gimignano, and Monteriggioni, each offering a unique glimpse into Italy’s medieval heritage. Perfect for travelers seeking a balance of guided experiences and independent exploration, this itinerary showcases the very best of Tuscany in just seven unforgettable days.

1. 01 Day 1

   Arrival at Florence

   Florence

   Upon arriving at Amerigo Vespucci Airport (FLR), meet your driver in the arrival hall for a transfer to your hotel in Florence . After checking in (available from 14:00), you’ll have free time to explore your hotel at your leisure. Please note that early check-in is subject to availability upon arrival.

   Florence

2. 02 Day 2

   Chianti

   Italy

   After breakfast, walk to the nearby meeting point for your group tour. It’s just a short distance from your hotel. The meeting point is at Piazzale Montelungo. Breathtaking views of Chianti, food and wine tastings: Uncover the secrets of winemaking and enjoy a tasting of the best wines and local products at a cosy winery in the heart of the Florentine Chianti Classico. Continue on to the picturesque medieval village of Greve, which plays host to the Chianti region wine fair every year. Moving along the historical Via Chiantigiana, cross the Senese Chianti Classico area, and discover a family-run winery. They'll show you the cellars and let you sample some more wine and products. A great tour for anyone looking to experience Tuscan produce and culture, without having to drive! 14:15 - Starting point Get directions: Look for your guide wearing blue clothing with “Caf Tour” and “Gray Line” logo, at the end of the ramp connecting the railway station. 14:30 - Transport in bus (60 mins) 15:30 - Winert visit with wine tasting (70 mins • Admission ticket included • Visit an organic winery, learn about wine-making, and enjoy a tasting.) 16:40 - Transport in bus (35 mins • Admission ticket included • Take a scenic drive through the Chianti vineyards.) 17:15 - Winery visit and wine tasting (70 mins • Admission ticket included • Enjoy a tour and tasting at a family-run organic winery.) 18:25 - Bus transfer back to Florence (60 mins)

   Italy

   Day tour Chianti 6 hours · Meets at Piazzale Montelungo See the tour
3. 03 Day 3

   Free at your Leisure

   Florence

   ­Today is yours to enjoy at your own pace in the heart of Florence. Wander through the city's charming cobblestone streets, admire its magnificent Renaissance architecture, browse local boutiques and artisan shops, or relax at a traditional Italian café while soaking up the vibrant atmosphere. You may choose to visit iconic landmarks such as the Cathedral of Santa Maria del Fiore, Piazza della Signoria, or stroll across the historic Ponte Vecchio. Food lovers can also indulge in authentic Tuscan cuisine at one of the city's many trattorias. Whether you prefer sightseeing, shopping, art, or simply relaxing, Florence offers something for every traveler.

   Florence

4. 04 Day 4

   Pisa & Cinque Terre

   Pisa

   After breakfast, walk to the nearby meeting point for your group tour. It’s just a short distance from your hotel. The meeting point is at Piazzale Montelungo. A day at the Italian seaside including all transport and free time to explore See the terraced landscapes, local fishermen, and indulge in the region's delicacies. Relax on a comfortable, air-conditioned coach for a scenic two-hour ride, accompanied by insightful narration about the rich history and culture. Upon arrival, board a local train for a picturesque coastal journey. Discover the charming town of Manarola and Monterosso, the largest Cinque Terre town, where you can enjoy local cuisine, shop, or even take a refreshing swim in the sea. Optionally, enjoy a boat tour to admire Cinque Terre's UNESCO World Heritage site from the water. Enjoy free time to explore Pisa, home to the iconic Leaning Tower. If you want to make the most out of this Cinque Terre experience, we also offer an optional gentle walk, for those who want to see the mainland and coastline scenery from a different perspective. 06:55 - Meet the guide 07:15 - Transport to La Spezia ( 2 hours 20 mins • Guided • Admission ticket included) 10:00 - Train to Manarola from La Spezia and free time (105 mins) 11:48 - Train to Monterosso al Mare and free time (2 hours 45 mins • Guided • Admission ticket included) 14:15 - Train from Monterosso to La Spezia (30 mins • Guided • Admission ticket included 16:00 - Transport to Pisa + Free time (2 hours 45 mins•Guided • Free admission) It is time to reach Pisa! Take the bus to reah Pisa and have a bit more than 1 hour to visit Pisa on your own. 17:30 - Trasport to Florence (90 mins) Final sampling of the Liguria region’s famous flavors, because soon you’ll be back on board the train for a quick ride to your private air-conditioned coach to Florence. 19:00 - Arrival in Firenze at Piazzale Montelungo (Guided • Admission ticket included)

   Pisa

   Day tour Pisa & Cinque Terre 13 hours · Meets at Piazzale Montelungo See the tour
5. 05 Day 5

   City Sightseeing Florence

   Florence

   After breakfast, walk to the nearby bus stop for your Hop-on Hop-off Bus Tour. It’s just a short distance from your hotel. The bus stop is at Largo Alinari. ­ Jump on-board and travel in style between 44 must-see locations. ­ Duration: Ticket valid for 24 or 48 hours from first use Audio guide: English and 7 other languages ­ Included Hop-on Hop-off tickets Audioguide Free App "Sightseeing Experience", including City Walking Tour and real-time bus tracker (available in English, Italian, French, Spanish, and German) ­ Description The fleet of air-conditioned buses will whisk you between 44 stops, specially chosen to give you a comprehensive introduction to Florence's rich history and dazzling culture. With audio guides in eight languages, you'll get to know the ins and outs of the Tuscan capital in no time. ­ With your hop-on hop-off pass you can access two routes, covering the entire city center. From the Florence Cathedral to Michelangelo's David, you'll have more than enough time to see it all - just think of all that extra gelato and espresso you can fit in! ­ The plush open-top buses are the most comfortable way to see all the sights as efficiently as possible, and with their unbeatable panoramic views, you may never want to get off. ­ But when you do get off to investigate the Cradle of the Renaissance you'll do so safe in the knowledge that the buses run every 60 minutes. So that means more time for sightseeing and less trudging between attractions. Plus, with free WiFi and air conditioning, they're the perfect way to rest and recharge on your way to the next must-see attraction.

   Florence

6. 06 Day 6

   Siena, San Gimignano & Monteriggioni

   Siena

   After breakfast, walk to the nearby meeting point for your group tour. It’s just a short distance from your hotel. The meeting point is at Piazzale Montelungo. Live guide: English, Spanish Cross the beautiful Chianti hills as you ride south from Florence in an air-conditioned bus. Visit Monteriggioni and its intact medieval city walls. Make the second stop at Siena, where you'll explore the Piazza del Campo, famous for the Palio Horse Race and for its splendid examples of civic architecture. Finally, visit San Gimignano, a medieval town declared a World Heritage Site by UNESCO. Take time to wind your way through the narrow streets and admire the landscape of this charming Tuscan city. Then, head to the Chianti hillside and enjoy postcard-perfect landscapes and conclude your day at a famous wine estate with red wine and Italian snacks. Gimignano, also known as the “town of Fine Towers” 08:25 - Meeting Point Get directions: Meet our staff at TOURS & NEWS KIOSK at Piazzale Montelungo Bus Terminal. Look for our staff wearing a fuchsia "Ciao Florence Jacket" and holding a "Ciao Florence" Clipboard 08:45 - Transfer from Florence to Monteriggioni (60 mins • Guided • Jump on your fully fitted bus and enjoy a comfortable ride towards your destination: Monteriggioni) 09:45 - Monteriggioni (45 mins) Get off in Monteriggioni and get ready to start your trip discovering the wonders of the Tuscany Region by exploring on your own this little hidden medieval gem 10:30 - Transfer from Monteriggioni to Siena (20 mins) Be ready to discover one of the most beautiful cities in Tuscany. Hop off the bus and follow your tour leader to the centre of Siena 11:15 - Guided Tour of Siena (60 mins • Guided) Follow your experienced local guide around Siena’s narrow streets. Let yourself be enchanted by the amazing views of the “city of the Palio” and learn all the secrets that lies behind it 12:45 - Free Time in Siena (2 hours) Enjoy your free time to wander around Siena on your own 14:45 - Transfer from Siena to Chianti winery (45 mins • Guided • Admission ticket included) Jump on your fully fitted bus and get ready to discover the amazing Chianti region by visiting a local winery 15:15 - Chianti region Wine Tasting in a local winery (60 mins) Discover all the secrets behind the intricate processes of winemaking 16:15 - Transfer from Chianti to San Gimignano (30 mins) Your bus will now lead you to the last stop of your beautiful journey around Tuscany: San Gimignano, also known as the “town of Fine Towers” 16:45 - Free time in San Gimignano (90 mins) Discover the beauty of The Manhattan of the Middle Ages by strolling around its peculiar little streets. Enjoy your free time by wandering around this little beautiful town 18:15 - Transfer from San Gimignano to Florence (75 mins) Seat on your comfortable fully fitted coach and relax as you come back to Florence with your heart full of new sweet memories

   Siena

   Day tour Siena, San Gimignano & Monteriggioni 10 hours 30 minutes · Meets at Piazzale Montelungo See the tour
7. 07 Day 7

   Departure Florence

   Florence

   After breakfast, meet your driver and transfer to the Amerigo Vespucci Airport (FLR) . We recommend scheduling your hotel pick-up up to 4 hours before your flight departure time. Please note that hotel check-out is at 12:00 noon, and late check-out will be subject to availability.

   Florence

What's included