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Book the Best of Chianti Tours and Experiences
A complete Tuscan adventure with iconic sights, optional lunch, and wine tasting.
- Enjoy round-trip transfers by coach or minivan from Florence to the Tuscan countryside and explore its breathtaking landscapes.
- With the expertise of a multilingual guide, get a taste of the authentic Tuscan experience on a full-day tour.
- Visit the enthralling city of Siena where you’ll visit the Piazza del Campo, famous for its Palio di Siena horse race.
- Upgrade to relish a delicious lunch of Tuscan cuisine, and an authentic local wine-tasting tour. Visit the medieval town of San Gimignano and explore to your heart’s desire.
- Go to Pisa and its stunning Piazza dei Miracoli. Admire the Baptistery and the famous Leaning Tower.
A complete Tuscan adventure with iconic sights, optional lunch, and wine tasting.
- Enjoy round-trip transfers by coach or minivan from Florence to the Tuscan countryside and explore its breathtaking landscapes.
- With the expertise of a multilingual guide, get a taste of the authentic Tuscan experience on a full-day tour.
- Visit the enthralling city of Siena where you’ll visit the Piazza del Campo, famous for its Palio di Siena horse race.
- Upgrade to relish a delicious lunch of Tuscan cuisine, and an authentic local wine-tasting tour. Visit the medieval town of San Gimignano and explore to your heart’s desire.
- Go to Pisa and its stunning Piazza dei Miracoli. Admire the Baptistery and the famous Leaning Tower.
Inclusions
- Full-day tour of Tuscany, Siena, San Gimignano and Pisa
- Expert English, Spanish, Italian, Portuguese, or French-speaking guide
- Round-trip transfers from Florence by coach
- Typical Tuscan lunch with drinks (optional)
- Wine tasting (optional)
Exclusions
- Entry to Leaning Tower of Pisa
- Entry to Siena Cathedral
- You can cancel these tickets up to 24 hours before the experience begins and get a full refund.
4.4(3,904)
From Florence: Pisa, San Gimignano, Siena & Chianti Day Trip with Lunch & Tuscan Tastings
Itinerary
TOTAL DURATION12 hours
MODE OF TRANSFERA/C Bus
Start point
Central Florence
77 min by A/C Bus84.5 km
1. Pisa
Highlights
Leaning Tower of Pisa
81 min by A/C Bus78.8 km
2. San Gimignano
Highlights
Duomo di San Gimignano
Things to do
Tuscan lunch
46 min by A/C Bus41.9 km
3. Siena
Highlights
Piazza del Campo
Siena Cathedral
78 min by A/C Bus77 km
End point
Central Florence
Your ending point would be same as your start point
See Pisa, San Gimignano & Siena in a single day with iconic sights, Tuscan charm, and a hearty lunch.
- Day out to: the Leaning Tower of Pisa, scenic San Gimignano, and historic Siena from Florence.
- You’ll get round-trip coach transfers, time to explore each destination, and a traditional Tuscan lunch with curated local pours.
- Pisa & San Gimignano: Snap photos at the Leaning Tower in Pisa and enjoy a countryside lunch paired with regional flavors in San Gimignano.
- Siena: Wander medieval alleyways, bustling piazzas, and Gothic landmarks in the heart of Siena.
- Upgrades: Enhance your visit with a guided walking tour of Siena and optional entry to its iconic cathedral.
See Pisa, San Gimignano & Siena in a single day with iconic sights, Tuscan charm, and a hearty lunch.
- Day out to: the Leaning Tower of Pisa, scenic San Gimignano, and historic Siena from Florence.
- You’ll get round-trip coach transfers, time to explore each destination, and a traditional Tuscan lunch with curated local pours.
- Pisa & San Gimignano: Snap photos at the Leaning Tower in Pisa and enjoy a countryside lunch paired with regional flavors in San Gimignano.
- Siena: Wander medieval alleyways, bustling piazzas, and Gothic landmarks in the heart of Siena.
- Upgrades: Enhance your visit with a guided walking tour of Siena and optional entry to its iconic cathedral.
Inclusions
- Full-day trip around Pisa, San Gimignano, and Siena
- Multilingual assistance on board
- Pick up from Florence
- Round-trip AC coach transfer
- Lunch with local blends in San Gimignano
- Guided tour of Siena city center (as per option selected)
- Guided tour of Siena Cathedral and city center (as per option selected)
Exclusions
- Hotel transfers
- Personal expenses
What to bring
- Wear comfortable walking shoes as the tour involves a fair amount of walking.
- For entry to Siena Cathedral (if selected), wear clothing that covers knees and shoulders.
- Bring a valid ID if you plan to taste regional pairings.
What's not allowed
- Alcoholic beverages will not be served to guests under 18 years of age.
Accessibility
- This experience is not accessible for wheelchair users or pram/strollers.
Additional information
- Guests under 18 can join the tour only if accompanied by at least one adult.
- The order of visits may change depending on traffic or local conditions.
- Hotel transfers are not included.
- Personal expenses (souvenirs, additional snacks, optional upgrades) are not included.
- You can cancel these tickets up to 48 hours before the experience begins and get a full refund.
Itinerary
TOTAL DURATION5 hours 30 minutes
MODE OF TRANSFERA/C Bus
Start point
Florence
38 min by A/C Bus30 km
1. Chianti Classico
Things to do
Vineyard tours & wine tasting
40 min by A/C Bus35 km
End point
Florence
Your ending point would be same as your start point
Half-day trip from Florence to two Chianti Classico wineries with guided tastings & transfers.
- Day out to: Tuscany’s Chianti Classico countryside on a half-day trip from Florence, with round-trip transfers by air-conditioned coach. Journey through the scenic Via Chiantigiana, lined with vineyards, olive groves, and medieval villages.
- You’ll get: Enjoy a full-day Chianti experience with a licensed English-speaking escort, visits to two family-run wineries, guided vineyard and cellar tours, tastings of signature Chianti Classico wines, regional snacks with olive oil samples, and free time to soak in the countryside charm or browse local shops.
Half-day trip from Florence to two Chianti Classico wineries with guided tastings & transfers.
- Day out to: Tuscany’s Chianti Classico countryside on a half-day trip from Florence, with round-trip transfers by air-conditioned coach. Journey through the scenic Via Chiantigiana, lined with vineyards, olive groves, and medieval villages.
- You’ll get: Enjoy a full-day Chianti experience with a licensed English-speaking escort, visits to two family-run wineries, guided vineyard and cellar tours, tastings of signature Chianti Classico wines, regional snacks with olive oil samples, and free time to soak in the countryside charm or browse local shops.
Inclusions
- Assistance at the meeting point
- Transport by air conditioned bus with Wi-Fi on board
- Licensed tour escort
- Wine tasting
- This experience is not accessible by wheelchair and pram/strollers.
- Drinks will not be served to guests under the age of 18 years.
- Guests under the age of 18 years can join the tour if they are each accompanied by at least one adult.
- You can cancel these tickets up to 48 hours before the experience begins and get a full refund.
Itinerary
TOTAL DURATION13 hours
Start point
Florence
2 hr 23 min182 km
1. Manarola
Highlights
Piazza Papa Innocenzo IV
Via Rollandi
5 min6 km
2. Riomaggiore
Highlights
Piazza Vignaioli
Castello di Riomaggiore
10 min16 km
3. Vernazza
Highlights
Santa Margherita di Antiochia Church
Ruins of Doria Tower
5 min4 km
4. Monterosso al Mare
Highlights
Fegina Beach
Aurora Tower
Things to do
Lunch (optional)
2 hr 35 min186 km
End point
Florence
Your ending point would be same as your start point
Traipse through 4 enchanting towns in the UNESCO-listed Cinque Terre, with all transport from Florence sorted!
- Catch a bus from the city center followed by a train in Cinque Terre to Manarola and Riomaggiore, discovering their quaint squares.
- Whether you set off to the fishing village of Vernazza by train or boat, it's a panoramic ride hugging the Ligurian coast!
- At the large hill town of Monterosso, take the perfect dip into Fegina beach's turquoise swells around stacked sandstone.
- Select the lunch option to arrive at a classic restaurant for a scrumptious spread of local items.
Traipse through 4 enchanting towns in the UNESCO-listed Cinque Terre, with all transport from Florence sorted!
- Catch a bus from the city center followed by a train in Cinque Terre to Manarola and Riomaggiore, discovering their quaint squares.
- Whether you set off to the fishing village of Vernazza by train or boat, it's a panoramic ride hugging the Ligurian coast!
- At the large hill town of Monterosso, take the perfect dip into Fegina beach's turquoise swells around stacked sandstone.
- Select the lunch option to arrive at a classic restaurant for a scrumptious spread of local items.
Inclusions
- Full-day trip around Cinque Terre
- Expert local assistance in English & Spanish
- Pick up from Florence
- Round-trip AC bus transfers
- Train or boat transfers within Cinque Terre
- Lunch with drinks (optional)
What to bring
- Keep your official ID or passport readily available for a seamless experience.
- Bring a swimsuit, sun protection, and water bottles. Comfortable shoes are recommended, as the tour involves a fair amount of walking.
Accessibility
- This experience is partially accessible for wheelchairs and prams/strollers.
Additional information
- The tour departs at 7am until 28 February 2026, and at 6:50am from 1 March 2026.
- Boat rides are not available from November to March.
- The itinerary may change, and some stops might be skipped due to weather conditions.
- No refunds are provided in case of delays at the meeting point.
- Punctuality at each meeting point is strongly recommended during the excursion.
- You can cancel these tickets up to 24 hours before the experience begins and get a full refund.
Itinerary
TOTAL DURATION10 hours 30 minutes
MODE OF TRANSFERA/C Bus
Start point
Central Florence
71 min by A/C Bus78.3 km
1. Siena
Highlights
Palazzo Pubblico
46 min by A/C Bus41.7 km
2. San Gimignano
Highlights
Piazza della Cisterna
57 min by A/C Bus45.9 km
3. Chianti Classico
Things to do
Vineyard tour & wine tasting
50 min by A/C Bus29.1 km
End point
Central Florence
Your ending point would be same as your start point
A classic Tuscan trio—Siena, San Gimignano & Chianti—all in one seamless day trip from Florence.
- Day out to the medieval gems of Siena and San Gimignano before heading to a charming Chianti countryside estate.
- You’ll get round-trip coach transfers, a guided tour of Siena, free time in San Gimignano, and a countryside meal with regional pairings.
- Siena: Join a guided tour of Piazza del Campo and admire the Palazzo Pubblico and Mangia Tower.
- San Gimignano & Chianti: Stroll San Gimignano’s UNESCO-listed lanes at your pace, then unwind at a Chianti estate with a 3-course Tuscan lunch and curated sips.
A classic Tuscan trio—Siena, San Gimignano & Chianti—all in one seamless day trip from Florence.
- Day out to the medieval gems of Siena and San Gimignano before heading to a charming Chianti countryside estate.
- You’ll get round-trip coach transfers, a guided tour of Siena, free time in San Gimignano, and a countryside meal with regional pairings.
- Siena: Join a guided tour of Piazza del Campo and admire the Palazzo Pubblico and Mangia Tower.
- San Gimignano & Chianti: Stroll San Gimignano’s UNESCO-listed lanes at your pace, then unwind at a Chianti estate with a 3-course Tuscan lunch and curated sips.
Inclusions
- Full-day trip around Siena, San Gimignano, and Chianti
- Multilingual assistance on board
- Pick up from Florence
- Round-trip AC coach transfer
- Expert English-speaking guide in Siena
- Vineyard visit, lunch, and wine tasting in Chianti
- Tip: When in San Gimignano, seek out the Rocca di Montestaffoli. This old fortress offers a quieter panoramic vantage with lovely gardens that many tourists miss.
- This experience is not accessible by wheelchair and pram/strollers.
- Your safety is our priority. Drinks are not served for guests under the age of 18 years.
- Minors under the age of 18 years can join the tour if they are each accompanied by at least one adult.
- You can cancel these tickets up to 24 hours before the experience begins and get a full refund.
Itinerary
TOTAL DURATION10 hours 30 minutes
MODE OF TRANSFERA/C Bus
Start point
Central Florence
71 min by A/C Bus78.3 km
1. Siena
Highlights
Banca Monte dei Paschi
Siena Cathedral
59 min by A/C Bus45.5 km
2. Chianti Classico
Things to do
Vineyard tour & wine tasting
Tuscan lunch
55 min by A/C Bus46.4 km
3. San Gimignano
Highlights
Torre Grossa
70 min by A/C Bus61.1 km
End point
Central Florence
Your ending point would be same as your start point
Two Tuscan treasures, one unforgettable day: explore Siena and San Gimignano.
- Day out to Siena and San Gimignano from Florence, all in one day.
- You’ll get round-trip AC coach travel, a guide on-board, and independent sightseeing in these cities.
- Siena & San Gimignano: Wander Siena’s historic streets on your own and admire San Gimignano’s medieval skyline, known as the 'Manhattan of the Middle Ages'.
- Upgrades: Opt for a guided walking tour of Siena and entry to the grand Siena Cathedral for deeper insight.
Two Tuscan treasures, one unforgettable day: explore Siena and San Gimignano.
- Day out to Siena and San Gimignano from Florence, all in one day.
- You’ll get round-trip AC coach travel, a guide on-board, and independent sightseeing in these cities.
- Siena & San Gimignano: Wander Siena’s historic streets on your own and admire San Gimignano’s medieval skyline, known as the 'Manhattan of the Middle Ages'.
- Upgrades: Opt for a guided walking tour of Siena and entry to the grand Siena Cathedral for deeper insight.
Inclusions
- Full-day trip around Siena and San Gimignano
- Multilingual assistance on board
- Pick up from Florence
- Free tine to explore Siena, a UNESCO World Heritage Site
- Free time to explore San Gimignano
- Round-trip AC coach transfer with Wi-Fi and USB charging on board
- Guided tour of Siena city center (as per option selected)
- Entry to Siena Cathedral and Piccolomini Library (as per option selected)
- Tip: It's possible to walk along the 2176-metre perimeter of the second circle of city walls that mark the historical centre of San Gimignano.
- This experience is not accessible by wheelchair and pram/strollers.
- The wine tasting experience is restricted for guests under the age of 18 years.
- Guests under 18 can join the tour if they are each accompanied by at least one adult.
- Guests who have opted to visit the Siena Cathedral must wear clothing that covers the knees and shoulders.
- This tour involves a fair amount of walking, so comfortable shoes are highly recommended.
- Please note that the order of visits is subject to change.
- You can cancel these tickets up to 24 hours before the experience begins and get a full refund.
NEW
From Florence: Chianti Countryside & Olive Grove Semi-Private Tour with Lunch & Gourmet Pairings
Deep dive into Chianti’s rich food and flavor traditions with gourmet pairings and estate visits.
- Day out to Chianti from Florence with stops at wineries, an olive oil mill, and a traditional countryside lunch.
- You’ll get Round-trip transfers, expert-led tastings at three estates, a visit to an olive mill, and a Tuscan lunch with regional pairings.
- Chianti Estates: Visit three unique wineries, explore scenic vineyards and cellars, and enjoy curated pours guided by in-house experts.
- Olive Mill & Village Views: Stop at a local olive oil mill and take in charming views near a traditional Tuscan village.
- Upgrades: Enjoy smaller group sizes and enhanced sommelier-led sessions for a more personalized tasting experience.
Deep dive into Chianti’s rich food and flavor traditions with gourmet pairings and estate visits.
- Day out to Chianti from Florence with stops at wineries, an olive oil mill, and a traditional countryside lunch.
- You’ll get Round-trip transfers, expert-led tastings at three estates, a visit to an olive mill, and a Tuscan lunch with regional pairings.
- Chianti Estates: Visit three unique wineries, explore scenic vineyards and cellars, and enjoy curated pours guided by in-house experts.
- Olive Mill & Village Views: Stop at a local olive oil mill and take in charming views near a traditional Tuscan village.
- Upgrades: Enjoy smaller group sizes and enhanced sommelier-led sessions for a more personalized tasting experience.
Inclusions
- Florence pick up
- Small-group day trip around Chianti
- Round-trip Mercedes minibus or minivan transfers
- Guided tour of 1 olive oil mill & 3 wineries with tastings
- Typical Tuscan lunch
- Guided tour of a Tuscan village
Exclusions
- Hotel transfers
- Personal expenses
- Tip: If you're a foodie, ask for pairing recommendations! Mill staff can often suggest specific dishes or recipes that highlight the best qualities of their olive oil.
- This experience is not accessible by wheelchair and pram/strollers.
- For safety reasons, guests under 18 are not permitted to take part in the tasting experience.
- Guests under 18 can join the tour if they are each accompanied by at least one adult.
- Please inform in advance if you have any food allergies or intolerances. Vegetarian needs can also be accommodated with prior notice.
- You can cancel these tickets up to 24 hours before the experience begins and get a full refund.
