How far is Chianti from Florence?

The distance between Florence and the Chianti region is approximately 35 kilometers (21 miles) by road. It's a 45 minutes - 1 hour drive.

How long is the day trip from Florence to Chianti?

Most Chianti tours last 5 to 11 hours, depending on the itinerary. Half-day tours focus on wine tastings and estate visits, while full-day options include stops in Siena, San Gimignano, or Pisa. All experiences include round-trip transfers, so you’ll return to Florence the same day.

What are the different ways to reach Chianti from Florence?

Chianti isn’t directly connected by train, and local buses don’t stop near most vineyards. You can self-drive (about 45 minutes each way) or book a guided coach tour, which is the easiest and safest option for wine tastings. Guided tours handle transport, reservations, and language assistance, you just sit back and enjoy the ride.

Can I visit other attractions near Chianti on the same day?

Yes. Several full-day tours combine Chianti with Siena, San Gimignano, or Pisa, giving you a balanced Tuscan experience. Check our Tuscany Day Trips from Florence for combo options that include scenic hill towns and iconic landmarks.

How early should I book a Chianti tour, especially during peak season?

It's recommended to book your Chianti tour at least two weeks in advance during peak season (June to August) to ensure availability, especially for popular tours that include wine tastings and visits to multiple towns. During other seasons, booking 3 days to one week in advance is fine.

Can I customize my Chianti tour?

While the core itinerary is standardized to ensure you experience the best of Chianti, we offer a variety of permutations and combinations to suit your preferences. You can choose from top experiences like visiting specific wineries, exploring historic towns such as Siena and San Gimignano, or even adding a traditional Tuscan lunch. This flexibility allows you to tailor your day while still benefiting from a well-planned tour.

Are the vineyard visits suitable for families with children?

The Chianti region is known for its laid-back, family-oriented culture, making it a comfortable environment for families to enjoy wine tasting and local cuisine together. Although, do note that guests under 18 must be accompanied by an adult to book our tours. Many wineries in Chianti are family-friendly, offering activities like scavenger hunts, outdoor play areas, and educational components about winemaking. It is generally recommended that children be at least **5 years old** to enjoy the experience.

Can I visit Chianti on my own without a tour?

It’s possible by renting a car, but parking can be limited, and many wineries require advance bookings for tastings. A guided tour offers better access, guaranteed tastings, and no need to drive after wine sampling, making it the preferred choice for most travelers.

Where is the meeting point for Chianti tours?

Most tours depart from central Florence, usually near Santa Maria Novella train station or designated city meeting points. Exact details will be mentioned in your booking confirmation email.

What happens if the weather is bad?

Chianti tours operate year-round, and light rain rarely affects the experience, most tastings and cellar tours are indoors. In case of extreme weather, tour operators offer rescheduling or refunds as per their policy.

Chianti Tours from Florence | Wine Tastings & Tuscan Views

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Day Trips

From Florence: Chianti Wineries Tour with Wine Tasting

What to bring

Wear comfortable walking shoes as winery visits may include short uphill walks.

What’s not allowed

Guests under 18 years old are not allowed to participate in wine tastings and must be accompanied by at least one adult.

Accessibility

This experience is not accessible by wheelchair or pram/strollers.

Additional information

Wi-Fi may not work properly in certain parts of the Chianti countryside due to limited network coverage.
The tour operates with a regular group of up to 45 guests.

‌

Check availability

Free cancellation

Book now, pay later

5 hrs

Transfers available

‌

Guided Tours

From Florence: Pisa, Siena, San Gimignano & Chianti Day Trip with Wine Tasting & Lunch

Four sides of Tuscany in one day — art cities, a Chianti winery tasting, Tuscan lunch & medieval hilltop villages.

Full day out to: Pisa, Chianti, San Gimignano, and Siena from Florence on a full-day scenic journey.
You’ll get: Travel in an AC coach with Wi-Fi and a multilingual tour leader, free time in Pisa, Siena, and San Gimignano, plus a Chianti winery visit with 3 wine tastings and a traditional Tuscan lunch.
Pisa: Walk through Piazza dei Miracoli, admire the Cathedral and Baptistery, and see the world-famous Leaning Tower, with time to explore at your own pace.
Chianti: Stop at a local winery nestled in rolling hills for a relaxed Tuscan meal paired with regional wines and vineyard views.
San Gimignano: Wander cobbled streets lined with medieval towers, browse artisan shops, and soak in views of this UNESCO-listed hill town.
Siena: Discover the charm of this historic city, from Piazza del Campo to its Gothic cathedral, with optional guided tours that dive deeper into its traditions.
Upgrades: Add a guided tour of Siena, include Cathedral access, or climb the Leaning Tower of Pisa for panoramic views.

‌

Check availability

Free cancellation

Book now, pay later

12 hrs

Transfers available

Meals included

‌

Guided Tours

From Florence: Siena, San Gimignano & Chianti Day Trip with Wine Tastings

Two of Tuscany's finest medieval towns and a Chianti winery, without the whistle-stop rush.

Day out to: Siena, San Gimignano, and Chianti on a scenic day trip from Florence.
You’ll get: Round-trip AC coach transfers with Wi-Fi, a multilingual tour leader, free time in Siena and San Gimignano, plus a Chianti winery visit with 3 wine tastings.
Siena: Wander through a UNESCO-listed old town filled with Gothic architecture, lively squares, and historic charm, or upgrade for a guided walk.
Chianti: Head into Tuscany’s wine country for a relaxed winery stop, where you’ll taste 3 regional wines surrounded by vineyard views.
San Gimignano: Explore the iconic “Town of Towers,” known for its medieval skyline, cobbled streets, and artisan shops.
Upgrades: Add a guided tour of Siena to uncover the stories behind its historic streets, Piazza del Campo, and local traditions.

‌

Check availability

Free cancellation

Book now, pay later

10 hrs 30 mins - 11 hrs 30 mins

Transfers available

‌

Day Trips

From Florence: Small Group Pisa, Siena, San Gimignano & Chianti Day Trip

Travel Tuscany’s highlights in a small group of just 20 guests for a more relaxed, personal day out.

Day out to: Pisa, Siena, San Gimignano, and the Chianti wine region on a scenic small-group journey from Florence.
You'll get: Travel with a maximum of 20 guests, round-trip AC coach transfers, onboard Wi-Fi, a local tour leader, free time in Pisa, Siena, and San Gimignano, a Chianti winery visit with 3 wine tastings, and a traditional Tuscan lunch.
Pisa: Enjoy free time to admire the Leaning Tower, stroll through the Square of Miracles, and explore the city at your own pace.
Siena: Wander medieval streets, discover Piazza del Campo, and soak up the atmosphere of one of Tuscany's most captivating cities.
San Gimignano: Explore a UNESCO-listed hill town famed for its medieval towers, artisan shops, and sweeping countryside views.
Upgrades: Choose the Siena guided tour option to uncover the stories, traditions, and architecture that shaped this historic city.

‌

Check availability

Free cancellation

Book now, pay later

11 hrs 30 mins - 12 hrs 15 mins

Guided tour

Transfers available

Meals included

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Just 45 minutes from Florence, the Chianti wine region is the perfect escape for a half-day or full-day adventure. Rolling hills, historic villages, and world-class vineyards make it a must-see for food and wine lovers. Easy AC bus transfers and guided tastings mean you can soak in the Tuscan charm stress-free.

Overview

Distance from Florence: ~35–45 km (22–28 mi)
Typical travel time: 45–55 minutes by AC bus
On-site visit duration: 4–6 hours to explore wineries, vineyards, and enjoy tastings
Cost range: Moderate; depends on tour inclusions (wine tastings, dinner options)
Best season/time of year: Spring (Apr–Jun) and Fall (Sep–Oct) for mild weather and vineyard colors; afternoons for sunset winery dinners
Meeting/drop-off point: Central Florence pickup (Piazza Santa Maria Novella or nearby)
Key attractions/sites covered: Chianti Classico wineries, vineyards, cellar tours, tasting of regional wines and local products, optional village stop (Monteriggioni or San Gimignano on some tours)

What to expect on a day trip from Florence to Chianti

1/5

Comfortable transfers

Chianti lies just an hour from Florence. Sit back and enjoy scenic views of rolling vineyards, olive groves, and medieval villages as you travel in an air-conditioned coach.

Guided insights

Licensed tour escorts and local winemakers share Chianti’s history, tasting techniques, and winemaking secrets, perfect for both first-time tasters and wine enthusiasts.

Winery experiences

Visit family-run estates for guided cellar tours, vineyard walks, and tastings of world-renowned red wines straight from the source paired with local snacks and olive oil.

Leisurely exploration

Enjoy free time to wander through charming hill towns, browse small shops, or simply soak up the countryside views.

Optional add-ons

Some tours include Tuscan lunches or stops in nearby towns like Siena, giving you the flexibility to tailor your Chianti experience.

Things to know before booking a Chianti tour from Florence

Duration & timing

Half-day tours last ~4–6 hours, perfect for a relaxed afternoon escape from Florence.
Full-day tours, often including Siena or other Tuscan towns, can last up to 11 hours.
Most tours depart from central Florence in the morning or early afternoon, returning by evening.

Transport options

Organized tours provide stress-free, round-trip transfers on air-conditioned coaches.
Self-driving is possible but the roads are narrow, and parking is limited in small towns.
Public transport is not recommended for vineyard visits, as trains and buses do not reach most estates.

Booking & reservations

Many wineries, especially smaller family-run estates, require advance reservations. Booking ensures you don’t miss tastings.
Walk-ins are often not accommodated, so pre-booked tours are the safest option.

Guides & extras

Licensed guides share insights on winemaking, regional history, and Tuscan traditions.
Optional add-ons include additional stops like Siena, semi-private groups, small guided tastings, or gourmet dinners.

Wine, food & olive oil

Tours include wine tastings at one or two Chianti Classico estates, paired with local snacks like cheese, cured meats, and bread.
Some tours feature Tuscan lunches or dinners with estate wines, served in scenic vineyard settings.
Olive oil tastings or visits to olive mills may also be included on select days.

Cost & group size

Half-day tours start around , ideal for a short introduction to Chianti’s wine culture.
Semi-private or small-group tours offer more personalized attention, exclusive tastings, and luxury transport for an additional cost.

Age restrictions

Wine tastings are for guests 18 years or older. Minors must be accompanied by an adult.

Booking guide: Chianti tour from Florence

Tour	Duration	Inclusions	Transfers	Group size	Food	Best suited for	Quick links
Chianti Wine Tasting Tour	Half-day (~4–6 hrs)	Licensed English-speaking escort, visits to 2 family-run wineries, guided cellar & vineyard tours, 2 wine tastings, regional snacks, free time to explore	AC coach	Small to medium groups	Wine tastings, regional snacks, olive oil samples	Wine lovers, short on time, first-time visitors to Chianti	Book now
Siena & Chianti Day Trip with Dinner	Afternoon to evening (~5–6 hrs)	Licensed escort, independent time in Siena, visit to 1 Chianti winery with guided tasting, countryside dinner	AC coach	Small groups	Wine tasting + Tuscan countryside dinner	Travelers wanting cultural + culinary experience, sunset dinner, relaxed pace	Book now

Main stops on your Chianti day trip

Chianti Classico Wineries

Visit two boutique estates in the heart of Tuscany’s most celebrated wine region. Learn about the art of Chianti blending, stroll through vineyards, and enjoy guided tastings of signature reds.

Recommended duration: 2 hours
Included: Yes, all tours

Via Chiantigiana Drive

Travel the legendary wine route connecting Florence to Siena, with rolling vineyards, olive groves, and medieval villages like Monteriggioni dotting the hillsides.

Recommended duration: 1.5 hours
Included: Yes, all tours

Tuscan Countryside Dinner

Savor a regional dinner paired with local wines at a family-run Chianti estate, a true taste of Tuscany under the setting sun.

Recommended duration: 2 hours
Included: Yes, select tours

Your Florence to Chianti itinerary

Morning:

Depart from Florence aboard a comfortable, AC coach and head south along the scenic Via Chiantigiana, Tuscany’s famous wine route. Watch the cityscape fade into rolling vineyards, olive groves, and hilltop villages. Your guide shares insights about the Chianti Classico region as you approach your first estate.

Afternoon:

Arrive at a family-run winery and enjoy a guided tour of the vineyards and cellars. Learn about traditional winemaking methods before sampling signature Chianti wines paired with regional snacks and extra virgin olive oil. Depending on your tour, continue to a second estate or enjoy free time to browse countryside shops and soak in the panoramic views.

Evening:

If you’ve chosen a Siena & Chianti dinner tour, continue toward Siena’s medieval old town for an independent stroll through its UNESCO-listed center before heading to a countryside estate. Dine on fresh Tuscan dishes paired with local wines as the sun sets over the vineyards. All tours include return transfers to Florence, ensuring a relaxed and scenic ride back to the city.

🍇 Vineyards vs. Wineries in Chianti: What’s the difference?

When exploring Chianti, you’ll hear both vineyards and wineries mentioned often, and while they’re closely linked, they aren’t the same thing.

Vineyards

Where the grapes grow

Vineyards are the rolling hills covered with rows of vines that define Chianti’s landscape. This is where the grapes are planted, nurtured, and harvested each season. A visit to a Chianti vineyard gives you a closer look at the region’s rich soil, microclimate, and traditions, the natural elements that make its wines so unique.

Wineries

Where the wine comes to life

A winery is where those grapes are transformed into wine. Here, you’ll find fermentation rooms, cellars, and tasting halls where experts guide you through every step of winemaking, from crushing to bottling. Most Chianti wineries also offer tastings and tours, letting you sample different vintages right where they’re made.

Best time to visit Chianti

Weather:
Spring (April–June) and autumn (September–October) offer the best conditions, with warm days, cool evenings, and lush vineyards at their most vibrant. Summer (July–August) can be hot, especially midday, while winter (November–February) is quieter but cooler, with some wineries operating on shorter hours.

Events:
Visit in September or early October to experience the Chianti grape harvest (vendemmia), a highlight for wine lovers, often celebrated with local festivals. The Radda nel Bicchiere wine festival in June and Chianti Classico Expo in September are great chances to sample top vintages and meet local producers.

Crowds:
May to early October is the peak tourist window, especially weekends when day trips from Florence are most popular. For a more relaxed pace and easier winery bookings, aim for shoulder months (April, early June, or late September) when the scenery is just as stunning but less crowded.

Make the most of your day trip

https://cdn-imgix.headout.com/media/images/36f6530ce854bdc12d73e62b2ed984b3-T%20Bone%20Steak.jpg

Bistecca alla Fiorentina: A thick-cut, charcoal-grilled T-bone steak.
Pappardelle al Cinghiale: Wide ribbons of pasta with wild boar ragù.
Crostini Toscani: Toasted bread topped with chicken liver pâté.
Ribollita: A hearty bread-and-vegetable soup, perfect for cooler days.
Cantucci with Vin Santo: Crunchy almond biscuits dipped in a sweet dessert wine.

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Osteria di Passignano: Located in a former monastery, this Michelin-starred restaurant offers exquisite Tuscan cuisine with an emphasis on local ingredients. The ambiance is charming, making it perfect for a special meal.
Taverna Squarcialupi: A cozy and romantic atmosphere perfect for families and groups, located in Castellina. Offers a diverse menu with vegetarian options and local wines.
Ristorante La Cantina: Situated in Greve in Chianti, this restaurant specializes in traditional Italian dishes, particularly pizza and antipasti platters. The cozy tavern-like setting features exposed brick and stone, creating an inviting atmosphere.
Ristorante La Bottega del Borgo: A cut eatery in Castellina serving authentic Italian cuisine with a focus on local flavors. Known for its warm and kid-friendly ambiance.

Skip strong scents: Avoid perfumes or colognes that overpower wine aromas.
Hold the glass by the stem: This keeps the wine cool and prevents fingerprints on the bowl.
Take your time: Swirl, sniff, and sip slowly (don't gulp) to appreciate the flavors.
Use the spittoon: It’s perfectly acceptable to spit, especially when sampling several wines.
Cleanse your palate: Nibble on bread or water between tastings for a fresh start.
Engage with your hosts: Ask about grape varieties, vintages, and food pairings, winemakers love sharing their craft.
Stay open-minded: Try new varietals and blends, you might discover a favorite beyond Chianti Classico.

Helpful tips

Start early: Morning departures mean cooler weather, fewer crowds at wineries, and more relaxed tastings before lunch hours.
Dress comfortably: Comfortable but neat attire fits the relaxed, elegant vibe of Chianti estates. Also, wear sturdy shoes as vineyard paths and cellar floors can be uneven or gravelly.
Pack smart: Bring a water bottle, sunglasses, hat, and sunscreen, especially in summer. A light jacket helps during evening dinners in the countryside.
Pre-book your tour: Most wineries require reservations and limit daily visitors, tours with transfers ensure guaranteed tastings and seamless travel.
Bring some cash: Small family estates and countryside shops may not accept cards for olive oil or wine purchases.
Try local flavors: Don’t miss Tuscan classics like bruschetta, pecorino cheese, and ribollita soup, often served with your wine tastings.
Plan for photos: Vineyard landscapes are stunning, midday and sunset light are ideal for capturing rolling hills and wine cellars.
Allow buffer time: Traffic returning to Florence can be slow in summer, avoid tight evening plans after your tour.
Buy direct: Purchasing wine or olive oil at the estate often includes special discounts or shipping options, perfect souvenirs from Chianti.

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Day Trips

From Florence: Chianti Wineries Tour with Wine Tasting

What to bring

Wear comfortable walking shoes as winery visits may include short uphill walks.

What’s not allowed

Guests under 18 years old are not allowed to participate in wine tastings and must be accompanied by at least one adult.

Accessibility

This experience is not accessible by wheelchair or pram/strollers.

Additional information

Wi-Fi may not work properly in certain parts of the Chianti countryside due to limited network coverage.
The tour operates with a regular group of up to 45 guests.

‌

Check availability

Free cancellation

Book now, pay later

5 hrs

Transfers available

What to bring

Wear comfortable walking shoes as winery visits may include short uphill walks.

What’s not allowed

Guests under 18 years old are not allowed to participate in wine tastings and must be accompanied by at least one adult.

Accessibility

This experience is not accessible by wheelchair or pram/strollers.

Additional information

Wi-Fi may not work properly in certain parts of the Chianti countryside due to limited network coverage.
The tour operates with a regular group of up to 45 guests.

Inclusions #

Round-trip AC transfers from central Florence
Onboard Wi-Fi and licensed tour escort
2 winery visits with 3 tastings at each winery
Regular group of up to 45 people max

You can cancel these tickets up to 48 hours before the experience begins and get a full refund.

‌

Guided Tours

From Florence: Pisa, Siena, San Gimignano & Chianti Day Trip with Wine Tasting & Lunch

Four sides of Tuscany in one day — art cities, a Chianti winery tasting, Tuscan lunch & medieval hilltop villages.

Full day out to: Pisa, Chianti, San Gimignano, and Siena from Florence on a full-day scenic journey.
You’ll get: Travel in an AC coach with Wi-Fi and a multilingual tour leader, free time in Pisa, Siena, and San Gimignano, plus a Chianti winery visit with 3 wine tastings and a traditional Tuscan lunch.
Pisa: Walk through Piazza dei Miracoli, admire the Cathedral and Baptistery, and see the world-famous Leaning Tower, with time to explore at your own pace.
Chianti: Stop at a local winery nestled in rolling hills for a relaxed Tuscan meal paired with regional wines and vineyard views.
San Gimignano: Wander cobbled streets lined with medieval towers, browse artisan shops, and soak in views of this UNESCO-listed hill town.
Siena: Discover the charm of this historic city, from Piazza del Campo to its Gothic cathedral, with optional guided tours that dive deeper into its traditions.
Upgrades: Add a guided tour of Siena, include Cathedral access, or climb the Leaning Tower of Pisa for panoramic views.

‌

Check availability

Free cancellation

Book now, pay later

12 hrs

Transfers available

Meals included

Four sides of Tuscany in one day — art cities, a Chianti winery tasting, Tuscan lunch & medieval hilltop villages.

Full day out to: Pisa, Chianti, San Gimignano, and Siena from Florence on a full-day scenic journey.
You’ll get: Travel in an AC coach with Wi-Fi and a multilingual tour leader, free time in Pisa, Siena, and San Gimignano, plus a Chianti winery visit with 3 wine tastings and a traditional Tuscan lunch.
Pisa: Walk through Piazza dei Miracoli, admire the Cathedral and Baptistery, and see the world-famous Leaning Tower, with time to explore at your own pace.
Chianti: Stop at a local winery nestled in rolling hills for a relaxed Tuscan meal paired with regional wines and vineyard views.
San Gimignano: Wander cobbled streets lined with medieval towers, browse artisan shops, and soak in views of this UNESCO-listed hill town.
Siena: Discover the charm of this historic city, from Piazza del Campo to its Gothic cathedral, with optional guided tours that dive deeper into its traditions.
Upgrades: Add a guided tour of Siena, include Cathedral access, or climb the Leaning Tower of Pisa for panoramic views.

Inclusions #

Round-trip AC coach transfers from Florence
Onboard Wi-Fi access
Multilingual tour leader
Free time in Pisa, Siena & San Gimignano
Chianti winery visit with 3 wine tastings
Traditional Tuscan lunch
Siena guided tour (as per option selected)
Siena Cathedral guided tour (as per option selected)
Leaning Tower of Pisa access (as per option selected)

Exclusions #

Hotel transfers
Personal expenses

What to bring

Wear comfortable walking shoes because the tour involves a fair amount of walking.
If you plan to visit Siena Cathedral, wear clothing that covers your knees and shoulders.
Bring a valid ID if you intend to participate in the wine tasting sessions.

Accessibility

The tour is not suitable for wheelchair users or guests with prams or strollers.

What’s not allowed

Guests under 18 years old will not be served alcoholic beverages during the wine tastings.

Additional information

Guests under 18 years old may join the tour only when accompanied by at least one adult.
The sequence of visits to Pisa, San Gimignano, Siena, and Chianti may change due to traffic or local conditions.
Hotel transfers are not included in this experience; you must reach the meeting point in central Florence on your own.

You can cancel these tickets up to 48 hours before the experience begins and get a full refund.

‌

Guided Tours

From Florence: Siena, San Gimignano & Chianti Day Trip with Wine Tastings

Two of Tuscany's finest medieval towns and a Chianti winery, without the whistle-stop rush.

Day out to: Siena, San Gimignano, and Chianti on a scenic day trip from Florence.
You’ll get: Round-trip AC coach transfers with Wi-Fi, a multilingual tour leader, free time in Siena and San Gimignano, plus a Chianti winery visit with 3 wine tastings.
Siena: Wander through a UNESCO-listed old town filled with Gothic architecture, lively squares, and historic charm, or upgrade for a guided walk.
Chianti: Head into Tuscany’s wine country for a relaxed winery stop, where you’ll taste 3 regional wines surrounded by vineyard views.
San Gimignano: Explore the iconic “Town of Towers,” known for its medieval skyline, cobbled streets, and artisan shops.
Upgrades: Add a guided tour of Siena to uncover the stories behind its historic streets, Piazza del Campo, and local traditions.

‌

Check availability

Free cancellation

Book now, pay later

10 hrs 30 mins - 11 hrs 30 mins

Transfers available

Two of Tuscany's finest medieval towns and a Chianti winery, without the whistle-stop rush.

Day out to: Siena, San Gimignano, and Chianti on a scenic day trip from Florence.
You’ll get: Round-trip AC coach transfers with Wi-Fi, a multilingual tour leader, free time in Siena and San Gimignano, plus a Chianti winery visit with 3 wine tastings.
Siena: Wander through a UNESCO-listed old town filled with Gothic architecture, lively squares, and historic charm, or upgrade for a guided walk.
Chianti: Head into Tuscany’s wine country for a relaxed winery stop, where you’ll taste 3 regional wines surrounded by vineyard views.
San Gimignano: Explore the iconic “Town of Towers,” known for its medieval skyline, cobbled streets, and artisan shops.
Upgrades: Add a guided tour of Siena to uncover the stories behind its historic streets, Piazza del Campo, and local traditions.

Inclusions #

Round-trip AC coach transfers from Florence
Onboard Wi-Fi access
Multilingual tour leader
Free time in Siena & San Gimignano
Chianti winery visit with 3 wine tastings
Guided tour of Siena (as per option selected)

What to bring

Wear walking shoes as wineries are usually located on hills and visits begin with a short inclined walk.

Accessibility

This experience is not suited for wheelchair users or for prams and strollers.

Additional information

Drinks will not be served to guests under the age of 18 years.
Guests under 18 can join the tour if accompanied by at least one adult.

You can cancel these tickets up to 24 hours before the experience begins and get a full refund.

‌

Day Trips

From Florence: Small Group Pisa, Siena, San Gimignano & Chianti Day Trip

Travel Tuscany’s highlights in a small group of just 20 guests for a more relaxed, personal day out.

Day out to: Pisa, Siena, San Gimignano, and the Chianti wine region on a scenic small-group journey from Florence.
You'll get: Travel with a maximum of 20 guests, round-trip AC coach transfers, onboard Wi-Fi, a local tour leader, free time in Pisa, Siena, and San Gimignano, a Chianti winery visit with 3 wine tastings, and a traditional Tuscan lunch.
Pisa: Enjoy free time to admire the Leaning Tower, stroll through the Square of Miracles, and explore the city at your own pace.
Siena: Wander medieval streets, discover Piazza del Campo, and soak up the atmosphere of one of Tuscany's most captivating cities.
San Gimignano: Explore a UNESCO-listed hill town famed for its medieval towers, artisan shops, and sweeping countryside views.
Upgrades: Choose the Siena guided tour option to uncover the stories, traditions, and architecture that shaped this historic city.

‌

Check availability

Free cancellation

Book now, pay later

11 hrs 30 mins - 12 hrs 15 mins

Guided tour

Transfers available

Meals included

Travel Tuscany’s highlights in a small group of just 20 guests for a more relaxed, personal day out.

Day out to: Pisa, Siena, San Gimignano, and the Chianti wine region on a scenic small-group journey from Florence.
You'll get: Travel with a maximum of 20 guests, round-trip AC coach transfers, onboard Wi-Fi, a local tour leader, free time in Pisa, Siena, and San Gimignano, a Chianti winery visit with 3 wine tastings, and a traditional Tuscan lunch.
Pisa: Enjoy free time to admire the Leaning Tower, stroll through the Square of Miracles, and explore the city at your own pace.
Siena: Wander medieval streets, discover Piazza del Campo, and soak up the atmosphere of one of Tuscany's most captivating cities.
San Gimignano: Explore a UNESCO-listed hill town famed for its medieval towers, artisan shops, and sweeping countryside views.
Upgrades: Choose the Siena guided tour option to uncover the stories, traditions, and architecture that shaped this historic city.

Inclusions #

Free time in Pisa, Siena & San Gimignano
Round-trip AC coach transfers from Florence
Onboard Wi-Fi access
Local tour leader
Chianti winery visit with 3 wine tastings
Traditional Tuscan lunch
English Siena guided tour (as per option selected)
Small group of upto 20 guests max

Exclusions #

Entrance to Siena Cathedral

What to bring

Wear comfortable walking shoes because the tour involves a fair amount of walking.
If you plan to visit Siena Cathedral, wear clothing that covers your knees and shoulders.
Bring a valid ID if you intend to participate in the wine tasting sessions.

Accessibility

The tour is not suitable for wheelchair users or guests with prams or strollers.

What’s not allowed

Guests under 18 years old will not be served alcoholic beverages during the wine tastings.

Additional information

Guests under 18 years old may join the tour only when accompanied by at least one adult.
The sequence of visits to Pisa, San Gimignano, Siena, and Chianti may change due to traffic or local conditions.
Hotel transfers are not included in this experience; you must reach the meeting point in central Florence on your own.

You can cancel these tickets up to 48 hours before the experience begins and get a full refund.

What to bring

Wear comfortable walking shoes as winery visits may include short uphill walks.

What’s not allowed

Guests under 18 years old are not allowed to participate in wine tastings and must be accompanied by at least one adult.

Accessibility

This experience is not accessible by wheelchair or pram/strollers.

Additional information

Wi-Fi may not work properly in certain parts of the Chianti countryside due to limited network coverage.
The tour operates with a regular group of up to 45 guests.

Inclusions #

Round-trip AC transfers from central Florence
Onboard Wi-Fi and licensed tour escort
2 winery visits with 3 tastings at each winery
Regular group of up to 45 people max

You can cancel these tickets up to 48 hours before the experience begins and get a full refund.

Four sides of Tuscany in one day — art cities, a Chianti winery tasting, Tuscan lunch & medieval hilltop villages.

Full day out to: Pisa, Chianti, San Gimignano, and Siena from Florence on a full-day scenic journey.
You’ll get: Travel in an AC coach with Wi-Fi and a multilingual tour leader, free time in Pisa, Siena, and San Gimignano, plus a Chianti winery visit with 3 wine tastings and a traditional Tuscan lunch.
Pisa: Walk through Piazza dei Miracoli, admire the Cathedral and Baptistery, and see the world-famous Leaning Tower, with time to explore at your own pace.
Chianti: Stop at a local winery nestled in rolling hills for a relaxed Tuscan meal paired with regional wines and vineyard views.
San Gimignano: Wander cobbled streets lined with medieval towers, browse artisan shops, and soak in views of this UNESCO-listed hill town.
Siena: Discover the charm of this historic city, from Piazza del Campo to its Gothic cathedral, with optional guided tours that dive deeper into its traditions.
Upgrades: Add a guided tour of Siena, include Cathedral access, or climb the Leaning Tower of Pisa for panoramic views.

Inclusions #

Round-trip AC coach transfers from Florence
Onboard Wi-Fi access
Multilingual tour leader
Free time in Pisa, Siena & San Gimignano
Chianti winery visit with 3 wine tastings
Traditional Tuscan lunch
Siena guided tour (as per option selected)
Siena Cathedral guided tour (as per option selected)
Leaning Tower of Pisa access (as per option selected)

Exclusions #

Hotel transfers
Personal expenses

What to bring

Wear comfortable walking shoes because the tour involves a fair amount of walking.
If you plan to visit Siena Cathedral, wear clothing that covers your knees and shoulders.
Bring a valid ID if you intend to participate in the wine tasting sessions.

Accessibility

The tour is not suitable for wheelchair users or guests with prams or strollers.

What’s not allowed

Guests under 18 years old will not be served alcoholic beverages during the wine tastings.

Additional information

Guests under 18 years old may join the tour only when accompanied by at least one adult.
The sequence of visits to Pisa, San Gimignano, Siena, and Chianti may change due to traffic or local conditions.
Hotel transfers are not included in this experience; you must reach the meeting point in central Florence on your own.

You can cancel these tickets up to 48 hours before the experience begins and get a full refund.

Two of Tuscany's finest medieval towns and a Chianti winery, without the whistle-stop rush.

Day out to: Siena, San Gimignano, and Chianti on a scenic day trip from Florence.
You’ll get: Round-trip AC coach transfers with Wi-Fi, a multilingual tour leader, free time in Siena and San Gimignano, plus a Chianti winery visit with 3 wine tastings.
Siena: Wander through a UNESCO-listed old town filled with Gothic architecture, lively squares, and historic charm, or upgrade for a guided walk.
Chianti: Head into Tuscany’s wine country for a relaxed winery stop, where you’ll taste 3 regional wines surrounded by vineyard views.
San Gimignano: Explore the iconic “Town of Towers,” known for its medieval skyline, cobbled streets, and artisan shops.
Upgrades: Add a guided tour of Siena to uncover the stories behind its historic streets, Piazza del Campo, and local traditions.

Inclusions #

Round-trip AC coach transfers from Florence
Onboard Wi-Fi access
Multilingual tour leader
Free time in Siena & San Gimignano
Chianti winery visit with 3 wine tastings
Guided tour of Siena (as per option selected)

What to bring

Wear walking shoes as wineries are usually located on hills and visits begin with a short inclined walk.

Accessibility

This experience is not suited for wheelchair users or for prams and strollers.

Additional information

Drinks will not be served to guests under the age of 18 years.
Guests under 18 can join the tour if accompanied by at least one adult.

You can cancel these tickets up to 24 hours before the experience begins and get a full refund.

Travel Tuscany’s highlights in a small group of just 20 guests for a more relaxed, personal day out.

Day out to: Pisa, Siena, San Gimignano, and the Chianti wine region on a scenic small-group journey from Florence.
You'll get: Travel with a maximum of 20 guests, round-trip AC coach transfers, onboard Wi-Fi, a local tour leader, free time in Pisa, Siena, and San Gimignano, a Chianti winery visit with 3 wine tastings, and a traditional Tuscan lunch.
Pisa: Enjoy free time to admire the Leaning Tower, stroll through the Square of Miracles, and explore the city at your own pace.
Siena: Wander medieval streets, discover Piazza del Campo, and soak up the atmosphere of one of Tuscany's most captivating cities.
San Gimignano: Explore a UNESCO-listed hill town famed for its medieval towers, artisan shops, and sweeping countryside views.
Upgrades: Choose the Siena guided tour option to uncover the stories, traditions, and architecture that shaped this historic city.

Inclusions #

Free time in Pisa, Siena & San Gimignano
Round-trip AC coach transfers from Florence
Onboard Wi-Fi access
Local tour leader
Chianti winery visit with 3 wine tastings
Traditional Tuscan lunch
English Siena guided tour (as per option selected)
Small group of upto 20 guests max

Exclusions #

Entrance to Siena Cathedral

What to bring

Wear comfortable walking shoes because the tour involves a fair amount of walking.
If you plan to visit Siena Cathedral, wear clothing that covers your knees and shoulders.
Bring a valid ID if you intend to participate in the wine tasting sessions.

Accessibility

The tour is not suitable for wheelchair users or guests with prams or strollers.

What’s not allowed

Guests under 18 years old will not be served alcoholic beverages during the wine tastings.

Additional information

Guests under 18 years old may join the tour only when accompanied by at least one adult.
The sequence of visits to Pisa, San Gimignano, Siena, and Chianti may change due to traffic or local conditions.
Hotel transfers are not included in this experience; you must reach the meeting point in central Florence on your own.

You can cancel these tickets up to 48 hours before the experience begins and get a full refund.

Chianti Tours from Florence

From Florence: Chianti Wineries Tour with Wine Tasting

From Florence: Pisa, Siena, San Gimignano & Chianti Day Trip with Wine Tasting & Lunch

From Florence: Siena, San Gimignano & Chianti Day Trip with Wine Tastings

From Florence: Small Group Pisa, Siena, San Gimignano & Chianti Day Trip

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Overview

What to expect on a day trip from Florence to Chianti

Comfortable transfers

Guided insights

Winery experiences

Leisurely exploration

Optional add-ons

Things to know before booking a Chianti tour from Florence

Booking guide: Chianti tour from Florence

Main stops on your Chianti day trip

Chianti Classico Wineries

Via Chiantigiana Drive

Tuscan Countryside Dinner

More stops along the way

Your Florence to Chianti itinerary

🍇 Vineyards vs. Wineries in Chianti: What’s the difference?

Vineyards

Where the grapes grow

Wineries

Where the wine comes to life

Best time to visit Chianti

Best ways to reach Chianti from Florence

Make the most of your day trip

Helpful tips

Frequently asked questions about taking a Chianti tour from Florence

How far is Chianti from Florence?

How long is the day trip from Florence to Chianti?

What are the different ways to reach Chianti from Florence?

Can I visit other attractions near Chianti on the same day?

How early should I book a Chianti tour, especially during peak season?

Can I customize my Chianti tour?

Are the vineyard visits suitable for families with children?

Can I visit Chianti on my own without a tour?

Where is the meeting point for Chianti tours?

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Other day trips from Florence

Florence to Siena

Florence to San Gimignano

Florence to Cinque Terre

Siena

Monteriggioni Village

Chianti Classico Wineries

Via Chiantigiana Drive

Tuscan Countryside Dinner

Vineyards

Where the grapes grow

Wineries

Where the wine comes to life

Florence to Siena

Florence to San Gimignano

Florence to Cinque Terre

Top things to do in Florence

Chianti Tours from Florence

From Florence: Chianti Wineries Tour with Wine Tasting

From Florence: Pisa, Siena, San Gimignano & Chianti Day Trip with Wine Tasting & Lunch

What to bring

Accessibility

What’s not allowed

Additional information

From Florence: Siena, San Gimignano & Chianti Day Trip with Wine Tastings

What to bring

Accessibility

Additional information

From Florence: Small Group Pisa, Siena, San Gimignano & Chianti Day Trip

What to bring

Accessibility

What’s not allowed

Additional information

What to bring