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4.00 (75 reviews)
32
Group Tours
8
Private Tours
1
City Explorer
When do you want to go?
2026
I'm flexible
Passengers
Adults (18+)
Children (0 - 17)
Florence sits at the heart of most Tuscany tours as the region's cultural capital. Walking tours visit the Duomo, Piazza della Signoria, and Ponte Vecchio, while skip-the-line access to the Accademia Gallery lets you see Michelangelo's David. The Uffizi Gallery holds works by Botticelli and other Renaissance masters.
A Tuscany winery tour takes you into vineyard-covered hills between Florence and Siena. The Tuscany wine tour visits two to three local estates for tastings of Chianti Classico and Vernaccia. Producers explain traditional methods and offer samples of olive oil and balsamic vinegar alongside regional wines.
San Gimignano rises from the Tuscan hills 56 km south-west of Florence with 14 medieval towers still standing. This UNESCO-listed town preserves cobbled streets, Romanesque churches, and world-champion gelato shops. Wine tastings feature local Vernaccia, and evening light reveals the towers' historic silhouettes against countryside views.
Siena lies 75 km south of Florence with its shell-shaped Piazza del Campo at the centre. Gothic architecture lines the square where the famous Palio horse race takes place twice each summer. Romanesque churches and medieval lanes reveal Sienese art and local cuisine in one of Italy's best-preserved historic cities.
Budget trips stay in hostels and keep group sizes small at up to eight travellers. Group tours offer fully guided stays in Montecatini or partially guided countryside experiences. Private tours accept families from age five. The table sets every Tuscany tour side by side.
From $756
2 toursSpending 3 days in Florence and Tuscany covers the region's highlights with time for Renaissance art, wine tastings and medieval towns. Budget trips visit Florence, San Gimignano and two Chianti wineries, while group tours add Siena to the mix. Private options include skip-the-line Accademia access and a Chianti day trip with lunch at a winery estate. All three styles cover the core route while offering different accommodation and group sizes.
From $1,800
1 tourFour-day trips add coastal or countryside excursions to the core Florence and Chianti route. Budget tours include Pisa's Leaning Tower and Cinque Terre villages such as Riomaggiore and Vernazza. Private itineraries feature cooking classes at Tuscan farmhouses with hands-on preparation and traditional meals. Tuk-tuk rides through vineyards are often included. Full-day explorations of San Gimignano and Siena allow independent time in each town. Both budget and private options keep the Florence base while adding day trips.
From $2,300
4 toursFive to seven days allow a slower pace through Florence, Siena, San Gimignano and lesser-known towns such as Cortona and Montepulciano. The 5-day group trip covers the Chianti hills, Renaissance hilltop towns and Vino Nobile wine tastings at Montepulciano estates. Seven-day private tours add Pisa, Gaiole and Greve in Chianti, with time for hands-on cooking and multiple winery visits across the region.
From $3,015
7 toursThe 8-day fully guided trip stays in the same Montecatini hotel throughout. Daily excursions visit Florence, Siena, San Gimignano, Lucca and Pisa. Three full leisure days let you ride the cable car to hilltop Montecatini Alto, explore spa heritage or relax at your own pace. Guided excursions cover the Duomo, Ponte Vecchio, Piazza del Campo and Lucca's Romanesque churches with a tour leader on hand for support.
Tuscany tours tend to fall into three groups. Budget breaks combine wine tastings with hostel stays in Florence. Small group trips range from weekend wine tours to week-long explorations. Private tours offer a Tuscan escape with flexible family-friendly itineraries. Each style offers different accommodation, group sizes and levels of guiding.
3 to 4 days
Short breaks
Budget trips visit Florence, San Gimignano and the Chianti wine region with hostel accommodation. The 3-day version focuses on wine country while the 4-day trip adds Pisa and Cinque Terre.
Wine tastings include Chianti Classico and Vernaccia at two wineries with olive oil and balsamic vinegar samples.
Hostel check-out is 10:00 on the final day but luggage storage is available if your flight departs later.
San Gimignano lies 56 km from Florence with travel time of around 1 and a half hours through the Chianti hills.
3 to 8 days
The core loop
Group trips visit Florence, Siena, San Gimignano and Chianti wineries with hotel accommodation. Trips range from 3-day Tuscany wine tours to an 8-day fully guided stay in Montecatini with daily excursions.
The 8-day trip stays in the same Montecatini hotel throughout with a tour leader on hand for information and support.
Maximum group size varies from 8 to 45 travellers depending on which trip you choose.
Siena is 75 km south of Florence with a journey time of approximately 75 minutes by road.
4 to 7 days
Family friendly
Private itineraries welcome travellers from age five and run on your chosen dates with airport transfers included. Trips last 4 to 7 days and cover Florence, the Chianti countryside, San Gimignano and Siena.
Skip-the-line access to the Accademia Gallery is included with a local guide to see Michelangelo's David and other Renaissance works.
Cooking classes at Tuscan farmhouses include hands-on preparation and a traditional meal paired with estate wines.
The Chianti wine region begins 30 km south of Florence with vineyard estates reachable in 40 minutes.
4.00 (75 reviews)
The friendships that were formed with a small group made the experience unforgettable. Our guide Graziella was exceptional and went above and beyond to help us and make our holiday perfect.
DawnWe loved the tour,our guide Graciela was an absolutely fantastic and certainly went above and beyond for her guests.
SandraFlorence and Venice. Beautiful.X.
ElizabethWe loved the food, sightseeing in Roma and Venice. Pasta in Florence was amazing, gelato in Rome and Venice was also amazing. We did a pasta and gelato class in Florence which we really enjoyed. The train service with Italo trains was easy to find and use. The hop on hop off buses were a great idea.
MelissaTour was great, we had a good time. Very informative. Would recommend it to anybody.
MelissaGreat itinerary and wonderful guide
JanetNicole was a very knowledgeable tour director and Vincenzo's driving was excellent. The optional evening trip to St. Mark’s Square on the 4th day was our favorite. Delightful boat ride was followed by drinks as the sun set. This should be part of the base tour package, not an additional cost. Walking tour of Venice on 5th day. Mostly a standing tour, distance covered was 100 yards. Tour covered same ground walked evening before. Time would better spent inside Doge’s Palace rather than outside talking about it. Book new rooms at Hotel Andreotti. Alert customers of holiday crowds 1st May.
DanAmazing and well organised tour, our guide Stefano was a 10/10 very knowledgeable and went above and beyond with his wealth of knowledge & recommendations very passionate and you can tell he loves his job. Our bus driver Luigi made us feel very safe & comfortable.
Choose between small group and private tours of Tuscany based on travel style and budget. Group trips accommodate 8 to 45 travellers. Partially or fully guided itineraries are available. Private tours welcome families from age five and run on your chosen dates.
From $2,300 · 32 tours
Hostel accommodation in Florence
Budget trips stay in centrally located hostels with check-in from 15:00 and luggage storage after 10:00 check-out. Wine tours visit San Gimignano and two Chianti wineries for tastings.
Maximum group size of eight
Budget tours run with up to eight travellers and accept bookings from age 18. The 4-day trip adds Pisa and Cinque Terre coastal villages to the 3-day Florence and Chianti route.
Wine and gelato included
Full-day wine tours include tastings at two estates with expert producers explaining traditional methods. San Gimignano offers world-champion gelato and medieval tower views.
Not ideal for private travel
Budget tours operate with shared hostel accommodation and fixed group excursions. Travellers wanting hotel stays or flexible itineraries should consider group or private options.
From $1,800 · 8 tours
Hotel stays in town centres
Group tours stay in hotels in Florence, San Gimignano or Montecatini. The 8-day trip uses one Montecatini base with daily excursions and three full leisure days.
Partially or fully guided
Partially guided tours include wine excursions and walking tours with free time to explore independently. The fully guided 8-day trip provides a tour leader for information and assistance.
Three to eight travellers typical
Wine tours and countryside excursions accommodate up to eight travellers, while the fully guided Montecatini trip allows a maximum of 45. All group tours accept bookings from age 18.
Not ideal for young families
Group tours have a minimum age of 18 and operate on fixed schedules. Families travelling with children under 18 should choose private itineraries that welcome all ages from five upward.
From $4,060 · 1 tour
Run on your chosen dates
Private tours in Tuscany operate year-round on dates you select with airport transfers and hotel stays included. Itineraries visit Florence, Chianti wineries, San Gimignano and Siena.
Welcome families from age five
Private trips accept travellers from age five with family-friendly pacing and activities. Cooking classes, tuk-tuk rides through vineyards and medieval tower towns suit children and adults alike.
Partially guided with free time
Private itineraries include walking tours of Florence and wine tastings at Chianti estates. Cooking experiences are also featured. Free time allows you to explore Siena, San Gimignano and other towns independently.
Not ideal for tight budgets
Private tours offer the highest typical cost per day within this hub due to dedicated guiding and flexible dates. Budget and group options provide better value.
Tuscany tours run year-round with the main season stretching from April through to November. Spring and autumn offer comfortable temperatures and fewer crowds, while summer brings the warmest weather and peak visitor numbers. San Gimignano in September sees the start of harvest season with cooler mornings and warm afternoons perfect for exploring medieval streets.
Temperatures range from 2-12°C (36-54°F) in winter to 18-30°C (64-86°F) in summer. San Gimignano in Tuscany during October typically sees 10-20°C (50-68°F) with cooler hilltop evenings requiring a light jacket.
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A 3-day Tuscany tour from Florence covers Renaissance art, wine tastings and medieval towns. Budget trips visit Florence, San Gimignano and two Chianti wineries with hostel accommodation. Group tours add Siena to the itinerary with hotel stays. Private options include skip-the-line Accademia access and families are welcome from age five. Four days add coastal excursions to Pisa and Cinque Terre.
April through June and September through October offer the best conditions. Comfortable temperatures, fewer crowds and excellent wine tasting opportunities define these months. Spring brings wildflowers across the Chianti hills and pleasant weather suits walking tours. Autumn coincides with grape harvest season when wine festivals take place at vineyard estates. July and August see the warmest weather and peak visitor numbers.
Cost varies by trip style, duration and season. Budget hostel-based tours offer the lowest typical cost per day with small groups of up to eight travellers. Group hotel tours sit in the middle range with partially or fully guided itineraries. Private tours carry the highest typical cost per day with dedicated guiding and skip-the-line access to attractions. Summer and harvest season in autumn typically cost more than winter.
Budget trips stay in centrally located hostels with wine tours to San Gimignano and Chianti wineries. These trips accept travellers from age 18 in groups of up to eight. Group tours range from 3-day wine breaks to 8-day fully guided stays with maximum group sizes from 8 to 45. Private tours run on your chosen dates with airport transfers and families welcome from age five.
Tuscany tours suit first-time visitors with expertly curated itineraries covering Florence's Renaissance masterpieces, medieval hilltop towns and vineyard countryside. Guided walking tours explain the history of the Duomo, Ponte Vecchio and Piazza della Signoria. Skip-the-line access to the Accademia Gallery removes the stress of long queues. Trusted local partners run trips with 24/7 support available throughout.
Wine tastings in the Chianti region between Florence and Siena define the Tuscany experience. Tours visit two to three local estates where producers explain traditional winemaking methods. Samples include Chianti Classico and Vernaccia alongside truffle olive oil and balsamic vinegar. Cooking classes at Tuscan farmhouses include hands-on preparation of regional dishes paired with estate wines. Skip-the-line access to Florence's Accademia Gallery ensures time with Michelangelo's David.
A 4-day Tuscany tour typically includes accommodation in Florence or San Gimignano. Wine tastings at two to three Chianti estates and guided walking tours of Florence's historic centre feature on most itineraries. Budget trips offer hostel stays with included wine excursions to San Gimignano, Pisa and Cinque Terre. Group tours add hotel accommodation with options from a Montecatini base. Private tours include airport transfers and skip-the-line Accademia Gallery access.
Florence is in Tuscany as the region's cultural capital and largest city. The city serves as the starting point for most Tuscany tours. Walking tours of the Duomo, Ponte Vecchio and Piazza della Signoria happen before trips continue into the countryside. Chianti wine estates lie around 30 km south of Florence with vineyard-covered hills stretching towards Siena. San Gimignano rises approximately 55 km south-west with its 14 medieval towers visible across the landscape. Florence's Accademia Gallery houses Michelangelo's David and other Renaissance masterpieces. The Uffizi Gallery holds works by Botticelli that define Tuscan artistic heritage.
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