7 Days  •  6 Nights

Tuscany: Florence, Siena & the Chianti Hills

Florence (3N) Chianti / Siena (3N)

Tour Includes

Accommodation
Meals
Sightseeing
Transfers
Local Guide
Activities
Overview

About the Trip

Tuscany is the Italy of dreams — rolling hills striped with vines and cypress, hilltop towns crowned with towers, and food and wine that define the good life. This six-day journey pairs Renaissance Florence with the medieval towns and vineyards of the countryside.

You'll meet Michelangelo's David and climb the Duomo in Florence, walk the shell-shaped square of Siena, admire the towers of San Gimignano, and taste Chianti Classico at a hilltop winery. Long lunches of pici and pecorino, olive oil and Brunello season every day.

With a mix of city and countryside stays and guided touring, it is Tuscany savoured slowly, as it is meant to be.
Highlights

Trip Highlights

  • Michelangelo's David and Florence's Duomo
  • The medieval shell-shaped Piazza del Campo in Siena
  • The towered skyline of San Gimignano
  • A Chianti Classico winery visit and tasting
  • The alabaster town of Volterra or Pisa's Leaning Tower
  • A Tuscan cooking-inspired lunch in the hills
  • Six nights across Florence and the Tuscan countryside
  • Daily breakfast, a welcome dinner and a Chianti wine lunch
Itinerary

Day by Day

A detailed day-by-day plan for this 7-day journey.

Day 1

Arrive in the cradle of the Renaissance and settle in, with a welcome Tuscan dinner of bistecca and Chianti.

Your Journey This Day
Florence Airport
Private Transfer
Your Florence Hotel
Meals Included
Dinner
Day 2

A guided day meeting Michelangelo's David at the Accademia, the Duomo and Baptistery, the Ponte Vecchio and Piazzale Michelangelo for sunset over the city.

Meals Included
Breakfast
Day 3

A free day for the Uffizi's masterpieces, the Boboli Gardens, the leather markets or simply the pleasure of Florentine cafes and gelato.

Meals Included
Breakfast
Day 4

Travel into the Tuscan hills, visiting medieval Siena and its magnificent shell-shaped Piazza del Campo, then settle into your countryside base among the vines.

Your Journey This Day
Your Florence Hotel
Private Transfer
Your Chianti Hotel
Meals Included
Breakfast
Day 5

Explore the towered hill town of San Gimignano, then a Chianti Classico winery for a tasting and a long lunch amid the vineyards.

Meals Included
Breakfast|Lunch
Day 6

A day among the cypress-lined hills — the alabaster town of Volterra or a trip to Pisa's Leaning Tower, at a gentle Tuscan pace.

Meals Included
Breakfast
Day 7

A final Tuscan breakfast before your onward journey from Florence.

Your Journey This Day
Your Chianti Hotel
Private Transfer
Florence Airport
Meals Included
Breakfast
Route Map

Where You Will Travel

Package

What's inside the package?

Inclusions

  • Private arrival and departure transfers
  • 3 nights in Florence and 3 nights in the Tuscan countryside
  • Daily breakfast, a welcome dinner and a Chianti wine-country lunch
  • A guided Florence tour with the Accademia (David) and the Duomo
  • A guided visit to Siena and San Gimignano
  • A Chianti Classico winery visit and tasting
  • Local guides and a comfortable touring vehicle

Exclusions

  • International airfare to and from Italy
  • Schengen visa or ETIAS fees
  • Travel insurance (strongly recommended)
  • Meals not mentioned in the itinerary or inclusions
  • Drinks unless specifically stated
  • City tourist tax (tassa di soggiorno), payable at your hotels
  • Optional excursions, experiences and upgrades
  • Personal expenses, tips and gratuities
  • Anything not specifically mentioned under Package Inclusions
Best Time to Travel

Know when to go.

Place
Tuscany
Conditions
Cool winter
Daily max temperature
10°C
Monthly rainfall
60mm
Weather data is based on monthly averages. Popularity rating
Good to Know
  • Visa: Non-EU visitors generally need a Schengen visa, and many visa-exempt nationalities will need the EU's ETIAS travel authorisation. Your passport should be valid at least three months beyond your stay — we can advise
  • Language: The language is Italian, and a warm buongiorno and grazie are always appreciated. English is widely understood in hotels and tourist areas
  • Currency: The currency is the euro. Cards are accepted almost everywhere; carry a little cash for small cafes, markets and tips
  • Tipping: A cover charge (coperto) often applies at restaurants, so tipping is not expected — rounding up for good service is plenty
  • Best seasons: Italy is wonderful year-round. Spring and autumn are ideal for touring, summer is hot and busy in the cities, and the Amalfi Coast and Sicily shine from May to October
  • Dress code: Churches such as St Peter's and the Duomo require covered shoulders and knees, so carry a light scarf. Smart-casual is ideal for dinner
  • Getting around: Italy's Frecciarossa high-speed trains link the cities beautifully, and some legs of your tour may travel by comfortable, scenic rail
  • Opening times: Many sites close one day a week and some shops pause midday; the Vatican Museums close on Sundays (except the last of the month). Your itinerary is arranged around this
  • Driving zones: Historic city centres have restricted traffic zones (ZTL). We use trains and licensed drivers so you never risk a fine
  • Safety: Italy is very safe, but as at any major attraction keep an eye on your belongings on busy transport and in crowded squares
FAQs

Frequently Asked Questions

What meals are included?

Daily breakfast is included throughout, along with a welcome dinner and the specific lunches and dinners named in the itinerary, such as a Tuscan wine lunch or an Amalfi seafood dinner. Other meals are left free so you can enjoy Italy's wonderful trattorias and gelaterias.

Are transfers and touring arranged?

Yes — your sightseeing, transfers and day tours are arranged with local guides, so there is nothing to organise on the ground.

Do I need a visa for Italy?

Most non-EU visitors need a Schengen visa or the ETIAS authorisation. We can guide you to the right one for your nationality.

When is the best time to visit?

Spring (April-June) and autumn (September-October) are ideal, with pleasant weather and thinner crowds. The Amalfi Coast and Sicily are loveliest from May to October.

Can the itinerary be customised?

Absolutely. Durations, hotels and experiences can all be tailored, and we can extend your stay or combine regions. Just tell us what you have in mind.

How do we travel between cities?

Depending on the route, you travel by comfortable private vehicle or by Italy's superb Frecciarossa high-speed trains, all arranged for you.

Is a cooking class available?

Yes — a hands-on Tuscan cooking class or a truffle hunt can be added to any day in the countryside; just let us know and we'll arrange it.

Do we need to like wine to enjoy Chianti?

Not at all — the hill towns, scenery, food and history are the stars, and the winery visit can lean into olive oil, produce and views rather than wine.