Tuscany Wine & Culture Journey

Discover Tuscany on a six-day journey from Florence to Montepulciano, combining Chianti vineyards, the historic towns of Siena, San Gimignano and Volterra, and the renowned wines of Montalcino and Montepulciano.

6 days / 5 nights • 4 wineries • 3 lunches & 1 welcome dinner • Private & small-group journeys

About This Tuscany Wine & Culture Journey

This six-day Tuscany wine tour takes you from the artistic heritage of Florence and Siena to the vineyards of Chianti, the medieval towns of San Gimignano and Volterra, and the celebrated wine territories of Montepulciano and Montalcino.

Begin with a private guided introduction to Florence and a welcome dinner featuring the traditional Bistecca alla Fiorentina. Continue into Chianti for your first selected winery visit and tasting before reaching Siena.

Discover San Gimignano and Volterra, with a selected local experience and lunch, then explore Montepulciano and Vino Nobile di Montepulciano before a full day dedicated to Brunello di Montalcino.

Along the way, four winery experiences, regional lunches and free time combine wine, gastronomy, historic streets and the landscapes of the Tuscan countryside.

Bellia Experience coordinates selected wineries, cultural visits, accommodation and travel logistics for private journeys and small groups, with the programme adaptable to your dates and preferences.

Highlights

Florence and Siena: Discover the art, architecture and historic atmosphere of two iconic Tuscan cities
Chianti vineyards: Visit a selected winery for a tasting and an included local lunch
San Gimignano and Volterra: Explore medieval towns, with a selected local experience and lunch
Montepulciano: Taste Vino Nobile di Montepulciano in its historic wine territory
Montalcino: Enjoy two winery visits focused on Brunello di Montalcino
Local food and culture: Three included lunches and a welcome dinner featuring Bistecca alla Fiorentina
Relaxed pace: Five nights in Florence, Siena and Montepulciano with free time for independent exploration

Tuscan Wines, Historic Cities & Hilltop Towns

Tuscany is a place where outstanding wine territories, art, history and regional cuisine are closely connected. This itinerary brings them together in a journey designed around distinctive places and producers.

Florence, Chianti and Siena introduce the region’s artistic heritage, vineyard landscapes and food traditions. A guided visit in Florence and a selected Chianti tasting offer two very different perspectives on Tuscany.

San Gimignano and Volterra reveal the charm of medieval streets and hilltop landscapes, with time to explore independently and a selected local experience.

Montepulciano and Montalcino bring the journey into two of Tuscany’s best-known red-wine territories through a Vino Nobile winery tasting and two Brunello-focused winery visits.

Five overnight stays and thoughtfully arranged day excursions make it possible to enjoy these destinations without changing hotels every night.

Itinerary

Day 1

Florence

Meet in Florence • Private guided city visit • Free afternoon • Welcome dinner • Overnight Florence

Show Day 1 Details

Meet in Florence and begin your journey with a private guided visit introducing the city’s artistic and cultural heritage.

Enjoy the afternoon at your own pace, with time to explore Florence’s historic streets, squares and museums independently.

In the evening, enjoy an included welcome dinner featuring traditional Bistecca alla Fiorentina. Overnight in Florence.

Day 2

Chianti & Siena

Breakfast • Chianti winery visit & tasting • Included lunch • Free time in Siena • Overnight Siena

Show Day 2 Details

After breakfast, travel through the vineyards and countryside of the Chianti wine region.

Visit a selected winery for a guided tasting and enjoy an included local lunch.

Continue to Siena for free time in the historic centre. Dinner is at leisure. Overnight in Siena.

Day 3

San Gimignano & Volterra

Breakfast • San Gimignano • Selected local experience • Included lunch • Volterra • Overnight Siena

Show Day 3 Details

Set out to discover San Gimignano, known for its medieval character and hilltop setting.

Enjoy a selected local experience and an included lunch before continuing to Volterra.

Explore Volterra independently, then return to Siena for the evening. Overnight in Siena.

Day 4

Montepulciano & Vino Nobile

Breakfast • Montepulciano at leisure • Winery visit & tasting • Overnight Montepulciano

Show Day 4 Details

Travel to Montepulciano and enjoy free time to explore the historic town independently.

In the afternoon, visit a selected winery for a tasting focused on Vino Nobile di Montepulciano and the traditions of this distinctive wine territory.

Lunch and dinner are at leisure. Overnight in the Montepulciano / Val d’Orcia area.

Day 5

Montalcino & Brunello

Breakfast • Two Brunello winery visits & tastings • Included lunch • Overnight Montepulciano

Show Day 5 Details

Enjoy a full day in the Montalcino wine territory, home to Brunello di Montalcino.

Discover two selected wineries with guided visits and tastings, combined with an included local lunch.

Return to Montepulciano for the evening. Dinner is at leisure. Overnight in Montepulciano.

Day 6

Departure from Tuscany

Breakfast • Free time • End of organised programme • Optional onward transfers

Show Day 6 Details

Enjoy breakfast at your hotel, followed by free time before the end of the organised journey.

Optional onward transfers, extra nights or other Tuscany extensions can be arranged on request.

Accommodation

The journey includes five nights in selected hotels: one night in Florence, two nights in Siena and two nights in the Montepulciano area.

Breakfast is included each morning on Days 2, 3, 4, 5 and 6.

Final hotels and room arrangements will be selected according to your travel dates, availability, preferences and the complete tailor-made proposal.

Transportation & Travel Style

Private Journey

Private vehicle transportation is included on Days 2–5 for the planned travel between Tuscany’s cities, wine territories, selected wineries and accommodation. The journey begins in Florence and concludes in Montepulciano. Arrival and departure transfers are optional.

Small-Group Journey

Minibus transportation is included on Days 2–5 for the scheduled itinerary, with a Professional Italian Tour Leader accompanying the small group. The standard small-group formula is based on a minimum of eight paying guests, with a maximum group size of sixteen.

Additional arrival/departure transfers, guided visits and extensions can be arranged according to your travel dates and needs.

✔ Included

Five nights in selected hotels (1 Florence · 2 Siena · 2 Montepulciano)
Five breakfasts, three lunches (Days 2, 3 and 5), and one welcome dinner on Day 1
Four selected winery visits and tastings: one in Chianti, one in Montepulciano and two in Montalcino
Private guided city visit in Florence on Day 1
One selected local experience during the San Gimignano and Volterra day
Private vehicle or minibus for the planned itinerary on Days 2–5, depending on travel formula
Professional Italian Tour Leader for the small-group journey only

❌ Excluded

Flights, airport arrivals and optional onward transfers
Lunch on Day 4 and any meals not specified
Dinners other than the included Day 1 welcome dinner
Personal expenses, travel insurance and city taxes
Museum admissions and additional guided visits unless expressly specified
Private Tour Leader accompaniment unless added on request

Why Book This Journey with Bellia Experience?

This journey brings together the wines, historic cities and hilltop towns of Tuscany, combining selected wineries, local food and cultural visits with time to explore independently.

As certified Tour Leaders and Sommeliers, we look for selected producers and experiences that express the identity of the local territory, its wines and its traditions.

From the Chianti countryside to Vino Nobile di Montepulciano and Brunello di Montalcino, this itinerary offers a varied introduction to Tuscany’s celebrated wine culture alongside Florence, Siena, San Gimignano and Volterra.

Bellia Experience coordinates selected wineries, accommodation, local experiences and travel logistics, with private and small-group arrangements adapted to your preferred dates and travel style.

From € 1,270 per person

Private or small-group journey

Request Availability

Elia & Isabella

Certified Tour Leaders & Sommeliers

Elia and Isabella, Bellia Experience Tour Leaders and Sommeliers

We’ll personally help you plan your Tuscany wine and culture journey.

Request Availability

Tell us your preferred dates, number of guests and travel preferences. We’ll reply with availability and a complete tailor-made proposal.

Frequently Asked Questions

The journey lasts six days and includes five overnight stays: one in Florence, two in Siena and two in the Montepulciano area.

The journey begins in Florence and ends in Montepulciano. Optional arrival transfers, departure transfers and extensions can be arranged separately.

The itinerary features a winery visit in Chianti, a Vino Nobile di Montepulciano tasting and two winery visits in the Montalcino area focused on Brunello.

Four selected winery visits with tastings are included, alongside a private guided visit of Florence and one selected local experience during the San Gimignano and Volterra day.

Yes. The itinerary includes five nights in selected hotels, five breakfasts, three lunches on Days 2, 3 and 5, and a welcome dinner on Day 1 featuring Bistecca alla Fiorentina.

Yes. A private guided city visit is included on Day 1 in Florence. Any additional museum admissions or private guided visits are subject to the confirmed proposal.

The itinerary covers Florence, Chianti, Siena, San Gimignano, Volterra, Montepulciano and Montalcino.

Yes. Private vehicle or minibus transportation, depending on the selected formula, is included for the scheduled journeys on Days 2–5. Arrival and departure transfers are optional.

A Professional Italian Tour Leader is included for the small-group formula. For a private journey, Tour Leader accompaniment may be added on request.

Yes. Accommodation category, dates, private guides, selected experiences and extensions such as Bolgheri can be discussed in a tailored proposal.

More About This Trip

Languages for the journey and individual winery visits will be confirmed according to your requested dates and the selected producers.

Final wineries, hotels, timings, meeting points and operational details will be confirmed in the tailor-made proposal for your requested dates.

The journey is offered as a private or small-group itinerary, with ground transportation included on scheduled travel days. Arrival and departure transfers are quoted separately. All confirmed services and pricing will be detailed in the final proposal.

Wine tastings are intended for guests of legal drinking age. Please communicate any allergies, intolerances or dietary requirements in advance so they can be checked with the selected suppliers.

Sending an availability request does not constitute a confirmed booking. The journey is confirmed only after acceptance of the final proposal and completion of the required booking procedure.

Payment terms, cancellation conditions and any supplier-specific policies will be provided before confirmation.

The itinerary can be adapted according to your travel dates, pace, interests and supplier availability. Optional experiences include hotel upgrades, cooking experiences, cultural guides, local producer visits and an extension to Bolgheri.