5-7 night tour: The best of Tuscany - Tuscany - Up to 70% off | Voyage Privé

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We Love —

  • Discovering Tuscany at our own pace, from the timeless streets of Siena, San Gimignano, and Volterra to the artistry and elegance of Florence, the Renaissance capital.
  • Choosing either a 5 night or 7 night stay, and opting for car hire for added flexibility and ease of exploration.
  • Savouring authentic Chianti wines and regional delicacies during a tasting at a distinguished local estate.

New Voyage Privé —

Carefully selected by our experts especially for you

Your itinerary in brief —

Discover Tuscany, a timeless corner of Italy where culture, heritage, and sweeping countryside come together in perfect balance. From Florence, birthplace of the Renaissance, to the hilltop strongholds of Chianti, the sun-washed landscapes of Volterra, and the charming villages of the Maremma, this journey invites you to embrace the true Italian art of living. Your route offers a genuine introduction to one of Europe’s most captivating regions.

 

 

Choose the length of your stay, with the option to include a car hire:

 

5 night itinerary:

Day 1: Arrive in Reggello
Day 2: Reggello ⇄ Arezzo
Day 3: Reggello ⇄ San Gimignano & Siena
Day 4: Reggello Peccioli → Lajatico → Volterra
Day 5: Volterra ⇄ Elsa Valley
Day 6: Depart Volterra

 

7 night itinerary:

Day 1: Arrive in Reggello
Day 2: Reggello ⇄ Florence
Day 3: Reggello ⇄ Arezzo
Day 4: Reggello → San Gimignano & Siena (Asciano)
Day 5: Asciano ⇄ Monteriggioni & Greve in Chianti
Day 6: Asciano → Peccioli → Lajatico → Volterra
Day 7: Volterra ⇄ Elsa Valley
Day 8: Depart Volterra

 

 

The freedom to explore:

Discover our expertly curated self-guided tours, designed to offer the perfect balance of structure and flexibility. While our travel experts suggest itineraries to help you explore each destination in depth, you have the freedom to tailor activities and pace to suit your personal preferences. Rest assured, the carefully selected hotels will remain as listed, ensuring a comfortable and seamless experience throughout your journey.

Your itinerary in detail —

5 night tour:

DAY 1: ARRIVE IN REGGELLO

Touch down in Tuscany and take your time settling into the rhythm of the region. Wander into Florence to trace history through Santa Croce, the Palazzo Vecchio, and the Baptistery of San Giovanni. Each landmark layers stories of artists, patrons, and centuries-old traditions. 

  • Arrive at Amerigo Vespucci Airport (FLR)
  • Night at Fattoria degli Usignoli, Villa Pitiana, or similar

 

 

DAY 2: REGGELLO ⇄ AREZZO

After breakfast, stroll the medieval lanes of Arezzo, where quiet piazzas hide centuries of culture. Browse local crafts and visit the museums that showcase the town’s heritage. Seek out the enigmatic Chimaera, the enduring emblem of the city. 

  • Breakfast included
  • Night at Fattoria degli Usignoli, Villa Pitiana, or similar

 

 

DAY 3: REGGELLO ⇄ SAN GIMIGNANO & SIENA

Glide through the Chianti hills, watching vineyards and olive groves roll across the landscape. San Gimignano rises ahead with its towers and lively Piazza della Cisterna, perfectly framed for photos and people-watching. Pause for a light lunch and wine tasting at a renowned estate. Continue to Siena for a leisurely walk and views from the Torre del Mangia.

  • Breakfast included
  • 1 x light lunch & wine tasting at an estate in San Gimignano
  • Night at Fattoria degli Usignoli, Villa Pitiana, or similar

 

 

DAY 4: REGGELLO PECCIOLI → LAJATICO → VOLTERRA

Start the day in Peccioli, where contemporary installations like the “Giants of Peccioli” meet Renaissance spirit. Continue to Lajatico to admire the evocative Teatro del Silenzio, set amid Tuscan hills. Arrive in Volterra, famed for alabaster, Etruscan remnants, and an atmosphere that feels almost timeless.

  • Breakfast included
  • Transfer on your own to Volterra
  • Night at Hotel San Lino, Hotel La Locanda, or similar

 

 

DAY 5: VOLTERRA ⇄ ELSA VALLEY

Travel to Casole d’Elsa and soak up the charm of a village that feels wonderfully untouched. Move on to Colle di Val d’Elsa, once a key stop on the Via Francigena and still celebrated for crystal craftsmanship. Enjoy a relaxed walk through the old town. Overnight in the Volterra area.

  • Breakfast included
  • Night at Hotel San Lino, Hotel La Locanda, or similar

 

 

DAY 6: DEPART VOLTERRA

Enjoy breakfast, take one last look at the landscape, and depart at your leisure.

  • Breakfast included

7 night tour:

DAY 1: ARRIVE IN REGGELLO

Touch down in Tuscany and take your time settling into the rhythm of the region. Wander into Florence to trace history through Santa Croce, the Palazzo Vecchio, and the Baptistery of San Giovanni. Each landmark layers stories of artists, patrons, and centuries-old traditions. 

  • Arrive at Amerigo Vespucci Airport (FLR)
  • Night at Fattoria degli Usignoli, Villa Pitiana, or similar

 

 

DAY 2: REGGELLO ⇄ FLORENCE

After breakfast, step into Florence’s extraordinary heritage. Visit Santa Croce, the Palazzo Vecchio, the Baptistery of San Giovanni, and the Palazzo Medici-Riccardi to see how the Renaissance reshaped art and power. Each site reveals another chapter of the city’s story. Overnight in the Reggello area.

  • Breakfast included
  • Night at Fattoria degli Usignoli, Villa Pitiana, or similar

 

 

DAY 3: REGGELLO ⇄ AREZZO

Begin with a relaxed wander through Arezzo’s elegant squares and medieval streets. Explore its museums and artisan boutiques, where craftsmanship still thrives. Seek out the legendary Chimera and the myths that surround it. Overnight in the Reggello area.

  • Breakfast included
  • Night at Fattoria degli Usignoli, Villa Pitiana, or similar

 

 

DAY 4: REGGELLO → SAN GIMIGNANO & SIENA (ASCIANO)

Glide through the Chianti hills, watching vineyards and olive groves roll across the landscape. San Gimignano rises ahead with its towers and lively Piazza della Cisterna, perfectly framed for photos and people-watching. Pause for a light lunch and wine tasting at a renowned estate. Continue to Siena for a leisurely walk and views from the Torre del Mangia. Overnight in the Asciano area.

  • Breakfast included
  • Transfer on your own to the Asciano area
  • 1 x light lunch & wine tasting at an estate in San Gimignano
  • Night at Montaperti Hotel, Cappuccina Country Resort, Relais Santa Chiara, or similar

 

 

DAY 5: ASCIANO ⇄ MONTERIGGIONI & GREVE IN CHIANTI

After breakfast, explore Monteriggioni, a walled village that seems frozen in time and still echoes through literary history. Then travel to Greve in Chianti, known for its inviting square and lively market atmosphere. Take time to wander, browse, and enjoy the pace of village life. Overnight in the Asciano area.

  • Breakfast included
  • Night at Montaperti Hotel, Cappuccina Country Resort, Relais Santa Chiara, or similar

 

 

DAY 6: ASCIANO → PECCIOLI → LAJATICO → VOLTERRA

Head toward Lajatico to admire the striking Teatro del Silenzio, a natural amphitheatre surrounded by countryside. Continue on to Volterra, where alabaster workshops, Etruscan walls, and medieval streets capture the essence of Tuscany’s past. Overnight in the Volterra area.

  • Breakfast included
  • Transfer on your own to Volterra
  • Night at Hotel San Lino, Hotel La Locanda, or similar

 

 

DAY 7: VOLTERRA ⇄ ELSA VALLEY

Travel to Casole d’Elsa and soak up the charm of a village that feels wonderfully untouched. Move on to Colle di Val d’Elsa, once a key stop on the Via Francigena and still celebrated for crystal craftsmanship. Enjoy a relaxed walk through the old town. Overnight in the Volterra area.

  • Breakfast included
  • Night at Hotel San Lino, Hotel La Locanda, or similar

 

 

DAY 8: DEPART VOLTERRA

Enjoy breakfast, take one last look at the landscape, and depart at your leisure.

  • Breakfast included

Important information about your tour and visits: 

  

The hotels, which comply with local standards, are indicative and may be changed locally for hotels of a similar category. The itinerary is subject to changes due to compelling reasons such as delayed flights, weather conditions or other cases of force majeure.  The order of visits is also subject to change without affecting the overall experience of the itinerary. 

Your hotels —

Just for you
Just for you:

Hand-picked just for you

At each of your stops, you will be staying in comfortable rooms in thoughtfully selected hotels.

 

Your hotels:

 

Reggello: Fattoria degli Usignoli, Villa Pitiana, or similar

Chianti/Asciano (7 night tour only): Montaperti Hotel, Cappuccina Country Resort, Relais Santa Chiara, or similar

Volterra: Hotel San Lino, Hotel La Locanda, or similar

 

If the hotels listed above are unavailable, you will be provided with comfortable accommodation in similar hotels. Local standards apply. 

Your dining choices

This is a bed and breakfast stay.

Included services —

Assistance at destination

Included services

Enjoy an included destination assistance service provided by our local partners trained to Voyage Privé standards. A dedicated contact person, available 24 hours a day (by phone or WhatsApp), will assist you throughout your stay with advice, reservations, or help in case of unforeseen circumstances. Travel with peace of mind.

Your journey —

Flights:

You will be able to choose your airline and flight times when you make your booking, in either Economy, Premium, or Business class, depending on the destination and carrier. This flight may include one or more stopovers.

 

Please review your flight options carefully as departure and arrival airports may differ, in order to offer the best price. 

Luggage information

Luggage, meals and other services on board may be subject to an additional fee on certain airlines. It is possible to view details of luggage allowances when you choose your flights at the next stage of the booking process. If luggage is not included with your flight, please go to the airline's website before your departure to purchase your luggage for an additional fee.

For domestic flights, airlines do not always offer the option of reserving luggage. In this case, you will need to pay for it at the airport counter.

You will receive all the information you need to check in for your flights after you have made your reservation.

Your destination —

Tuscany

Overflowing with artistic treasures, Tuscany is a timeless haven where ancient history meets rolling landscapes. From Etruscan origins to Roman marvels and Renaissance brilliance, this region is a journey through the ages. Beyond its celebrated cities, Tuscany invites you to explore serene vineyards, sun-dappled olive groves, and quaint villages that define its rustic charm.

 

 

Must-sees:

 

  • Florence's Oltrarno District: Venture beyond the Arno River to discover artisan workshops, hidden gardens, and authentic trattorias.
  • San Gimignano’s Towers: A medieval skyline framed by Tuscany’s picturesque countryside.
  • Etruscan Legacy in Volterra: Wander ancient walls and explore artefacts in the Guarnacci Etruscan Museum.

 

 

Culinary culture:


Tuscany's culinary heritage is as rich as its landscapes. Indulge in seasonal Tuscan produce, from creamy pecorino cheeses to fragrant white truffles. Pair these delicacies with Chianti or Brunello di Montalcino wines from the region's renowned vineyards. Don’t miss rustic panzanella salads or ribollita, a hearty vegetable soup traditionally prepared with stale bread. For a sweeter note, try cantucci biscuits dipped in local Vin Santo.

 

 

Dive deeper:


Beyond Florence and Siena, Tuscany’s smaller towns reveal unique stories. In Pienza, you’ll find a Renaissance utopia shaped by Pope Pius II’s vision, while the Carrara marble quarries offer a glimpse into the artistry that crafted Michelangelo’s David. For a different perspective, take a cycling tour through the Val d’Orcia, a UNESCO World Heritage Site famed for its cinematic beauty.

 

 

Good to know:


The local currency is the euro (€), and Tuscany enjoys a mild Mediterranean climate, with spring and autumn being the ideal seasons to visit. Regional trains and buses connect towns efficiently, but renting a car offers the best flexibility for exploring the countryside’s hidden gems.

In more detail —

Practical information about your trip:
This tour is not accessible to people with reduced mobility.

Pets are not permitted.
Your stay may be subject to an additional city or tourist tax payable directly to the hotel, which is not included in our nightly rate. Please check with hotel directly for further information.

Rates and times are indicative and are subject to change. Some facilities/services are subject to a surcharge, payable locally. 

General terms and conditions of sale apply. 

 

Price includes:

  • Accommodation in 4* hotels as per the itinerary
  • Breakfast included
  • 1 x light lunch & wine tasting at an estate in San Gimignano
  • Offers with flights are ATOL/ABTA protected for your peace of mind 

 

 

Price doesn't include:

  • Anything not mentioned in the "price includes" section
  • Meals & drinks not mentioned in the "price includes" section
  • Personal expenses
  • Tips

A warm welcome

We offer you a warm welcome to your holiday destination, and our partners are committed to ensuring your well-being.

If booking as a solo traveller, room type is not guaranteed. You may be placed in a single, double or twin room, based on availability.

You may be asked to provide a credit/debit card deposit on arrival to cover any purchases made at the hotel.

Although we endeavour to provide up-to-date information, we cannot guarantee that all hotel facilities and services will be available during your stay, especially when travelling out of the main holiday periods.

Star rating standards may differ to that of the UK, depending on the country of travel.

The location shown on our map is to be used as a guide only and the actual location of the property may differ.

Your contact details may be passed on to the hotel so that they can make contact with you to discuss your booking in advance of your arrival.

Car hire: —

Car hire conditions:

- Type of car:

Category B: ECMR - manual

Model: Fiat Panda, Fiat 500 or similar

Seats: 4

Doors: 3

Luggage: 1 large + 1 small (or 3 small)

OR

Category E: CDMR - manual

Model: Fiat 500X or similar

Seats: 5

Doors: 5

Luggage: 1 large + 2 small (or 4 small)

 

- Minimum age: 21

- Minimum licence duration: 1 year

- Documents to be presented on site: Identity card or passport, credit card in the driver's name, driving licence

Drivers must have held a valid driving licence for at least one year and must not have committed any serious traffic offences.

If the driving licence is not written in the Roman alphabet (e.g. Arabic, Greek, Russian or Chinese), an International Driving Licence (IDL) is required. The international driving licence must be accompanied by the driver's original driving licence. An international driving licence will also be required for all drivers residing in non-EU countries who rent the vehicle in an EU member state.

- Accepted credit cards: Visa, Mastercard, American Express (Diners and debit cards not accepted)

 

- Airport rental office hours:

FLORENCE – Monday to Sunday: 08:30-22:00

 

 

The price includes:

- Roadside assistance service: In case of emergency, please call the contact number provided by the pick-up location. The reception staff will provide you with all the information regarding what is covered by the roadside assistance service.

- RCA: third-party coverage

- CDW: collision damage waiver. This applies to all authorised drivers and partially covers damage to the vehicle. CDW is subject to the terms and conditions of the rental agreement that you will sign when you pick up the vehicle.

- TP: partial theft protection

- Unlimited mileage

- Airport surcharge: 16% (for car rentals at an airport)

- Station surcharge: 16% (for car rentals at a station)

- Road tax: €2 per day

- Maximum rental period: 30 days

- VAT: 22%

- Additional driver

 

The price does not include:

- Deposit according to vehicle type:

Category B - C vehicles: €600

Category E - J - L - O - U vehicles: €800

The deposit will be refunded after the rental period, provided that all conditions have been met.

- Damage excess depending on the type of vehicle:

Category B - C vehicles: €1,200

Category E vehicles: €2,000

- Theft excess depending on the type of vehicle:

Category B - C vehicles: £2,000

Category E vehicles: £2,500

- Fuel: unless otherwise specified, the vehicle must be returned with the same fuel level as when it was picked up.

- Additional cover (see paragraph on super cover)

Any additional cover can be taken out and purchased locally when the vehicle is picked up. The cost may vary depending on the type of product chosen by the customer. Please ask the reception staff.

- Young driver surcharge: €15 per day for drivers aged 21 to 24 at the time of hire

- Motorway tolls / Parking fees / Traffic violation fees

- Refuelling service: €18

- Arrival and departure outside office hours: £35 (£50 in Puglia), on request (with flight number and telephone number of the person making the booking)

- Baby seat: £35 per rental

- Loss of keys: €250

- Loss or damage to GPS: €200

- Fee for each new notification: €40

- Accident management fee: €50

- Anything not listed under ‘the price includes’

(All prices are displayed in £ and do not include 22% VAT)

Due to exchange rate fluctuations and other possible bank charges, the car rental company cannot be held responsible for any difference between the amount paid and the rental amount.

 

Super cover

Additional cover depending on the type of vehicle:

Vehicles in categories B - C - E: €24/day

This includes:

- 50% reduction in the security deposit required on arrival

- Cancels the amounts due in the event of damage, theft, fire, damage to the windscreen, tyres, interior and acts of vandalism.

- In the event of partial or total theft or fire occurring in Campania, Puglia, Calabria, Catania and the province, the customer will be financially liable for the reduced amount indicated:

€1,000 for category B/C vehicles

€1,250 for category E vehicles

It shall not apply if the driver's behaviour is contrary to Article 1176 of the Civil Code. In any event, the driver may not invoke any limitation of liability in the event of negligence, fraud or gross negligence in accordance with Article 1229 of the Civil Code. In all such cases, the customer shall be fully liable for the total cost of the vehicle.

 

Terms and conditions:

The following terms and conditions are an extract from those contained in the rental agreement signed by the customer, the full version of which is available at www.drivalia.com.

Terms and conditions subject to change without notice

Rates are valid in Italy and cannot be taken into account in loyalty programmes.

The fleet and models are subject to change and updates without prior notice.

The rental is considered extended until the vehicle is returned.

The customer must comply with the Highway Code and use the vehicle with the diligence provided for in Article 1176 of the Civil Code.

CDW, TP and super coverage are not valid if: the driver's behaviour is contrary to Article 1176 of the Civil Code. In the event of negligence, fraud or gross negligence, in accordance with Article 1229 of the Civil Code, in the event of loss of the vehicle keys.

All customers must present a valid credit card in the driver's name for extras, insurance, excess and fuel.

 

Please note:

- GPS: Many suppliers are phasing out this equipment as many cars are equipped with Android Car Play or Apple Car. Drivalia is one of them; no GPS is managed by the meter.

- Fleet: Keep in mind that all models should be considered representative.

 

Cancellation policy: A booking can be cancelled free of charge up to 2 days before the scheduled departure time. Beyond that, the supplier reserves the right to retain all costs incurred.

 

Important note:

If the main driver is not the person who made the booking, it is essential to provide the driver's first and last name to [email protected]. In addition, the credit card must be in the name of the main driver. Debit cards are not accepted.

Your contract

If you book a package that includes flights, your contract will be with Voyage Privé. The air holiday package(s) shown are ATOL protected by the Civil Aviation Authority. Our ATOL number is 10170.

If you book a package that does not include flights, then ATOL protection does not apply. Your contract will be with the provider of the accommodation and not Voyage Privé. Voyage Privé acts only as an agent for the accommodation provider.

Please read our booking conditions before confirming your holiday. 

The Voyage Privé Promise

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  • Exclusive perks and discounts of up to 70% off
  • For all inquiries, refer to our help centre available 24/7
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Exclusive prices and discounts of up to 70% off

Our flash sales guarantee our members the best rates on the market.

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