5 - 7 road trip: The highlights of Tuscany - Florence - Up to 70% off | Voyage Privé

Irresistible offers on inspirational holidays, exclusively for our members.

Every day, irresistible holiday offers, for members only

We Love

  • Wandering through Florence’s elegant streets, soaking in the city’s Renaissance beauty, from grand piazzas to hidden artisan workshops.
  • Exploring the medieval towns of San Gimignano and Siena, discovering cobbled streets, soaring towers, and sun-drenched vineyards.
  • Embracing the freedom of the open road with included car hire, allowing you to stop where you please and experience Tuscany like a local.

New Voyage Privé

Carefully selected by our experts especially for you

Your itinerary in brief

Set off on a 5 to 7-night road trip through the heart of Tuscany, where every stop tells a story. From the Renaissance splendour of Florence to the medieval hilltop towns of San Gimignano and Siena, you'll uncover the region’s timeless beauty. Enjoy a wine tasting at a renowned estate and soak in the serenity of San Galgano Abbey, a mystical, roofless church wrapped in legend. With your own car hire included, you’ll have the freedom to follow winding country roads, pause in sleepy villages, and truly immerse yourself in the Tuscan way of life.

 

 

5-night road trip:

DAY 1: Arrival 

DAY 2: Lucca 

DAY 3: Florence 

DAY 4: San Gimignano - wine tasting 

DAY 5: Monteriggioni - Sienna 

DAY 6: San Galgano Abbey - Departure

 

 

7-night road trip:

DAY 1: Arrival 

DAY 2: Lucca 

DAY 3: Florence 

DAY 4: San Gimignano - wine tasting 

DAY 5: Monteriggioni - Sienna 

DAY 6: San Galgano Abbey 

DAY 7: Maremma 

DAY 8: Departure 

 

 

Please note: your itinerary may have minor adjustments, but your overall trip experience will remain the same.

Please note that your hotels may be located inside or outside cities and towns.

 

You may park your car inside or outside the hotels (subject to availability). Additional charges may apply on-site.

Your itinerary in detail

5 night road trip

DAY 1: ARRIVAL

 

Your journey begins with an unforgettable stopover in Pisa, a jewel of architecture and history. Collect your car hire from the airport and head to the famous Piazza dei Miracoli (Square of Miracles) to marvel at the Baptistery, the imposing Camposanto and the Cathedral with its marble facade adorned by columns and statues. Don't miss the iconic Leaning Tower, an architectural marvel that defies gravity with striking and unsettling grace.

 

 

Continue to Montecatini, a charming spa town where you'll settle in for the night. Check into your hotel and spend a restful night.

 

 

Overnight in Manzoni Hotel 4* (or similar).

 

 

DAY 2: LUCCA 

 

After a leisurely breakfast at your hotel, set off to discover Lucca, a fortified city that has preserved all the captivating charm of its medieval past. Walk through one of its seven ancient gates into the historic centre and discover the lively marketplace that was once a Roman amphitheatre. Stroll along the picturesque Piazza San Michele and admire the stunning church that gave its name to the square, standing prominently at its heart. Nearby, the Palazzo Pretorio stands as a testament to Lucca’s architectural grandeur and historical significance.

 

 

Breakfast included. Overnight in Manzoni Hotel 4* (or similar).

 

 

DAY 3: FLORENCE 

 

Devote a day to exploring Florence, the birthplace of art and beauty. We highly recommend visiting the Uffizi Gallery, where you can immerse yourself in the remarkable masterpieces of Europe’s Renaissance greats and experience art that shaped history. Later, take some time to wander along the banks of the Arno, gaze up at Brunelleschi's Duomo and soak in the atmosphere of the winding alleys rich with the history of this sublime city.

 

 

Breakfast included. Overnight in Manzoni Hotel 4* (or similar).

 

 

DAY 4: SAN GIMIGNANO - WINE TASTING 

 

Enjoy your breakfast at leisure, and then head to San Gimignano, known as the "medieval Manhattan" with its high stone towers and charming cobblestone streets that transport you back in time. Almost unchanged since the end of the 14th century, it's one of the most visited towns in Tuscany and rightly so. 

 

 

In the afternoon, indulge in a wine tasting at a celebrated local winery that captures the warm, generous, and unforgettable spirit of Tuscany.

 

 

Breakfast and wine tasting in San Gimignano included. Overnight in Toscana Ambassador Hotel 4* (or similar). 

 

 

DAY 5: MONTERIGGIONI – SIENA

 

This morning, take a trip to Siena, a timeless Tuscan treasure built on three converging ridges that form a star-shaped layout, with the stunning Piazza del Campo at its heart. At its centre stands the majestic Palazzo Pubblico and the Torre del Mangia, an 88-meter-high tower offering sweeping views of the city. Treat yourself to Siena's famous biscuits, rich in flavour and tradition.

 

 

On the way back, make a stop at Monteriggioni, a fortified town frozen in time, surrounded by an almost intact wall. Its narrow streets and stone houses evoke the charm of a bygone era and offer a glimpse into life as it once was.

 

 

Breakfast included. Overnight in Toscana Ambassador Hotel 4* (or similar). 

 

 

DAY 6: SAN GALGANO ABBEY - DEPARTURE 

 

Savour your final breakfast at your hotel before driving to the impressive San Galgano Abbey, a roofless open-air church bathed in light and serenity. Next, climb up to the Hermitage of Monte Siepi, where you'll find the sword carved in stone by San Galgano, a moving echo of the Arthurian legend. This is a place of peace and legend, steeped in spirituality and sacred geometry.

 

 

After this visit, make your way back to the airport to return your car and catch your flight home, carrying with you the unforgettable memories of a journey through history, beauty, and timeless tales.

 

 

Breakfast included.

7 night road trip

DAYS 1 - 5: IDENTICAL TO THE 5-NIGHT ROAD TRIP 

 

 

DAY 6: SAN GALGANO ABBEY 

 

Savour your final breakfast at your hotel before driving to the impressive San Galgano Abbey, a roofless open-air church bathed in light and serenity. Next, climb up to the Hermitage of Monte Siepi, where you'll find the sword carved in stone by San Galgano, a moving echo of the Arthurian legend. This is a place of peace and legend, steeped in spirituality and sacred geometry.

 

 

After this visit, make your way back to the airport to return your car and catch your flight home, carrying with you the unforgettable memories of a journey through history, beauty, and timeless tales.

 

 

Breakfast included. Overnight in Grand Hotel Bastiani 4* (or similar).

 

 

DAY 7: MAREMMA 

 

Today, you'll have the chance to explore another facet of Tuscany, its wild and unspoilt coastal region of Maremma. Golden beaches, rolling hills and vineyards await you in this breathtaking landscape. 

 

 

Spend the morning by the sea, before moving inland for a relaxing afternoon at Terme di Saturnia, a natural complex of thermal pools where you can unwind and chill on your last day in Tuscany. 

 

 

Breakfast included. Overnight in Grand Hotel Bastiani 4* (or similar).

 

 

DAY 8: DEPARTURE

 

After your breakfast, make your way back to the airport to return your car and catch your flight home, carrying with you the unforgettable memories of a journey through history, beauty, and timeless tales.

 

 

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

Hand-picked just for you

Enjoy a stay in a Standard Room in the following carefully selected 4* hotels (or similar):

 

Montecatini: Manzoni Hotel 4*(or similar) 

Chianti Area: Toscana Ambassador Hotel 4* (or similar)

Maremma Area: Grand Hotel Bastiani 4* (or similar)

 

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

Single rooms available at extra cost.

Your dining choices

This is a bed and breakfast stay.

Your journey to Tuscany

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 destinations

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.

Weather

Jan
min : 2°C max : 9°C
Feb
min : 3°C max : 11°C
Mar
min : 5°C max : 14°C
Apr
min : 8°C max : 19°C
May
min : 12°C max : 23°C
Jun
min : 15°C max : 27°C
Jul
min : 18°C max : 30°C
Aug
min : 17°C max : 30°C
Sep
min : 15°C max : 26°C
Oct
min : 11°C max : 20°C
Nov
min : 7°C max : 14°C
Dec
min : 4°C max : 11°C

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. 

The price includes: 

  • Accommodation in 4* hotels as per itinerary
  • Breakfast included
  • Category B or E hire car included (depending on the number of travellers)
  • Wine tasting in a renowned winery in Sam Gimignano (once per stay, per person) 

 

The price doesn't include: 

  • Insurance
  • Tips
  • Personal expenses
  • Meals not mentioned
  • Excursions and entrance fees not mentioned
  • Anything not listed under "Included in the price"

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:

Important Information for Your Car Hire

Before Your Departure: A few days prior to your departure, you will receive an official Drivalia voucher in your travel documents. This voucher contains all the essential information for your stay. 

Voucher Presentation: Please print and present this voucher at the rental office. Failure to present the voucher may result in additional charges or fees, for which we will not be responsible. 

Contact Information: If you need assistance, please contact: 

  • Phone: +39 0240701880 

Rental Office Details:  

Opening hours: 

Florence :   

Daily from 8.30am to 8pm  

Pisa :   

8am to 11pm daily 

 

Minimum Age: 21 

Minimum Driving License Duration: 1 year 

 

Required Documents: 

  • Identity card or passport 
  • Credit card in the driver's name 
  • Driving license 

Additional Requirements: 

  • Drivers must have held a valid driving license for at least one year and must not have committed a serious traffic offence. 
  • If the driving license is not in the Roman alphabet (e.g., Arabic, Greek, Russian, or Chinese), an International Driving License (IDL) is required, accompanied by the original driving license. 

Accepted Credit Cards: 

  • Visa 
  • Mastercard 
  • American Express (Diners and debit cards are not accepted.) 

Included in the Price: 

  • Roadside assistance service: Contact the number provided by the pick-up location for emergency assistance. The reception staff will inform you about coverage details. 
  • RCA: Third-party cover 
  • CDW: Collision damage waiver—provides partial coverage for vehicle damage, subject to the rental contract conditions. 
  • TP: Partial protection against theft 
  • Unlimited mileage 
  • Airport surcharge: 16% (for car hire at an airport) 
  • Railway station surcharge: 16% (for car hire at a railway station) 
  • Road tax: €2 per day 
  • Maximum rental period: 30 days 
  • VAT: 22% 
  • Additional driver 

Not Included in the Price: 

  • Deposit: 
  • Category B - C vehicles: €600 
  • Category E - J - L - O - U vehicles: €800 
  • Category S - Z vehicles: €1,000 The deposit will be returned after the rental period if all conditions are met. 
  • Damage Excess: €1,200 
  • Theft Excess: €2,000 
  • Fuel: The vehicle must be returned with the same level of fuel as when picked up, unless otherwise specified. 
  • Additional Cover: Available locally; costs vary. Inquire at the reception desk. 
  • Young Driver Surcharge: €15 per day for drivers aged 21-24. 
  • Motorway Tolls / Parking Charges / Road Traffic Offence Charges 
  • Refueling Service: €18 
  • Arrival and Departure Outside Office Hours: €40 (requires flight number and reservation contact details) 
  • Vehicle Delivery and Collection Service: On request 
  • 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 
  • Additional Costs: All other costs not included in the price 

All prices are in euros (€) and exclude 22% VAT. 

Due to fluctuating exchange rates and possible bank charges, the car hire company is not responsible for differences between the amount paid and the rental amount. 

Super Cover: 

  • 50% reduction on the security deposit required at arrival 
  • Cancellation of amounts due in the event of damage, theft, fire, windscreen damage, tyre damage, interior damage, and vandalism 
  • In case of theft or fire in specific regions (Campania, Puglia, Calabria, Catania, and surrounding areas), the reduced liability amounts are: 
  • €1,000 for category B/C vehicles 
  • €1,250 for category E vehicles 
  • €1,750 for category J/L/U vehicles 
  • €2,000 for category S/Z vehicles 
  • Not valid if driver's behavior contravenes Article 1176 of the Civil Code. Driver remains fully liable for costs in cases of negligence, fraud, or gross negligence. 

General Terms and Conditions: 

  • This summary is an extract from the rental contract available on www.drivalia.com. Full terms are subject to change without notice. 
  • Prices are valid in Italy and do not apply to loyalty programs. 
  • Fleet models are subject to variation without notice. 
  • Rental period extends until the vehicle is returned. 
  • Customers must adhere to the Highway Code and use the vehicle with diligence as required by Article 1176 of the Civil Code. 
  • CDW, TP, and Super Cover are invalid if the driver's behavior is contrary to Article 1176 of the Civil Code. In cases of negligence or loss of vehicle keys, customers remain fully liable. 
  • A valid credit card in the driver's name is required for extras, insurance, excess, and fuel. 

Additional Notes: 

  • GPS: Many cars are equipped with Android Car Play or Apple Car, making additional GPS equipment unnecessary. 
  • Fleet: Vehicle models are representative and may vary. 

Cancellation Policy: 

  • Bookings may be canceled free of charge up to 3 days before the scheduled departure time. Cancellations made later may incur full costs. 

Feel free to reach out if you have any further questions or need additional information. 

 

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

  • A unique selection of high-end accommodation
  • Exclusive perks and discounts of up to 70% off
  • For all inquiries, refer to our help centre available 24/7
Show moreShow less

Carefully selected travel offers

Our offers are distinguished by their quality and the level of their services.

- Curated offers carefully selected by our travel experts.

- We are world recognised in the tourism industry.

- We are constantly improving the quality of our offers, thanks to on-going feedback from our members.


Exclusive prices and discounts of up to 70% off

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

- The 7-day flash sales can be extended or restocked in exceptional circumstances, when we have the opportunity to offer more available dates.

- We negotiate the best rates thanks to our highly regarded reputation and our evergrowing database of members.

- An exclusive discount based on the reference price provided by our partners and suppliers (maximum price advertised for a room and board basis, on a specific time period), guaranteed by means of contract for each sale.

- We offer reliable, responsive, high-quality service.


Quality service: informative, reliable & responsive

Our goal: to provide members with a unique and unforgettable travel experience.

- A simple, inspiring and innovative service, both on your computer and your mobile.

- On-site professional support for your queries.

- Our Customer Service team are available to support you before, during and after your trip.

  1. Voyage Privé
  2. Luxury holidays
  3. 5 - 7 road trip: The highlights of Tuscany