7-Day Ultimate Luxury Tuscany Supercar Driving Tour 2026
From NZ$31,559/person
Twin room

7-Day Ultimate Luxury Tuscany Supercar Driving Tour 2026

Operated by: HunterMoss
Tour departs:  
Overview
7 days
5 places
1 country
30 - 80 yrs
moderate
Fully Guided Tour
Secure with 50% deposit
From
NZ$31,559/personwith
Non-member NZ$31,878
Twin room
Call 0800 900 094
About the Tour
Your tour takes you to:
Florence
Siena
San Felice
San Gimignano
San Felice
Montalcino
Florence

Harness the horsepower of a fleet of supercars and sweep across 800 kilometres of breathtaking Tuscan tarmac on this ultra-luxurious, exclusive driving tour. Take the wheel of latest-release luxury cars from Ferrari, Aston Martin, Mercedes and more as you carve through the vine-covered backroads of Chianti, the UNESCO World Heritage-listed landscapes of Val d’Orcia and the medieval hilltop roads above Volterra and San Gimignano – with the chance to switch gears and savour the unique thrill of each vehicle in turn.

Away from the road, the pleasures of la dolce vita are equally refined. Each evening unfolds at one of Tuscany’s most celebrated restaurants, paired with a curated wine package. Taste the vast array of fine Tuscan flavours, upon memorable encounters with Florence’s bustling Mercato Centrale, world-class dining and invigorating truffle hunting. Sip on fine local wines during special tastings, including the acclaimed Chianti of Barone Ricasoli at Castello di Brolio – Italy’s oldest winery. Experience Italy like never before on this high-octane odyssey through the many flavours of Tuscany.

Overview
7 days
5 places
1 country
30 - 80 yrs
moderate
Fully Guided Tour
Secure with 50% deposit
From
NZ$31,559/personwith
Non-member NZ$31,878
Twin room
Call 0800 900 094
Itinerary & map
What you’ll see
Florence

Your Tuscan adventure begins in Florence, where a chauffeured transfer will be ready to whisk you away to the elegant riverside retreat of Villa la Massa. With its extensive cultural heritage and far-reaching influence, Florence is a living expression of Renaissance beauty – one of Italy’s most enduring artistic movements.

As the sun dips over the Arno, join your fellow drivers for a welcome aperitif at a picturesque location before sitting down to dinner at the celebrated Golden View, where sweeping views of the river set the scene for an exceptional first evening.

Inclusions
Villa la Massa (Double Deluxe Room) or similar
Dinner
Florence

Start your day with a refreshing breakfast and the chance to unveil the Renaissance grandeur of Florence on a guided tour of the city’s most beloved sights, as well as its best-kept secrets. From the bustling halls of Mercato Centrale, Florence’s expansive indoor food market, to the hidden ateliers down idyllic backstreets, your expert local guide will lead you on an insider’s tour of Tuscan tastes and charming cultural landmarks.

Tonight, dine once more in decadent style as you put your newfound knowledge to the test with superb Florentine cuisine served at your hotel’s luxurious terrace restaurant, overlooking the city.

Inclusions
Villa la Massa (Double Deluxe Room) or similar
Breakfast, Lunch and Dinner
Siena, San Felice

Rise early for your first day behind the wheel of some of the most exhilarating supercars on the road. After gathering your energy over breakfast, it’s time to unlock the humbling horsepower of your chariot of choice.

Whether admiring the sleek curves and astonishing horsepower or the elegantly designed interiors, your scenic tour of Tuscany is a chance to revel in the revving engines of the world’s most luxurious vehicles.

With Florence in your rearview mirror, the backroads of the city’s southeast open up for an idyllic day weaving and winding through picturesque hills. Uphill climbs, forested parklands and rolling vine-covered ridges give way to the ancient streets of Siena, with each bend in the road revealing a new panorama of the Tuscan countryside at its most cinematic. Don’t settle for just one luxury ride, though – switch gears between two to three of these alluring automotives over the course of your day.

Tonight, arrive at Borgo San Felice, Relais & Châteaux’s enchanting 8th-century village-turned-luxury-resort, where tradition is captured with careful detail and Tuscan romance. Here, your evening features a spectacular feast at Poggio Rosso (one Michelin Star), highlighting regional flavours interlaced with contemporary Latin flare set among the spellbinding grounds of your luxury resort.

Inclusions
Borgo San Felice (Premium Deluxe Room) or similar
Breakfast, Lunch and Dinner
San Gimignano, San Felice

Your second day behind the wheel takes a comfortable pace. Loop through the scenic backroads of the Montalcino wine region, where tight corners thread through ancient nature reserves and the landscape feels entirely your own.

This afternoon, steer into the grounds of Castello di Brolio, where you’ll be led on a private tour of this Chianti castle and its countless impressive features. Afterward, cleanse your palate for a once-in-a-lifetime wine tasting at Barone Ricasoli – Italy’s oldest continuously operated winery, where the Ricasoli family helped standardise the recipe of the much-lauded Chianti.

As dusk settles in the hills around you, pull into your historic stay for another evening of Tuscan enchantment. Dinner is served at Osteria il Grigio, onsite at your hotel, promising another exceptional taste of Italy.

Inclusions
Borgo San Felice (Premium Deluxe Room) or similar
Breakfast, Lunch and Dinner
Montalcino, Florence

Today’s auto adventures lead you on a full-day drive from the olive groves and orchards of Chianti to the medieval hillside town of Montalcino. Along the way, traverse diverse Tuscan landscapes in your choice of top-tier supercars from Audi, McLaren, Maserati, Porsche and more.

As the shadows grow long across the terrain, trace a path to your final villa stay, located on the outskirts of the city, where dinner is served in elegant style at Il Verrocchio.

Inclusions
Il Salviatino (Superior Room) or similar
Breakfast, Lunch and Dinner
Florence

Your final day on the road will take on a half-day spin through Chianti as you weave back toward Florence. Among vine-covered hills and timeless towns, you’ll have the opportunity for one last turn behind the wheel of your favourite supercars in the fleet.

This afternoon, it’s finally time to hand over the keys as you park at an award-winning vineyard in San Gimignano. But don’t worry, the adventure continues as you set off for an invigorating afternoon of truffle hunting along the fresh, forested hillside. After digging up this culinary gold, sit down to a leisurely truffle-infused lunch on the estate – an intimate and memorable conclusion to the tour, shared highlights over fine wines.

Inclusions
Il Salviatino (Superior Room) or similar
Breakfast, Lunch and Dinner
Florence

Rise at leisure for your final morning in Florence, thanks to your midday check-out. Once you’ve savoured one last breakfast in your scenic surrounds, your supercar adventure comes to a close as you take your chauffeured airport transfer for your onward travel.

Inclusions
Breakfast
Highlights & inclusions
The following are included in your tour package:

Take your place behind the wheel of latest-release supercars for a whirlwind tour of Tuscany. Leave behind the city traffic and take your turns with ease as you navigate an exhilarating series of rolling country backroads and fast-paced autostrada. Approach rewarding hairpin bends and tight switchbacks, and above all, don’t forget to enjoy that panoramic view.

Your fleet of supercars is sure to impress, with abundant time to switch between sleek cars from some of the most respected names in the industry.

Feel the powerful purr of the Aston Martin Vantage F1 Roadster, the most powerful V8 Vantage yet. Fall for the Audi R8 V10 Spyder, a lightning-in-a-bottle masterpiece of elegant design. Test the astonishing Ferrari 296 GTS, wrangle the power of the Chevrolet Corvette C8 Stingray Z51 and rise to the challenge of the electrifying McLaren 720S. Steer into the Tuscan sunset in the Maserati MC20, then harness the innovation of the same engine used for the GT3 Cup race car in the Porsche GT3 992.

From celebrated restaurants to generational vineyards, Tuscany is renowned for its culinary accomplishments. A private guided afternoon at the storied Castello di Brolio estate, home of Barone Ricasoli and Italy’s oldest continuously operated winery, offers an intimate tasting of select special vintages. At the celebrated restaurants featured throughout the tour, each evening unfolds with a signature dining experience paired with a curated wine package. Whatever your tastes, the romantic restaurants and enchanting vineyards of Tuscany are sure to impress.

One of the most coveted ingredients in the culinary sphere, truffles are a mushroom-like delicacy unlike anything else on the menu. Found in the forested hills of Tuscany, these subterranean delights have inspired avid truffle-hunters for generations.

On an invigorating afternoon amongst the trees, you’ll forage your very own morsels. Then sit down to a gourmet supper where your harvest takes centre stage – a memorable and intimate conclusion to an extraordinary week.

Dates & pricing
Deposits available: Book now from just 50%.
9 Oct 2026
Friday
15 Oct 2026
Thursday
Guaranteed departure
4 spots left
Secure with 50% deposit
Standard Package
From
NZ$31,559/personwith
Non-member NZ$31,878
Twin room
Deposits available: Book now from just 50%.
October
9 Oct 2026
Friday
15 Oct 2026
Thursday
Guaranteed departure
4 spots left
Secure with 50% deposit
Standard Package
From
NZ$31,559/personwith
Non-member NZ$31,878
Twin room
Things to know

Booking Summary: After you book, please follow the instructions in your booking summary email and ensure you complete your traveller information details in full.

  • Luxury Escapes asks that you please complete your Traveller Details form within 7 days of booking. Following its completion, our Tours Concierge Team will be in touch to assist with any additional arrangements – including flights.
  • Traveller Details are required in full to confirm all arrangements for your tour. Please complete the Traveller Details form as soon as possible in your ‘My Escapes’ account. Failure to complete the form within 90 days of departure may result in losing your spot on the tour.
  • If your booking is on a non-guaranteed departure, this initial email is not your tour confirmation. Tours often require a minimum number of travellers to go ahead, so your departure may not be guaranteed immediately.
  • Please note that for guaranteed departures, a minimum of two people are required to book. In the event that only one passenger has booked, you will be given the opportunity to move your departure to another date.
  • Once there is an update on the status of your tour, you will be contacted via email by the Luxury Escapes’ Tours Concierge Team, and they will advise if the tour has been confirmed. Please do not book flights or make any non-flexible arrangements until you receive this update.
  • Should you require assistance with your tour, please contact our Tours Concierge Team at tours@luxuryescapes.com, who will be happy to assist with any of your queries and who will support you right up until you return from your journey.

Deposits

  • Please note that initial deposits are non-refundable.

Service Fee

  • The service fee included in the Payment Schedule is non-refundable.

Cancellation Policy

  • All payments and service fees are non-refundable.
  • Where Luxury Escapes Tours may allow a cancellation for credit due to exceptional circumstances (and at its sole discretion) and where a cancellation/credit is not otherwise permitted, a service fee of A$300 per person will apply.
  • For Trusted Partner operated tours, additional fees may apply.

Date Changes

  • Changes can be made on request by contacting the Tours Concierge Team at tours@luxuryescapes.com.
  • Booking changes may include, but are not limited to, date change, tour changes, name changes and name corrections.
  • Tours pricing is dynamic and subject to change at any time.
  • Changes are not permitted after your final payment date.
  • For Trusted Partner operated tours, additional fees may apply.
  • Date change conditions listed above do not apply to flights or pre- and post-tour accommodation booked with us. Flight fulfilment and changes are governed by the airline(s) selected at the time of booking. For your air travel, you are bound by the terms and conditions and fare rules of the selected airline(s). For pre- and post-tour accommodation, these reservations are not directly linked to your tour and may require a separate cost to change, as stated in your ‘My Escapes.’

Itinerary Amendments & Changes

  • Occasionally our itineraries are updated prior to departure. This may be to accommodate changes in weather, public holidays, common seasonal changes to timetables and transport routes, and unforeseen circumstances.
  • In the event of a change in itinerary (for safety reasons or due to events outside of our control) that results in cancellation or change fees toward flights (or other parts of your travel) we will notify you as soon as practicable.
  • You will be responsible for any associated costs or will otherwise have the right to a refund (less any costs incurred or paid to third parties).

Surcharges

  • After completing your booking, your tour cost may be subject to additional surcharges due to factors beyond the control of Luxury Escapes.
  • Where the cost of delivering your selected tour materially increases between the time of purchase and delivery, we reserve the right to increase the balance due. Increases may be in relation to, but not limited to, currency fluctuations, taxes, airfares, fuel surcharges, tour costs or government changes due to health and safety restrictions. A material increase will be considered one in excess of 10% of the package price.

Fine Print and package inclusions are accurate at the time of purchase and not subject to change, unless updates or corrections are specifically noted in the latest Fine Print with a timestamp. Please check the Fine Print prior to departure for any updates.

We reserve the right to modify prices for marketing and commercial reasons. Please note that full terms and conditions apply. Refer to website’s terms and conditions.

Accommodation for the duration of your tour is included in the Tour package.

  • You can find relevant accommodation details for each day of the itinerary on the Tour offer page, or in your My Escapes.

Please note:

  • Accommodation is subject to availability and may be substituted for a hotel of a similar or higher standard without notice.
  • Rooms will be made available after 3pm on the day of arrival. Checkout is required by 12pm. Early check-in and late checkout may be available upon request. Subject to availability. Additional fees may apply.
  • All special requests, such as those regarding bedding preferences, are subject to availability and can only be confirmed upon check-in. Room assignments and bedding configurations may vary based on the destination and hotel policies, and are handled directly by the hotel staff.

Pre- & Post-Tour Accommodation Pre- and post-tour accommodation can be booked to extend your stay before or after your tour by contacting our Tours Concierge Team at tours@luxuryescapes.com.

Luxury Escapes uses a range of accommodation partners. For pre- and post-tour accommodation options where we can offer the same hotel as the start and end of your tour, your pre- and post-tour accommodation will be booked independent of your tour. If the hotel for your tour changes, this will be independent of your pre- or post-tour accommodation booking. In this instance, change fees may apply on your pre- or post-tour accommodation, if you choose to change; change fees can be found in your ‘My Escapes.’

For pre- and post-tour accommodation bookings, you may be required to check out of your room and check in again on the first or last day of your tour. You will need to confirm these details directly with hotel.

Please contact the Tours Concierge Team at tours@luxuryescapes.com for further information.

  • Return international flights
  • Visas
  • Departure airport transfer
  • Single supplement
  • Meals/drinks not stated in the itinerary
  • Optional activities/tours, personal expenses/transfers not mentioned
  • Travel insurance (required)
  • Dining inclusions do not include drinks (unless otherwise stated). Menus are subject to change without notice.
  • Passengers are permitted one piece of baggage with a maximum weight of 23kg on tour.
  • Passengers are permitted one additional, smaller piece of hand-luggage with a maximum weight of 7kg on tour.

Transfers

  • Arrival and departure transfers are available on the first and last day of your tour only.
  • On Day 1, please book your flights to arrive at Florence Airport (FLR) by 3pm. Your transfer will meet you on arrival and take you to your hotel. Check-in on Day 1 is at 3pm.
  • Checkout on your final day is at 12pm. Please book your flights to depart from Florence Airport (FLR) after 5.30pm. Your transfer will meet you at your hotel and take you to the airport.
  • If you have booked your pre- and post-tour accommodation through Luxury Escapes, transfers may be available for select tours (not available for Trusted Partner operated tours).
  • For complimentary transfers to be fulfilled outside of arrival and departure date, all pre- and post-tour accommodation bookings must be booked through Luxury Escapes no later than 60 days before departure. After this time, any pre- or post-tour accommodation bookings made will not be eligible for complimentary transfers.
  • If you have booked pre- or post-tour accommodation outside of Luxury Escapes, you will forfeit your complimentary airport transfers.
  • Please note ‘Private Transfers’ refers to transfers that are exclusive for your tour group and may be shared among other members of your group if arriving on the same flight or another flight arriving within a 30-minute window.
  • Transfers are based on the package purchased. Twin room packages include one shared airport transfer for both travellers, regardless of differing arrival times. Solo transfers are only included with solo traveller packages. Additional transfers can be arranged at an extra cost.
  • Flight information must be provided to Luxury Escapes 60 days prior to departure in order to book transfers.

Tipping:

  • Tipping is included in your package.

Please Note:

  • Due to the nature and size of each supercar, a maximum of two passengers are permitted per car.
  • Supercar fleet offerings are subject to change dependent on group size and vehicle availability.
  • An international driving permit may be required for travellers to drive during the tour, please plan accordingly.
  • Travellers interested in upgraded rooms and limousine airport transfers can contact the Tour Operator for further details.
  • Guests will swap between luxury cars throughout the tour.

Travel Insurance

  • Travel insurance is required on all our tours, which (at a minimum) covers medical expenses and repatriation. You may not be permitted to join the tour group if evidence of travel insurance is not provided prior to your trip. If you are unable to obtain travel insurance for whatever reason, you may be required to sign a waiver and/or provide a letter from a medical practitioner which confirms you are fit for travel. For any enquiries regarding travel insurance, please call 1300 88 99 00 or email sales@luxuryescapes.com.

Passports & Visas

  • A visa may be required. It is the traveller’s responsibility to ensure they’re holding a current visa for the countries they’re visiting. If the traveller is on a non-Australian passport, a valid re-entry visa may be required.
  • You are responsible for visas, entry, health and other requirements, and any documents required by laws, regulations, orders and/or requirements of countries visited. Luxury Escapes and/or its servants and agents are not responsible for passport and visa requirements or for any loss you sustain for failing to comply with laws, regulations, orders and/or requirements of countries visited.
  • A valid passport with a minimum validity of 6 months beyond your return travel date is required for all passengers (including children and infants).

Traveller Details

  • Traveller Details must be completed for each individual traveller. This information can be added directly to your ’My Escapes’ account.
  • Travellers must advise of any medical conditions or dietary requirements. Failure to provide such information in advance of your tour may result in an inability to cater to your requirements.
  • We work with exceptional local tour providers to present uniquely crafted packages that encompass sightseeing tours and excursions. Our tour provider partners are dedicated to making every effort to accommodate specific requirements. However, it should be noted that the extent to which they can address mobility and accessibility needs may vary, depending on the nature of the sightseeing tour and activities involved. Please contact tours@luxuryescapes.com so we can advise whether your specific needs can be accommodated.
  • Special dietary requirements can be catered for in most cases, however, on occasion this may not be possible due to location, lack of availability of unique ingredients, and other extenuating circumstances. It is always advised to carry any necessary supplies with you.
  • All travellers must notify us of special dietary requests at the time of booking. Although we will use reasonable endeavours to accommodate requests, we cannot guarantee requests will be met by suppliers. On tour, meals are prepared based on the availability of ingredients in each destination. Please keep in mind that specific meal requests may not be available at every stop.

Please be advised that food and drink locations are not owned or operated by us. It is your responsibility to check that meals and drinks meet your requirements. We expressly disclaim any liability for meals or drinks that contain allergens.

  • Passport details are required for all bookings. In some cases, a digital copy of your passport may be requested by Luxury Escapes to book certain elements of your trip.
  • Names on your booking and in your traveller details need to match your passport. If incorrect, any fees incurred to make changes to internal flights for on-ground arrangements will be at the cost of the traveller.
  • If a photo of your passport is requested, failure to provide valid photo ID will result in your booking being cancelled and all monies paid remaining non-refundable. When requested, a digital copy of your passport must be provided for each guest at least 90 days prior to your tour departure.
  • Should you require any assistance with your Traveller Details, please contact our Tours Concierge Team at tours@luxuryescapes.com.

Tour Pace

  • It’s important to note that specific activities and intensity levels may vary between different tour operators and destinations. When selecting a group tour, it’s advisable to carefully review the itinerary, activity descriptions and fitness requirements to ensure a suitable match for your preferences and physical capabilities.
    • Relaxed: Leisurely pace with limited walking or physical demands. Opportunity for ample free time and leisure activities. Suitable for individuals seeking a laidback experience.
    • Moderate: Usually more than one day in a location. Balanced mix of exploration and physical engagement. Suitable for participants with a reasonable level of fitness. Exploring cities on foot, visiting landmarks and guided excursions. Requires a moderate level of stamina and physical activity.
    • Active: Activities most days. Generally, not staying in a location for two days or more. Suitable for participants with high fitness levels and a sense of adventure.

Travel Styles

  • Fully Guided Tour: A dedicated tour director and driver will accompany you for the entire trip. In some cases, you may have different tour directors in different regions. If your tour spans multiple countries, any internal flights included will not be escorted.
  • Partially Guided Tour: You’ll have a tour driver and local guides at specific locations or portions of the trip, but not the entire time. There might be different local guides for different regions.
  • Self-Guided Tour: You will not have a guide for your trip. You will be provided detailed trip notes with elements, such as accommodation and transport, pre-booked for you.

Health and Fitness Acknowledgement:

  • Travellers acknowledge that they are required to have a good level of health and fitness to undertake the activities in this tour.
  • There are limitations to the degree of accommodations that can be made if travellers are unable to partake in the included activities on this tour. Please consider suitability as additional costs could apply.
  • Travellers also acknowledge and agree that neither we nor the tour provider will be able to provide medical or other assistance in the event that they are unable to complete any aspect of the tour as a result of their health or physical condition (nor are we liable for any loss, damage, expense, injury or death arising from such).

Your tour begins at Florence Airport (FLR) and ends at your Florence accommodation. Arrival airport transfers are included for the first day of your tour only, please plan accordingly.

Return flights are not included in your package and must be purchased separately. If your chosen tour departure date is guaranteed at the time of booking, you may be able to purchase flights immediately. If your tour departure date is not yet guaranteed (still pending minimum numbers), flights should not be booked until you receive an update on the status of your tour.

Airport transfers are included on the first day of your tour only, please plan accordingly.

Important: Please allow for travelling time from international countries. International flights are not included in your package and must be purchased separately. It is your responsibility to make your own travel arrangements and ensure that you arrive at your starting location on your chosen tour start date.

A visa may be required for the destination you are visiting. It is each traveller’s responsibility to ensure they are holding a current visa. Please take the time to visit our preferred vendor website, Visas Direct, to assist you with any visa application requirements and processes. If you require any supporting documentation when applying for your visa, please let us know and we will be more than happy to assist. Click here to visit the website.

Need flights? Our dedicated flights concierge can assist with all your flight requirements (subject to availability). Contact sales@luxuryescapes.com.

Important Destination Information:

Italy

Time zone: GMT+2

Telephone: +39

Currency: Euro (EUR)

Accessing money: ATMs are widely available with credit cards widely accepted within the city. Cash is advised when visiting rural areas.

Language: Italian

Climate: The climate varies between the north and the south of Italy. The north experiences very cold winters and very hot, humid summers. Central Italy is much milder with a less intense winter. The south experiences longer, warmer summers and much milder winters.

Dress code: Relaxed but respectful, especially when visiting religious institutions.

You may also like
From NZ$31,559/person
Twin room