Highlights
Overview
There is no better way to explore Italy than by car. The picturesque countryside of Tuscany and Lazio offers breathtaking views, rolling hills, lush vineyards, and charming medieval villages. This 12-day fly-drive vacation provides an authentic experience of Italy’s art, culture, wine, and cuisine.
Begin your adventure in Rome, allowing a couple of days to recover from your flight. Collect your rental vehicle and journey north into Tuscany, the birthplace of the Renaissance. Taste world-famous wines, savor local cuisine, and explore historic towns and scenic landscapes. Your journey concludes in cosmopolitan Florence, famed for its art collections and Renaissance architecture. Depart Florence with unforgettable memories
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Itinerary - click for more
Destinations: Rome – Montepulciano – Chianti – Montaione – Maremma – Florence
Day 1 – Arrival in Rome
- Private transfer from Rome Fiumicino Airport to hotel (Approx. 30 km / 45 min)
- Check in to Rome 4★ Hotel for 2 nights.
- Rest of the day at leisure to explore the Eternal City at your own pace.
Overnight: Rome
Meals: —Day 2 – Discover Rome
- Breakfast at hotel
- Enjoy a Rome Combo Hop On Hop Off Sightseeing Tour
Explore St. Peter’s Basilica, Sistine Chapel, and major highlights such as the Colosseum, Trevi Fountain, and Piazza Navona.
Overnight: Rome
Meals: BreakfastDay 3 – Rome → Montepulciano
- Private vehicle transfer (Approx. 185 km / 2 hrs 30 min)
- Arrive in the charming Tuscan hill town of Montepulciano.
- Afternoon wine tasting paired with local food at a traditional wine cellar.
Overnight: Montepulciano
Meals: BreakfastDay 4 – Montepulciano
- Breakfast at hotel
- Day free to explore the medieval streets and artisan shops of Montepulciano or visit nearby Pienza.
Overnight: Montepulciano
Meals: BreakfastDay 5 – Montepulciano → Chianti Region
- Private transfer (Approx. 100 km / 1 hr 45 min)
- Arrive in the Chianti wine region.
- Afternoon wine tasting with local food at a boutique winery.
Overnight: Chianti
Meals: BreakfastDay 6 – Chianti Countryside
- Breakfast at hotel
- Enjoy a traditional Farmer’s Lunch in Chianti at a local farmhouse.
- Free afternoon to explore Greve, Castellina, or Radda in Chianti.
Overnight: Chianti
Meals: Breakfast, LunchDay 7 – Chianti → Montaione
- Private transfer (Approx. 60 km / 1 hr 15 min)
- Arrive in Montaione, a charming village surrounded by vineyards and olive groves.
- Afternoon at leisure to relax or enjoy optional activities (truffle hunting, spa, or local crafts).
Overnight: Montaione
Meals: BreakfastDay 8 – Montaione
- Breakfast at hotel
- Free day for optional excursions to nearby San Gimignano or Volterra.
Overnight: Montaione
Meals: BreakfastDay 9 – Montaione → Maremma
- Private transfer (Approx. 120 km / 2 hrs)
- Arrive in the Maremma region, known for its unspoiled coastline and countryside.
- Relax at your countryside resort or explore local villages.
Overnight: Maremma
Meals: BreakfastDay 10 – Maremma
- Breakfast at hotel
- Day at leisure for beach time, spa, or wine experiences in the area.
Overnight: Maremma
Meals: BreakfastDay 11 – Maremma → Florence
- Private transfer (Approx. 180 km / 2 hrs 30 min)
- Arrive in Florence, check in to your 4★ Hotel for 2 nights.
- Afternoon free to explore or shop.
Overnight: Florence
Meals: BreakfastDay 12 – Discover Florence & Departure
- Breakfast at hotel
- Enjoy a Small Group Walking Tour of Florence including the Accademia Gallery (see Michelangelo’s David).
- Later, private departure transfer to Florence Airport (Approx. 10 km / 20 min).
Meals: Breakfast
Vehicle
- Vehicle at disposal: Group I – Mercedes-Benz Class A (Automatic, Air Conditioned)
Based on itinerary for intercity transfers and tours as listed.
Included
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Vehicle Rental Details - click for more
Car Rental Includes:
- Unlimited Mileage
- Third Party Liability (RCA)
- Collision Damage Waiver Reduction (CDW)
- Theft Protection Reduction (TP)
- Personal Accident Insurance (PAI);
- Super CDW – Super TP
- 18% Airport Charges
- 14% Railway Fee
- Road Tax
- 22 % VAT
Car Rental Does Not Include:
- Administrative cost of invoice
- Administration fees in case of accident (GMU) and fines (GRV)
- Whatever not mentioned in the inclusions
Not Included
Hotels or Similar
As a general rule the scheduled hotel for each departure will be one of the above listed. The final list of the hotels will available 15 days prior to departure.
Rates Starting (From)
| 2026 | Per Person Double | Single |
|---|---|---|
| 05 Mar - 24 Apr | $4500 | On Request |
| 24 Apr - 22 May | $4790 | |
| 23 May - 25 Sep | $5300 | |
| 26 Sep - 30 Oct | $4990 | |
| 01 Nov - 05 Dec | $4530 |
The CAD ($) rate is indicative of Euro price and subject to change.
Price per person in CAD $ Dollars.