8 Day Tuscany Fly & Drive with Milan from $899*

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Independent Package Includes

  • Round trip flights New York-Milan Malpensa, Milan Malpensa-New York
    Other departure cities available. Click on date of departure for selection and prices
  • Airline taxes & fuel surcharges
  • 6 nights accommodations
    • 5 nights Montecatini
    • 1 night Milan Malpensa
  • 7 day car rental: Economy Manual (Fiat Panda or similar). Upgrade to other categories available
  • Car rental includes: Unlimited mileage, Third Party Liability Insurance (RCA), Collision Damage Waiver Reduction (CDW), Theft Protection Reduction (TP), Airport charges, local taxes (VAT)
  • Breakfast daily

Vehicle Options


 
Economy Manual - Lancia Ypsilon or similar

 

 

  • 1-2 passengers
  • 2 Small Suitcases
  • Manual Transmission
  • Air-Conditioning

 
Economy Automatic - Toyota Yaris or similar

 

 

  • 1-4 passengers
  • 2 Small Suitcases
  • Automatic Transmission
  • Air-Conditioning

 
Compact Manual - Fiat 500L or similar

 

 

  • 1-3 passengers
  • 2 Small Suitcases
  • Manual Transmission
  • Air-Conditioning
Compact Automatic - VW T-Cross or similar

 

 

  • 1-5 passengers
  • 1 Large & 1 Small Suitcase
  • Automatic Transmission
  • Air-Conditioning
Fullsize Automatic - Mercedes-Benz C-Class or similar

 

 

  • 1-5 Passengers
  • 1 Large & 2 Small Suitcases
  • Automatic Transmission
  • Air-Conditioning
Fullsize Van Manual - Nissan Primastar or similar

 

 

  • 1-6 Passengers
  • 2 Large & 2 Small Suitcases
  • Manual Transmission
  • Air-Conditioning
Standard Van - Citroen Grand C4 Spacetourer or similar

 

  • 1-7 Passengers
  • 2 Large & 2 Small Suitcases
  • Automatic Transmission
  • Air-Conditioning 

 
Premium Elite Automatic - Audi A5 or similar

 

  • 1-5 Passengers
  • 2 Large & 1 Small Suitcases
  • Automatic Transmission
  • Air-Conditioning

Is This Trip Right for You?

This independent program allows the flexibility to explore on your own. Affordable optional sightseeing excursions are available to enhance your trip.

How to Book

  • Purchase your  vouchers.
  • To redeem your voucher call 215-315-3955. Our reservations center is open Monday through Friday 9am-9pm ET and Saturday-Sunday 9am-5pm ET. Please have the passport names and vouchers of each traveler handy.
  • Remember to mention that you are calling in regards to the 8 Day Tuscany Fly & Drive with Milan package and book by March 12, 2024.
  • When making your reservation, be sure to discuss flight options, transfers & optional tours with a reservation specialist.
Photo Gallery

Featured Hotels

(Hotels may vary based on departure day of the week)
8 Day Tuscany Fly & Drive with Milan (Monday Departure, New York) -Plan B
Hotel Minerva Palace Montecatini
Ibis Milano Malpensa Aeroporto Cardano al Campo
8 Day Tuscany Fly & Drive with Milan (Wednesday Departure, New York) -Plan B
Hotel Boston Montecatini
Ibis Milano Malpensa Aeroporto Cardano al Campo

Available Dates

2024 Dates & Prices Single Supplement: $300
Hotel Dates Embark Tour Starts Ship Land Only Air & Land
Wed, Oct 23 $999*
Mon, Oct 28 $999*
To book this package, please contact one of our reservation agents at 1-215-572-7676.

Not Included:
Italian City Taxes (payable locally), car rental fees, optional car rental insurance and parking.


Additional Information:
Drivers must be at least 25 years old to rent a vehicle. A valid drivers license issued a minimum of 12 months prior to rental along with an international driving license is required for all renters. Drivers 75 years or older cannot be covered under the Personal Accident Insurance (PAI) or Personal Travel Insurance (PTI).

The lead passenger will be the listed as the driver of the vehicle. Additional drivers may be added for an extra cost at the time of vehicle pickup.

Rental vehicle pickup is unavailable outside of pickup location office hours, make sure your flight arrives during this time and at least 1.5 hours prior to closing time. Click here for the list of hours per location.

Entry Requirements:
Passengers traveling abroad require a passport valid for six months beyond their travel dates. All travelers are responsible to check if a visa is required for all countries on their itinerary. For visa information, check our Visas page.

Is This Trip Right for You?

This independent program allows the flexibility to explore on your own. This program offers a selection of hotels to accommodate a variety of tastes and budgets. Driving duration can vary from two to four hours per day depending on route taken, hotel location, traffic, weather, road conditions, etc. Please note that this tour is not escorted and therefore you will not have the services of a tour manager to assist with hotel check-in formalities and luggage handling. The program's unconstrained nature excludes group advantages associated with escorted tours. Hotel locations, services and amenities differ according to the Plan. Read the descriptions in full and locate the hotels on our provided map to ensure the Hotel/Plan you select meets your desired criteria. A variety of airfare options are available for this program, including some low-cost fares which may exclude complimentary checked luggage and advance seat assignments. Please read each offering to ensure you choose the option that best fits your wishes. This is an Independent program. For more information, click here.

Accommodation Details





Room 1


  • Requests are not guaranteed and are subject to each hotel's discretion and availability

Additional Nights

Flight Details



Note: your itinerary will change depending upon the day of the week you depart. Click a day above to see what is included.

Please note that the following is a suggested itinerary. While the sites listed below may be visited independently, the package does not cover any applicable entrance or tour fees.

DAY 1, Monday - Depart for Italy
Depart for Italy

DAY 2, Tuesday - Arrive in Milan and Drive to Montecatini
Arrive in Milan and pick up your vehicle at the airport. Drive to Montecatini and spend the balance of the day at leisure
Drive Time: 3.5 hours
Distance: 221 miles*
Overnight: Montecatini

DAY 3, Wednesday - Drive to Lucca and Pisa
Spend a full day at leisure in Montecatini or drive to Lucca and Pisa. Set off for the ancient medieval town of Lucca, one of the most fascinating towns in Tuscany. Walk the narrow streets of the original Roman grid to San Michele and its beautiful piazza, which occupies the site of the ancient Roman Forum. While in Pisa make sure to walk the quaint streets of this Ancient Maritime Republic and enjoy the medieval arcades of the Borgo Pio, along with views of the city's famous university that has fostered many of Italy's Nobel Prize winners. Also not to be missed is the famous Piazza dei Miracoli, site of the Leaning Tower, Baptistery and Duomo. Return to Montecatini
Drive Time: 2 hours
Distance: 70 miles*
Overnight: Montecatini
Meals: Breakfast

DAY 4, Thursday - Visit Florence
Spend a full day at leisure in Montecatini or travel to Florence, birthplace of the Renaissance. Visit the Duomo and Baptistery to view Ghiberti's "Gates of Paradise." See the historic open-air art museum of Signoria Square, with its beautiful statues, Palazzo Vecchio, and Ponte Vecchio "Old Bridge." Return to Montecatini in the evening
**We suggest taking a train from Montecatini to Florence, unless you plan to stay late into the evening. Train service stops around 9:30-10 PM.
Drive Time: 2 hours
Distance: 65 miles*
Overnight: Montecatini
Meals: Breakfast

DAY 5, Friday - Drive to Chianti and Greve
Spend a full day at leisure in Montecatini or enjoy a relaxing drive to visit the heart of the Tuscan countryside in the Chianti region, where one of Italy's famous red wines is produced. View the spectacular setting of hills, cypress trees, olive groves and endless rows of grape vines. During the harvest season you can stop for a tasting of the region's wine & local specialties at one of the many wineries. Greve, once an important market town in the middle ages is considered the entrance gate into the Chianti region. Don't miss a visit to the beautiful Montefioralle, a well-preserved small fortified village located on a hill above Greve. Return to Montecatini
Drive Time: 2.5 hours
Distance: 90 miles*
Overnight: Montecatini
Meals: Breakfast

DAY 6, Saturday - Drive to Siena and San Gimignano
Spend a full day at leisure in Montecatini or drive to visit two of Tuscany's true gems, Siena and the medieval walled town of San Gimignano. Set in the beautiful Tuscan countryside with lush vine escarpments and gray-green olive trees, Siena offers much to see, from fine palaces to the Duomo and Piazza del Campo, where the famous Palio horse race takes place. Then, travel to San Gimignano, a town of Etruscan origin. Built by early noble families, fourteen remaining stone towers line the ramparts of this medieval town, dominating the streets below and creating a beautiful skyline easily seen miles outside of town. Take a leisurely walk through the town's narrow lanes and squares before returning to Montecatini
Drive Time: 4 hours
Distance: 160 miles*
Overnight: Montecatini
Meals: Breakfast

DAY 7, Sunday - Drive to Parma en route to Milan
Should you choose to drive North to Milan via the A1 Autoroute, why not stop in Parma**, home to two Italian delicacies, Prosciutto di Parma and the famous Parmesan cheese Parmigiano Reggiano. Take a walk through the elegant historic zone and stop to view the baptistery of the Parma Cathedral, considered to be one of the most important medieval monuments of Europe. Weather permitting, cross the River Parma and take a relaxing stroll around the city's most popular park, the Parco Ducale. Top off your visit with a cheese & ham plate at one of the many local restaurants before you continue to Milan area for your last overnight
** Parts of Parma including the historic center have traffic restrictions, but there are pay parking lots nearby. There are also parking lots outside the city, connected to Parma by a shuttle bus
Drive Time: 4 hours
Distance: 240 miles*
Overnight: Milan Malpensa Area
Meals: Breakfast

DAY 8, Monday - Depart Italy
Drive to Milan airport and return your vehicle prior to your departure flight
Drive Time: 10 minutes
Distance: 1 mile*
Meals: Breakfast

*Please note that this is a suggested itinerary. Driving times and distances are estimated and can vary due to many circumstances, such as, specific route taken, hotel location, traffic, weather, road conditions, etc. GPS devices are recommended and can be rented locally.

Please note that the following is a suggested itinerary. While the sites listed below may be visited independently, the package does not cover any applicable entrance or tour fees.

DAY 1, Wednesday - Depart for Italy
Depart for Italy

DAY 2, Thursday - Arrive in Milan and Drive to Montecatini
Arrive in Milan and pick up your vehicle at the airport. Drive to Montecatini and spend the balance of the day at leisure
Drive Time: 3.5 hours
Distance: 221 miles*
Overnight: Montecatini

DAY 3, Friday - Drive to Lucca and Pisa
Spend a full day at leisure in Montecatini or drive to Lucca and Pisa. Set off for the ancient medieval town of Lucca, one of the most fascinating towns in Tuscany. Walk the narrow streets of the original Roman grid to San Michele and its beautiful piazza, which occupies the site of the ancient Roman Forum. While in Pisa make sure to walk the quaint streets of this Ancient Maritime Republic and enjoy the medieval arcades of the Borgo Pio, along with views of the city's famous university that has fostered many of Italy's Nobel Prize winners. Also not to be missed is the famous Piazza dei Miracoli, site of the Leaning Tower, Baptistery and Duomo. Return to Montecatini
Drive Time: 2 hours
Distance: 70 miles*
Overnight: Montecatini
Meals: Breakfast

DAY 4, Saturday - Visit Florence
Spend a full day at leisure in Montecatini or travel to Florence, birthplace of the Renaissance. Visit the Duomo and Baptistery to view Ghiberti's "Gates of Paradise." See the historic open-air art museum of Signoria Square, with its beautiful statues, Palazzo Vecchio, and Ponte Vecchio "Old Bridge." Return to Montecatini in the evening
**We suggest taking a train from Montecatini to Florence, unless you plan to stay late into the evening. Train service stops around 9:30-10 PM.
Drive Time: 2 hours
Distance: 65 miles*
Overnight: Montecatini
Meals: Breakfast

DAY 5, Sunday - Drive to Chianti and Greve
Spend a full day at leisure in Montecatini or enjoy a relaxing drive to visit the heart of the Tuscan countryside in the Chianti region, where one of Italy's famous red wines is produced. View the spectacular setting of hills, cypress trees, olive groves and endless rows of grape vines. During the harvest season you can stop for a tasting of the region's wine & local specialties at one of the many wineries. Greve, once an important market town in the middle ages is considered the entrance gate into the Chianti region. Don't miss a visit to the beautiful Montefioralle, a well-preserved small fortified village located on a hill above Greve. Return to Montecatini
Drive Time: 2.5 hours
Distance: 90 miles*
Overnight: Montecatini
Meals: Breakfast

DAY 6, Monday - Drive to Siena and San Gimignano
Spend a full day at leisure in Montecatini or drive to visit two of Tuscany's true gems, Siena and the medieval walled town of San Gimignano. Set in the beautiful Tuscan countryside with lush vine escarpments and gray-green olive trees, Siena offers much to see, from fine palaces to the Duomo and Piazza del Campo, where the famous Palio horse race takes place. Then, travel to San Gimignano, a town of Etruscan origin. Built by early noble families, fourteen remaining stone towers line the ramparts of this medieval town, dominating the streets below and creating a beautiful skyline easily seen miles outside of town. Take a leisurely walk through the town's narrow lanes and squares before returning to Montecatini
Drive Time: 4 hours
Distance: 160 miles*
Overnight: Montecatini
Meals: Breakfast

DAY 7, Tuesday - Drive to Parma en route to Milan
Should you choose to drive North to Milan via the A1 Autoroute, why not stop in Parma**, home to two Italian delicacies, Prosciutto di Parma and the famous Parmesan cheese Parmigiano Reggiano. Take a walk through the elegant historic zone and stop to view the baptistery of the Parma Cathedral, considered to be one of the most important medieval monuments of Europe. Weather permitting, cross the River Parma and take a relaxing stroll around the city's most popular park, the Parco Ducale. Top off your visit with a cheese & ham plate at one of the many local restaurants before you continue to Milan area for your last overnight
** Parts of Parma including the historic center have traffic restrictions, but there are pay parking lots nearby. There are also parking lots outside the city, connected to Parma by a shuttle bus
Drive Time: 4 hours
Distance: 240 miles*
Overnight: Milan Malpensa Area
Meals: Breakfast

DAY 8, Wednesday - Depart Italy
Drive to Milan airport and return your vehicle prior to your departure flight
Drive Time: 10 minutes
Distance: 1 mile*
Meals: Breakfast

*Please note that this is a suggested itinerary. Driving times and distances are estimated and can vary due to many circumstances, such as, specific route taken, hotel location, traffic, weather, road conditions, etc. GPS devices are recommended and can be rented locally.

Book Now!
Gate 1 Travel itineraries may contain suggestions for activities for your leisure time; these suggestions do not constitute a recommendation nor an endorsement of any specific service provider and the decision to participate in any such activities should be made independently.
Hotel Minerva Palace, Montecatini
@hotel.SupplierName Image

This superior tourist class hotel is centrally located in this spa-resort town.

Hotel Details
Hotel Boston, Montecatini
@hotel.SupplierName Image

This superior tourist class hotel is located in the city center of Montecatini Terme.

Hotel Details
Ibis Milano Malpensa Aeroporto, Cardano al Campo
@hotel.SupplierName Image

This tourist class hotel is about a 45 minute drive away from the city center of Milan.

Hotel Details
Book your Optional Tours before you travel. See more, save time, save money.
  • Tours purchased while travelling may cost an extra 10% or more
  • Tours often sell out. Avoid disappointment
  • Save your cash. Credit card processing may not be possible locally
  • Travel insurance only covers services purchased prior to departure
  • Book Online or call to book these tours up to 1 week before your departure
  • The day the optionals operate varies by the day of the week
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