San Gimignano at night

Tuscany Fly & Drive

Closed

This package is currently closed.
To be the first to know when we have more departures available, subscribe to our Hot Deals mailing list.

NOTE: If you would like to travel on a departure date not shown, please see our new 
Tuscany Fly and Drive Getaway with flexible departure dates

Overview

Featuring Base yourself in the medieval hill town of San Gimignano then tour the wine region of Tuscany independently; car rental, flights & hotel included
Style Independent PackageThese un-escorted packages have no set schedule or guides, so you have the freedom and flexibility to explore on your own from your centrally-located hotel. More of these packages
Freedom to explore at your own pace; unescorted
Departures Scheduled Dates
Price Includes
  • Flights
  • Rental Car
  • Hotel
  • Round-trip flights from New York (JFK) or Newark (EWR), to Milan Malpensa (MXP) including fuel surcharges and taxes and fees
  • 7 day car rental: Manual Transmission Fiat Panda or similar. Unlimited mileage, Third Party Liability, Collision Damage Waiver (CDW), Theft Protection (TP), Vehicle License Fee, Location/Airport fees, and local taxes (VAT)
  • 6 nights accommodations in a First Class Hotel
  • Breakfast daily
Optional
  • Exciting excursions in and outside of San Gimignano
  • Upgrade to other car categories
Highlights San Gimignano, Italy plus 7 day car rental.
Departs New York City (NYC); other gateways on request (flight schedule)
Themes Family Friendly,  History & Culture
What to Expect This leisurely-paced, independent tour requires minimal walking and is suitable for most levels of physical fitness. This tour does not include a tour guide or escort.
Already Booked? Find everything you need to know before you go, including how to pay your balance due, passport & visa requirements, flight information, weather, and more.

Tuscany Fly & Drive tour itinerary Visit a true Etruscan Gem, San Gimignano on this Tuscany tour package. This small walled medieval hill town in the heart of Tuscany, also known as the Town of Fine Towers, is famous for its unique architecture and unforgettable skyline. Driving your own rental car you will be able to explore Tuscany at your own pace. You may choose to explore the preserved tower houses of San Gimignano or visit the many nearby quaint towns bathed for centuries in the nourishing Tuscan sun. Enjoy wine in the Chianti region, art and history in nearby Florence, or a relaxing spa treatment in Montecatini Terme. You will find the options are endless when driving in and around Tuscany.

Dates, Prices & Options

Departure Dates & Prices

NOTE: Need to travel on a date not listed below? Please see our new 
Tuscany Fly and Drive Getaway with flexible departure dates

Departures & Prices
per person, double occupancy*
Depart Return Price
Tue Mar 7 2017 Tue Mar 14 2017 $1599 Departed
Tue Mar 14 2017 Tue Mar 21 2017 $1699 Departed
Tue Mar 21 2017 Tue Mar 28 2017 $1699 Departed
Tue Mar 28 2017 Tue Apr 4 2017 $1599 Closed

Want to stay longer? We may be able to arrange for you to stay later than the scheduled dates. Contact us about prices and availability.

Options & Fees

Tuscany Fly & Drive
Rooming Selection
Double Occupancy included
Single Room Supplement +$299
Triple Occupancy included
Optional GPS Navigation
GPS Navigation 7 Day Rental Fee1 (paid separately) +$70

1. GPS rental fee of 100 Euro + 22% VAT for entire 7 day duration to be paid locally upon pick up of vehicle (approx. $70 per person based on double occupancy). Additional days will be charged at 20 Euro + 22% VAT per day (approx. $35).

Separately Paid Taxes
Milan Tourist Tax1 (paid separately) +$1
San Gimignano Tourist Tax2 (paid separately) +$12

1. The average Milan city tax is 1.00 Euro per person.

2. The San Gimignano Tourist Tax was implemented on Feb 14, 2012. The average tax is 2.00 Euro per person, per night for a maximum of five nights and payable directly to the hotel upon check-out. (Total 10 Euro)

Flights & Departure Cities

Departure Airports
New York City (NYC) included

This package includes round-trip flights from the cities listed above. Please review the flight schedule, especially if you're booking connecting flights.

Coming from somewhere else? Ask us about availability and prices for flights from other cities. Additional charges for flights from other cities may be due within 24 – 24 hours of your reservation.

Note: NYC departures will be from either JFK or EWR based upon availability when you make your reservation. Your flight itinerary showing which airport that you are departing from will be emailed to you in 24-48 hours.

Rental Cars

Drivers must be at least 23 years of age with a driver's license and International Driver's Permit valid for at least 1 year after departure date. See other Terms & Conditions that apply to your rental car.

CREDIT CARD DEPOSIT REQUIRED. Upon arrival in Italy, you must have €800 to €1,600 available credit, depending on your vehicle type, to hold as deposit for the duration of the rental. The credit card must be a non-electric card with embossed number registration and name. We highly recommend that you have at least €2000 credit available to cover these and other holds that could be imposed on your card. These funds will not be available for your use.

Car Upgrades: weekly supplement per vehicle

Type/Model

Low Season

Apr 1 - Jun 13, 2016

Oct 1, 2016 - Mar 31, 2017

High Season

Jun 14 - Sep 30, 2016

Economy Manual - Fiat Panda or similar (B-EBMR)
included
included
Compact Manual - Fiat 500L or similar (D-CDMR)
+$95
+$115
Intermediate Manual - Ford C-Max or similar (E-IDMR)
+$175
+$215
Intermediate Automatic - Opel Insignia or similar (R-IFAR)
+$715
+$790
Fullsize Minivan Automatic - Ford Galaxy or similar (L-FVAR)
+$785
+$860
Premium Minivan Manual - Opel Vivaro or similar (H-PVMR)
+$850
+$940
To upgrade your vehicle, please enter the desired car type into the comments field during your booking, or contact us after booking. We will amend your balance due accordingly. Let us know if you are sharing this vehicle with any passengers not on your reservation. For more details, please see Rental Cars.
Included Car
Fiat Panda

Economy Manual - Fiat Panda or similar

  • Group Code – B
  • ACRISS Code – EBMR
  • 2-4 doors / 4 seats
Upgrade Rental Cars
Fiat 500-L

Compact Manual - Fiat 500-L or similar

  • Group Code – D
  • ACRISS Code – CDMR
  • 2-4 doors / 4 seats
Ford C-Max

Intermediate Manual - Ford C-Max or similar

  • Group Code – E
  • ACRISS Code – IDMR
  • 4 doors / 5 seats
Opel Insignia

Intermediate Automatic - BMW 3-Series or similar

  • Group Code – R
  • ACRISS Code – IFAR
  • 4 doors / 5 seats
Ford Galaxy

Fullsize Automatic - Ford Galaxy (7-seater) or similar †

  • Group Code – L
  • CRISS Code – FVAR
  • 4 doors / 7 seats
Opel Vivaro

Premium Manual - Opel Vivaro (9-seater) or similar †

  • Group Code – H
  • ACRISS Code – PVMR
  • 4 doors / 9 seats

† For these vehicles, driver must be at least 25 years of age with a driver's license valid for at least 3 years after departure date.

How to Make a Reservation

To make a reservation, simply select an available departure date and reserve online using our secure booking system. Or call one of our travel specialists at 800-555-5765, Mon–Fri 9:30–6:00 Eastern time. But first, check out our Things to Know section.

We only require a per-person deposit payment, which you can pay with your credit card or PayPal account. This deposit will be applied towards the cost of your package, and is generally non-refundable (details). The balance is due 75 days prior to departure (or within 72 hours, if you're booking less than 75 days prior to departure), and can be paid by credit card, PayPal, check or money order.

Deposit
Deposit $1000

Itinerary

Day 1: Depart USA/Overnight Flight

  • Board your overnight flight for Milan

Day 2: Milan/San Gimignano

Accommodations: 5 nights Hotel Sovestro, San Gimignano

  • Arrive in Milan and collect your rental car
  • Make your way to your hotel in San Gimignano (approx. 4.5-5 hours)
  • Balance of the day at leisure

San GimignanoFull Day Itinerary: Arrive in Milan and collect your rental car. Start your adventure making your way to your hotel in San Gimignano (approx. 4.5 - 5 hours). Enjoy the balance of the day to relax and unwind and enjoy the facilities of the hotel. Or venture out for your first exploration of the small medieval town. Your hotel is conveniently located outside of the walled city of San Gimignano giving you a fantastic view of the surrounding region.

Days 3-6: San Gimignano

Included meals: Breakfast.

  • Enjoy 5 days at leisure

Full Day Itinerary: Enjoy 5 days of leisure in picturesque Tuscany. Choose which cities and villages to explore as you drive through the cinematic landscapes of the region and experience its rich cultural history.

Day 7: San Gimignano/Milan

Accommodations: 1 night Crowne Plaza Milan-Malpensa Airport Hotel or similar. Included meals: Breakfast.

  • Make your way to your hotel in Milan

Full Day Itinerary: After breakfast, make your way to your hotel in Milan. Take advantage of the hotel’s facilities or head in to town for last minute shopping and exploration.

Day 8: Milan/USA

Included meals: Breakfast.

  • Drive to the airport to return your rental car and check in for your return flight to the USA

Suggested Sightseeing

GenoaGenoa. Venture northwest to Genoa, the capital of the Liguria region and sixth largest city in Italy. Genoa has earned its nickname, "La Superba" (The Proud One), from its glorious past and impressive landmarks. A portion of its old town was added to the list of UNESCO World Heritage Sites in 2006. You may choose to visit the Lanterna (a 117 m high lighthouse), the ancient seaside district of Boccadassa, the Aquarium of Genoa (the largest in Italy), or delight in the local cuisine.

Vernazza, Cinque TerreCinque Terre. From Genoa, Cinque Terre is about a 1.5 hour drive, and from San Gimignano, under 3 hours. Cinque Terre is perched on the rugged Italian coast and west of the City of La Spezia, known as The Five Lands because it includes five villages, Manarola, Vernazza, Monterosso al Mare, Corniglia, and Riomaggiore. The Five Lands, coastline, and the surrounding hillsides comprise the Cinque Terre National Park, a UNESCO World Heritage Site. Cars cannot reach the villages, but they are connected by footpaths, boats, and trains. Enjoy the spectacular seaside views, bountiful seafood, and lack of corporate development which allows an authentic Ligurian experience.

Tower of PisaPisa. Drive about 1.5 hours northwest from San Gimignano to Pisa, a city whose main attraction's reputation precedes it. Located on the mouth of the River Arno, Pisa is the capital city of the Province of Pisa and the world renowned for the Piazza del Duomo (a UNESCO World Heritage Site) which contains the Leaning Tower, the Duomo, the Bapistry, and the monumental cemetery of Campo Santo. Although, the city is best known for the Leaning Tower, it also has over 20 other historic churches, palaces and scenic bridges. Experience the city of Pisa at your own pace, and enjoy the many historical sites that it has to offer.

Florence panoramaFlorence. Venture north for approximately 1 hour to Florence, the capital of the Tuscany region and birthplace of the Renaissance. Once a center of medieval European trade and finance, Florence has experienced a turbulent history featuring at once architectural and artistic wonders and periods of rule by the Medici family and many religious and political revolutions. Immerse yourself in its history and visit the historical center of Florence (a UNESCO World Heritage Site) including Santa del Fiore, more popularly known as The Duomo, with its dome built by Filippo Brunellshi, the Campanile, the Baptistery, Piazza della Signoria and its Fountain of Neptune, the Uffizi Gallery, and of course The Accademia Gallery, home of the original statue of David by Michelangelo.

Piazza del Campo, SienaSiena. Drive a little under 1 hour southeast to the city of Siena from San Gimignano. The capital of the province of Siena, it is the historic center and a UNESCO World Heritage site. A city famous for its art and cuisine, you may want to visit one the many museums and restaurants that dot the city, illuminating its culture and heritage. You may want to visit the Siena Cathedral and admire a great example of Italian Romanesque-Gothic architecture, the Museo dell'Opera del Duomo containing the Maestà and other works by Sienese masters, the Piazza del Campo housing the Palazzo Pubblico and the Torre del Mangia, or enjoy the world of fashion as Siena has easy access to locally produced luxury goods.

Reviews

see more

Vacationing in Italy for Spring Break was our 13-year-old son's idea. We hadn't a clue how to pull it all together in less than 5 weeks, and then a friend recommended Friendly Planet. From the get-go (meaning my initial contact with your reservation agent), I knew that we would be in good hands. The tour of 8 key cities in Italy, including Rome, Florence, Venice, and Siena, was beyond our wildest expectations. And the price was right! And our charming tour guides were one better than the other! We also enjoyed the company of our fellow travelers -- all truly wonderful people. Since then, every chance I get, I recommend Friendly Planet to my family and friends.

Fran Carpentier, New York, NY

Before You Book

Before You Go

Preparing for
your trip

Find everything you need to know before you go, including how to pay your balance due, and information about passport & visa requirements, flights, packing & luggage, weather, electrical standards, currency exchange, immunizations you should get, and more.

Similar Packages

Florence and Rome Getaway by Rail
The eternal city of Rome & the Renaissance city of Florence; flexible dates to travel both cities on your own with flights, hotel & rail included
8 days  •  from $1829
per person, double occupancy*
independent stay + flights
Florence Getaway
Immerse yourself in the birthplace of the Italian Renaissance; flexible dates available to travel independently with flights & hotel included
6 days  •  from $1039
per person, double occupancy*
independent stay + flights
Italy Getaway by Rail
From price details are displayed below in the Overview
9 days  •  from $1599
per person, double occupancy*
independent stay
Rome Getaway
Immerse yourself in Rome: the Colosseum, the Vatican, the Pantheon & more; flexible dates for independent travel with flights & hotel included
6 days  •  from $1499
per person, double occupancy*
independent stay + flights
Venice and Florence Getaway by Rail
The charming canal city of Venice & the Renaissance city of Florence; see both independently on flexible dates with flights, hotel & rail included
8 days  •  from $1289
per person, double occupancy*
independent stay + flights
Venice Getaway
The city built on water rivals any travel experience; tour Venice & its canals independently on flexible dates with flights & hotel included
6 days  •  from $909
per person, double occupancy*
independent stay + flights