What You Get
- Each person must buy a voucher; price is based on two people traveling together and sharing a room. Additional fee to travel solo.
- Choose your package from the drop-down menu.
- After purchasing this deal, follow the instructions on your voucher to book your trip with Weekender Breaks no later than 9/10/2025.
Know Before You Go
- Additional fees to travel solo: varies, please contact Weekender Breaks for pricing and details.
- Additional taxes & fees: City taxes not included.
- Hotel Savoia & Campana - City Tax = €2 per room per night
- B&B Hotel Milano Ornato - City Tax = €6.30 per room per night
- A passport is required for all travel outside the U.S.
- Passports must be valid for at least six months after the date of travel, and contain at least two blank visa pages.
- Before international travel, always check the State Department's website for important info on the destination and its entry/exit requirements.
- Official language: Italian
- Currency: Euro (EUR)
Compelling Overview of the Tour
Flights & Transportation:
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Round-trip airfare from:
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New York (JFK) - See Parking Deals Here
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Newark (EWR) - See Parking Deals Here
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Boston (BOS) - See Parking Deals Here
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Los Angeles (LAX) - See Parking Deals Here
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San Francisco (SFO) - See Parking Deals Here
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Miami (MIA) - See Parking Deals Here
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Orlando (MCO) - See Parking Deals Here
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Denver (DEN) - See Parking Deals Here
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Houston (IAH) - See Parking Deals Here
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Dallas (DFW) - See Parking Deals Here
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Chicago (ORD) - See Parking Deals Here
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Atlanta (ATL) - See Parking Deals Here
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Washington, DC (IAD) - See Parking Deals Here
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Airline taxes & fuel surcharges
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Return car hire from Milan Airport included for 6 nights
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Airline & flight times are determined at the time of booking
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All Flight transfers between cities are included.
8-day/7-Night Tuscany Fly & Drive Vacation - Hotels (6 nights + 1 overnight flight)
- 5 nights of accommodations at Hotel Savoia & Campana Montecatin in Montecatini.
- 1 night of accommodation at B&B Hotel Milano Ornato in Milan.
####Ideas for Your Vacation
Set off on a scenic self-drive journey through Tuscany, Italy’s most picturesque region. Begin in Florence, where Renaissance masterpieces and grand architecture await. Then, wind your way through rolling vineyards, medieval hill towns like San Gimignano and Montepulciano, and relax in charming villages such as Pienza and Siena. Enjoy the freedom to explore at your own pace, stopping for wine tastings, farm-to-table meals, and panoramic countryside views.
This flexible itinerary offers a rich blend of culture, cuisine, and countryside—perfect for travelers seeking an authentic and leisurely Italian experience.
The Itinerary
Day 1: Travel from the US to Milan, Italy Board your overnight flight to Milan, the gateway to your Tuscan self-drive adventure.
Day 2: Arrive in Milan and Drive to Montecatini Upon arrival, pick up your rental car and journey south to Montecatini, a charming spa town nestled in the Tuscan hills, known for its historic thermal baths and scenic promenades. Drive Time: Approx. 3.5 hours Overnight: Montecatini
Day 3: Explore Lucca and Pisa Visit the walled city of Lucca, with its medieval towers and cobbled lanes, then continue to Pisa to see the Leaning Tower and the architectural marvels of Piazza dei Miracoli. Drive Time: Approx. 2 hours total Overnight: Montecatini
Day 4: Day in Florence Take a day trip to Florence, the Renaissance capital. Marvel at the Duomo, stroll the Ponte Vecchio, and soak in the city’s art and history. Traveling by train is recommended to avoid city parking. Travel Time: Approx. 2 hours roundtrip Overnight: Montecatini
Day 5: Chianti Wine Region Drive through the picturesque Chianti countryside. Stop in Greve and the hilltop village of Montefioralle for wine tastings, olive oil, and stunning vistas. Drive Time: Approx. 2.5 hours total Overnight: Montecatini
Day 6: Siena & San Gimignano Travel to Siena to explore its majestic cathedral and medieval piazzas, then continue to San Gimignano, known for its towers and panoramic views. Drive Time: Approx. 4 hours total Overnight: Montecatini
Day 7: Parma and Milan Head north toward Milan with a scenic detour to Parma. Sample local delicacies and explore the elegant old town before arriving near Milan’s Malpensa Airport for your final night. Drive Time: Approx. 4 hours total Overnight: Milan Malpensa Area
Day 8: Depart Italy Drive to the airport, return your rental car, and catch your flight home. Drive Time: Approx. 10 minutes
Optional Tours & Upgrades (Book through Weekender Breaks)
Montecatini
- Optional :-Montecatini Terme Thermal Pool Entrance Ticket
- Optional :- wine experience with wine tasting in Tuscany
Milan
- Optional Milan : Science and Technology Leonardo da Vinci Museum Entry
- Optional Milan : Navigli Canal Boat Cruise
Contact Weekender Breaks at 1-929-207-0129 for Questions About:
- Flying from any airport not listed here
- Extending your trip or traveling on dates not listed here
- The availability of your desired travel dates
- Traveling with children
- Booking optional tours and upgrades.
Fine Print
- Promotional value expires Sep 10, 2025. Amount paid never expires.
- Book by 9/10/2025 or promo value expires
- Limit 1 per person, may buy 3 additional as gifts
- Each person must buy a voucher; price is based on two people traveling together and sharing a room Reservation required, subject to availability
- No cancellations once booking has been made and confirmed
- Airfare nonrefundable after booking
- Must be 18+ to check in
- Credit card required at booking and check-in
- Baggage fees may apply and vary by carrier
- Airline subject to change/availability
- Airfare includes carrier and government taxes & fees
- Not all tours are handicapped accessible, please contact Weekender Breaks US at 1-800-769-8784 to confirm
- A passport is required for all travel outside the U.S
- Before international travel, always check the State Department’s website, http://travel.state.gov, for important info on the destination and its entry/exit requirements
- Additional fee to travel solo: City Tax - €2 per room per night at Hotel Savoia & Campana | €6.30 per room per night at B&B Hotel Milano Ornato.
- Merchant is solely responsible to purchasers for the care and quality of the advertised goods and services.
- Learn about Strike-Through Pricing and Savings