Italy 10-day Trip

$2,700 – Trip cost (See below for inclusions and exclusions).

Italy 20-day Trip

$3,700 – Trip cost (See below for inclusions and exclusions.)

I’m a single traveler. Will I be charged a single supplement?

Unfortunately, many villas located in the Italian countryside do not have rooms with 2 beds, and this villa is no exception. We have made the single supplement as affordable as possible as many of our customers are solo travelers.

If you decide at the booking stage that you want a single room throughout the tour, you can purchase a single supplement. The single supplement fee for the 10-day trip is $350 and the single supplement fee for the 20-day trip is $600. If you decide later that you would like your own room, you can buy the additional supplement and pay at check out.

*There is no single supplement for rooms #1, #2 & #3 in the villa and room #3 in the casa due to size limitations. Please see the ‘Rooms’ tab for more information on this.  At check-in, you will be asked to give your room preferences and all rooms are assigned on a first-come-first-served basis.  

What is included :

  • 9 or 19 nights accommodation (Double occupancy) in our private villa
  • Local Italian guide/concierge
  • International airport pick-up from Rome
  • Breakfast served daily
  • Welcome dinner
  • 3 lunches
  • Globe Drifters personal representative
  • Activities as noted on the itinerary

What is not included :

  • Most dinners & lunches
  • Gratuities
  • Optional activities and excursions
  • Souvenirs
  • International airport drop-off
  • International flight
  • Supplementary insurance
  1. In the main salon of the villa, there will be a whiteboard that you can post announcements on. If you would like to host a happy hour before dinner one night, you can add this announcement to the whiteboard. Maybe one night you would like to cook dinner- just put the announcement up on the board and invite your fellow travelers. Of course, it is your choice what activities you want to participate in but you are free to plan events, host dinners or organize trips/excursions for the group or just for yourself. Also, there will be sign-up sheets for optional activities and excursions that you can join in on but again it is completely your choice how to tailor your staycation!

    Find out more by clicking the link below:


  2. Each group consists of 8 – 14 travelers.  We prefer boutique group travel because, based on our experience, small groups easily able to integrate into local society and generally have more authentic contact with the locals.

    A small group number also means that we will receive more personal treatment by the trip host who can thoroughly attend to the needs of each person. Small groups are also more mobile and flexible as travel plans can be easily altered. If the group discovers a special event or festival that they would like to attend, it is easy to organize with a smaller group.

  3. We researched hundreds of villas in and around the Tuscany and Umbria regions. During our research, one of the main issues was the distances between the villas and nearby towns/villages. Most villas in this region were 7 kilometers on average to the closest town as most have vast farmlands around the villa. This means that a car would have to be rented for the duration of the trip. Renting a car or hiring a car for the duration of your stay would be a very expensive additional cost. Another issue was many of the villages within walking distance from the villas only had 100 or so residents. While it sounds quaint, these villages lacked basic amenities such as banks as well as restaurants, bars, cafes, and shops.

    Our villa is perfect because the town of Città Della Pieve is just 20 minutes away on foot (approx. 1 kilometer) and is a town of just over 7,000 residents. It has all the amenities you need while maintaining all the characteristics of a small and quaint town.

    Città Della Pieve is a medieval town that dates back to the 1300s. It has a lovely art museum, opera house, and other interesting historical sites that will keep you busy during your stay.

  4. The closest train station to our villa is Chiusi and is 15 minutes away by car.

    Here are some of the cities closest to us and the distance (in time) from the villa:

    • Montalcino – 1 hour
    • Chianti – 2 hours
    • Siena – 1 hour
    • Cortona – 1 hour
    • Montepulciano – 45 minutes
    • Orvieto – 30 minutes
    • Assisi – 1 hour
    • Perugia – 45 minutes
    • Arezzo – 40 minutes
    • Rome – 2 hours
    • Florence – 2 hours
    • Bagno Vignoni (hot spring) – 40 minutes
    • Civita di Bagnoregio (the dying town) – 1 hour

    The location of the villa is half-way between Florence and Rome and on the border of Umbria and Tuscany making it ideal for exploring the region. You can check out the location of our villa on the map in the corresponding tab above. 

  5. Past travelers have told us that the group dynamic was one of the highlights of the trip.

    Most of our travelers are in their late 30’s to early 70’s with many being solo female travelers. Generally, we get a good mix of diverse people and every trip is unique thanks to the energy created by the group.

    If you would like to see pictures from our past Tuscany/Umbria trips to better understand the group demographics click the link below:

    Picture Album

  6. When most people arrive they want to hit the ground running. So, we included 3 trips to nearby towns at the beginning of the trip so that you have excursions to do upon arrival and then you can arrange your optional excursions for later dates. These 3 trips are included in the cost. Then, you will have your choice of many activities at an additional cost. It is completely up to you how you spend your days.

    We will have a sign-up sheet for activities that might interest you (cooking class, sheep farm, and cheese tasting, truffle hunting, antique shopping, etc.) You can choose to join in based upon your interests. Most of the popular places in the area are easily reachable by train or if enough people sign up you can rent a van for the day. Your tour host and your Italian guide will be there to facilitate and arrange activities and excursions as well as make any necessary reservations.

    Most everything in this area does not require advanced purchase so just arrive and let us handle it for you while you enjoy your Staycation!

  7. The official currency of Italy is the Euro (EUR).

    We strongly recommend that you use ATMs while in Italy as they usually offer the best exchange rates. The easiest way is to pull money out from the ATM at the airport upon arrival and throughout your trip.  It is always a good idea to carry some cash on you in case your bank puts a hold on your ATM card.

    You can find ATMs at almost all bank branches, as well as at most large supermarkets, some petrol stations, in shopping malls, airports, and some post offices.

    It’s important to tell your bank and/or credit card company that you’ll be using your card in Italy. Some banks block transactions in foreign countries or currencies if they haven’t been forewarned of your travel plans.

    Since euros are a popular currency most banks in your home town/city will exchange your local currency for euros.  This a very convenient way to get euros but be aware that some banks might not have favorable exchange rates or charge additional fees to exchange. It is best to check with your bank to see what fees are associated with exchanging money in your home town.

  8.  10-Day Trip

    We recommend having access to anywhere between 300 to 500 euros during the duration of your stay.

     20-Day Trip

    We recommend having access to anywhere between 600 to 1000 euros during the duration of your stay.

  9. Nationals of Australia, Canada, and the United States do not need a visa for a stay up to 90 days. Your passport needs to be valid for at least six (6) months after the date you plan to exit Italy or the Schengen Area.

    As a general rule, passports should have at least six months of validity when traveling internationally. Most countries will not permit a traveler to enter their country unless the passport is set to expire at least six months after the final day of travel.

  10. When using your phone overseas, be sure to check with your provider to get informed about data and call roaming prices. When you land in Italy, you will usually get a message from your provider that will give you the price of data, calls, and texts in that country. See the example below :

    Welcome to Italy! Your plan gives you unlimited data at up to 2G speeds and texts at no extra cost. Calls at 20 cents/min. Want our fastest data and unlimited calls? Get an International Pass for just $5/day. 

    You may consider contacting your service provider to learn about what kind of international plans they offer for calls, texts, and data. Otherwise, you can connect to wifi at cafes and restaurants. The villa we are staying at has wifi throughout and you will be able to access it from your room and the general living areas.  If you are not used to connecting to wifi networks, it might be best to get an international plan for the duration of your stay.  You can also buy a sim card at the airport upon arrival.

  11. For Italy there are three associated plug types: types C, F, and L. Plug type C is the plug which has two round pins, plug type F is the plug which has two round pins with two earth clips on the side and plug type L is the plug type which has three round pins.

    Below is an example of the two-round pins plug.

  12. At nighttime year-round, the temperatures drop so it is best to bring a jacket and scarf with you for the evenings.

  13. Below are a few things that we suggest bringing to make your trip more comfortable :

    • Sunglasses/hat
    • Flashlight/headlamp
    • Jacket/scarf
    • Swimsuit
    • Comfortable walking shoes (rubber soles if possible for the cobblestone streets)
    • Flip flops/sandals
    • Sunscreen (Biodegradable, if possible)
    • Mosquito repellent
    • Shampoo/conditioner/soap
    • Small backpack or across-the-shoulder bag for day trips
    • Any prescription medication and/or over the counter medicine
    • Adapters
    • Reusable water bottle

    All rooms are equipped with a hairdryer. Some small toiletries such as hand soap and shampoo are also provided in your room but it’s best to bring or buy your own as they are sample sizes.

    Inside the villa, there is a pantry that has both red and white wine from the vineyards surrounding your villa for sale. Also in the pantry is a small selection of local beer and olive oil.  All of these items are for purchase and will be done on the ‘honor code‘. Anything you take from the pantry you must make a mark next to your name on a corresponding list and then we will tally your bill at the end of your stay. The wine costs 10 Euros per bottle and you must pay your bill in cash upon departure.

  14. Our villa has a washer and dryer on the premises as well as laundry detergent, so you will be able to do laundry during your stay. If you would like to send it out to be cleaned, this can also be arranged. Please understand that dryers are not common in Europe and the one at our villa can take over 3 hours to dry a small load. The best way to dry clothes is to hang them on a clothesline or drying rack.

  15. Provided at the villa are the basic essentials such as:

    • dish soap
    • dishwasher soap
    • paper towels
    • toilet paper
    • sponges
    • laundry detergent
    • trash bags
    • Spices (there are fresh rosemary, basil, and sage plants on the property that you can pick from for cooking)
    • Coffee w/creamer and sugar and tea bags

    Coffee will be served at breakfast from 8-9 AM and they have a proper coffee machine for lattes, cappuccinos, etc. We will also provide coffee and creamer in case you are an early riser and would like yours before 8 AM.

    There is a groundskeeper on the property who will come to the villa every other day to take out the trash and to do general upkeep of the grounds.

    Maid service comes in weekly to change bed linens and towels as well as to clean the rooms.

  16. The tap water in Italy is safe to drink and by drinking tap water instead of bottled water, you can help alleviate the plastic waste epidemic. Many consider tap water in Tuscany/Umbria region to be superior and the water does not have a ‘taste’ and is clean and fresh since it is coming from the mountains.  If you go to larger cities such as Florence or Rome you can buy bottled water if you would like as many have said there is a ‘taste’ to the water in the bigger cities but still safe to drink.

    At our villa, the water comes out of the tap extremely cold as well.  Tourists and locals alike drink tap water and there are many water fountains around town so you can easily refill your water bottle when in town at the local water fountain.

  17. Italy does not have a strong tipping culture. In restaurants, taxis, and for personal services, all tips are at your discretion, and if you do decide to tip, around 10% of the total bill is appreciated.

    Tipping your tour guide: If you feel he/she did an exceptional job, then you can tip anywhere from $5 – $10 a day.

  18. Most areas of Italy that you will visit on this trip experience fewer crimes compared to bigger U.S. and European cities. As with any travel destination, it is important to be aware of your surroundings with a secure over the shoulder day pack that closes tightly. This way your belongings won’t easily become the property of any purse-snatchers or pickpockets.  When going to larger cities such as Rome and Florence pick-pocketing is much more common and you should not put anything in your back pockets, especially if you are on a crowded bus/train or at a crowded tourist spot as thieves target these areas.

  19. Yes, we offer private tours to Italy for groups of 5 or more people. The itinerary can be entirely tailored to your needs while you will enjoy a personalized experience with our guides and your friends and family.

    If planning a family reunion or a trip with friends we can take care of all the details and work with you to create an amazing experience!

    Please contact us at for more information.


Nationals of Australia, Canada, and the United States do not need a visa for a stay of up to 90 days. Your passport must be valid for at least six months after the date you plan to exit Italy or the Schengen Area.

If you are not a citizen of one of the above-mentioned countries, please check with your nearest embassy or consulate for information on visas and travel to Italy.


Your arrival and departure city are Rome (FCO).

Please do not book any flights until you receive a confirmation from us.

Our villa is a historic Tuscan farmhouse dating back to the 1700s. The villa was recently converted into a prestigious holiday home while preserving the farmhouse’s unique character and charm. Surrounded by 20,000 square meters (5 acres) of well-kept gardens, it offers the peace and tranquility of the Italian countryside with the convenience of being centrally located to many unique sites.

The property has 2 main living areas: the main villa with 7 rooms and an adjacent house with 3 rooms. Each room has an ensuite bathroom. You can find pictures and a detailed description of the rooms under the ‘Rooms’ tab above.

Villa Exterior

Pool (The villa has 2 pools on the property)

Villa Interior

There are 7 bedrooms in the main villa and there are 3 bedrooms in the casa. All rooms have ensuite bathrooms of varying sizes. After you book, you will pick your top 3 room choices. Most rooms are similar in quality and size, but some rooms have extra features like sitting areas.  Some rooms do not require a single supplement and 1 room is reserved for 2 people who are sharing.  Please read the description of each room before making your room selection. All rooms are assigned on a first-come-first-served basis.  The sooner you book the better chance you have of getting the room you prefer. 

Villa Room #1

This room has no single supplement as it is a smaller sized bedroom and bathroom.  The beds can be converted into a full bed or left as two twin beds.  This room is located on the ground floor.

Villa Room #2

This room has no single supplement as it is a smaller sized bedroom and bathroom.  The beds can be converted into a full bed or left as two twin beds.  This room is located on the ground floor.

Villa Room #3

This room has no single supplement as it is a smaller sized bedroom and bathroom.  There is 1 full bed.  This room is located on the ground floor.

10 Day Trip: SOLD

Villa Room #4

This room is located on the 2nd floor with a large bathroom, fireplace, and a full bed.

10 Day Trip: SOLD

Villa Room #5

This room is located on the 2nd floor with a large bathroom, a whirlpool bath, and a full bed.

Villa Room #6

This room is located on the first floor (about 5 stairs to climb) featuring a fireplace, sitting area, a very large bathroom, and a full bed.

20 Day Trip: SOLD

Villa Room #7

This room is reserved for 2 people sharing.  If you are single you can not choose this room.  This room can be a full bed or converted into 2 twin beds.  It is located downstairs and has its own very large sitting area, bathroom, kitchen. a TV, and a fireplace.

10 Day Trip: SOLD

Casa Room #1

This room is located in the casa adjacent to the villa.  The casa has 3 rooms in it with a large sitting area, kitchen, and pool table in the common areas.  If you want more privacy the casa is ideal.  This room is located on the 1st floor with a sitting area, full bed, and private entrance.

Casa Room #2

This room is located in the casa adjacent to the villa.  The casa has 3 rooms with a large sitting area, kitchen, and pool table in the common areas.  If you want more privacy the casa is ideal.  This room is located on the 1st floor with a full bed

Casa Room #3

This room requires no single supplement since it is in the basement and near the billiard room.  You still have windows in the room and the room itself is larger than the other rooms with no single supplement. This room is located in the casa adjacent to the villa.  The casa has 3 rooms with a large sitting area, kitchen, and pool table in the common areas.  If you want more privacy the casa is ideal.  This room is located on the ground floor/basement, with a full bed, featuring your own private entrance. Please see the corresponding pictures above to get a better idea of the placement of the room.


All villa and casa rooms have ensuite bathrooms.  All bathrooms have a toilet, sink, shower and some have a bidet.  There is a half bath in the main villa and the casa house.

We recommend that you purchase trip/travel insurance for your trip. We work with Travelex, which offers travel protection plans to help protect you and your travel investment against the unexpected. Travel protection plans include coverage for Trip Cancellation, Trip Interruption, Emergency Medical and Emergency Evacuation/Repatriation, Trip Delay, Baggage Delay and more. Otherwise, you are welcome to shop around online for a provider and policy that best suits your needs.

For more information on the recommended plans or to enroll, click on the image below or contact Travelex Insurance Services at 800-228-9792. Globe Drifters’ reference location number is 09-0984.

Trip insurance get a quote travelex

The product descriptions provided here are only brief summaries. The full coverage terms and details, including limitations and exclusions, are contained in the insurance policy. Travelex CA Agency License #0D10209. All products listed are underwritten by, Berkshire Hathaway Specialty Insurance Company, NAIC #22276. 11.17 E7N