Country Roads of Umbria & Tuscany - Classic Group (Summer 2025)
ATTENTION: Our system has identified that the title of this tour refers to a different length than the correct tour length. This is likely a discrepancy coming over to us from the tour company. Please see the "LENGTH" value listed below as well as the details in the "Tour Itinerary" tab below for the correct length.
Length
9 Days
Quality
This indicates the overall quality of the tour operator's products. A low rating does not mean it is not good - it just means that it does not include as much, or perhaps is of a more standard quality than the higher quality tours. For example, a 3 star quality rating means that it is a more standard/economical tour, while 5 stars is a very luxurious tour that often includes a lot of amenities.
Starts in
Rome (Italy)
Ends in
Rome (Italy)
Available Tour Start Dates
MAR 30, 2025 to SEP 28, 2025 These are the tour start dates for instances of this tour that were available the last time Insight Vacations sent us such information. There may be other departures for this tour that are not available (i.e. sold out or cancelled).
Activity Level
No Rating Provided These are tours that the vendor has not electronically communicated an activity level for. Contact us if you would like to know the activity level for any of these tours.
Language
English
Guaranteed Date(s)
Yes means that there is at least one tour date that the vendor guarantees will occur. No means that there is not at least one tour date that the vendor guarantees will occur, which usually means that the vendor wants a certain amount of reservations on each tour in order for each one to occur. Of course, the terms and conditions of the vendor do allow for the vendor to cancel guaranteed tour dates for certain reasons (for example, a natural disaster).
Yes
Special Interest(s)
Off The Beaten Path
From
Pricing listed is per person, based on double occupancy, and is the least expensive price for at least one departure date of this tour. Price is for the tour only. Additional items, including but not limited to, airfare (unless noted otherwise), travel insurance, and more, are additional.
$2,902.73
Available
Contact Us for a Special Price!
Overview
Live 'la dolce vita' during this 9-day guided tour of Italy. Explore the narrow cobblestone streets of Siena to the shell-shaped Piazza del Campo and see the Torre del Mangia, the second-tallest tower in Italy. Discover the art of truffle-hunting and learn how to make pasta from a professional before delighting in a local lunch. In San Gimignano, eat the best gelato in the world - literally. Indulge in your favorite flavors or try something unexpected. Alongside a Local Expert, marvel at the cathedral at the center of Florence: Basilica di Santa Maria del Fiore, nicknamed 'the Duomo' for its awe-inspiring crown made by a master goldsmith.
Visited During Tour
Assisi (Italy) | Florence (Tuscany, Italy) | Monte Subasio (Italy) | Perugia (Italy) | Rome (Italy) | San Gimignano (Tuscany, Italy) | Siena (Tuscany, Italy) | Vatican City
Dates, Offers & Prices
Tour Itinerary
More Details
Dates, Offers & Prices
The following are Country Roads of Umbria & Tuscany - Classic Group (Summer 2025) tour dates available from Insight Vacations. Select a bonus offer graphic to view its details, including its terms.
There is at least one departure that the vendor is advising is Not Available for the selected year.
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here if you would like such tours to be included below.
Pricing Type: Double Occupancy
Pricing is per person, based on two people per reservation
Start Date
End Date
Bonus Offers
From
Pricing listed is per person, based
on double occupancy, and is the least expensive price available on
this tour date. Price is for the tour only, unless noted otherwise. Additional items,
including but not limited to, airfare, travel insurance, and more, are additional.
Guaranteed?
Yes means that that the vendor guarantees that tour date will occur.
No means that the vendor does not guarantee the tour will occur on that date, which usually
means that the vendor wants a certain amount of reservations on that date in order to
confirm it. Of course, the terms and conditions of the vendor do allow for the vendor to
cancel guaranteed tour dates for certain reasons (for example, a natural disaster).
SundayAug 3, 2025
MondayAug 11, 2025
Exclusive Rates on all Insight Vacations Tours!
Exclusive Rates on all Insight Vacations Tours!
Book any Insight Vacations tour with us and you'll get the best deal possible!
Available for new bookings made starting 10/22/20. Subject to expire without advanced notice.
Bonus Offers are not combinable,
unless noted otherwise. Pricing may already reflect the
application of any applicable promotions. Additional
restrictions apply. Certain terms and conditions apply to
each offer. Additional restrictions apply. We reserve the
right to correct errors.
No Booking Fees!
No Booking Fees!
We do not charge booking fees on any Insight Vacations tours.
You're sure to enjoy an affordable Insight Vacations tour package when booking with us!
Available for new bookings made starting 10/22/20. Subject to expire without advanced notice.
Bonus Offers are not combinable,
unless noted otherwise. Pricing may already reflect the
application of any applicable promotions. Additional
restrictions apply. Certain terms and conditions apply to
each offer. Additional restrictions apply. We reserve the
right to correct errors.
$2,902.73
No
(Departure #20250803)
SundayJul 6, 2025
MondayJul 14, 2025
Exclusive Rates on all Insight Vacations Tours!
Exclusive Rates on all Insight Vacations Tours!
Book any Insight Vacations tour with us and you'll get the best deal possible!
Available for new bookings made starting 10/22/20. Subject to expire without advanced notice.
Bonus Offers are not combinable,
unless noted otherwise. Pricing may already reflect the
application of any applicable promotions. Additional
restrictions apply. Certain terms and conditions apply to
each offer. Additional restrictions apply. We reserve the
right to correct errors.
No Booking Fees!
No Booking Fees!
We do not charge booking fees on any Insight Vacations tours.
You're sure to enjoy an affordable Insight Vacations tour package when booking with us!
Available for new bookings made starting 10/22/20. Subject to expire without advanced notice.
Bonus Offers are not combinable,
unless noted otherwise. Pricing may already reflect the
application of any applicable promotions. Additional
restrictions apply. Certain terms and conditions apply to
each offer. Additional restrictions apply. We reserve the
right to correct errors.
$2,928.38
No
(Departure #20250706)
SundayMar 30, 2025
MondayApr 7, 2025
Exclusive Rates on all Insight Vacations Tours!
Exclusive Rates on all Insight Vacations Tours!
Book any Insight Vacations tour with us and you'll get the best deal possible!
Available for new bookings made starting 10/22/20. Subject to expire without advanced notice.
Bonus Offers are not combinable,
unless noted otherwise. Pricing may already reflect the
application of any applicable promotions. Additional
restrictions apply. Certain terms and conditions apply to
each offer. Additional restrictions apply. We reserve the
right to correct errors.
No Booking Fees!
No Booking Fees!
We do not charge booking fees on any Insight Vacations tours.
You're sure to enjoy an affordable Insight Vacations tour package when booking with us!
Available for new bookings made starting 10/22/20. Subject to expire without advanced notice.
Bonus Offers are not combinable,
unless noted otherwise. Pricing may already reflect the
application of any applicable promotions. Additional
restrictions apply. Certain terms and conditions apply to
each offer. Additional restrictions apply. We reserve the
right to correct errors.
$2,949.75
No
(Departure #20250330)
SundayApr 27, 2025
MondayMay 5, 2025
Exclusive Rates on all Insight Vacations Tours!
Exclusive Rates on all Insight Vacations Tours!
Book any Insight Vacations tour with us and you'll get the best deal possible!
Available for new bookings made starting 10/22/20. Subject to expire without advanced notice.
Bonus Offers are not combinable,
unless noted otherwise. Pricing may already reflect the
application of any applicable promotions. Additional
restrictions apply. Certain terms and conditions apply to
each offer. Additional restrictions apply. We reserve the
right to correct errors.
No Booking Fees!
No Booking Fees!
We do not charge booking fees on any Insight Vacations tours.
You're sure to enjoy an affordable Insight Vacations tour package when booking with us!
Available for new bookings made starting 10/22/20. Subject to expire without advanced notice.
Bonus Offers are not combinable,
unless noted otherwise. Pricing may already reflect the
application of any applicable promotions. Additional
restrictions apply. Certain terms and conditions apply to
each offer. Additional restrictions apply. We reserve the
right to correct errors.
$2,971.13
Yes
(Departure #20250427)
SundayMay 25, 2025
MondayJun 2, 2025
Exclusive Rates on all Insight Vacations Tours!
Exclusive Rates on all Insight Vacations Tours!
Book any Insight Vacations tour with us and you'll get the best deal possible!
Available for new bookings made starting 10/22/20. Subject to expire without advanced notice.
Bonus Offers are not combinable,
unless noted otherwise. Pricing may already reflect the
application of any applicable promotions. Additional
restrictions apply. Certain terms and conditions apply to
each offer. Additional restrictions apply. We reserve the
right to correct errors.
No Booking Fees!
No Booking Fees!
We do not charge booking fees on any Insight Vacations tours.
You're sure to enjoy an affordable Insight Vacations tour package when booking with us!
Available for new bookings made starting 10/22/20. Subject to expire without advanced notice.
Bonus Offers are not combinable,
unless noted otherwise. Pricing may already reflect the
application of any applicable promotions. Additional
restrictions apply. Certain terms and conditions apply to
each offer. Additional restrictions apply. We reserve the
right to correct errors.
$2,988.23
Yes
(Departure #20250525)
SundayJun 22, 2025
MondayJun 30, 2025
Exclusive Rates on all Insight Vacations Tours!
Exclusive Rates on all Insight Vacations Tours!
Book any Insight Vacations tour with us and you'll get the best deal possible!
Available for new bookings made starting 10/22/20. Subject to expire without advanced notice.
Bonus Offers are not combinable,
unless noted otherwise. Pricing may already reflect the
application of any applicable promotions. Additional
restrictions apply. Certain terms and conditions apply to
each offer. Additional restrictions apply. We reserve the
right to correct errors.
No Booking Fees!
No Booking Fees!
We do not charge booking fees on any Insight Vacations tours.
You're sure to enjoy an affordable Insight Vacations tour package when booking with us!
Available for new bookings made starting 10/22/20. Subject to expire without advanced notice.
Bonus Offers are not combinable,
unless noted otherwise. Pricing may already reflect the
application of any applicable promotions. Additional
restrictions apply. Certain terms and conditions apply to
each offer. Additional restrictions apply. We reserve the
right to correct errors.
$2,988.23
Yes
(Departure #20250622)
SundayAug 31, 2025
MondaySep 8, 2025
Not Available
No
(Departure #20250831)
SundaySep 14, 2025
MondaySep 22, 2025
Exclusive Rates on all Insight Vacations Tours!
Exclusive Rates on all Insight Vacations Tours!
Book any Insight Vacations tour with us and you'll get the best deal possible!
Available for new bookings made starting 10/22/20. Subject to expire without advanced notice.
Bonus Offers are not combinable,
unless noted otherwise. Pricing may already reflect the
application of any applicable promotions. Additional
restrictions apply. Certain terms and conditions apply to
each offer. Additional restrictions apply. We reserve the
right to correct errors.
No Booking Fees!
No Booking Fees!
We do not charge booking fees on any Insight Vacations tours.
You're sure to enjoy an affordable Insight Vacations tour package when booking with us!
Available for new bookings made starting 10/22/20. Subject to expire without advanced notice.
Bonus Offers are not combinable,
unless noted otherwise. Pricing may already reflect the
application of any applicable promotions. Additional
restrictions apply. Certain terms and conditions apply to
each offer. Additional restrictions apply. We reserve the
right to correct errors.
$2,988.23
No
(Departure #20250914)
SundaySep 28, 2025
MondayOct 6, 2025
Exclusive Rates on all Insight Vacations Tours!
Exclusive Rates on all Insight Vacations Tours!
Book any Insight Vacations tour with us and you'll get the best deal possible!
Available for new bookings made starting 10/22/20. Subject to expire without advanced notice.
Bonus Offers are not combinable,
unless noted otherwise. Pricing may already reflect the
application of any applicable promotions. Additional
restrictions apply. Certain terms and conditions apply to
each offer. Additional restrictions apply. We reserve the
right to correct errors.
No Booking Fees!
No Booking Fees!
We do not charge booking fees on any Insight Vacations tours.
You're sure to enjoy an affordable Insight Vacations tour package when booking with us!
Available for new bookings made starting 10/22/20. Subject to expire without advanced notice.
Bonus Offers are not combinable,
unless noted otherwise. Pricing may already reflect the
application of any applicable promotions. Additional
restrictions apply. Certain terms and conditions apply to
each offer. Additional restrictions apply. We reserve the
right to correct errors.
$2,988.23
No
(Departure #20250928)
Tour Itinerary
Note: The version of the tour that is currently selected (via the "Select Season" options above) will be in the reverse order of what is listed below. Please select a different version of this tour above (that doesn't indicate "Reverse") if you'd prefer the tour in the order listed below.
Country Roads of Umbria & Tuscany - Classic Group (Summer 2025)
Insight Vacations Tour Code 43-111
Day 1
Welcome to the Eternal City of Rome
Welcome to Rome, a glorious city filled with classic antiquities, medieval buildings, Renaissance palaces and baroque churches. Settle in before joining your Travel Director for a private visit to the Basilica of Saint Praxedes, welcomed by the Rector of the basilica. End the day getting to know your fellow travelers over Roman specialties during dinner at a local restaurant.
Meals Included:
Dinner
Accommodations:NH Roma Centro, Rome
Day 2
Umbria and on to Perugia
See the imposing Basilica of St. Peter in the Vatican City before crossing the Tiber into Ancient Rome and imagining the gladiatorial combats and sounds of roaring spectators as you visit the mighty Colosseum with your Local Expert. Journey north to the Umbrian village of Baschi. Immerse yourself in the flavors and culture of the region and learn about the secrets of Italian food culture as you join Giovanni and his dog Chris for a truffle hunting session. Afterwards, be entertained by Chef Lorenzo with a fun pasta demonstration and enjoy a delicious lunch accompanied by Orvieto Classico wine. Join a Local Expert in Perugia to navigate the underground labyrinth of little streets, alleys, and arches. Walk along Corso Vannucci, resplendent in pale-pink stone, passing the princely Priors' Palace, the cathedral, and the finely sculptured Great Fountain in the main square.
Meals Included:
Breakfast
Lunch with Wine
Accommodations:Sangallo Palace Hotel, Perugia
Day 3
Perugia Sightseeing & Free Time Relaxed Start
This morning enjoy free time to explore the many delights of Umbria's capital city or join an optional experience to Cortona. Later, during a MAKE TRAVEL MATTER® Experience, visit an artisanal workshop to meet Marta, recipient of a TreadRight Foundation grant, and her weavers. See how the fascinating art of loom-weaving textiles has been passed down through the generations and learn how this ancient craft is being preserved. For dinner, choose your ideal ambience and palate-pleasing menu from a hand-picked selection of Perugian restaurants for your Dine-Around Evening. Buon appetito!
Meals Included:
Breakfast
Dinner with Wine
Accommodations:Sangallo Palace Hotel, Perugia
Day 4
Assisi, in Search of St. Francis Relaxed Start
Journey to Assisi, one of Italy's most beautiful medieval hilltop towns, set high up in the mountains and enclosed by fortress walls. In the valley, see the famous Church of St. Mary of the Angels, much venerated as the place of St. Francis' death, then continue up Mount Subasio to the upper town. Step inside the massive, 13th-century Basilica of St. Francis with your Local Expert to learn how Giotto masterfully painted frescoes that inspired a variety of Renaissance artists.
Meals Included:
Breakfast
Accommodations:Sangallo Palace Hotel, Perugia
Day 5
Tuscany to Siena and San Gimignano
Follow the shores of Lake Trasimeno and continue to the narrow cobbled streets of Siena. Standing in the shell-shaped Campo, imagine the frenzied atmosphere of the biannual Palio horse race and see the Town Hall. Explore Siena with Insight Choice. Choose to visit the medieval Cathedral, or, alternatively, sample panforte, a traditional Tuscan dessert. Travel to your home for the next three nights, a delightful villa near the medieval town of San Gimignano.
Meals Included:
Breakfast
Dinner with Wine
Accommodations:Villasanpaolo, San Gimignano
Day 6
San Gimignano sightseeing and Free Time Relaxed Start
In the morning, your Travel Director will show you San Gimignano's medieval skyscrapers, serpentine streets and hidden squares. The town is also home to world champion gelato maestro Sergio Dondoli. At his artisan ice cream parlour on Piazza della Cisterna, the silky smooth, frozen treats are beautifully displayed in a range of unique flavors for you to try. The rest of the day is at leisure; why not join an Optional Experience to Pisa and Lucca?
Meals Included:
Breakfast
Accommodations:Villasanpaolo, San Gimignano
Day 7
Florence and Tuscan Countryside Experience Relaxed Start
The morning is devoted to the Renaissance city of Florence. A fascinating walking exploration with a Local Expert takes you to the marble-clad cathedral crowned by Brunelleschi's dome. See the baptistery with its beautiful Gates of Paradise and Giotto's splendid bell tower. Walk on to Piazza della Signoria with its open-air gallery of Renaissance sculptures, followed by free time to shop for top-quality Florentine leather or gold. Toast to your travels during a delicious Farm-to-Table dinner at a local restaurant and enjoy tasting flavoursome dishes prepared with locally grown ingredients, home-made pastas, traditional Chianti wine, all sourced from the farm in the Tuscan region.
Meals Included:
Breakfast
Dinner with Wine
Accommodations:Villasanpaolo, San Gimignano
Day 8
Country drive to Ancient Rome
Leave behind the tower topped town of San Gimignano. Enjoy rolling Tuscan hills as you journey south through the Italian countryside. This morning, delight in the medieval spa town of Bagno Vignoni, renowned for its mineral rich thermal baths and continue to the 'model' renaissance town of Pienza, famous for its delicious pecorino cheese, before making your way to Ancient Rome.
Meals Included:
Breakfast
Accommodations:Hotel St. Martin, Rome
Day 9
Arrivederci Roma
Bid farewell to the glories of Italy.
Meals Included:
Breakfast
More Details
Insight Vacations is informing us of the following additional details regarding their Country Roads of Umbria & Tuscany - Classic Group (Summer 2025) tour:
Travelers Notes
* DAY 1: Complimentary arrival transfers depart Leonardo Da Vinci-Fiumicino Airport (FCO) ¿¿¿¿¿¿at 09:30, 12:30 and 15:30 on the first day of the tour.¿¿¿¿¿¿¿¿¿¿¿¿* DAY 9: Complimentary departure transfers arrive at Leonardo Da Vinci-Fiumicino Airport (FCO) on the last day of the tour at 07:00 and 09:30. * CHARGEABLE TRANSFERS: Guests who have booked their extra hotel nights with Insight Vacations or whose flight times do not coincide with the shuttle coach timings may purchase a chargeable transfer. However, guests booking independent hotel nights will make their own transfer arrangements.* NOTE: This Trip falls under LEVEL 1. Please refer to the Deposit, Payment and Cancellations policies on our website.
Meals Included
Pricing listed above for tours is per person, in US Dollars, and is based on double occupancy. Pricing may change for other occupancy types. Pricing is based on the last time the vendor electronically sent us pricing data, which varies by vendor (usually occurs overnight or multiple times throughout each day).
Pricing and availability are subject to change and must be confirmed by one of our travel advisors, who can contact the vendor to do so. Intra-vacation air (also referred to as internal air) is usually based on economy class seating (do not assume otherwise, unless explicity noted otherwise) and may be 100% non-refundable at time of final payment. Air quotes (including intra-vacation airfare) may be subject to change until final payment has been received by the vendor. Flight confirmation may be based on availability. Air reservations may not be able to be confirmed until a passport copy is received by the vendor. The following charges are not included in the vacation price unless otherwise noted: airfare to and from the start of your vacation; airline baggage fees including checked and/or excess baggage fees; Federal inspection fees for the Federal U.S. Customs and Immigrations; International Air Transportation tax; agricultural tax; other per person taxes imposed by government entities; airport taxes and fees, including the September 11th Security fee, passenger facility charges, Federal domestic flight segment fees, and U.S. and international arrival and departure and other government-imposed fees added by the airline and applicable at time of booking; port taxes; passports; visas and vaccinations; tips to your Cruise Director, Local Host, driver, Local Guides, and/or ship's crew; gratuities on ferries, trains, and cruise ships; laundry; telephone; minibar; alcohol, beverages, and food outside of the contracted menu as presented at a hotel or restaurant or onboard your vessel (these extra items will be billed to you before leaving the hotel, ship, or restaurant); airport transfers on non-qualifying flights; optional excursions; additional activities and excursions purchased online; porterage at airports and train stations; Travel Protection; and all other items of a personal nature. Itinerary details are provided by the vendor. Vendors may reserve the right to change itineraries, even on existing reservations. There may be instances where the name of a tour contains a tour length in it, but where there is a version of the tour that is a different number of days in length. You can check the true length of a tour by referring to the length value listed in association with that tour. Destination images displayed on this web page, some which are supplied by the related vendor and some which are not, are intended to simply give a general representation of the region of the world being visited during the tour. Such images are not necessarily of the exact areas being visited during the tour. Hotel details (including, but not limited to: rating/class, descriptions, images, amenities and addresses) are provided by Insight Vacations. Hotel amenities may be communicated in shorthand by Insight Vacations (for example, if "Laundry" is listed that may only mean that the hotel has an optional fee-based service that would allow for your laundry to be done by their staff). We reserve the right to correct errors.
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