Trip Details

Country Roads of Umbria & Tuscany - Classic Group

Tour, Escorted tour

Country Roads Of Umbria & Tuscany - Classic Group
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.

Dining Summary

1 Dinner (D)
8 Breakfast (B)
1 Lunch with Wine (LW)
3 Dinner with Wine (DW)

Choice Highlights

Choose between two carefully selected activities
Siena: Enjoy a tasting of Panforte, a traditional Tuscan dessert containing fruits and nuts.
Siena: Visit the Cathedral with your Local Expert.

Additional Included Highlights

Personal radio headsets give you the freedom to wander during visits to famous highlights, without missing any of your Local Expert's fascinating commentary.
Hotel and restaurant tips are included - you'll never have to worry about how much to give, nor search for foreign currency. We also include all taxes and porterage charges at hotels.
We carry your bags for you and promptly deliver them to your hotel door.
From time to time, your Travel Director will delight you with an Insight Flourish, which is a local specialty representing the destination.
Stay connected with friends and family with our complimentary coach and hotel Wi-Fi (where available).
If your arrival and/or departure flights are as per the itinerary start and end dates, then transfers are available at scheduled times. If your flights are outside these times, or you have booked additional nights accommodation with Insight Vacations, you may purchase transfers or make your own way from/to the airport.

Authentic Dining

Rome: Savor dinner at a uniquely Roman restaurant, offering a perfect exploration of Lazio's typical flavors.
Umbria: Explore the art of Italian cooking with Chef Lorenzo and take part in a truffle hunting walk followed by lunch.
Perugia: You are offered a selection of restaurants on your Dine-Around Evening. Choose your own ambience, cuisine and drinks for an intimate culinary experience.
San Gimignano: Ascend serpentine alleyways to the artisan gelato parlour of world champion gelato maestro, Sergio Dondoli for a taste of his finest frozen treats.
Tuscany: Nestled in the rolling hills surrounding Sam Gimignano and surrounded by its own vineyards, olive groves, saffron crop and orchards, is the homely Il Vecchio Maneggio. Admire the beautiful views as you enjoy a drink before sitting down to your Celebration Dinner - a delicious Farm-to-Table experience, with all the organic produce sourced from the surrounding farm.

Insight Choice

Siena: Enjoy a tasting of Panforte, a traditional Tuscan dessert containing fruits and nuts.
Siena: Visit the Cathedral with your Local Expert.

Insight Experiences

Rome: Enjoy exclusive access to the Basilica of Saint Praxedes during an after-hours visit. This 9th-century basilica’s simple facade guards the world's best-preserved Byzantine mosaics. The history of the church springs to life as you admire the interior’s treasured collection, including Bernini's first sculpture and the renowned mosaics, illuminated for your visit. This once-in-a-lifetime experience is a rare and unforgettable insight into Rome and its religious history.

Make Travel Matter

Perugia: Meet Marta, a recipient of a TreadRight Foundation grant. Learn how she offers employment opportunities for local women and, alongside her weavers, preserves the ancient craft of loom weaving in an artisan workshop.The workshop is owned by women and actively empowers women and girls through its education and training programs. Marta, and her students help to safeguard the unique patterns while contributing to the protection of Umbria’s cultural heritage. Laboratorio Guidetta Brozzetti advances UN Sustainable Development Goal 5: Gender Equality and UN Sustainable Development Goal 11: Sustainable Cities & Communities.

Top Rated Highlights

Assisi: See St. Mary of the Angels Church and join your Local Expert to walk through the cobbled streets and beautifully preserved medieval laneways of this quaint town.
Assisi: With a Local Expert, find out why the Basilica of St. Francis is considered one of the crowning achievements of Europe.
San Gimignano: Visit the medieval Manhattan of Italy.
Florence: Join a Local Expert to view the multi-colored marble cathedral, bell tower and baptistery, adorned by Ghiberti's Gates of Paradise. Visit the political heart of the city, Signoria Square. See the area around Santa Croce Basilica, famous for the quality of its luxury goods.

Travel Director

"One thing I really love about showing guests about Italy is how art and beauty can be found around every corner of some of Italy's cities, which are real open air museums."
"One fun fact people don't usually know before they come to Italy is that the Italian alphabet only has 22 letters."
"I really love about showing guests the huge variety that Italy has to offer, from quaint countryside villages to cities full of stupendous art and architecture."

Well-being

Enjoy the comfort of Insight's luxurious, air-conditioned, 40-seat coach with double the standard legroom and onboard washroom. Our customized luxury coaches are sanitized before the start of your tour and are maintained to very high standards. Physical distancing measures have been implemented on our customized luxury coaches.
Hand sanitizer is freely available on board for you to use throughout the day.

8 Nights Starting At

$3,015.00 USD

July 06, 2025 through July 14, 2025

Book by:

July 02, 2025 7:00 PM

Book by 2025-03-08 to receive $335.00 Last Minute Deal Discount. Airfare not included

Last Minute Deal: Must book by 2025-03-08

Terms & Disclaimers

ID: 8170135

Itinerary Map

Itinerary Overview

Day 1

Welcome to Rome

Day 2

Umbria and on to Perugia

Day 3

Perugia Sightseeing & Free Time Relaxed Start

Day 4

Assisi, in Search of St. Francis Relaxed Start

Day 5

Tuscany to Cortona, Siena and San Gimignano

Day 6

San Gimignano sightseeing and Free Time Relaxed Start

Day 7

Florence and Tuscan Countryside Experience Relaxed Start

Day 8

Country drive to Ancient Rome

Day 9

Arrivederci Roma

Loading Itinerary Content...

Dates & prices

Additional Offers	Starting From	Additional Details
July 06, 2025 to Jul 14, 2025 Terms & Disclaimers ID: 8170135 Terms and Disclaimers Charges not included in the price may include but are not limited to: airfare to and from the start of your trip; airline baggage fees including checked and/or excess baggage fees; Federal inspection fees for the Federal U.S. Customs and Immigrations; agricultural tax; other per person taxes imposed by government entities; applicable cruise taxes, fees, fares and port charges; passports; visas and vaccinations; transfers; tips to your Tour or Cruise Director, Local Host, driver, Local Guides, and/or ships' 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 (these extra items will be billed to you before leaving the hotel, ship, or restaurant); additional excursions and activities not listed as 'included' in the itinerary; porterage at airports or train stations; Travel Protection premiums; and all other items of a personal nature. If you are interested in an offer, please click on Contact Us . This will open a "Trip Request" that will allow you to send your request to us. We will be able to confirm availability and make further recommendations. Trip prices are per person, land only, based on double occupancy and reflect applicable discounts. Trip prices and discounts are subject to change. Airfare is additional. Tour prices, dates and itineraries are correct at the time of the website going live, however are subject to confirmation at the time of booking. Other restrictions may apply.	8 Nights from $3,015.00 (USD) Per Person (View Additional Details)	Book by 2025-03-08 to receive $335.00 Last Minute Deal Discount. Airfare not included Book by: July 02, 2025 7:00 PM	Contact Us	Terms & Disclaimers ID: 8170135 Terms and Disclaimers Charges not included in the price may include but are not limited to: airfare to and from the start of your trip; airline baggage fees including checked and/or excess baggage fees; Federal inspection fees for the Federal U.S. Customs and Immigrations; agricultural tax; other per person taxes imposed by government entities; applicable cruise taxes, fees, fares and port charges; passports; visas and vaccinations; transfers; tips to your Tour or Cruise Director, Local Host, driver, Local Guides, and/or ships' 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 (these extra items will be billed to you before leaving the hotel, ship, or restaurant); additional excursions and activities not listed as 'included' in the itinerary; porterage at airports or train stations; Travel Protection premiums; and all other items of a personal nature. If you are interested in an offer, please click on Contact Us . This will open a "Trip Request" that will allow you to send your request to us. We will be able to confirm availability and make further recommendations. Trip prices are per person, land only, based on double occupancy and reflect applicable discounts. Trip prices and discounts are subject to change. Airfare is additional. Tour prices, dates and itineraries are correct at the time of the website going live, however are subject to confirmation at the time of booking. Other restrictions may apply.
March 30, 2025 to Apr 07, 2025 Terms & Disclaimers ID: 8170131 Terms and Disclaimers Charges not included in the price may include but are not limited to: airfare to and from the start of your trip; airline baggage fees including checked and/or excess baggage fees; Federal inspection fees for the Federal U.S. Customs and Immigrations; agricultural tax; other per person taxes imposed by government entities; applicable cruise taxes, fees, fares and port charges; passports; visas and vaccinations; transfers; tips to your Tour or Cruise Director, Local Host, driver, Local Guides, and/or ships' 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 (these extra items will be billed to you before leaving the hotel, ship, or restaurant); additional excursions and activities not listed as 'included' in the itinerary; porterage at airports or train stations; Travel Protection premiums; and all other items of a personal nature. If you are interested in an offer, please click on Contact Us . This will open a "Trip Request" that will allow you to send your request to us. We will be able to confirm availability and make further recommendations. Trip prices are per person, land only, based on double occupancy and reflect applicable discounts. Trip prices and discounts are subject to change. Airfare is additional. Tour prices, dates and itineraries are correct at the time of the website going live, however are subject to confirmation at the time of booking. Other restrictions may apply.	8 Nights from $3,105.00 (USD) Per Person (View Additional Details)	Book by 2024-11-22 to receive $345.00 Last Minute Deal Discount. Airfare not included Book by: March 26, 2025 7:00 PM	Contact Us	Terms & Disclaimers ID: 8170131 Terms and Disclaimers Charges not included in the price may include but are not limited to: airfare to and from the start of your trip; airline baggage fees including checked and/or excess baggage fees; Federal inspection fees for the Federal U.S. Customs and Immigrations; agricultural tax; other per person taxes imposed by government entities; applicable cruise taxes, fees, fares and port charges; passports; visas and vaccinations; transfers; tips to your Tour or Cruise Director, Local Host, driver, Local Guides, and/or ships' 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 (these extra items will be billed to you before leaving the hotel, ship, or restaurant); additional excursions and activities not listed as 'included' in the itinerary; porterage at airports or train stations; Travel Protection premiums; and all other items of a personal nature. If you are interested in an offer, please click on Contact Us . This will open a "Trip Request" that will allow you to send your request to us. We will be able to confirm availability and make further recommendations. Trip prices are per person, land only, based on double occupancy and reflect applicable discounts. Trip prices and discounts are subject to change. Airfare is additional. Tour prices, dates and itineraries are correct at the time of the website going live, however are subject to confirmation at the time of booking. Other restrictions may apply.
April 27, 2025 to May 05, 2025 Terms & Disclaimers ID: 8170132 Terms and Disclaimers Charges not included in the price may include but are not limited to: airfare to and from the start of your trip; airline baggage fees including checked and/or excess baggage fees; Federal inspection fees for the Federal U.S. Customs and Immigrations; agricultural tax; other per person taxes imposed by government entities; applicable cruise taxes, fees, fares and port charges; passports; visas and vaccinations; transfers; tips to your Tour or Cruise Director, Local Host, driver, Local Guides, and/or ships' 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 (these extra items will be billed to you before leaving the hotel, ship, or restaurant); additional excursions and activities not listed as 'included' in the itinerary; porterage at airports or train stations; Travel Protection premiums; and all other items of a personal nature. If you are interested in an offer, please click on Contact Us . This will open a "Trip Request" that will allow you to send your request to us. We will be able to confirm availability and make further recommendations. Trip prices are per person, land only, based on double occupancy and reflect applicable discounts. Trip prices and discounts are subject to change. Airfare is additional. Tour prices, dates and itineraries are correct at the time of the website going live, however are subject to confirmation at the time of booking. Other restrictions may apply.	8 Nights from $3,056.00 (USD) Per Person (View Additional Details)	Book by 2024-12-28 to receive $339.00 Last Minute Deal Discount. Airfare not included Book by: April 23, 2025 7:00 PM	Contact Us	Terms & Disclaimers ID: 8170132 Terms and Disclaimers Charges not included in the price may include but are not limited to: airfare to and from the start of your trip; airline baggage fees including checked and/or excess baggage fees; Federal inspection fees for the Federal U.S. Customs and Immigrations; agricultural tax; other per person taxes imposed by government entities; applicable cruise taxes, fees, fares and port charges; passports; visas and vaccinations; transfers; tips to your Tour or Cruise Director, Local Host, driver, Local Guides, and/or ships' 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 (these extra items will be billed to you before leaving the hotel, ship, or restaurant); additional excursions and activities not listed as 'included' in the itinerary; porterage at airports or train stations; Travel Protection premiums; and all other items of a personal nature. If you are interested in an offer, please click on Contact Us . This will open a "Trip Request" that will allow you to send your request to us. We will be able to confirm availability and make further recommendations. Trip prices are per person, land only, based on double occupancy and reflect applicable discounts. Trip prices and discounts are subject to change. Airfare is additional. Tour prices, dates and itineraries are correct at the time of the website going live, however are subject to confirmation at the time of booking. Other restrictions may apply.
May 25, 2025 to Jun 22, 2025 Terms & Disclaimers ID: 8170133 Terms and Disclaimers Charges not included in the price may include but are not limited to: airfare to and from the start of your trip; airline baggage fees including checked and/or excess baggage fees; Federal inspection fees for the Federal U.S. Customs and Immigrations; agricultural tax; other per person taxes imposed by government entities; applicable cruise taxes, fees, fares and port charges; passports; visas and vaccinations; transfers; tips to your Tour or Cruise Director, Local Host, driver, Local Guides, and/or ships' 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 (these extra items will be billed to you before leaving the hotel, ship, or restaurant); additional excursions and activities not listed as 'included' in the itinerary; porterage at airports or train stations; Travel Protection premiums; and all other items of a personal nature. If you are interested in an offer, please click on Contact Us . This will open a "Trip Request" that will allow you to send your request to us. We will be able to confirm availability and make further recommendations. Trip prices are per person, land only, based on double occupancy and reflect applicable discounts. Trip prices and discounts are subject to change. Airfare is additional. Tour prices, dates and itineraries are correct at the time of the website going live, however are subject to confirmation at the time of booking. Other restrictions may apply.	8 Nights from $3,083.00 (USD) Per Person (View Additional Details)	Book by 2025-01-25 to receive $342.00 Last Minute Deal Discount. Airfare not included, Various departures Book by: June 18, 2025 7:00 PM	Contact Us	Terms & Disclaimers ID: 8170133 Terms and Disclaimers Charges not included in the price may include but are not limited to: airfare to and from the start of your trip; airline baggage fees including checked and/or excess baggage fees; Federal inspection fees for the Federal U.S. Customs and Immigrations; agricultural tax; other per person taxes imposed by government entities; applicable cruise taxes, fees, fares and port charges; passports; visas and vaccinations; transfers; tips to your Tour or Cruise Director, Local Host, driver, Local Guides, and/or ships' 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 (these extra items will be billed to you before leaving the hotel, ship, or restaurant); additional excursions and activities not listed as 'included' in the itinerary; porterage at airports or train stations; Travel Protection premiums; and all other items of a personal nature. If you are interested in an offer, please click on Contact Us . This will open a "Trip Request" that will allow you to send your request to us. We will be able to confirm availability and make further recommendations. Trip prices are per person, land only, based on double occupancy and reflect applicable discounts. Trip prices and discounts are subject to change. Airfare is additional. Tour prices, dates and itineraries are correct at the time of the website going live, however are subject to confirmation at the time of booking. Other restrictions may apply.
August 03, 2025 to Aug 11, 2025 Terms & Disclaimers ID: 8170540 Terms and Disclaimers Charges not included in the price may include but are not limited to: airfare to and from the start of your trip; airline baggage fees including checked and/or excess baggage fees; Federal inspection fees for the Federal U.S. Customs and Immigrations; agricultural tax; other per person taxes imposed by government entities; applicable cruise taxes, fees, fares and port charges; passports; visas and vaccinations; transfers; tips to your Tour or Cruise Director, Local Host, driver, Local Guides, and/or ships' 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 (these extra items will be billed to you before leaving the hotel, ship, or restaurant); additional excursions and activities not listed as 'included' in the itinerary; porterage at airports or train stations; Travel Protection premiums; and all other items of a personal nature. If you are interested in an offer, please click on Contact Us . This will open a "Trip Request" that will allow you to send your request to us. We will be able to confirm availability and make further recommendations. Trip prices are per person, land only, based on double occupancy and reflect applicable discounts. Trip prices and discounts are subject to change. Airfare is additional. Tour prices, dates and itineraries are correct at the time of the website going live, however are subject to confirmation at the time of booking. Other restrictions may apply.	8 Nights from $2,993.00 (USD) Per Person (View Additional Details)	Book by 2025-04-05 to receive $332.00 Last Minute Deal Discount. Airfare not included Book by: July 30, 2025 7:00 PM	Contact Us	Terms & Disclaimers ID: 8170540 Terms and Disclaimers Charges not included in the price may include but are not limited to: airfare to and from the start of your trip; airline baggage fees including checked and/or excess baggage fees; Federal inspection fees for the Federal U.S. Customs and Immigrations; agricultural tax; other per person taxes imposed by government entities; applicable cruise taxes, fees, fares and port charges; passports; visas and vaccinations; transfers; tips to your Tour or Cruise Director, Local Host, driver, Local Guides, and/or ships' 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 (these extra items will be billed to you before leaving the hotel, ship, or restaurant); additional excursions and activities not listed as 'included' in the itinerary; porterage at airports or train stations; Travel Protection premiums; and all other items of a personal nature. If you are interested in an offer, please click on Contact Us . This will open a "Trip Request" that will allow you to send your request to us. We will be able to confirm availability and make further recommendations. Trip prices are per person, land only, based on double occupancy and reflect applicable discounts. Trip prices and discounts are subject to change. Airfare is additional. Tour prices, dates and itineraries are correct at the time of the website going live, however are subject to confirmation at the time of booking. Other restrictions may apply.
September 14, 2025 to Sep 28, 2025 Terms & Disclaimers ID: 8373062 Terms and Disclaimers Charges not included in the price may include but are not limited to: airfare to and from the start of your trip; airline baggage fees including checked and/or excess baggage fees; Federal inspection fees for the Federal U.S. Customs and Immigrations; agricultural tax; other per person taxes imposed by government entities; applicable cruise taxes, fees, fares and port charges; passports; visas and vaccinations; transfers; tips to your Tour or Cruise Director, Local Host, driver, Local Guides, and/or ships' 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 (these extra items will be billed to you before leaving the hotel, ship, or restaurant); additional excursions and activities not listed as 'included' in the itinerary; porterage at airports or train stations; Travel Protection premiums; and all other items of a personal nature. If you are interested in an offer, please click on Contact Us . This will open a "Trip Request" that will allow you to send your request to us. We will be able to confirm availability and make further recommendations. Trip prices are per person, land only, based on double occupancy and reflect applicable discounts. Trip prices and discounts are subject to change. Airfare is additional. Tour prices, dates and itineraries are correct at the time of the website going live, however are subject to confirmation at the time of booking. Other restrictions may apply.	8 Nights from $3,450.00 (USD) Per Person (View Additional Details)	Airfare not included, Various departures Book by: September 24, 2025 7:00 PM	Contact Us	Terms & Disclaimers ID: 8373062 Terms and Disclaimers Charges not included in the price may include but are not limited to: airfare to and from the start of your trip; airline baggage fees including checked and/or excess baggage fees; Federal inspection fees for the Federal U.S. Customs and Immigrations; agricultural tax; other per person taxes imposed by government entities; applicable cruise taxes, fees, fares and port charges; passports; visas and vaccinations; transfers; tips to your Tour or Cruise Director, Local Host, driver, Local Guides, and/or ships' 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 (these extra items will be billed to you before leaving the hotel, ship, or restaurant); additional excursions and activities not listed as 'included' in the itinerary; porterage at airports or train stations; Travel Protection premiums; and all other items of a personal nature. If you are interested in an offer, please click on Contact Us . This will open a "Trip Request" that will allow you to send your request to us. We will be able to confirm availability and make further recommendations. Trip prices are per person, land only, based on double occupancy and reflect applicable discounts. Trip prices and discounts are subject to change. Airfare is additional. Tour prices, dates and itineraries are correct at the time of the website going live, however are subject to confirmation at the time of booking. Other restrictions may apply.

Additional Offers	July 06, 2025 July 14, 2025 Price Details 8 Nights from $3,015.00 (USD) Per Person (View Additional Details) Book by 2025-03-08 to receive $335.00 Last Minute Deal Discount. Airfare not included Book by: July 02, 2025 7:00 PM Terms & Disclaimers ID: 8170135 Terms and Disclaimers Charges not included in the price may include but are not limited to: airfare to and from the start of your trip; airline baggage fees including checked and/or excess baggage fees; Federal inspection fees for the Federal U.S. Customs and Immigrations; agricultural tax; other per person taxes imposed by government entities; applicable cruise taxes, fees, fares and port charges; passports; visas and vaccinations; transfers; tips to your Tour or Cruise Director, Local Host, driver, Local Guides, and/or ships' 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 (these extra items will be billed to you before leaving the hotel, ship, or restaurant); additional excursions and activities not listed as 'included' in the itinerary; porterage at airports or train stations; Travel Protection premiums; and all other items of a personal nature. If you are interested in an offer, please click on Contact Us . This will open a "Trip Request" that will allow you to send your request to us. We will be able to confirm availability and make further recommendations. Trip prices are per person, land only, based on double occupancy and reflect applicable discounts. Trip prices and discounts are subject to change. Airfare is additional. Tour prices, dates and itineraries are correct at the time of the website going live, however are subject to confirmation at the time of booking. Other restrictions may apply.	March 30, 2025 April 07, 2025 Price Details 8 Nights from $3,105.00 (USD) Per Person (View Additional Details) Book by 2024-11-22 to receive $345.00 Last Minute Deal Discount. Airfare not included Book by: March 26, 2025 7:00 PM Terms & Disclaimers ID: 8170131 Terms and Disclaimers Charges not included in the price may include but are not limited to: airfare to and from the start of your trip; airline baggage fees including checked and/or excess baggage fees; Federal inspection fees for the Federal U.S. Customs and Immigrations; agricultural tax; other per person taxes imposed by government entities; applicable cruise taxes, fees, fares and port charges; passports; visas and vaccinations; transfers; tips to your Tour or Cruise Director, Local Host, driver, Local Guides, and/or ships' 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 (these extra items will be billed to you before leaving the hotel, ship, or restaurant); additional excursions and activities not listed as 'included' in the itinerary; porterage at airports or train stations; Travel Protection premiums; and all other items of a personal nature. If you are interested in an offer, please click on Contact Us . This will open a "Trip Request" that will allow you to send your request to us. We will be able to confirm availability and make further recommendations. Trip prices are per person, land only, based on double occupancy and reflect applicable discounts. Trip prices and discounts are subject to change. Airfare is additional. Tour prices, dates and itineraries are correct at the time of the website going live, however are subject to confirmation at the time of booking. Other restrictions may apply.	April 27, 2025 May 05, 2025 Price Details 8 Nights from $3,056.00 (USD) Per Person (View Additional Details) Book by 2024-12-28 to receive $339.00 Last Minute Deal Discount. Airfare not included Book by: April 23, 2025 7:00 PM Terms & Disclaimers ID: 8170132 Terms and Disclaimers Charges not included in the price may include but are not limited to: airfare to and from the start of your trip; airline baggage fees including checked and/or excess baggage fees; Federal inspection fees for the Federal U.S. Customs and Immigrations; agricultural tax; other per person taxes imposed by government entities; applicable cruise taxes, fees, fares and port charges; passports; visas and vaccinations; transfers; tips to your Tour or Cruise Director, Local Host, driver, Local Guides, and/or ships' 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 (these extra items will be billed to you before leaving the hotel, ship, or restaurant); additional excursions and activities not listed as 'included' in the itinerary; porterage at airports or train stations; Travel Protection premiums; and all other items of a personal nature. If you are interested in an offer, please click on Contact Us . This will open a "Trip Request" that will allow you to send your request to us. We will be able to confirm availability and make further recommendations. Trip prices are per person, land only, based on double occupancy and reflect applicable discounts. Trip prices and discounts are subject to change. Airfare is additional. Tour prices, dates and itineraries are correct at the time of the website going live, however are subject to confirmation at the time of booking. Other restrictions may apply.	May 25, 2025 June 22, 2025 Price Details 8 Nights from $3,083.00 (USD) Per Person (View Additional Details) Book by 2025-01-25 to receive $342.00 Last Minute Deal Discount. Airfare not included, Various departures Book by: June 18, 2025 7:00 PM Terms & Disclaimers ID: 8170133 Terms and Disclaimers Charges not included in the price may include but are not limited to: airfare to and from the start of your trip; airline baggage fees including checked and/or excess baggage fees; Federal inspection fees for the Federal U.S. Customs and Immigrations; agricultural tax; other per person taxes imposed by government entities; applicable cruise taxes, fees, fares and port charges; passports; visas and vaccinations; transfers; tips to your Tour or Cruise Director, Local Host, driver, Local Guides, and/or ships' 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 (these extra items will be billed to you before leaving the hotel, ship, or restaurant); additional excursions and activities not listed as 'included' in the itinerary; porterage at airports or train stations; Travel Protection premiums; and all other items of a personal nature. If you are interested in an offer, please click on Contact Us . This will open a "Trip Request" that will allow you to send your request to us. We will be able to confirm availability and make further recommendations. Trip prices are per person, land only, based on double occupancy and reflect applicable discounts. Trip prices and discounts are subject to change. Airfare is additional. Tour prices, dates and itineraries are correct at the time of the website going live, however are subject to confirmation at the time of booking. Other restrictions may apply.	August 03, 2025 August 11, 2025 Price Details 8 Nights from $2,993.00 (USD) Per Person (View Additional Details) Book by 2025-04-05 to receive $332.00 Last Minute Deal Discount. Airfare not included Book by: July 30, 2025 7:00 PM Terms & Disclaimers ID: 8170540 Terms and Disclaimers Charges not included in the price may include but are not limited to: airfare to and from the start of your trip; airline baggage fees including checked and/or excess baggage fees; Federal inspection fees for the Federal U.S. Customs and Immigrations; agricultural tax; other per person taxes imposed by government entities; applicable cruise taxes, fees, fares and port charges; passports; visas and vaccinations; transfers; tips to your Tour or Cruise Director, Local Host, driver, Local Guides, and/or ships' 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 (these extra items will be billed to you before leaving the hotel, ship, or restaurant); additional excursions and activities not listed as 'included' in the itinerary; porterage at airports or train stations; Travel Protection premiums; and all other items of a personal nature. If you are interested in an offer, please click on Contact Us . This will open a "Trip Request" that will allow you to send your request to us. We will be able to confirm availability and make further recommendations. Trip prices are per person, land only, based on double occupancy and reflect applicable discounts. Trip prices and discounts are subject to change. Airfare is additional. Tour prices, dates and itineraries are correct at the time of the website going live, however are subject to confirmation at the time of booking. Other restrictions may apply.	September 14, 2025 September 28, 2025 Price Details 8 Nights from $3,450.00 (USD) Per Person (View Additional Details) Airfare not included, Various departures Book by: September 24, 2025 7:00 PM Terms & Disclaimers ID: 8373062 Terms and Disclaimers Charges not included in the price may include but are not limited to: airfare to and from the start of your trip; airline baggage fees including checked and/or excess baggage fees; Federal inspection fees for the Federal U.S. Customs and Immigrations; agricultural tax; other per person taxes imposed by government entities; applicable cruise taxes, fees, fares and port charges; passports; visas and vaccinations; transfers; tips to your Tour or Cruise Director, Local Host, driver, Local Guides, and/or ships' 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 (these extra items will be billed to you before leaving the hotel, ship, or restaurant); additional excursions and activities not listed as 'included' in the itinerary; porterage at airports or train stations; Travel Protection premiums; and all other items of a personal nature. If you are interested in an offer, please click on Contact Us . This will open a "Trip Request" that will allow you to send your request to us. We will be able to confirm availability and make further recommendations. Trip prices are per person, land only, based on double occupancy and reflect applicable discounts. Trip prices and discounts are subject to change. Airfare is additional. Tour prices, dates and itineraries are correct at the time of the website going live, however are subject to confirmation at the time of booking. Other restrictions may apply.
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	Terms & Disclaimers ID: 8170135 Terms and Disclaimers Charges not included in the price may include but are not limited to: airfare to and from the start of your trip; airline baggage fees including checked and/or excess baggage fees; Federal inspection fees for the Federal U.S. Customs and Immigrations; agricultural tax; other per person taxes imposed by government entities; applicable cruise taxes, fees, fares and port charges; passports; visas and vaccinations; transfers; tips to your Tour or Cruise Director, Local Host, driver, Local Guides, and/or ships' 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 (these extra items will be billed to you before leaving the hotel, ship, or restaurant); additional excursions and activities not listed as 'included' in the itinerary; porterage at airports or train stations; Travel Protection premiums; and all other items of a personal nature. If you are interested in an offer, please click on Contact Us . This will open a "Trip Request" that will allow you to send your request to us. We will be able to confirm availability and make further recommendations. Trip prices are per person, land only, based on double occupancy and reflect applicable discounts. Trip prices and discounts are subject to change. Airfare is additional. Tour prices, dates and itineraries are correct at the time of the website going live, however are subject to confirmation at the time of booking. Other restrictions may apply.	Terms & Disclaimers ID: 8170131 Terms and Disclaimers Charges not included in the price may include but are not limited to: airfare to and from the start of your trip; airline baggage fees including checked and/or excess baggage fees; Federal inspection fees for the Federal U.S. Customs and Immigrations; agricultural tax; other per person taxes imposed by government entities; applicable cruise taxes, fees, fares and port charges; passports; visas and vaccinations; transfers; tips to your Tour or Cruise Director, Local Host, driver, Local Guides, and/or ships' 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 (these extra items will be billed to you before leaving the hotel, ship, or restaurant); additional excursions and activities not listed as 'included' in the itinerary; porterage at airports or train stations; Travel Protection premiums; and all other items of a personal nature. If you are interested in an offer, please click on Contact Us . This will open a "Trip Request" that will allow you to send your request to us. We will be able to confirm availability and make further recommendations. Trip prices are per person, land only, based on double occupancy and reflect applicable discounts. Trip prices and discounts are subject to change. Airfare is additional. Tour prices, dates and itineraries are correct at the time of the website going live, however are subject to confirmation at the time of booking. Other restrictions may apply.	Terms & Disclaimers ID: 8170132 Terms and Disclaimers Charges not included in the price may include but are not limited to: airfare to and from the start of your trip; airline baggage fees including checked and/or excess baggage fees; Federal inspection fees for the Federal U.S. Customs and Immigrations; agricultural tax; other per person taxes imposed by government entities; applicable cruise taxes, fees, fares and port charges; passports; visas and vaccinations; transfers; tips to your Tour or Cruise Director, Local Host, driver, Local Guides, and/or ships' 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 (these extra items will be billed to you before leaving the hotel, ship, or restaurant); additional excursions and activities not listed as 'included' in the itinerary; porterage at airports or train stations; Travel Protection premiums; and all other items of a personal nature. If you are interested in an offer, please click on Contact Us . This will open a "Trip Request" that will allow you to send your request to us. We will be able to confirm availability and make further recommendations. Trip prices are per person, land only, based on double occupancy and reflect applicable discounts. Trip prices and discounts are subject to change. Airfare is additional. Tour prices, dates and itineraries are correct at the time of the website going live, however are subject to confirmation at the time of booking. Other restrictions may apply.	Terms & Disclaimers ID: 8170133 Terms and Disclaimers Charges not included in the price may include but are not limited to: airfare to and from the start of your trip; airline baggage fees including checked and/or excess baggage fees; Federal inspection fees for the Federal U.S. Customs and Immigrations; agricultural tax; other per person taxes imposed by government entities; applicable cruise taxes, fees, fares and port charges; passports; visas and vaccinations; transfers; tips to your Tour or Cruise Director, Local Host, driver, Local Guides, and/or ships' 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 (these extra items will be billed to you before leaving the hotel, ship, or restaurant); additional excursions and activities not listed as 'included' in the itinerary; porterage at airports or train stations; Travel Protection premiums; and all other items of a personal nature. If you are interested in an offer, please click on Contact Us . This will open a "Trip Request" that will allow you to send your request to us. We will be able to confirm availability and make further recommendations. Trip prices are per person, land only, based on double occupancy and reflect applicable discounts. Trip prices and discounts are subject to change. Airfare is additional. Tour prices, dates and itineraries are correct at the time of the website going live, however are subject to confirmation at the time of booking. Other restrictions may apply.	Terms & Disclaimers ID: 8170540 Terms and Disclaimers Charges not included in the price may include but are not limited to: airfare to and from the start of your trip; airline baggage fees including checked and/or excess baggage fees; Federal inspection fees for the Federal U.S. Customs and Immigrations; agricultural tax; other per person taxes imposed by government entities; applicable cruise taxes, fees, fares and port charges; passports; visas and vaccinations; transfers; tips to your Tour or Cruise Director, Local Host, driver, Local Guides, and/or ships' 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 (these extra items will be billed to you before leaving the hotel, ship, or restaurant); additional excursions and activities not listed as 'included' in the itinerary; porterage at airports or train stations; Travel Protection premiums; and all other items of a personal nature. If you are interested in an offer, please click on Contact Us . This will open a "Trip Request" that will allow you to send your request to us. We will be able to confirm availability and make further recommendations. Trip prices are per person, land only, based on double occupancy and reflect applicable discounts. Trip prices and discounts are subject to change. Airfare is additional. Tour prices, dates and itineraries are correct at the time of the website going live, however are subject to confirmation at the time of booking. Other restrictions may apply.	Terms & Disclaimers ID: 8373062 Terms and Disclaimers Charges not included in the price may include but are not limited to: airfare to and from the start of your trip; airline baggage fees including checked and/or excess baggage fees; Federal inspection fees for the Federal U.S. Customs and Immigrations; agricultural tax; other per person taxes imposed by government entities; applicable cruise taxes, fees, fares and port charges; passports; visas and vaccinations; transfers; tips to your Tour or Cruise Director, Local Host, driver, Local Guides, and/or ships' 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 (these extra items will be billed to you before leaving the hotel, ship, or restaurant); additional excursions and activities not listed as 'included' in the itinerary; porterage at airports or train stations; Travel Protection premiums; and all other items of a personal nature. If you are interested in an offer, please click on Contact Us . This will open a "Trip Request" that will allow you to send your request to us. We will be able to confirm availability and make further recommendations. Trip prices are per person, land only, based on double occupancy and reflect applicable discounts. Trip prices and discounts are subject to change. Airfare is additional. Tour prices, dates and itineraries are correct at the time of the website going live, however are subject to confirmation at the time of booking. Other restrictions may apply.

About Insight Vacations

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There's more to travel than simply visiting new places – join us for experiences that spark your curiosity and take you beyond traditional sightseeing. On our premium guided tours, every day is filled with fascinating facts and intriguing stories, while superior dining nourishes the body and stylish hotels rest the soul.

When you join a guided tour, you travel hassle-free. But when you join an Insight Vacations tour, you travel ‘business class’ - with all the perks.

Discover the superior touring experience you deserve.

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Prices are per-person based on double occupancy, unless otherwise noted.

Trip Details

Country Roads of Umbria & Tuscany - Classic Group

About Insight Vacations

About Insight Vacations

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