1-800-935-2620 Speak to a Tour Expert

Country Roads of Umbria & Tuscany - Classic Group

Days
9
From
USD $3,056
Why Pay Retail? Call us for a quick quote!

Dates & Prices

*Departure Dates in bold denote Guaranteed Departures
Start Date End Date OffersBrochure
Land Price
Our PriceQuote
From
Sunday,
Mar 30, 2025
To
Monday,
Apr 07, 2025
Best$3,105Get Lower PriceGet Quote
From
Sunday,
Apr 27, 2025
To
Monday,
May 05, 2025
Best$3,128Get Lower PriceGet Quote
From
Sunday,
May 25, 2025
To
Monday,
Jun 02, 2025
Best$3,146Get Lower PriceGet Quote
From
Sunday,
Jun 22, 2025
To
Monday,
Jun 30, 2025
Best$3,146Get Lower PriceGet Quote
From
Sunday,
Jul 06, 2025
To
Monday,
Jul 14, 2025
Best$3,083Get Lower PriceGet Quote
From
Sunday,
Aug 03, 2025
To
Monday,
Aug 11, 2025
Best$3,056Get Lower PriceGet Quote
From
Sunday,
Sep 14, 2025
To
Monday,
Sep 22, 2025
Best$3,146Get Lower PriceGet Quote
From
Sunday,
Sep 28, 2025
To
Monday,
Oct 06, 2025
Best$3,146Get Lower PriceGet Quote
* Departure Dates in bold denote Guaranteed Departures

All the Tour Operator Offers & More

LOW UNPUBLISHED PRICES ON INSIGHT VACATIONS TOURS

Why pay full price? Call us or click above for a quick quote and save money on Insight Vacations Tours.

Roommate Match Solo Traveler Savings

Mention Promo Code: PT5413
Promotion Image

Roommate Match Solo Traveler Savings

Roommate Match Solo Traveler Savings

Promotion Details
If you are traveling alone, you can be matched with someone of the same gender, so you don’t have to pay the single room supplement. Plus, receive our AffordableTours.com 10% extra savings. (Roommate matching is not available on all packages and/or dates, contact your Travel Consultant for full details.)
Must Book By Tue, Dec 31, 2024
View Promotion Terms & Conditions ›

Offer does not apply to all vacations, contact your travel consultant for applicable vacations. There is a no-smoking policy in all shared rooms. Does not apply to additional accommodation, stopovers, airfare or flight supplements, Independent City Breaks, Israel, Jordan, Eastern Mediterranean trips with included cruises or cruise extensions. Exceptions apply.

Itinerary

Tour Itinerary

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.

Countries Visited

Italy

Cities Visited

Assisi , Florence , Perugia , Rome , San Gimignano , Siena

  1. 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.Accommodation: NH Roma Centro, Rome
    Meals:   Dinner
  2. 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.Accommodation: Sangallo Palace Hotel, Perugia
    Meals:   Breakfast   Lunch
  3. 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!Accommodation: Sangallo Palace Hotel, Perugia
    Meals:   Breakfast   Dinner
  4. 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.Accommodation: Sangallo Palace Hotel, Perugia
    Meals:   Breakfast
  5. 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.Accommodation: Villasanpaolo, San Gimignano
    Meals:   Breakfast   Dinner
  6. 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?Accommodation: Villasanpaolo, San Gimignano
    Meals:   Breakfast
  7. 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.Accommodation: Villasanpaolo, San Gimignano
    Meals:   Breakfast   Dinner
  8. 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.Accommodation: Hotel St. Martin, Rome
    Meals:   Breakfast
  9. Day 9
    Arrivederci Roma
    Bid farewell to the glories of Italy.
    Meals:   Breakfast

OR Call Us For a Free Quote 1-800-935-2620

Inclusions

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.

OR Call Us For a Free Quote 1-800-935-2620

Questions & Answers

Question: How many suitcases can I take with me on my trip?

Each person is allowed one "check-in," and one "carry-on." Remember to take all valuables with you as "carry-on", because electronic equipment, cameras, laptops, jewelry, business documents and money are not covered by the airlines' liability, so always carry them aboard with you.

Question: Is Airfare Included in the Price?

Airfare from your point of origin to and from the trip is not included in the land price.

Customer Reviews

Overall Rating
4.6
Accommodations
3.7
Itinerary
5
Professional Staff
5
Repeat with Operator
5
Value for Money
4.3

Ratings based off 3 reviews - currently showing 2 reviews with comments only

I loved this tour and loved seeing all of the towns that we visited in Tuscany and Umbria. The tour director was fantastic. This is the second Insight tour that I've taken in which he was the tour director. The optional tours/meals were excellent. One optional meal was the best on the whole trip. This tour had only 28 people which was so much nicer than the usual Insight 40.

The tour guide was super, always trying to bring comfort when possible. The hotels were very good except for the last night in Rome at the NH Centro. Staying at the same hotel for 3 days in Umbria and again in Tuscany was a joy especially with the overcrowded cities of Siena and Florence.

You May Also Like


AffordableTours.com® does not itself offer, service or administer the Travel Packages, and the ultimate terms and conditions of any Travel Package made available via the Site Offerings (including the prices quoted in connection with same) will be determined by the applicable Third-Party Travel Service Provider. AffordableTours.com® does not represent or warrant that the Price Quotes are accurate, up-to-date or free of error, or that same will be honored by the applicable Third-Party Travel Service Providers. All Price Quotes, Travel Package availability, Travel Package details/itinerary and other Content are subject to change without notice. All travel details published by and through the Site Offerings should be confirmed directly with the applicable Third-Party Travel Service Provider prior to making any travel plans. Reliance on any information made available to you by and through the Site Offerings is solely at your own risk.

How It Works

Vacationing has never been easier or cheaper with the help of a dedicated travel consultant from AffordableTours.com

Freq Quote 1. Free Quote

Find your perfect trip on our website and simply request a free quote. Need to speak to a live person? Call us 7 days a week at 1-800-935-2620. No robots here!

Dedicated Travel Consultant 2. Dedicated Travel Consultant

Your personal travel consultant will reach out and be your point of contact for your entire travel experience from start to finish. Did we mention you'll be working with an award winning team? Sweet!

Low Price Guaranteed 3. Low Price Guaranteed

Because we're one of the largest sellers of travel, we're able to give you a discount on your vacation package. No one beats our prices!

Stress Free Travel 4. Stress Free Travel

Knowing you got a great deal, all that's left is for you to pack your bags and enjoy your vacation!


Better Business Bureau

AffordableTours.com is a proud recipient of the Better Business Bureau (BBB) awards 2006-2024 with A+ Rating.

It Pays To Refer! Earn Up To $200!

It's simple: Sign up your friends, family, and anyone to us and when they book you will receive an American Express gift card worth up to $200 in the mail for simply referring.

Learn About Our Referral Program


Get discounts by Email!