8-Nights Country Roads of Umbria & Tuscany - Classic Group

Insight Vacations

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

• 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.

• 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.

• 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.

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

• 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.

• 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.

• 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.

• "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."

• 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

  Featured Destinations

  San Gimignano San Gimignano Welcome to San Gimignano, Italy - An Italian and European Paradise. -- It's no wonder Italy is one of top destinations in Europe. San Gimignano, Italy is a wonderful destination for even the most discriminating traveler. Come explore San Gimignano. It's no wonder San Gimignano, Italy is one of top destinations in Europe. It offers a traveler a feast of opportunities to fall in love with this charming country. There's no escaping it San Gimignano, Italy means history, ruins, food, art and love...There's layers of the stuff! Activities usually involve nothing more strenuous than eating, drinking and listening to good music. Find a cafe at twilight and watch the shades of pink turn to gold and copper before night finally falls. After dinner you can stroll by the fountains and have a gelato or an espresso, and pause in the early evening to experience the charm of San Gimignano, Italy as evening comes.	Destination Guide
  Perugia Perugia Perugia is a very ancient town, which rose to power during the time of the Etruscans. It was controlled by the Romans and invaded by the barbarians after the fall of the Roman Empire. In the 11th century a Free Commune was set up, reaching great power and splendor in the 13th and 14th century. After an obscure period of internal fighting, in 1540 it was conquered by Paolo III Farnese and remained under the dominion of the Church until 1860, when it became a member of the Italian State. Today Perugia is a splendid city of art, the capital of the region of Umbria and the residence of a famous university. It has a very lively center, rich in beautiful buildings and monuments, where countless artistic and cultural events take place.	Destination Guide
  Rome Rome Sprawled across seven legendary hills, romantic and beautiful Rome was one of the great centers of the ancient world. Although its beginning is shrouded in legend and its development is full of intrigue and struggle, Rome has always been and remains the Eternal City. Rome enjoyed its greatest splendor during the 1st and 2nd centuries when art flourished, monumental works of architecture were erected, and the mighty Roman legions swept outward, conquering all of Italy. These victorious armies then swept across the Mediterranean and beyond to conquer most of the known world. With Rome's establishment as capital of the western world, a new ascent to glory began. Today's Rome, with its splendid churches, ancient monuments and palaces, spacious parks, tree-lined boulevards, fountains, outdoor cafes and elegant shops, is one of the world’s most attractive and exciting cities. Among the most famous monuments is the Colosseum. As you walk its cool, dark passageways, imagine the voices that once filled the arena as 50,000 spectators watched combats between muscled gladiators and ferocious animals. Stop to see the remains of the Forum, once the city's political and commercial center. In later times, Rome's squares were enhanced with such imposing structures as the Vittorio Emanuele Monument and grandiose fountains like the Fontana di Trevi. Join the millions who stand in awe of Christendom’s most magnificent church and admire the timeless masterpieces of Michelangelo's frescoes in the Sistine Chapel. Rome jars the senses and captures the soul. Grasp all you can during the short, precious time you have available in the Eternal City. With so much to see and do, a day or two will only allow you a sampling of the city's marvelous treasures. Caution: As in many big cities and tourist destinations purse snatching and pickpocketing is common. Valuable jewelry and excess cash are best left in a safety deposit box in your hotel. Shopping For most visitors shopping for beautiful Italian leather articles, designer shoes, fashions for men and women, linens, knitwear, silk scarves and ties is a favorite pastime. Except for tourist-oriented shops, the majority of stores are closed on Sundays. Some of the department stores, such as Rinascente, open in the late afternoon on Sundays. Cuisine Rome's choice of restaurants is mindboggling as is the variety of cuisine. Whether your meal is at a top-rated restaurant or a rustic trattoria, you can be sure that you will enjoy your food, especially when accompanied by wines from the hill towns surrounding Rome. Other Sights Rome's attractions are endless, and depending on how much time you have at your disposal a careful selection has to be made about what to see. Be aware of horrendous traffic conditions and major construction work all around the city in preparation of Jubilee 2000, the Holy Year. Some of the sights not to be missed: Piazza Venezia - This busy square is easily recognized by its imposing Vittorio Emanuele II Monument. The white marble structure was inaugurated in 1911 as a symbol of Italy’s unification. The Forum - Once the civic heart of ancient Rome, today the remains include a series of ruins, marble fragments, isolated columns and some worn arches. Colosseum - No visit to Rome is complete without a stop at this awe-inspiring theater, which is among the world’s most celebrated buildings. Here ancient Rome flocked to see gladiatorial contests and numerous other spectacles. Trevi Fountain - Take a stroll to Rome's famous fountain. A spectacular fantasy of mythical sea creatures and cascades of splashing water, the fountain is one of the city's foremost attractions. Legend has it that visitors must toss a coin into the fountain to ensure their return to Rome. St. Peter's Square - Part of Vatican City, this square created by Bernini is considered one of the loveliest squares in the world. Twin Doric colonnades topped with statues of various saints and martyrs flank either side of the square. In the center stands an 84-foot obelisk, brought from Egypt in 37 A.D. St. Peter's Basilica - At the head of the square stands Christendom's most magnificent church, which was begun in 1452 on the site where St. Peter was buried. Throughout the following 200 years, such Renaissance masters as Bramante, Michelangelo, Raphael and Bernini worked on its design and created an unparalleled masterpiece. Of special note are Michelangelo's Pieta and the bronze canopy over the high altar by Bernini. The immense dome was designed by Michelangelo. Vatican Museum - To see this museum's immense collection would take days. As you enter, there are special posters that plot a choice of four color-coded itineraries. They are repeated throughout the museum and are easy to follow. It is a good idea to pickup a leaflet at the main entrance and concentrate on exhibits of major interest. Of course, the Sistine Chapel is a must. Most likely you may have to wait in line to enter.	Destination Guide

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  Valid Date Ranges

  March 2026

  03/29/2026

  04/06/2026

  $3,195 per person

  April 2026

  04/26/2026

  05/04/2026

  $3,225 per person

  May 2026

  05/24/2026

  06/01/2026

  $3,250 per person

  June 2026

  06/21/2026

  06/29/2026

  $3,250 per person

  July 2026

  07/05/2026

  07/13/2026

  $3,175 per person

  August 2026

  08/02/2026	08/10/2026	$3,150 per person
  08/30/2026	09/07/2026	$3,195 per person

  September 2026

  09/13/2026	09/21/2026	$3,275 per person
  09/27/2026	10/05/2026	$3,275 per person

  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. 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.

  All fares are quoted in US Dollars.