Best of Italy - Classic Group, Winter
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Thursday, Nov 06, 2025 | Sunday, Nov 16, 2025 | Get Lower Price | Get Quote | |
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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
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Promotion Details
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.
Tour Itinerary
Explore the best of Italy on this 11-day guided tour. In Rome, marvel at the treasures around every corner and learn about its three thousand years of history. As your travels continue along the Bay of Naples, stop on the slopes of Mount Vesuvius for lunch at a local farm still growing traditional produce unique to the region. In Florence, learn the secrets of leather making from a local leatherworker. Fall in love with Venice as you see churches and palaces from a private boat, and cruise its canals on a romantic gondola ride. Sail to Capri, where craggy mountains cascade into the Tyrrhenian Sea; a Local Expert will help you navigate its narrow alleys. Before you say arrivederci to Italy, enjoy one last experience: a private opera during a four-course meal that features local wine.
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Day 1
Welcome to the Eternal City of RomeWelcome 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 for Insight Vacations guests to the Basilica of Saint Praxedes, welcomed by the Rector of the basilica. Gaze in awe at the Byzantine mosaics, illuminated for this evening's experience, and see the first sculpture by Bernini. End the day getting to know your fellow travelers over Roman specialties during dinner at a local restaurant.Accommodation: Hotel Mediterraneo, Rome.
Meals: Dinner -
Day 2
Vatican City and Rome with a LocalThe day is devoted to The Eternal City. Join a Local Expert for an in-depth visit to the Vatican Museums, full of priceless art treasures collected by the Popes. Visit the Sistine Chapel, where Popes are elected, to admire Michelangelo’s famous ceiling. Continue to St. Peter’s Basilica, to wonder at another of his works, the emotive ‘Pietà ,’ and stand beneath the dome completed after his death. Cross the Tiber river to enjoy ancient Rome. See the incredible Circus Maximus. Admire the beautifully preserved Arch of Constantine, walking on the ancient pavement. Discover the history, the construction and the legends of the iconic Colosseum as you stroll around the exterior of this amazing structure. Later, perhaps continue your exploration of Rome to see the Pantheon, the stunning piazzas and fountains of Rome.Accommodation: Hotel Mediterraneo, Rome.
Meals: Breakfast -
Day 3
The Chianti Hills to FlorenceDrive to the Chianti Hills and the city of Florence. On arrival, you will be privy to the secrets of traditional Florentine leatherwork and see a gold demonstration. This evening, indulge in a delicious meal at a local restaurant.Accommodation: NH Firenze, Florence, Hotel Albani Firenze, Florence.
Meals: Breakfast Dinner -
Day 4
Florence, Birthplace of the RenaissanceExplore Florence with Insight Choice. Choose to visit the Accademia Museum and see Michelangelo’s David. After, continue on foot to admire the multi-colored marble cathedral, bell tower and baptistery, where Ghiberti’s Gates of Paradise have been recreated in all their glory. Continue into the Piazza della Signoria, still the political heart of Florence and an open-air gallery of Renaissance masterpieces. Spend time gazing at statues such as Neptune and Hercules and Cacus along the front of the Palazzo Vecchio. Alternatively, take a stroll with your Travel Director to Piazza Santa Croce to enjoy a typical Italian treat in a local caffè, where you will be in the perfect spot to admire the basilica, indulge in people-watching the elegant Florentines and pamper yourself shopping for luxury goods like gold and leather. In the afternoon, perhaps visit medieval San Gimignano?Accommodation: NH Firenze, Florence, Hotel Albani Firenze, Florence.
Meals: Breakfast -
Day 5
Pisa to Venice, the Queen of the AdriaticJourney to the coastal town of Pisa and see the famous Leaning Tower in the Square of Miracles, as well as the baptistery and colonnaded bell tower behind the cathedral. Relax and enjoy the scenery as you cross the spectacular Apennine Mountains, through the Emilia-Romagna region - one of Europe's most intensely farmed and fertile plains. Continue through the marshes of the Venetian Lagoon before crossing the causeway into the floating city of Venice. As evening falls, day-trippers desert the city to return to the mainland. Appreciate the peace and tranquility of Venice from your centrally located hotel.This evening, indulge in a delicious dinner at a local restaurant.Accommodation: Splendid Venice - Starhotels Collezione.
Meals: Breakfast Dinner -
Day 6
Venice and the Magic of La Serenissima Relaxed StartCruise by private boat past historic churches and 13th-century palaces to arrive close to St Mark's Square. Stroll along the waterfront past the Bridge of Sighs and the Doge's Palace. It was from here Casanova made his daring escape. Turn the corner into St Mark's Square and admire the basilica. Afterwards, board a traditional gondola for a serenade along the romantic canals. Join a MAKE TRAVEL MATTER® Experience during a visit to the island of Murano. See how beautiful handcrafted glass is made by expert glassblowers, safeguarding traditional skills.Accommodation: Splendid Venice - Starhotels Collezione.
Meals: Breakfast -
Day 7
AssisiJourney to the peaceful town of Assisi, dotted with medieval churches, colorful frescoes and shady courtyards. In the valley, see the 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. With your Local Expert, step inside the huge Basilica of St. Francis, built in the 13th century. The frescoes painted by Giotto here heralded a new era in Italian art. Arrive at your hotel, located in the heart of the medieval Old Town. Enjoy the tranquility of the historic old town during free time.Accommodation: Hotel Giotto Assisi.
Meals: Breakfast Dinner -
Day 8
Sorrento on the coastTravel south passing Cassino, the scene of a fierce battle during World War II. Follow the spectacular clifftop road to the picturesque resort of Sorrento, overlooking the Bay of Naples to Mount Vesuvius. After checking in to your hotel, spend the rest of the day at your leisure.Accommodation: Hotel Regina, Sorrento.
Meals: Breakfast -
Day 9
Capri, the Isle of DreamsCross the Bay of Naples to reach the beautiful Isle of Capri, a rock rising sheer from the Mediterranean! For 2,000 years, Capri has beckoned visitors from Tiberius to Gracie Fields. Arriving at the Marina Grande by boat, ascend to Capri town. A Local Expert joins you for an exploration of the narrow alleyways. Descend to the port by funicular railway and return to Sorrento, where you are at leisure for the rest of the day. Perhaps head to Positano for an exploration of the colorful Amalfi Coast?Accommodation: Hotel Regina, Sorrento.
Meals: Breakfast -
Day 10
Pompeii, frozen in time and on to RomeContinue to Pompeii, the opulent Roman town which was preserved by layers of ash from the disastrous eruption of Mount Vesuvius in A.D. 79. A walk with your Local Expert through the cobbled streets and extensive excavations reveals the daily life of ancient Roman civilization. Visit the Forum and peer into shops and patrician villas, decorated with colorful wall paintings. Join a MAKE TRAVEL MATTER® Experience in Vesuvius National Park and visit Casa Barone. This small family-run farm on the slopes of the volcano is one of the world’s only producers of Piennolo tomatoes, an endangered fruit that only thrives in the fertile volcanic soil. Each harvest is sustainably farmed and cared for by the extended Barone family, who all work here. Be sure to savor the unique flavors of this rare tomato during a truly unique Farm-to-Table lunch. Your journey continues to Rome. In the evening, enjoy an elegant four-course Celebration Dinner with local wine at a Roman restaurant. As you dine, enjoy a private performance of popular songs and arias from some of Italy's best-loved operas.Accommodation: Hotel Romanico Palace, Rome.
Meals: Breakfast Lunch Dinner -
Day 11
Arrivederci RomaBid farewell to the glories of Italy. Departure transfers arrive at Rome’s Fiumicino Leonardo da Vinci Airport.
Meals: Breakfast
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Dining Summary
- 5 Dinner with Wine (DW)
- 10 Breakfast (B)
- 1 Lunch with Wine (LW)
Choice Highlights
- Choose between two carefully selected activities
- Florence: Take a stroll with your Travel Director to Piazza Santa Croce and immerse yourself in the essence of la dolce vita of Florence while you enjoy a typical Italian treat in a local café.
- Florence: Stand beside Michelangelo's monumental statue, 'David', in the Accademia Gallery, and admire the exquisite technique and absorbing history behind the world's most famous sculpture.
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: Enjoy dinner at a uniquely Roman restaurant, the perfect exploration of Lazio's typical flavors.
- Rome: Enjoy a Celebration Dinner of delicious Italian cuisine and wine, accompanied by the rich tremolo of some of Italy's best loved songs.
Insight Choice
- Florence: Take a stroll with your Travel Director to Piazza Santa Croce and immerse yourself in the essence of la dolce vita of Florence while you enjoy a typical Italian treat in a local café.
- Florence: Stand beside Michelangelo's monumental statue, 'David', in the Accademia Gallery, and admire the exquisite technique and absorbing history behind the world's most famous sculpture.
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
- Venice: Witness the ancient skill of glassblowing, now practised by precious few masters. Watch artisans create delicate works of art using rare traditional practices. The workshop's master craftsmen teach visitors about the traditional craft of glassblowing and its history which dates back to the 15th century. Every visit helps to support the workshop and the survival of this traditional craft. This workshop directly supports United Nations Sustainable Development Goal 11: Sustainable Cities and Communities.
- Vesuvius National Park: Visit Casa Barone, a small family-run farm on the slopes of Mt. Vesuvius and one of the world’s only producers of Piennolo tomatoes. Learn about their commitment to sustainability and taste the flavors of this special tomato during your Farm-to-Table lunch. Casa Barone cultivates the endangered endemic food species of Piennolo tomato as well as other traditional elements of the classic Vesuvian Countryside, using cultivation methods with low environmental impact. Through their production the farm prevents the local biodiversity from disappearing. This experience advances UN Sustainable Development Goal 15: Life on Land.
Top Rated Highlights
- Rome: Discover ancient treasures of Rome with a passionate local. See Circus Maximus and the Ancient Forum, and stand beside the Colosseum, which bears witness to the limitless courage of the gladiators.
- Florence: See the historic neighborhood of the Santa Croce Basilica and witness local craftspersons at work during a gold and leatherwork demonstration.
- Florence: Enjoy a stroll through Renaissance Florence and admire the medieval buildings that gave birth to this new style of architecture.
- Pisa: During your orientation, your Travel Director will show you the baptistery bristling with marble spines, and the colonnaded bell tower lurches behind the 11th century cathedral - the famous Leaning Tower of Pisa.
- Venice: With your Travel Director cruise to St. Mark's Square and see the Doge's Palace, Bridge of Sighs and St. Mark's Basilica.
- Venice: Delight in the magic of this charming city as you glide along the canals by gondola.
- 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.
- Capri: Cruise by jetfoil to this famous isle through beautiful blue Mediterranean waters.
- Capri: Explore Capri town with your Local Expert and see the whitewashed houses, winding alleyways, small cafes, fashionable boutiques and artisans studios.
- Capri: Relax and enjoy the views as you are driven in an iconic open-top taxi.
- Pompeii: Walk with a Local Expert through the cobbled streets of this ill-fated town, frozen in time since the first century.
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
Question: How many suitcases can I take with me on my trip?
Question: Is Airfare Included in the Price?
Insight Vacations is a reputable company with a great formula for success. This is our fifth trip with them. We know what to expect and we are always very pleased with our trips.
Insight Vacations consistently provides excellent tours, services, drivers and tour directors.
This is my 5th Insight Tour in 5 years...they are great at what they do; their staff, the tour bus and the great optional excursions. I am ready to book my tour for next year.
Insight is a wonderful company and offered an amazing experience traveling throughout Europe. We would highly recommend it!
Toured with Insight before and have never been disappointed! Understand, you are on the go and walk a lot. But, that is what we wanted and paid for!
This was a perfect vacation!! We loved being on a boat and having one room to return to each night no packing and unpacking or hauling belongings from place to place. We were surprised how roomy and very comfortable our room on board was. Even the bathroom gave us plenty of room to move around in. And the boat itself was spacious, clean, and laid out with lots of thought put into the needs of guests. The staff onboard was phenomenal. They went above and beyond, always smiling, helpful, and spoiling us. Everything was clean, the food excellent and plentiful, and planned stops included keeping passengers safe at all times. I would highly recommend this trip to anyone who wants to relax and enjoy the Adriatic! Thank you Affordable Tours.
I have been on 4 trips with Insight and will continue to use them. They are a wonderful company
This was our 2nd tour with Insight Vacations and it was a wonderful experience. Michael, our tour director, was excellent!
The Tour Director and Driver were excellent! Very enjoyable.
Insight took care of everything! Great hotels and excursions!
Insight not only provides an educational and cultural experience, but they also lessen the stress that can come with traveling as they provide airport pick ups and drop offs, and just tell us when to have our luggage outside our hotel door. We would definitely travel with Insight again.
Got my money's worth! This was a fabulous trip! American the Beautiful has a deeper meaning after seeing unimaginable beauty every mile of the way. The Tour Guide and Wellness Coordinator were fabulous, and you just can't find a better bus driver. The extra legroom available on Insight Tours makes all the difference when you are on a bus for 10 glorious days.
This trip was one of my best. The itinerary was just right. Everything went to perfection
This was my third trip with Insight Tours. It was a very good tour. I chose Insight because of their itinerary for this particular tour.
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