Best of Italy - Classic Group, Winter

Best of Italy - Classic Group, Winter

5 Views
11 Days From

$4395

$4285

Best of Italy - Classic Group, Winter

11 Days Starting and ending in Rome, Italy

Visiting: Rome, Florence, Venice, Assisi, Sorrento, Capri, Pompeii

Tour operator:

Insight Vacations

Tour code:

W922N20

Guide Type:

Fully Guided

Physical rating:

Low

Tour operated in:

English
From: $4395 $4285 Operator discount: -$110

NB: Prices correct on 15-Nov-2024 but subject to change.

This tour is no longer available, please see similar tours below or send an enquiry

Tour Overview

Embark on an unforgettable journey through Italy with the "Best of Italy - Classic Group, Winter" tour. This cultural adventure takes you through the heart of Italy, starting in the Eternal City of Rome, where you'll explore ancient treasures and the Vatican's priceless art. Discover the Renaissance wonders of Florence, including Michelangelo's David, and enjoy authentic Italian dining experiences. Marvel at the Leaning Tower of Pisa, glide through Venice's romantic canals, and witness the ancient craft of glassblowing. Journey to Assisi's medieval charm, the stunning Sorrento coast, and the historic ruins of Pompeii. With luxurious accommodations, exclusive experiences, and sustainable travel initiatives, this tour offers a perfect blend of history, culture, and relaxation. Travel in style aboard a luxurious coach, ensuring comfort and connectivity throughout your Italian adventure.

Highlights

  • Florence: Stand beside Michelangelo's monumental statue, 'David', in the Accademia Gallery.

  • Rome: Discover ancient treasures with a local guide, including Circus Maximus and the Ancient Forum.

  • Venice: Cruise to St. Mark's Square and see the Doge's Palace, Bridge of Sighs, and St. Mark's Basilica.

  • Pisa: See the famous Leaning Tower and the 11th-century cathedral.

  • Assisi: Explore the Basilica of St. Francis with a Local Expert.

  • Capri: Cruise by jetfoil to this famous isle and explore Capri town.

  • Pompeii: Walk through the cobbled streets of this ancient town with a Local Expert.

  • Vesuvius National Park: Visit Casa Barone for a Farm-to-Table lunch and learn about sustainable farming.

Itinerary

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Day 1: Welcome To The Eternal City Of Rome

Location: Rome

Accommodation: Hotel, Mediterraneo Rome.

Accommodation Name: Golden Tulip Rome Piram

Meals Included: Dinner

2025 marks a Jubilee Year, a momentous Roman Catholic event celebrated every 25 years, turning Rome into a center of celebration. As festivities unfold, itineraries may be adjusted to ensure you make the most of your time as you visit the Eternal City. 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.

Day 2: Vatican City And Rome With A Local

Location: Rome

Accommodation: Hotel, Mediterraneo Rome.

Accommodation Name: Golden Tulip Rome Piram

Meals Included: Breakfast

The 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, and see St. Peter's Basilica. Cross the Tiber river to enjoy ancient Rome. See the incredible Circus Maximus. Admire the beautifully preserved Arch of Constantine and discover the history, the construction and the legends of the iconic Colosseum on a guided visit. As you stroll with your Local Expert, imagine the gladiatorial battles and roaring spectators around the arena. Later, perhaps continue your exploration of Rome to see the Pantheon and the stunning piazzas and fountains of Rome.

Day 3: The Chianti Hills To Florence

Location: Florence

Accommodation: NH Firenze, Florence., Hotel Albani Firenze, Florence.

Accommodation Name: NH Firenze, Florence, Albani Firenze, Florence

Meals Included: Breakfast

Drive to the picturesque Chianti Hills and the historic city of Florence. Upon arrival, you will have the opportunity to discover the secrets of traditional Florentine leatherwork, gaining insight into the techniques that have been passed down through generations. Get up close and personal with unique pieces to appreicate the skill of local craftspersons keeping important traditions alive. Additionally, you will witness a fascinating gold demonstration, showcasing local artistry and craftsmanship. This evening, indulge in a delicious meal at a local restaurant, savoring the authentic flavors of Florentine cuisine.

Day 4: Florence, Birthplace Of The Renaissance

Location: Florence

Accommodation: NH Firenze, Florence., Hotel Albani Firenze, Florence.

Accommodation Name: NH Firenze, Florence, Albani Firenze, Florence

Meals Included: Breakfast

Explore 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 café, 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 journey to view the medieval towers of San Gimignano's historic center.

Day 5: Pisa To Venice, The Queen Of The Adriatic

Location: Venice

Accommodation: Splendid Venice - Starhotels Collezione.

Accommodation Name: Splendid Venice - Starhotels Collezione

Meals Included: Breakfast

Journey 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, passing 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 enchanting floating city of Venice. As evening falls, day-trippers leave the city to return to the mainland, allowing you to appreciate the peace and tranquillity of Venice from your centrally located hotel. Tonight, indulge in a delicious dinner at a local restaurant, savoring the unique flavors of Venetian cuisine.

Day 6: Venice And The Magic Of La Serenissima Relaxed Start

Location: Venice

Accommodation: Splendid Venice - Starhotels Collezione.

Accommodation Name: Splendid Venice - Starhotels Collezione

Meals Included: Breakfast

Cruise by private boat on a journey of discovery past churches and palaces reflecting the rich architectural history of Venice from the 13th to the 18th centuries. Marvel at the intricate façades and learn about the stories behind these historical buildings. Arrive close to St Mark's Square and stroll along the waterfront, passing the iconic Bridge of Sighs and the majestic Doge's Palace. It was from here that the infamous Casanova made his daring escape. Turn the corner into St Mark's Square and be captivated by the grandeur of the basilica. Afterwards, board a traditional gondola for a serenade along the romantic canals. Join a MAKE TRAVEL MATTER® Experience and witness the artistry of expert glassblowers as they create beautiful, handcrafted glass pieces, preserving centuries-old techniques and traditions.

Day 7: Assisi

Location: Assisi

Accommodation: Hotel Giotto Assisi.

Accommodation Name: Giotto Assisi

Meals Included: Breakfast

Journey 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 tranquillity of the historic old town during free time. Perhaps stroll along Via San Francesco, with its quaint stone buildings that sell food, souvenirs and religious artifacts.

Day 8: Sorrento On The Coast

Location: Sorrento

Accommodation: Hotel Regina, Sorrento.

Accommodation Name: Hotel Regina, Sorrento

Meals Included: Breakfast

Travel south, passing Cassino, the site of a fierce and pivotal battle during World War II. Continue your journey along the spectacular clifftop road, offering breathtaking views, to reach the resort of the Sorrento coast. This charming area overlooks the Bay of Naples and provides stunning vistas of Mount Vesuvius. After checking in to your hotel, spend the rest of the day at your leisure, exploring the beautiful surroundings or relaxing in the comfort of your accommodations.

Day 9: Capri, The Isle Of Dreams

Location: Capri

Accommodation: Hotel Regina, Sorrento.

Accommodation Name: Hotel Regina, Sorrento

Meals Included: Breakfast

Cross 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 Emperor 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?

Day 10: Pompeii, Frozen In Time And On To Rome

Location: Pompeii

Accommodation: Hotel Romanico Palace, Rome.

Accommodation Name: Romanico Palace, Rome

Meals Included: Breakfast

Continue to Pompeii, the opulent Roman town that 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 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.

Day 11: Arrivederci Roma

Location: Rome

Meals Included: Breakfast

Bid farewell to the glories of Italy, savoring the memories of its enchanting cities, historic landmarks and stunning landscapes. Italy's unique allure will linger in your heart long after you leave.

What's Included

  • Meals

    Enjoy 1 Dinner, 10 Breakfasts, 4 Dinners with Wine, and 1 Lunch with Wine during your tour.

  • Activities

    Choose between two carefully selected activities in Florence.

  • Local Expert Commentary

    Personal radio headsets give you the freedom to wander during visits to famous highlights, without missing any of your Local Expert's fascinating commentary.

  • Tips and Taxes

    Hotel and restaurant tips are included, as well as all taxes and porterage charges at hotels.

  • Luggage Handling

    We carry your bags for you and promptly deliver them to your hotel door.

  • Insight Flourish

    From time to time, your Travel Director will delight you with an Insight Flourish, which is a local specialty representing the destination.

  • Wi-Fi

    Stay connected with friends and family with our complimentary coach and hotel Wi-Fi (where available).

  • Transfers

    If your arrival and/or departure flights are as per the itinerary start and end dates, then transfers are available at scheduled times.

  • Exclusive Access

    Enjoy exclusive access to the Basilica of Saint Praxedes during an after-hours visit.

  • Glassblowing Demonstration

    Witness the ancient skill of glassblowing in Venice.

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What's Not Included

  • Flights

    Flights to and from the tour start and end locations are not included.

  • Travel Insurance

    Travel insurance is not included and is recommended for all travelers.

  • Optional Activities

    Optional activities and excursions not listed in the itinerary are not included.

  • Personal Expenses

    Personal expenses such as souvenirs, additional meals, and beverages are not included.

  • Visa Fees

    Visa fees and requirements are not included and are the responsibility of the traveler.

  • Additional Transfers

    Transfers outside the scheduled times or for additional nights' accommodation are not included.

Mode of Transport

Travel in style aboard Insight's luxurious, air-conditioned, 40-seat coach with double the standard legroom and onboard washroom. Enjoy complimentary coach and hotel Wi-Fi, and hand sanitizer is freely available on board.

Accommodation

Stay in comfort at the Golden Tulip Rome Piram, NH Firenze, Splendid Venice - Starhotels Collezione, Giotto Assisi, and Hotel Regina Sorrento. Enjoy luxurious amenities and prime locations in the heart of Italy's most iconic cities.

Dining Summary

  • 1 Dinner (D)
  • 10 Breakfast (B)
  • 4 Dinner with Wine (DW)
  • 1 Lunch with Wine (LW)

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.

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.

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.

Check out our Q&As

  • What unique experiences are included in the tour?

    The tour includes exclusive access to the Basilica of Saint Praxedes in Rome during an after-hours visit, a glassblowing demonstration in Venice, and a Farm-to-Table lunch at Casa Barone in Vesuvius National Park.

  • What kind of dining experiences can I expect on this tour?

    You will enjoy a variety of dining experiences including a dinner at a uniquely Roman restaurant, a meal with local Florentine flavors, and a Celebration Dinner in Rome with Italian cuisine and wine accompanied by a private performance of popular Italian songs.

  • How does the tour support sustainable practices?

    The tour supports sustainable practices through experiences like the glassblowing demonstration in Venice, which helps preserve traditional crafts, and the visit to Casa Barone, a farm that cultivates endangered Piennolo tomatoes using low environmental impact methods.

  • What are some of the highlights of the tour in Florence?

    In Florence, you can choose to visit the Accademia Museum to see Michelangelo's David, explore the Piazza della Signoria, and enjoy a stroll to Piazza Santa Croce with a typical Italian treat in a local café.

  • What is the transportation like during the tour?

    The tour provides travel in a luxurious, air-conditioned, 40-seat coach with double the standard legroom and an onboard washroom. Complimentary Wi-Fi and hand sanitizer are also available on board.

  • Can I join the tour once it has departed?

    We regret that no refunds can be made for absences from a tour, including experiences such as missed meals or sightseeing.

  • How long has the tour company been trading?

    Since 1978.

  • What Ethical Travel credentials does the tour company have?

    Insight Vacations is a founding member of the TreadRight Foundation, a joint initiative created by the brands within The Travel Corporation (TTC) almost 15 years ago to ensure our impact through tourism is positive. Our ethos to #MakeTravelMatter guides our decision-making at every level of our business.

  • Will the accommodation included meet local health and safety regulations?

    Yes

  • Do you operate a “single share” option and how does it work?

    You have two options as a solo traveller. Either choose to be matched with a same sex partner for a room share - at no extra cost. Or choose a room of your own with a reduced or even free private room upgrade on select tours.

  • What policies are in place for Covid-19?

    Please contact us for latest COVID-19 policies

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Country Roads of Southern Italy and Sicily is a delightful trip and our travel guides and driver, Enzo, Chris and Greg were amazing and made the trip very memorable. We saw so many places and had great experiences along the way! Thanks to them for such a wonderful vacation.!

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11-Jan-2023

Great itinerary, good pace, tour director was friendly and very knowledgeable and organised. Bus was very spacious and driver was great. Yes would recommend insight to friends and families

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08-Nov-2021

The trip was fantastic. Everything was well planned and exceeded my expectations. All insight personal were courteous helpful and professional Ann Manual and Kevin were a topnotch team There was attention to every detail and at all times felt safe and always a personal touch to the trip. The motor coach was clean and roomy and there was multiple wipe downs during the day All hotels were top notch and all staff at the hotels and restaurants were helpful and courteous I would recommend this trip as it gave you a fantastic view of the natural wonders of the the West.

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This trip is absolutely amazing! Worth every Penny! Our Tour guide did not Disappoint.

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1 Select your preferred date

Thursday - Sunday

Nov 06, 2025 - Nov 16, 2025
$4695 $4585

Operator discount: -$110

Thursday - Sunday

Nov 20, 2025 - Nov 30, 2025
$4395 $4285

Operator discount: -$110

Thursday - Sunday

Nov 27, 2025 - Dec 07, 2025
$4395 $4285

Operator discount: -$110

Saturday - Tuesday

Dec 20, 2025 - Dec 30, 2025
$4775 $4665

Operator discount: -$110

Saturday - Tuesday

Dec 27, 2025 - Jan 06, 2026
$5195 $5085

Operator discount: -$110

Thursday - Sunday

Feb 26, 2026 - Mar 08, 2026
$4695 $4585

Operator discount: -$110

Thursday - Sunday

Mar 05, 2026 - Mar 15, 2026
$4695 $4585

Operator discount: -$110

Saturday - Tuesday

Mar 14, 2026 - Mar 24, 2026
$4750 $4640

Operator discount: -$110

Thursday - Sunday

Mar 19, 2026 - Mar 29, 2026
$4750 $4640

Operator discount: -$110

Thursday - Sunday

Mar 26, 2026 - Apr 05, 2026
$5150 $5040

Operator discount: -$110

Saturday - Tuesday

Mar 28, 2026 - Apr 07, 2026
$5150 $5040

Operator discount: -$110

Book with Confidence

  • Low Deposit

    Insight Vacations requires a minimum deposit of 350 USD per person or the full booking value, whichever is less, with the final balance not due until 90 days before departure.

  • Cancellation Policy

    We don't charge a cancellation fee, here is a summary of insight vacations charges.

    Up to 91 days before tour starts: Forfeit 100% of deposit.

    At 90 days before tour starts: Forfeit 50% of booking price.

    At 29 days before tour starts: Forfeit 80% of booking price.

    At 1 days before tour starts: Forfeit 100% of booking price.

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