Best of Italy (Winter)

4.7/5 Based on 9 Reviews No Booking FeesDedicated Travel Advisor
Best of Italy (Winter)
Best of Italy (Winter)
Best of Italy (Winter)
Fully Guided Coach Group Winter Scenic
Our Price From
US$3,348
Save up To $652
Twin Share (Per Person)
 Trip Length
13 Days
 Trip Starts
Rome
 Trip Finishes
Rome
13 Day Best of Italy (Winter) Itinerary (Trafalgar)
Countries Explored: Italy
Trip Styles
Winter , Country Explorer
Departures
Accommodation
4 Star
Max. Group Size
48
Guide Level
Fully Guided
Trip Code
WTBO

Overview

Read 9 reviews and enjoy exclusive savings on Trafalgar's 13 Day Best of Italy (Winter). Discover the Best of Italy, from the ancient treasures of Rome to Renaissance Florence and everything in between. Imagine walking in the footsteps of St Francis in Assisi, lapping up the chic lifestyle on Capri, and taking a private guided visit to Pompeii to see a Roman city frozen in time.

Itinerary

2025 marks a Jubilee Year, a momentous Roman Catholic event celebrated every 25 years, turning Rome into a centre of celebration between December 24, 2024, and December 31, 2025. As festivities unfold, itineraries may be adjusted to ensure you make the most of your time as you visit the Eternal City. Ciao Roma! Explore this imperial city of emperors and senators, gods and goddesses before joining your Travel Director for an introduction to the 'Eternal City'.

Arrive at Basilica Santa Maria in Cosmedin for a private after-hours visit to the Mouth of Truth. See the church, crypt and relics of the famous saint of love, Valentine, and learn about the legend of the Mouth of Truth.

This evening, enjoy dinner with your travel companions. (D) Stay: Grand Tiberio

The Holy See takes centre stage today as you join a Local Specialist for an included sightseeing tour in the Vatican Museums. Admire Michelangelo's magnificent frescoed ceiling in the Sistine Chapel. See the marble masterpiece of the Pietà, housed in the Basilica before crossing the Tiber into Ancient Rome. Enjoy a guided visit to the Colosseum, before seeing the Circus Maximus, once the site of celebrated chariot races.

This afternoon, enjoy free time to explore Rome. Indulge in an espresso in the Piazza Navona or clamber up the Spanish Steps. (B)

We journey south to the well-preserved ruins of Pompeii. Here we join a Local Specialist who will share details of the devastation caused by the eruption of Mount Vesuvius as we wander through the ancient paved roads of a city that was frozen in time.

Later, we arrive at our hotel in the clifftop town of Sorrento where we'll dine tonight. (B/D) Stay: Johanna Park, Grand Vesuvio Sorrento

We cross the Bay of Naples today by ferry to the glamorous Isle of Capri to visit some of its landmark sights. Wander past the chic boutiques and pavement cafés in Capri town in the company of a Local Specialist before taking your time to soak up the sophistication of this lovely island.

Later, we return to the mainland. (B) Stay: Johanna Park

Marvel at the beauty of the Bay of Naples and mighty Vesuvius as you leave the Sorrento coastline. Glimpse the Benedictine Abbey of Cassino perched high on the mountain peak, known as the site of the Battle of Monte Cassino in 1944, before heading north to the slopes of Mount Subasio. Arrive in the mystical town of Assisi, the birthplace of St. Francis, under whose protection this medieval city is said to remain. Join your Local Specialist for a visit to the Basilica of St. Francis, before some free time to explore this fascinating hilltop town. (B/D) Stay: Grand Assisi

Journey through the glorious countryside of the Emilia Romagna region. This area is renowned for its gastronomy and is credited with being the origin of tortellini, mortadella and parmesan cheese. Travel to Verona, the home of Shakespeare's star-crossed lovers, to admire the ancient Roman arena and Piazza Brà. Arrive later into beautiful Venice, the 'Queen of the Adriatic' to spend time admiring this unique city. (B/D) Stay: Principe

Cruise your way through Venice by private launch to soak up the sights and sounds of what was once one of the world's greatest ports. Your MAKE TRAVEL MATTER® Experience with the glassblowing artisans of Venice follows. Watch as they share their centuries-old glassmaking traditions. Your visit helps to preserve this delicate craft for which Venice is justifiably famous and you'll want to remember your visit by purchasing a souvenir or two to display at home.

From there, continue past the Bridge of Sighs and the Doge's Palace to St. Mark's Square to view the impressive square and Basilica. Consider an optional experience to see the colourful fishermen's houses on the Island of Burano or search for a cosy bacaro and indulge in some tasty Venetian treats, starting with that refreshing Venetian Spritz which is the local drink of choice. (B)

Cross the lush green plains of Lombardy to sophisticated Milan, Italy's capital of design and fashion. An orientation tour takes us past the intricate, Gothic Duomo, La Scala Opera house and the famous Galleria.

Later arrive in Varese where we will enjoy a dinner with your fellow travellers. (B/D) Stay: Palace

The glistening blue waters of Lake Como beckon this morning. We'll enjoy some free time to explore the lakeside lifestyle and beautiful scenery which has enchanted visitors for centuries. Explore Como's historical quarter, indulge in the area's delicious gelato, or consider a cruise on the lake. (B)

Tuscany lures us across the forested Apennine Mountains, past the marble quarries of Carrara to the famous city of Pisa and its Square of Miracles where we will enjoy an opportunity to view the Leaning Tower. Our next stop is Florence, the 'Cradle of the Renaissance'. (B) Stay: Grand Mediterraneo

Delve into the extravagant history of the Medici family, whose legacy of art and architecture are explored in the company of a Local Specialist. We visit Piazza della Signoria with its exquisite statues and palazzi and enjoy spectacular panoramic views of the beautiful skyline of Florence, dominated by the elegant Duomo and the almost 700-year-old Ponte Vecchio, from Piazzale Michelangelo.

Later, learn about the quality and workmanship of two of this city's historic industries at demonstrations of Florentine leathercraft and 18-carat gold. This evening you'll Connect With Locals over dinner at a Be My Guest experience. (B/BMG)

This morning, stop at the Florence American Cemetery and Memorial. Continuing south, visit the charming Tuscan hill-town of San Gimignano, with its extraordinary medieval architecture and rich history. Venture to the centre of town to view the Piazza del Duomo, surrounded by medieval towers and 13th-century city walls.

This evening in Rome, enjoy dinner in the company of newfound friends and your Travel Director. (B/D) Stay: Shangri-La Roma

Bid a fond ciao to your newfound friends as your discovery of the best of Italy comes to an end. (B)

Trip Inclusions

  • Fast-Track to the Vatican Museums
  • Explore Rome, Pompeii, Capri, Assisi and Florence
  • Discover Venice, Milan and San Gimignano
  • Visit Vatican Museums, St. Peter's Basilica, the Colosseum and the Sistine Chapel in Rome, the excavations at Pompeii, the Basilica of St. Francis in Assisi, a glassblowing factory in Venice, Lake Como and the Florence American Cemetery and Memorial
  • View Juliet's Balcony in Verona, St. Mark's Basilica in Venice, the Cathedral and La Scala Opera House in Milan, the Leaning Tower of Pisa and the Duomo in Florence
  • See the ancient sites of Rome and the Abbey on Monte Cassino
  • Scenic cruise Ferry to the Isle of Capri, private launch to St. Mark's Square in Venice

Be My Guest

  • Florence: The Pazzi and de Medici feud is brought to light on this visit to the 12th-century Castle of Trebbio. Meet Anna and Alberto, enjoy a traditional Tuscan buffet, explore the cellars, and indulge in olive oil and wine tasting.

Iconic Experience

  • Rome: During an orientation with your Travel Director see the medieval buildings, Renaissance palaces and Baroque churches scattered throughout the city.
  • Enjoy an after-hours visit to the Basilica of Santa Maria in Cosmedin. Get up close to the legendary Mouth of Truth, an ancient Roman marble mask said to bite any liar who places their hand in the mask's mouth. Dare to test the legend yourself and take one of the city's most coveted photos.
  • Rome: Be inspired by the magnificence of Michelangelo and da Vinci at the Vatican Museums.
  • Vatican: In the Vatican City visit St. Peter's Basilica with a Local Specialist. Witness the early genius of Michelangelo as you take in the Pietà.
  • Rome: Discover ancient treasures of Rome with a Local Specialist. See Circus Maximus and visit the mighty Colosseum, which bears witness to the limitless courage of the gladiators.
  • Pompeii: Walk with a Local Specialist through the cobbled streets of this ill-fated town, frozen in time since the 1st century.
  • Capri: Join a Local Specialist on a walk through elegant Capri to gain insight into the island's local culture and historic landmarks.
  • Assisi: With a Local Specialist, find out why the Basilica of St. Francis is considered to be one of the crowning artisitic achievements of 13th-century Europe.
  • Modena: Travel through the lush landscape of Emilia-Romagna, past hilltop towns and agricultural lands.
  • Milan: See Milan's central highlights on an orientation tour with your Travel Director.
  • Como: Take in exquisite views of the lake and its alpine backdrop as you enjoy an orientation of this magnificent town.
  • Pisa: During an orientation, your Travel Director will show you the baptistery, cathedral and the famous Leaning Tower of Pisa.
  • Florence: See the area around Santa Croce Basilica, famous for the quality of its luxury goods, and witness a gold and leatherwork demonstration.
  • Florence: Join a Local Specialist to view the Multi-coloured marble cathedral, bell tower and baptistery, adorned by Ghiberti's Gates of Paradise. Visit the political heart of the city, Signoria Square.
  • Florence: Stop at the Florence American Cemetery and Memorial. Framed by wooded hills, view the memorial marked by symmetrical rows of 4, 392 headstones and towering pylon monument.
  • San Gimignano: Visit the medieval Manhattan of Italy as you explore the UNESCO-listed centre of San Gimignano and admire the city's distinctive towers.

Make Travel Matter®

  • Venice: Discover the ancient skill of Venetian glassblowing and play a part in preserving this traditional craft. Your visit directly supports United Nations Sustainable Development Goal 11: Sustainable Cities and Communities.

  • An expert Travel Director and professional Driver
  • Cherry-picked hotels, all tried and trusted
  • All porterage and restaurant gratuities
  • All hotel tips, charges and local taxes
  • Breakfast daily and up to half of your evening meals
  • Must-see sightseeing and surprise extras
  • Audio headsets for flexible sightseeing
  • Luxury air-conditioned coach with Wi-Fi in most countries or alternative transportation (such as rail journeys)
  • Return cruise to the Isle of Capri
  • Optional Experiences (Additional Cost) and free time
  • On occasion, hotels of similar standard and location may be utilised.

  • 6 Dinner (D)
  • 12 Breakfast (B)
  • 1 Be My Guest (BMG)

  • Itinerary and inclusions are subject to change
  • Price is for land, cruise and internal flights as specified. Flights not specified are not included
Must-sees to Local Secrets
Must-sees to Local Secrets

You’ll enjoy the icons and hidden gems with a Local Specialist by your side. Read more

Connect with Locals
Connect with Locals

With one on every itinerary, Be My Guest ensures your journey is truly one-of-a-kind, wherever it takes you. Read more

Stay With Stories
Stay With Stories

Find yourself overnighting in accommodations with stories as rich as the destinations you’re exploring. Read more

Trip Reviews (9) View All Most Recent 'Best of Italy (Winter)' Reviews

4.7
Average Rating 4.7 / 5
9 Reviews
5 Star
67%
4 Star
33%
3 Star
2 Star
1 Star
Winter Italy tour was great 2 , Qld, Australia, Mar 2024
From the time we arrived in Italy, the Trafalgar Group looked after us like VIPs, our flight was delayed into Rome, however their team stayed back 15 min to transfer us to the hotel. The optional experiences are good value, created great memories of our trip to Italy.
Very interesting, lots of information and a fun group!   2 , VIC, Australia, Dec 2014
We loved that our tour director spontaneously took us over the boarder from Lake Como to Switzerland. Not a part of the tour but was a great experience. The tours were generally very interesting but some did feel a little rushed. Need more time in Florence, would love to have another full day on our own to explore.

Happy we arrived into Rome two read more days earlier to just walk around, the tour didn't give enough time in Rome.
The accommodation was very good, except in Rome (too far from centre) and Florence also a bit far. Otherwise a great trip.
Best trip so far 2 , NSW, Australia, Dec 2014
Best trip so far, whole family were entertained including children, local travel advisers were exceptional, especially Gianmarco. Some families in our tour have already travelled with Trafalgar 4 times. Will definitely travel Trafalgar again.
Very good but the group was too large 2 , VIC, Australia, Dec 2014
The tour itself was very good but the group was too large (50 People). The tour guide was excellent but some of the places were not great for winter time. We needed more time in Florence (at least another day) and would have loved one night in Verona, only 2 hours. No need to sleep in Assisi, few hours would have been sufficient as we got their too read more late and didn't see enough and left early the next morning. The hotel in Sorrento was too old and not great location. The dinner there was terrible.
Excellent tour 1 , NSW, Australia, Nov 2014
Excellent tour, the best Tour Director and Coach Driver. We would highly recommend it. We and most of our fellow travelers joined all or most of the optional tours. It was a large additional expense (approx $1,400) and we would prefer some or most to be added to the tour cost when booking.
Loved, loved, loved all of it 1 , Australia, Dec 2013
Loved, loved, loved all of it. Everyone we dealt with was so friendly and helpful - very unusual these days!! The assistance with the booking of our trip was more than excellent; given that my husband and I changed our mind about which trip a number of times. Nothing was too much trouble. Our tour was the best ever. Federica & Salvatore (tour guide read more and driver) were simply amazing. The people on our tour were such lovely, fun, friendly people. Can not believe our trip is already over but never fear we will be in contact to arrange our next one very soon :-)
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Sunday 22 Nov 2026 22 Nov 26 Rome
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Sunday 29 Nov 2026 29 Nov 26 Rome
Friday 11 Dec 2026 11 Dec 26 Rome
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Black Friday Deal
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Was: $4,625
US$4,098
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Sunday 06 Dec 2026 06 Dec 26 Rome
Friday 18 Dec 2026 18 Dec 26 Rome
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Black Friday Deal
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Was: $4,625
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Sunday 13 Dec 2026 13 Dec 26 Rome
Friday 25 Dec 2026 25 Dec 26 Rome
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Tuesday 15 Dec 2026 15 Dec 26 Rome
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Monday 21 Dec 2026 21 Dec 26 Rome
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Sunday 27 Dec 2026 27 Dec 26 Rome
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Sunday 03 Jan 2027 03 Jan 27 Rome
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Sunday 10 Jan 2027 10 Jan 27 Rome
Friday 22 Jan 2027 22 Jan 27 Rome
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US$4,470
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Sunday 17 Jan 2027 17 Jan 27 Rome
Friday 29 Jan 2027 29 Jan 27 Rome
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Sunday 24 Jan 2027 24 Jan 27 Rome
Friday 05 Feb 2027 05 Feb 27 Rome
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Sunday 31 Jan 2027 31 Jan 27 Rome
Friday 12 Feb 2027 12 Feb 27 Rome
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Was: $4,655
US$4,499
Save $156
Solo (Own Room)
Sunday 07 Feb 2027 07 Feb 27 Rome
Friday 19 Feb 2027 19 Feb 27 Rome
Details
Available Departure
Exclusive Savings
Was: $4,655
US$4,499
Save $156
Solo (Own Room)
Sunday 14 Feb 2027 14 Feb 27 Rome
Friday 26 Feb 2027 26 Feb 27 Rome
Details
Available Departure
Exclusive Savings
Was: $4,655
US$4,499
Save $156
Solo (Own Room)
Sunday 21 Feb 2027 21 Feb 27 Rome
Friday 05 Mar 2027 05 Mar 27 Rome
Details
Available Departure
Exclusive Savings
Was: $4,655
US$4,499
Save $156
Solo (Own Room)
Sunday 28 Feb 2027 28 Feb 27 Rome
Friday 12 Mar 2027 12 Mar 27 Rome
Details
Available Departure
Exclusive Savings
Was: $4,655
US$4,499
Save $156
Solo (Own Room)
Sunday 07 Mar 2027 07 Mar 27 Rome
Friday 19 Mar 2027 19 Mar 27 Rome
Details
Definite Departure
Exclusive Savings
Was: $5,150
US$4,974
Save $176
Solo (Own Room)
Sunday 14 Mar 2027 14 Mar 27 Rome
Friday 26 Mar 2027 26 Mar 27 Rome
Details
Available Departure
Exclusive Savings
Was: $5,395
US$5,211
Save $184
Solo (Own Room)
Sunday 21 Mar 2027 21 Mar 27 Rome
Friday 02 Apr 2027 02 Apr 27 Rome
Details
Definite Departure
Exclusive Savings
Was: $5,550
US$5,362
Save $188
Solo (Own Room)
Friday 26 Mar 2027 26 Mar 27 Rome
Wednesday 07 Apr 2027 07 Apr 27 Rome
Details
Definite Departure
Exclusive Savings
Was: $5,550
US$5,362
Save $188
Solo (Own Room)
Show more dates...
Note
A definite departure means minimum numbers have been reached for this departure to operate. Your Global Journeys Travel Advisor will check the availability of your departure date when you Inquire. Additional savings may apply. T&C’s apply.
Note
Tour & cruises prices are per person. Prices shown have savings applied, are subject to availability and may be withdrawn at any time without notice. Pricing and trip details are correct at this point in time, however are subject to confirmation at the time of booking and are subject to change by Trafalgar. For cruise itineraries, cabin images are sourced from the cruise-line and should be treated as indicative only. Cabin inclusions, upholsteries and room layout may differ to the image(s) shown depending on the ship selected and your sailing dates.

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