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Highlights of Italy in Winter

8 days

  • Package Details
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  • Travel Insurance by Allianz

Day 1: Rome

Priced From:

$3116 pp *

Sales Ends: 31/12/2025

Travel Date: -

TOUR ADVISORS

Tiffany McCrea-Lennon

Managing Director

Russell Mein

Travel Specialist

Caitlin Lennon

Travel Coordinator

Michelle Baldwin

Travel Specialist

Gaylyn Murdoch

Administration Manager

Holly Skene

Travel Co-ordinator

Kim Thomas

Broker

While most associate Italy with a piercing, orange-hued summer, the mild winters make the country the perfect place to visit during the off season! On this eight-day trip, you’ll see all the iconic spots with far fewer tourists crowding the squares and clogging up the lines. Take in the crumbling ruins of Rome, the renaissance beauty of Florence and the canals of 15th century Venice and grab your classic photo of the Leaning Tower in Pisa. With the cold mornings and afternoon espressos, you’ll have all the more reason to tuck into all the delicious local cuisine, glasses of vino and cheeky desserts, too – ah Italia!

Itinerary


Day 1: Rome

Buongiorno! Welcome to Italy. Your adventure begins in the collossal city of Rome – a capital where modern restaurants and cafes live among ancient ruins and religious monuments. You’ll have a welcome meeting tonight at 6 pm to meet your local leader and fellow travellers. If you arrive early, and it’s recommended that you do, maybe take a tour of the Colosseum – one of the famed Seven Wonders of the World – grab dinner in trendy Trastevere and throw a coin into the Trevi Fountain, making a wish to return to the 'Eternal City'. After tonight's meeting, why not head out for dinner with your group and indulge in some classic Italian cuisine (maybe with a glass of the local vino).

Day 2: Rome

When in Rome! Join your leader on an orientation walk around the city and spot the iconic sites like the Colosseum and Arch of Constantine, the Forum (centre of ancient Rome), the Victor Emmanuel Monument, the Pantheon, via Condotti and the Spanish Steps. Your afternoon is then free to explore at your own pace. Maybe recharge with a slice of pizza and a strong espresso at the Piazza Navona or head into Vatican City and St Peter's Basilica. Entry to the Basilica is free and there's a small charge to climb the dome for a panorama over the city. History buffs may also want to walk through the ancient halls of the Pantheon.

Day 3: Florence

This morning, depart the Eternal City and catch a train to Florence. When you arrive, check into the hotel and go for a brief walk around the area to get your bearings. Florence is one of the most culturally rich and beautiful cities in Italy, known to many as the beating heart of Tuscany. The Medicis, Leonardo da Vinci, Raphael, Brunelleschi, Machiavelli, Donatello and Michelangelo all lived in Florence at the height of their creative reign. Food is a major part of the city's identity, so you’ll be spoiled for choice when it comes to lunch and dinner. Meat lovers should try the bistecca alla fiorentina (a huge T-bone steak that's usually shared between two people) or ribollita (a thick vegetable soup with bread, beans and greens). Panforte is the signature sweet treat, so maybe grab some in the afternoon or after dinner.

Day 4: Pisa / Florence

Set out to the nearby city of Pisa. When you arrive, head out on a short orientation walk then visit the world-famous Leaning Tower. Grab your classic pinching-the-tower photo, then visit the Duomo (Piazza dei Miracoli, once the largest in Europe) and Pisa Baptistry (it's not always possible to climb the tower). The tower was built in the 12th century, but its foundation was on shifting sand and clay, meaning that it now leans at an angle of 4 degrees (after restoration and stabilising work). Wander the narrow streets, which feature everything from high-end boutiques to specialty book and antique stores, and maybe end the afternoon with an aperitif. Head back to Florence and make the most of your free afternoon to soak up the culturally rich atmosphere. Maybe walk up to Piazzale Michelangelo, set on a hill on the south bank of the Arno River, to take in the views of the city.

Day 5: Florence / Bologna

This morning, jump on a train to Bologna. Often neglected by travellers, Bologna is a charming city filled with medieval and Renaissance buildings and art. Get acquainted with this orange-hued hub during an orientation walk, then learn the fine art of Italian cooking with an evening cooking class. Here, you’ll be crafting the king of comfort food – pasta, of course! After learning the tricks of the trade, tuck into your creations for dinner.

Day 6: Bologna / Venice

Early this morning, get the train to the postcard-perfect city of Venice. Full of bridges, towers, piazzas, canals, churches and gondolas that remain practically unchanged since the 15th century, Venice is just as beautiful as you've always imagined. An orientation walk will help you to get the hang of the maze of the complex canal system, then you can set out on your own. Meet back up with your group in the late afternoon for a cicchetti walking tour (small snacks served in most bars and cafes) Snack and sip your way through the bars and taverns, soaking up the local culture in the best way.

Day 7: Venice

Today is for exploring Venice and there are only two ways to get around this city – on foot or by boat. This morning, you’ll get a taste of both. Take the Vaporetto (water bus) over to the island of San Giorgio to climb the bell tower for the best view of the city and the canals. Then, the rest of the day is free to walk at your own pace. Perhaps grab an espresso and people watch in San Marco Square or discover the incredible artwork at the Palazzo Ducale or the Peggy Guggenheim Collection. In the evening, maybe join your fellow travellers for a group dinner at a local restaurant. Venice is famous for its specialities of fresh lobster and squid ink spaghetti dishes – just ask your leader for the best spots!

Day 8: Venice

With no further activities planned, your adventure comes to an end this morning. You're free to depart the accommodation at any time before check-out. As there is so much to see in Venice, it’s recommended that you stay a few extra days. If you need help with booking additional accommodation, just speak to your booking agent at the time of booking.

Departure Dates


Start DateEnd DatePrice 
Nov 1, 2025Nov 8, 2025$3,852.00
Nov 8, 2025Nov 15, 2025$3,914.25
Nov 29, 2025Dec 6, 2025$3,116.25
Dec 6, 2025Dec 13, 2025$4,120.00
Jan 10, 2026Jan 17, 2026$4,460.00
Feb 7, 2026Feb 14, 2026$4,175.00
Mar 21, 2026Mar 28, 2026$4,090.00
Apr 11, 2026Apr 18, 2026$4,965.00
May 2, 2026May 9, 2026$4,965.00
May 23, 2026May 30, 2026$4,965.00
Jun 6, 2026Jun 13, 2026$4,965.00
Jun 20, 2026Jun 27, 2026$4,965.00
Jul 4, 2026Jul 11, 2026$4,965.00
Jul 25, 2026Aug 1, 2026$4,965.00
Aug 8, 2026Aug 15, 2026$4,965.00
Aug 22, 2026Aug 29, 2026$4,965.00
Sep 12, 2026Sep 19, 2026$4,965.00
Sep 26, 2026Oct 3, 2026$4,965.00
Oct 10, 2026Oct 17, 2026$4,965.00
Oct 31, 2026Nov 7, 2026$4,965.00
Nov 14, 2026Nov 21, 2026$4,395.00
Nov 28, 2026Dec 5, 2026$4,395.00
Dec 5, 2026Dec 12, 2026$4,395.00
Dec 12, 2026Dec 19, 2026$4,395.00
Jan 9, 2027Jan 16, 2027$4,615.00
Jan 16, 2027Jan 23, 2027$4,615.00
Jan 23, 2027Jan 30, 2027$4,615.00
Feb 6, 2027Feb 13, 2027$4,615.00
Feb 20, 2027Feb 27, 2027$4,615.00
Mar 6, 2027Mar 13, 2027$4,615.00
Mar 20, 2027Mar 27, 2027$4,615.00
Apr 10, 2027Apr 17, 2027$4,615.00
May 1, 2027May 8, 2027$4,615.00
May 22, 2027May 29, 2027$4,615.00
Jun 5, 2027Jun 12, 2027$4,615.00
Jun 19, 2027Jun 26, 2027$4,615.00
Jul 3, 2027Jul 10, 2027$4,615.00
Jul 24, 2027Jul 31, 2027$4,615.00
Aug 7, 2027Aug 14, 2027$4,615.00
Aug 21, 2027Aug 28, 2027$4,615.00
Sep 11, 2027Sep 18, 2027$4,615.00
Sep 25, 2027Oct 2, 2027$4,615.00
Oct 9, 2027Oct 16, 2027$4,615.00
Oct 30, 2027Nov 6, 2027$4,615.00
Nov 6, 2027Nov 13, 2027$4,615.00
Nov 10, 2027Nov 17, 2027$4,615.00
Nov 13, 2027Nov 20, 2027$4,615.00
Nov 20, 2027Nov 27, 2027$4,615.00
Nov 27, 2027Dec 4, 2027$4,615.00
Dec 4, 2027Dec 11, 2027$4,615.00
Dec 8, 2027Dec 15, 2027$4,615.00
Dec 11, 2027Dec 18, 2027$4,615.00

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