Celebrate the beauty of Italy in autumn on this journey from Milan to Florence, where culture, cuisine and landscapes come alive in warm golden tones. From the vineyards of Valpolicella to the truffle forests of Tuscany, experience Italy’s finest seasonal flavours and traditions. Each stop reveals timeless charm, heartfelt hospitality and the art of living beautifully in Italy.

 

9 days | 7 nights

Format-Partially guided tour

Trip Highlights

Destinations that include planned activities and/or overnight stays.

Italy

Milan Verona Florence

 

Inclusions

• Round-trip flights to Milan
• 7 nights of accommodation
• 7 full breakfasts, 1 lunch, 3 tastings
• Round-trip airport transfers                                  
• Train ticket from Milan to Verona, Verona to Florence, Florence to Milan in the selected class of service
• More Moments activities included:
• Verona: Valpolicella and Amarone wine-tasting tour
• Florence: Truffle hunting and wine tasting 
• Florence: Half-day Chianti tour 
• Earn extra Aeroplan® points per member on this tour  

 

 

Itinerary

Day 1 | Canada-Milan

• Fly to Milan.

Day 2 | Milan

• Upon your arrival at Milan airport, you’ll meet your driver for your transfer to your hotel and check-in. Spend the rest of your day at your own leisure and explore the city’s elegant streets dressed in autumn hues.

 

Day 3 | Milan – Verona

• After breakfast, you’ll board your train to Verona, the romantic city of Romeo and Juliet. Check in at your hotel and take a stroll through the charming medieval streets. 
•  Meal(s): Breakfast

Day 4 | Verona: Visit

• Today, you’ll spend the afternoon exploring the rolling Valpolicella hills as vineyards glow in the warm hues of autumn. Meet your local wine expert and visit two family-run wineries to discover the secrets of Amarone and Ripasso wines. Taste fine reds paired with local delicacies, admire the golden landscapes and experience why Verona is considered the wine capital of Italy.
•  More Moments Activities Included
•  Valpolicella & Amarone wine-tasting tour
• Visit two wineries in the Valpolicella region and taste premium Amarone and Ripasso wines paired with traditional local products.
•  Meal(s): Breakfast, tasting

Day 5 | Verona – Florence

• After breakfast, you’ll board your high-speed train to Florence and enjoy the day at leisure. Stroll across the Ponte Vecchio, admire the Duomo’s stunning dome or simply enjoy the soft autumn light reflecting on the Arno River. 
•  Meal(s): Breakfast

 

 

Day 6 | Florence: Visit

 

• Today, you’ll enjoy a full-day immersion in Tuscany’s autumnal magic. You’ll depart for the medieval town of San Miniato, renowned for producing Italy’s finest white truffles. Accompanied by an expert truffle hunter and his dog, you’ll venture into the forest to uncover these rare treasures. After the hunt, you’ll enjoy a traditional truffle-based lunch with local wines, followed by a visit to a Chianti Classico winery for wine tastings.
•  More Moments Activities Included
•  Truffle Hunting & Wine Tasting
• Immerse yourself in the golden Tuscan countryside and the thrill of hunting truffles. Enjoy a traditional truffle-based lunch and wine tastings
•  Meal(s): Breakfast, lunch

 

Day 7 | Florence: Visit

 

• Embrace the golden beauty of the Tuscan countryside on the Chianti Wine Tour. Journey through rolling hills, olive groves and autumn-coloured vineyards to discover two charming wine estates. Learn about the traditional Chianti winemaking process and taste local wines paired with regional snacks and olive oil. An authentic Tuscan experience surrounded by postcard-perfect fall landscapes.
•  More Moments Activities Included
•  Half-day Chianti Wine Tour
• Visit rustic wineries nestled among the hills, enjoy wine tastings and savour local delicacies.
•  Meal(s): Breakfast, tasting

Day 8 | Florence - Milan

• After breakfast, take the train back to Milan. Spend the afternoon at leisure for last-minute shopping, revisiting favourite streets or enjoying a café while soaking in the autumn ambiance. 
•  Meal(s): Breakfast

Day 9 | Milan - Return to Canada

• After breakfast, take your transfer to Milan airport and board your flight back home.
•  Meal(s): Breakfast
• 
  

Accommodations

Where you'll stay

The hotels listed below are presented as examples for your reference only. Hotel accommodation details will be communicated to you or your travel agent prior to departure.

3 Star Accommodation

Location

Hotel

 Milan

B&B Hotel Milano Central Station (or similar)

 

 Verona

Novo Rossi Hotel (or similar)

 

 Florence

Hotel Machiavelli (or similar)

 

4 Star Accommodation

Location

Hotel

 Milan

Mediolanum Hotel (or similar)

 

 Verona

Hotel Leon d'Oro (or similar)

 

 Florence

Hotel Embassy (or similar)

 

Room details

Unless otherwise indicated, guests will stay in a standard room during the trip. 

Bed size(s): 1 Italian standard double bed or 2 Italian standard single beds

Room occupancy: Maximum 3 adults or 2 adults and 1 child

Best for

Fly & Rail tours

Enjoy the romance and joy of train travel. Tour packages include:

Round-trip flight with Air Canada

Hotel accommodation

Train transportation

Aeroplan® points  

Aeroplan

In addition to accumulating points on the flight portion of your trip, you’ll earn up to 4,000 extra Aeroplan points on select tour packages.

Members ages 2 to 12 will receive extra points equivalent to 50% of the points granted to members ages 13 and up.

Travel completion by December 31, 2026. 

Important Information

Departure Dates

November 1- 30, 2026

More to Know

Not included

Transfers between railway stations and hotels, and between hotels and activity/excursion meeting points

Meals, unless noted

Additional activities and excursions

Personal expenses and insurance

Activities

The More Moments activities/excursions mentioned in the itinerary are all included in the package but may be rescheduled to take place on an earlier or later day, depending on availability and operational day. The itinerary above is for reference only.

 

Details regarding excursion meeting points will be indicated on your documents prior to departure.

Transportation

Please note: The train service included in the package may be replaced with another mode of transportation of similar standards, subject to operational considerations or unforeseen circumstances. Any changes will be reflected in the travel documents provided.

City Tax

City taxes are applicable for hotel stays in Italy and are payable in local currency upon checkout.

Important Note

The order visited may change due to operational restrictions. The itinerary above is for reference only.