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Air Canada Vacations

Autumn Wine and Truffle

Overview

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.

Format

Partially guided tour

Locations

  • Italy
    • Milan
    • Verona
    • Florence

Inclusions

  • Round-trip flights to Milan
  • 7 nights of accommodation
  • 7 full breakfasts, 1 lunch, 2 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 
    • Florence: Half-day Chianti tour 
  • Earn extra Aeroplan® points per member on this tour  

Itinerary

Day 1

Depart Canada

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

  • 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.

Location

Hotel

Milan
B&B Hotel Milano Central Station (or similar)
3
Verona
Novo Rossi Hotel (or similar)
3
Florence
Hotel Machiavelli (or similar)
3

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

Milan
Mediolanum Hotel (or similar)
4
Verona
Hotel Leon d'Oro (or similar)
4
Florence
Hotel Embassy (or similar)
4

Room details

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

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

Unless otherwise indicated, guests will stay in a standard room at all hotels during the trip

 

Important Information

  • November 1- 30, 2026

  • 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
  • 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.

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

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