For Canadians looking to combine art, architecture, wine, and historic charm, Italy continues to be one of the most desirable long-haul destinations. Whether it’s your first time seeing the Colosseum or you’re returning for countryside relaxation, Italy has no shortage of reasons to visit.
With air travel from Toronto, Vancouver, Montreal, and Calgary now more connected than ever, Italy holiday packages in 2025 offer Canadians convenience, flexibility, and memorable experiences — without the hassle of overplanning.
All-Inclusive and Adults-Only Holiday Packages
All inclusive Italy holiday packages are ideal for Canadian travellers looking for one-price simplicity and added value. These typically include:
- Return airfare from Canadian cities
- Hotel stays with breakfast, and sometimes dinner
- Guided tours of major landmarks
- Transport between cities or regions
For those looking to unwind without family crowds, adults only Italy holiday packages are also available. These often feature boutique hotels, wine country villas, or seaside resorts with wellness amenities. They’re especially popular with honeymooners, solo travellers, or couples seeking slower, quieter travel.
3 to 14 Day Italy Holiday Packages: What to Expect
Canadians are increasingly choosing 3 to 14 day Italy holiday packages depending on the season and travel goals.
A short 3 to 5 day package typically focuses on one city — like Rome, Florence, or Venice. These are ideal for cultural deep dives, food tours, or quick European extensions to a broader itinerary.
A 7 day Italy holiday package is one of the most balanced options. This timeframe allows for a two-city experience, such as Rome and Florence or Venice and Lake Garda. These trips often blend walking tours, local dining, and free time, making them ideal for couples, small groups, or families.
Longer 10 to 14 day holiday packages are ideal for those looking to explore more regions. Popular pairings include Tuscany, Amalfi, and Umbria — or a north-to-south itinerary that includes Rome, Naples, and the coast. These offer a chance to slow down and absorb Italy's diversity beyond the tourist hotspots.
Italy Holiday Packages for Seniors: Travel at Your Own Pace
Italy holiday packages for seniors from Canada are built for comfort, cultural access, and low-effort logistics. These packages are popular among retirees and older travellers who want to experience Italy without long travel days or high-intensity itineraries.
Key features of Italy holiday packages for seniors over 55 include central accommodations, rail or coach transfers, and slow-paced tours with built-in rest. Regions like Umbria, Sorrento, and Tuscany remain favourites for Canadians seeking scenic beauty and cultural warmth without high foot traffic or urban overload.
Canadian providers also focus on support services like travel insurance, 24/7 assistance, and dietary flexibility — helping older travellers feel confident abroad.
Where Canadians Can Book Italy Holiday Packages
Canadian travellers have a number of trusted platforms and providers offering well-reviewed Italy holiday packages, including:
- Air Canada Vacations – offers flights and hotel bundles, often with cultural add-ons
- Kensington Tours and Globus – ideal for all inclusive and guided packages
- Expedia.ca and Flight Centre Canada – flexible for multi-city combinations
- Trafalgar and Insight Vacations – known for Italy holiday packages for seniors over 55
- TravelBrands and Goway – popular with Canadians for tailored 7 to 14 day tours
Always confirm what's included in your package — especially transfers, entry fees, and flexible booking policies — to ensure your trip suits your style and pace.