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.
Exploring Culinary Delights in Italy
Italy is renowned for its rich culinary heritage, making it a top destination for food lovers. Italian cuisine varies widely by region, offering a unique experience in every city. In Rome, you can indulge in classic dishes like carbonara and cacio e pepe, while in Florence, the famous ribollita soup and the iconic Florentine steak await. A culinary-focused Italy holiday package often includes cooking classes that allow travelers to learn from local chefs, market tours to discover fresh ingredients, and wine tastings in Tuscany's renowned vineyards. Such experiences enable visitors to immerse themselves in the local lifestyle, savoring the rich tapestry of flavors that Italy has to offer. Moreover, many packages include guided food tours that take you through picturesque towns, showcasing hidden gems and authentic eateries that might otherwise be overlooked.
Cultural Festivals and Events in Italy
Italy's vibrant culture is celebrated through a myriad of festivals and events that take place throughout the year. From Venice's famous Carnival with its elaborate masks to Siena's Palio horse race, these events offer a glimpse into the country's rich traditions and history. Many Italy holiday packages can be tailored to coincide with these festivals, providing travelers with an unforgettable experience. Participating in local celebrations allows visitors to enjoy regional foods, music, and crafts, creating a deeper connection with the local populace. Additionally, art and music festivals, such as the Ravello Festival on the Amalfi Coast, showcase world-class performances in stunning settings, making them a highlight for culture enthusiasts. Travelers can also attend local religious events, which often feature stunning processions, adding a unique spiritual dimension to their Italian adventure.
Outdoor Adventures in Italy's Landscapes
Beyond its historic cities, Italy boasts diverse natural landscapes that are perfect for outdoor enthusiasts. The Dolomites offer breathtaking hikes and world-class skiing, while the Amalfi Coast showcases stunning coastal trails with panoramic views. For those interested in cycling, regions like Tuscany provide scenic routes through vineyards and olive groves. Italy holiday packages that focus on outdoor activities often include guided excursions, equipment rentals, and accommodation in charming countryside lodges. Travelers can also partake in activities like kayaking in the crystal-clear waters of Lake Garda or exploring the ancient ruins of Pompeii on foot. These adventures not only promote physical well-being but also allow visitors to appreciate Italy’s stunning scenery and rich biodiversity, creating lasting memories of their journey through this enchanting country.
Shopping and Souvenirs in Italy
Italy is a shopper's paradise, offering everything from high-end fashion to unique local crafts. Major cities like Milan are synonymous with luxury brands, while Florence is famous for its leather goods and artisan workshops. Italy holiday packages often include shopping excursions, allowing travelers to explore bustling markets and chic boutiques. Visitors can find exquisite handmade ceramics in the Amalfi Coast, Murano glass in Venice, and traditional clothing in regional fairs. Furthermore, many travelers seek out unique souvenirs that reflect Italy’s rich culture, such as local wines, truffles, and regional delicacies. Engaging in shopping experiences not only provides tangible memories of the trip but also supports local artisans and businesses, contributing to the preservation of Italy's cultural heritage. Exploring the vibrant street markets and quaint shops allows for a more personal connection to the places visited, making for a delightful addition to any Italian itinerary.