Italy City Breaks
Italy City Breaks Ideas
A few suggestions to get the holiday planning process started
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From Palazzos to Pompeii - An Authentic Long Weekend in Naples
Spend a long weekend discovering Naples’ ancient streets, elaborate architecture and stunning coastline
4 days, from £1500 to £2150
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Italy’s Capital of Style - A Long Weekend in Milan
Dive into Milan for four days of iconic art, stylish streets and authentic cuisine
4 days, from £1500 to £1800
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A Cultural Break in Florence - Art and Architecture on the Banks of the Arno
Immerse yourself in Florence’s culture on this four-day break, discovering Renaissance architecture and timeless art along the Arno
4 days, from £1800 to £2350
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Roaming Around Rome - A Four-Day Family Trip
Discover Rome’s wonders with your family, from the Colosseum to gelato parlours
4 days, from £1800 to £2900
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A Classic Weekend in Venice - Winding Canals and Wonderful Cuisine
Immerse yourself in the magical romance of Venice, from its iconic canals to its ornate architecture
4 days, from £1900 to £2450
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Foodie Tours & Cooking Classes - A Gourmet Getaway to Bologna
Delve into Bologna’s gastronomy on this food-focused city break, sampling local delicacies as you go
4 days, from £2050 to £3300
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Guided Walks & Gondola Tours - A Family Long Weekend in Venice
Spend four days exploring the majestic city of Venice during this captivating family adventure
4 days, from £2150 to £2750
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Enchanting Islands and Captivating Coastlines - A Getaway to the Amalfi Coast, Ischia & Rome
A romantic Italian escape blending coastal charm, immersive culture, island relaxation and iconic history
10 days, from £3700 to £4800
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Mediterranean Gems - The Rich History of Malta & Iconic Sights of Sicily
Explore the cultural highlights of Malta and Sicily on a relaxed journey through history, cuisine and coastlines
10 days, from £3750 to £4850
Our Italy holiday collections
Discover different ways to explore Italy
Italy City Breaks Guide
Practical advice and inspiration to help you prepare for your holiday
Practical guide
Best time to visit Italy
Travel Advice & Information
Italy Travel Advice & Information
Short and sweet, a city break in Italy perfectly captures the cultural highlights and finest food spots of your chosen destination. Whether you’re in search of history, art, literature, fashion or food, Italy really does have a city for everything. Rome, the historic centre of the ancient world, is home to iconic sites such as the Colosseum, the Vatican City and Saint Peter’s Square. A guided tour of Villa Medici will take you behind the scenes of one of the city’s finest villas and this sightseeing excursion can be elevated with priority passes to the Sistine Chapel and the Vatican Museums.
Sun worshippers can escape to the UNESCO World Heritage sites of Syracuse, Ragusa and Val di Noto for a coastal city break. Located off the ‘toe’ of Italy’s ‘boot’, these Sicilian cities boast Baroque architecture, a juxtaposition of sea and mountain landscapes, and classic Italian cuisine. If you’re having trouble choosing a single place to aim for, our Italy city breaks can contain more than one stop. Travel to the Holy Trinity of Italy – Venice, Florence and Rome – by train, to experience each city’s own distinctive personality and artistic style at a relaxed pace.
Florence and Venice are the perfect artistic duo. As the birthplace of the Renaissance, the royal villas of Florence are not to be missed, while roads have been replaced by canals in Venice, and a gondola will be your main method of transportation. These cities also excel in the art of gastronomy and a guided tour of the San Lorenzo Covered Market will take you through the variety of regional specialities (cheeses, meats, focaccia and olive oil, to mention a few), ending with a tasting of the Chianti Classico red wine, which is produced nearby. Whether you’re after a whistle-stop visit or a leisurely long weekend away, our Italy city breaks are tailor-made to suit your specifications and our local Concierges will be on hand to offer recommendations.