While a city break to the likes of Rome, Venice and Florence continues to entice, it’s a shame not to take full advantage of Italy’s diverse charms. That’s why our destination experts have put together the following itineraries, linking the country’s myriad highlights with private chauffeur drives, exclusive private touring and luxury stays.
The Tuscan Coast & Florence
8 days from £2,155 pp incl. flights
Tuscany is famous for Renaissance art and architecture, with the city of Florence at its forefront. Less well known perhaps are the region’s beaches, each as lovely as the Botticelli Venus. This trip combines the beauty of both.
Capri and the Amalfi Coast
10 days from £3,360 pp incl. flights
Capri and the Amalfi coast are characterised by vertiginous cliffs and grand, salt-encrusted villas. Crescent beaches in secluded coves line an aquamarine sea, and there’s history at every turn.
Best of Sicily
8 days from £1,865 pp incl. flights
From glorious swathes of golden sand to millennia-old ruins framed by scented lemon groves and sun-soaked vineyards, Sicily’s highlights are as enchanting as they are varied. Take it all in with stays in iconic hotels and scenic country drives.
Venice Simplon-Orient-Express: London to Venice incl. British Pullman
4 days from £5,795 pp incl. flights
Between indulgent fine dining, champagne receptions and private city tours, this elegant journey pairs the ultimate in luxury rail travel with a palace stay in the heart of ancient Venice. A trip on the legendary British Pullman is also included
Venice by Hotel Cipriani
4 days from £6,440 pp incl. flights
Not only will this city break see you stay in one of Italy’s most iconic hotels, but you’ll indulge with lagoon cruises, food and wine tastings, and private water-taxi transfers throughout.
Florence & the Tuscan countryside in luxury
9 days from £3,835 pp
With ultra-luxury stays in a millennium-old castle and a monastery designed by Michelangelo himself, this curated itinerary showcases Florence and Tuscany at their very best.
Venice Simplon-Orient-Express & Venice’s Islands
4 days from £5,715 pp incl. flights
Before travelling on the world’s exclusive train, hop between Venice’s archipelago, centring on a luxury stay on your very own private island.
Venice Simplon-Orient-Express & Verona Opera
4 days from £9,940 pp incl. flights
This spectacular short break combines a journey on the world’s most elegant train with a stay in a converted palace and of opera at the iconic Arena di Verona.
Venice Simplon-Orient-Express & Lake Como
6 days from £6,460 pp incl. flights
Travel from London to Verona onboard the world’s most famous train, finishing off with a truly opulent stay on the shores of Italian lake country.
Cinque Terre in Style
7 days from £1,685 pp incl. flights
Explore the myriad coastal delights of Cinque Terre on this luxury tour, enjoying everything from wine tasting in world-class vineyards to sampling local bruschetta in cosy trattorias.
Venice Simplon-Orient-Express: Venice to London
4 days from £4,525 pp incl. flightsSave up to £885 pp – ends 31 August
A counterpoint to the classic London to Venice route, this journey aboard the Venice Simplon-Orient-Express starts in Italy's floating city before crossing the Alps in style en route to Paris, then via Eurostar to London.
Venice Simplon-Orient-Express Grand Suite Experience
4 days from £14,520 pp incl. flights
From free-flowing champagne to complimentary caviar, experience the ultimate in luxury rail travel with the butler-served indulgences of the new Venice Simplon-Orient-Express Grand Suites.
Venice Simplon-Orient-Express: A taste of luxury
3 days from £3,905 pp incl. flights
Enjoyed across three unforgettable days, this itinerary is perfect for those looking to experience the Venice Simplon-Orient-Express but are short on time
Adriatic in style with SeaDream & the Venice Simplon-Orient-Express
11 days from £12,315 pp incl. flights
A luxury holiday of two halves, this rail and cruise epic pairs a journey aboard the world's most celebrated train with a yacht adventure among the historic delights of the Adriatic Sea.
Venice Simplon-Orient-Express: London to Paris & Venice
5 days from £6,385 pp incl. flights
With Eurostar included, this is the iconic southbound journey from Paris to Venice aboard the Venice Simplon-Orient-Express, paired with stays in two luxury hotels.
Lake Garda: From Grape to Glass
4 days from £1,455 pp incl. flights
Indulge on fine wines, dine on Michelin-starred Italian cuisine and explore Lake Garda's stunning scenery from the 18th-century charm of Villa Cordevigo – a truly luxurious gourmet getaway.
Sicily: Vineyards and Volcanoes
5 days from £1,900 pp incl. flights
Escape to Sicily for four nights of relaxation at a romantic boutique resort. Experience the island like a local, tasting authentic foods and wines throughout.
Treasures of the Adriatic with Regent Seven Seas Cruises
11 days from £4,890 pp incl. flights
Discover the ancient treasures and natural wonders of Croatia, Greece and Turkey on this luxury Mediterranean cruise, sailing with ultra-luxury cruise line, Regent Seven Seas Cruises
Amalfi Coast with private chef experience
4 days from £5,190 pp incl. flights
A short break for foodies. Spend three nights at a luxurious coastal hotel, coupled with an exclusive culinary experience in the company of a private-chef.
Amalfi Coast with sports car experience
4 days from £2,750 pp incl. flights
Explore Italy's Amalfi Coast in style, with a stay at a luxury clifftop hotel and a day's use of a Vintage Alfa Romeo Spyder.
Northern Italy Cruise & Venice Simplon-Orient-Express
11 days from £7,260 pp incl. flightsSave up to £390 pp – ends 30 June
Experience one of travel's great pairings as you combine a cruise among the treasures of Northern Italy with the luxurious delights of the Venice Simplon-Orient-Express.
Venice Simplon-Orient-Express: Venice & Amsterdam to London
6 days from £5,440 pp incl. flights
This journey aboard the Venice Simplon-Orient-Express starts among the exquisite architecture of Italy's floating city before crossing the Alps in style en route to the canals and museums of Amsterdam.
Venice Simplon-Orient-Express: Florence to London
4 days from £4,525 pp incl. flightsSave up to £795 pp – ends 31 August
Journey aboard the iconic Venice Simplon-Orient-Express, starting amid the exquisite architecture of Florence before crossing the Alps in style en route to London.
Venice Simplon-Orient-Express: London to Geneva & Venice
6 days from £7,345 pp incl. flights
Take the world's most elegant train on a journey to savour, travelling in unmatched style through the pristine heart of alpine Europe between Geneva and Venice.
Venice Simplon-Orient-Express: Venice & Brussels to London
6 days from £6,425 pp incl. flights
This journey aboard the Venice Simplon-Orient-Express starts among the exquisite architecture of Italy's floating city before crossing the Alps in style en route to the gastronomy, architecture and cafe culture of Brussels.
Venice Simplon-Orient-Express: Verona to London
4 days from £4,125 pp incl. flightsSave up to £945 pp – ends 31 August
Beginning with a luxury city stay and included walking tour in Verona, you'll board the Venice Simplon-Orient-Express for an unforgettable journey across Europe, steeped in the elegant traditions of 1920s rail travel.