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.
Capri and the Amalfi Coast
10 days from £3,370 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 £1,915 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 by Hotel Cipriani
4 days from £5,375 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 £2,625 pp incl. flightsEarly booking savings Relais Le Corte de Papi
With luxury stays in a historic country houses, this curated itinerary showcases Florence and Tuscany at their very best.
Venice Simplon-Orient-Express & Venice’s Islands
4 days from £4,370 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
5 days from £6,470 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 £6,440 pp
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 £1,810 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 £3,995 pp incl. flightsMarch and April 2024 departures savings
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
5 days from £12,280 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.
Andrea Bocelli at Teatro del Silenzio & Castel Monastero
4 days from £2,685 pp incl. flights
Enjoy VIP tickets to Italy's greatest musical showpiece as you travel to Tuscany to experience Andrea Bocelli performing at the picturesque Teatro del Silenzio in the hills of Tuscany. Pair with a traditional pre-concert dinner and a relaxing three-night stay at the stunning Castel Monastero.
Venice Simplon-Orient-Express: London to Paris & Portofino
5 days from £8,960 pp incl. flights
Experience one of the world's most revered trains at its opulent best as you travel aboard the Venice Simplon-Orient-Express to charming Portofino, in the Italian Riviera, including stays in some of Europe's finest hotels.
Italy in style: Rome & Florence
7 days from £3,070 pp incl. flights
Discover two of Italy's most beautiful and historic cities. Start by discovering the likes of the Pantheon and Trevi Fountain in the iconic city of Rome, before exploring the gothic piazzas of romantic Florence.
Venice Simplon-Orient-Express: A taste of luxury
3 days from £4,870 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 £11,005 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 £4,920 pp incl. flightsApr 2024 departure savings
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 £1,445 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 £1,885 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 £7,725 pp incl. flights
Discover the ancient treasures and natural wonders of Croatia, Greece and Turkey on this luxurious Mediterranean cruise, sailing in all-inclusive style with Regent Seven Seas Cruises.
Amalfi Coast with private chef experience
4 days from £4,895 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 £2,725 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 Spider.
Northern Italy Cruise & Venice Simplon-Orient-Express
11 days from £6,770 pp incl. flights
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: Florence to London
4 days from £4,540 pp incl. flightsApril departures 2024 special savings
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: Bologna, Food and Ferraris
6 days from £6,150 pp incl. flights
Journey aboard the iconic Venice Simplon-Orient-Express, starting amid the gastronomic centre of Bologna before crossing the Alps in style en route to London.
Venice Simplon-Orient-Express: Venice & Brussels 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 gastronomy, architecture and cafe culture of Brussels.
Venice Simplon-Orient-Express: Venice & Amsterdam to London
6 days from £5,505 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: Verona to London
4 days from £3,710 pp incl. flightsMarch and April 2024 departures savings
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.