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 £1,760 pp incl. flightsSave up to £280 pp – ends 30 November
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
8 days from £2,020 pp incl. flightsSave up to £155 pp – ends 30 November
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 £1,370 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
4 days from £3,615 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.
Venice Simplon-Orient-Express: Venice & London in Luxury
4 days from £3,705 pp incl. flights
This version of the classic the Venice Simplon-Orient-Express's northbound route pairs the world's most iconic rail experience with luxury stays in both Venice and London.
Venice by Hotel Cipriani
5 days from £2,600 pp incl. flightsSave up to £640 pp – ends 31 January
Not only will this city break see you stay in one of Italy’s most iconic hotels, but you’ll indulge with sunset cruises, food and wine tastings, and private water-taxi transfers throughout.
Florence & the Tuscan countryside in luxury
9 days from £3,945 pp incl. flights
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 £3,195 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 £3,815 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 £4,065 pp incl. flightsSave up to £745 pp – ends 31 March
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 £1,790 pp incl. flights
The coast of Italy has long been the epitome of romance and charm, and this is perhaps nowhere more apparent than among the pastel-hued villages and yacht-lined harbours of Cinque Terre.
Venice Simplon-Orient-Express: Venice to London
4 days from £3,550 pp incl. flights
A counterpoint to the classic London-Venice route, 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 London.
Venice Simplon-Orient-Express: Return to Venice
5 days from £6,085 pp
Travel from London to Venice, and back again, aboard the Venice Simplon-Orient-Express, enjoying all the luxury and elegance of the world’s most famous train.
Venice Simplon-Orient-Express Grand Suite Experience
4 days from £7,985 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.
Treasures of the Adriatic with Regent Seven Seas Cruises
8 days from £5,480 pp incl. flights
Discover the ancient treasures and natural wonders of Croatia, Greece and Turkey on this luxury Mediterranean cruise, sailing aboard Seven Seas Explorer.
Amalfi Coast with private chef experience
4 days from £2,535 pp incl. flights
A short break for foodies. Spend three nights at an adults-only retreat, coupled with an exclusive sunset dinner experience in the company of a private-chef.
Amalfi Coast with sports car experience
4 days from £1,705 pp incl. flights
Explore Italy's Amalfi Coast in style, with a stay at an adults-only hotel and a day's use of a Fiat 124 Spider.
Venice Simplon-Orient-Express & Northern Italy River Cruise
11 days from £6,015 pp incl. flightsSave up to £375 pp – ends 30 November
Discover Venice and its surrounds in unmatched style as you pair the Venice Simplon-Orient-Express with a five-star river cruise.
Venice Simplon-Orient-Express: Geneva to Venice
6 days from £4,400 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: Florence to London
4 days from £3,205 pp incl. flights
New from 2021. 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: Venice to Brussels
6 days from £3,800 pp incl. flights
New for 2021. 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 to Amsterdam
6 days from £4,370 pp incl. flights
New for 2021. 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: Rome to London
4 days from £2,720 pp incl. flights
New for 2021. A counterpoint to the classic London-Venice route, this luxury journey aboard the Venice Simplon-Orient-Express takes you in unmatched style between Rome and London.
Venice Simplon-Orient-Express: Verona to London
4 days from £3,150 pp incl. flights
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.