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 £2,540 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
8 days from £2,195 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 £1,370 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 £3,590 pp incl. flightsSave up to £150 pp – ends 30 September
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 £2,440 pp incl. flightsSave up to £715 pp – ends 30 September
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 £3,035 pp incl. flightsSave up to £910 pp – ends 30 September
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 £4,560 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
6 days from £1,330 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 £3,310 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 £5,065 ppSave up to £890 pp – ends 30 September
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.
Venice Simplon-Orient-Express & Adriatic Cruise on Regent Seven Seas
11 days from £8,865 pp incl. flights
Combine the timeless glamour of a Venice Simplon-Orient-Express rail journey with a luxury cruise through Europe on Regent Seven Seas' iconic 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 £1,700 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 £5,980 pp incl. flightsSave up to £615 pp – ends 30 September
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 £4,170 pp incl. flights
New for 2021. 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 £2,670 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 £3,820 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 £2,785 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.