Italy tailor-made holidays & city breaks

Relatively compact and easily navigable, Italy is an ideal destination for a multi-city or multi-centre holiday. You could visit the ancient relics in Rome before heading to the sunny shores of Sorrento on the Campania coastline, or venture further along the Amalfi Coast for a classic coastal getaway. Or, why not start off in the scenic countryside of Tuscany and enjoy its fabled cuisine before journeying to historic Florence, admiring its wealth of architectural and artistic monuments on a cultural holiday?

If fashion's your thing, indulge in the boutiques and designer brands of Milan, a shoppers paradise, before heading north to the stunning mountain scenery of the Italian Lakes or head east to romantic Venice or Verona, home of Shakespeare's Romeo and Juliet. For inspiration, below are just some of the combinations you can explore on a tailor-made Italian holiday.

Rome and Sorrento

Rome, Italy's magnificent capital city, needs no introduction. You can explore its range of Roman monuments - such as the Pantheon and Coliseum - as well as Vatican City's famous Sistine Chapel and St Peter's Basilica in a few days before driving the scenic coastal roads around Naples to Sorrento's lush valleys and mountains. From Sorrento it's just a short journey off the shoreline to the island of Capri or a 40-minute drive north to Pompeii.

Sorrento, Italy

Rome and Florence

Combining Rome and Florence is an artist's dream come true. Visit the painted frescoes of the Sistine Chapel in the Vatican City in Rome and the archaeological works of art in the Piazza Navona and Piazza di Spagna before travelling just three hours to Florence. In Florence, admire Michealangelo's statue of David and the works of art in Galleria degli Uffizi and head out of the city centre to see the magnificent Medici Villas, which are scattered throughout the Tuscan countryside.

Duomo, Florence

Florence and Siena

Explore the Tuscany Region's undulating rural landscapes and delectable cuisine with a visit to its capital, the Renaissance masterpiece of Florence, and see art from Michelangelo, Botticelli and Leonardo da Vinci before driving through the Chianti Wine Region to the medieval town of Siena, just a short distance away.

Siena, Tuscany

Milan and The Italian Lakes

Take a tour of Italy's fashion capital, glamorous Milan. See Leonardo da Vinci's famous painting, The Last Supper, in Milan's marble cathedral and sample the hustle and bustle of the busy city centre before heading north to the peaceful scenery of the Italian Lakes. Lake Como with its rugged peaks and pretty hill towns of Bellagio and Menaggio and Lake Maggiore's flower-filled islands are less than an hour away.

Lake Como, Italy

Milan and Venice

Shop until you drop on Milan's Quadrilatero d'Oro (golden quad), home of the flagship stores of Gucci, Versace, Prada and Dolce and Gabbana. Soak up the city's vibrant, cosmopolitan atmosphere before driving a coupe of hours to Venice, Italy's floating treasure. Cross one of Venice's countless bridges and wander its 118 islands and take a gondola boat trip up the Grand Canal in this romantic city or relax on the beaches of The Lido.

Venice's Grand Canal

Venice and Verona

Mix romance and music with a trip to Venice, one of the most picturesque cities in the world, and a visit to the ancient city of Verona to attend an opera in the 1st century Verona Arena. Verona is found on the Veneto Plain alongside the Dolomites and Lake Garda, just two hours drive from Venice.

Verona, Italy

Best of Sicily

9-day tailor-made self-drive from £1,605 pp incl. flights

With the flexibility to explore at your own pace, link Sicily’s highlights with spectacularly rural drives and stays in some of the island’s premier hotels. You’ll take in everything from Cefalù’s sandy beaches to Agrigento’s temple wonders and Taormina's ancient grandeur.

Capri & the Amalfi Coast

10-day tailor-made holiday from £3,030 pp incl. flights

Let stays in world-class hotels and the services of private drivers showcase the best of Capri’s island paradise, the Amalfi Coast’s dramatic beauty and Sorrento’s clifftop views. In between, there's plenty of time for some beach-side relaxation and independent exploration.

Northern Italy and the Lakes fly-drive

13-day tailor-made self-drive from £3,135 pp

Calm blue lakes, snow-crested mountains, grand villas and some of Italy's finest Belle Époque hotels provide the backdrop to this tailor-made driving holiday through beautiful northern Italy. Its bookended by stays among Milan's ultra-fashionable repose and Verona's fabled past.

Prosecco & Venice: Wine regions of Italy

5-day tailor-made break from £1,955 pp incl. flights

Combine the hills and vineyards of the Prosecco region with Venice and its island surrounds. Along with your accommodation transfers and the services of a private driver, we've included a pair of wine tastings at esteemed local vineyards.

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Where to go in Italy multi-centre holidays

Florence, Tuscany & Umbria

Tailor-made for both fly-drive holidays and short breaks, the stunning scenery, artistic heritage and delicious cuisine of Tuscany and neighbouring Umbria truly enchant.

Turin

Turin, the capital of the Piedmont region, was at one time the home of Italy's royal family and is today a fine city with an aristocratic atmosphere, sophisticated shopping, leafy parks, grand boulevards and palaces.

Florence

Considered the finest product of the Italian Renaissance, Florence's historic city centre is filled with countless monuments, works of art and inhabited by some of Italy's most cosmopolitan and glamorous residents, Italian designer Gucci included.