Itineraries for Italy Food & Wine Holidays

Best of Sicily

9-day tailor-made self-drive from £2,350 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.

Best of Puglia

10-day tailor-made self-drive from £1,975 pp incl. flights

Swap the crowds of Italy's headlines for the quiet and secluded southeast. Scenic coastal drives will bring you between medieval towns and beach-side getaways brimming with understated charm.

The Italian Job: Rome, Florence & Venice

6-day tailor-made holiday from £1,535 pp incl. flights

Explore the iconic sights, grand architecture, gourmet restaurants and world-class museums and galleries of Rome, Venice and Florence on this classic tailor-made holiday.

Best of Tuscany

9-day tailor-made self-drive from £1,850 pp incl. flights

Special
offer

Black Friday special savings – Save up to £175pp
Book by: 05 December 2025

With ample time to explore at your own pace, this fly-drive showcases the best of Tuscany, from its headlines to its off-the-beaten-track gems. Indeed, you'll pair the icons of Florence and Pisa with castle stays and visits to medieval hilltop towns.

Classic Italy: Rome & Florence

7-day tailor-made tour from £2,395 pp incl. flights

Immerse yourself in Italy’s rich heritage and artistic delights with everything from private tours and stays in two of its finest hotels to First Class rail travel and the services of private drivers. After Rome and Florence's competing wonders, take in Tuscany for vineyards and medieval charm.

Venice Simplon-Orient-Express: Venice to London

4-day tailor-made holiday from £4,470 pp incl. flights

Exclusive
offer

Exclusive savings and complimentary Eurostar – Save up to £645pp
Book by: 31 January 2026

After a stay in stylish canal-side hotel, reached by private water taxi, indulge with bar-car drinks and fine dining as you sweep across the snow-dusted Alps and through the heart of western Europe.