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Vineyard in Piedmont, Italy

Italy Food & Wine Holidays

Delicious holidays in Tuscany, Sicily & beyond

Itineraries for Italy Food & Wine Holidays

List of itineraries

27 available
Ragusa, Sicily

Best of Sicily

9-day tailor-made self-drive from £1,965 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.

Alberobello

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.

Roman Forum, Rome

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.

Siena, Tuscany, Italy

Best of Tuscany

11-day tailor-made self-drive from £2,655 pp incl. flights

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.

Florence, Italy

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, Italy

Venice Simplon-Orient-Express: Venice to London

4-day tailor-made holiday from £5,115 pp incl. flights

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.

Why book with Wexas Travel?

At Wexas, we specialise in bespoke travel experiences. Our itineraries are just samples of what we can arrange, and can be changed depending on your precise needs, finances and ideas by our experienced destination specialists.

Contact one of our consultants on 020 7590 0610 to discuss how we can tailor your holiday.

Learn why Wexas is the leader in creating luxury holidays. What is tailor-made travel?

Expert advice & support

Visit us in our London office

Let our travel specialists curate the perfect holiday:

  • Inspirational ideas based on experience
  • Established for over 50 years
  • Tailor a holiday to your precise requirements
  • Personalised quotes and documentation

Every step of the way

Every step of the way

Our services are with you from start to finish:

  • Dedicated personal consultants
  • Free airport lounges on qualifying bookings
  • Care and guidance pre, post and during holiday
  • Full financial security: ATOL & ABTOT protected