Italy Holidays

Italy holidays offer a stunning combination of romantic cities, glistening lakes, rolling Tuscan hills and iconic historical sites, all blended with delicious Italian food, world renowned wine, and warm, charming people.

Explore the enchanting Venice canals, lose yourself in the Renaissance capital of Florence or experience the inescapable lure of the ‘Eternal City’ of Rome. Italy is also home to some of the most picturesque coastal towns in the world, uncover the charming delights of Amalfi and Cinque Terre while indulging in Italy's world class gastronomy.

Further north explore the beauty and tranquillity of Lake Como, Lake Garda and Lake Maggiore. With captivating views, shimmering waters and charming architecture, the Italian Lakes are perfect for a romantic and peaceful retreat.

Holidays to Italy extend beyond the mainland; Sicily, at the toe of Italy’s boot, boasts a fascinating history and elegant, beachfront resorts. There’s also Sardinia with its wild coastlines, isolated coves and some of the most beautiful beaches in Italy.

Trailfinders offers a range of Italy holidays and our expert travel consultants are a mine of information about what to do here, often with first-hand travel experience. Whether you want to explore Italy on a fly drive holiday, via the extensive rail network, a sociable guided group tour, or whether you're after an Italian city break or the perfect family villa holiday - they are the perfect people to ask.

A few of our favourite Italy 5★ reviews

Trustpilot

10 Days in Italy

"Great holiday spending time in Rome, Sorrento and Positano with several trips and transfer arrangements in place. Hotels and transfers high standard and trips well organised with knowledgeable guides. Will use Trailfinders again"

- Mrs Comerford

Reviewed on Sep 28 2026

Thank you Lydia

"Lydia Bradbury restored our faith in trailfinders. Her knowledge and experience ensured that she arranged a fabulous trip to Italy. Wonderful service and we are so pleased with our planned trip. Thank you Trailfinders"

- Maxine

Reviewed on Sep 12 2026

Cruise holiday to Italy and Croatia

"This was our first ever cruise and with all the arrangements made by Trailfinder everything went smoothly. From booking the hotels before and after our cruise, the transfer and the arrangements for boarding our cruise ship. My daughter and I had a great time. Trailfinder were great in supporting me all the way if I had any concerns leading up to the actual departure. And the main consultant Luke De lloyd telephoned me the day before our departure to make sure that everything was okay and that I had all my documents ready. That was very thoughtful and I was so impressed. I always feel secure when I book with TRAILFINDERS. I know I’m in safe Hands. And our cruise experience was a Success. Thank you, Trailfinder."

- D A Martin

Reviewed on Aug 28 2026

I spoke to Morgan regarding a very last…

"I spoke to Morgan regarding a very last minute Italy trip. He was so helpful and managed to arrange the perfect trip for us! "

- Sarah Dix

Reviewed on Aug 18 2026

Holiday to Italy made wonderful.

"Although my holiday booking was complicated - and became more so - our travel guide worked above and beyond to help resolve all issues. The end result was far better than I had hoped for. She was patient and was able to explain things well, something important to the older traveller! We have used Trailfinders on several occasions and I would continue to recommend them and give glowing praise."

- Tpebop

Reviewed on Aug 11 2026

Fantastic service and a wonderful holiday

" We went to the Nottingham branch a few months ago looking for holiday inspiration. We normally book our holiday independently but this year wanted the reassurance of a travel company in case things went wrong. Amy was really friendly and gave us some excellent ideas - we wouldn't even have thought of Italy without her suggestion. Within a couple of hours we had everything booked - much easier than when we do it on our own! Everything worked out perfectly and we had such a wonderful time! It was really reassuring to know that we had the support of Trailfinders if needed (though this wasn't necessary in the end!), and it was great to have the check-in phone calls from Amy both before and after the trip as well. Thank you again for an amazing holiday! "

- Amber

Reviewed on Aug 05 2026

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