Why Cypress Tours to Italy?

Check out our tours and get ready for an unforgettable experience!

Rome and Puglia: heading south for sand, caves and sea

Rome and Puglia: heading south for sand, caves and sea

We start in the “heel of the boot” near the capital of Bari. The region of Puglia (POOL ya) is gaining in popularity as both culturally rich and much less touristy. Find 3,000-year-old olive trees, the vast Castellana Caves, curious

From Venice to Viareggio – coast-to-coast northern Italy!

From Venice to Viareggio – coast-to-coast northern Italy!

This adventure explores the rich north of Italy’s boot, traveling from the Adriatic side west to the Ligurian Sea. We’ll stay in two lovely locations: a wine estate just outside Verona and a charming boutique hotel a block from the

Summer in Tuscany – and the Palio horse race in Siena!

Summer in Tuscany – and the Palio horse race in Siena!

This unique trip to Tuscany in the summer includes the centuries-old celebration on August 16: the Palio horse race! We will have exclusive balcony seats above the crowd and celebrate in Siena in the days leading up to the event.

Have it all! Wine country and the Amalfi Coast

Have it all! Wine country and the Amalfi Coast

This 11-day tour combines the medieval mystique and Etruscan caves of Orvieto with the serene and scenic Amalfi Coast. We’ll dine in a cave, visit wineries, make gnocchi in Filomena’s kitchen and spend a day on the sea in our

local Italian man holding a bottle of wine and presenting it to a table

Custom packages

You want to visit your dream destination, and you:      a. want a turn-key experience that saves you hours of research      b. want to meet locals who welcome you like family      c. want to tap

boy holding flag for flag throwing ceremony

Holidays and festivals

Every village in Italy has a patron saint, and they celebrate that saint in a big way at least once year. Add the big holidays, like Christmas, Lent, and Easter, and there is something spectacular happening every month. I have

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