About this trip
Eight days across Italy's classic cities, from Rome to Venice and back, with time built in for medieval towns, Renaissance art, and proper regional food and wine.
You move through Assisi, Siena, Florence, Bologna and Padua before reaching Venice, then loop back through the Tuscan wine country to finish in Rome. It's a fully guided group trip, easy-paced and geared toward seeing the highlights without rushing.
Expect a mix of guided walks through historic centres, some standout food and wine moments, and enough free time to wander on your own.
What you'll do
- Walk the medieval streets of Assisi
- See the Palio square in Siena and the Duomo in Florence
- Explore Bologna's food scene and the Basilica of San Petronio
- Visit the Basilica of Sant'Antonio in Padua
- Walking tour of Piazza San Marco and the Doge's Palace in Venice, with spritz and cicchetti
- Wine tasting in Montepulciano and a guided tour of the Vatican Museums in Rome
- Fully guided throughout, with private rooms rather than shared dorms
- Covers a lot of ground city to city, so most days involve travel between stops
- Easy pace overall, suited to families or groups wanting the major sights without a packed schedule
We started tracking this trip on 22 Jul — the chart appears once a few days of real history build up. Every point is a price we recorded ourselves.
Your free day in Rome
Landing early, staying on, or filling free time? The best-rated day experiences in Rome — you book on Viator (we may earn a commission).
Worth it if you're fit, flexible with logistics, and book direct with Carrillo Tours. Think twice if you need mobility support, clear pre-trip communication, or consistent quality across meals and hotels.
- Itinerary packs long walks (over a mile from bus drops) and back-to-back three-hour tours; genuinely tough for those with mobility issues.
- Hotel quality varies sharply; Venice location isolated across a dark bridge, breakfasts are coffee and a pastry, lunches are set menus.
- Local guides (Nancy, Sabrina, Franco, Stefano) are genuinely knowledgeable and passionate; they elevate the whole experience considerably.
- Book through Carrillo Tours directly, not third-party wholesalers; brings clarity on pricing, hotel details, and which excursions cost extra in euros.
Distilled from real traveller reviews on TourRadar — we don't edit out the bad bits.
The same-vibe trips, side by side — price, value per day, and how each is moving. Only we can lay two operators' trips out honestly.
Sorted by fit — never by who paid. Price moves and availability come from our own daily tracking.
Departing in Nov is cheapest — from £1,395, about 25% below the priciest month (Sep).
Getting there
Opens Trip.com, pre-filled — one-way so you can book your return whenever. Prices & booking shown there.
Where to stay
A night before your tour in Rome · 31 Oct – 1 Nov
Booked on their own sites, separate from your tour. We may earn a commission — it never changes your price.
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