14-day Italy tours

Your questions about 2 week Italy tours, answered

Planning a 14-day trip to Italy? You’re in good hands. Below we’ve answered the questions we hear most often. You can also check out our Italy travel guide for more tips and practical advice.

And here’s some peace of mind upfront: when you choose us, you can Book With Confidence, knowing your payments are protected. Curious about the details? You’ll find them in our booking terms and FAQs.

1. Is 14 days enough time to see Italy?

Yes, two weeks gives you plenty of time to experience Italy.

In 14 days, you can comfortably cover Rome, the Tuscan and Umbrian countryside, Florence, and Venice. Depending on the tour you choose, Lake Como and other Italian lakes are also within reach.

If you want more time, perhaps an extra stop at Lake Garda, or a few more nights in Tuscany. Check out our longer Italy tours, or ask your travel consultant about where to extend your stay. You can also add nights to any of our 14-day itineraries during the booking process.

2. What’s included in a 14-day Italy tour?

Your 14-day Italy tour includes:

• Insider tips and personal recommendations from your expert in Rome
• Hand-picked accommodation with breakfast
• Local transport, such as your rental car on a self-drive trip, or pre-arranged rail tickets on a train tour
• A hand-marked route map and personal itinerary with day-by-day plans
• 24/7 support from our Italy-based consultants during your trip

What’s not included: flights, entrance fees to attractions, lunches and dinners, and any driving-related expenses. We’d always recommend arranging travel insurance separately too.

3. When is the best time for a 14 day trip to Italy?

Our Italy tours run from April through October, and every month in that window has something to recommend it.

Late spring (May–June) brings warm days, longer evenings, and the Tuscan countryside at its greenest. September and October are many people’s favourite – the summer heat eases, the light turns golden, and things generally quieten down.

July and August will be hotter and busier, particularly in the major cities. But this can still be good time to travel if you book ahead and visit top attractions outside of peak hours.

When it comes to the climate, our guide to the weather in Italy has a detailed breakdown of what to expect month by month. Or find out what each season has to offer in this blog on the best time to visit Italy.

4. Can I customise my 14-day Italy tour?

Absolutely. Every itinerary is a starting point.

Want extra nights in Venice? More time in Tuscany’s wine country? A day trip to Cinque Terre? Tailor your trip when you book online, or just ask your consultant and they’ll weave it in.

Top picks include guided city and museum tours, cooking classes and private airport transfers.

5. What’s the difference between your self-drive and train tours?

On a self-drive tour, you collect a rental car and follow a personalised itinerary at your own pace. You decide when to stop and where to detour – your consultant’s recommendations are there as a guide, not a timetable. If you like being spontaneous and want to take the wheel, an Italy road trip is right for you.

Or ride the rails around Italy and neighbouring nations like Switzerland and Austria on these multi-country train tours. Italy and the Alps are home to some of Europe’s most spectacular rail journeys.

There’s the Glacier Express and Bernina Express routes – picture snow-capped peaks, Alpine lakes and glittering glacier gliding by your window. Not to mention, a series of comfortable intercity trains connecting cities you won’t want to miss. No parking, no tolls, just the world passing by the window.

Not sure which suits you? Get in touch and our team will help you decide.

6. Do I need to book attractions in advance?

For some, yes – and it’s worth doing early, especially if you’re travelling during peak season. By pre-booking, you’ll get a time slot that works for you and avoid lengthy queues.

We recommend pre-booking entry to top attractions like these:

• The Colosseum, along with the nearby Roman Forum and Palatine Hill
• The Vatican Museums and Sistine Chapel
• Michelangelo’s David at the Accademia Gallery in Florence
• Leonardo Da Vinci’s Last Supper in Milan

Or leave it to us – your Rome-based expert can arrange skip-the-line access and guided tours for all of these as optional extras on most tours.

7. What should I pack for a summer break in Italy?

Pack light, comfortable and smart. Here are some essentials:

• Comfortable walking shoes (cobblestones are everywhere)
• Light, breathable clothing – linen works well
• A light scarf or shawl for visiting churches (your knees and shoulders will need to be covered)
• Sunglasses, sunscreen and a sunhat
• Swimwear for dips in pools, lakes or the sea
• Smarter outfit for evenings in the cities
• A reusable water bottle
• Your camera

Read our full Italy packing guide for more in-depth advice on what to bring.