Discover the best Italy trips

Select Month

start planning
Step 1. Tell us about your dream trip

Fill out a short form

Step 2.
Exclusive Feature
Get proposals from multiple experts

Collaborate, refine, and choose your best fit

Step 3. Securely book your top choice

And travel with 24/7 concierge service

Italy is everything you’ve heard, and a lot more. From the ancient ruins of Rome to the romantic canals of Venice, and the Renaissance treasures of Florence to the sun-drenched cliffs of the Amalfi Coast, it's a country that delivers history, art, food, and flair in spades.

But it’s not all postcard-perfect classics. You can hike cliffside trails in Cinque Terre, wander ancient cave dwellings in Matera, or ski dramatic peaks in the Dolomites.

Rough Guides’ tailor-made travel in Italy puts local experts in charge of the logistics, so you can focus on what really matters, experiencing Italy your way.

Italy trips by Rough Guides

Crafted with ❤️ by local experts

Cinque Terre National Park UNESCO World Heritage Site, Liguria, Italy
Crafted by Fabio

16 days

view trip ⤍
Impressive medieval Assisi town - religious center of Umbria. Italy
Crafted by Fabio

6 days

view trip ⤍
Positano
Crafted by Fabio

11 days

view trip ⤍
Piedmont in autumn, Italy
Crafted by Fabio

10 days

view trip ⤍
Roman ruins in Rome
Crafted by Fabio

8 days

view trip ⤍
Alberobello
Crafted by Fabio

10 days

view trip ⤍
Wooden fishing boats on the old beach of Cefalu, Sicily, Italy.
Crafted by Fabio

11 days

view trip ⤍
Colorful fishing boats near the river in Bosa, Sardinia
Crafted by Fabio

12 days

view trip ⤍
Riomaggiore is the first city of the Cique Terre sequence of hill cities, Liguria, Italy.
Crafted by Fabio

10 days

view trip ⤍
Capri
Crafted by Fabio

10 days

view trip ⤍
Tuscany
Crafted by Fabio

6 days

view trip ⤍

Meet our Italy travel experts

They will craft your perfect trip

See all Italy local experts →
Fabio
Verified by Rough Guides
Fabio
Active online: 9h ago
20Years in
tourism
29Offers
created
1950Happy
travellers
Martina
Verified by Rough Guides
Martina
Active online: 8h ago
8Years in
tourism
280Offers
created
1300Happy
travellers
Marianne
Verified by Rough Guides
Marianne
Active online: 17h ago
4Years in
tourism
258Offers
created
820Happy
travellers
Valentine
Verified by Rough Guides
Valentine
Active online: 17h ago
4Years in
tourism
236Offers
created
460Happy
travellers
Anna
Verified by Rough Guides
Anna
Active online: 7h ago
4Years in
tourism
30Offers
created
240Happy
travellers
Clemens
Verified by Rough Guides
Clemens
Active online: 7h ago
12Years in
tourism
92Offers
created
940Happy
travellers
Irene
Verified by Rough Guides
Irene
Active online: 9h ago
20Years in
tourism
18Offers
created
2800Happy
travellers
Vaseem
Verified by Rough Guides
Vaseem
Active online: 5h ago
10Years in
tourism
13Offers
created
150Happy
travellers
Dimitrios
Verified by Rough Guides
Dimitrios
Active online: 8h ago
9Years in
tourism
21Offers
created
1400Happy
travellers
Caterina
Verified by Rough Guides
Caterina
Active online: 9h ago
15Years in
tourism
45Offers
created
1839Happy
travellers

Things to know before your Italy trip

What does a trip to Italy look like?

A typical Italy itinerary might start in Rome, where you can explore the Colosseum, Vatican City, and buzzing trattorias in Trastevere. Then it’s off to Florence for world-class art and Tuscan wine tours, and on to Venice, gliding through its canals by gondola or vaporetto.

But it’s the lesser-known stops that often steal the show: hiking coastal trails in Cinque Terre, marveling at the cave-city of Matera, or skiing and spa-hopping in the Dolomites. Every trip is built around what you want to see, skip, or explore deeper.

Can I customize my Italy trip?+

How far in advance should I start planning?+

Is it more expensive to book Rough Guides tailor-made travel?+

Who are the Italy local experts?+