10 Apr 2027
Twin share
£4,895pp
Single from £5,585
Escorted tour
Country Roads of Southern Italy & Sicily – 14 Days
Capri, Pompeii, Alberobello, Matera and Sicily at a relaxed pace, with a tour director.
14 days
From £3,915
Tour overview
This 14-day journey travels south from Rome through Campania, Puglia and Basilicata to Sicily, at a relaxed pace with several late starts. A tour director escorts the group by coach. You stay thirteen nights in named four-star hotels, with breakfast daily and seven dinners, including a farm-to-table meal in Alberobello.
After a Roman-specialties dinner and a guided walk with locals in Rome, you travel to Sorrento and cruise by jetfoil to Capri. You explore Pompeii, then spend three nights among the cone-roofed trulli of Alberobello and a night in Matera, with its ancient cave dwellings.
Read more
Crossing the Strait of Messina, you stay on the Taormina Riviera with free time on the beach, then visit the Valley of the Temples at Agrigento before a historian's walk through the Norman treasures of Palermo.
The physical rating is low. This journey suits travellers who want the south of Italy at an easy pace, with good hotels.
Trip highlights
-
Rome with locals (Day 2)
-
Capri (Day 4)
-
Pompeii (Day 5)
-
The trulli of Alberobello (Day 6)
-
Matera (Day 8)
-
The Valley of the Temples (Day 12)
Your route
11 stops from Rome to Palermo
- Rome Days 1–2
- Sorrento Days 3–4
- Pompeii Day 5
- Alberobello Days 5–7
- Ostuni Day 6
- Matera Day 8
- Taormina Day 9
- Giardini Naxos Days 9–11
- Syracuse Day 11
- Agrigento Day 12
- Palermo Days 12–14
Why choose this tour
Southern Italy and Sicily in one easy journey. Relaxed starts and named four-star hotels.
Best suited to
- Travellers who value comfort
- History lovers
- First-time visitors to the south
- Couples and solo travellers
Day-by-day itinerary
14 days from Rome, Italy to Palermo, Italy
-
Day 1 · Rome Rome
A welcome dinner.
- Hotel
- Radisson Blu GHR
- Meals
- Dinner
-
Day 2 · Rome Rome
Rome with locals.
- Hotel
- Radisson Blu GHR
- Meals
- Breakfast
-
Day 3 · Sorrento Sorrento
To the coast.
- Hotel
- Hotel Isabella
- Meals
- Breakfast
-
Day 4 · Capri Capri
The isle of dreams.
- Hotel
- Hotel Isabella
- Meals
- Breakfast, Dinner
-
Day 5 · Pompeii, Alberobello Alberobello
Pompeii.
- Hotel
- Grand Hotel La Chiusa di Chietri
- Meals
- Breakfast, Dinner
-
Day 6 · Alberobello Alberobello
The trulli.
- Hotel
- Grand Hotel La Chiusa di Chietri
- Meals
- Breakfast, Dinner
-
Day 7 · Alberobello Alberobello
A day at leisure.
- Hotel
- Grand Hotel La Chiusa di Chietri
- Meals
- Breakfast
-
Day 8 · Matera Matera
Cave dwellings.
- Hotel
- UNAHOTELS MH Matera
- Meals
- Breakfast, Dinner
-
Day 9 · Strait of Messina, Giardini Naxos Taormina Riviera
To Sicily.
- Hotel
- Hellenia Yachting
- Meals
- Breakfast, Dinner
-
Day 10 · Taormina Taormina
Free time.
- Hotel
- Hellenia Yachting
- Meals
- Breakfast
-
Day 11 · Taormina Taormina
A relaxed day.
- Hotel
- Hellenia Yachting
- Meals
- Breakfast
-
Day 12 · Agrigento, Palermo Palermo
The Valley of the Temples.
- Hotel
- NH Palermo
- Meals
- Breakfast
-
Day 13 · Palermo Palermo
Norman Palermo.
- Hotel
- NH Palermo
- Meals
- Breakfast, Dinner
-
Day 14 · Palermo Palermo
The journey ends.
- Meals
- Breakfast
Where you stay
- Rome (2 nights) Radisson Blu GHR
- Sorrento (2 nights) Hotel Isabella
- Alberobello (3 nights) Grand Hotel La Chiusa di Chietri
- Matera (1 night) UNAHOTELS MH Matera
- Taormina Riviera (3 nights) Hellenia Yachting
- Palermo (2 nights) NH Palermo
Hotel names are indicative and may be replaced with a property of similar standard and location.
What's included
Included
- Accommodation 13 nights in four-star hotels
- Meals 13 breakfasts and 7 dinners
- Coach travel, Capri jetfoil and the Messina ferry
- Guided visits to Pompeii, Alberobello, Matera and Agrigento
- Farm-to-table dinner and dine-around in Taormina
- Departure transfer in Palermo
- Tour director throughout
Not included
- Flights
- Meals not included 12 lunches and 6 dinners
- Travel insurance and personal spending
This trip might not be for you if…
Honest disclaimer — please read
- You want a small group
- You want an active holiday
- You want most lunches included
- You want flights included — they are not
Good to know
Meals by day
Breakfast: Days 2–14 · Lunch: none included · Dinner: Days 1, 4–6, 8–9 and 13
FCDO advice
UK FCDO travel advice for Italy
In pictures
Departures & prices
From £3,915 per person, twin share, tour only. 16 upcoming departures.
24 Apr 2027
Twin share
£4,406pp
Single from £5,136
08 May 2027
Twin share
£4,825pp
Single from £5,555
15 May 2027
Twin share
£4,343pp
Single from £5,033
29 May 2027
Twin share
£4,825pp
Single from £5,515
26 Jun 2027
Twin share
£4,275pp
Single from £4,925
10 Jul 2027
Twin share
£4,253pp
Single from £4,903
07 Aug 2027
Twin share
£3,915pp
Single from £4,485
21 Aug 2027
Twin share
£4,350pp
Single from £4,960
28 Aug 2027
Twin share
£3,956pp
Single from £4,526
04 Sept 2027
Twin share
£5,125pp
Single from £5,815
11 Sept 2027
Twin share
£5,125pp
Single from £5,815
18 Sept 2027
Twin share
£5,125pp
Single from £5,815
25 Sept 2027
Twin share
£5,125pp
Single from £5,815
02 Oct 2027
Twin share
£5,125pp
Single from £5,815
09 Oct 2027
Twin share
£5,025pp
Single from £5,715
Frequently asked questions
How do I book this tour?
Tap any "Enquire" button on the page and one of our travel specialists will be in touch within 24 hours (often same day). We'll confirm availability on your preferred date, run through anything you need to know, and only ask for the deposit once you've decided.
What financial protection do I get?
Every Travelisto booking is 100% financially protected. Your money is held in a ring-fenced Trust account until you return from your trip, and we are members of the Protected Trust Services scheme (PTS 6035). Most tours also include ATOL protection where flights are part of the package.
Do I need a visa for Italy?
No, UK citizens can visit Italy visa-free for up to 90 days in any 180. Check gov.uk for the latest EU entry rules before you travel.
How busy is the pace?
Relaxed, with several late starts and free time in Alberobello and Taormina.
Which meals are included?
Breakfast daily and seven dinners.
Are flights included?
No; a departure transfer to Palermo airport is included.
Can I have my own room?
A single supplement is available on request.
Who looks after the group?
A tour director travels with the group throughout.
Can you tailor the trip?
Yes — every escorted tour can be modified into a private tailor-made version with your own dates, adjusted pace, upgraded hotels and add-on extensions. Tell us what you'd like changed when you enquire and we'll quote it both ways so you can compare.
What if my flight is delayed or cancelled?
If your international flight is part of your booking through us, we re-book at no cost. If you've booked flights separately, the tour's local team holds your transfer slot until you arrive. We strongly recommend a comprehensive travel insurance policy that includes delay and cancellation cover.
ATOL protected
100% financially protected in a Trust bank account
PTS 6035
4.7 on Trustpilot
Tailor-made option
Not quite the right fit? Make it tailor-made.
If this group tour doesn't match your ideal trip, our specialists will turn it into a private tailor-made journey — your own dates, your own pace, upgraded hotels where you want them, and the parts you don't love swapped out. Same destinations, just rebuilt around you.
Contact us for a tailor-made version of this itinerary