Cinque Terre Express: Italian Riviera & Colorful Trails




Itinerary
Five days on the Italian Riviera built around the Cinque Terre, from Milan to Pisa. Scenic trains and coastal paths link Monterosso, Vernazza, Corniglia, Manarola and Riomaggiore, with the Sentiero Azzurro on foot, a swim if it is warm and boat-hopping if the seas are calm. Nights in Milan, La Spezia and Pisa, plus pastel villages, focaccia, pesto, gelato, piazzette and the Leaning Tower.


Welcome to Italy, first night in Milan
1 night: Milan
Check-in: our adventure starts in Milan
We arrive in Milan and take an easy stroll through the centre before the group officially meets.
We get to know each other by the Navigli canals in the golden hour, bags dropped, legs stretched, aperitivo in hand.
Then a first dinner together, kept simple, and the trip is under way.

Exploring Liguria, Milan to La Spezia
1 night: La Spezia
From Milan to La Spezia
One more morning in the city, then we swap Milan for the Ligurian coast by train.
We make the most of Milan: Duomo and Galleria in the morning, Brera or Sempione after lunch, a last espresso before the station.
Late afternoon the train reaches La Spezia: check in, walk the waterfront or Via del Prione, dinner of pesto trofie or seafood, then an early night before the Cinque Terre.

Sentiero Azzurro: Monterosso, Vernazza and Corniglia
1 night: La Spezia
A hike through Cinque Terre
Boots on for the most iconic sections of the Blue Trail: today we walk.
We hike the Sentiero Azzurro from Monterosso to Vernazza first, about 3.5 km and 1.5 to 2 hours of trail and sea views, with coffee and photos on arrival.
Then on to Corniglia, another 1.5 to 2 hours through terraces and sea panoramas, and if energy remains a look at the cove by Corniglia station before showers, gelato and dinner.

Manarola, Riomaggiore and on to Pisa
1 night: Pisa
Bye Cinque Terre, Ciao Tuscany!
The train runs down-coast to the southern trio, and by evening Liguria becomes Tuscany.
Manarola comes first, for vineyard viewpoints and the small port, then Riomaggiore, reached along Via dell'Amore if the trail allows, otherwise by a short train or the steeper Beccara trail.
In the afternoon we catch the train to Pisa, wander the city and reach Piazza dei Miracoli for the classic Leaning Tower shots, then the farewell dinner.

Pisa check-out and goodbyes
See you soon!
The final morning is unhurried, with nothing to catch before check-out and transfers.
One last espresso, a gentle stroll along Pisa's riverside, maybe a final look at the Leaning Tower.
We swap photos and contacts, trade favourite moments, and say arrivederci until the next WeRoad trip.
What's included
All accomodation stays in shared rooms
Train tickets from Milan to Monterosso
Cinque Terre Pass
- Group Leader services
- Move or modify your trip for free up to 31 days before departure
Medical and baggage insurance - (coverage limits by destination country/region - €10,000 Italy, €20,000 Europe, €30,000 World, €50,000 USA/Canada)
What's not included
- Food and beverages when not specified
- All the extras you'll be able to fit in your backpack
- Anything not mentioned in the "What's included" section
Optional activities
Please see below extra optional activities that you can experience during your trip. Your Group Leader will be happy to assist with organizing these activities for the group. Availability may vary depending on location and group preferences.
Please note these activities are provided by third party suppliers and liability rests exclusively with these third party suppliers.
Cinque Terre Sunset Cruise - approx. USD76
Campo dei Miracoli (Piazza dei Miracoli) - approx. USD22
Via dell'Amore trail - approx. USD12
Duomo di Milano (Cathedral + Roof Terrace) - approx USD31
Additional info
All accomodation stays in shared rooms (private rooms available upon request)
- Info on private roomsShow all details
Reviews
based on 11 verified reviews
Rating breakdown
- 5 stars55%
- 4 stars45%
- 3 stars0%
- 2 stars0%
- 1 star0%
Nikesh4 WeRoad trips done
5August 2026
A fantastic trip to Cinque Terre and the surrounding areas of Italy. The coordinator did a great job planning each day and choosing some excellent food spots, which made the whole experience even more enjoyable. It was also great to share the trip with such a fun and friendly group of people. Overall, a memorable and thoroughly enjoyable experience.
Matthew4 WeRoad trips done
5August 2026
Once again the coordinator was amazing. The itinerary was also great and packed a lot into the 4 days
Filofteia BiancaFirst WeRoad
5August 2026
It has been a dream trip with an amazing group of people. I would do it all over again without a doubt.
SukhadaFirst WeRoad
5August 2026
I had an amazing five-day trip to Cinque Terre with WeRoad, and Marek was an excellent coordinator. He was friendly, organised and made the whole experience even more enjoyable. I chose Cinque Terre because I’m a big fan of hiking, and I was also inspired by Luca (movie) 😊 plus, Italy is one of my all-time favourite countries! The combination of beautiful coastal villages, incredible views and hiking made this trip perfect for me. If you’re looking for something a little less touristy, love hiking and want to experience a different side of Italy, I would definitely recommend the Cinque Terre trip. It’s a beautiful destination, and the WeRoad experience made it even more memorable.
PRASANTH5 WeRoad trips done
4August 2026
The hotels could be better, the latest day hotel was nice, if every hotel was upto that standard, it would be great. Since there are no other activities included in the trip the money paid was for hotel and tickets, and considering the trip cost, the hotel should be good
Why WeRoad
Small groups, on average 11 people
Move or change your trip for free up to 31 days before departure
Book with $ 0. Pay the $ 100 deposit only once the trip is confirmed
The Group Leaders
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This is a WeRoadX
A trip designed and created entirely by an experienced WeRoad Travel Group Leader.
This is a trip designed and created entirely by an experienced WeRoad Travel Group Leader. They organise the whole trip: from defining the itinerary to selecting accommodation and on-site experiences. On the WeRoad website you can book the trip and manage it in MyWeRoad, just like any other WeRoad.











