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Milan to Cinque Terre & Rome - 6 days

6 days
From Milan to Rome
4.6
2,348 traveler reviews

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Plan your adventure:
In-depth Cultural
Immerse yourself in rich history and local traditions
Fully Guided
An experienced guide will be with you for the entire tour
Guided in English
Group Size 2 - 16
Ages 16+
Image of a map showing the route of the tour

Itinerary

  1. Day 1

    Milan to La Spezia

    Start early from Milan and take the train to La Spezia, your base for exploring Cinque Terre. Once you're settled, hop back on the train and head into the five coastal villages. You can pick your focus depending on what appeals to you - Monterosso if you want beach time, Manarola for wine tasting, or any of the other three if you're after hiking trails and viewpoints. The train makes it easy to bounce between them. Return to La Spezia in the evening and settle in for the night.

    Meals
    Breakfast

    Included Activities

    • Train journey to Cinque Terre towns as part of Cinque Terre Card
    • Self-guided exploration of Cinque Terre villages

    Optional Activities

    • Visit Monterosso for beaches and scenic seafront promenade
    • Explore Manarola to savour local wines
    • Visit Riomaggiore for breathtaking views
    • Visit Vernazza for breathtaking views
    • Visit Corniglia for breathtaking views
    Landmarks/POIs
    Monterosso al Mare
    Manarola
    Riomaggiore
    Vernazza
    Corniglia
  2. Day 2

    La Spezia to Florence

    Leave La Spezia and drive through Pietrasanta, stopping at the marble quarries where Michelangelo sourced stone centuries ago. Next you'll spend a couple hours in Pisa checking out the Leaning Tower and the Campo dei Miracoli complex, then grab lunch with views of the architecture. From there, head to Lucca and walk the preserved Renaissance walls that circle the old town, then wander through the squares before continuing to Florence for your two-night stay.

    Meals
    Breakfast

    Included Activities

    • Stop at Pietrasanta - Michelangelo's marble selection site
    • Exploration of Pisa
    • Exploration of Lucca's city walls and squares

    Optional Activities

    • Climb or photograph the Leaning Tower of Pisa
    • Detailed exploration of Campo dei Miracoli architecture
    Landmarks/POIs
    Leaning Tower of Pisa
    Campo dei Miracoli
    Lucca City Walls
  3. Day 3

    Florence

    You've got the day to yourself in Florence. The main draws are the Duomo with its famous dome, the Uffizi Gallery if you're into Renaissance paintings, and the Accademia to see Michelangelo's David up close. Palazzo Pitti gives you a look at Medici history, and Boboli Gardens is nice for a break from museums. Wander the streets, try gelato, have dinner in one of the piazzas where locals hang out. Your second night is yours to enjoy the energy of the city.

    Meals
    Breakfast

    Optional Activities

    • Visit the Duomo Cathedral
    • Explore the Uffizi Gallery to see 'The Birth of Venus' and other masterpieces
    • Visit the Galleria dell'Accademia to see Michelangelo's David
    • Explore Palazzo Pitti and Medici family treasures
    • Visit Boboli Gardens with statues, fountains, ponds, and mazes
    • Sample local delicacies including handmade pasta, pizza, pastries, wine, and gelato
    • Explore Florence's lively squares, restaurants, and bars
    Landmarks/POIs
    Florence Cathedral (Duomo)
    Uffizi Gallery
    Galleria dell'Accademia
    Palazzo Pitti
    Boboli Gardens
  4. Day 4

    Florence to Montepulciano

    Drive from Florence through the Chianti region and into San Gimignano, where you'll see those distinctive towers rising from the hilltop. Grab lunch and try local specialties, then continue to Siena for a walk through the Gothic old town. The Piazza del Campo is the center of things, with its shell shape and the Palazzo Pubblico. After exploring, head to Montepulciano for a two-night stay in this hilltop town.

    Meals
    Breakfast

    Included Activities

    • Exploration of San Gimignano and its 14 towers
    • Exploration of Siena and Gothic architecture
    • Visit to Piazza del Campo in Siena

    Optional Activities

    • Learn about noble families and tower-building competition in San Gimignano
    Landmarks/POIs
    San Gimignano
    Piazza del Campo
    Siena
  5. Day 5

    Montepulciano to Val d'Orcia

    Spend today exploring the Val d'Orcia area on your own from Montepulciano. Drive to Pienza, a Renaissance town designed as an ideal city, then visit a local winery for a tasting (included with your tour). Later, stop at Bagno Vignoni to see the ancient hot springs and archaeological remnants scattered around. The drive back takes you through some of Tuscany's most recognizable rolling countryside. You'll be back in Montepulciano for another night.

    Meals
    Breakfast

    Included Activities

    • Self-guided exploration of Montepulciano
    • Exploration of Pienza
    • Wine tasting and tour of Solaria Winery
    • Visit to Bagno Vignoni hot springs and archaeological park
    Landmarks/POIs
    Val d'Orcia
    Pienza
    Bagno Vignoni
    Solaria Winery
  6. Day 6

    Montepulciano to Rome

    Head south from Tuscany into Maremma and explore Etruscan ruins at Sovana Necropolis and the Vie Cave, ancient roads carved deep into the rock by Bronze Age people. Walk through the medieval village of Sovana itself and find a place for lunch. Then continue to Capodimonte, right on Bolsena Lake, where you can relax before the final drive to Rome.

    Meals
    Breakfast

    Included Activities

    • Exploration of Sovana Necropolis
    • Exploration of Vie Cave (Bronze Age carved roads)
    • Exploration of medieval town of Sovana
    • Visit to Capodimonte on Bolsena Lake
    Landmarks/POIs
    Sovana Necropolis
    Vie Cave
    Sovana
    Capodimonte
    Bolsena Lake
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What's Included

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  • Accommodation
  • Guide
  • Meals
  • Additional Services
  • Transport
  • Free eSIM
    TourRadar offers the lead traveler (the person who booked) a free 1GB eSIM for the trip. The eSIM is redeemable only through the TourRadar app 72 hours before departure.

What's Not Included

  • Insurance
  • Additional Services

Operated by

On The Go Tours

Number of tours

1,926

Age Range

5 to 99 years old

Response time

7 hours

Response rate

96%

On The Go offer tours to a variety of destinations worldwide, while...

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A transparent overview of applicable fees.

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Be covered for any unforseen circumstances.

Customer Reviews

  • Allan
    · September 30th, 2025
    The tour leader Sara was great. Very communicative and nothing was too much trouble. Sara looked after us very well. Local tour guides were generally good except for Rome where he was a bit boring. The biggest issue we have is the Hotel Giosue a Mare in Sorrento. We were very disappointed to stay at a hotel near the water and have a view of a rock wall half a metre from our window. We know other people in our group had balconies and water views. We requested a move to a different room but the rude woman at reception refused. Also, another couple in our group were moved out of their nice room to an inferior room for the third night supposedly because the shower needed repairs but they said the shower worked just fine. I think the hotel staff play favorites. We suggest you drop this hotel from you list.
    Show more
  • Beverley
    · September 18th, 2025
    Well organised, great opportunity to sample Northern Italy, friendly top quality guide and driver, excellent experience
    Show more
  • Lisa
    · October 2nd, 2025
    This Outlander tour was wonderful. It was booked with Rabbies which was excellent. The group was a group of 15 people which I liked. The bugs driver/ tour guide Lizzie was fantastic. Super sweet and chock full of stories and knowledge. The itinerary and overall organization was good. I felt we did a lot more Outlander heavy stuff on day 1 and day 4 which I loved. In the town of Falkland, we had dinner and further spend much time exploring there and got tons do some photos but that felt a bit rushed and this town I looked forward to see while area small, I wanted to soak in a bit more. We entered all castles with no issues as 99% of them came pre booked or were free to enter with exception of midhope castle. The accommodations provided were both excellent in my opinion. I was very happy where I stayed and had a full Scottish breakfast at both places. During the tour there were plenty of times bathroom breaks and a lunch break. The tour bus was easy to find in Edinburgh with the instructions provided and we were dropped off same location with ease. I highly recommend.
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Dates & Availability

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2025

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2026

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2027

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1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
Upcoming departures
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Ends on 12 Nov, 2025
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Good to Know

Tour ID: 259225

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    Italy
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    Italy
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    • Unfortunately we cannot offer you a visa application service. Whether you need a visa or not depends on your nationality and where you wish to travel. Assuming your home country does not have a visa agreement with the country you're planning to visit, you will need to apply for a visa in advance of your scheduled departure.
    • Here is an indication for which countries you might need a visa. Please contact the local embassy for help applying for visas to these places.
  • Payment information
    • For any tour departing before January 10th, 2026 a full payment is necessary. For tours departing after January 10th, 2026, a minimum payment of $600 is required to confirm your booking with On The Go Tours. The final payment will be automatically charged to your credit card on the designated due date. The final payment of the remaining balance is required at least 70 days prior to the departure date of your tour. TourRadar never charges you a booking fee and will charge you in the stated currency.
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Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0

Select departure month

2025

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec