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Milan to Cinque Terre & Rome

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6 days

SMALL GROUP TOUR: Embark on a captivating 6-day small group tour through north and central Italy. Discover stunning Cinque Terre, a UNESCO-listed string of picturesque coastal villages along the Italian Riviera. Explore the art, architecture and culture of Florence, and immerse yourself in the flavours of Tuscany. Experience the perfect blend of breathtaking landscapes, historical treasures, and culinary delights, creating unforgettable memories in one of Europe's most captivating regions.

For a detailed itinerary and information about visas, money, weather and more download our Trip Notes

Tour Overview

Duration

6 days

Starts

Milan

Ends

Rome

Range

Handpicked

Tour Guide

Yes - escorted by a tour guide

Group Size

Min 2 / Max 16

Minimum age

16 yrs, accompanied by an adult

Departs

Mondays

Hotel Rating

3-4 star hotels

Countries

Italy

Arrival Transfer

N/a

Departure Transfer

No

Meals included

Breakfast: 5
Per person from
NZD$4,460.00
Save 20% today
Total From
$11,150.00
NZD$8,920.00
Deposit From
Final payment
NZD$1,000.00
$8,420.00

Tour Highlights

La Spezia - Wander around the streets of this charming port town
Cinque Terre - Spend an afternoon exploring these famous, picturesque seaside towns
Pisa - Explore this historic city and marvel at the globally renowned Leaning Tower of Pisa
Lucca - Stroll along the remarkably preserved city walls and pretty squares of this town
Florence - Discover the "Birthplace of the Renaissance" during a free day in the city
San Gimignano - Marvel at the 14 historic soaring towers
Siena - Visit this breathtaking red-brick city renowned for its Gothic architecture
Val d'Orcia - Immerse yourself in the serene beauty of this UNESCO listed site
Pienza - Tour this UNESCO world heritage site and 'jewel of urban design'

Included

5 breakfasts
5 nights in 3-4 star hotels
Escorted by an English-speaking guide
Transportation in an air-conditioned luxury mini-coach with a local driver
Train to Cinque Terre as part of the Cinque Terre Card
Wine tasting and tour of the Solaria Winery
20kg luggage - see Trip Notes for details
Tourist taxes
Note: This tour is operated in conjunction with our trusted partner and you will join travellers from different operators, not solely On The Go.

Not Included

International flights & visas
Airport transfers
Meals not specified in itinerary
Tipping - an entirely personal gesture!
Entry fees unless specified

Itinerary

Day 1 - La Spezia & Cinque Terre

Milan - Cinque Terre - La Spezia. We depart Milan early this morning, making our way to La Spezia, a charming port town serving as the gateway to the stunning Cinque Terre area. After checking in at the hotel, our guide will accompany us on a brief train journey to the first of the picturesque seaside towns. From there, we are free to explore for the afternoon and evening.

Each of these towns has its own unique charm. If you crave beaches and a scenic seafront promenade, head to Monterosso. Wine enthusiasts will find Manarola perfect, with the opportunity to savour its local wines. And for those seeking breathtaking views, consider visiting one of this fantastic trio: Riomaggiore, Vernazza, or Corniglia.

After exploring Cinque Terre, we board the train back to La Spezia, where we spend the night.

Please note: Pick up point for this tour is at 8:15 on day 1 (tour departs at 8:30) - Milan Pick Up, Business Palace Milan, Milan.

From 1 April 2025 Check-in closes at 08:15 (tour departs at 08:30)- AC Hotel Milan Sesto 4*, Via Luciano Lama, 10, 20099 Milano MI, Italy.

Overnight: La Spezia

Day 2 - Pietrasanta, Pisa & Lucca

La Spezia - Pisa - Lucca - Florence. Departing La Spezia in the morning, our first stop is Pietrasanta, where Michelangelo once selected the finest marble for his sculptures. Next, we head to Pisa, where you'll have a couple of hours to explore the city which is globally renowned for the intriguing Leaning Tower of Pisa. Despite its tilt, the tower showcases exquisite Romanesque architecture and a captivating history. Enjoy lunch and take in the views of other architectural marvels at Campo dei Miracoli (Field of Miracles).

Our Italian adventure continues in Lucca, celebrated for its remarkably preserved city walls. You'll have a couple of hours to stroll along the city walls and explore its charming squares before we continue our journey.

These architectural wonders are a prelude to what awaits in Florence where we're based for the next two nights.

Overnight: Florence
Meals: Breakfast

Day 3 - Exploring Florence

Enjoy a free day in the "Birthplace of the Renaissance," where you have the freedom to choose your activities. Marvel at the awe-inspiring Duomo, the city's iconic Cathedral dominating the skyline. Explore the Uffizi Gallery to see masterpieces like "The Birth of Venus," (we recommend you book in advance!) and visit the Galleria dell'Accademia to admire Michelangelo's masterpiece, David. Of course, Florence offers more than just art. Sample local delicacies like handmade pasta, pizza, pastries, wine, and gelato to refuel.

In the afternoon, you could uncover the power and secrets of the Medici family as you explore Palazzo Pitti, their grand palace housing some of the Renaissance's greatest treasures. To cap off your day, visit the enchanting Boboli Gardens, adorned with statues, fountains, ponds, and hidden mazes. It's your second night in Florence, so savour the evening by immersing yourself in the lively squares, excellent restaurants, and bars.

Overnight: Florence
Meals: Breakfast

Day 4 - Florence to Siena & Montepulciano

Florence - San Gimignano - Siena - Montepulciano. Bid farewell to Florence as we embark on a journey to explore Tuscany's enchanting medieval hill-towns. Travelling through the lush hills of the renowned Chianti wine region, we will be captivated by the 14 soaring towers of San Gimignano. Learn about the noble families which raced to build the tallest tower houses and savour local delicacies during a leisurely lunch.

Continuing south, we arrive at the day's highlight: Siena, a breathtaking red-brick city renowned for its Gothic architecture. The heart of Siena lies within the unique shell-shaped Piazza del Campo, this iconic square featured in James Bond's 'Quantum of Solace' chase scene. Our journey then winds along scenic country roads, until we reach Montepulciano in the early evening. This charming hilltop town in rural Tuscany will be our home for the next two nights.

Overnight: Montepulciano
Meals: Breakfast

Day 5 - Discovering Val d'Orcia

Montepulciano - Pienza - Montepulciano. Today, immerse yourself in the serene beauty of UNESCO-listed Val d'Orcia, where time seems to stand still. We begin our day with a self-guided exploration of Montepulciano, then journey to Pienza, a jewel of urban design and UNESCO World Heritage Site, often referred to as the 'Ideal City.' Next, we indulge in an included wine tasting at a selected winery dependent on availability.

Concluding our Val d'Orcia exploration, we visit Bagno Vignoni, renowned for its therapeutic hot springs. Today, you can admire this ancient spa and trace the flow of spring waters through the archaeological park. After savouring the best of rural Tuscany, we return to Montepulciano in the early evening for your second night.

Overnight: Montepulciano
Meals: Breakfast

Day 6 - The Road to Rome

Montepulciano - The Maremma - Rome. In the morning, we depart from Tuscany and head south to the captivating Maremma region. Here, you'll have the opportunity to delve into Etruscan history at the Sovana Necropolis and the Vie Cave, a remarkable network of roads carved from tuff during the Bronze Age. Afterward, explore the medieval town of Sovana, grab a bite to eat, and soak in its unique atmosphere.

In the afternoon, our journey continues towards Capodimonte, a charming town nestled on the shores of Bolsena Lake. This marks our final stop for relaxation, so take in the charms of this picturesque hamlet before our last leg of the journey to Rome.

Please note: This tour finishes at 18:30 - Rome Drop Off, Hotel American Palace, Rome.

From 1 April 2025: This tour finishes at 18:30 - AC Hotel Milan Sesto 4*, Via Luciano Lama, 10, 20099 Milano MI, Italy.

Meals: Breakfast

Hotels

The hotels listed below are ones which we frequently use on this tour. We reserve the right to substitute these hotels to ones of a similar standard.
CDH Hotel La Spezia
La Spezia

Located in the enchanting town of La Spezia, Italy, CDH Hotel La Spezia offers a perfect blend of comfort and accessibility. Situated near the stunning Cinque Terre, guests can easily explore these iconic coastal villages. The hotel's rooms are tastefully designed, providing a cosy and modern retreat, while some offer captivating views of the Ligurian Sea. Amenities include a restaurant serving delectable Italian cuisine and a bar for unwinding with a drink. CDH Hotel La Spezia is an excellent choice for travellers seeking to immerse themselves in the beauty of Cinque Terre while enjoying a comfortable and convenient stay.

Our Rating
Superior
Local Rating
4 Star Hotel
B&B Hotel Firenze Laurus Al Duomo
Florence

B&B Hotel Firenze Laurus Al Duomo is a charming gem nestled in the heart of Florence, Italy. Its unbeatable location places guests just steps away from the iconic Florence Cathedral, offering a front-row seat to the city's artistic and historic wonders. The hotel's rooms are tastefully decorated, providing a comfortable and welcoming atmosphere for a restful stay. Amenities include free Wi-Fi, air conditioning, and a buffet breakfast, ensuring a convenient and enjoyable visit. B&B Hotel Firenze Laurus Al Duomo is the perfect choice for travellers eager to explore Florence's rich heritage while enjoying a cosy and central accommodation.

Our Rating
Superior
Local Rating
4 Star Hotel
Albergo San Biagio
Montepulciano

Albergo San Biagio is a charming retreat nestled in the heart of Italy's picturesque countryside. Located in a serene and scenic area, this hotel offers a tranquil escape from the hustle and bustle of city life. The rooms are cosy and comfortable, providing a peaceful atmosphere for a relaxing stay. Guests can savour delicious Italian cuisine at the on-site restaurant, featuring locally sourced ingredients, and swim in the indoor pool. With beautiful natural surroundings, Albergo San Biagio is an ideal destination for those seeking a peaceful getaway and a taste of authentic Italian hospitality in a serene countryside setting.

Our Rating
Standard
Local Rating
3 Star Hotel

Prices & Dates

Departure dates are guaranteed with a minimum of 2 persons. 'Twin/Double' prices are per person when there are 2 people on the same booking sharing a room. 'Single' prices are applicable to solo travellers and anyone wanting the privacy of their own room. Room sharing is not available on this tour.

2025
Twin/Double
Single
7 Apr - 12 Apr
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$5,575$4,460
$6,855$5,484
28 Apr - 3 May
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$5,575$4,460
$6,855$5,484
5 May - 10 May
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$5,575$4,460
$6,855$5,484
26 May - 31 May
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$5,575$4,460
$6,855$5,484
2 Jun - 7 Jun
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$5,575$4,460
$6,855$5,484
23 Jun - 28 Jun
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$5,575$4,460
$6,855$5,484
30 Jun - 5 Jul
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$5,575$4,460
$6,855$5,484
21 Jul - 26 Jul
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