Italy Coast to Coast Cycling Tour

Italy Coast to Coast Cycling Tour

Italy Coast to Coast Cycling Tour

Prices

From $3,950USD

Difficulty

Guided

Hotels

Active Travel is what we do

10Adventures knows Active and Adventure Travel because everything we do is focused on Active and Adventure Travel. We understand the needs of travellers and partner with excellent local guides who specialize in active, experiential and adventure travel.

Real humans are always a click or call away

Your time is important, and you shouldn't have to deal with automated bots or a confusing phone system. At 10Adventures you are assigned an Adventure Concierge, who is a real person who has one job: to support you during the planning & booking of your trip.

Customize or go private and get the perfect trip for you

Taking a holiday can be the most fun you have all year. At 10Adventures we believe that you should have the ability to personalize the trip, to get it just the way you want. Sometimes that's joining a group, but more often it's going private with your loved ones, and getting the dates and itinerary that's just right for you.

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Highlights

Ride from one coast of Italy to the other over 10 days

Begin your journey next to the gorgeous Tyrrhenian Sea, then ride all the way to the Adriatic Coast.

Stop in 8 wonderful towns and villages on the way, enjoying each place’s own hospitality and culture.

Ride through Tuscany, Umbria, and the Marche, three jaw-dropping regions all in one tour.

Relax post-ride with local cuisine and wine, then retire to carefully chosen accommodations.

There’s no better way to experience Italy than from coast to coast! This road bike tour will take you on a unique 10-day ride from the Tyrrhenian Sea to the Adriatic Sea. The Italy Coast to Coast Cycling Tour makes 8 stops in 8 unforgettable locales, each with their own beauty and culture.

Guided by our Italian team, you will ride through three top regions in Italy: Tuscany, Umbria, and the Marche. From the sea through rolling hills and the Apennine Mountains, through hidden villages full of history to the coast, this tour packs in some of the best scenery in Italy. Each evening you’ll stop in historic towns like Siena, Volterra, San Gimignano, Montepulciano, and many others. In these towns, you’ll relax in specially chosen luxury accommodation and dine at acclaimed restaurants. This experience is one you’ll look back on forever.

The Italy Coast to Coast Cycling Tour Itinerary

Day 1 Welcome Day

Welcome! Arrive, settle in, and then get your bike ready before a welcome dinner.

Overnight Location
Hotel in Bibbona
Distance
None
Meals
Dinner

Day 2 Cycling to Volterra

Your first stage takes you from Bibbona to Volterra. You’ll leave Bibbona and head to Bolgheri, where you’ll ride through famous vineyards. These vineyards are known for the Sassicaia wine they produce. The first easy climb takes you to the Castagneto Carducci. Here, you’ll start a spectacular segment on a mountain ridge road. Then, you’ll ride through the wilderness area of Larderello where 12% of the world's geothermal energy is produced.

Finally, the enchanting Volterra and your luxury accommodation await.

Overnight Location
Hotel in Volterra
Distance
82km
Meals
Breakfast, dinner

Day 3 Siena City

After breakfast, you’ll head to Siena. This stage starts with a long descent towards the Colle Val d'Elsa. Here, you’ll start a gradual climb through a scenic natural area. Ride on peaceful back roads through old historic villages.

Siena, a city famous all over the world, is today’s destination. In the evening, dine in the old city center and visit the Duomo, Piazza del Campo, and many other beautiful sites.

Overnight Location
Hotel in Siena
Distance
75km
Meals
Breakfast, dinner

Day 4 Riding through the Heart of Tuscany

Today you’ll ride through some of the most famous scenery in the world, the heart of Tuscany. Pedal over breathtakingly beautiful rolling hills and past old farms with their characteristic vineyards, olive trees, and rows of cypress trees.

Your first stop is Asciano for a light lunch in the old medieval center. This is an easy stage with frequent ups and downs. The important town of Montepulciano is waiting for you next. This extraordinary Tuscan town is of Etruscan origin. One of the most appreciated wines in Tuscany, the Vino Nobile di Montepulciano, is named after the town.

Take some time to visit the historic buildings and the medieval old downtown.

Overnight Location
Hotel in Montepulciano
Distance
77km
Meals
Breakfast, dinner

Day 5 Cycling to Assisi, Umbria

This is a long stage, but it doesn’t demand long climbs. Go from Montepulciano to Lake Trasimeno, the biggest lake in Central Italy, where you can either have lunch or grab a coffee in one of the numerous bars and restaurants beside the lake.

Back in the saddle, cycle through the welcoming scneery of green Umbria with its undulating hills and welcoming old villages. Early on, you can already see Assisi in the distance, perched on a hilltop at the base of the Monte Pasubio. Assisi is one of the most important cultural cities in Italy. San Francesco d'Assisi was born here, also making it an important religious center.

After a visit to the city, a delicious dinner and some priceless Umbrian wine are your reward after this long stage.

Overnight Location
Hotel in Umbria
Distance
90km
Meals
Breakfast, dinner

Day 6 Long Climbs Cycling to Norcia

Today, you will enter the Apennine Range, a long mountain range that runs from north to south through Italy. If you want to go from the Tyrrhenian Sea to the Adriatic Sea, you have to ride over these wild mountains. This stage gives you your first taste of the mountains. Encounter a different kind of cycling defined by long climbs with a moderate gradient, always surrounded by an extraordinary landscape.

Your destination is the cultural town of Norcia at the foot of the Monti Sibillini and inside the Monti Sibillini National Park.

Overnight Location
Hotel in Perugia
Distance
80km
Meals
Breakfast, dinner

Day 7 Alpine Rides to Camerino

Majestic mountains welcome you as you pedal on one of the most spectacular mountain roads in Central Italy. Leave Norcia in the morning and head to Castelluccio di Norcia. This fairytale village is perched on a hilltop in the Piano Grande plateau in a high mountain environment. You’ll start up a road that takes you from the Valley of Norcia to the plateau, a long mountain road with a breathtaking view of the valley.

Once you reach the plateau, you’ll ride up to Castellucio. This area is famous for its lentil plants that offer an incredible visual experience for visitors who pass through during the spring bloom. You then leave the mountains for a long descent to Camerino. You are now in a new region, the Marche, known as the Sweet Region (La dolce regione).

Overnight Location
Hotel in Marche
Distance
84km
Meals
Breakfast, dinner

Day 8 Cycling to Pergola

The Marche is an incredible region of rolling hills, mountains, and coastline. It may be less famous than Tuscany, but it is undoubtedly of equal beauty. In this stage, you ride inside the Regional Park of Gola Rossa e di Frasassi, a natural canyon between mountains. Ride on peaceful back roads through quiet old villages.

Your final destination is a farmhouse where you can rest and taste local organic dishes and wine.

Overnight Location
Hotel in Pergola
Distance
76km
Meals
Breakfast, dinner

Day 9 Cycling to Adriatic Sea

The final stage of the tour has arrived! This stage takes you from the heart of the Marche to the spectacular Adriatic Sea with its sparkling green water. Today caps off a long cycling tour through historic towns and unique and extraordinary landscapes, over mountains and hills, and from sea to sea. Savor your last ride!

Overnight Location
Hotel in Marche
Distance
55km
Meals
Breakfast, dinner

Day 10 Departure

After an unforgettable experience, it’s time to depart. After breakfast, head to the Ancona airport or train station.

Overnight Location
None
Distance
None
Meals
Breakfast

Italy Coast to Coast Cycling Tour Price and Dates

This guided tour is always run as a group tour where you’d be joining a group, however, custom private tours can be organized for groups of 4 and more (please contact us with your preferred date and the number of people in your group and we will create the itinerary just for you).

Prices below are per person:

StartFinishDurationPlaces LeftPrice

2023-05-02

Pisa, Italy

10 days / 5+ Spaces Left

2023-05-11

Marche, Italy

105+
$3,950USDBook Now
Book Now

2023-05-16

Pisa, Italy

10 days / 5+ Spaces Left

2023-05-25

Marche, Italy

105+
$3,950USDBook Now
Book Now

2023-09-12

Pisa, Italy

10 days / 5+ Spaces Left

2023-09-21

Marche, Italy

105+
$3,950USDBook Now
Book Now

2023-09-19

Pisa, Italy

10 days / 5+ Spaces Left

2023-09-28

Marche, Italy

105+
$3,950USDBook Now
Book Now

Accommodation on the Italy Coast to Coast Cycling Tour

This tour is based in hotels. Hotels on this trip are 3 - 4-star and offer modern conveniences that can make this trip more pleasant. Rooms may have fireplaces or access to amenities such as hot tubs, steam rooms, or private decks to lounge on.

In some cases, the accommodation listed below may need to be substituted for other comparable accommodations.

Single Rooms and Solo Travelers
Rooms are double occupancy. You can pay a supplement to have a private room in a hotel for €495EUR where possible. Solo travellers may be required to pay a supplement.

Night 1-9

Hotels along the Italy Coast to Coast Cycling Tour

You’ll spend each night of this tour in comfortable, welcoming hotels in different regions of Italy, all with welcome hosts and cozy rooms to enjoy.

Hotels on Standard Tour

What’s Included in the Italy Coast to Coast Cycling Tour?

Meals

9 breakfasts and 9 dinners are included.

Accommodations

Accommodations for 9 nights are included.

Transportation during the Tour

All required minibus transfers are included, and the minibus will be available to you throughout the tour should you need a break. Luggage transfers are also included. The airport transfers are not included.

Also Included

  • Minibus assistance
  • Taxes
  • Technical bike guide and assistance
  • Technical bike shirt
  • Transfer from/to stations

Not included

  • Tips
  • Laundry
  • Drinks at dinner
  • Medical insurance
  • Lunches
  • Anything not mentioned as included
  • Airport transfers

Optional Extras

  • Bike rental:
    • Road bike: €195EUR per bike
    • E-road bike: €495EUR per bike

Frequenty Asked Questions about Italy Coast to Coast Cycling Tour

How hard is the Italy Coast to Coast Cycling Tour?

We rate this tour as a 3/5. This tour requires 8 straight days of cycling with daily distances averaging around 70km, but only one day requires challenging climbing. The rest of the days are generally undulating or flat. This tour is best suited to intermediate cyclists.

Do I need a visa to travel to Italy?

Check with your local country about visa requirements. You could also try this website, though you should verify with your government.

Are meals included on the Italy Coast to Coast Cycling Tour?

9 breakfasts and 9 dinners are included.

Do I need insurance?

Yes, it is mandatory to have health and medical insurance to join this trip, and your insurance should cover cycling. Get your Travel Insurance.

How do I get to Tuscany to start this tour?

Fly to Pisa International Airport (PSA) from where you will be transported to the hotel.

Is the Italy Coast to Coast Cycling Tour in English?

Yes, the tour guides are English-speaking.

Where does the Italy Coast to Coast Cycling Tour end?

It will end in Marche, and you can depart from the Ancona regional airport or train station.

Can I rent a bike?

Yes, you can rent a bike during the booking process. Bikes available are the Giant TCR Advanced 2 model in all sizes. In addition, you can choose between road bikes, trek bikes, and E-road bikes.

Can I bring my own bike?

Yes. If you bring your own bike, it should be a road bike suitable for the demands of the tour.

Can I change the departure date?

Yes, if you are a group of at least 4 people we can adapt our departures to your needs.

Can you accommodate dietary restrictions?

Yes, we can. All of the included restaurants can provide a personalized menu.

Do I need special vaccines to travel to Italy?

Check with your family doctor.

Are there any travel restrictions for Italy?

Please check with your local government about travel restrictions before you book your tour. This map from the US Department of State provides an overview of the current status in countries around the globe. The UK‘s Foreign Office and Government of Canada also provide advice on foreign travel. Note that the travel advice may change depending on your nationality.

Specializing exploring Italy by bike, Road Bike Tours Italy operates with an attention to detail that allows each tour to capture the wishes of the traveller. Their bikes are meticulously maintained and their team strives for total customer satisfaction.

Learn More

Prices

From $3,950USD

Difficulty

Guided

Hotels

Active Travel is what we do

10Adventures knows Active and Adventure Travel because everything we do is focused on Active and Adventure Travel. We understand the needs of travellers and partner with excellent local guides who specialize in active, experiential and adventure travel.

Real humans are always a click or call away

Your time is important, and you shouldn't have to deal with automated bots or a confusing phone system. At 10Adventures you are assigned an Adventure Concierge, who is a real person who has one job: to support you during the planning & booking of your trip.

Customize or go private and get the perfect trip for you

Taking a holiday can be the most fun you have all year. At 10Adventures we believe that you should have the ability to personalize the trip, to get it just the way you want. Sometimes that's joining a group, but more often it's going private with your loved ones, and getting the dates and itinerary that's just right for you.

Rated 4.9 on Google Reviews
Start Your Booking

What travellers say

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Tour Difficulty

We rate this tour as a 3/5. This tour requires 8 straight days of cycling with daily distances averaging around 70km, but only one day requires challenging climbing. The rest of the days are generally undulating or flat. This tour is best suited to intermediate cyclists.


Read about our scale for Tour Difficulty Ratings.

Get in touch

+1 (587) 327-9828

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