Bike tour in San Marino and Italy | Expa Travel

Bicycle trips

Italy

San Marino

San Marino and Italy by bike - September 2026

Two countries, one adventure – Cycling tour in San Marino & Italy 2026

Varied terrain, great stages and delicious food

On this tour, we cycle in two countries – from one charming medieval town to the next. From San Marino, heading south through the Italian region of Marche, we eventually reach the Adriatic Sea after some spectacular stages. The roads wind through a landscape that is tailor-made for cycling – with a sense of freedom, sun on your face (hopefully) and a great atmosphere all the way.

San Marino & Italy

First, we visit the tiny country of San Marino – the world's oldest republic, a small gem squeezed between the Italian regions of Emilia-Romagna and Marche.
Then we continue on Italian soil to the medieval towns of San Leo, Urbino and Corinaldo in the Marche region. Finally, we roll all the way down to the Adriatic Sea – through a hilly, green and beautiful landscape, far off the beaten track.

4 different accommodations

We stay at 4 different places along the way, each with its own style, hosts who truly know how to welcome guests – and a local cuisine that delivers on every level. This might be Italy at its best.

Your luggage will be transported from place to place – so you can enjoy the ride without extra weight on your bike.

A magical cycling experience seasoned with great food, wine and socializing.

Quick facts about the trip

Cycling in San Marino and further into the Marche region offers varied terrain. We cycle on carefully selected routes through a hilly landscape, but without any long climbs or difficult descents. In other words, the stages are perfectly suited for a great cycling experience that everyone can join. There will, of course, be pleasant coffee and lunch stops at local restaurants along the way.

All luggage is transported between the hotels, but we do NOT have a support vehicle on this trip.

We cycle in a group. The stages are between approx. 55 – 90 km with approx. 500 – 1500 meters of elevation gain.

Option to rent an E-bike

Even though there will be many meters of elevation gain during the week, you do not need to be in peak physical condition to participate – but some preparation beforehand is important.
If you want to adjust how demanding the bike rides will be, you can choose to rent an electric road bike – a great option to maximize your enjoyment of the trip.
On the other hand, if you prefer a more challenging ride and enjoy hilly terrain, a standard road bike is a good choice.
Great experiences are guaranteed either way!

Facts about San Marino

• Official name: Republic of San Marino (Repubblica di San Marino)
• Founded: Traditionally in the year 301 AD, considered the world's oldest republic.
• Area: Approx. 61 km² – one of Europe's smallest states.
• Population: Approximately 34,000
• Location: Landlocked state completely surrounded by Italy, between the regions of Emilia-Romagna and Marche.
• Capital: The City of San Marino, on the slopes of Monte Titano (749 m above sea level).
• Language: Italian (official), local Sammarinese dialect also occurs.
• Government: Parliamentary republic; the republic's institutions have roots dating back to the Middle Ages.
• Economy & tourism: Largely based on tourism, banking, and local manufacturing; the country uses the euro as currency, even though it is not an EU member.

Quick facts about the trip

Cycling in San Marino and further into the Marche region offers varied terrain. We cycle on carefully selected routes through a hilly landscape, but without any long climbs or difficult descents. In other words, the stages are perfectly suited for a great cycling experience that everyone can join. There will, of course, be pleasant coffee and lunch stops at local restaurants along the way.

All luggage is transported between the hotels, but we do NOT have a support vehicle on this trip.

We cycle in a group. The stages are between approx. 55 – 90 km with approx. 500 – 1500 meters of elevation gain.

Option to rent an E-bike

Even though there will be many meters of elevation gain during the week, you do not need to be in peak physical condition to participate – but some preparation beforehand is important.
If you want to adjust how demanding the bike rides will be, you can choose to rent an electric road bike – a great option to maximize your enjoyment of the trip.
On the other hand, if you prefer a more challenging ride and enjoy hilly terrain, a standard road bike is a good choice.
Great experiences are guaranteed either way!

Facts about San Marino

• Official name: Republic of San Marino (Repubblica di San Marino)
• Founded: Traditionally in the year 301 AD, considered the world's oldest republic.
• Area: Approx. 61 km² – one of Europe's smallest states.
• Population: Approximately 34,000
• Location: Landlocked state completely surrounded by Italy, between the regions of Emilia-Romagna and Marche.
• Capital: The City of San Marino, on the slopes of Monte Titano (749 m above sea level).
• Language: Italian (official), local Sammarinese dialect also occurs.
• Government: Parliamentary republic; the republic's institutions have roots dating back to the Middle Ages.
• Economy & tourism: Largely based on tourism, banking, and local manufacturing; the country uses the euro as currency, even though it is not an EU member.

Highlights

  • The social interaction with the other participants on the trip

  • The landscape and the great natural experiences with the contrasts from the inland to the coast

  • Experiencing new areas from the bicycle seat, with smell, fresh air, and sunglasses as ingredients

  • All the delicious meals from the local kitchen

  • All the practicalities are arranged, you just show up and participate

  • The visit to San Marino - the oldest republic in the world!

  • The beach just outside the hotel in Gabicce Mare

Available dates & Contact info

from 13,990

Would you like more information about the trip?

Program

The program is preliminary; changes may occur. Expa Travel AS reserves the right to make corrections for any typographical errors as well as potential price and/or currency fluctuations.

The program is preliminary; changes may occur. Expa Travel AS reserves the right to make corrections for any typographical errors as well as potential price and/or currency fluctuations.

Day 1Arrival Day Verucchio

Verucchio i Italia | Expa Travel

We depart from Bologna airport directly upon arrival, with a transfer of approx. 1.5 hours. Lunch is not included on this day.

Upon arrival at the hotel in Verucchio (Emilia-Romagna region), we will have a pleasant dinner directly (check-in after dinner) at the restaurant Al Mastin Vecchio (included).

MealsDinner
AccommodationAccommodation Verucchio

Day 2Verucchio - Urbino

Urbino, universitetsbyen på UNESCO-listen | Expa Travel

A day in beautiful countryside and charming medieval towns awaits us.
After a good breakfast, the first stop is San Marino town, spectacularly set on a mountaintop with fantastic views. The route follows low-traffic roads along the hills to the south, with a mix of climbs and descents. Lunch at a suitable place along the way (included).

Today's destination is the UNESCO-listed town of Urbino, known as Italy's first university town, an important historical place of great significance to Italy. Because of the university, Urbino is always full of life and activity. Charming atmosphere. We stay overnight inside the walls.

This evening we will have dinner at a local trattoria (included).

MealsBreakfast, Lunch & Dinner
AccommodationAccommodation Urbino
DistanceApprox. 55 km
Elevation differenceApprox. 1500 m elevation gain

Day 3Urbino - Fossombrone - Furlo - San Pietro

San Pietro i Umbria, Italia | Expa Travel

A new, exciting day awaits!
Today's stage starts easily with a wonderful downhill ride before a few km on flat terrain. There is a bit of traffic for the first 20 km before we properly head out into the countryside. Beautiful landscape and low traffic as we eventually enter the Marche region. Here the landscape is a bit more rolling.
Along the way we stop for a good lunch (included), before we climb up into the hills and follow the winding roads to our next accommodation near San Pietro.

Here we stay in two different places, both in the old castle and in hotel rooms by the restaurant. The place is known for its kitchen. Rustic, local, simple, and heavenly delicious.

The view this evening is unforgettable – we look out over the beautiful, rolling landscape, with the Adriatic Sea as a blue strip on the horizon. Joint dinner in the evening (included).

MealsBreakfast, Lunch & Dinner
AccommodationAccommodation San Pietro
DistanceApprox. 95 km
Elevation differenceHilly landscape

Day 4San Pietro - Corinaldo - Gabicce Mare

Gabicce Mare ved Adriaterhavskysten | Expa Travel

This is the day we heading all the way down to the Adriatic Sea!
We follow the ridge down towards the town of Corinaldo (UNESCO), with a 360-degree view and the sea in front. In Corinaldo, a coffee stop fits perfectly before we continue towards the coastal town of Fano. From there we cycle the bike path along the sea all the way to Gabicce Mare, where we spend our last night.

The last 25 km are on Emilia Romagna's most legendary cycle path – Strada Panoramica. Here we are guaranteed to meet several of the local cyclists. The route is fun, panoramic, and naturally hilly! We will have lunch at a suitable place along the way (included).

We check into the beach hotel and get the opportunity for a dip in the Adriatic Sea before we change for dinner in the hotel's restaurant, where we end the trip with a wonderful meal (included).

MealsBreakfast, Lunch & Dinner
AccommodationAccommodation Gabicce Mare
DistanceApprox. 85 km
Elevation differenceHilly landscape

Day 5Departure Day

Turen avsluttes i Gabicce Mare langs Adriaterhavskysten | Expa Travel

After a morning swim and a good breakfast, we get on our bikes and explore the inland a bit more, including the towns of Gradara and Saludecio.

Late lunch at the hotel (included) before we take the bus to the airport at approx. 16:00.
Dinner on your own this day (not included).

The flight departs at 20:05.

Thank you for the trip!!!  

The program is preliminary, changes may occur. Expa Travel AS reserves the right to correct spelling errors, as well as change prices and/or currencies.

MealsBreakfast & Lunch
DistanceApprox. 75 km

Day 1Arrival Day Verucchio

Verucchio i Italia | Expa Travel

We depart from Bologna airport directly upon arrival, with a transfer of approx. 1.5 hours. Lunch is not included on this day.

Upon arrival at the hotel in Verucchio (Emilia-Romagna region), we will have a pleasant dinner directly (check-in after dinner) at the restaurant Al Mastin Vecchio (included).

MealsDinner
AccommodationAccommodation Verucchio

Day 2Verucchio - Urbino

Urbino, universitetsbyen på UNESCO-listen | Expa Travel

A day in beautiful countryside and charming medieval towns awaits us.
After a good breakfast, the first stop is San Marino town, spectacularly set on a mountaintop with fantastic views. The route follows low-traffic roads along the hills to the south, with a mix of climbs and descents. Lunch at a suitable place along the way (included).

Today's destination is the UNESCO-listed town of Urbino, known as Italy's first university town, an important historical place of great significance to Italy. Because of the university, Urbino is always full of life and activity. Charming atmosphere. We stay overnight inside the walls.

This evening we will have dinner at a local trattoria (included).

MealsBreakfast, Lunch & Dinner
AccommodationAccommodation Urbino
DistanceApprox. 55 km
Elevation differenceApprox. 1500 m elevation gain

Day 3Urbino - Fossombrone - Furlo - San Pietro

San Pietro i Umbria, Italia | Expa Travel

A new, exciting day awaits!
Today's stage starts easily with a wonderful downhill ride before a few km on flat terrain. There is a bit of traffic for the first 20 km before we properly head out into the countryside. Beautiful landscape and low traffic as we eventually enter the Marche region. Here the landscape is a bit more rolling.
Along the way we stop for a good lunch (included), before we climb up into the hills and follow the winding roads to our next accommodation near San Pietro.

Here we stay in two different places, both in the old castle and in hotel rooms by the restaurant. The place is known for its kitchen. Rustic, local, simple, and heavenly delicious.

The view this evening is unforgettable – we look out over the beautiful, rolling landscape, with the Adriatic Sea as a blue strip on the horizon. Joint dinner in the evening (included).

MealsBreakfast, Lunch & Dinner
AccommodationAccommodation San Pietro
DistanceApprox. 95 km
Elevation differenceHilly landscape

Day 4San Pietro - Corinaldo - Gabicce Mare

Gabicce Mare ved Adriaterhavskysten | Expa Travel

This is the day we heading all the way down to the Adriatic Sea!
We follow the ridge down towards the town of Corinaldo (UNESCO), with a 360-degree view and the sea in front. In Corinaldo, a coffee stop fits perfectly before we continue towards the coastal town of Fano. From there we cycle the bike path along the sea all the way to Gabicce Mare, where we spend our last night.

The last 25 km are on Emilia Romagna's most legendary cycle path – Strada Panoramica. Here we are guaranteed to meet several of the local cyclists. The route is fun, panoramic, and naturally hilly! We will have lunch at a suitable place along the way (included).

We check into the beach hotel and get the opportunity for a dip in the Adriatic Sea before we change for dinner in the hotel's restaurant, where we end the trip with a wonderful meal (included).

MealsBreakfast, Lunch & Dinner
AccommodationAccommodation Gabicce Mare
DistanceApprox. 85 km
Elevation differenceHilly landscape

Day 5Departure Day

Turen avsluttes i Gabicce Mare langs Adriaterhavskysten | Expa Travel

After a morning swim and a good breakfast, we get on our bikes and explore the inland a bit more, including the towns of Gradara and Saludecio.

Late lunch at the hotel (included) before we take the bus to the airport at approx. 16:00.
Dinner on your own this day (not included).

The flight departs at 20:05.

Thank you for the trip!!!  

The program is preliminary, changes may occur. Expa Travel AS reserves the right to correct spelling errors, as well as change prices and/or currencies.

MealsBreakfast & Lunch
DistanceApprox. 75 km

Day 1Arrival Day Verucchio

Verucchio i Italia | Expa Travel

We depart from Bologna airport directly upon arrival, with a transfer of approx. 1.5 hours. Lunch is not included on this day.

Upon arrival at the hotel in Verucchio (Emilia-Romagna region), we will have a pleasant dinner directly (check-in after dinner) at the restaurant Al Mastin Vecchio (included).

MealsDinner
AccommodationAccommodation Verucchio

Day 2Verucchio - Urbino

Urbino, universitetsbyen på UNESCO-listen | Expa Travel

A day in beautiful countryside and charming medieval towns awaits us.
After a good breakfast, the first stop is San Marino town, spectacularly set on a mountaintop with fantastic views. The route follows low-traffic roads along the hills to the south, with a mix of climbs and descents. Lunch at a suitable place along the way (included).

Today's destination is the UNESCO-listed town of Urbino, known as Italy's first university town, an important historical place of great significance to Italy. Because of the university, Urbino is always full of life and activity. Charming atmosphere. We stay overnight inside the walls.

This evening we will have dinner at a local trattoria (included).

MealsBreakfast, Lunch & Dinner
AccommodationAccommodation Urbino
DistanceApprox. 55 km
Elevation differenceApprox. 1500 m elevation gain

Day 3Urbino - Fossombrone - Furlo - San Pietro

San Pietro i Umbria, Italia | Expa Travel

A new, exciting day awaits!
Today's stage starts easily with a wonderful downhill ride before a few km on flat terrain. There is a bit of traffic for the first 20 km before we properly head out into the countryside. Beautiful landscape and low traffic as we eventually enter the Marche region. Here the landscape is a bit more rolling.
Along the way we stop for a good lunch (included), before we climb up into the hills and follow the winding roads to our next accommodation near San Pietro.

Here we stay in two different places, both in the old castle and in hotel rooms by the restaurant. The place is known for its kitchen. Rustic, local, simple, and heavenly delicious.

The view this evening is unforgettable – we look out over the beautiful, rolling landscape, with the Adriatic Sea as a blue strip on the horizon. Joint dinner in the evening (included).

MealsBreakfast, Lunch & Dinner
AccommodationAccommodation San Pietro
DistanceApprox. 95 km
Elevation differenceHilly landscape

Day 4San Pietro - Corinaldo - Gabicce Mare

Gabicce Mare ved Adriaterhavskysten | Expa Travel

This is the day we heading all the way down to the Adriatic Sea!
We follow the ridge down towards the town of Corinaldo (UNESCO), with a 360-degree view and the sea in front. In Corinaldo, a coffee stop fits perfectly before we continue towards the coastal town of Fano. From there we cycle the bike path along the sea all the way to Gabicce Mare, where we spend our last night.

The last 25 km are on Emilia Romagna's most legendary cycle path – Strada Panoramica. Here we are guaranteed to meet several of the local cyclists. The route is fun, panoramic, and naturally hilly! We will have lunch at a suitable place along the way (included).

We check into the beach hotel and get the opportunity for a dip in the Adriatic Sea before we change for dinner in the hotel's restaurant, where we end the trip with a wonderful meal (included).

MealsBreakfast, Lunch & Dinner
AccommodationAccommodation Gabicce Mare
DistanceApprox. 85 km
Elevation differenceHilly landscape

Day 5Departure Day

Turen avsluttes i Gabicce Mare langs Adriaterhavskysten | Expa Travel

After a morning swim and a good breakfast, we get on our bikes and explore the inland a bit more, including the towns of Gradara and Saludecio.

Late lunch at the hotel (included) before we take the bus to the airport at approx. 16:00.
Dinner on your own this day (not included).

The flight departs at 20:05.

Thank you for the trip!!!  

The program is preliminary, changes may occur. Expa Travel AS reserves the right to correct spelling errors, as well as change prices and/or currencies.

MealsBreakfast & Lunch
DistanceApprox. 75 km

Map

Included & practical info

Included & practical info

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Guides

Owner, founder and tour guide Eric Berglund - Expa Travel

Eric Berglund

Owner and founder of Expa Travel

Eric is the founder of Expa Travel and has over 25 years of experience in the travel industry, including roles as destination manager for Star Tour and purser for SAS. He has worked all over the world and speaks fluent Italian, English, and Swedish. With his commitment and local knowledge, he creates safe and memorable travel experiences.

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Packing list

Packing list

This is only a recommendation – feel free to borrow gear from friends or use what you already have. Look at the list as a starting point, and adapt it to your needs and what you feel you will need on the trip.

This is only a recommendation – feel free to borrow gear from friends or use what you already have. Look at the list as a starting point, and adapt it to your needs and what you feel you will need on the trip.

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