Active on a cycling trip in San Marino and Italy | Expa Travel

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Italy

San Marino

Energetic cycling trip in San Marino and Italy 2026

Two countries, one adventure – Sprek Bikers cycles San Marino & Italy in 2026

NB! This tour is private, and therefore strictly for specially invited guests.

New roads, new places, same gang

On this tour we cycle in two countries – from one charming medieval town to the next. From San Marino, southwards through the Italian region of Marche, we finally reach the Adriatic Sea after some spectacular stages. The roads wind through a landscape that seems tailor-made for cycling – with a feeling 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.

We stay overnight in four 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 all levels. This might just be Italy at its best.

Luggage is 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 social gathering a la Sprek Bikers!

Quick facts about the trip

Cycling in San Marino and further into the Marche region offers varied terrain. We cycle on carefully selected routes that run 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. As always, there will 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 and with approx. 500 – 1500 meters of elevation gain.
We are – as always – going off the beaten track to experience the countryside, this time in the Italian region of Marche and in San Marino, the world's oldest republic.

Opportunity to rent an e-bike

Even though the landscape is hilly, you don't need to be in peak physical condition to participate – but a little preparation is important. The trip has no long "mountain climbs", but you must expect some ups and downs.
If you want to adjust how demanding the bike rides should be, you can choose to rent an e-road bike or an e-trekking bike. A great option to enjoy the trip to the fullest without it being too demanding.

On the other hand, if you like hilly terrain and have some cycling experience, a standard road bike is a good choice. It will undoubtedly be a great experience regardless!

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 production; 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 that run 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. As always, there will 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 and with approx. 500 – 1500 meters of elevation gain.
We are – as always – going off the beaten track to experience the countryside, this time in the Italian region of Marche and in San Marino, the world's oldest republic.

Opportunity to rent an e-bike

Even though the landscape is hilly, you don't need to be in peak physical condition to participate – but a little preparation is important. The trip has no long "mountain climbs", but you must expect some ups and downs.
If you want to adjust how demanding the bike rides should be, you can choose to rent an e-road bike or an e-trekking bike. A great option to enjoy the trip to the fullest without it being too demanding.

On the other hand, if you like hilly terrain and have some cycling experience, a standard road bike is a good choice. It will undoubtedly be a great experience regardless!

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 production; the country uses the euro as currency, even though it is not an EU member.

Highlights

  • The social gathering with "Sprekgjengen" on the trip

  • The landscape of Marche, with the contrasts from the inland to the coast

  • The adventure of cycling off the beaten path in unknown areas

  • All the wonderful meals from the local kitchen

  • Everything practical is 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 21,990

Would you like more information about the trip?

Program

The program is preliminary, changes may occur. Expa Travel AS reserves the right to make adjustments for any typographical errors, currency fluctuations, and price changes.

The program is preliminary, changes may occur. Expa Travel AS reserves the right to make adjustments for any typographical errors, currency fluctuations, and price changes.

Day 1Arrival Day / Verucchio / Test ride to San Leo

Fortress San Leo i Emilia Romagna, Italia | Expa Travel

We depart from Bologna Airport directly upon arrival, with a transfer of approx. 1.5 hours. Lunch is on your own (not included).

Upon arrival at our hotel in Verucchio (in the Italian region of Emilia-Romagna), we check in. After that, we head straight for individual bike fitting before taking a short test ride in the area – where cycling legend Marco Pantani had his training backyard. If time permits, we will cycle up to San Leo, where the view from the medieval castle is impressive.

In the evening, we enjoy a welcome dinner at the restaurant Al Mastin Vecchio (included).

MealsDinner
AccommodationAccommodation Verucchio
DistanceApprox. 30 km

Day 2Verucchio - Urbino

Urbino, universitetsbyen på UNESCO-listen | Expa Travel

A day in magical landscapes and charming medieval towns awaits us.
The first stop is across the border in the tiny country of San Marino. We cycle on low-traffic roads along the hills heading south with 360-degree views. Eventually, we arrive in San Marino city, with a fantastic fortress spectacularly positioned on a mountaintop offering insane views. A photo stop here is mandatory!
Lunch along the way during the day (included).

The second destination of the day is the UNESCO-listed city of Urbino, known as Italy's first university town, an important historical place of great significance for Italy. Due to the university, Urbino is always full of life and activity. It has a charming atmosphere. We stay overnight within the city walls.

This evening, we 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

Another exciting day awaits!
Today's stage starts easily with a wonderful downhill section before a few kilometers on flat terrain. There will probably be some traffic for the first 20 km before we properly enter the countryside. Beautiful landscape and little traffic when we eventually make our way into the Marche region. Here, the landscape is a bit more rolling.
Along the way, we stop for a nice lunch (included) before climbing up into the hills and following the winding roads to our next accommodation near San Pietro.

Here, we stay in two different locations, both in the old castle and in the rooms near the restaurant. The place is famous 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. Group dinner (included).

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

Day 4San Pietro - Corinaldo - Gabicce Mare

Gabicce Mare ved Adriaterhavskysten | Expa Travel

This is the day we head all the way down to the Adriatic Sea!
We follow the ridge down towards the town of Corinaldo (UNESCO), with 360-degree views and the sea in front. In Corinaldo, a coffee stop is perfect before we continue towards the coastal city of Fano.
The last 25 km are on the Marche region's most legendary road – Strada Panoramica, through the San Bartolo Nature Reserve, all the way to Gabicce Mare, where we find our final accommodation of the trip.
We have lunch along the way (included).

We check into our beach hotel and have the opportunity for a dip in the Adriatic Sea before dinner in the hotel's restaurant (included).

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

Day 5Round trip / Medieval towns Saludecio - Grinaldo - Mondaino

Middelalderbyen Mondaino ved Gabicce Mare | Expa Travel

Today we cycle inland on a loop that is very popular among cyclists. We cycle through several medieval towns, which are beautifully located, so every single town is worth a stop. A coffee stop along the way is, of course, a must (not included).

We expect to be back at the hotel around 2:00 PM, and we will see whether we have lunch along the way or at a beach restaurant in Gabicce (not included).
The afternoon is at leisure, e.g., for sunbathing & swimming.

A pleasant group dinner in the hotel's restaurant in the evening (included).

MealsBreakfast & Dinner
AccommodationAccommodation Gabicce Mare
DistanceApprox. 50 km

Day 6Open day for a long ride along the Adriatic Riviera

Gabicce Mare, Adriaterhavskysten | Expa Travel

This day is open. There will definitely be a bike ride for those who wish. We will see how everyone is feeling, whether it will be a long ride along the Adriatic or a shorter ride in the local area.
There is also, of course, the option of a free day with personal time to enjoy the beach, the sea, and shopping.
Lunch is on your own (not included).

Group dinner in the evening (included).

MealsBreakfast & Dinner
AccommodationAccommodation Gabicce Mare
DistanceRoute to be agreed upon

Day 7Free day for sun & beach or hike in San Bartolo National Park or bike ride to a vineyard

San Bartolo nasjonalpark | Expa Travel

Open program – you choose whether you want to join a hike of approx. 2-3 hours in the San Bartolo National Park or if we cycle together to, for example, a vineyard for a picnic lunch (not included). Or perhaps a whole day at the beach is what you desire most?
Lunch is on your own (not included).

Farewell dinner in the hotel's restaurant (included).

MealsBreakfast & Dinner
AccommodationAccommodation in Gabicce Mare
DistanceRoute to be agreed upon

Day 8Departure Day

Smug i Gradara ved Adriaterhavskysten | Expa Travel

Departure day. Departure for the airport at 11:15 AM.
The flight departs at 3:20 PM.

Thanks for the trip!!!  

The program is preliminary, and changes may occur. Expa Travel AS reserves the right to make corrections for spelling mistakes / currency changes.

MealsBreakfast

Day 1Arrival Day / Verucchio / Test ride to San Leo

Fortress San Leo i Emilia Romagna, Italia | Expa Travel

We depart from Bologna Airport directly upon arrival, with a transfer of approx. 1.5 hours. Lunch is on your own (not included).

Upon arrival at our hotel in Verucchio (in the Italian region of Emilia-Romagna), we check in. After that, we head straight for individual bike fitting before taking a short test ride in the area – where cycling legend Marco Pantani had his training backyard. If time permits, we will cycle up to San Leo, where the view from the medieval castle is impressive.

In the evening, we enjoy a welcome dinner at the restaurant Al Mastin Vecchio (included).

MealsDinner
AccommodationAccommodation Verucchio
DistanceApprox. 30 km

Day 2Verucchio - Urbino

Urbino, universitetsbyen på UNESCO-listen | Expa Travel

A day in magical landscapes and charming medieval towns awaits us.
The first stop is across the border in the tiny country of San Marino. We cycle on low-traffic roads along the hills heading south with 360-degree views. Eventually, we arrive in San Marino city, with a fantastic fortress spectacularly positioned on a mountaintop offering insane views. A photo stop here is mandatory!
Lunch along the way during the day (included).

The second destination of the day is the UNESCO-listed city of Urbino, known as Italy's first university town, an important historical place of great significance for Italy. Due to the university, Urbino is always full of life and activity. It has a charming atmosphere. We stay overnight within the city walls.

This evening, we 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

Another exciting day awaits!
Today's stage starts easily with a wonderful downhill section before a few kilometers on flat terrain. There will probably be some traffic for the first 20 km before we properly enter the countryside. Beautiful landscape and little traffic when we eventually make our way into the Marche region. Here, the landscape is a bit more rolling.
Along the way, we stop for a nice lunch (included) before climbing up into the hills and following the winding roads to our next accommodation near San Pietro.

Here, we stay in two different locations, both in the old castle and in the rooms near the restaurant. The place is famous 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. Group dinner (included).

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

Day 4San Pietro - Corinaldo - Gabicce Mare

Gabicce Mare ved Adriaterhavskysten | Expa Travel

This is the day we head all the way down to the Adriatic Sea!
We follow the ridge down towards the town of Corinaldo (UNESCO), with 360-degree views and the sea in front. In Corinaldo, a coffee stop is perfect before we continue towards the coastal city of Fano.
The last 25 km are on the Marche region's most legendary road – Strada Panoramica, through the San Bartolo Nature Reserve, all the way to Gabicce Mare, where we find our final accommodation of the trip.
We have lunch along the way (included).

We check into our beach hotel and have the opportunity for a dip in the Adriatic Sea before dinner in the hotel's restaurant (included).

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

Day 5Round trip / Medieval towns Saludecio - Grinaldo - Mondaino

Middelalderbyen Mondaino ved Gabicce Mare | Expa Travel

Today we cycle inland on a loop that is very popular among cyclists. We cycle through several medieval towns, which are beautifully located, so every single town is worth a stop. A coffee stop along the way is, of course, a must (not included).

We expect to be back at the hotel around 2:00 PM, and we will see whether we have lunch along the way or at a beach restaurant in Gabicce (not included).
The afternoon is at leisure, e.g., for sunbathing & swimming.

A pleasant group dinner in the hotel's restaurant in the evening (included).

MealsBreakfast & Dinner
AccommodationAccommodation Gabicce Mare
DistanceApprox. 50 km

Day 6Open day for a long ride along the Adriatic Riviera

Gabicce Mare, Adriaterhavskysten | Expa Travel

This day is open. There will definitely be a bike ride for those who wish. We will see how everyone is feeling, whether it will be a long ride along the Adriatic or a shorter ride in the local area.
There is also, of course, the option of a free day with personal time to enjoy the beach, the sea, and shopping.
Lunch is on your own (not included).

Group dinner in the evening (included).

MealsBreakfast & Dinner
AccommodationAccommodation Gabicce Mare
DistanceRoute to be agreed upon

Day 7Free day for sun & beach or hike in San Bartolo National Park or bike ride to a vineyard

San Bartolo nasjonalpark | Expa Travel

Open program – you choose whether you want to join a hike of approx. 2-3 hours in the San Bartolo National Park or if we cycle together to, for example, a vineyard for a picnic lunch (not included). Or perhaps a whole day at the beach is what you desire most?
Lunch is on your own (not included).

Farewell dinner in the hotel's restaurant (included).

MealsBreakfast & Dinner
AccommodationAccommodation in Gabicce Mare
DistanceRoute to be agreed upon

Day 8Departure Day

Smug i Gradara ved Adriaterhavskysten | Expa Travel

Departure day. Departure for the airport at 11:15 AM.
The flight departs at 3:20 PM.

Thanks for the trip!!!  

The program is preliminary, and changes may occur. Expa Travel AS reserves the right to make corrections for spelling mistakes / currency changes.

MealsBreakfast

Day 1Arrival Day / Verucchio / Test ride to San Leo

Fortress San Leo i Emilia Romagna, Italia | Expa Travel

We depart from Bologna Airport directly upon arrival, with a transfer of approx. 1.5 hours. Lunch is on your own (not included).

Upon arrival at our hotel in Verucchio (in the Italian region of Emilia-Romagna), we check in. After that, we head straight for individual bike fitting before taking a short test ride in the area – where cycling legend Marco Pantani had his training backyard. If time permits, we will cycle up to San Leo, where the view from the medieval castle is impressive.

In the evening, we enjoy a welcome dinner at the restaurant Al Mastin Vecchio (included).

MealsDinner
AccommodationAccommodation Verucchio
DistanceApprox. 30 km

Day 2Verucchio - Urbino

Urbino, universitetsbyen på UNESCO-listen | Expa Travel

A day in magical landscapes and charming medieval towns awaits us.
The first stop is across the border in the tiny country of San Marino. We cycle on low-traffic roads along the hills heading south with 360-degree views. Eventually, we arrive in San Marino city, with a fantastic fortress spectacularly positioned on a mountaintop offering insane views. A photo stop here is mandatory!
Lunch along the way during the day (included).

The second destination of the day is the UNESCO-listed city of Urbino, known as Italy's first university town, an important historical place of great significance for Italy. Due to the university, Urbino is always full of life and activity. It has a charming atmosphere. We stay overnight within the city walls.

This evening, we 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

Another exciting day awaits!
Today's stage starts easily with a wonderful downhill section before a few kilometers on flat terrain. There will probably be some traffic for the first 20 km before we properly enter the countryside. Beautiful landscape and little traffic when we eventually make our way into the Marche region. Here, the landscape is a bit more rolling.
Along the way, we stop for a nice lunch (included) before climbing up into the hills and following the winding roads to our next accommodation near San Pietro.

Here, we stay in two different locations, both in the old castle and in the rooms near the restaurant. The place is famous 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. Group dinner (included).

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

Day 4San Pietro - Corinaldo - Gabicce Mare

Gabicce Mare ved Adriaterhavskysten | Expa Travel

This is the day we head all the way down to the Adriatic Sea!
We follow the ridge down towards the town of Corinaldo (UNESCO), with 360-degree views and the sea in front. In Corinaldo, a coffee stop is perfect before we continue towards the coastal city of Fano.
The last 25 km are on the Marche region's most legendary road – Strada Panoramica, through the San Bartolo Nature Reserve, all the way to Gabicce Mare, where we find our final accommodation of the trip.
We have lunch along the way (included).

We check into our beach hotel and have the opportunity for a dip in the Adriatic Sea before dinner in the hotel's restaurant (included).

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

Day 5Round trip / Medieval towns Saludecio - Grinaldo - Mondaino

Middelalderbyen Mondaino ved Gabicce Mare | Expa Travel

Today we cycle inland on a loop that is very popular among cyclists. We cycle through several medieval towns, which are beautifully located, so every single town is worth a stop. A coffee stop along the way is, of course, a must (not included).

We expect to be back at the hotel around 2:00 PM, and we will see whether we have lunch along the way or at a beach restaurant in Gabicce (not included).
The afternoon is at leisure, e.g., for sunbathing & swimming.

A pleasant group dinner in the hotel's restaurant in the evening (included).

MealsBreakfast & Dinner
AccommodationAccommodation Gabicce Mare
DistanceApprox. 50 km

Day 6Open day for a long ride along the Adriatic Riviera

Gabicce Mare, Adriaterhavskysten | Expa Travel

This day is open. There will definitely be a bike ride for those who wish. We will see how everyone is feeling, whether it will be a long ride along the Adriatic or a shorter ride in the local area.
There is also, of course, the option of a free day with personal time to enjoy the beach, the sea, and shopping.
Lunch is on your own (not included).

Group dinner in the evening (included).

MealsBreakfast & Dinner
AccommodationAccommodation Gabicce Mare
DistanceRoute to be agreed upon

Day 7Free day for sun & beach or hike in San Bartolo National Park or bike ride to a vineyard

San Bartolo nasjonalpark | Expa Travel

Open program – you choose whether you want to join a hike of approx. 2-3 hours in the San Bartolo National Park or if we cycle together to, for example, a vineyard for a picnic lunch (not included). Or perhaps a whole day at the beach is what you desire most?
Lunch is on your own (not included).

Farewell dinner in the hotel's restaurant (included).

MealsBreakfast & Dinner
AccommodationAccommodation in Gabicce Mare
DistanceRoute to be agreed upon

Day 8Departure Day

Smug i Gradara ved Adriaterhavskysten | Expa Travel

Departure day. Departure for the airport at 11:15 AM.
The flight departs at 3:20 PM.

Thanks for the trip!!!  

The program is preliminary, and changes may occur. Expa Travel AS reserves the right to make corrections for spelling mistakes / currency changes.

MealsBreakfast

Map

Included & practical info

Included & practical info

Included

Additions

Other information

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.

Read more

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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