Ronny's friends trip on a Vespa in San Marino and Italy | Expa Travel

Vespa tours

Italy

San Marino and Italy on a Vespa – Ronny's Relationship Trip 2026

Vespa trip in Italy and San Marino – Two countries, one adventure

New roads, new places, same gang

On this trip, we 'cruise' through two countries on Vespa – from one charming medieval town to the next. From San Marino, south through the Italian region of Marche, we finally reach the Adriatic Sea after some spectacular stages. The roads wind through a landscape perfectly suited for Vespa riding: a sense of freedom, sun on your face, and a great atmosphere all the way.

First, we visit the tiny country of San Marino – the world's oldest republic, a little 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 safe, 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 every level. This might just be Italy at its best.

Our luggage is transported from place to place.

Magical experiences seasoned with great food, wine, and social gatherings à la Ronny!

Quick facts about the trip

Riding a Vespa in San Marino and further into the Marche region offers varied terrain. We ride on carefully selected routes and get properly out into the countryside. As always, there will be pleasant coffee and lunch stops at local restaurants along the way.
Each accommodation has its own style – just like the towns we visit along the way.
The trip ends in the cozy town of Gabicce Mare, where we spend the last two nights right down by the fantastic beach. Magical!

We ride together in a group, and the mandatory cappuccino and ice cream stops along the way are a must.
The stages are between approx. 55 – 90 km.
We are going off the beaten track to experience the countryside and the cozy medieval towns both in San Marino and in the Marche region. You are guaranteed to be pleasantly surprised!

In Italy and San Marino, you are allowed to ride a 125cc with a B-class driver's license. This means you do not need an A-class license to rent a 125cc Vespa.

Flight tickets are not included in the price; you book these on your own. See more under the Departure Info section.

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 nation 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 its currency, even though it is not an EU member.

Quick facts about the trip

Riding a Vespa in San Marino and further into the Marche region offers varied terrain. We ride on carefully selected routes and get properly out into the countryside. As always, there will be pleasant coffee and lunch stops at local restaurants along the way.
Each accommodation has its own style – just like the towns we visit along the way.
The trip ends in the cozy town of Gabicce Mare, where we spend the last two nights right down by the fantastic beach. Magical!

We ride together in a group, and the mandatory cappuccino and ice cream stops along the way are a must.
The stages are between approx. 55 – 90 km.
We are going off the beaten track to experience the countryside and the cozy medieval towns both in San Marino and in the Marche region. You are guaranteed to be pleasantly surprised!

In Italy and San Marino, you are allowed to ride a 125cc with a B-class driver's license. This means you do not need an A-class license to rent a 125cc Vespa.

Flight tickets are not included in the price; you book these on your own. See more under the Departure Info section.

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 nation 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 its currency, even though it is not an EU member.

Highlights

  • The landscape, the landscape, the landscape....

  • The contrasts from the inland to the coast

  • The beach just outside the hotel in Gabicce Mare

  • All the delightful meals from the local kitchen

  • The atmosphere and the shared experiences with new places every day

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

Available dates & Contact info

Would you like more information about the trip?

Program

The program is preliminary, changes may occur. Expa Travel reserves the right to make corrections for typos and any currency fluctuations.

The program is preliminary, changes may occur. Expa Travel reserves the right to make corrections for typos and any currency fluctuations.

Day 1Arrival Day / Vespa tour of approx. 30 km / Verucchio

Verucchio, en herlig italiensk landsby ved grensen til San Marino | Expa Travel

We travel from the airport in Bologna directly after arrival, with a transfer of approx. 1.5 hours. The bus first drives us to the hotel in Verucchio where we leave our luggage. After that, we take the same bus on to the Vespa rental in the town of Cattolica. After pick-up, we drive back to Verucchio (approx. 30 km).

In the evening, we enjoy a joint welcome dinner at restaurant Al Mastin Vecchio.

MealsDinner
AccommodationAccommodation Verucchio
DistanceVespa tour approx. 30 km

Day 2Verucchio - San Marino - Urbino

Slottene på Monte Titano i San Marino | Expa Travel

A day in beautiful countryside and charming medieval towns awaits us.
Today we drive across the border to the world's oldest republic: San Marino. First stop is San Marino town, spectacularly situated on a mountain peak with fantastic views over a spectacular landscape. The route follows low-traffic roads along the hills to the south. We have lunch at a suitable place along the way (included).
Then we cross the border back into Italy – towards today's second goal, the UNESCO-listed city of Urbino. Known as Italy's first university town, located in the Italian region of Marche. 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 at a former monastery within the city walls.

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

MealsBreakfast, Lunch & Dinner
AccommodationAccommodation Urbino
DistanceVespa tour approx. 60 km

Day 3Urbino - Fossombrone - Furlo - San Pietro

San Pietro i Umbria, Italia | Expa Travel

New, exciting day awaits!
Today's stage starts on small roads with magical views. A bit more traffic eventually, before we get properly out into the countryside. Marche offers a beautiful and lush landscape.
Along the way we stop for a good lunch (included), before we let the Vespas climb up along the hills and follow the winding roads to our next overnight stop at San Pietro. This place can rightfully be called “in the middle of nowhere”.

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

The view this evening is unforgettable – we look out over the beautiful, rolling landscape, with the Adriatic Sea as a blue stripe on the horizon.
Joint dinner at the hotel's restaurant (included).

MealsBreakfast, Lunch & Dinner
AccommodationAccommodation San Pietro
DistanceVespa tour approx. 75 km

Day 4San Pietro - Corinaldo - Gabicce Mare

Gabicc Mare ved Adriaterhavskysten | Expa Travel

This is the day when we go 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 drive along the sea all the way to Gabicce Mare, which is our last stop of the day. We have lunch at a suitable place along the way (included).
The last 25 km are on the Marche region's most legendary road – Strada Panoramica. Through the San Bartolo nature reserve.
After 4 days of Vespa, it's time to deliver them back. We do that in the neighboring town of Cattolica, which is within walking distance of our hotel in Gabicce.

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

MealsBreakfast, Lunch & Dinner
AccommodationAccommodation Gabicce Mare
DistanceVespa tour approx. 90 km

Day 5Relaxation, sun & swimming and free time

Stranda i Gabicce Mare | Expa Travel

Since we are staying right on the beach, the day must of course be used to enjoy beach life to the full.
Lunch is on your own today (not included).

Farewell dinner in the hotel's restaurant – with a sea view (included)!

MealsBreakfast & Dinner
AccommodationAccommodation Gabicce Mare

Day 6Departure for home

Vespaturer med Expa Travel

Departure to the airport at 07:00
The flight we have planned for departs at 10:40.

Thanks for the trip!

Expa Travel reserves the right to make typos. The program is preliminary, changes may occur.

MealsBreakfast

Day 1Arrival Day / Vespa tour of approx. 30 km / Verucchio

Verucchio, en herlig italiensk landsby ved grensen til San Marino | Expa Travel

We travel from the airport in Bologna directly after arrival, with a transfer of approx. 1.5 hours. The bus first drives us to the hotel in Verucchio where we leave our luggage. After that, we take the same bus on to the Vespa rental in the town of Cattolica. After pick-up, we drive back to Verucchio (approx. 30 km).

In the evening, we enjoy a joint welcome dinner at restaurant Al Mastin Vecchio.

MealsDinner
AccommodationAccommodation Verucchio
DistanceVespa tour approx. 30 km

Day 2Verucchio - San Marino - Urbino

Slottene på Monte Titano i San Marino | Expa Travel

A day in beautiful countryside and charming medieval towns awaits us.
Today we drive across the border to the world's oldest republic: San Marino. First stop is San Marino town, spectacularly situated on a mountain peak with fantastic views over a spectacular landscape. The route follows low-traffic roads along the hills to the south. We have lunch at a suitable place along the way (included).
Then we cross the border back into Italy – towards today's second goal, the UNESCO-listed city of Urbino. Known as Italy's first university town, located in the Italian region of Marche. 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 at a former monastery within the city walls.

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

MealsBreakfast, Lunch & Dinner
AccommodationAccommodation Urbino
DistanceVespa tour approx. 60 km

Day 3Urbino - Fossombrone - Furlo - San Pietro

San Pietro i Umbria, Italia | Expa Travel

New, exciting day awaits!
Today's stage starts on small roads with magical views. A bit more traffic eventually, before we get properly out into the countryside. Marche offers a beautiful and lush landscape.
Along the way we stop for a good lunch (included), before we let the Vespas climb up along the hills and follow the winding roads to our next overnight stop at San Pietro. This place can rightfully be called “in the middle of nowhere”.

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

The view this evening is unforgettable – we look out over the beautiful, rolling landscape, with the Adriatic Sea as a blue stripe on the horizon.
Joint dinner at the hotel's restaurant (included).

MealsBreakfast, Lunch & Dinner
AccommodationAccommodation San Pietro
DistanceVespa tour approx. 75 km

Day 4San Pietro - Corinaldo - Gabicce Mare

Gabicc Mare ved Adriaterhavskysten | Expa Travel

This is the day when we go 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 drive along the sea all the way to Gabicce Mare, which is our last stop of the day. We have lunch at a suitable place along the way (included).
The last 25 km are on the Marche region's most legendary road – Strada Panoramica. Through the San Bartolo nature reserve.
After 4 days of Vespa, it's time to deliver them back. We do that in the neighboring town of Cattolica, which is within walking distance of our hotel in Gabicce.

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

MealsBreakfast, Lunch & Dinner
AccommodationAccommodation Gabicce Mare
DistanceVespa tour approx. 90 km

Day 5Relaxation, sun & swimming and free time

Stranda i Gabicce Mare | Expa Travel

Since we are staying right on the beach, the day must of course be used to enjoy beach life to the full.
Lunch is on your own today (not included).

Farewell dinner in the hotel's restaurant – with a sea view (included)!

MealsBreakfast & Dinner
AccommodationAccommodation Gabicce Mare

Day 6Departure for home

Vespaturer med Expa Travel

Departure to the airport at 07:00
The flight we have planned for departs at 10:40.

Thanks for the trip!

Expa Travel reserves the right to make typos. The program is preliminary, changes may occur.

MealsBreakfast

Day 1Arrival Day / Vespa tour of approx. 30 km / Verucchio

Verucchio, en herlig italiensk landsby ved grensen til San Marino | Expa Travel

We travel from the airport in Bologna directly after arrival, with a transfer of approx. 1.5 hours. The bus first drives us to the hotel in Verucchio where we leave our luggage. After that, we take the same bus on to the Vespa rental in the town of Cattolica. After pick-up, we drive back to Verucchio (approx. 30 km).

In the evening, we enjoy a joint welcome dinner at restaurant Al Mastin Vecchio.

MealsDinner
AccommodationAccommodation Verucchio
DistanceVespa tour approx. 30 km

Day 2Verucchio - San Marino - Urbino

Slottene på Monte Titano i San Marino | Expa Travel

A day in beautiful countryside and charming medieval towns awaits us.
Today we drive across the border to the world's oldest republic: San Marino. First stop is San Marino town, spectacularly situated on a mountain peak with fantastic views over a spectacular landscape. The route follows low-traffic roads along the hills to the south. We have lunch at a suitable place along the way (included).
Then we cross the border back into Italy – towards today's second goal, the UNESCO-listed city of Urbino. Known as Italy's first university town, located in the Italian region of Marche. 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 at a former monastery within the city walls.

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

MealsBreakfast, Lunch & Dinner
AccommodationAccommodation Urbino
DistanceVespa tour approx. 60 km

Day 3Urbino - Fossombrone - Furlo - San Pietro

San Pietro i Umbria, Italia | Expa Travel

New, exciting day awaits!
Today's stage starts on small roads with magical views. A bit more traffic eventually, before we get properly out into the countryside. Marche offers a beautiful and lush landscape.
Along the way we stop for a good lunch (included), before we let the Vespas climb up along the hills and follow the winding roads to our next overnight stop at San Pietro. This place can rightfully be called “in the middle of nowhere”.

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

The view this evening is unforgettable – we look out over the beautiful, rolling landscape, with the Adriatic Sea as a blue stripe on the horizon.
Joint dinner at the hotel's restaurant (included).

MealsBreakfast, Lunch & Dinner
AccommodationAccommodation San Pietro
DistanceVespa tour approx. 75 km

Day 4San Pietro - Corinaldo - Gabicce Mare

Gabicc Mare ved Adriaterhavskysten | Expa Travel

This is the day when we go 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 drive along the sea all the way to Gabicce Mare, which is our last stop of the day. We have lunch at a suitable place along the way (included).
The last 25 km are on the Marche region's most legendary road – Strada Panoramica. Through the San Bartolo nature reserve.
After 4 days of Vespa, it's time to deliver them back. We do that in the neighboring town of Cattolica, which is within walking distance of our hotel in Gabicce.

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

MealsBreakfast, Lunch & Dinner
AccommodationAccommodation Gabicce Mare
DistanceVespa tour approx. 90 km

Day 5Relaxation, sun & swimming and free time

Stranda i Gabicce Mare | Expa Travel

Since we are staying right on the beach, the day must of course be used to enjoy beach life to the full.
Lunch is on your own today (not included).

Farewell dinner in the hotel's restaurant – with a sea view (included)!

MealsBreakfast & Dinner
AccommodationAccommodation Gabicce Mare

Day 6Departure for home

Vespaturer med Expa Travel

Departure to the airport at 07:00
The flight we have planned for departs at 10:40.

Thanks for the trip!

Expa Travel reserves the right to make typos. The program is preliminary, changes may occur.

MealsBreakfast

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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