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An unforgettable holiday in Italy and San Marino. Begin your vacation with a visit to Milan (a fashion and shopping capital) and then, catch a train to Bologna (a thriving university town and architectural gem). Finally, pick up your Rental Car for a scenic drive to San Marino (a mountainous microstate located within Italy and one of the world's oldest republics). Drive back to Bologna for a last night stay before returning home.

What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
Select up to 14 nights in each city during your stay
Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
Add transfers, activities and experiences, and more services to enhance your vacation
Live phone and chat support;

Visit Italy`s scenic capital cityand three of the stunning cities with a Rental Car!. Begin in Rome (the Eternal City, with the Colosseum, Roman Forum and delicious food). From there, pick up the Rental Car and drive along beautiful landscapes en route to Northern Umbria (green hilly terrain and the abundance of water in the region, which is rich in rivers and lakes). Continue to San Marino (a mountainous microstate located within Italy and one of the world's oldest republics) and finish this trip in Bologna (a thriving university town and architectural gem, plus its legendary traditional cuisine).

What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
Select up to 14 nights in each city during your stay
Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
Add transfers, activities and experiences, and more services to enhance your vacation
Live phone and chat support;

Picturesque Italy by car... Begin in Rome (the Eternal City, with its stunning Colosseum, Roman Forum and delicious food) then, enjoy the captivating countryside as you drive to San Marino (a mountainous microstate located within Italy and one of the world's oldest republics). Finish this trip in Venice (set on gorgeous canals, intimate Gondola rides will guide you past sumptuous palaces and under sculpted bridges).

What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
Select up to 14 nights in each city during your stay
Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
Add transfers, activities and experiences, and more services to enhance your vacation
Live phone and chat support;