- San Marino City
- UNESCO Sites of Italy
- Iconic Italian Road Trips
- City and Beach Holidays in Italy
- European Best-Sellers
List of vacation packages
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Milan - Bologna and San Marino
9 to 13+ nights fromThis packages is recommended for 9 to 13+ nights.
Customize it by selecting dates, No. of nights in each city and your departure city.
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 ...
Milan - Bologna and San Marino
9 to 13+ nights from $1,627 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on 2025-10-07T00:00:00. Choose your own departure city and dates.
This 9 night sample itinerary includes:
- Flight into Milan and out of Bologna
- Hotel for 3 nights in Milan
- Train from Milan to Bologna
- Hotel for 2 nights in Bologna
- Rental Car for 4 days
- Hotel for 3 nights in San Marino
- Hotel for 1 night in Bologna
Driving Time
Bologna - San Marino: 1 hr. 40 mins. approx.
San Marino - Bologna: 1 hr. 40 mins. approx.
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Venice - Ravenna and San Marino
9 to 13+ nights fromThis packages is recommended for 9 to 13+ nights.
Customize it by selecting dates, No. of nights in each city and your departure city.
Italy and San Marino!Begin your vacation amid the sumptuous palaces and romantic waterways of Venice before proceeding by train to Ravenna, former capital of the Western Roman Empire, the Visigoth Empire, and the Byzantine Empire, but best known today for the Byzantine mosaic decoration of its churches and tombs. Finally, pick up your ren ...
Venice - Ravenna and San Marino
9 to 13+ nights from $2,075 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on 2025-09-15T00:00:00. Choose your own departure city and dates.
This 9 night sample itinerary includes:
- Flight into Venice and out of Bologna
- Hotel for 3 nights in Venice
- Train from Venice to Ravenna
- Hotel for 2 nights in Ravenna
- Rental car for 4 days
- Hotel for 3 nights in San Marino
- Hotel for 1 night in Bologna
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San Marino - Siena and Florence (Self Drive)
9 to 13+ nights fromThis packages is recommended for 9 to 13+ nights.
Customize it by selecting dates, No. of nights in each city and your departure city.
San Marino and Italian Tuscany!. Behold the beautiful natural landscape as you drive to San Marino (a mountainous microstate located within Italy and one of the world's oldest republics), then continue to medieval Siena (famous for its cuisine, art, museums, medieval cityscape and the Palio, a horse race held twice a year in Piazza del Ca ...
San Marino - Siena and Florence (Self Drive)
9 to 13+ nights from $1,345 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on 2025-09-06T00:00:00. Choose your own departure city and dates.
This 9 night sample itinerary includes:
- Flight into Bologna and out of Florence
- Rental Car for 7 days.Pick Up: Bologna Airport/Drop Off: Florence Downtown
- Hotel for 3 nights in San Marino
- Hotel for 3 nights in Siena
- Hotel for 3 nights in Florence
Driving Time
Bologna Airport - San Marino: 1 hr. 35 mins. approx.
San Marino - Siena: 3 hrs. approx.
Siena - Florence: 1 hr. 10 mins. approx.
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Rome - Northern Umbria - San Marino and Bologna (Self Drive)
10 to 15+ nights fromThis packages is recommended for 10 to 15+ nights.
Customize it by selecting dates, No. of nights in each city and your departure city.
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 ...
Rome - Northern Umbria - San Marino and Bologna (Self Drive)
10 to 15+ nights from $1,742 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on 2025-09-13T00:00:00. Choose your own departure city and dates.
This 10 night sample itinerary includes:
- Flight into Rome and out of Bologna
- Hotel for 3 nights in Rome
- Rental Car for 7 days
- Hotel for 3 nights in Northern Umbria
- Hotel for 2 nights in San Marino
- Hotel for 2 nights in Bologna
Driving Time
Rome - Northern Umbria: 2 hrs./2 hrs. 30 mins. approx.
Northern Umbria - San Marino: 2 hrs. /2 hrs. 30 mins. approx.
San Marino- Bologna: 2 hrs. approx.
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San Marino - South East Tuscany and Florence (Self Drive)
9 to 13+ nights fromThis packages is recommended for 9 to 13+ nights.
Customize it by selecting dates, No. of nights in each city and your departure city.
San Marino and Italian Tuscany!. Enjoy the captivating countryside as you drive to San Marino, a mountainous microstate located within Italy and one of the world’s oldest republics, then South East Tuscany and finally, the magnificent city of Florence (capital of Italy’s Tuscany region, is home to many masterpieces of Renaissance art and ...
San Marino - South East Tuscany and Florence (Self Drive)
9 to 13+ nights from $1,767 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on 2025-08-29T00:00:00. Choose your own departure city and dates.
This 9 night sample itinerary includes:
- Flight into Bologna and out of Florence
- Rent a car for 7 days.Pick Up: Bologna Airport/Drop Off: Florence Downtown
- Hotel for 3 nights in San Marino
- Hotel for 3 nights in South East Tuscany
- Hotel for 3 nights in Florence
Driving Time
Bologna Airport - San Marino: 1 hr. 35 mins. approx.
San Marino - South East Tuscany Area: 2 hrs 20 /40 mins. approx.
South East Tuscany - Florence: 1 hr. 20 -50 mins. approx.
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Rome - San Marino - Venice (Self Drive)
9 to 13+ nightsThis packages is recommended for 9 to 13+ nights.
Customize it by selecting dates, No. of nights in each city and your departure city.
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 G ...
Rome - San Marino - Venice (Self Drive)
9 to 13+ nightsThis 9 night sample itinerary includes:
- Flight into Rome and out of Venice
- Hotel for 3 nights in Rome
- Rental Car for 4 days
- Hotel for 3 nights in San Marino
- Hotel for 3 nights in Venice
Driving Time
Rome - San Marino: 4 hrs. / hrs. 20 mins. approx.
San Marino - Venice: 3 hrs. / hrs. 30 mins. approx.