List of vacation packages
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Venice - Bologna - Florence by Train
6 to 9+ nights fromThis packages is recommended for 6 to 9+ nights.
Customize it by selecting dates, No. of nights in each city and your departure city.
Explore the beautiful Italy! Venice (sumptuous palaces and romantic waterways), Bologna and Florence (Michelangelo`s David, Botticelli`s Birth of Venus, and Raphael`s La Velata), with the Eurostar Italia ES Train. What Makes Tripmasters Vacation Packages Different?Unique, fully custom approach to vacation planningChoose your preferred fl ...
Venice - Bologna - Florence by Train
6 to 9+ nights from $1,348 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 6 night sample itinerary includes:
- Flight into Venice and out of Florence
- Hotel for 2 nights in Venice
- Train Venice - Bologna
- Hotel for 2 nights in Bologna
- Train Bologna - Florence
- Hotel for 2 nights in Florence
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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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Emilia Romagna (Bologna - Rimini - Ravenna - Ferrara) and Venice by Train
12 to 18+ nights fromThis packages is recommended for 12 to 18+ nights.
Customize it by selecting dates, No. of nights in each city and your departure city.
Combine Bologna (a thriving university town and architectural gem), Rimini (Adriatic coast, in Italy’s Emilia-Romagna region), 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), Ferrara (known for the build ...
Emilia Romagna (Bologna - Rimini - Ravenna - Ferrara) and Venice by Train
12 to 18+ nights from $1,439 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on 2025-09-07T00:00:00. Choose your own departure city and dates.
This 12 night sample itinerary includes:
- Flight into Bologna and out of Venice
- Hotel for 3 nights in Bologna
- Train from Bologna to Rimini
- Hotel for 2 nights in Rimini
- Train from Rimini to Ravenna
- Hotel for 2 nights in Ravenna
- Train from Ravenna to Ferrara
- Hotel for 2 nights in Ferrara
- Train from Ferrara to Venice
- Hotel for 3 nights in Venice
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Milan and Emilia Romagna (Parma - Modena - Rimini - Ravenna - Ferrara - Bologna) by Train
15 to 23+ nights fromThis packages is recommended for 15 to 23+ nights.
Customize it by selecting dates, No. of nights in each city and your departure city.
Unforgettable vacation experience in Italy! . Discover Milan (a fashion and shopping capital) and then, with train rides, combine Parma (with Romanesque buildings, Parma Cathedral and the pink marble Baptistery). Then, continue with Modena (known for its balsamic vinegar and opera heritage, plus Ferrari and Lamborghini sports cars), Rim ...
Milan and Emilia Romagna (Parma - Modena - Rimini - Ravenna - Ferrara - Bologna) by Train
15 to 23+ nights from $1,634 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on 2025-09-01T00:00:00. Choose your own departure city and dates.
This 15 night sample itinerary includes:
- Flight into Milan and out of Bologna
- Hotel for 2 nights in Milan
- Train from Milan to Parma
- Hotel for 2 nights in Parma
- Train from Parma to Modena
- Hotel for 2 nights in Modena
- Train from Modena to Rimini
- Hotel for 2 nights in Rimini
- Train from Rimini to Ravenna
- Hotel for 2 nights in Ravenna
- Train from Ravenna to Ferrara
- Hotel for 2 nights in Ferrara
- Train from Ferrara to Bologna
- Hotel for 3 nights in Bologna
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Bologna - Rimini - Florence by Train
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.
Combine Bologna (a thriving university town and architectural gem), Rimini (Adriatic coast, in Italy’s Emilia-Romagna region) and Florence (Michelangelo`s David, Botticelli`s Birth of Venus, and Raphael`s La Velata) with train between cities. This is a flexible vacation package. Select your number of nights in each city, desired hotel and ...
Bologna - Rimini - Florence by Train
9 to 13+ nights from $1,179 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on 2025-09-10T00:00:00. Choose your own departure city and dates.
This 9 night sample itinerary includes:
- Flight into Bologna and out of Florence
- Hotel for 3 nights in Bologna
- Train from Bologna to Rimini
- Hotel for 3 nights in Rimini
- Train from Rimini to Florence
- Hotel for 3 nights in Florence
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Bologna - Ravenna - Ferrara (Self Drive)
6 to 9+ nights fromThis packages is recommended for 6 to 9+ nights.
Customize it by selecting dates, No. of nights in each city and your departure city.
Combine several of the most popular cities in Italy! Visit Bologna (a thriving university town and architectural gem), 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) and Ferrara (known for the buildings ...
Bologna - Ravenna - Ferrara (Self Drive)
6 to 9+ nights from $1,441 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on 2025-09-05T00:00:00. Choose your own departure city and dates.
This 6 night sample itinerary includes:
- Flight into and out of Bologna
- Hotel for 2 nights in Bologna
- Rent a car for 4 days
- Hotel for 2 nights in Ravenna
- Hotel for 1 night in Ferrara
- Hotel for 1 night in Bologna
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Venice and Emilia Romagna (Ferrara - Ravenna - Bologna - Self Drive)
6 to 9+ nights fromThis packages is recommended for 6 to 9+ nights.
Customize it by selecting dates, No. of nights in each city and your departure city.
Explore Italy! Visit Venice (the romantic city set on canals, the backdrop for Edgar Allen Poe`s tale The Cask of Amontillado), Ferrara (known for the buildings erected by its Renaissance rulers, the Este family), Ravenna (former capital of the Western Roman Empire, the Visigoth Empire, and the Byzantine Empire, but best known today for t ...
Venice and Emilia Romagna (Ferrara - Ravenna - Bologna - Self Drive)
6 to 9+ nights from $1,482 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on 2025-09-01T00:00:00. Choose your own departure city and dates.
This 6 night sample itinerary includes:
- Flight into Venice and out of Bologna
- Hotel for 2 nights in Venice
- Rent a car for 3 days
- Hotel for 1 night in Ferrara
- Hotel for 1 night in Ravenna
- Hotel for 2 nights in Bologna
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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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Rome - Florence - Rimini - Bologna by Train
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.
An exhilarating vacation package leading you through beautiful cities in Italy!. Combine stays in Rome (the Eternal City, with the Colosseum, Roman Forum and delicious food), next, Florence (Italy’s Tuscany region, is home to Renaissance art and architecture), after that, Rimini (Adriatic coast, in Italy’s Emilia-Romagna region, known fo ...
Rome - Florence - Rimini - Bologna by Train
10 to 15+ nights from $1,862 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
- Train from Rome to Florence
- Hotel for 3 nights in Florence
- Train from Florence to Rimini
- Hotel for 2 nights in Rimini
- Train from Rimini to Bologna
- Hotel for 2 nights in Bologna
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Rome - Siena - Florence - Bologna - Milan - Verona - Padua - Venice (Self Drive)
12 to 18+ nightsThis packages is recommended for 12 to 18+ nights.
Customize it by selecting dates, No. of nights in each city and your departure city.
A fantastic chance to visit main cities of Italy in a Car!. Begin with a stay in Rome (the Eternal City, with the Colosseum and the Roman Forum and delicious food) and after that, with your Rental Car, drive along the country visiting: Siena (famous for its cuisine, art, museums, medieval cityscape and the Palio), Florence (home to many ...
Rome - Siena - Florence - Bologna - Milan - Verona - Padua - Venice (Self Drive)
12 to 18+ nightsThis 12 night sample itinerary includes:
- Flight into Rome and out of Venice
- Hotel for 3 nights in Rome
- Rental Car for 10 days
- Hotel for 1 night in Siena
- Hotel for 2 nights in Florence
- Hotel for 1 night in Bologna
- Hotel for 1 night in Milan
- Hotel for 1 night in Verona
- Hotel for 1 night in Padua (Padova)
- Hotel for 2 nights in Venice
Driving Time
Rome - Siena: 2 hrs. 50 mins. approx.
Siena - Florence: 2 hrs. approx.
Florence - Bologna: 1 hr. 45 mins. approx.
Bologna - Milan: 2 hrs. 30 mins. approx.
Milan - Verona: 2 hrs. 15 mins. approx.
Verona - Padua: 1 hr. 55 mins. approx.
Padua - Venice: 45 mins. approx.
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Venice - Ravenna and San Marino
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.
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+ nightsThis 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