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20 Itineraries
  • View of Venice - Pisa - Florence - Assisi - Sorrento - Rome (Self Drive)

    Venice - Pisa - Florence - Assisi - Sorrento - Rome (Self Drive)

    11 to 17+ nights from

    This packages is recommended for 11 to 17+ nights.

    Customize it by selecting dates, No. of nights in each city and your departure city.

    $1,099*

    Sample all that Italy has to offer from north to south, with a Rental Car!. Start in Venice (charming canals, gorgeous palaces) and from there, with your Rental Car drive to discover Pisa (famous for its leaning Tower); continue to Florence (home to many masterpieces of Renaissance art and architecture). Afterwards, is Assisi (birthplace ...

  • View of Rome - Siena - Pisa - Florence - Assisi - Rome by Train

    Rome - Siena - Pisa - Florence - Assisi - Rome by Train

    9 to 13+ nights from

    This packages is recommended for 9 to 13+ nights.

    Customize it by selecting dates, No. of nights in each city and your departure city.

    $1,360*

    Magical Italy by train!. Start in Rome (the Eternal City) then, travel to Siena (quaint medieval time with gothic palaces and altarpieces, tasty pastry shops) and after that, visit Pisa (world-renowned Leaning Tower of Pisa and many other architectural wonders). Continue to Florence (capital of Italy’s Tuscany region, is home to Renaissa ...

  • View of Florence - Siena - Pisa - Lucca by Train

    Florence - Siena - Pisa - Lucca by Train

    6 to 9+ nights from

    This packages is recommended for 6 to 9+ nights.

    Customize it by selecting dates, No. of nights in each city and your departure city.

    $756*

    Explore the absolute best of Tuscany Italian Region!. Visit Florence (capital of Italy’s Tuscany region, is home to Renaissance art and architecture), then Siena (famous for its cuisine, art, museums, medieval cityscape and Piazza del Campo), continue to Pisa (home to the world-renowned Leaning Tower of Pisa and many other architectural w ...

  • View of Tuscan Scenery (Florence - Siena - Pisa - Lucca - Self Drive)

    Tuscan Scenery (Florence - Siena - Pisa - Lucca - Self Drive)

    6 to 9+ nights from

    This packages is recommended for 6 to 9+ nights.

    Customize it by selecting dates, No. of nights in each city and your departure city.

    $1,139*

    A perfect introduction to Italy`s Tuscany Region by Car!. Visit Florence (home to Renaissance art and architecture) and after that, drive along these charming cities in the Tucany Region, like: Siena (famous for its horse race held twice a year in Piazza del Campo), Pisa (world-renowned Leaning Tower of Pisa) and Lucca (fantastic mediev ...

  • View of Rome - Pisa - Florence - Verona - Venice by Train

    Rome - Pisa - Florence - Verona - Venice by Train

    10 to 15+ nights from

    This packages is recommended for 10 to 15+ nights.

    Customize it by selecting dates, No. of nights in each city and your departure city.

    $1,175*

    There are simply no better cities for an unforgettable vacation in Italy!. Connected by trains, visit: Rome (the Eternal City, with its stunning Colosseum, Roman Forum and delicious food) after that, Pisa (world-renowned Leaning Tower of Pisa and many other architectural wonders) and then, Florence (capital of Italy’s Tuscany region, is h ...

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  • View of Venice - Verona - Florence - Pisa - Rome by Train

    Venice - Verona - Florence - Pisa - Rome by Train

    10 to 15+ nights from

    This packages is recommended for 10 to 15+ nights.

    Customize it by selecting dates, No. of nights in each city and your departure city.

    $1,384*

    Explore the beautiful Italy! Combine Venice (sumptuous palaces and romantic waterways), Verona (a city in northern Italy’s Veneto region, with a medieval old town built between the meandering Adige River), Florence (Michelangelo`s David, Botticelli`s Birth of Venus, and Raphael`s La Velata), Pisa (a city in Italy's Tuscany region best kn ...

  • View of Rome - Siena - Pisa - Florence - Verona - Venice by Train

    Rome - Siena - Pisa - Florence - Verona - Venice by Train

    9 to 13+ nights from

    This packages is recommended for 9 to 13+ nights.

    Customize it by selecting dates, No. of nights in each city and your departure city.

    $1,056*

    A fantastic highlights of Italy travelling by train!. Discover Rome (the Eternal City) then, travel to Siena (representing a quaint medieval time with gothic palaces and altarpieces, tasty pastry shops) and next, to Pisa (world-renowned Leaning Tower of Pisa and many other architectural wonders). Continue to Florence (home to Renaissanc ...

  • View of Tuscan Journey (Pisa - San Gimignano - Siena - Florence - Rome)

    Tuscan Journey (Pisa - San Gimignano - Siena - Florence - Rome)

    10 to 15+ nights from

    This packages is recommended for 10 to 15+ nights.

    Customize it by selecting dates, No. of nights in each city and your departure city.

    $1,704*

    Delight yourself in the charming Tuscany Region, during your vacations in Italy!. From Pisa (world-renowned Leaning Tower of Pisa), drive along the Tuscany visiting San Gimignano (medieval architecture, unique in the preservation of about a dozen of its tower houses) after that, Siena (medieval cityscape and the Palio, a horse race held i ...

  • View of Journey through Tuscany and Umbria

    Journey through Tuscany and Umbria

    8 to 12+ nights from

    This packages is recommended for 8 to 12+ nights.

    Customize it by selecting dates, No. of nights in each city and your departure city.

    $1,394*

    Combine several of the most popular cities in Italy! Rome (Italy`s treasure with two millennia of artistic achievement), Siena, Pisa (a city in Italy's Tuscany region best known for its iconic Leaning Tower), Florence (Michelangelo`s David, Botticelli`s Birth of Venus, and Raphael`s La Velata) and Assisi with a rent a car. What Makes Trip ...

  • View of Rome - Tuscany - The Veneto - Lake Como - Milan by Train

    Rome - Tuscany - The Veneto - Lake Como - Milan by Train

    13 to 19+ nights from

    This packages is recommended for 13 to 19+ nights.

    Customize it by selecting dates, No. of nights in each city and your departure city.

    $1,256*

    Sample Italy with this unique, customizable vacation package!. Begin in Rome (the eternal city). From there, the train will allow to admire the beautiful tuscany countryside and its main cities, like: Siena (medieval atmosphere, time has stood still in this quaint city), Pisa (famous for its Leaning Tower) and Florence (home to Renaissanc ...

  • View of Enchanting Italy (Venice - Pisa - Florence - Assisi - Rome - Self Drive)

    Enchanting Italy (Venice - Pisa - Florence - Assisi - Rome - Self Drive)

    9 to 13+ nights from

    This packages is recommended for 9 to 13+ nights.

    Customize it by selecting dates, No. of nights in each city and your departure city.

    $1,375*

    A perfect introduction to Italy!. Start in Venice (sumptuous palaces and romantic waterways), and after that, pick up your Rental Car and drive along the Tuscany, visiting Pisa (a city in Italy's Tuscany region best known for its iconic Leaning Tower) and Florence (home to many masterpieces of Renaissance Art and architecture) . After tha ...

  • View of Tuscany and Pisa (Self Drive)

    Tuscany and Pisa (Self Drive)

    6 to 9+ nights from

    This packages is recommended for 6 to 9+ nights.

    Customize it by selecting dates, No. of nights in each city and your departure city.

    $919*

    Explore beautiful Tuscany cities in Italy by car!. Base yourself in Pisa (home to the world-renowned Leaning Tower of Pisa and many other architectural wonders) and with a Rental Car explore the sorrounding Tuscany Region (renowned for its stunning landscapes, rich history, and artistic legacy) on your own. What Makes Tripmasters Vacatio ...

  • View of Pisa and the Coast of Tuscany

    Pisa and the Coast of Tuscany

    6 to 9+ nights from

    This packages is recommended for 6 to 9+ nights.

    Customize it by selecting dates, No. of nights in each city and your departure city.

    $6,599*

    Enjoy three beautiful and exciting destinations across Italy with a unique vacation package! Fly in to Pisa International airport (a city in Italy's Tuscany region best known for its iconic Leaning Tower), pick up your car and enjoy a stay in the Coast of Tuscany. What Makes Tripmasters Vacation Packages Different?Unique, fully custom app ...

  • View of Florence - Tuscany - Italian Riviera with Signature Transfers

    Florence - Tuscany - Italian Riviera with Signature Transfers

    8 to 12+ nights from

    This packages is recommended for 8 to 12+ nights.

    Customize it by selecting dates, No. of nights in each city and your departure city.

    $1,990*

    Dreamy Italian Tuscany and Riviera!. Combine unforgettable stays at these Tuscany cities: Florence (capital of Tuscany; home to Renaissance Art and Architecture) and Lucca (fantastic medieval city walls that still encircle most of the historic old town); with Santa Margherita Ligure (a charming fishing village) and port city of Genoa (ri ...

  • View of Italian UNESCO World Heritage Highlights from Rome - Florence - Venice

    Italian UNESCO World Heritage Highlights from Rome - Florence - Venice

    11 to 17+ nights from

    This packages is recommended for 11 to 17+ nights.

    Customize it by selecting dates, No. of nights in each city and your departure city.

    $2,383*

    Italy counts the largest number of UNESCO Sites of any country, and while you may realize that makes it impossible to visit them all in one trip, you can certainly get to some of the highlights from three major cities!. The historic center of Rome, Florence, and Venice (plus its canals) are UNESCO-listed ... so make sure to explore these ...

  • View of Florence - Southern Tuscany - Cinque Terre with Signature Transfers

    Florence - Southern Tuscany - Cinque Terre with Signature Transfers

    7 to 11+ nights from

    This packages is recommended for 7 to 11+ nights.

    Customize it by selecting dates, No. of nights in each city and your departure city.

    $2,615*

    Experience Southern Tuscany and Cinque Terre in depth. From Florence (the capital of Tuscany and birthplace of the Renaissance), travel through Southern Tuscany and visit Siena (famous for its cuisine, art, museums, medieval cityscape, and horse races in Piazza del Campo). After that, have a pleasant stay at La Spezia (a Ligurian seaside ...

  • View of The Best of Florence and Tuscany

    The Best of Florence and Tuscany

    8 to 12+ nights from

    This packages is recommended for 8 to 12+ nights.

    Customize it by selecting dates, No. of nights in each city and your departure city.

    $2,655*

    Under the Tuscany Sun in Italy!. Combine a stay in Florence (capital of Italy`s Tuscany region and home to many masterpieces of Renaissance Art and Architecture) with Day Trips to the dreamy Tuscan Countryside (from glorious landscapes, vast history, delicious cuisines and wines, to even artistic legacy along cities and small villages sca ...

  • View of Florence - Umbria - Tuscany with Signature Transfers

    Florence - Umbria - Tuscany with Signature Transfers

    8 to 12+ nights from

    This packages is recommended for 8 to 12+ nights.

    Customize it by selecting dates, No. of nights in each city and your departure city.

    $2,666*

    Explore Italy!. Visit artistic Florence (capital of Italy’s Tuscany region, home to Renaissance art and architecture), continue to Assisi (best known as the birthplace of St. Francis, Italy's patron saint, in Umbria's rolling hills) with a stop in Loro Ciuffenna and Perugia. After that, visit Cortona (famous for its traditions, history, c ...

  • View of Italian UNESCO World Heritage Highlights from Rome

    Italian UNESCO World Heritage Highlights from Rome

    8 to 12+ nights from

    This packages is recommended for 8 to 12+ nights.

    Customize it by selecting dates, No. of nights in each city and your departure city.

    $2,991*

    Along the rich heritage in italy!. The UNESCO is dedicated to helping understand and preserve the world's history (both the tangible and intangible aspects), and Italy tops the list of sites!. It is no wonder considering the great genesis of civilization the sprang from the Roman Empire. While you won't be able to see all The UNESCO Site ...

  • View of Italian UNESCO World Heritage Highlights

    Italian UNESCO World Heritage Highlights

    14 to 21+ nights from

    This packages is recommended for 14 to 21+ nights.

    Customize it by selecting dates, No. of nights in each city and your departure city.

    $4,578*

    Perhaps it is no surprise that Italy tops the list for UNESCO World Heritage Sites, with its wealth or history, culture, art ... etc. Discover the best of the best, from the ruins at Pompeii to medieval villages of Tuscany, to the romantic canals of Venice, the inspiring Last Supper at the Santa Maria delle Grazie in Milan and beyond... d ...

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