Suggested Siena Vacation Packages:
Rome - Siena - Pisa - Florence - Assisi - Rome by Train
9
nights from
$2,190*
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 Renaissance art and architecture), and next is Assisi (birthplace of St. Francis, Italy's patron saint, Assisi lies amid Umbria's rolling hills). Finish this trip, returning to Rome for one last night stay.
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
Included:
Flight into and out of RomeHotel for 2 nights in RomeTrain from Rome to SienaHotel for 2 nights in SienaTrain from Siena to Pisa Hotel for 1 night in PisaTrain from Pisa to Florence Hotel for 2 nights in FlorenceTrain from Florence to Assisi Hotel for 1 night in AssisiTrain from Assisi to Rome Hotel for 1 night in Rome
Florence - Siena - Venice by Train
8
nights from
$1,655*
What a fantastic combination of cities in Italy by train!. Begin in artistic Florence (capital of Italy’s Tuscany region, is home to Renaissance art and architecture) after that, continue to Siena (famous for its cuisine, art, museums, medieval cityscape, horse race held twice a year in Piazza del Campo) and finally, the romantic Venice (set on gorgeous canals, intimate Gondola rides 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
Included:
Flight into Florence and out of VeniceHotel for 3 nights in FlorenceTrain from Florence to SienaHotel for 2 nights in SienaTrain from Siena to VeniceHotel for 3 nights in Venice
Florence - Siena - Pisa - Lucca by Train
6
nights from
$2,249*
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 wonders) and Lucca (fantastic medieval city walls that still encircle most of the historic old town). Finally enjoy a last night stay in Florence before returning home. All these destinations are connected by train rides.
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
Included:
Flight into and out of FlorenceHotel for 2 nights in FlorenceTrain from Florence and SienaHotel for 1 night in SienaTrain from Siena and Pisa (via Empoli)Hotel for 1 night in PisaTrain from Pisa and LuccaHotel for 1 night in LuccaTrain from Lucca and FlorenceHotel for 1 night in Florence
Rome - Siena - Florence by Train
8
nights from
$1,240*
Astound yourself visiting these cities in Italy!. Start in Rome (the Eternal City, with its stunning Colosseum, Roman Forum and delicious food) then, travel to Siena (representing a quaint medieval time with gothic palaces and altarpieces, tasty pastry shops) and finally, to Florence (capital of Italy’s Tuscany region, is home to Renaissance art and architecture). Transportation between cities are by train.
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
Included:
Flight into Rome and out of FlorenceHotel for 3 nights in RomeTrain from Rome to SienaHotel for 2 night in SienaTrain from Siena to FlorenceHotel for 3 nights in Florence
Rome - Siena - Florence - Venice by Train
8
nights from
$868*
Combine glorious cities in Italy with this fun vacation!. Visit Rome (the Eternal City, with its stunning Colosseum, Roman Forum and delicious food) after that, travel to Siena (representing a quaint medieval time with gothic palaces and altarpieces, tasty pastry shops) and next, to Florence (capital of Italy’s Tuscany region, is home to Renaissance art and architecture). Finally, visit Venice (set on gorgeous canals, intimate Gondola rides under sculpted bridges). Travel between each city by train.
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
Included:
Flight into Rome and out of VeniceHotel for 3 nights in RomeTrain from Rome to SienaHotel for 1 night in SienaTrain from Siena to FlorenceHotel for 2 nights in FlorenceTrain from Florence to VeniceHotel for 2 nights in Venice
Tuscan Highlights (Florence - Siena - San Gimignano - Self Drive)
7
nights from
$1,300*
A unique trip to Italy's Tuscany Region by car! . Discover Florence (capital of Italy’s Tuscany region, home to Renaissance art and architecture) and from there, with Rental Car, main cities in Tuscany, like Siena (famous for its cuisine, art, museums, medieval cityscape and the Palio horse race in Piazza del Campo) and San Gimignano (famous for its medieval architecture, unique in the preservation of about a dozen of its tower houses). Drive back to Florence to drop off the car and finisht this trip with one last night stay.
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
Included:
Flight into and out of FlorenceHotel for 2 nights in FlorenceRental Car for 6 daysHotel for 2 nights in SienaHotel for 2 nights in San GimignanoHotel for 1 night in FlorenceDriving Time
Florence - Siena: 1 hr. 10 mins. approx.
Siena - San Gimignano: 1 hr. approx.
San Gimignano - Florence: 1 hr. 15 mins. approx.
Tuscan Scenery (Florence - Siena - Pisa - Lucca - Self Drive)
6
nights from
$1,133*
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 medieval city walls and its cobblestone streets). Drive back to Florence to drop off the car and finisht this trip with one last night stay.
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
Included:
Flight into and out of FlorenceHotel for 2 nights in FlorenceRental Car for 5 daysHotel for 1 night in SienaHotel for 1 night in PisaHotel for 1 night in LuccaHotel for 1 night in FlorenceDriving Time
Florence -Siena: 1 hr. 15 mins. approx.
Siena - Pisa: 1 hr. 40 mins. approx.
Pisa - Lucca: 40 mins. approx.
Lucca - Florence: 1 hr. 20 mins. approx.
Beautiful Tuscany (Florence - Lucca - San Gimignano - Siena - Self Drive)
9
nights from
$1,594*
Focus your visit to Italy in wonderful Tuscany!. Visit artistic Florence, then pick up your car and spend some leisurely days staying in Lucca, San Gimignano and Siena to be able to experience all the different aspects of this charming region. Return to Florence for one last stay.
This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.
Included:
Flight into and out of FlorenceHotel for 2 nights in FlorenceRental Car for 6 daysHotel for 2 nights in LuccaHotel for 2 nights in San GimignanoHotel for 2 nights in SienaHotel for 1 night in Florence
Rome - Tuscany - The Veneto - Lake Como - Milan by Train
13
nights from
$1,863*
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 Renaissance art and architecture). Continue to Verona (famous as home to star-crossed lovers Romeo and Juliet) in The Veneto Region, and after that, to Venice (romance and magic flow through this canal city). Finally, visit Lake Como (Italy`s most famous lake and home to international celebrities) and Milan (a world fashion capital).
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
Included:
Flight into Rome and out of MilanHotel for 2 nights in RomeTrain from Rome to SienaHotel for 1 night in SienaTrain from Siena to PisaHotel for 1 night in PisaTrain from Pisa to FlorenceHotel for 2 nights in FlorenceTrain from Florence to VeronaHotel for 1 night in VeronaTrain from Verona to VeniceHotel for 2 nights in Venice Train from Venice to Lake ComoHotel for 2 nights in Lake ComoTrain from Lake Como to MilanHotel for 2 nights in Milan
Rome - Siena - Pisa - Florence - Verona - Venice by Train
9
nights from
$1,416*
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 Renaissance art and architecture in the Tuscany) after that, Verona (one of the most romantic cities in Italy) and finally, Venice (set on gorgeous canals and intimate Gondola rides).
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
Included:
Flight into Rome and out of VeniceHotel for 2 nights in RomeTrain from Rome to SienaHotel for 1 night in SienaTrain from Siena to PisaHotel for 1 night in PisaTrain from Pisa to FlorenceHotel for 2 nights in FlorenceTrain from Florence to VeronaHotel for 1 night in VeronaTrain from Verona to VeniceHotel for 2 nights in Venice
Siena Getaway (Self Drive)
7
nights from
$1,039*
Spend a relaxing vacation in the Italian Tuscany. Make Siena (a region halted in time, representing a quaint medieval time with gothic palaces and altarpieces, tasty pastry shops); your home base in this area and use your rent a car to visit the whole area at your own pace. This is a flexible vacation package. Select your number of nights in each city, desired hotels and activities.
Included:
Flight into and out of FlorenceRental Car for 8 daysHotel for 6 nights in SienaHotel for 1 night in Florence
Journey through Tuscany and Umbria
8
nights from
$1,371*
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. This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.
Included:
Flight into and out of RomeHotel for 2 nights in RomeRent a car for 7 daysHotel for 1 nights in SienaHotel for 1 night in PisaHotel for 2 nights in FlorenceHotel for 1 night in AssisiHotel for 1 night in Rome
Italian Discovery
12
nights from
$8,032*
Begin your trip in Florence, catch a train for a visit to Siena (Southern Tuscany), then another train to Rome. At the end of your stay in Rome, pick up your rent a car for a drive to Sorrento (Amalfi Coast) and end with a night in Naples. This is a flexible package. Select your number of nights in each city, desired hotel and activities.
Included:
Flight into Florence and out of NaplesHotel for 3 nights in FlorenceTrain: Florence - SienaHotel for 2 nights in SienaTrain: Siena - RomeHotel for 3 nights in RomeRent a car for 5 daysHotel for 3 nights in SorrentoHotel for 1 night in Naples
Rome - Siena - Florence - Bologna - Milan - Verona - Padua - Venice (Self Drive)
12
nights from
$1,953*
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 masterpieces of Renaissance art and architecture, Bologna (thriving university town and architectural gem, plus its legendary traditional cuisine), Milan (one of the fashion and high-tech capitals of the world), Verona (charming Renaissance city, famous as home to star-crossed lovers Romeo and Juliet), Padova/Padua (beautiful historical centre and charming architecture) and 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
Included:
Flight into Rome and out of VeniceHotel for 3 nights in RomeRental Car for 10 daysHotel for 1 night in SienaHotel for 2 nights in Florence Hotel for 1 night in BolognaHotel for 1 night in MilanHotel for 1 night in VeronaHotel for 1 night in Padua (Padova)Hotel for 2 nights in VeniceDriving 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.
Rome - Siena - Florence - Venice - Verona - Milan by Train
12
nights from
$1,590*
Discover Italy`s greatest cities by train!. Start in Rome (the Eternal City) then, travel to Siena (representing a quaint medieval time with gothic palaces and altarpieces, tasty pastry shops) and next, Florence (home to Renaissance art and architecture). Continue to Venice (set on gorgeous canals and intimate Gondola rides), up next is Verona (known as one of the most romantic cities in Italy) and lastly, Milan (fashion and high-tech capitals of the world; known for the Duomo Cathedral and Vittorio Emanuele II shopping arcade).
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
Included:
Flight into Rome and out of MilanHotel for 2 nights in RomeTrain from Rome to Siena Hotel for 2 nights in SienaTrain from Siena to FlorenceHotel for 2 nights in FlorenceTrain from Florence to VeniceHotel for 2 nights in VeniceTrain from Venice to Verona Hotel for 2 nights in VeronaTrain from Verona to Milan Hotel for 2 nights in Milan
Heavenly Italy and Switzerland by Train (Rome - Florence - Siena - Venice - Lucerne - Zurich)
12
nights from
$1,587*
This vacation package is a must-do list of all of the most idyllic cities that Italy and Switzerland offer. Combine Imperial Rome and all its treasures, artistic Florence, sunny Siena in the south of Tuscany and charming and sumptuous Venice in Italy,. Finally travel to swiss breathtaking Lucerne with its preserved medieval architecture, sits amid snowcapped mountains on Lake Lucerne, and Zurich by trains. This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.
Included:
Flight into Rome and out of ZurichHotel for 2 nights in RomeTrain from Rome to FlorenceHotel for 2 nights in FlorenceTrain from Florence to Siena Hotel for 2 nights in SienaTrain from Siena to VeniceHotel for 2 nights in VeniceTrain from Venice to Lucerne Hotel for 2 nights in LucerneTrain from Lucerne to Zurich Hotel for 2 nights in Zurich
Tuscan Journey (Pisa - San Gimignano - Siena - Florence - Rome)
10
nights from
$1,930*
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 in Piazza del Campo) and up to Florence (capital of Italy’s Tuscany region, home to Renaissance art and architecture). From there, catch a train to the fabulous Rome (the Eternal City, with the Colosseum, Roman Forum and delicious food).
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
Included:
Flight into Pisa and out of RomeRental Car for 9 daysHotel for 2 nights in PisaHotel for 2 nights in San GimignanoHotel for 2 nights in SienaHotel for 2 nights in FlorenceTrain from Florence to RomeHotel for 2 nights in RomeDriving Time
Pisa- San Gimignano: 1 hr. 25 mins. approx.
San Gimignano - Siena: 50 mins. approx.
Siena - Florence: 1 hr. 45 mins. approx.
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