SUGGESTED ITINERARIES:
Rome - Florence and The Chianti Wine Region
9
nights from
$1,608*
Main cities, charming villages with great fine wine in Italy!. Enjoy a nice stay in Rome (the Eternal City, with its stunning Colosseum, Roman Forum and delicious food), after that, continue by train to Florence (capital of Italy’s Tuscany region, is home to Renaissance art and architecture). From there, with a Rental Car, leap up to the charming Chianti Wine Region (unique landscape, with green, gentle hills covered with wide fields of vineyards and olive groves, small stone villages, characteristic parishes and countryside homes in stone and of course, its worldwide Chianti Wine, made primarily with Sangiovese grapes). 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 Rome and out of FlorenceHotel for 3 nights in RomeTrain from Rome to FlorenceHotel for 2 nights in FlorenceRental Car for 4 daysHotel for 3 nights in Chianti Wine RegionHotel for 1 night in FlorenceDriving Time
Florence - Chianti Wine Region: 50 mins. / 1 hr. 10 mins. approx.
Chianti Wine Region - Florence: 50 mins. / 1 hr. 10 mins. approx. approx.
Tuscan Adventure (Florence - Montecatini - Lucca - Florence - Self Drive)
7
nights from
$1,357*
Tuscany Road Trip in Italy!. Visit the magnificent Florence (capital of Italy’s Tuscany region, home to Renaissance art and architecture), and from there, with a Rental Car, leap up to Tuscany Region, visiting Montecatini Terme (known for the art nouveau architecture, the Parco delle Terme Spa Complex) and Lucca (fantastic medieval city walls that still encircle most of the historic old town 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 6 daysHotel for 2 nights in MontecatiniHotel for 2 night in LuccaHotel for 1 night in FlorenceDriving Time
Florence - Montecatini: 1 hr. 10 mins. approx.
Montecatini - Lucca: 40 mins. approx.
Lucca - Florence: 1 hr. 30 mins. approx.
Beautiful Tuscany (Florence - Lucca - San Gimignano - Siena - Self Drive)
9
nights from
$1,673*
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.
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 LuccaHotel for 2 nights in San GimignanoHotel for 2 nights in SienaHotel for 1 night in Florence
Florence and San Gimignano (Self Drive)
7
nights from
$1,455*
Explore the beautiful cities in Italy by car!. Visit the magnificent city of Florence (capital of Italy’s Tuscany region, is home to many masterpieces of Renaissance art and architecture) and after that, continue with your Rental Car and spend a few days at your leisure in San Gimignano (famous for its medieval architecture, unique in the preservation of about a dozen of its tower houses, which, with its hilltop setting and encircling walls, form -an unforgettable skyline-). Drive back to Florence for one last 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
Included:
Flight into and out of FlorenceHotel for 3 nights in FlorenceRental Car for 5 daysHotel for 3 nights in San GimignanoHotel for 1 night in Florence Driving Time
Florence - San Gimignano : 1 hr. approx.
San Gimignano - Florence: 1 hr. approx.
Florence - Siena - Assisi - Rome by Train
8
nights from
$1,282*
Explore Italy!. Visit artistic Florence (capital of Italy’s Tuscany region, home to Renaissance art and architecture), continue to Siena (famous for its cuisine, art, museums, medieval cityscape and Piazza del Campo) and to Assisi (best known as the birthplace of St. Francis, Italy's patron saint, in Umbria's rolling hills). Finish with a stay in imperial Rome (the Eternal City, with its stunning Colosseum, Roman Forum and delicious food), all with the ease of travelling 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 Florence and out of RomeHotel for 2 nights in FlorenceTrain from Florence to SienaHotel for 2 nights in SienaTrain from Siena to AssisiHotel for 2 nights AssisiTrain from Assisi to RomeHotel for 2 nights Rome
Tuscan Highlights (Florence - Siena - San Gimignano - Self Drive)
7
nights from
$1,232*
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.
Rome - Siena - Florence - Venice by Train
8
nights from
$838*
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
Florence - Lucca - Venice by Train
7
nights from
$1,155*
Enjoy three beautiful and exciting destinations across Italy!. Visit artistic Florence (capital of Italy’s Tuscany region, is home to Renaissance art and architecture), Lucca (fantastic medieval city walls that still encircle most of the historic old town) and romantic Venice (set on gorgeous canals, intimate Gondola rides under sculpted bridges), all with the ease of travelling 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 Florence and out of VeniceHotel for 3 nights in FlorenceTrain from Florence to LuccaHotel for 2 nights in LuccaTrain from Lucca to VeniceHotel for 2 nights in Venice
Tuscan Scenery (Florence - Siena - Pisa - Lucca - Self Drive)
6
nights from
$1,245*
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.
Genoa - Cinque Terre - Florence - Chianti - Rome
11
nights from
$1,784*
Explore the beautifulItaly! Start in Genoa (ancient Renaissance buildings, famous museums and very good restaurants), then catch a train to;Cinque Terre (five miles of rocky coast with five small villages overlooking the sea, in the midst of two capes with hundreds of miles of beautiful paths); continue by train to Florence (Michelangelo's David, Botticelli's Birth of Venus, and Raphael's La Velata). After your visit, pick up your car and drive to the Chianti Wine Region (charming hill-covered region with picturesque landscape of small stone villages, sprawling vineyards and olive groves.) and finally drive to Rome (Italy's treasure with two millennia of artistic achievement).
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 Genoa and out of RomeHotel for 2 nights in GenoaTrain from Genoa to La Spezia (Entry to Cinque Terre)Hotel for 2 nights in La Spezia Train from La Spezia to FlorenceHotel for 2 nights in FlorenceRental Car for 3 daysHotel for 2 nights in ChiantiHotel for 3 nights in Rome
Florence - San Gimignano - Rome (Self Drive)
9
nights from
$1,404*
A Self Drive Vacation to some of our most popular destinations in Italy!. Spend a few days in artistic Florence (capital of Italy’s Tuscany region, is home to Renaissance art and architecture), then pick up your Rental Car and drive for a visit to San Gimignano (famous for its medieval architecture and towers). Finish with a stay in monumental Rome (the Eternal City, with its stunning 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 Florence and out of RomeHotel for 3 nights in FlorenceRental Car for 4 daysHotel for 3 nights in San GimignanoHotel for 3 nights in RomeDriving Time
Florence - San Gimignano: 1 hr. 10 mins. approx.
San Gimignano - Rome: 3 hrs. 20 mins. approx.
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