SUGGESTED ITINERARIES:
Enchanting Italy (Venice - Pisa - Florence - Assisi - Rome - Self Drive)
9
nights from
$1,942*
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 that, continue to Assisi (a hill town in central Italy’s Umbria region) and lastly, enjoy an unforgettable stay in Rome (famous for the Colosseum, Roman Forum, Vatican, 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 Venice and out of RomeHotel for 2 nights in VeniceRental Car for 6 daysHotel for 2 nights in PisaHotel for 2 nights in FlorenceHotel for 1 night in AssisiHotel for 2 nights in RomeDriving Time
Venice - Pisa: 3 hrs. 30 mins. approx.
Pisa - Florence: 1 hr. 30 mins. approx.
Florence - Assisi: 2 hrs. 15 mins. approx.
Assisi - Rome: 2 hrs. 30 mins. approx.
Rome - Florence - Venice - Lake Como - Milan by Train
10
nights from
$2,098*
Combine several of the most popular cities in Italy!. Visit Rome (the Eternal City, with the Colosseum, Roman Forum and delicious food) after that, visit Florence (Italy’s Tuscany region, is home to Renaissance art and architecture) and then, Venice (set on gorgeous canals, intimate Gondola rides under sculpted bridges). Continue to Lake Como (natural beauty of its setting and for the handsome villas on its shores) and finally, enjoy Milan (fashion and high-tech capitals of the world; Duomo Cathedral and Vittorio Emanuele II shopping arcade). Transportation between cities are all by trains.
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 FlorenceHotel for 2 nights in FlorenceTrain from Florence 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
Florence - Rome - Sorrento and Capri
More details
An unforgettable journey along Italy. Start in Florence (home to Renaissance art and architecture) and after that, take a train to Rome (the Eternal City, with its stunning architecture and delicious food). Continue south by transfer to visit Sorrento (overlooking the Bay of Naples, this coastal town is famous for its Limoncello liquor and good base for visiting the ancient sites of Pompeii and Herculaneum). From there connect these destinations with Ferries/hydrofoils, first to Capri (known for its magnificent rock formations and the beauty of the natural surroundings) and finally, to Naples (situated near Vesuvius, charming city with its narrow streets, ancient churches, street markets, bars and restaurants).
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 NaplesHotel for 3 nights in FlorenceTrain from Florence to RomeHotel for 3 nights in RomeTransfer from Hotel in Rome to Hotel in Sorrento via Herculaneum Archaeological AreaHotel for 2 nights in SorrentoFerry from Sorrento to CapriHotel for 2 nights in CapriFerry from Capri to NaplesHotel for 1 night in Naples
Venice - Florence - Rome and Palermo - Catania
12
nights from
$1,731*
Want to experience `La Dolce Vita`in Italy?... Connect Venice (the romantic city set on canals) and then, Florence (capital of Italy’s Tuscany region, is home to many masterpieces of Renaissance art)
and after that, Rome (the Eternal City, with its stunning architecture like the Colosseum and the Roman Forum and delicious food) by train rides. Continue with a flight to beautiful Sicily, where to visit by a transfer: Palermo (Sicily's Crown Jewel, it rewards inquisitive visitors with citrus-filled cloisters, stucco-laced chapels and vintage stores filled with the threads of faded aristocrats) and Catania (a city which exudes youthful vibrancy; great food, even better nightlife, and stunning views keep visitors returning year after year) await you!.
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 Venice and out of CataniaHotel for 3 nights in VeniceTrain from Venice to FlorenceHotel for 2 nights in FlorenceTrain from Florence to RomeHotel for 3 nights in Rome Flight from Rome to PalermoHotel for 2 nights in PalermoTransfer from Hotel in Palermo to Hotel in Catania via EnnaHotel for 2 nights in Catania
Bari - Lecce - Rome by Train
9
nights from
$2,268*
Discover the fascinating Europe visiting Italy with this package. Combine Bari (a major hub on mainland Southern Italy and well known as a port, university city, as well as the city of Saint Nicholas), Lecce (renowned for its beautiful historical structures such as the Basilica di Santa Croce, the Porta Napoli and the Duomo) and Rome (Italy's treasure with two millennia of artistic achievement). These destinations are connected by Trains.
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 Bari and out of RomeHotel for 3 nights in BariTrain Bari - Lecce Hotel for 3 nights in Lecce Train Lecce - Rome Hotel for 3 nights in Rome
Rail to Road: Charms of Italy (Venice - Florence - Rome - Sorrento)
8
nights from
$959*
Take Italy into your own hands!. Start in Venice (sumptuous palaces and romantic waterways), after that, trains rides will take you to Florence (home to many masterpieces of Renaissance Art and architecture) and Rome (famous for the Colosseum, Roman Forum, Vatican, and delicious food). From here, catch your Rental Car drive southern to Sorrento (overlooking the Bay of Naples, with stunning vistas, famous for its Limoncello liquor and good base for visiting the ancient sites of Pompeii and Herculaneum), before drive to Naples to drop off the car and take your flight 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 Venice and out of NaplesHotel for 2 nights in VeniceTrain from Venice to FlorenceHotel for 2 nights in FlorenceTrain from Florence to RomeHotel for 2 nights in RomeRental Car for 3 daysPick Up: Rome Downtown/Drop Off: Naples Airport Hotel for 2 nights in SorrentoDriving Time
Rome - Sorrento: 3 hrs. 50 mins. approx.
Sorrento - Naples Airport: 1 hr. approx.
Milan - Lake Como - Venice - Florence - Rome by Train
12
nights from
$2,498*
Sample Italy by train with all its best spots!. Start with a visit to Milan (a fashion and shopping capital) then, proceed by train for visits to Lake Como (a favorite destination for celebrities; Italy`s most famous lake); Venice (set on gorgeous canals, intimate Gondola rides under sculpted bridges), Florence (home to many masterpieces of Renaissance art and architecture) and imperial Rome (stunning architecture like the Colosseum and the 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 Milan and out of RomeHotel for 2 nights in MilanTrain from Milan to Lake ComoHotel for 2 nights in Lake ComoTrain from Lake Como to VeniceHotel for 2 nights in VeniceTrain from Venice to FlorenceHotel for 3 nights in Florence Train from Florence to RomeHotel for 3 nights in Rome
Rome - Florence and Tuscany Coast
9
nights from
$1,004*
Italy and its charming Coast!. Enjoy a nice stay in Rome (the Eternal City, with the Colosseum, Roman Forum and delicious food), after that, continue by train to Florence (Italy’s Tuscany region, is home to Renaissance art and architecture). From there, with a Rental Car, leap up to The Tuscany Coast (known for its endless sandy beaches and summer nightlife, with this cities as main destinations: Livorno, Forte dei Marmi, Marina di Pietrasanta, Lido di Camaiore, Viareggio and Torre del Lago). Drive back to Florence to drop off the car and finisht this trip with one last night stay.
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 Tuscany CoastHotel for 1 night in FlorenceDriving Time
Florence - Tuscany Coast:1 hr. 30 mins. approx.
Tuscany Coast - Florence: 1 hr. 30 mins. approx. approx.
Genoa - Cinque Terre - Florence - Chianti - Rome
11
nights from
$1,292*
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
Milan - Venice - Florence - Rome by Train
9
nights from
$1,708*
Most famous cities in Italy with a unique vacation package in Europe!. Start with a visit to Milan (a fashion and shopping capital) and after that, continue by train to Venice (set on gorgeous canals, intimate Gondola rides under sculpted bridges), Florence (home to many masterpieces of Renaissance art and architecture) and Imperial Rome (the Eternal City, with the Colosseum, the 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 Milan and out of RomeHotel for 2 nights in MilanTrain from Milan to VeniceHotel for 2 nights in VeniceTrain from Venice to FlorenceHotel for 2 nights in Florence Train from Florence to RomeHotel for 3 nights in Rome
Rome - Assisi - Florence - Venice by Train
9
nights from
$1,559*
Travel between these cities by very convenient train rides which allow you an opportunity to observe the lovely countryside in Italy!. From Rome (famous for the Colosseum, Roman Forum, Vatican, and delicious food) travel to Assisi (birthplace of Saint Francis and a UNESCO World Heritage Site) and after that, to Florence (home to many masterpieces of Renaissance Art and architecture). Finally, enjoy Venice (sumptuous palaces and romantic waterways).
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 AssisiHotel for 2 nights in AssisiTrain from Assisi to FlorenceHotel for 2 nights in FlorenceTrain from Florence to VeniceHotel for 2 nights in Venice
Rome and Essential Sicily (Palermo - Agrigento - Taormina - Catania) with Signature Transfers
11
nights from
$2,242*
Italy`s boot and capital city!. Combine pleasant stays in Rome (the Eternal City) with the essential highlights of Sicily Island, including: Palermo (history, culture, architecture and outdoor street markets), the Greek influenced of Agrigento (with its Valley of the Temples), Taormina (with its famous Ancient Greek Theatre) and Catania (cultural, artistic, economical and political centre in Sicily, with imposing mountains and marine reserves). An intercity flight and a private door-to-door service with a stop to visit the UNESCO Heritage Site of Castello di Caccamo (Sicily's largest and best-preserved Norman castles).
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 CataniaHotel for 3 nights in RomeFlight from Rome to PalermoHotel for 2 nights in PalermoTransfer from Hotel in Palermo to Hotel in Agrigento via Castello di CaccamoHotel for 2 nights in Agrigento Transfer from Hotel in Agrigento to Hotel in TaorminaHotel for 2 nights in TaorminaTransfer from Hotel in Taormina to Hotel in CataniaHotel for 2 nights in Catania
Rome - Northern Umbria - San Marino and Bologna (Self Drive)
10
nights from
$1,190*
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 is rich in rivers and lakes). Continue to San Marino (a mountainous microstate located within Italy and one of the world's oldest republics) and finish this trip in Bologna (a thriving university town and architectural gem, plus its legendary traditional cuisine).
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 BolognaHotel for 3 nights in RomeRental Car for 7 daysHotel for 3 nights in Northern UmbriaHotel for 2 nights in San MarinoHotel for 2 nights in BolognaDriving 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.
Rome - Pisa - Florence - Verona - Venice by Train
10
nights from
$1,200*
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 home to Renaissance art and architecture). Continue to Verona (one of the most romantic cities in Italy, due Shakespeare's love story of Romeo and Juliet) and finish with a visit to 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 Rome and out of VeniceHotel for 2 nights in RomeTrain from Rome to Pisa Hotel for 2 nights in Pisa Train from Pisa to FlorenceHotel for 2 nights in FlorenceTrain from Florence to VeronaHotel for 2 nights in VeronaTrain from Verona to Venice Hotel for 2 nights in Venice
Venice - Lake Maggiore - Florence - Rome
11
nights from
$1,978*
Start with a visit to romantic Venice, then catch the train for a visit to beautiful Lake Maggiore, from there continue to artistic Florence and end with a visit to historic Rome an historic city and the capital of Italy.
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 Venice and out of RomeHotel for 3 nights in VeniceTrain from Venice to Lake MaggioreHotel for 2 nights in Lake Lake MaggioreTrain from Lake Maggiore to FlorenceHotel for 3 nights in FlorenceTrain from Florence to RomeHotel for 3 nights in Rome
Rome - Spoleto - Perugia - Florence by Train
7
nights from
$887*
Hidden treasures in cities in Italy!. From Rome (the Eternal City, with its Colosseum, Roman Forum and delicious food), travel to Spoleto (ancient city on the foothill of the Apennines, famous for its historical Festival dei Due Mondi) after that, to Perugia (Umbria`s capital, famous for its preserved historic centre, architecture and chocolate making factory) and finally, to Florence (capital of Italy’s Tuscany region, is home to Renaissance art and architecture), 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 Rome and out of FlorenceHotel for 2 nights in RomeTrain from Rome to SpoletoHotel for 1 night in SpoletoTrain from Spoleto to PerugiaHotel for 2 nights in Perugia Train from Perugia to FlorenceHotel for 2 nights in Florence
Journey through Tuscany and Umbria
8
nights from
$883*
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 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 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