- Best of Italy
- Door to Door Discoveries in Italy
- History and Culture in Italy
- Regions of Italy
- Culinary Experiences in Italy
- Italian Wine Regions
- Italian Seaside Resorts
- Iconic Italian Road Trips
- Idyllic Islands of Italy
- The Dolomites
- Cinque Terre
- Amalfi Coast
List of vacation packages
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Customer feedback (5313)Rome - Florence - Venice by Train
7 to 11+ nights from$879*This packages is recommended for 7 to 11+ nights.
Customize it by selecting dates, No. of nights in each city and your departure city.
Our #1 Bestseller to Italy!. Visit these fascinating cities: Rome (with stunning Colosseum, Roman Forum and delicious food) after that, travel north to Florence (capital of Italy’s Tuscany region and home to Renaissance Art and architecture) and finally, to Venice (set on gorgeous canals, intimate Gondola rides under sculpted bridges). T ...
Rome - Florence - Venice by Train
7 to 11+ nights from $879 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on February 24, 2026. Choose your own departure city and dates.
This 7 night sample itinerary includes:
- Flight into Rome and out of Venice
- Hotel for 3 nights in Rome
- Train from Rome to Florence
- Hotel for 2 nights in Florence
- Train from Florence to Venice
- Hotel for 2 nights in Venice
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Customer feedback (2004)
Paris and Rome by Air
6 to 9+ nights from$969*This packages is recommended for 6 to 9+ nights.
Customize it by selecting dates, No. of nights in each city and your departure city.
Discover the best of France and Italy!. Combine Paris (the romantic City of Lights; shopping, dining, museums) and Rome (the Eternal City, with its stunning architecture like the Colosseum and the Roman Forum and its delicious food) with an intercity flight.What Makes Tripmasters Vacation Packages Different?Unique, fully custom approach t ...
Paris and Rome by Air
6 to 9+ nights from $969 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on March 5, 2026. Choose your own departure city and dates.
This 6 night sample itinerary includes:
- Flight into Paris and out of Rome
- Hotel for 3 nights in Paris
- Flight from Paris to Rome
- Hotel for 3 nights in Rome
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Customer feedback (886)
Rome and Florence by Train
6 to 9+ nights from$729*This packages is recommended for 6 to 9+ nights.
Customize it by selecting dates, No. of nights in each city and your departure city.
Visit two of the most glorious and highly popular cities in Italy!. Enjoy Rome (the Eternal City, with its stunning architecture like the Colosseum, the Roman Forum and delicious food) and after that, catch a train to Florence (capital of Italy’s Tuscany region, is home to Renaissance Art and Architecture). What Makes Tripmasters Vacation ...
Rome and Florence by Train
6 to 9+ nights from $729 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on February 25, 2026. Choose your own departure city and dates.
This 6 night sample itinerary includes:
- Flight into Rome and out of Florence
- Hotel for 3 nights in Rome
- Train from Rome to Florence
- Hotel for 3 nights in Florence
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Customer feedback (708)
Runway to Rail: London - Paris and Rome
9 to 13+ nights from$1,249*This packages is recommended for 9 to 13+ nights.
Customize it by selecting dates, No. of nights in each city and your departure city.
Fantastic countries; England, France and Italy, full of history and attractions. Visit London (the epicenter of culture and excitement in England; fabulous shopping, rich history, the Royal Palace); then, continue by train to Paris (the romantic City of Lights, with The Louvre); and finally fly to Rome (Italy`s treasure with The Colosseum ...
Runway to Rail: London - Paris and Rome
9 to 13+ nights from $1,249 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on March 1, 2026. Choose your own departure city and dates.
This 9 night sample itinerary includes:
- Flight into London and out of Rome
- Hotel for 3 nights in London
- Eurostar Train from London to Paris
- Hotel for 3 nights in Paris
- Flight from Paris to Rome
- Hotel for 3 nights in Rome
- The Eurostar does not have guaranteed availability at Christmas, we suggest selecting air between Paris and London during this time
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Customer feedback (602)
Rome - Cinque Terre - Florence - Venice by Train
9 to 13+ nights from$1,079*This packages is recommended for 9 to 13+ nights.
Customize it by selecting dates, No. of nights in each city and your departure city.
Experience Italy by train!. Travel to Rome (famous for the Colosseum, Roman Forum, Vatican and delicious food), after that, 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), next is Florence (home to many masterpieces of Renaissance A ...
Rome - Cinque Terre - Florence - Venice by Train
9 to 13+ nights from $1,079 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on March 2, 2026. Choose your own departure city and dates.
This 9 night sample itinerary includes:
- Flight into Rome and out of Venice
- Hotel for 3 nights in Rome
- Train from Rome to La Spezia (Gateway to Cinque Terre)
- Hotel for 2 nights in Cinque Terre Area
- Train from La Spezia to Florence
- Hotel for 2 nights in Florence
- Train from Florence to Venice
- Hotel for 2 nights in Venice
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Customer feedback (578)
Runway to Rail: Paris and Venice - Florence - Rome
10 to 15+ nights from$1,129*This packages is recommended for 10 to 15+ nights.
Customize it by selecting dates, No. of nights in each city and your departure city.
Combine France and Italy most popular cities in Europe!. Paris (the romantic City of Lights, the Eiffel Tower and The Louvre) will steal your breath before flying to Venice (with sumptuous palaces and dreamy waterways). Take the train and enjoy the charming countryside on route to Florence (home to many masterpieces of Renaissance art and ...
Runway to Rail: Paris and Venice - Florence - Rome
10 to 15+ nights from $1,129 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on February 22, 2026. Choose your own departure city and dates.
This 10 night sample itinerary includes:
- Flight into Paris and out of Rome
- Hotel for 3 nights in Paris
- Flight from Paris and Venice
- Hotel for 2 nights in Venice
- Train from Venice to Florence
- Hotel for 2 nights in Florence
- Train from Florence to Rome
- Hotel for 2 nights in Rome
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Customer feedback (412)
Rome - Florence - Venice - Milan by Train
9 to 13+ nights from$959*This packages is recommended for 9 to 13+ nights.
Customize it by selecting dates, No. of nights in each city and your departure city.
One of our most popular vacation packages, offering an incredible introduction to Italy!. Discover Rome (the Eternal City, with the Colosseum, Roman Forum and delicious food) after that, travel north to Florence (Italy’s Tuscany region, is home to Renaissance art and architecture), continue to Venice (set on gorgeous canals, intimate Gond ...
Rome - Florence - Venice - Milan by Train
9 to 13+ nights from $959 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on February 25, 2026. Choose your own departure city and dates.
This 9 night sample itinerary includes:
- Flight into Rome and out of Milan
- Hotel for 3 nights in Rome
- Train from Rome to Florence
- Hotel for 2 nights in Florence
- Train from Florence to Venice
- Hotel for 2 nights in Venice
- Train from Venice to Milan
- Hotel for 2 nights in Milan
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Customer feedback (399)
Barcelona and Rome by Air
6 to 9+ nights from$839*This packages is recommended for 6 to 9+ nights.
Customize it by selecting dates, No. of nights in each city and your departure city.
Visit Spain and Italy with this customizable vacation package! Barcelona (on the cutting edge of fashion, culture, food and music) welcomes you warmly and Rome (Italy`s treasure with centuries of achievement in the arts and charming alleys) captivates. Flights between cities. What Makes Tripmasters Vacation Packages Different?Unique, full ...
Barcelona and Rome by Air
6 to 9+ nights from $839 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on February 23, 2026. Choose your own departure city and dates.
This 6 night sample itinerary includes:
- Flight into Barcelona and out of Rome
- Hotel for 3 nights in Barcelona
- Flight from Barcelona to Rome
- Hotel for 3 nights in Rome
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Customer feedback (353)
London - Paris - Rome by Air
9 to 13+ nights from$1,269*This packages is recommended for 9 to 13+ nights.
Customize it by selecting dates, No. of nights in each city and your departure city.
An undeniably unique adventure, combining three famous cities in England, France and Italy. Discover London (a world center of theatre, art, music, literature and culture), Paris (the City of Light is the world's most visited capital) and Rome (the Eternal City, with its stunning architecture and delicious food). These destinations are co ...
London - Paris - Rome by Air
9 to 13+ nights from $1,269 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on March 3, 2026. Choose your own departure city and dates.
This 9 night sample itinerary includes:
- Flight into London and out of Rome
- Hotel for 3 nights in London
- Flight from London to Paris
- Hotel for 3 nights in Paris
- Flight from Paris to Rome
- Hotel for 3 nights in Rome
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Customer feedback (323)
Rome and Athens by Air
6 to 9+ nights from$769*This packages is recommended for 6 to 9+ nights.
Customize it by selecting dates, No. of nights in each city and your departure city.
Combine Italy and Greece with this customizable fantastic vacation package!. Enjoy wonderful stays at Rome (the Eternal City, with its Colosseum, Roman Forum and delicious food) and Athens (the cradle of civilization and home of democracy). A flight connects these cities. What Makes Tripmasters Vacation Packages Different?Unique, fully ...
Rome and Athens by Air
6 to 9+ nights from $769 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on February 25, 2026. Choose your own departure city and dates.
This 6 night sample itinerary includes:
- Flight into Rome and out of Athens
- Hotel for 3 nights in Rome
- Flight from Rome to Athens
- Hotel for 3 nights in Athens
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Customer feedback (203)
Runway to Rail: Paris and Venice - Rome
8 to 12+ nights from$1,099*This packages is recommended for 8 to 12+ nights.
Customize it by selecting dates, No. of nights in each city and your departure city.
Combine France and Italy with an exclusive vacation package to some of the most popular cities in Europe! Paris (the romantic City of Lights, the Eiffel Tower and The Louvre) will steal your breath before flying to Venice (with sumptuous palaces and dreamy waterways). Take the train and observe the charming countryside en route to Rome (I ...
Runway to Rail: Paris and Venice - Rome
8 to 12+ nights from $1,099 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on February 26, 2026. Choose your own departure city and dates.
This 8 night sample itinerary includes:
- Flight into Paris and out of Rome
- Hotel for 3 nights in Paris
- Flight from Paris to Venice
- Hotel for 2 nights in Venice
- Train from Venice to Rome
- Hotel for 3 nights in Rome
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Customer feedback (161)
Paris - Barcelona - Rome by Air
9 to 13+ nights from$1,199*This packages is recommended for 9 to 13+ nights.
Customize it by selecting dates, No. of nights in each city and your departure city.
Visit 3 Europe's Gems: France, Spain and Italy. Combine Paris (With its monuments and delectable foods, vast perspectives and intimate streets, formal gardens and quiet squares), Barcelona (on the biting edge of fashion, architecture, food, style, music and good times, one of the most exciting cities on the western Mediterranean) and Rom ...
Paris - Barcelona - Rome by Air
9 to 13+ nights from $1,199 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on March 3, 2026. Choose your own departure city and dates.
This 9 night sample itinerary includes:
- Flight into Paris and out of Rome
- Hotel for 3 nights in Paris
- Flight from Paris to Barcelona
- Hotel for 3 nights in Barcelona
- Flight from Barcelona to Rome
- Hotel for 3 nights in Rome
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Customer feedback (96)
Rail to Road: Venice - Florence - Rome and Amalfi
12 to 18+ nights from$1,269*This packages is recommended for 12 to 18+ nights.
Customize it by selecting dates, No. of nights in each city and your departure city.
Visit some highlights of Italy with a unique vacation package in Europe! Visit Venice (unrivaled romance cruising the canals) and then take the train to admire the artistic treasures of Florence, followed by a stay in Rome (Italy's treasure with two millennia of artistic, political, and cultural achievement). Finally, drive down to the Am ...
Rail to Road: Venice - Florence - Rome and Amalfi
12 to 18+ nights from $1,269 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on February 23, 2026. Choose your own departure city and dates.
This 12 night sample itinerary includes:
- Flight into Venice and out of Naples
- Hotel for 3 nights in Venice
- Train from Venice to Florence
- Hotel for 2 nights in Florence
- Train from Florence to Rome
- Hotel for 3 nights in Rome
- Rental Car for 4 days
- Hotel for 3 nights in Amalfi
Driving Time
Rome - Amalfi: 3 hr. 30 min. approx.
Amalfi - Naples Airport: 1 hr. 20 mins. approx.
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Customer feedback (72)
Rail to Road: Charms of Italy (Venice - Florence - Rome - Sorrento)
8 to 12+ nights from$999*This packages is recommended for 8 to 12+ nights.
Customize it by selecting dates, No. of nights in each city and your departure city.
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 S ...
Rail to Road: Charms of Italy (Venice - Florence - Rome - Sorrento)
8 to 12+ nights from $999 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on February 24, 2026. Choose your own departure city and dates.
This 8 night sample itinerary includes:
- Flight into Venice and out of Naples
- Hotel for 2 nights in Venice
- Train from Venice to Florence
- Hotel for 2 nights in Florence
- Train from Florence to Rome
- Hotel for 2 nights in Rome
- Rental Car for 3 days
- Pick Up: Rome Downtown/Drop Off: Naples Airport
- Hotel for 2 nights in Sorrento
Driving Time
Rome - Sorrento: 3 hrs. 50 mins. approx.
Sorrento - Naples Airport: 1 hr. approx.
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Customer feedback (55)
Venice - Pisa - Florence - Assisi - Sorrento - Rome (Self Drive)
11 to 17+ nights from$1,339*This packages is recommended for 11 to 17+ nights.
Customize it by selecting dates, No. of nights in each city and your departure city.
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 ...
Venice - Pisa - Florence - Assisi - Sorrento - Rome (Self Drive)
11 to 17+ nights from $1,339 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on March 9, 2026. Choose your own departure city and dates.
This 11 night sample itinerary includes:
- Flight into Venice and out of Rome
- Hotel for 2 nights in Venice
- Rent a car for 7 days
- Hotel for 2 nights in Pisa
- Hotel for 2 nights in Florence
- Hotel for 1 night in Assisi
- Hotel for 2 nights in Sorrento
- Hotel for 2 nights in Rome
Driving Time
Venice - Pisa: 4 hrs. 30 mins. approx.
Pisa - Florence: 1 hr. 20 mins. approx.
Florence - Assisi: 2 hrs. 5 mins. approx.
Assisi - Sorrento: 4 hrs. 30 mins. approx.
Sorrento - Rome: 3 hrs. 5 mins. approx.
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Customer feedback (44)
Rome - Athens - Istanbul by Air
9 to 13+ nights from$1,039*This packages is recommended for 9 to 13+ nights.
Customize it by selecting dates, No. of nights in each city and your departure city.
One of the most popular combination in Italy, Greece and Turkey!. Begin your vacation package in Rome (the Eternal City, with its stunning architecture like the Colosseum and the Roman Forum and delicious food) then, visit Athens (the cradle of civilization and home of democracy) and finally, Istanbul (rich legacy and culture, stunning s ...
Rome - Athens - Istanbul by Air
9 to 13+ nights from $1,039 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on March 9, 2026. Choose your own departure city and dates.
This 9 night sample itinerary includes:
- Flight into Rome and out of Istanbul
- Hotel for 3 nights in Rome
- Flight from Rome to Athens
- Hotel for 3 nights in Athens
- Flight from Athens to Istanbul
- Hotel for 3 nights in Istanbul
- Ramadan is a month of spirituality and purification during which participants abstain from eating, drinking, and smoking. Ramadan is typically celebrated in late winter or early spring.
Please verify dates before booking travel because food and entertainment services in hotels and other public places may be affected.
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Customer feedback (39)
Rome - Cinque Terre - Florence by Train
9 to 13+ nights from$949*This packages is recommended for 9 to 13+ nights.
Customize it by selecting dates, No. of nights in each city and your departure city.
Lovely Italy!. Discover Rome (the Imperial City; a hub of religious, political, and social achievements), after that, travel to Cinque Terre (five small villages overlooking the sea, in the midst of two capes with hundreds of miles of beautiful paths) and Florence (capital of Italy’s Tuscany region, is home to many masterpieces of Renaiss ...
Rome - Cinque Terre - Florence by Train
9 to 13+ nights from $949 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on March 10, 2026. Choose your own departure city and dates.
This 9 night sample itinerary includes:
- Flight into Rome and out of Florence
- Hotel for 3 nights in Rome
- Train from Rome to La Spezia (Gateway to Cinque Terre)
- Hotel for 3 nights in Cinque Terre Area
- Train from La Spezia to Florence
- Hotel for 3 nights in Florence
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Customer feedback (36)
Rome - Naples - Taormina - Palermo by Train
9 to 13+ nights from$1,069*This packages is recommended for 9 to 13+ nights.
Customize it by selecting dates, No. of nights in each city and your departure city.
Italy is a treasure trove of art, culture, religion, tradition, beauty and, of course, food!. Visit Rome (the Eternal City, with the Colosseum, Roman Forum and delicious food), famous Naples (home place of delicious and authentic PIZZA an excelente cuisine, known also for its natural beauties), enchanting Taormina (with its famous ancien ...
Rome - Naples - Taormina - Palermo by Train
9 to 13+ nights from $1,069 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on March 10, 2026. Choose your own departure city and dates.
This 9 night sample itinerary includes:
- Flight into Rome and out of Palermo
- Hotel for 3 nights in Rome
- Train from Rome to Naples
- Hotel for 2 nights in Naples
- Train from Naples to Taormina
- Hotel for 2 nights in Taormina
- Train from Taormina to Palermo
- Hotel for 2 nights in Palermo
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Customer feedback (8)
Rome - Athens - Cairo by Air
6 to 9+ nights from$1,149*This packages is recommended for 6 to 9+ nights.
Customize it by selecting dates, No. of nights in each city and your departure city.
Enjoy your holiday with a mix of culture and art in Italy, Greece and Egypt!. Begin your trip in Rome (the Eternal City, with its stunning architecture and delicious food) and then, travel to Athens (the cradle of civilization and home of democracy) and finally, to Cairo (the capital of Egypt; full of rich history from Greek, Roman and E ...
Rome - Athens - Cairo by Air
6 to 9+ nights from $1,149 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on March 3, 2026. Choose your own departure city and dates.
This 6 night sample itinerary includes:
- Flight into Rome and out of Cairo
- Hotel for 2 nights in Rome
- Flight from Rome to Athens
- Hotel for 2 nights in Athens
- Flight from Athens to Cairo
- Hotel for 2 nights in Cairo
- Ramadan is a month of spirituality and purification during which participants abstain from eating, drinking, and smoking. Ramadan is typically celebrated in late winter or early spring.
Please verify dates before booking travel because food and entertainment services in hotels and other public places may be affected.
-
Customer feedback (6)
Another Side of Sicily Self Drive (Palermo - Trapani - Cefalu)
7 to 11+ nights from$919*This packages is recommended for 7 to 11+ nights.
Customize it by selecting dates, No. of nights in each city and your departure city.
Here is a Italy you don`t often see on postcards (but that you definitely should see)! Begin in quintessential Palermo (this is an obvious must; with enviable glamor, great food, shopping, and history), before heading off to Trapani (an enchanting town composed of marvelous coasts that alternate with steep cliffs and endless beaches) and ...
Another Side of Sicily Self Drive (Palermo - Trapani - Cefalu)
7 to 11+ nights from $919 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on March 11, 2026. Choose your own departure city and dates.
This 7 night sample itinerary includes:
- Flight into and out of Palermo
- Rental Car for 8 days
- Hotel for 3 nights in Palermo
- Hotel for 2 nights in Trapani
- Hotel for 2 nights in Cefalu
