From gorging on the famous pizzas of Naples to spending time lounging on the Amalfi Coast, there is plenty you can include in a two weeks trip to Italy. Start by visiting the ancient sites of Rome before taking a scenic route down to Venice through Lake Como, Montepulciano, and Cinque Terre. Or take an alternative route to the city of canals through the Tuscan countryside, exploring the Serchio River in Lucca. Throw in other attractions as you go along, from the Leaning Tower of Pisa to the vaulting cathedral and arched bridges of Florence. For more information, please check our guide on how many days to spend in Italy.
Book a 14-day Italy itineraries below, or check out our 2 weeks in Italy guide.
12 Trips in Italy with 4 Reviews
- Starts Rome, Italy
- Ends Venice, Italy
Ultimate Italy
14 day cultural, religious and historic sites tour through Rome, Montepulciano, Florence and 3 other destinations in Italy. Read More
- Tour Type Small Group Tour
- Activities Cultural, religious and historic sites & Countryside and village visits +3 more
- Accommodation Hotel & Villa
- Transport Train, Boat, Bus & Taxi
- Age Range 1+ years old
days14
From
US$ 3,249
US$ 2,599
SavingUS$ 650
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You've unlocked exclusive savings:
- Brochure Price:US$ 3,249
- Special Deal (20%):- US$ 650
- Total Price from:US$ 2,599
Next Departures
- Sep 18 Only 2 seats left
- Oct 16 Only 8 seats left
Tour with flexible booking policy
- Starts Rome, Italy
- Ends Venice, Italy
Best of Italy
14 day city sightseeing tour through Rome, Florence, Lucca and 4 other destinations in Italy. Read More
- Tour Type Small Group Tour
- Activities City sightseeing & Art and architecture +5 more
- Accommodation Hotel & Villa
- Transport Boat, Train, Bus, Private Vehicle & Ferry
- Age Range 15+ years old
days14
From
US$ 3,790
US$ 2,842
SavingUS$ 948
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You've unlocked exclusive savings:
- Brochure Price:US$ 3,790
- Special Deal (25%):- US$ 948
- Total Price from:US$ 2,842
Next Departures
- Aug 22 Only 6 seats left
- Sep 01 Only 7 seats left
Tour with flexible booking policy
- Starts Venice, Italy
- Ends Rome, Italy
Iconic Italy
14 day cultural, religious and historic sites trip through Venice, Cinque Terre, Florence and 4 other destinations in Italy. Read More
- Tour Type Small Group Tour
- Activities Cultural, religious and historic sites & City sightseeing +3 more
- Accommodation Hotel & Villa
- Transport Boat, Train, Bus & Minibus
- Age Range 1+ years old
days14
From
US$ 5,099
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Next Departures
- Sep 11 Only 1 seat left
- Oct 09 Only 7 seats left
Tour with flexible booking policy
- Starts Naples, Italy
- Ends Alberobello, Italy
Italy: Amalfi Coast to Puglia
14 day beaches trip through Naples, Amalfi Coast & Campania, Matera and 6 other destinations in Italy. Read More
- Tour Type Group Tour
- Activities Beaches
- Accommodation Resort, Villa & Hotel
- Transport Boat, Ferry & Private Vehicle
- Age Range 1+ years old
days14
From
US$ 3,749
US$ 3,562
SavingUS$ 187
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You've unlocked exclusive savings:
- Brochure Price:US$ 3,749
- Special Deal (5%):- US$ 187
- Total Price from:US$ 3,562
Next Departures
- Sep 08 Only 1 seat left
- Oct 20 Only 3 seats left
- Starts London, England
- Ends London, England
Classic Europe
“Well organized with a first class well informed guide. The perfect way to see the best of Europe in ...”
- Tour Type Small Group Tour
- Activities Active and outdoor & Cultural, religious and historic sites +1 more
- Accommodation Hotel & Resort
- Transport Coach, Bus & Taxi
- Age Range 1+ years old
days14
From
US$ 3,145
US$ 2,170
SavingUS$ 975
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You've unlocked exclusive savings:
- Brochure Price:US$ 3,145
- Special Deal (31%):- US$ 975
- Total Price from:US$ 2,170
Next Departures
- Aug 30 Only 10 seats left
- Sep 13 Only 4 seats left
- Starts Rome, Italy
- Ends Palermo, Italy
Country Roads of Southern Italy & Sicily
14 day cultural, religious and historic sites tour through Rome, Sicily, Palermo and 5 other destinations in Italy. Read More
- Tour Type Group Tour
- Activities Cultural, religious and historic sites & Museum and gallery visits +1 more
- Accommodation Hotel & Resort
- Transport Ferry, Taxi & Coach
- Age Range 5+ years old
days14
From
US$ 4,495
US$ 3,911
SavingUS$ 584
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You've unlocked exclusive savings:
- Brochure Price:US$ 4,495
- Special Deal (13%):- US$ 584
- Total Price from:US$ 3,911
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- Sep 03 Only 8 seats left
- Sep 17 10+ seats left
- Starts Rome, Italy
- Ends Amsterdam, Holland
Splendid Europe
14 day city sightseeing tour through Rome, Innsbruck, Lucerne and 4 other destinations in 5 different countries. Read More
- Tour Type Group Tour
- Activities City sightseeing & Cultural, religious and historic sites +2 more
- Accommodation Hotel
- Transport Coach, Private Vehicle, Taxi & Train
- Age Range 5+ years old
days14
From
US$ 4,605
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Next Departures
- May 04 Only 6 seats left
- May 18 10+ seats left
- Starts London, England
- Ends London, England
Get Social: Central Europe Highlights
14 day adventure trip through Paris, Florence, Rome and 5 other destinations in 5 different countries. Read More
- Tour Type Group Tour
- Activities Adventure & Sightseeing Tours +1 more
- Accommodation Bungalow & Hostel
- Transport Coach & Bus
- Age Range 18-39 yrs
days14
From
US$ 2,839
US$ 2,271
SavingUS$ 568
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You've unlocked exclusive savings:
- Brochure Price:US$ 2,839
- Special Deal (20%):- US$ 568
- Total Price from:US$ 2,271
Next Departures
- Sep 04 10+ seats left
- Oct 02 10+ seats left
- Starts Palermo, Italy
- Ends Palermo, Italy
Highlights of Sicily
14 day city sightseeing tour through Palermo, Cefalu, Lipari and 4 other destinations in Italy. Read More
- Tour Type Small Group Tour
- Activities City sightseeing
- Accommodation Hotel & Villa
- Transport Boat, Ferry & Private Vehicle
- Age Range 1+ years old
days14
From
US$ 3,299
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Next Departures
- Mar 26 10+ seats left
- Apr 09 10+ seats left
Tour with flexible booking policy
- Starts Rome, Italy
- Ends Amsterdam, Holland
Rome to Amsterdam Rail Travel
14 day train trip through Rome, Florence, Venice and 7 other destinations in 7 different countries. Read More
- Tour Type Small Group Tour
- Activities Train tours & City sightseeing
- Accommodation Hotel
- Transport Train
- Age Range 1+ years old
days14
From
US$ 4,440
US$ 2,753
SavingUS$ 1,687
View Tour
You've unlocked exclusive savings:
- Brochure Price:US$ 4,440
- Special Deal (38%):- US$ 1,687
- Total Price from:US$ 2,753
Next Departures
- Sep 25 Only 1 seat left
- Oct 23 10+ seats left
- Starts Rome, Italy
- Ends Corfu, Greece
The Dalmatian Coast: Croatia, Corfu & Medieval Cities
14 day adriatic cruise trip through Rome, Split, Korčula and 5 other destinations in 5 different countries. Read More
- Tour Type Small Group Tour
- Activities Adriatic Cruise
- Accommodation Hostel, Resort & Villa
- Transport Boat, Ferry, Private Vehicle, Train & Taxi
- Age Range 18-35 yrs
days14
From
US$ 1,999
US$ 1,599
SavingUS$ 400
View Tour
You've unlocked exclusive savings:
- Brochure Price:US$ 1,999
- Special Deal (20%):- US$ 400
- Total Price from:US$ 1,599
Next Departures
- Sep 27 Only 4 seats left
- Oct 11 Only 9 seats left
Tour with flexible booking policy
- Starts London, England
- Ends Rome, Italy
Treasures of Europe from London to Rome
14 day city sightseeing trip through London, Paris, Andermatt and 3 other destinations in 4 different countries. Read More
- Tour Type Group Tour
- Activities City sightseeing
- Accommodation Hotel
- Transport Train & Boat
- Age Range 1+ years old
days14
From
US$ 3,549
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Next Departures
- Sep 29 Only 5 seats left
- Jan 26 10+ seats left
Personalize your 14-day Italy tour itinerary
Traveling to Italy for 14 days? Chat with a local travel specialist in Italy who can help organize your trip.
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