14-Day Italy Tours - Unique 14-Day tours to Italy

Accommodations

BudgetSimple stays with essential amenities. Typically guesthouses, hostels or hotels rated below 3 stars — clean, no-frills, and great for value-conscious travelers.
Mid-rangeComfortable and reliable 3-star stays. Expect private rooms, en-suite bathrooms, and solid amenities — a great balance between comfort and cost.
PremiumUpscale 4-5 star hotels and lodges. Enjoy high-end service, refined comfort, and premium locations — ideal for travelers seeking extra indulgence.

Create a 14-Day customized tour to Italy

Chat with a local expert who can help you design the perfect 14-Day itinerary to Italy

Alessandra GalassiTravel Expert in Italy
Elena KyrimiTravel Expert in Greece & Italy
Danilo CataniaTravel Expert in Italy

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Recommended by

Italy: Amalfi Coast to Puglia - 14 days

4.9

(30 reviews )

No booking fees

Best price guaranteed

Excellent tour. Amalfi Coast, Matera and Otranto were stunning. Most memorable experience were the private concert in Napoli and the Leece dancing group.

Beach

Tour Type

Group Tour

Accommodation

Resort, Villa, Hotel, Hut

Age Range

1-99 yrs

Operated in

english

Destinations

Bari, Naples, Alberobello, Monop

Bari, Naples, Alberobello, Monopoli, Lecce, Minori, Matera

Duration14 days

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Combine Italy in 2 Weeks with Nearby Countries for an Unforgettable Trip

See tours with itineraries going through multiple countries, including Italy

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Alternatively, explore tours that are exclusively just France and Italy.

Ultimate Italy - 14 days

(9 reviews )

No booking fees

Best price guaranteed

Our overall experience with GAdventures was outstanding. The CEOs leading the tours were extremely knowledgeable of the cities we visited and always ready to help make the tours exciting and fun. We had at least two days in each of the cites which gave us enough time to explore on our own or with new friends we made along the way. I highly recommend GAdventures and we are already looking for another GAdventure tour next year.

Cultural, religious and historic sites

Tour Type

Small Group Tour

Accommodation

Villa, Hotel

Age Range

12-100 yrs

Operated in

english

Destinations

Rome, Venice, Lake Como, Montepu

Rome, Venice, Lake Como, Montepulciano, Florence, Cinque Terre

Duration14 days

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Italy: Pasta & Piazzas - 14 days

4.6

(102 reviews )

No booking fees

Best price guaranteed

Some of the food that was pre paid for was really average and not all that great.

Explorer

Tour Type

Small Group Tour

Accommodation

Hostel, Hotel, Villa

Age Range

18-39 yrs

Operated in

english

Destinations

Rome, Florence, Sorrento, Venice

Rome, Florence, Sorrento, Venice, Milan, La Spezia

Duration14 days

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Highlights of Sicily - 14 days

(8 reviews )

No booking fees

Best price guaranteed

This was our first group travel experience ever and we were delighted by how easy and fun it was. We are definitely sold on GAdventures as a company and plan on using them in the future and telling our friends and family about them. We chose GAdventures because we liked that their trips were not jam-packed, had free time and flexibility. This trip exceeded all of our expectations!

City sightseeing

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

12-100 yrs

Operated in

english

Destinations

Palermo, Agrigento, Trapani, Cef

Palermo, Agrigento, Trapani, Cefalu, Lipari, Catania, Syracuse

Duration14 days

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Venice to Rome by Rail + Sorrento and the Amalfi Coast - 14 days

(1 review )

No booking fees

Best price guaranteed

Italy by rail offers a journey of timeless allure. On this 14-day adventure from Venice to Sorrento, with stops in Rome, Florence, and the Amalfi Coast, travelers experience the country’s iconic sights through a blend of city sightseeing and coastal exploration. The tour is tailored for those who appreciate a moderate pace, combining the freedom of train travel with guided discovery. Wander Venice’s romantic canals, browse Bologna’s bustling food markets, and marvel at Florence’s architectural masterpieces. Two full days in Rome allow deep dives into the Colosseum and Roman Forum. The sun-drenched Sorrento Peninsula awaits, with optional excursions to Capri and walks along the scenic Path of the Lemons. Pompeii’s legendary ruins and the dramatic silhouette of Mount Vesuvius complete the experience. This trip’s unique selling point is its seamless integration of Italy’s urban grandeur and coastal serenity—all connected by the comfort and efficiency of rail travel. It’s a tour package designed for those who want to see it all, at just the right pace.

City sightseeing

Tour Type

Small Group Tour

Accommodation

Hotel, Resort, Villa

Age Range

16-99 yrs

Operated in

english

Destinations

Venice, Sorrento, Maiori, Amalfi

Venice, Sorrento, Maiori, Amalfi, Bologna, Pisa, Rome, Naples

Duration14 days

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Europe Jewel - 14 days

4.9

(155 reviews )

No booking fees

Best price guaranteed

Really enjoyed the tour although it included very long driving hours on some days. Packing lighter would definitely have helped in getting around more easily as we changed hotels almost every day and some of them had a small walk from the drop off point. The group itself was amazing with the tour leader Darius being helpful and attentive. Our driver Pascal was excellent and we had bathroom stops every 3 hours or so in nice service stations having good food and snacks options.

Art and architecture

Tour Type

Group Tour

Accommodation

Hotel

Age Range

10-99 yrs

Operated in

english

Destinations

Amsterdam, Ghent, Swiss Alps, Pa

Amsterdam, Ghent, Swiss Alps, Paris, Rhine, Prague, Vienna, Budapest, Ljubljana, Venice, Tuscany

Duration14 days

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Classic Europe - 14 days

4.8

(80 reviews )

No booking fees

Best price guaranteed

Our tour guide, Alessandro, and driver, Sebastiano, were amazing. We had such a great time with them and our entire travel group on our Christmas and New Year tour. I would definitely book with Expat Explore again!

Active and outdoor

Tour Type

Group Tour

Accommodation

Hotel

Age Range

10-99 yrs

Operated in

english

Destinations

Paris, Rome, London, Amsterdam

Paris, Rome, London, Amsterdam, Nuremberg, Beaune, Montecatini Terme, Venice

Duration14 days

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Sicily and Its Isles - 14 days

(21 reviews )

No booking fees

Best price guaranteed

Personal help from tour director Rosario. He was exceptional.

Country side and village visits

Tour Type

Group Tour

Accommodation

Resort, Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Palermo, St Julian's, Cefalu, Sa

Palermo, St Julian's, Cefalu, Salinà, Taormina, Marsala, Agrigento

Duration14 days

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Europe Jewel Christmas & New Year - 14 days

4.9

(28 reviews )

No booking fees

Best price guaranteed

The tour was fun, interesting, informative, and an overall great experience. We travelled with a 12 year old and a 14 year old who also loved the whole experience and didn't want it to end.

Christmas markets

Tour Type

Group Tour

Accommodation

Hotel

Age Range

10-99 yrs

Operated in

english

Destinations

Amsterdam, Ghent, the Swiss Alps

Amsterdam, Ghent, the Swiss Alps, Paris, Rhine, Prague, Vienna, Budapest, Ljubljana, Venice, Tuscany

Duration14 days

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Italy 14-Day Tours and Trips

See Italy tours departing in

Create a 14-Day customized tour to Italy

The Best 14-day Trips in Italy with 434 Reviews

Italy: Amalfi Coast to Puglia - 14 days

Combine Italy in 2 Weeks with Nearby Countries for an Unforgettable Trip

Ultimate Italy - 14 days

Italy: Pasta & Piazzas - 14 days

Highlights of Sicily - 14 days

Venice to Rome by Rail + Sorrento and the Amalfi Coast - 14 days

Europe Jewel - 14 days

Classic Europe - 14 days

Sicily and Its Isles - 14 days

Europe Jewel Christmas & New Year - 14 days

The Best 14-day Trips in Italy with 434 Reviews

Europe

Asia

South America

Africa

North America

Oceania

Polar

Food, wine, events and nightlife

Adventure and sport

Wildlife, landscapes and nature

Boat tours, water sports and marine wildlife

Sightseeing, attractions, culture and history

Air tours, road trips and transfers

Beach, romance, getaways and relaxation

Special interests and hobbies

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Italy 14-Day Tours and Trips

See Italy tours departing in

Create a 14-Day customized tour to Italy

The Best 14-day Trips in Italy with 434 Reviews

The Best 14-day Trips in Italy with 434 Reviews