5-Day Italy Tours - Unique 5-Day tours to Italy

The Best 5-day Trips in Italy with 131 Reviews

Showing 1 - 10 of 28 results

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Classical Italy - 5 days

4.4

(102 reviews )

No booking fees

Best price guaranteed

GUIDES ARE MORE INCLINED TOWARDS THEIR WELLFARE AND THEIR COMFORT RATHER THAN THAT OF THE PASSENGERS

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Florence, Venice

Duration5 days

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Italy City Break - 5 days

4.5

(4 reviews )

Trip customizable

Best price guaranteed

Exploring Italy through this trip was an unforgettable experience! It allowed us to see all the iconic landmarks in each city we visited, offering a remarkable variety of activities that left no room for boredom. What made the journey even more exceptional were the guides - their passion for the country, combined with their extensive knowledge, made the trip truly unforgettable. They made it a priority to connect with each and every traveler, ensuring that everyone was fully immersed in the tour. With everything taken care of, this trip exceeded our expectations and more. I highly recommend it to anyone who wants to discover Italy in the best possible way!

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Rome, Florence, Venice, Assisi

Rome, Florence, Venice, Assisi, Montepulciano, Siena, Tuscany, Bologna, Padua

Duration5 days

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Combine Italy in 5 Days 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 or England and Italy.

Beautiful Puglia - 5 days

(2 reviews )

No booking fees

Best price guaranteed

If you’re longing for an authentic Italian escape, the 5-day Beautiful Puglia city sightseeing tour is a top pick for seniors. Beginning and ending in Rome, this guided trip uncovers the charm of Bari and Brindisi, blending historical exploration with regional cuisine. Group camaraderie and inclusive arrangements ensure a relaxed, social atmosphere. Its unique advantage lies in the focused exploration of Puglia—a region renowned for its distinctive culture and landscapes.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Bari, Brindisi, Naples

Duration5 days

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Naples Escape & Sorrento (on Request) - 5 days

(1 review )

Trip customizable

Best price guaranteed

We just returned from a wonderful trip to Italy. Grazia helped plan our trip. She provided excellent advice before and during our journey. We will definitely use TUI Italy again!

Art and architecture

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english, spanish

Destinations

Naples, Sorrento, Rome

Duration5 days

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Splendid Tour (on Request) - 5 days

(1 review )

Trip customizable

Best price guaranteed

Discover some of the most essential parts of Italy on this five-day cultural trip, beginning with an exploration of the ruins of ancient Pompeii and continuing to the magnificent views of Positano and its surrounding fishing villages.

Art and architecture

Tour Type

Group Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english, spanish

Destinations

Rome, Sorrento, Amalfi

Duration5 days

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Sorrento, Positano, Amalfi, Capri & Pompeii - 5 days

4.8

(10 reviews )

Trip customizable

Best price guaranteed

Everything from the hotel check-in to the daily tours was seamless. I appreciated how organized the tour was. Capri, Sorrento, and Pompeii were each impressive in their own way. Great value and unforgettable memories!

Cultural, religious and historic sites

Tour Type

Group Tour

Age Range

4-79 yrs

Operated in

english

Destinations

Pompeii, Amalfi Coast & Campania

Pompeii, Amalfi Coast & Campania, Naples, Sorrento, Positano, Amalfi, Capri

Duration5 days

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Veloce Italia - 5 days

4.6

(9 reviews )

No booking fees

Best price guaranteed

This tour covered all the best spots in Italy, from Rome to Venice. The guide was super helpful, and everything was well planned. I loved every moment!

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

6-80 yrs

Operated in

english

Destinations

Rome, Florence, Venice

Duration5 days

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Highlights of Matera and Apulia Private Tour - 5 days

(1 review )

Trip customizable

Best price guaranteed

Private Tour around Apulia and Matera beyond our expectations .Very good the Hotel in Matera, Dimora di Metello..but also Tenuta Monacelle near Alberobello. Great local guide and meals. I only think you should had add an extra day in Apulia, 5 days are not enough. Anyway excellent tour and service. Very good value for money

Sightseeing ToursFood tours

Tour Type

Private Tour

Accommodation

Hotel

Age Range

20-99 yrs

Operated in

english

Destinations

Matera, Puglia, Polignano A Mare

Matera, Puglia, Polignano A Mare, Alberobello, Monopoli, Bari

Duration5 days

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Venetian Treasures (port-to-port cruise) - 5 days

(1 review )

No booking fees

Best price guaranteed

This cruise was great. The only complaint is I did receive information on how to book optional excursions in advance.

CruiseCity sightseeing

Tour Type

Cruise Tour

Accommodation

Ship Cabin

Age Range

18-79 yrs

Operated in

english

Destinations

Venice, Chioggia

Duration5 days

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Southern Pearls (on Request) - 5 days

Trip customizable

Best price guaranteed

Picture yourself gliding along Italy’s iconic coastline, savoring the romance and charm of Naples, Pompeii, Sorrento, and Capri—all in just five days. The "Southern Pearls (on Request)" tour invites seniors to enjoy a relaxed, self-guided art and architecture trip that begins and ends in Rome. With handpicked accommodations and transport taken care of, the focus remains on leisurely exploration. The first half of the journey immerses travelers in history and grandeur, from the ruins of Pompeii to the bustling energy of Naples. In Sorrento and Capri, take your time to soak up mesmerizing coastal vistas. The latter part of the tour lets you unwind in Positano, offering the freedom to lounge at your hotel, wander through picturesque streets, or swim in the Mediterranean’s inviting waters. The standout feature of this tour package is its flexibility—allowing mature travelers to craft their own pace while enjoying the best of Italy’s southern gems. Whether you’re seeking cultural richness or seaside relaxation, this trip promises a harmonious blend of both.

Art and architecture

Tour Type

Group Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english, spanish

Destinations

Rome, Sorrento, Positano

Duration5 days

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Italy 5-Day Tours and Trips

Create a 5-Day customized tour to Italy

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The Best 5-day Trips in Italy with 131 Reviews

The Best 5-day Trips in Italy with 131 Reviews

Classical Italy - 5 days

Italy City Break - 5 days

Combine Italy in 5 Days with Nearby Countries for an Unforgettable Trip

Beautiful Puglia - 5 days

Naples Escape & Sorrento (on Request) - 5 days

Splendid Tour (on Request) - 5 days

Sorrento, Positano, Amalfi, Capri & Pompeii - 5 days

Veloce Italia - 5 days

Highlights of Matera and Apulia Private Tour - 5 days

Venetian Treasures (port-to-port cruise) - 5 days

Southern Pearls (on Request) - 5 days

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Food, wine, events and nightlife

Adventure and sport

Wildlife, landscapes and nature

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Sightseeing, attractions, culture and history

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Beach, romance, getaways and relaxation

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Italy 5-Day Tours and Trips

Create a 5-Day customized tour to Italy

See Italy tours departing in

The Best 5-day Trips in Italy with 131 Reviews

The Best 5-day Trips in Italy with 131 Reviews