Italy City sightseeing Trips in 2025/2026

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Tutta Italia To Sicily by Plane And Aeolian Islands

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Travel from Rome to Palermo on the Tutta Italia To Sicily by Plane And Aeolian Islands trip, an 18-day sightseeing adventure tailored for seniors. This easy-paced group tour explores Taormina, Verona, and several other Italian treasures, blending city strolls, cultural sites, and scenic landscapes. With all logistics—including comfortable accommodations, transfers, and meals—handled for you, the journey prioritizes relaxation and discovery. The tour’s standout feature is its inclusion of the enchanting Aeolian Islands, offering a tranquil Mediterranean escape alongside Italy’s classic cities.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Palermo, Venice, Milazzo

Rome, Palermo, Venice, Milazzo, Taormina, Agrigento, Siena, Florence, Genoa, Milan, Verona

Duration18 days

From

USD 3,386

USD 3,284

Saving

USD 102

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10% OFF TODAY

Play & Pause: Central Europe Highlights

No booking fees

Best price guaranteed

The perfect mix of group activities and all-important YOU time. Got three weeks and want a mixed bag of must-see cities, famous icons and fresh AF landscapes? We got you. With two nights in every destination , you’ve got more time to check out the sights and discover the lesser-known gems worth bragging about. Towers, tandem paragliding and tasting – of the beer, pizza, schnitzel and stroopwafel kind, this Topdeck adventure seriously delivers.

City sightseeing Walking tours

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-39 yrs

Operated in

english

Destinations

Lisbon, London, Barcelona, Venic

Lisbon, London, Barcelona, Venice, Austrian Alps, Prague, Berlin, Amsterdam, Paris, Swiss Alps, Florence, Rome

10% OFF TODAY

Duration19 days

From

USD 4,959

USD 4,463

Saving

USD 496

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15% OFF TODAY

Best of Italy's North & South - 13 days

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SMALL GROUP TOUR: Embark on a 13-day small group tour from Rome that takes yoHotel Sheraton Rome Parco de' Medici, Viale Salvatore Rebecchiniu around the heel of Italy to the north and the home of the renaissance. Discover the ancient city of Pompeii, frozen in time by the eruption of Mount Vesuvius. Traverse rural Puglia and experience the allure of Trani, Lecce and Alberobello. Then head north to the beauty of Venice's canals and architecture, explore the picturesque scenery of Lake Garda before ending the tour in Milan.

Walking tours City sightseeing

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

18-80 yrs

Operated in

english

Destinations

Rome, Verona, Ariano Irpino, Pad

Rome, Verona, Ariano Irpino, Padua, Milan, Lecce, Salerno, Bologna

15% OFF TODAY

Duration13 days

From

USD 7,645

USD 6,498

Saving

USD 1,147

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Tutta Italia With Beautiful Campania and Sicily

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Experience an enchanting blend of Italy’s celebrated cities and southern gems on the Tutta Italia With Beautiful Campania and Sicily tour. Over 17 leisurely days, seniors will traverse from Rome to Palermo, visiting Venice, Siena, and Palermo plus nine other scenic stops. This easy-paced city sightseeing tour includes all the essentials—accommodation, transport, and meals—so you can focus on enjoying Italy’s art, cuisine, and culture. The unique selling point is its inclusion of both Campania’s coastal beauty and Sicily’s distinct heritage, creating a truly well-rounded Italian adventure.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Palermo, Venice, Perugia

Rome, Palermo, Venice, Perugia, Naples, Salerno, Taormina, Siena, Florence, Genoa, Milan, Verona

Duration17 days

From

USD 3,030

USD 2,939

Saving

USD 91

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Beautiful of Puglia, Campania and Sicily

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Best price guaranteed

From Rome to Palermo, the Beautiful of Puglia, Campania and Sicily tour offers seniors an 8-day journey through southern Italy’s most captivating regions. This group sightseeing trip covers Palermo, Salerno, and four additional locales, balancing cultural discovery with comfort and ease. Accommodations, meals, and transport are all included, letting you sit back and savor each destination’s unique flavor. The USP is the thoughtfully curated route, which showcases both Puglia’s rustic charm and Sicily’s storied landscapes in one convenient tour package.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Palermo, Bari, Brindisi, N

Rome, Palermo, Bari, Brindisi, Naples, Salerno, Taormina

Duration8 days

From

USD 1,372

USD 1,331

Saving

USD 41

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40% OFF TODAY

Magical Sicily (7 Days)

Trip customizable

Best price guaranteed

Experience the ultimate adventure in Sicily with our 7-day tour. Your journey starts in Palermo, the cultural, economic and tourism capital of Italy, and ends in the town of Taormina on the east coast of Sicily. In between, you will also explore other popular destinations, such as Agrigento, Ragusa, and Noto. In Palermo, explore the rich cultural heritage of the city, marvel at the intricate Norman architecture of Monreale Cathedral, savor local delicacies and wines on a historic winery tour, and enjoy a sensorial experience like no other. Continue your journey to Agrigento, where you will be transported back in time as you explore the ancient Greek monuments and ruins at the Valley of Temples. Next discover the stunning Baroque palaces and churches of Ragusa Ibla and Noto, before visiting the largest active volcano in Europe, Mount Etna. Finally, relax and unwind in the romantic town of Taormina. Don't miss out on the adventure of a lifetime!

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Palermo, Taormina, Sicily, Agrig

Palermo, Taormina, Sicily, Agrigento, Ragusa, Mount Etna

40% OFF TODAY

Duration7 days

From

USD 3,345

USD 2,007

Saving

USD 1,338

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15% OFF TODAY

Dolomites Explorer From Venice - 7 days

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Best price guaranteed

SMALL GROUP TOUR: Take in the sights of Venice on an included walking tour and enjoy an included 'Cicchetti' lunch before embarking on a 5-day exploration of the Dolomites. See shimmering lakes and rugged mountains, plus explore the captivating German-speaking towns of Brenico and Bressanone. Enjoy included wine tasting on the Prosecco Road, explore beautiful Bolzano, stay in the famous Cortina d'Ampezzo ski resort and visit Trento on your way to Milan.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

18-80 yrs

Operated in

english

Destinations

Venice, Trento, Cortina d'Ampezz

Venice, Trento, Cortina d'Ampezzo, Bolzano

15% OFF TODAY

Duration7 days

From

USD 3,745

USD 3,183

Saving

USD 562

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15% OFF TODAY

Puglia Explorer - 8 days

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Best price guaranteed

Join us on this 8-day tour of Puglia in southern Italy. Spend seven nights in the beautiful hilltop town of Ostuni, explore the whitewashed streets of Locorotondo and enjoy an included wine tasting. See the UNESCO-listed Trulli of Alberobello, taste Puglia's renowned olive oil in Martina Franca and delve into the baroque elegance of Lecce, often called the "Florence of the South." Visit the vibrant capital of Bari and stroll through Trani, a town rich in Arab, Byzantine, and Norman influences.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-80 yrs

Operated in

english

Destinations

Puglia, Ostuni

15% OFF TODAY

Duration8 days

From

USD 2,385

USD 2,027

Saving

USD 358

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Italy City Sightseeing Tour: Simply Italy Reunion 35 To 45

8% OFF TODAY

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Simply Italy Reunion 35 to 45

No booking fees

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Welcome to 15 days of pure Italian travel immersion with your squad of awesome 35-45 year old travellers. Covering Rome, Florence, Milan, Venice and beyond, this one brings you the blissful best of this soul-stirring country. Explore Rome's historical highlights, travel through the streets of Michelangelo's Florence, indulge in some authentic pasta on the Amalfi Coast. Stop by to see the stooping slopes of Sorrento in the breezy winter or the picture perfect Positano for your summery soul. And that's just an aperitivo. Beauty, romance and all the pasta you can fit in; the good life just got even better. That's amore!

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

18-35 yrs

Operated in

english

Destinations

Rome, Naples, Amalfi Coast, Flor

Rome, Naples, Amalfi Coast, Florence, Cinque Terre, Milan, Venice

8% OFF TODAY

Duration15 days

From

USD 3,306

USD 3,046

Saving

USD 260

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35% OFF TODAY

Classical Sicily - 8 Days

Trip customizable

Best price guaranteed

Embark on an unforgettable adventure through Sicily, where ancient history, stunning landscapes, and exquisite cuisine await you. Start in Catania, a city with a UNESCO-listed historical center featuring original Baroque architecture. Discover the archaeological marvels of Syracuse and the charming Baroque treasures of Noto before delving into the captivating Ragusa Ibla and Modica. Admire the Valley of the Temples in Agrigento, taste the renowned Marsala wines, and walk along the historic Salt Road. Explore the impressive Norman Cathedral in Monreale and the diverse attractions of Palermo. Experience the allure of Cefalù and conclude your journey with a visit to Europe’s highest volcano, Mount Etna, and the picturesque town of Taormina. Immerse yourself in Sicily’s rich heritage, from the Greek theater with views over Giardini Naxos bay to the UNESCO-listed sites and delectable local dishes. End your exploration back in Catania, cherishing the memories of a remarkable journey through Sicily’s cultural and natural wonders.

Art and architecture

Tour Type

Group Tour

Age Range

4-99 yrs

Operated in

english, italian, spanish

Destinations

Sicily, Catania, Noto, Piazza Am

Sicily, Catania, Noto, Piazza Amerina, Marsala, Palermo

35% OFF TODAY

Duration8 days

From

USD 2,400

USD 1,560

Saving

USD 840

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15% OFF TODAY

Milan to Rome, Puglia & Amalfi - 13 days

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Best price guaranteed

SMALL GROUP TOUR: Journey from Milan on this 13-day group tour, taking in the dazzling villages of Cinque Terre, the Leaning Tower of Pisa and the Renaissance capital of Florence. Explore Siena and Tuscany, enjoy free time in Rome to visit the Colosseum and Forum, and discover the highlights of Puglia in Italy's south. Delve into the caves of Matera, visit the gorgeous Amalfi Coast and see the ruins of Pompeii. Hike to the crater of Mount Vesuvius before returning to Rome.

Walking tours City sightseeing

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

18-80 yrs

Operated in

english

Destinations

Milan, Rome, La Spezia, Lecce, S

Milan, Rome, La Spezia, Lecce, Salerno, Florence, Montepulciano, Ariano Irpino

15% OFF TODAY

Duration13 days

From

USD 7,705

USD 6,549

Saving

USD 1,156

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Treasures Of Sicily

Trip customizable

Best price guaranteed

This tour of Sicily begins in the Taormina area, where the imposing Mt. Etna, Europe's most active volcano, awaits exploration within the vast Park of Etna. Delve into Syracuse's captivating archaeological sites, from the Roman Amphitheatre to the Greek Theatre, and wander through Ortigia's ancient nucleus with its remarkable cathedral. Sign up for a trip to The Temples' Valley in Agrigento to see iconic ancient structures like the Temple of Concorde, the Temple of Hercules, among others. Next up is a coastal boat tour offering breathtaking views of Taormina and opportunities for optional snorkeling at renowned spots like the "Grotta Azzurra." Opt for a captivating excursion to the UNESCO-listed Aeolian Islands of Lipari and Vulcano, soaking in their historical and natural splendor. Dive into the cinematic legacy of The Godfather with visits to Forza D'Agrò and Savoca, revealing iconic filming locations.

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel

Age Range

8-99 yrs

Operated in

english

Destinations

Catania, Taormina

Duration8 days

From

USD 1,049

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15% OFF TODAY

Best of Sardinia - 7 days

No booking fees

Best price guaranteed

SMALL GROUP TOUR: Discover the picturesque coastline, historic cities and mouth-watering food of the Mediterranean island of Sardinia on this 7-day escorted group tour. Enjoy three included gastronomic experiences to sample some of the island's delicious flavours and discover Cagliari and Alghero with included guided touring. See the historic cathedral of Oristano, explore the archaeological site of Palmavera and Tharros, relax with free time in Palau and stroll along the windswept trails of Capo Caccia Natural Reserve.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Hut

Age Range

18-80 yrs

Operated in

english

Destinations

Sardinia, Cagliari, Bosa, Algher

Sardinia, Cagliari, Bosa, Alghero, Palau

15% OFF TODAY

Duration7 days

From

USD 3,355

USD 2,852

Saving

USD 503

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Italy City Sightseeing Tour: European Escapade

8% OFF TODAY

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European Escapade

4.9

(27 reviews )

No booking fees

Best price guaranteed

Loved the whole experience- visited all the best countries in Europe, tasted wines, spirits and other European alcohol In cheapest prices. It’s not suitable for asians with dark skin and if you’re over 34 yrs old unless you have a thick skin to not give any reaction to the comments some people make as a joke- only because they are white and still young. Not sure what they are so proud about in those moments. Other than that I enjoyed my time with rest of them. The price was on discount- I had to add on some extra adventures which worth it. Honestly 24 days is finished so quickly. Recommend to all the people who like explore Europe more in less time in cheaper price. Great work contiki, I am on my second one now- in Thailand, this group of approx 30 people is much better than European escapades (just my personal experience).

City sightseeing

Tour Type

Group Tour

Accommodation

Hostel, Hotel, Resort, Guest House

Age Range

18-35 yrs

Operated in

english

Destinations

London, Florence, Beaujolais, French Riviera

8% OFF TODAY

Duration24 days

From

USD 3,759

USD 3,464

Saving

USD 295

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Combine your Italy City sightseeing Trips with Nearby Countries for an Unforgettable Trip

Explore City sightseeing Trips with itineraries going through multiple countries, including Italy

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Alternatively, explore other Top Activities in Italy: Cultural, religious and historic sites Tours, Art and architecture Tours or Explorer Tours.

All Italy City sightseeing Trips

Page 9 of 133 City sightseeing Trips in Italy with 2,493 Reviews

See Italy tours departing in

Tutta Italia To Sicily by Plane And Aeolian Islands

Play & Pause: Central Europe Highlights

Best of Italy's North & South - 13 days

Tutta Italia With Beautiful Campania and Sicily

Beautiful of Puglia, Campania and Sicily

Magical Sicily (7 Days)

Dolomites Explorer From Venice - 7 days

Puglia Explorer - 8 days

Simply Italy Reunion 35 to 45

Classical Sicily - 8 Days

Milan to Rome, Puglia & Amalfi - 13 days

Treasures Of Sicily

Best of Sardinia - 7 days

European Escapade

Page 9 of 133 City sightseeing Trips in Italy with 2,493 Reviews

Combine your Italy City sightseeing Trips with Nearby Countries for an Unforgettable Trip

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All Italy City sightseeing Trips

Page 9 of 133 City sightseeing Trips in Italy with 2,493 Reviews

See Italy tours departing in

Page 9 of 133 City sightseeing Trips in Italy with 2,493 Reviews