Italy City sightseeing Trips in 2025/2026

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Roman Holiday

4.5

(2 reviews )

No booking fees

Best price guaranteed

Everything was good, no complains. the tour guy Antonio was amazing. we are happy with all.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Siena, Florence

Duration8 days

From

USD 1,055

USD 1,023

Saving

USD 32

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Italy City Sightseeing Tour: Rome To Sicily

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Starting in Italy's 'Eternal City' of Rome, this epic adventure will take you through the Amalfi coastline to Calabria and Sicily over 23 days. Learn about the catastrophic fate of Pompeii, soak up the sunshine in the coastal town of Sorrento and explore the beautiful Amalfi Coast, before heading south to Calabria – a hidden gem for those who stray off Italy’s beaten path. Continue to bustling Sicily, with the volcanic valleys of Mt. Etna, the timeworn streets of Syracuse, the Baroque wonders of Ragusa, the ruins of the Valley of Temples and the rich anti-Mafia history of Palermo. Starring dramatic cliffside villages, clear waters and delicious seafood, this is a chance to experience the highlights of southern Italy.

City sightseeing

Tour Type

Small Group Tour

Accommodation

Hotel, Guest House, Resort, Hut

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Palermo, Lazio, Civita, Tr

Rome, Palermo, Lazio, Civita, Tropea, Reggio Calabria, Catania, Siracusa, Pompeii, Agrigento, Marsala, Sorrento, Amalfi

Duration23 days

From

USD 7,770

USD 7,537

Saving

USD 233

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In the heart of Italy

3.8

(4 reviews )

No booking fees

Best price guaranteed

For those drawn to Italy’s storied past and vibrant present, the 'In the Heart of Italy' tour is a nine-day city sightseeing journey based around Rome. This group tour provides comfortable hotel stays, transportation, and meals, all with an easy activity level suited to seniors. Explore Rome’s ancient wonders and modern life with expert guidance, ensuring both comfort and enrichment. The standout feature is the tour’s focus on the capital’s historic heart, offering a thorough yet relaxed exploration of Italy’s cultural capital.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Florence, Venice, Perugia

Duration9 days

From

USD 1,220

USD 1,183

Saving

USD 37

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Best of Sicily

(1 review )

Trip customizable

Best price guaranteed

Venture on a transformative 10-day odyssey through the enchanting landscapes of Sicily, immersing yourself in the authentic tapestry of Italian life. Indulge your senses in a symphony of flavors, from the finest local olive oils to exquisite wines and succulent fruits harvested from ancient regal estates. Trace the footsteps of proud empires as you wander amidst the haunting ruins that whisper tales of a bygone era. Ascend to hilltop towns, where time seems to stand still, and lose yourself in the surreal beauty of Mount Etna's lunar-like lava fields. This journey promises not just a vacation, but a collection of cherished memories

Art and architecture

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

13-99 yrs

Operated in

english

Destinations

Campania, Sicily, Lazio, Catania

Campania, Sicily, Lazio, Catania, Taormina, Agrigento, Palermo

Duration10 days

From

USD 2,515

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Splendours of Sicily

Trip customizable

Best price guaranteed

Stand in awe of the resplendent baroque architecture and UNESCO-designated marvels, each a testament to Sicily's storied past. Immerse yourself in the vibrant local culture, embracing the genuine warmth and enchanting allure of this tranquil Mediterranean haven. Revel in the island's diverse offerings, from its captivating natural landscapes to its profound historical legacy, its culturally rich tapestry, and its gastronomic delights. Indeed, Sicily is a tapestry woven with threads of natural beauty, ancient marvels, vibrant culture, and exquisite cuisine, promising an unforgettable adventure

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

13-99 yrs

Operated in

english

Destinations

Catania, Campania, Sicily, Agrig

Catania, Campania, Sicily, Agrigento, Palermo

Duration8 days

From

USD 1,633

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Italy City Sightseeing Tour: Italian Elegance

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Italian Elegance

4.8

(30 reviews )

No booking fees

Best price guaranteed

The guides are the best and make all the difference.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Venice, Florence, San Gimi

Rome, Venice, Florence, San Gimignano, Santa Margherita, Cinque Terre, Lake Maggiore, Cortina d'Ampezzo

7% OFF TODAY

Duration12 days

From

USD 6,025

USD 5,602

Saving

USD 423

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18% OFF TODAY

Europe Explorer

4.8

(42 reviews )

No booking fees

Best price guaranteed

This was my first trip to Europe and I could not imagine experiencing it any better than on the 18 day EX tour. Although we only scratched the surface of many places it gave a wonderful perspective for places I want to come back to for further exploration. We covered a lot of ground in 18 days and made unforgettable memories. I was expecting to see beautiful things and have great experience but the relationships that formed within our group were an unexpected, and delightful, surprise. I'm so thankful I choose to do this tour and have recommended to all of my friends. I will definitely do another Expat tour when I'm able. Disclaimer; This is not a trip for those who want to kick back and relax. It was very active with many early mornings, late night and non-stop adventure days.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

10-99 yrs

Operated in

english

Destinations

Paris, Amsterdam, Rome, Venice

Paris, Amsterdam, Rome, Venice, Lauterbrunnen, Black Forest, Toulouse, Barcelona, Avignon, Nice, Tuscany

18% OFF TODAY

Duration18 days

From

USD 4,100

USD 3,375

Saving

USD 725

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The Tuscan Dream Self-Drive

(2 reviews )

Trip customizable

Best price guaranteed

GO!!! Our first time in Italy and this package was absolutely amazing. The price, sights, hotels and people couldn’t be beat. Really, just go!

City sightseeing

Tour Type

Independent Tour

Accommodation

Hotel

Age Range

8-99 yrs

Operated in

English

Destinations

Rome, Siena, Tuscany, Chianti, Pistoia

Duration7 days

From

USD 629

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Italy City Sightseeing Tour: Italian Concerto

14% OFF TODAY

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Italian Concerto

4.6

(102 reviews )

No booking fees

Best price guaranteed

Great tour at a great price

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Venice, Amalfi Coast & Cam

Rome, Venice, Amalfi Coast & Campania, Capri, Florence

14% OFF TODAY

Duration11 days

From

USD 3,925

USD 3,374

Saving

USD 551

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Italy City Sightseeing Tour: Southern Italy And Sicily

15% OFF TODAY

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Southern Italy and Sicily

4.5

(80 reviews )

No booking fees

Best price guaranteed

All the options were excellent. The local guides walked at a slow pace giving us time to take pictures. Our guide Alfonso and our driver Tito were great. We would take a tour with them anytime

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

5-99 yrs

Operated in

english

Destinations

Pompeii, Rome, Sorrento, Palermo

Pompeii, Rome, Sorrento, Palermo, Capri, Taormina, Agrigento

15% OFF TODAY

Duration10 days

From

USD 3,650

USD 3,090

Saving

USD 560

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Best of Italy: Tuscany, Cinque Terre & The Amalfi Coast

(4 reviews )

No booking fees

Best price guaranteed

Great adventure, great guide in Shallal, we'd love to have her on our next adventure! Can say nothing but good things, except perhaps to schedule during a cooler time of year but that is not anything you can change!. We did notice the group dynamic changed when 4 people ended their first week with our group and 4 new people joined our group for the 2nd week. We were more of a team with the first group we had and that was really nice and a good selling point for small group tours like yours. For our next tour we'll be looking only at small group tours.

Local culture

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

12-100 yrs

Operated in

english

Destinations

Florence, Naples, Amalfi Coast &

Florence, Naples, Amalfi Coast & Campania, Cinque Terre, Castellina In Chianti, Sorrento

Duration13 days

From

USD 3,749

USD 3,637

Saving

USD 112

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Italy Bellissimo

4.8

(190 reviews )

No booking fees

Best price guaranteed

Amazing variety of experiences, excellent tour guide and local specialists. I also loved that Trafalgar supports local artists and family run farms. A highlight for me was the Make Travel Matter experience with the weavers.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Capri, Assisi, Venice, Montecatini Terme

Duration11 days

From

USD 3,435

USD 3,332

Saving

USD 103

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Jewels of Italy and Milan by Rail

(1 review )

Trip customizable

Best price guaranteed

I’ve always loved Italy, but doing it by rail added a special touch. Over eight days, we hit Rome, Florence, Venice, and wrapped up in Milan, all by high-speed train. The pace worked perfectly for me (I’m 58), with fresh city arrivals each morning and comfortable hotels each night The highlights: a hop-on hop-off loop in Rome hit the Colosseum, Pantheon, Trevi Fountain , an optional wine tasting tour that I booked in Florence and Venice’s gondola ride. Everything flowed perfectly well..no dragging suitcases or missed trains. For travelers in our age bracket, this tour blends comfort, culture, and hassle-free travel. If you want Italy’s treasures without the planning headache, this rail tour delivers in a big way.

City sightseeing Train tours

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

8-99 yrs

Operated in

english

Destinations

Milan, Rome, Florence, Venice

Duration8 days

From

USD 1,417

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Beautiful Europe

No booking fees

Best price guaranteed

Six countries, sixteen days, and a wealth of memories await on the "Beautiful Europe" tour. Perfect for seniors, this city sightseeing trip starts and ends in Prague, weaving through Budapest, Vienna, Innsbruck, and more. With all accommodations, meals, and transport provided, you can relax and savor the ever-changing scenery. The tour’s USP lies in its extensive itinerary—offering a panoramic sweep of Europe’s finest cities without sacrificing comfort or leisure.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

15-99 yrs

Operated in

english

Destinations

Budapest, Rome, Vienna, Prague

Budapest, Rome, Vienna, Prague, Munich, Zurich, Venice, Salzburg, Innsbruck, Milan, Florence

Duration16 days

From

USD 2,548

USD 2,472

Saving

USD 76

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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 4 of 160 City sightseeing Trips in Italy with 2,497 Reviews

See Italy tours departing in

Roman Holiday

Rome to Sicily

In the heart of Italy

Best of Sicily

Splendours of Sicily

Italian Elegance

Europe Explorer

The Tuscan Dream Self-Drive

Italian Concerto

Southern Italy and Sicily

Best of Italy: Tuscany, Cinque Terre & The Amalfi Coast

Italy Bellissimo

Jewels of Italy and Milan by Rail

Beautiful Europe

Page 4 of 160 City sightseeing Trips in Italy with 2,497 Reviews

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

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

All Italy City sightseeing Trips

Page 4 of 160 City sightseeing Trips in Italy with 2,497 Reviews

See Italy tours departing in

Page 4 of 160 City sightseeing Trips in Italy with 2,497 Reviews