10 BEST Italy Small Group Trips & Tours 2025/2026

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Upgraded - Walking Italy: Rome & Umbria

4.3

(3 reviews )

No booking fees

Best price guaranteed

A very pleasant and enjoyable holiday with great accommodation, views ,walks and guides. Enrico our rep was fantastic. Friendly, funny and engaging. A brilliant ambassador for EXPLORE. Would have no hesitation in going with them again. Thank you.

Walking toursCity sightseeing

Tour Type

Small Group Tour

Accommodation

Hotel, Resort

Age Range

16-99 yrs

Operated in

english

Destinations

Rome, Colosseum, Umbria, Montefa

Rome, Colosseum, Umbria, Montefalco, Assisi, Spoleto, Orvieto

Duration8 days

From

USD 4,010

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15% OFF TODAY

Milan to Rome, Puglia & Amalfi - 13 days

No booking fees

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 toursCity 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 7,695

USD 6,541

Saving

USD 1,154

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Venice to Rome by Rail + Sorrento and the Amalfi Coast

(1 review )

No booking fees

Best price guaranteed

Traverse Italy by train, taking in the sights and delights of some of the country's most iconic cities. Stroll and sip a spritz alongside the canals of Venice, wander the food markets of Bologna, gaze out over the breathtaking beauty of Florence from Piazzale Michelangelo and people watch in the piazzas of Rome. Venice - Discover 'the Floating City\ and climb the San Giorgio Maggiore bell tower for a bird's-eye view of the canals. Pisa - Visit the historic city and marvel at the incredible leaning tower. Rome - Explore Italy's vibrant capital and see the ancient Colosseum and Roman Forum. Want to see more of Italy? - Continue your trip to Sorrento and the Amalfi Coast (Trip code: VRA).

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

From

USD 5,260

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All Italy Small Group Trips

Page 5 of 59 Small Group Trips in Italy with 630 Reviews

Create your custom-made trip to Italy

Page 5 of 59 Small Group Trips in Italy with 630 Reviews

Upgraded - Walking Italy: Rome & Umbria

Milan to Rome, Puglia & Amalfi - 13 days

Venice to Rome by Rail + Sorrento and the Amalfi Coast

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Africa

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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 Small Group Trips

Page 5 of 59 Small Group Trips in Italy with 630 Reviews

Create your custom-made trip to Italy

Page 5 of 59 Small Group Trips in Italy with 630 Reviews

Upgraded - Walking Italy: Rome & Umbria

Milan to Rome, Puglia & Amalfi - 13 days

Venice to Rome by Rail + Sorrento and the Amalfi Coast