10 BEST Italy Small Group Trips & Tours 2025/2026

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.

Italy Small Group Tours: Highlights Of Italy

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Highlights of Italy

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How long does it take to fall in love? In a country where history spills from world-class museums and tiny osterias serve up life-changing pasta recipes, eight days might just be enough (but if you have more time, why not extend your adventure?). On this trip, you’ll begin winding your way through the canals of Venice, hiking through the scenic Cinque Terre, soaking up beauty and history of Florence and finishing up in the piazzas of Rome. With plenty of free time for independent exploration and the freedom to discover Italy's history and culture at your own pace, there's no better way to see this popular pocket of Europe.

City sightseeing

Tour Type

Small Group Tour

Accommodation

Hotel, Hostel

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Venice, Liguria, Cinque Te

Rome, Venice, Liguria, Cinque Terre and Liguria, Florence

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Duration8 days

From

USD 1,995

USD 1,548

Saving

USD 447

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Ultimate Italy

(9 reviews )

No booking fees

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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

From

USD 3,799

USD 3,685

Saving

USD 114

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Walking the Amalfi Coast

4.7

(426 reviews )

No booking fees

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Basically a perfect week in a beautiful part of the world, good food, great companions, great walks, excellent guide, great weather and fantastic views and experiences...

Trekking and HikingBeach

Tour Type

Small Group Tour

Accommodation

Hotel, Hut, Villa

Age Range

16-99 yrs

Operated in

english

Destinations

Amalfi Coast & Campania, Bomeran

Amalfi Coast & Campania, Bomerano, Amalfi, Pompeii, Naples

Duration8 days

From

USD 2,175

USD 2,110

Saving

USD 65

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Highlights of the Amalfi Coast

4.7

(113 reviews )

No booking fees

Best price guaranteed

An absolutely brilliant trip with a lovely group of people. Wonderful food, scenery and great hotel. Everyday was a completely different experience - a tour with great variety and something for everyone.

Food tours

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

16-99 yrs

Operated in

english

Destinations

Amalfi Coast & Campania, Naples

Amalfi Coast & Campania, Naples, Bomerano, Amalfi, Path Of Gods, Capri, Ravello

Duration8 days

From

USD 2,400

USD 2,328

Saving

USD 72

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Discover Puglia: Italy's Ancient Heel

4.6

(49 reviews )

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An excellent trip. The pace of the trip is perfect. A week flew by and we felt we had been all over the Puglia region. So much to do and see in such a short space of time and yet we managed to relax and get some free time in too. The food was outstanding, the wine was delightful, the people were a pleasure to be around. Every stage of the trip was enjoyable and slightly different.

Food toursLocal culture

Tour Type

Small Group Tour

Accommodation

Hotel, Resort

Age Range

16-99 yrs

Operated in

english

Destinations

Matera, Lecce, Salento, Alberobe

Matera, Lecce, Salento, Alberobello, Grotte Di Castellana, Ostuni, Otranto

Duration8 days

From

USD 2,620

USD 2,541

Saving

USD 79

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Italy Small Group Tours: Italy Experience

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Italy Experience

(2 reviews )

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The comfort level trip allows for the traveller to fully experience Italy as a local with their off the beaten track options but with the convenience of travelling comfort, local guidance and added inclusions.

City sightseeing

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Venice, Liguria, Cinque Te

Rome, Venice, Liguria, Cinque Terre and Liguria, Florence, Perugia

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Duration10 days

From

USD 4,745

USD 3,912

Saving

USD 833

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Walking in Puglia & Matera

4.7

(111 reviews )

No booking fees

Best price guaranteed

This holiday is a fantastic introduction to the Puglia and Basilicata area of Italy. I enjoyed all of the towns that we visited and would have happily spent more time in Alberobello and Ostuni.

Trekking and Hiking

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

16-99 yrs

Operated in

english

Destinations

Matera, Puglia, Alberobello, Ostuni

Duration8 days

From

USD 2,400

USD 2,328

Saving

USD 72

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Best of Italy

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The enduring phrase ‘la dolce vita’ (the good life) truly captures the essence of Italy. On this trip, you’ll spend 14 days discovering the heart of all things Italian on a culturally rich adventure from the piazzas of Rome to the canals of Venice. Discover the Tuscan countryside on a leisurely cycle along Lucca’s Serchio River, peer into Pisa, take to the trails of the Cinque Terre for some stunning coastal views and walk the Portofino Peninsula with its glamourous residents. With time spent wine tasting in rural villages, cruising along Lake Como and relaxing along canals in Venice, you’ll soon understand why Italy remains in the hearts of all who visit.

City sightseeing

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Venice, Cadenabbia, Floren

Rome, Venice, Cadenabbia, Florence, Lucca, Liguria, Asti

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Duration14 days

From

USD 4,690

USD 3,867

Saving

USD 823

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Rome to Amalfi

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If you want a short trip packed with diversity, this eight-day adventure through southern Italy is perfect for you. Acquaint yourself with Italy's 'Eternal City' (Rome) and get up close and personal with a still active volcano in Naples before witnessing the aftermath of a volcanic eruption in Pompeii. Soak up the sunshine in the coastal town of Sorrento and explore the beautiful Amalfi Coast. This trip promises a blend of history, trekking and culinary delights — a taste of la dolce vita awaits.

City sightseeing

Tour Type

Small Group Tour

Accommodation

Hotel, Resort, Hut

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Amalfi Coast & Campania, P

Rome, Amalfi Coast & Campania, Pompeii, Sorrento, Amalfi

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Duration8 days

From

USD 2,460

USD 2,148

Saving

USD 312

Instant book available

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Walking in Tuscany

4.9

(226 reviews )

No booking fees

Best price guaranteed

This part of Tuscany was a complete surprise and a total delight. Not only did we have the typical walking through rolling pastureland covered with wildflowers, we also had many walks through shady forests decorated with sun streaming through the new green leaves and over a floor of last years copper leaves before we emerged onto high ridges to enjoy stunning views over still snow clad peaks. A total delight.

Trekking and Hiking

Tour Type

Small Group Tour

Accommodation

Hotel, Hut, Resort

Age Range

16-99 yrs

Operated in

english

Destinations

Tuscany, Pisa, Lucca, Braccicort

Tuscany, Pisa, Lucca, Braccicorti, Corfino, Casone

Duration8 days

From

USD 2,250

USD 2,183

Saving

USD 68

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Small Group Tour of Sicily: Highlights

4.8

(6 reviews )

Trip customizable

Best price guaranteed

We had a wonderful day together with Alfredo. Alfredo was the best guide ever!! He was excellent and was so fluent in english, he told us many interesting stories. He is an expert in Sicilian history and culture. he was both singing and dancing for us-we enjoyed it a lot. But most of all, he was such a service minded and understanding person. For example we were come minutes late in the morning and then we enjoyed the tour at the winery so much that we caused a delay in Alfredo's schedule but he was so humble and understanding. We highly recommend it to everyone travelling to Sicily.

Food toursWine tasting tours

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Palermo, Catania, Sicily, Taormi

Palermo, Catania, Sicily, Taormina, Syracuse

Duration8 days

From

USD 2,908

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Tuscany Walks & Chianti Wines

4.8

(89 reviews )

No booking fees

Best price guaranteed

The trip had a really good balance of activities, with plently to do while still leaving you time to relax and chill out. Tuscany is so beautiful and Fattoria Voltrona was a great place to stay. I would definitely recommend this trip to my friends.

Trekking and HikingFood tours

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Siena, Tuscany, Chianti, Pancole

Siena, Tuscany, Chianti, Pancole, Florence, San Gimignano

Duration8 days

From

USD 2,775

USD 2,692

Saving

USD 83

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Highlights of Sicily

4.6

(78 reviews )

No booking fees

Best price guaranteed

This was a fabulous trip, with a well thought-out itinerary enhanced by a wonderful guide, a great group of people, delicious Italian food and beautiful weather.

Cultural, religious and historic sites

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

16-99 yrs

Operated in

english

Destinations

Catania, Taormina, Sicily, Viagr

Catania, Taormina, Sicily, Viagrande, Noto, Agrigento, Trapani, Palermo

Duration9 days

From

USD 3,000

USD 2,910

Saving

USD 90

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Italian Dolomites Cross-country Skiing

4.7

(91 reviews )

No booking fees

Best price guaranteed

We had a wonderful holiday, with exciting skiing through beautiful scenery, in perfect sunny conditions.

Skiing and Snowboarding

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

14-99 yrs

Operated in

english

Destinations

Dobbiaco, Trentino-South Tyrol

Duration8 days

From

USD 2,400

USD 2,328

Saving

USD 72

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All Italy Small Group Trips

164 Small Group Trips in Italy with 3,096 Reviews

Highlights of Italy

Ultimate Italy

Walking the Amalfi Coast

Highlights of the Amalfi Coast

Discover Puglia: Italy's Ancient Heel

Italy Experience

Walking in Puglia & Matera

Best of Italy

Rome to Amalfi

Walking in Tuscany

Small Group Tour of Sicily: Highlights

Tuscany Walks & Chianti Wines

Highlights of Sicily

Italian Dolomites Cross-country Skiing

164 Small Group Trips in Italy with 3,096 Reviews

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All Italy Small Group Trips

164 Small Group Trips in Italy with 3,096 Reviews

164 Small Group Trips in Italy with 3,096 Reviews