10 BEST Italy Small Group Trips & Tours 2025/2026

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Amalfi Coast Walking - Coastal Hotel

4.8

(20 reviews )

No booking fees

Best price guaranteed

Matteo, our tour guide was fabulous - very friendly, helpful and with expert knowledge. Nothing was too much for him. The hotel staff were all very friendly and professional. The hotel was charming. The walks mostly challenging, but a great experience - and again, guided extremely professionally.

City sightseeing

Tour Type

Small Group Tour

Accommodation

Hotel, Resort

Age Range

16-99 yrs

Operated in

english

Destinations

Naples, Vietri Sul Mare, Ravello

Naples, Vietri Sul Mare, Ravello, Tramonti, Herculaneum, Amalfi, Positano

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Duration8 days

From

USD 1,940

USD 1,380

Saving

USD 560

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A Taste of Tuscany - Hilltop Towns and Vineyards

4.9

(9 reviews )

No booking fees

Best price guaranteed

Trip was excellent. Tour Guide, Gus, was fantastic, very knowledgeable, great communicator, and made sure all of our needs were met. Food and wine tour could not have been better. Never really liked many wines but the tastings proved me wrong. The agricultural farms were great and the food fresh and abundant. Villages were quaint. Castle was very interesting - 34 generations living in it and continuously running a vineyard and producing wine since 1141 is unbelievable! Looking into another food tour in another country. Gave accommodations less rating because hotels were in old buildings and they made due with space available: 1) First 2 nights in Hotel Bologna, the room was very, very small and had 2 twin beds aligned in tandem against one wall - would not have fit any other way, 2) Hotel Le Cisterna, last 3 nights, walls were so thin we could hear every word people next door said.

Wine tasting toursFood tours

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

16-99 yrs

Operated in

english

Destinations

Pisa, Pienza, Siena, Chianti, Vo

Pisa, Pienza, Siena, Chianti, Volterra, San Gimignano

Duration8 days

From

USD 3,040

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Venice to Rome by Rail + Sorrento and the Amalfi Coast

(1 review )

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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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Venice to Rome by Rail

(1 review )

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My 1st time in Europe! Our tour leader Paris Bermuda was so organized and genuinely very pleasant and sweet. The stops along the way were fascinating, picturesque and so much fun! Wonderful history and stunning buildings! Recommended highly!

City sightseeing

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

16-99 yrs

Operated in

english

Destinations

Rome, Venice, Bologna, Florence

Rome, Venice, Bologna, Florence, Pisa

Duration7 days

From

USD 2,560

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Super Sales

Highlights of Italy

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Check off every bucket list dream on this highlight-packed adventure through the heart of Italy. Stand in awe of Rome’s ancient history as you explore landmarks that have shaped the world, then lose yourself in Florence’s Renaissance art and architecture that redefined creativity. Walk along Venice’s iconic canals, where every turn feels like a scene from a romantic postcard. And just when you think it can’t get better, indulge in Montepulciano’s rich culinary traditions and savor its world-renowned wines. From timeless history to indulgent flavors, this life-changing journey will leave you longing for just one more taste of Italy’s magic.

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

12-100 yrs

Operated in

english

Destinations

Rome, Venice, Montepulciano, Florence

Duration9 days

From

USD 2,149

USD 2,085

Saving

USD 64

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Super Sales

Solo-ish Italy

(4 reviews )

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Wonderful community feel amongst travelers. A wonderful introduction to Italy, kudos to you guys for putting this together. Planning and logistics on this level is impressive. Would highly recommend, just not when Alive is CEO

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

18-100 yrs

Operated in

english

Destinations

Florence, Venice, Cinque Terre

Florence, Venice, Cinque Terre, Lake Como

Duration9 days

From

USD 2,699

USD 2,618

Saving

USD 81

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Journeys: Northern Italy, Venice to Florence

(4 reviews )

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Best price guaranteed

Amazing. Tour guide made the trip worth while!

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

12-100 yrs

Operated in

english

Destinations

Florence, Venice, Cinque Terre

Duration7 days

From

USD 2,999

USD 2,909

Saving

USD 90

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Journeys: Southern Italy, Naples to Rome

(3 reviews )

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Best price guaranteed

The trip was awesome and a once in a lifetime experience. We hope to book future trips like this, but it will be hard to live up to the quality of this trip, especially our CEO Elisabetta and our fellow ducklings.

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

12-100 yrs

Operated in

english

Destinations

Rome, Naples, Sorrento, Amalfi Coast

Duration8 days

From

USD 3,399

USD 3,297

Saving

USD 102

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Hike the Tour du Mont Blanc

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Uncover the Alps in all their glory as you spend eight days hiking the iconic Tour du Mont Blanc. Following a circuit route from Chamonix in France, come face to face with dizzying peaks, glittering lakes and rolling pastures, passing through Switzerland and Italy on the way. Each day ends in charming accommodation, and your luggage will be transported for you to lighten the load. With a highly qualified International Mountain Leader as your guide who will not only ensure your safety, but also show you what makes this part of the world so special, you can focus on the gorgeous natural scenery!

Trekking and Hiking

Tour Type

Small Group Tour

Accommodation

Hotel, Lodge

Age Range

15-99 yrs

Operated in

english

Destinations

Chamonix, Argentiere, Champex, C

Chamonix, Argentiere, Champex, Courmayeur, Les Chapieux, Les Contamines-Montjoie

Duration8 days

From

USD 4,485

USD 4,350

Saving

USD 135

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A Taste of Sicily - Palermo to Syracuse

4.9

(9 reviews )

No booking fees

Best price guaranteed

A fantastic tour, expertly led by Fabio, combining Sicily’s love of food, culture and history. Absolutely brilliant!

City sightseeing

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

16-99 yrs

Operated in

english

Destinations

Palermo, Monreale, Corleone, Mod

Palermo, Monreale, Corleone, Modica, Syracusa, Ortygia, Catania

Duration8 days

From

USD 3,050

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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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Amalfi Coast Walking - Hotel Risorgimento

4.7

(49 reviews )

No booking fees

Best price guaranteed

A very good trip, well constructed with a mixture of activities so it wasn't all just walking. I personally found that the description of leisurely to moderate rather understated. Otherwise the descriptions were good.

City sightseeingWalkingBeach

Tour Type

Small Group Tour

Accommodation

Hotel, Resort, Villa

Age Range

16-99 yrs

Operated in

english

Destinations

Naples, San Lazzaro, Capri, Positano

Duration8 days

From

USD 2,070

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Rome, Sorrento and the Amalfi Coast

4.3

(15 reviews )

No booking fees

Best price guaranteed

Accommodations were always very nice and the itinerary was amazing. Our Explore Leader, Manny, was the Best! She was so informative, set up special group meals where we could attend if we wanted to. She had amazing knowledge of everywhere we went and had such a great sense of humor. Our group was small and we all got along so well and much of this is attributed to Manny. Thank You! I look forward to traveling with your company again.

City sightseeingBeach

Tour Type

Small Group Tour

Accommodation

Hotel, Resort, Villa

Age Range

16-99 yrs

Operated in

english

Destinations

Rome, Sorrento, Naples, Maiori

Rome, Sorrento, Naples, Maiori, Amalfi

Duration8 days

From

USD 2,830

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Italy Small Group Tours: Christmas In Italy: Rome To Venice

27% OFF TODAY

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Christmas in Italy: Rome to Venice

No booking fees

Best price guaranteed

When you think of Italy, your mind probably goes to the Roman Colosseum, Florence’s stunning Ponte Vecchio, or the enchanting canals of Venice. Now picture those iconic landmarks transformed by twinkling lights, charming artisan markets, and the irresistible scents of holiday treats. It’s pure magic, isn’t it? With cobblestone streets and ancient architecture dressed in festive splendour, this nine-day tour is the perfect way to experience Italy at its most enchanting.

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

12-100 yrs

Operated in

english

Destinations

Rome, Venice, Montepulciano, Florence

27% OFF TODAY

Duration9 days

From

USD 2,399

USD 1,745

Saving

USD 654

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Create your custom-made trip to Italy

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Recommended by

All Italy Small Group Trips

Page 10 of 160 Small Group Trips in Italy with 3,078 Reviews

Page 10 of 160 Small Group Trips in Italy with 3,078 Reviews

Amalfi Coast Walking - Coastal Hotel

A Taste of Tuscany - Hilltop Towns and Vineyards

Venice to Rome by Rail + Sorrento and the Amalfi Coast

Venice to Rome by Rail

Highlights of Italy

Solo-ish Italy

Journeys: Northern Italy, Venice to Florence

Journeys: Southern Italy, Naples to Rome

Hike the Tour du Mont Blanc

A Taste of Sicily - Palermo to Syracuse

Upgraded - Walking Italy: Rome & Umbria

Amalfi Coast Walking - Hotel Risorgimento

Rome, Sorrento and the Amalfi Coast

Christmas in Italy: Rome to Venice

Create your custom-made trip to Italy

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All Italy Small Group Trips

Page 10 of 160 Small Group Trips in Italy with 3,078 Reviews

Page 10 of 160 Small Group Trips in Italy with 3,078 Reviews

Create your custom-made trip to Italy