10 Best Italy Multiday Tours in June 2027

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Plan a multi-country or regional adventure across Italy in June 2027, with help from a local expert.

Alessandra GalassiTravel Expert in Italy
Danilo CataniaTravel Expert in Italy
Enrico Maria MalacarneTravel Expert in Italy
Elena KyrimiTravel Expert in Greece & Italy
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Italian Escape and Sicily Reunion 35 to 45 - June 2027

No booking fees

Best price guaranteed

This one swings you from Rome to Naples, the home of pizza and gateway to Pompeii, before gliding along the dreamy Amalfi Coast. After falling for Capri and postcard pretty Positano, it's time to head to Sicily for a week of dreamy beaches, incredible food and endless ancient history. This Italian adventure has a little something for everyone. The best part is? You can live the Contiki dream with a fellow group of 35 to 45s.

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

18-35 yrs

Operated in

english

Destinations

Rome, Palermo, Cefalu, Naples, A

Rome, Palermo, Cefalu, Naples, Amalfi Coast, Catania, Taormina, Syracuse

Duration13 days

From

USD 3,359

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Italian Escape Reunion 35 to 45 - June 2027

No booking fees

Best price guaranteed

This all-Italian adventure swings you from this historic beauty of Rome through the home of pizza, Naples (where you can stop off in the perfectly preserved Roman town of Pompeii). Then, it's all about living the good life on the Amalfi coast, sipping limoncello, and stopping off at picture perfect Positano (if you're here in the summer) and Sorrento during those breezy winter months. Back in Rome you'll get a chance to check out the Colosseum, before this unforgettable 6-day trip comes to an end. The best part is? You can live the Contiki dream with a fellow group of 35 to 45s.

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-35 yrs

Operated in

english

Destinations

Rome, Naples, Amalfi Coast

Duration6 days

From

USD 1,439

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Italian Espresso Reunion 35 to 45 - June 2027

No booking fees

Best price guaranteed

10 days of la dolce vita, pronto. This one is pure Italian travel, covering all the big bucket-list destinations of Venice, Florence & Rome, plus the smaller charms of Pisa, Verona, and Siena. We'll ooh and aah over antipasto & chianti, dine on regional specialities in local trattorias, boat through the canals and islands of Venice, and explore the architecturally magnificent city of Florence. Expect comfy hotels and plenty of world-famous espresso & pizza on the way. The best part is? You can live the Contiki dream with a fellow group of 35 to 45s.

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

18-35 yrs

Operated in

english

Destinations

Rome

Duration10 days

From

USD 2,123

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Ultimate Italy Reunion 35 to 45 - June 2027

No booking fees

Best price guaranteed

We've been visiting Italy for decades, but it's fair to say we've never put together an adventure quite like this. From Rome this one glides through Renaissance Florence and the glitzy Riviera, with cooking classes and historical monuments galore along the way. Then onto Naples and Pompeii, for a feast of pizza and ancient Roman history, before hitting up the incomparable Amalfi coast. After cruising around some dazzling isles and visiting some lemon groves, we'll head back to Rome. But we're not done yet - not even close. Sicily beckons, with its valleys of ancient archaeological wonders, volcanoes to explore, coastal towns to fall in love with and all of the heavenly carbs we can fit in. After a full week on this paradise island, we'll be head-over-heels for absolutely everything Italian. It's called Ultimate Italy for a reason. The best part is? You can live the Contiki dream with a fellow group of 35 to 45s.

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

18-35 yrs

Operated in

english

Destinations

Rome, Palermo, Naples, Amalfi, C

Rome, Palermo, Naples, Amalfi, Catania, Taormina, Syracuse, Cefalu, Florence, Cinque Terre, Milan, Venice

Duration22 days

From

USD 5,060

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Simply Italy Reunion 35 to 45 - June 2027

No booking fees

Best price guaranteed

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

Duration15 days

From

USD 3,035

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All Italy Tours in June 2027

Page 3 of 33 Trips in Italy during June 2027 with 1,668 Reviews

See Italy tours by duration

Get a customized trip to Italy in June 2027

Page 3 of 33 Trips in Italy during June 2027 with 1,668 Reviews

Italian Escape and Sicily Reunion 35 to 45 - June 2027

Italian Escape Reunion 35 to 45 - June 2027

Italian Espresso Reunion 35 to 45 - June 2027

Ultimate Italy Reunion 35 to 45 - June 2027

Simply Italy Reunion 35 to 45 - June 2027

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Polar

Food, wine, events and nightlife

Adventure and sport

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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 Tours in June 2027

Page 3 of 33 Trips in Italy during June 2027 with 1,668 Reviews

See Italy tours by duration

Get a customized trip to Italy in June 2027

Page 3 of 33 Trips in Italy during June 2027 with 1,668 Reviews

Italian Escape and Sicily Reunion 35 to 45 - June 2027

Italian Escape Reunion 35 to 45 - June 2027

Italian Espresso Reunion 35 to 45 - June 2027

Ultimate Italy Reunion 35 to 45 - June 2027

Simply Italy Reunion 35 to 45 - June 2027