10 Best Rome Multiday Tours in May 2027

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Plan a multi-country or regional adventure across Rome in May 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 Apennines: Walks & Wildlife - May 2027

5% OFF TODAY

Super Sales

Italian Apennines: Walks & Wildlife - May 2027

(4 reviews )

No booking fees

Best price guaranteed

This trip on Rewilding the Apennines took us on incredible walks to magnificent views that made us feel we were the only people on earth. We had the opportunity to walk within an European old growth forest and see wolves, chamois, deer, a golden eagle and other wild animals (a bear in action on a camera-trap but not real life, unfortunately!). The walks were just the right amount of challenging and we trekked through stunning wilderness with our incredibly knowledgeable guide, Andrea - a former forester, who enhanced our experience with deep knowledge of the trees, animals and forest ecology. One of the days spent with the Rewilding Apennines team helped give an extra level of expertise about the challenges of nature preservation and community education. The meals on this trip were always freshly cooked and delicious!

Trekking and HikingWildlife

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

16-99 yrs

Operated in

english

Destinations

Rome, Pescasseroli

5% OFF TODAY

Duration6 days

From

USD 3,000

USD 2,850

Saving

USD 150

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Country Roads Of Tuscany & Central Italy - May 2027

18% OFF TODAY

Halloween Super Sales

Country Roads of Tuscany & Central Italy - May 2027

4.9

(24 reviews )

No booking fees

Best price guaranteed

Great way to see the true Italy

Museum and gallery visits

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Venice

18% OFF TODAY

Duration9 days

From

USD 2,995

USD 2,441

Saving

USD 554

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5% OFF TODAY

Halloween Super Sales

Premium Italy in Depth - May 2027

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Best price guaranteed

This is your ticket to explore the best of Italy in just 15 days. From the ancient sites of Rome and visiting one of the Seven Wonders of the World – the Colosseum – to staying in the rolling vineyards of Tuscany to visiting the site of Pompeii with a local guide, this trip encompasses some of Italy's must-do experiences. You’ll visit ancient monuments, lively cities and sprawling vineyards, indulging in delicious traditional cuisine. Kick back on sparkling coastal beaches, get to know the locals and visit lesser-known spots with your knowledgeable local leader – what more could you ask for?

Walking tours

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Venice, Polignano A Mare, Bari

Venice, Polignano A Mare, Bari, San Gimignano, Florence, Nardò, Matera, Naples, Rome

5% OFF TODAY

Duration15 days

From

USD 10,715

USD 10,179

Saving

USD 536

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Country Roads Of Southern Italy And Sicily - May 2027

14% OFF TODAY

Halloween Super Sales

Country Roads of Southern Italy and Sicily - May 2027

4.6

(74 reviews )

No booking fees

Best price guaranteed

It’s a wonderful itinerary however going to Rome and not visiting the San Pedro Basilica makes the itinerary less attractive.

Adventure

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Palermo, Catania, Giardini

Rome, Palermo, Catania, Giardini Naxos, Sorrento, Alberobello, Matera

14% OFF TODAY

Duration14 days

From

USD 5,145

USD 4,399

Saving

USD 746

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Premium Sicily And Italy In Depth - May 2027

5% OFF TODAY

Halloween Super Sales

Premium Sicily and Italy in Depth - May 2027

No booking fees

Best price guaranteed

Traverse from top to toe of Italy's 'boot' and explore ancient ruins and iconic sites. Eat your weight in pasta and tuck into giant piazzas as you get lost in Venice and find yourself in the Tuscan countryside. This 24-day trip will take you to all the best spots and teach you all the most important parts of Italian culture – like how to roll pasta like the pros! Visit Mount Etna, as you drive up the northern flank of the volcano and take a walk through the spectacular Valle del Bove. Visit a family-run winery, learn about ancient Pompeii, visit Rome’s famous sites and write home about your three amazing Feature Stays – all with a local leader by your side.

AdventureSightseeing Tours

Tour Type

Small Group Tour

Accommodation

Hotel, Resort, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Venice, Palermo, Bari, Nardò, Ma

Venice, Palermo, Bari, Nardò, Matera, Naples, Rome, San Gimignano, Florence, Marsala, Agrigento, Siracusa, Catania

5% OFF TODAY

Duration24 days

From

USD 17,095

USD 16,240

Saving

USD 855

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14% OFF TODAY

Halloween Super Sales

Shrines of Italy - May 2027

4.8

(39 reviews )

No booking fees

Best price guaranteed

Great Experience during my time in Italy; favorite memorable experience-having the opportunity (twice) to stand within ten (10) feet of the Pope during our trip to the Vatican

Art and architecture

Tour Type

Group Tour

Accommodation

Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Rome, Assisi, San Giovanni Roton

Rome, Assisi, San Giovanni Rotondo, Amalfi Coast & Campania

14% OFF TODAY

Duration11 days

From

USD 2,649

USD 2,279

Saving

USD 370

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15% OFF TODAY

Halloween Super Sales

Splendours of Italy - May 2027

(27 reviews )

No booking fees

Best price guaranteed

Very organized with a professional tour director and Driver!

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Florence, Bay Of Naples, A

Rome, Florence, Bay Of Naples, Assisi, Venice, Milan

15% OFF TODAY

Duration13 days

From

USD 2,725

USD 2,313

Saving

USD 412

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Country Roads Of Italy, A Women-only Tour - May 2027

8% OFF TODAY

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Country Roads of Italy, a Women-Only Tour - May 2027

4.7

(3 reviews )

No booking fees

Best price guaranteed

It was great traveling with other women. I felt some days were too busy, especially the miles we went one day for 45 minutes at a spare. Really enjoyed the meals.

Adventure

Tour Type

Group Tour

Accommodation

Hotel, Villa, Resort

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Venice, San Gimignano, Luc

Rome, Venice, San Gimignano, Lucca, Parma, Sorrento, Todi, Perugia, Florence

8% OFF TODAY

Duration16 days

From

USD 7,225

USD 6,645

Saving

USD 580

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9% OFF TODAY

Halloween Super Sales

Splendid Europe - May 2027

No booking fees

Best price guaranteed

Follow in the footsteps of the gladiators as you see the Colosseum in Rome, take in the regal history of the Habsburgs at Schönbrunn Palace in Vienna and see the Rhine Valley sights on the road to Königswinter during this 2-week guided tour. From the iconic attractions of Rome and the cultural gems of the Vatican, your expert-led voyage sets out across Europe, stopping for sunset cocktails and dinner in Venice, and sightseeing in the Slovenian capital, Ljubljana. In Vienna, enjoy the exclusive Insight Choice of Viennese Waltz dance lessons—set to the tunes of Mozart’s masterpieces, or sample sachertorte at a traditional Viennese cafe, washed down with a specially selected coffee. End your adventure with a private Rhine Castle visit paired with regional wines and a dinner in Amsterdam.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Amsterdam, Lucerne, Stanse

Rome, Amsterdam, Lucerne, Stanserhorn, Konigswinter, London, Venice, Ljubljana, Vienna, Innsbruck

9% OFF TODAY

Duration14 days

From

USD 5,775

USD 5,258

Saving

USD 517

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Treasures Of Europe From Rome To London - May 2027

14% OFF TODAY

Halloween Super Sales

Treasures of Europe from Rome to London - May 2027

4.6

(50 reviews )

No booking fees

Best price guaranteed

The best tours were the colosseum and the vatican the worst was by far the louvre, the last 3 days were rushed, because of dead time and advance luggage move because of the eurotrain. And finally, I would have upgraded to business class if I had known of the cattle car effect on the airplane.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Rome, London, Mestre

14% OFF TODAY

Duration14 days

From

USD 5,049

USD 4,322

Saving

USD 727

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5% OFF TODAY

Halloween Super Sales

Premium Sicily and Tuscany - May 2027

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Best price guaranteed

Make your way to the Mediterranean to discover all the natural beauty, warm hospitality and cuisine Italy and Sicily have to offer. On this 17-day adventure, you’ll travel from Rome to postcard-perfect Venice. From visiting one of the Seven Wonders of the World – the Colosseum – to driving up the flank of Mount Etna, Europe’s largest active volcano, this trip goes the extra mile to deliver experiences that go beyond the guidebooks. Visit the famous spots like the Spanish Steps and Trevi Fountain, then go off the path to a local’s favourite restaurant. Get ready to tuck into local eats, explore iconic sites and brush up on your ancient history, all with an experienced local by your side.

Sightseeing ToursWalking tours

Tour Type

Small Group Tour

Accommodation

Hotel, Resort, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Palermo, Rome, Chianti, San Gimi

Palermo, Rome, Chianti, San Gimignano, Florence, Venice, Marsala, Agrigento, Siracusa, Catania

5% OFF TODAY

Duration17 days

From

USD 10,960

USD 10,412

Saving

USD 548

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5% OFF TODAY

Halloween Super Sales

Premium Rome to Split - May 2027

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Best price guaranteed

Embrace the cultural, culinary and natural delights of Italy, Slovenia and Croatia on a 16-day Premium adventure. Travel through the rustic heart of Tuscany, explore the wonders of Venice’s Piazza San Marco and Pisa’s Leaning Tower and visit the home of a Nobleman in Rome with an expert local leader. Discover the waters of Lake Bled and the underground world of the Postojna Caves. Ride the cable car up Mt Vogel for views over Lake Bohinj and appreciate the caves and waterfalls in Plitvice Lakes National Park. Coloured by sunshine and flavoured with local wine, this pocket of Europe is a joy to explore.

Culture

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Split, Rome, Bled, Rovinj, Plitv

Split, Rome, Bled, Rovinj, Plitvice Lakes National Park, Zadar, Chianti, San Gimignano, Florence, Venice

5% OFF TODAY

Duration16 days

From

USD 9,250

USD 8,788

Saving

USD 463

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Journeys: Southern Italy, Naples To Rome - May 2027

5% OFF TODAY

Halloween Super Sales

Journeys: Southern Italy, Naples to Rome - May 2027

(3 reviews )

No booking fees

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

5% OFF TODAY

Duration8 days

From

USD 3,399

USD 3,229

Saving

USD 170

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5% OFF TODAY

Halloween Super Sales

Premium Rome to Dubrovnik - May 2027

No booking fees

Best price guaranteed

From storied cities to glittering coastlines, uncover the best of Italy, Slovenia and Croatia on a 23-day Premium adventure. Travel through the rustic heart of Tuscany, explore the wonders of Venice, Pisa’s Leaning Tower and visit one of the Seven Wonders of the World in Rome. Discover Lake Bled, the underground world of the Postojna Caves and the spectacular Plitvice Lakes National Park. Take in ancient riches on Korcula island and stroll the legendary streets of Dubrovnik. Throw in expert local leaders, plenty of sunshine and some of Europe’s best food and you have an adventure to remember.

Art and architecture

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Dubrovnik, Rome, Bled, Rovinj, P

Dubrovnik, Rome, Bled, Rovinj, Plitvice Lakes National Park, Zadar, Split, Korčula, San Gimignano, Florence, Venice

5% OFF TODAY

Duration23 days

From

USD 12,850

USD 12,208

Saving

USD 643

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All Rome Tours in May 2027

Page 3 of 42 Trips in Rome during May 2027 with 1,788 Reviews

Get a customized trip to Rome in May 2027

Page 3 of 42 Trips in Rome during May 2027 with 1,788 Reviews

Italian Apennines: Walks & Wildlife - May 2027

Country Roads of Tuscany & Central Italy - May 2027

Premium Italy in Depth - May 2027

Country Roads of Southern Italy and Sicily - May 2027

Premium Sicily and Italy in Depth - May 2027

Shrines of Italy - May 2027

Splendours of Italy - May 2027

Country Roads of Italy, a Women-Only Tour - May 2027

Splendid Europe - May 2027

Treasures of Europe from Rome to London - May 2027

Premium Sicily and Tuscany - May 2027

Premium Rome to Split - May 2027

Journeys: Southern Italy, Naples to Rome - May 2027

Premium Rome to Dubrovnik - May 2027

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 Rome Tours in May 2027

Page 3 of 42 Trips in Rome during May 2027 with 1,788 Reviews

Get a customized trip to Rome in May 2027

Page 3 of 42 Trips in Rome during May 2027 with 1,788 Reviews