10 Best Rome Multiday Tours in May 2027

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Highlights of Italy - May 2027

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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, La Spezia, Florence

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Duration8 days

From

USD 1,895

USD 1,562

Saving

USD 333

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Italian Intermezzo - May 2027

4.6

(68 reviews )

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This tour is the BEST way to see all the infamous spots in Italy, plus local hidden gems, at a reasonable cost and if you are short on time (we had a school break time limitation). It covered everything! We budgeted for the add-ons, especially those with meals, but you could choose to have more free time if you wanted. The food was extraordinary, the bus was roomy and immaculately clean, our driver Antonello was superb, and our Travel Director Anneleis was amazing! She was so talented at integrating the tour highlights, guests, keeping it fun even in the rainy weather, knowledgeable, and able to troubleshoot anything to ensure we had the best experience of a lifetime!! I would love to go back and explore Southern Italy next. The hotels were elegant (only one was just "OK" only because it was in need of some renovations) and the service with our luggage, tipping, etc. was seamless. I highly recommend the Italian Intermezzo tour and Insight Vacations. Favoloso!

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

5-99 yrs

Operated in

english

Destinations

Milan, Rome, Venice, Florence

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Duration8 days

From

USD 2,595

USD 2,070

Saving

USD 525

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Southern Italy and Sicily - May 2027

4.4

(108 reviews )

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All the options were excellent. The local guides walked at a slow pace giving us time to take pictures. Our guide Alfonso and our driver Tito were great. We would take a tour with them anytime

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

5-99 yrs

Operated in

english

Destinations

Pompeii, Rome, Sorrento, Palermo

Pompeii, Rome, Sorrento, Palermo, Capri, Taormina, Agrigento

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Duration10 days

From

USD 3,575

USD 3,146

Saving

USD 430

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Jewels of Italy - May 2027

4.3

(52 reviews )

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This trip, while short, provides an in-depth discovery of much of central Italy: Rome and the Colosseum, Florence and the David, Pizza, Verona, and Venice featuring a glass blowing demonstration and optional tour to Burano for a truly unique dinner. The tour also provides an opportunity for time on your own to explore on one’s own pace or visit sites of personal interest. In my case, I could visit Peggy Guggenheim’s museum ( with instructions on how best to get there by our guide) in Venice and have dinner in Rome at a restaurant recommend by an Italian friend.

Adventure

Tour Type

Group Tour

Accommodation

Hotel

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Venice, Florence

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Duration7 days

From

USD 1,425

USD 1,256

Saving

USD 170

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Ultimate Italy - May 2027

(9 reviews )

No booking fees

Best price guaranteed

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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Rome to Amalfi - May 2027

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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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Rome to Sicily - May 2027

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Starting in Italy's 'Eternal City' of Rome, this epic adventure will take you through the Amalfi coastline to Calabria and Sicily over 23 days. Learn about the catastrophic fate of Pompeii, soak up the sunshine in the coastal town of Sorrento and explore the beautiful Amalfi Coast, before heading south to Calabria – a hidden gem for those who stray off Italy’s beaten path. Continue to bustling Sicily, with the volcanic valleys of Mt. Etna, the timeworn streets of Syracuse, the Baroque wonders of Ragusa, the ruins of the Valley of Temples and the rich anti-Mafia history of Palermo. Starring dramatic cliffside villages, clear waters and delicious seafood, this is a chance to experience the highlights of southern Italy.

City sightseeing

Tour Type

Small Group Tour

Accommodation

Hotel, Guest House, Resort, Hut

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Palermo, Lazio, Civita, Tr

Rome, Palermo, Lazio, Civita, Tropea, Reggio Calabria, Catania, Siracusa, Pompeii, Agrigento, Marsala, Sorrento, Amalfi

Duration23 days

From

USD 8,265

USD 8,017

Saving

USD 248

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Italy Experience - May 2027

(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

Duration10 days

From

USD 5,130

USD 4,976

Saving

USD 154

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Italian Holiday - May 2027

4.7

(175 reviews )

No booking fees

Best price guaranteed

Very well organized from beginning to end

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, The Vatican, Venice, Veron

Rome, The Vatican, Venice, Verona, Florence

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Duration7 days

From

USD 2,125

USD 1,868

Saving

USD 258

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Best of Italy - May 2027

3.3

(3 reviews )

No booking fees

Best price guaranteed

We highly recommend this Best of Italy tour!!! This tour is a great introduction to Italy and includes the key highlights of this beautiful country. Booking through Bookmundi was easy & the discount appreciated

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort, Villa

Age Range

5-99 yrs

Operated in

english

Destinations

Rome

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Duration13 days

From

USD 4,125

USD 3,345

Saving

USD 780

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Rome to Southern Italy: Amalfi & Puglia - May 2027

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This 17-day adventure around Italy takes in some of the most ancient sites in European history and shows you the lesser-known countryside, too. With a local by your side, you’ll explore the bustling streets of Rome, then travel through beautiful countryside past villas, vineyards and rolling hills as you visit historical sites like Pompeii, Lecce and the Sassi dwellings in Matera. There’s plenty of free time available to explore the area and take in the sites at your own pace, whether you want to indulge in food and wine or enjoy local experiences.

Cultural, religious and historic sites

Tour Type

Small Group Tour

Accommodation

Hotel, Resort, Villa, Hut

Age Range

15-99 yrs

Operated in

english

Destinations

Bari, Rome, Trani, Lecce, Albero

Bari, Rome, Trani, Lecce, Alberobello, Matera, Pompeii, Sorrento, Amalfi Coast & Campania

Duration17 days

From

USD 5,350

USD 5,190

Saving

USD 161

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Best of Italy - May 2027

4.9

(31 reviews )

No booking fees

Best price guaranteed

Excellent all the way around. The tour manager was extremely knowledgeable about each city, street, museum, hotel, restaurant, language, safety, history, and mode of transportation. The hotels were incredible and in the heart of each city. Our guide made the Best of Italy fabulous. My travel agent was incredible. She made everything possible. I couldn't be happier with all the details that went into all the planning.

Art and architecture

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

1-99 yrs

Operated in

english

Destinations

Rome, Venice, Romagna, Florence

Duration12 days

From

USD 3,899

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Best of Italy - May 2027

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Best price guaranteed

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

Duration14 days

From

USD 5,750

USD 5,578

Saving

USD 173

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Easy Pace Italy - May 2027

4.8

(138 reviews )

No booking fees

Best price guaranteed

Good introductory cross-section in major cities. Good balance of scheduled vs. free time. Would like a little more emphasis on art--especially Uffizi Gallery and Pisan Camposanto--plus entry into St. Mark's/Doge's Palace and Duomo church (rather than some of the shopping stuff). A little too much commercial, too little history/art. (Some of guides under-informed, including one who said Galileo discovered the "two planets" around Jupiter!).

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Venice, Florence

18% OFF TODAY

Duration10 days

From

USD 3,575

USD 2,945

Saving

USD 630

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All Rome Tours in May 2027

117 Trips in Rome during May 2027 with 3,605 Reviews

Get a customized trip to Rome in May 2027

117 Trips in Rome during May 2027 with 3,605 Reviews

Highlights of Italy - May 2027

Italian Intermezzo - May 2027

Southern Italy and Sicily - May 2027

Jewels of Italy - May 2027

Ultimate Italy - May 2027

Rome to Amalfi - May 2027

Rome to Sicily - May 2027

Italy Experience - May 2027

Italian Holiday - May 2027

Best of Italy - May 2027

Rome to Southern Italy: Amalfi & Puglia - May 2027

Best of Italy - May 2027

Best of Italy - May 2027

Easy Pace Italy - 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

117 Trips in Rome during May 2027 with 3,605 Reviews

Get a customized trip to Rome in May 2027

117 Trips in Rome during May 2027 with 3,605 Reviews