10 Best Florence Multiday Tours in May 2027

Halloween Super Sales

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

Duration8 days

23% OFF TODAY

Halloween Super Sales

Italian Intermezzo - May 2027

4.6

(68 reviews )

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Best price guaranteed

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

23% OFF TODAY

Duration8 days

15% OFF TODAY

Halloween Super Sales

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

15% OFF TODAY

Duration7 days

Halloween Super Sales

Spotlight on Tuscany - May 2027

4.7

(202 reviews )

No booking fees

Best price guaranteed

Walking through the old walled city of Sienna and learning about the rivalries of the contrasts over the centuries. The tour included the history and the museum of one of the recent race winners. It must be a very exciting event as we were walking around the plaza where 30000 people gather to watch and cheer for their horse and rider to win the race.

Art and architecture

Tour Type

Group Tour

Accommodation

Resort, Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Montecatini Terme, Lucca, Floren

Montecatini Terme, Lucca, Florence, Pisa, Siena, San Gimignano

Duration9 days

Halloween Super Sales

Ultimate Italy - May 2027

5

(9 reviews )

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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

Halloween Super Sales

Italy Experience - May 2027

5

(2 reviews )

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Best price guaranteed

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

15% OFF TODAY

Halloween Super Sales

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

15% OFF TODAY

Duration7 days

Halloween Super Sales

Best of Italy - May 2027

5

(29 reviews )

No booking fees

Best price guaranteed

Mara, the tour manager, was great with her insight and suggestions for our free time. Particularly enjoyed our day in San Marino and vatican tour.

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

Halloween Super Sales

Best of Italy - May 2027

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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

Duration14 days

20% OFF TODAY

Halloween Super Sales

Easy Pace Italy - May 2027

4.8

(138 reviews )

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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

20% OFF TODAY

Duration10 days

15% OFF TODAY

Halloween Super Sales

Italian Glory - May 2027

4.8

(55 reviews )

No booking fees

Best price guaranteed

Great itinerary and tour director. Suggest: a slightly slower pace - limiting yourself to 1 optional experience/ day to avoid too/ long days -exhaustion, provide more suggestions for authentic food / restaurants on ‘free’ days.

Chill outSightseeing Tours

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

5-99 yrs

Operated in

english

Destinations

Milan, Rome, Lake Como, Como, Ve

Milan, Rome, Lake Como, Como, Venice, Florence, Amalfi Coast & Campania

15% OFF TODAY

Duration13 days

Halloween Super Sales

Cycle Tuscany - May 2027

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Explore the rolling hills and olive groves of Tuscany on this eight-day cycling adventure from Florence to Pisa. Cycle through small, traditional villages backdropped by mountain views in Barga, then ride the pulsing streets of Pisa to the famed lopsided tower. Visit one of the oldest bakeries in Italy, operating since 1885, for a taste of their delicious biscotti (and maybe an espresso, too) and soak up some of the stunning views of Garfagnana – Tuscany's mountainous escape – with a bike ride through the town. With stops in Vinci and Lucca, too, you’re bound to fall in love with provincial Italy (even more than you were before).

Bicycle tours

Tour Type

Small Group Tour

Accommodation

Hotel, Resort

Age Range

14-99 yrs

Operated in

english

Destinations

Florence, Pisa, Vinci, Barga, Ca

Florence, Pisa, Vinci, Barga, Castelnuovo Di Garfagnana, Lucca

Duration8 days

Halloween Super Sales

Journeys: Iconic Italy - May 2027

5

(8 reviews )

No booking fees

Best price guaranteed

G Adventures and Cinzia our CEO made traveling through Italy, easy, fun, with unforgettable memories. I highly recommend, and I plan to book another trip with G Adventures. Thank you Cinzia for making this trip AMAZING!

Cultural, religious and historic sites

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

12-100 yrs

Operated in

english

Destinations

Rome, Venice, Amalfi, Cinque Ter

Rome, Venice, Amalfi, Cinque Terre, Florence, Naples, Sorrento

Duration14 days

Halloween Super Sales

Reflections of Italy - May 2027

4.8

(146 reviews )

No booking fees

Best price guaranteed

I can't say enough about our guide, Daniel. He ensured our trip we had the best time. I learned so much from him about the places we visited and some we didn't. I would definitely request Daniel for future tours with Collette. I loved all the places on this route. I would like to stay an extra day in one of the hill towns like Cortona. One of my favorite experiences visiting the winery and the cooking class at Castello del Trebbio.

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Milan, Rome, Lake Como, Perugia

Milan, Rome, Lake Como, Perugia, Florence, Venice