Best of Rome, Florence & Venice

Rome > Siena > Monteriggioni > Florence > Venice
Italy is considered by many as the epicentre of art, history, and culture in Europe, and there is no better way to experience its delights than by exploring three of its most famous cities! From Rome's ancient monuments to Florence’s Renaissance architecture and overflowing art galleries, not to mention Venice’s winding canals, romantic gondolas and sumptuous palaces. This tour will also give you the opportunity to explore some smaller towns and cities including Siena, Monteriggioni and the rolling vineyards of the Chianti region before tasting the delicious wine yourself!
8 Days from $2259/person CAD
Food & Wine
Honeymoon & Anniversary
Small Group
UNESCO World Heritage Sites


Choose from a range of places to stay, from premium four to luxury five-star hotels, beautiful villas, and charming boutique properties.
Tailor your trip to include a wide variety of activities, from the must-see to the off-the-beaten-track, on a small-group tour or with a private driver and guide.
Travel whenever you want and escape the tour bus crowds! With no fixed dates or set schedules, you can travel whenever you want, on your own terms.
With in-country knowledge, we are specialists in creating unique experiences, due to a personal and direct relationship with our local partners.

Primary Location

Italy, Europe


Available every Friday all year (other start dates are on request)


  • 7-nights accommodation in 4-star hotels
  • Daily breakfast, 1 lunch in Siena & 1 wine tasting in the Chianti area
  • Small-Group Guided Tour of the Vatican with entrance fees
  • Driver-Guided Tour of the Tuscany Countryside en-route with stops in Siena & Monteriggioni (pick up in Rome and drop off in Florence)
  • Small-Group Guided Walking Tour of Florence
  • High-Speed Train from Florence to Venice in 1st class
  • Meet & Greet Transfer from Venice Railway Station to Hotel in Venice
  • Small-Group Boat Tour of Venice

Not Included:

  • International or domestic airfare
  • Gratuities to guides and drivers
  • Travel insurance
  • Additional meals when not mentioned on the itinerary
  • Entrance fees to monuments or museums when not mentioned on the itinerary
  • Local city tax for overnight stays
  • Visas required for entry into the country as necessary
  • Anything of a personal nature or that is not mentioned in included

Pricing Details

Speak to one of our Travel Specialists to begin planning a trip to Italy!

  • From price is CAD per person, based on double occupancy, and for travel in low season
  • The final price will vary and is also based on the month of travel
  • Prices are subject to change

Optional Extras:

  • Pre and Post Accommodation
  • Arrival and Departure Transfers
  • Rome Optional Tours (Imperial Rome, Borghese Gallery, etc.)
  • Florence Optional Tours (Accademia Gallery, Uffizi Gallery, etc.)
  • Venice Optional Tour (Gondola Ride)
  • With many accommodations and touring options in Italy, we can mix and match different hotel and activity options to your liking!

Custom Itinerary

This pre-designed itinerary can be booked as is or our specialists can take away the stress and create a custom trip tailored to your tastes. We can arrange an itinerary around your budget, interests, dates, and special requests.

Find out more



Benvenuti a Roma! After your arrival at the airport, make your own way to your hotel and then enjoy your first day in the city at your own leisure. An optional private transfer is available. Overnight in Rome.

Accommodation at the Hotel Della Conciliazione, Rome, or similar


In the morning, meet your guide at the Vatican and join a small group to visit Vatican Museum and Sistine Chapel. The expert guide will be your docent as you pass through the vast Vatican collection. This Vatican tour will focus on the must-see and famous masterpieces of the Vatican, including the Sistine Chapel, St. Peter’s Basilica, and St. Peter’s Square. After visiting the Sistine Chapel you’ll enter what many consider a wonder of the world and the most magnificent church on earth - St Peter's Basilica, before ending in outside in the superb square designed by Bernini. Overnight in Rome.

Accommodation at the Hotel Della Conciliazione, Rome, or similar


We’re firm believers in allowing for free time to explore places on your own in order to get a true sense of the city. Take time to enjoy a coffee at a cafe or walk along the via Condotti enjoying the wonderful items on sale in the windows. Rome is filled with interesting neighborhoods such as Monti or Trastevere. The best way to see the city is to walk, where undoubtedly you’ll unearth wonderful finds, whether it’s the intoxicating aroma of a bakery or handmade leather goods.

Discover that quaint piazza with children chasing each other or look up and see a grandmother hanging garments out the window to dry. If you want, we can organize a day outside of the city, visiting a vineyard and enjoying a lovely lunch in the countryside or take a ride out to see the Villa d’Este in Tivoli famous for its Renaissance gardens and the art-filled palace. Overnight in Rome.

Accommodation at the Hotel Della Conciliazione, Rome, or similar


Meet your driver-guide at your hotel and transfer to Florence. You’ll stop in Siena and Monteriggioni for an independent visit to these enchanting villages. During the drive to Florence, you will stop at a wonderful Tuscan Villa and vineyard for a cellar visit followed by lunch and wine tasting. This will be a great day where you’ll get to experience the best aspects of this wonderful region! You’ll arrive late afternoon in Florence and overnight in the heart of the town. Time permitting, we’ll take a short stop at the charming and tiny castle town of Monteriggioni. Overnight in Florence.

Accommodation at the Hotel Pierre, Florence, or similar


Today, you’ll join a small-group tour to explore Florence and discover the 2000 years of tumultuous history that changed the world forever. This is a city filled with historic sculptures, frescoes, and paintings. By day’s end, you’ll understand why Florence became one of the greatest art centers in the world, home to Michelangelo, da Vinci, Lippi, Botticelli, and Brunelleschi to name a few. You’ll walk through the medieval center of the city passing the Baptistery, the Bell Tower, the Gates of Paradise, Brunelleschi's Dome, Piazza Della Signoria, Palazzo Vecchio, and the Ponte Vecchio, along with Medieval towers and Renaissance palaces.

When the morning tour ends, enjoy the city or head back to further explore some of the sites we passed earlier in the day. Take time for a relaxing lunch and in the afternoon head over to the Academia to visit Michelangelo’s David.

Accommodation at the Hotel Pierre, Florence, or similar


After breakfast, you'll board the high-speed train to Venice. On arrival, meet your assistant and transfer to your hotel located in the heart of the city. You'll have the balance of the day to explore this floating city of islands and bridges. Take time to visit the Peggy Guggenheim or Palazzo Grassi two of Venice's world-class galleries. Know that getting lost in Venice is one of the best experiences in the city. Trust us, it's a simple thing to do and always a fantastic way to discover the magic of this magical town. Overnight in Venice.

Accommodation at the Hotel Bisanzio, Venice, or similar


Today, you'll join a small-group tour to explore Venice by boat, coasting along Venice's Grand Canal, an extraordinarily beautiful and unique highway. Listen to tantalizing tales about the marvelous palaces and sites lining the Grand Canal.

As the sun begins to descend under the horizon, take a Gondola ride, sliding into the canals, crossing beneath the myriad of bridges connecting the islands of the city. Enjoy an aperitif before your last dinner in Italy and when done stroll through Piazza San Marco and enjoy the orchestral music before heading back to your hotel. Overnight in Venice.

Accommodation at the Hotel Bisanzio, Venice, or similar


After breakfast, make your own way to the airport or train station for your departing flight or train for your onward journey. An optional private transfer is available. Arrivederci!

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