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Originally from Toronto but now living in Italy, I’ve always been a traveler at heart. When I’m not planning your luxury European trip, you’ll find me hiking the Italian Alps or enjoying a lemon Spritz in Amalfi.


European Specialist

+1 844 879 7838


  • from $6,499 PP
  • 9 Nights
  • Private
  • Apr - Oct
  • Easy
  • 2hrs from London / 9hrs from NYC


Savor the flavors and scenery of Italy along with many impressive historic sites on this 9-night tour. You’ll stay in hand-selected luxury guest rooms at 4- and 5-star hotels while enjoying private transfers throughout for a stress-free trip that can be customized to accommodate your personal interests. Private tours led by expert local guides are included to get the most out of what you’re seeing, including the iconic Roman Colosseum, the medieval hilltop towns of Siena and San Gimignano, Bologna’s medieval- and renaissance-era monuments, and the dreamy Venice canals. With a cooking class in Bologna, you’ll be able to show off new culinary skills to your friends and family back home too.

Why Book with Us

  • Low Deposit To Book

    Book your trip with us and pay a reduced deposit with the rest 90 days before your departure

  • 24/7 Support

    From the moment you book your trip, our team is on hand 24/7 to assist you throughout your journey.

  • ATOL & ABTOT Protected

    Your trip with us is fully financially protected by our travel insurers. Peace of mind guaranteed.

  • Intuitive Travel App

    One central place to access all of your travel documents and guides without the need for WiFi.

What's Included

  • 9 nights hand-selected luxury accommodation
  • Customized trip planning
  • 24/7 staff support
  • Private transfers as per itinerary
  • Half-Day Private Ancient Rome Colosseum & Roman Forum Tour
  • Private Half-Day Trastevere Food Tour
  • San Gimignano & Siena Tour
  • Private Walking Tour and Cooking Class in Bologna
  • Half-Day Tour of Doge's Palace, St. Mark's Cathedral & Glass Showroom

Day by Day Itinerary

Day 1 Rome: Arrival into Rome & Afternoon at Leisure

Italy, Rome

Upon arrival at Rome’s airport, our driver will welcome you to Italy and bring you to your hotel in the city via private transfer. After checking in you’ll have the rest of the day to yourself, whether you’d like to rest up from your long journey or get out and enjoy a preview of what’s to come. It’s the perfect time to head to one of the medieval squares. Find a good spot at an outdoor café or wine bar to take in the scene and do some people watching with a glass of tasty Italian wine in hand.

    Day 2 Rome: Half-Day Private Ancient Rome Colosseum & Roman Forum

    Panoramic aerial view of the Colosseum and Arch of Constantine, Rome, Italy

    Discover the heart of ancient Rome on this tour that includes both the Roman Colosseum, one of the greatest feats of Roman engineering and works of Roman architecture, and the adjacent Roman Forum. Your local guide will reveal the stories behind the 1st-century amphitheater that once sat over 50,000 spectators who came to witness the nearly daily gladiatorial competitions and theatrical demonstrations. That includes the famously brutal battles between man and beast that took place for centuries, through 532 AD. Head next door to visit the forum which holds the oldest structures in the ancient city, including shops, open-air markets, and law courts, with roots dating back to 500 BC.

      Day 3 Rome: Private Trastevere Food Tour

      Your private guide will bring you to the Trastevere neighborhood for a late afternoon/evening tour, the perfect time to explore the thriving food scene with many locals enjoying their aperitifs. With its narrow, cobblestone streets and colorful ivy-draped buildings with flower-filled balconies, it’s one of the prettiest areas in Rome. Your guided walk will bring you to numerous places to sample local flavors through small bites at everything from artisan shops and trattorias. In addition to savoring the delicious eats, you’ll want to bring your camera for the many photo-ops that include a backdrop of the Tiber River.

        Day 4 Florence: Highspeed Train to Florence

        It’s time to say farewell to the Eternal City, taking a private transfer to the Rome Termini Train Station. Hop on the high-speed train to Florence – upon arrival at the “cradle of the Renaissance,” our driver will transfer you to your hotel with the rest of the day enjoyed at your leisure. With surprises around practically every corner, just wandering the streets is enjoyable here. If you want to try some of the local bites, you might head to Mercato Centrale. On the first floor, you’ll find many Italian products, with everything from Cristian Beduschi chocolates to gelato, while the ground floor offers traditional produce.

          Day 5 Florence: Full-Day Tour of San Gimignano & Siena

          San Gimignano, Italy

          Start this full-day tour in San Gimignano, a medieval walled hilltop town with 14 towers dating to the 11th and 13th centuries. Its skyline is visible from the surrounding countryside and provides a jaw-dropping view when approaching. Your guide will take you to explore it before bringing you to a farmhouse nearby for a typical local meal. Siena, which rises above three hills, is your next stop. A local guide will meet you for a walk to visit its most famous symbol, Piazza del Campo, which hosts the internationally known Palio di Siena horse race. Gaze up at the soaring Torre del Mangia bell tower, enjoy awe-inspiring views, and time to explore on your own before returning to Florence.

            Day 6 Bologna: Highspeed Train to Bologna

            Meet your driver for a private transfer from your hotel in Florence to the Santa Maria Novella train station where you’ll catch the high-speed train to Bologna. The origin of many favorite Italian dishes prepared with Bolognese sauce, from lasagna to tortellini and mortadella, you’ll find many enticing eateries to savor an authentic meal here. You’ll also be immersed in renaissance and baroque monuments, and spectacular medieval towers. The ancient arcades that represent the city’s essence date back to the Middle Ages. Upon arrival, you’ll be welcomed by another driver for transfer to your hotel with the rest of the day enjoyed at your leisure.

              Day 7 Bologna: Private Walking Tour & Cooking Class

              Start your day with a guided walking tour that combines sightseeing and tastings. At Piazza Malpighi, marvel at the13th-century gothic-style Basilica di San Francesco followed by the University of Bologna’s medieval tombs. Continue to Piazza Maggiore and Piazza del Nettuno, adjoining squares in the heart of the city with medieval- and renaissance-era palaces. Visit the Anatomical Theatre of the Archiginnasio, once used for anatomy lectures and medical school displays, and the market district with its specialty food shops, bakeries and produce stalls, concluding at the foot of the Leaning Towers with time on your own for an ice cream or lunch. Later, you’ll take a private transfer from your hotel to join a cooking class featuring traditional Bolognese and regional dishes.

                Day 8 Venice: Highspeed Train to Venice & Afternoon at Leisure

                Venice, Italy

                This morning you’ll take a private transfer to the train station, catching the high-speed train to Venice. Once there, you’ll enjoy an afternoon at leisure in Venice which is known for it’s stunning canals, bridges, and architecture, which have earned it the nickname “The Floating City”. Stroll through the historic center to admire palaces, churches, and piazzas. Visit the iconic St. Mark’s Basilica and take a gondola ride along the Grand Canal. For lunch, indulge in seafood risotto or cicchetti, and try Venice’s famous Bellini cocktail. Explore museums and galleries or simply wander the streets. In the evening, enjoy seafood dinner and gelato for dessert. Take a romantic stroll through the city at night and admire the canals’ lights and reflections. Venice is a truly unforgettable destination that promises enchantment and captivation.

                  Day 9 Venice: Half Day Tour of Doge's Palace, St. Mark's Cathedral & Glass Showroom

                  Beautiful view of colorful canal in Venice

                  An in-depth half-day tour explores many of the highlights of Venice, including St. Mark’s Square where it all begins. You’ll meet our guide at the square to begin your walking tour that includes the remarkable landmarks here like St. Mark’s Cathedral. As there can be no narration inside, before entering your guide will tell you all about the basilica’s history and then you’ll get to explore the beautiful interior. There will be time to visit the glass showrooms as well where you can browse or purchase authentic Venetian glassware. Visit Doge’s Palace, a fine example of gothic-style architecture with an ornate façade, climb the golden staircase and cross the Bridge of Sighs that links the palace to a historic prison on the other side of the canal.

                    Day 10 Venice: Departure

                    Soak up the enchanting atmosphere of Venice for one last time, perhaps over breakfast, before your private driver picks you up for transfer to the city’s international airport. From here you can catch your flight back home or head out on further travels, many fabulous destinations are easy to reach from here, including Croatia. Our travel experts are here to help you make it happen, with your itinerary customizable. Otherwise, we look forward to seeing you on another unforgettable adventure soon.

                      What's not Included

                      • As we have clients from all over the world. Our itineraries do not include flights. If you would like us to include flights in your trip, we are happy to do so. Please speak to your travel specialist at the planning stage to include them.
                      • Gratuities for local guides
                      • We strongly advise all guests purchase comprehensive travel insurance
                      • Visas if required

                      Let’s get started making this itinerary yours.

                      Speak to experienced Destinations Experts about designing this itinerary around your budget and trip preferences

                      Why book with Unforgettable Travel Co.

                      • 100% Financial Protection

                        We are a licensed and fully bonded tour operator financially protected by both the Civil Aviation Authority (ATOL) and the Association of Bonded Travel Organisers Trust (ABTOT). All clients that travel with us are fully financially protected.

                      • Destination Experts

                        Our travel experts live and breathe the destinations they specialise in. This shows in their passionate to create hand crafted trips for our clients. We don’t offer cookie cutter trips, just truly unforgettable journeys unlike any other.

                      • The Best Guides

                        What makes our trips extraordinary is the unique immersive experiences we include. We pride ourselves in our black book of sought after expert guides, game rangers and local contacts who believe in our philosophy, unforgettable.

                      • We Care

                        From the moment you book your trip, we are on hand 24/7 to assist you throughout your journey. With regional offices around the world, we have ground logistics teams on hand to help you every step of the way.

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