Italy in the Fall: Assassin’s Creed-Inspired Journey
This Assassin's Creed-inspired guide is designed to blend history, culture, and the best of Italian experiences, while still evoking the sense of adventure and exploration found in the games. Ready to step into Italy's rich past and create unforgettable travel memories?
Italy in the Fall: Assassin’s Creed-Inspired Journey
Basic tips
Here are some general tips when traveling to Italy in the fall:
🍝 Seasonal Foods
Indulge in seasonal Italian dishes like risotto with porcini mushrooms, truffle pasta, and chestnut desserts. Fall is a time for harvest, so enjoy fresh produce and hearty meals.
🎭 Festivals and Events
Look out for local fall festivals celebrating food, wine, and the arts. These are great ways to immerse yourself in Italian culture while taking a break from sightseeing.
🌞☔️Weather
Fall in Italy is generally mild, but bring layers for cooler evenings and occasional rain showers.
Top 5 Cities to Visit in Italy in the Fall
Florence
Florence shines in the fall with fewer tourists, allowing for easier exploration of its Renaissance art and architecture. The cooler weather is perfect for walking tours, and the surrounding Tuscan countryside offers stunning autumn landscapes and seasonal wine and olive harvest festivals.
Rome
Rome in the fall offers mild weather and fewer crowds, making it an ideal time to explore the Colosseum, Roman Forum, and Vatican City. The city's parks, like Villa Borghese, come alive with fall colors, and local markets are full of seasonal foods.
Milan
Milan's fall season is filled with cultural activities, including the opening of La Scala’s opera season. The city’s chic fashion scene blends perfectly with autumn, and the surrounding Lombardy region offers beautiful fall hikes and countryside exploration.
Venice
Fall in Venice means less crowded canals and iconic sights like St. Mark's Basilica. The cooler weather makes it more enjoyable to walk through the city, and events like the Venice Biennale make it a vibrant time for art lovers.
Bologna
Known for its culinary heritage, Bologna is perfect in the fall for food lovers. The city hosts various food festivals celebrating truffles, chestnuts, and wine, making it a fantastic destination to indulge in Italy's autumnal bounty.
Top 5 Cities to Avoid in Italy in the Fall
Cinque Terre
Cinque Terre, known for its coastal beauty, sees unpredictable weather in the fall, with frequent rain and the risk of landslides. Many restaurants and accommodations also close for the offseason, reducing the options for visitors.
Naples
Capri
Capri is a summer hotspot, but many hotels and restaurants shut down in the fall, making it less appealing. The ferry schedules can also be affected by rough seas during the cooler months, limiting transportation options.
Rimini
As a summer beach resort town, Rimini loses much of its appeal in the fall. The weather cools significantly, and many beachside attractions close, leaving little to do for visitors beyond the town’s historical center.
Almalfi Coast
While beautiful, the Amalfi Coast experiences frequent rain and stormy seas in the fall, which can disrupt travel plans, including boat tours and coastal hikes. Many businesses in the smaller towns also close for the offseason, diminishing the experience.
5-Day Italy Itinerary: Milan, Florence, Pisa, and Rome 🍂🇮🇹
About this itinerary
Discover the best of Italy with this 5-day fall itinerary, perfect for first-time visitors eager to experience Italy’s rich history, stunning architecture, and cultural vibrancy.
This unique itinerary combines iconic historical landmarks with a nod to the famous game franchise, letting you explore the cities and sites that inspired the digital landscapes of Assassin’s Creed II and Brotherhood. Whether you’re a fan of the series or simply love history, this fall trip offers an unforgettable journey through Italy, enriched with art, architecture, and the thrill of reliving moments from the games.
The fall season, from September to November, offers cooler weather, fewer crowds, and beautiful autumn landscapes. Whether you're traveling solo, with family, or in a group, this itinerary includes a range of activities, restaurants, and hotels suited to different ages and budgets.
Before we set off on this new adventure, let's get to know a little about each city:
Milan
Milan, the fashion and design capital of Italy, is a must-visit for first-time travelers because of its rich mix of modern elegance and historical significance.
The crisp weather makes exploring its grand boulevards, historic castles, and upscale shopping districts even more enjoyable.
Home to world-class art, including Leonardo da Vinci’s The Last Supper, and stunning landmarks like the iconic Duomo, Milan blends cutting-edge trends with centuries of history. In the fall, Milan comes alive with cultural events like Fashion Week and the beginning of the opera season at La Scala.
Florence
Florence, the cradle of the Renaissance, is a treasure trove of art, architecture, and history. From Michelangelo’s David to the majestic Duomo, Florence is a must for anyone seeking to explore the roots of Italian culture.
For first-time visitors, walking through the cobblestone streets of this historic city feels like stepping back in time. Autumn in Florence is particularly magical, with fewer tourists, milder temperatures, and the surrounding hills adorned with fall colors. The Tuscan harvest season offers wine-tasting tours and culinary experiences, making it an unforgettable time to visit.
Pisa
Pisa is a city that draws visitors from all over the world, primarily for its famous Leaning Tower, an architectural marvel and one of Italy’s most recognizable landmarks.
However, beyond the Piazza dei Miracoli, Pisa offers beautiful medieval streets, historic squares, and a rich university culture that many overlook. Fall is an ideal time to visit, with fewer crowds and pleasant weather, making it easier to take in the city’s impressive monuments and enjoy a quieter, more authentic Italian experience. Pisa also serves as a gateway to Tuscany’s charming countryside during the harvest season.
Rome
Rome, the Eternal City, is a destination that blends the ancient world with the vibrancy of modern Italian life. For first-time visitors, exploring iconic landmarks like the Colosseum, Roman Forum, and Vatican City is an absolute must.
Rome’s history stretches back thousands of years, offering a journey through time like no other. In the fall, Rome is at its best—cooler weather means comfortable sightseeing, while the city's gardens and parks, like Villa Borghese, turn into autumnal havens. The crowds thin out, making it easier to enjoy the grandeur of Rome’s streets, piazzas, and countless historical treasures.
5-day itinerary break down
With this itienary we venture across four major and yet timeless cities of Italy: Milan, Florence, Pisa and Rome. Landing in Milan, we then invest most of the time in Florence and end in once the capital of one of the most ancient and powerful empires: Rome.
🏙️⚔️ Day 1: Milan – The Gateway to Renaissance Italy
Start your Assassin’s Creed journey in Milan, a city known for its blend of old and new. While the city is not directly featured in the series, Milan is a critical hub of Renaissance culture, which the Assassins fought to protect.
Morning -- begin:
Breakfast
If not included in your visit, have a filling breakfast before your epic journey begins at one of these cafés:
Milan Cathedral (Duomo di Milano)
Begin with a visit to this Gothic masterpiece, with its towering spires and intricate facade, is reminiscent of the grandeur found in Assassin’s Creed Brotherhood. Visit early to avoid crowds and ascend to the roof for panoramic city views, channeling Ezio as he surveys the city.
Castello Sforzesco, a fortress associated with the Sforza family, who played a role in the political intrigue of Italy’s Renaissance. Imagine Ezio moving and scouting through the corridors.
A fortress filled with art, history, and mystery, much like the strongholds found in the game. Explore the courtyards and imagine how this formidable structure might have played a role in the Assassin’s lore.
Lunch break
Enjoy a break at Camparino in Galleria, imagining yourself like Ezio in the bustling streets of Florence, though here in Milan’s refined Galleria Vittorio Emanuele II.
While this lavish shopping arcade is more modern, its grand architecture fits right into the opulent settings seen throughout the game. Grab an espresso here to soak up the Milanese atmosphere.
Restaurants nearby
Afternoon
Continue with a visit to Leonardo da Vinci’s The Last Supper at Santa Maria delle Grazie. Da Vinci was an ally to Ezio in the game, and here you can explore his real-life legacy.
Dinner
Milan Must-do Fall activities
🖤 Truffle Hunting Tour:
Milan’s countryside offers autumn truffle hunting, a unique and luxurious fall experience.
🎼 La Scala Opera House:
Fall is the start of the opera season, so catch a show at one of the world’s most prestigious opera houses.
🗡️Day 2: Florence -Birthplace of the Renaissance (and Ezio Auditore)
Take an early train from Milan to Florence, home to Ezio Auditore and the central hub of Assassin’s Creed II.
Morning
Start your day at Piazza del Duomo. The Cathedral of Santa Maria del Fiore (Il Duomo) played a pivotal role in the game, and climbing the dome feels like following Ezio’s path as he leaped from rooftop to rooftop.
Lunch
For lunch, grab a bite at Trattoria Mario, and picture yourself sitting in a lively marketplace, just like those in the game, where Ezio might have blended in to spy on targets.
Afternoon
Head to Piazza della Signoria, the political center in the game, where Ezio witnessed crucial events. Visit Palazzo Vecchio, imagining the Templars plotting within its walls.
The political heart of Florence and a key location in Assassin’s Creed II. Marvel at the sculptures, including a replica of Michelangelo’s David, and feel the weight of history in the air.
🥪 Quick snack
Don't miss out on All'antico Vinalo viral sandwiches. Not very AC, but an epic must-try when in Florence (or almost any other main city like Milan, Rome, Bergamo o Napoli).
Uffizi Gallery
Walk to the Uffizi Gallery, where the Renaissance masterpieces bring you face-to-face with the art that inspired the game’s stunning visuals.
Dinner
Enjoy dinner at Osteria Santo Spirito, reflecting on how Ezio would have strolled the streets of Oltrarno under the cover of darkness, seeking out his next mission.
Florence must-do Fall activities
🍷 Wine Tasting in Chianti:
Venture into the Chianti region for harvest season to experience local wines and indulge in Tuscan cuisine.
⛲️ Explore Boboli Gardens:
These gardens behind the Pitti Palace are filled with fall foliage, fountains, and Renaissance sculptures—ideal for an afternoon stroll.
🏛️🕊️ Day 3: Pisa -A day trip with a tilted history
Morning
Take a train from Florence to Pisa and begin your journey at Piazza dei Miracoli, imagining Ezio scaling the Leaning Tower of Pisa in an alternate mission as part of a side quest.
The Piazza dei Miracoli, home to the Baptistery and Cathedral, is also steeped in historical significance.
Afterwards, onto paying a visit to the Baptistery and Pisa Cathedral, where you can appreciate the architectural details that could have served as hiding places or vantage points for the Creed.
Lunch
Grab lunch at Osteria di Culegna, a cozy Tuscan spot, imagining a discreet meeting of Assassins planning their next move, away from the eyes of Templars.
Afternoon
Knight’s Square (Piazza dei Cavalieri)
Pisa must-do Fall activities
🏞️ Walk Along the Arno River:
Enjoy a peaceful walk in the cool autumn air and watch the changing colors of the trees along the river.
🌳 Day Trip to Tuscan Countryside:
A short train ride can take you to vineyards and olive farms, offering fall harvest experiences like olive oil tasting.
Return to Florence
After exploring Pisa’s historic center, return to Florence and take a sunset walk along the Ponte Vecchio, just like in the game, where Ezio might have raced to escape a Templar ambush.
This medieval bridge has seen centuries of history and trade. It’s an iconic spot to explore and photograph, much like Ezio’s journeys through the city.
Dinner
⚔️🍷 Day 4: Explore Florence – Follow in Ezio’s Footsteps
Morning
Visit the Galleria dell’Accademia to see Michelangelo’s David, drawing connections to the powerful Renaissance figures Ezio would have interacted with.
Wander through the Boboli Gardens, where you can picture the Assassins hiding in the lush greenery, preparing for their next mission.
Lunch
Head to the Mercato Centrale, a bustling market perfect for blending in, where you can try street food and blend with the locals just as Ezio did.
Afternoon
Explore the Basilica of Santa Croce, which is the resting place of influential figures like Machiavelli and Galileo—characters whose influence would have been sought by both Assassins and Templars.
Dinner
Indulge in fine dining, enjoying Florence’s modern cuisine while reflecting on the historical significance of the city, both in reality and within your own adventure.
⚔️🛡️Day 5: Rome -Walk in the shadow of the Brotherhood
Where I stayed
The Residenza Ruspoli Bonaparte in Rome offers a luxurious and historic stay right in the heart of the city. This elegant boutique hotel is housed in a 16th-century palazzo, once home to the Bonaparte family, making it a perfect blend of heritage and modern comfort. Its central location just steps from iconic landmarks like the Spanish Steps and Piazza del Popolo, puts you in the heart of Rome’s rich history and vibrant culture. With its opulent décor, featuring frescoed ceilings, antique furnishings, and marble floors, the Residenza Ruspoli Bonaparte immerses guests in the grandeur of Roman aristocracy. For visitors seeking an authentic Roman experience with a touch of nobility, this residence offers both luxury and a sense of living history, making it an unforgettable place to stay while exploring the Eternal City.
Morning
Take an early train to Rome, where Assassin’s Creed Brotherhood is set, and head straight to the Colosseum, the backdrop for some of the game’s most intense scenes.
The Colosseum
A defining symbol of Rome and a major location in Assassin’s Creed Brotherhood. Walk in the footsteps of gladiators and imagine scaling its walls during intense gameplay sequences.
💡 Tip
Purchase a combined ticket for the Roman Forum and Palatine Hill, the heart of ancient Rome, where Ezio once walked.
Roman Forum
This sprawling ruin offers a real-life look at what the Assassin’s Creed games brought to life. Wander through the remnants of temples, arches, and basilicas.
Lunch
Enjoy lunch at La Carbonara in Monti, or grab a quick bite at Pane e Salame. As you dine, think of how Ezio might have gathered his fellow Brotherhood in a Roman tavern, discussing their plans for liberation.
Afternoon
Fontana di Trevi
Legend has it that if you toss a coin over your left shoulder into the fountain, you are guaranteed to return to Rome someday. With its intricate design and historical significance, the Trevi Fountain continues to captivate visitors from all over the world.
The Trevi Fountain, one of Rome’s most iconic landmarks, is a stunning Baroque masterpiece nestled in the heart of the city. Completed in 1762, this grand fountain is known for its dramatic sculptures of Neptune, the god of the sea, flanked by allegorical figures representing abundance and health.
Dinner
Dine in the charming Trastevere district at Trattoria da Enzo al 29, or for a luxurious experience, try Il Pagliaccio, thinking of Rome’s glory and Ezio’s final triumphs.
Day 6: Half-Day Extension in Rome – A Vatican City Finale ⛪🛫
If you have a bit more time before your departure, use this extra half day to dive deeper into Rome’s religious and artistic treasures by visiting Vatican City, one of the most significant cultural and spiritual centers in the world. With a morning start, you can explore some of the world’s most iconic sights before enjoying a final Roman lunch and heading to the airport.
Morning: Breakfast & Vatican City Exploration 🍽️🌅
Breakfast nearby
Bar del Cappuccino
Start your day at this cosy spot near Vatican City, known for its perfect Italian coffee and freshly baked pastries like cornetti.
Caffè Sant’Eustachio
For the best espresso in Rome, head here to enjoy their famous "secret blend," paired with a sweet treat to fuel up for the morning.
Caffetteria Ristorante Le Carré Français
For a more substantial breakfast, this French-inspired café offers delicious croissants, eggs, and a wide variety of breakfast options in a charming setting.
Vatican City's Exploration
Visit St. Peter’s Basilica and the Sistine Chapel, but keep an eye out for the grand architecture and religious history are beautifully depicted in the games.
St. Peter's Basilica
Head straight to Vatican City and begin your exploration at St. Peter’s Basilica, one of the largest and most breathtaking churches in the world. Marvel at Michelangelo’s Pietà and climb to the top of the dome for sweeping views of Rome.
Vatican Museums
No trip to Vatican City is complete without visiting the Vatican Museums, home to some of the most significant art collections in the world. Don’t miss Michelangelo’s Sistine Chapel, where the famed ceiling and The Last Judgment will leave you in awe. Make sure to book your tickets in advance to avoid long lines.
Sistine Chapel
St. Peter’s Square
After exploring the interior, take a stroll around St. Peter’s Square, the vast plaza framed by Bernini’s colonnades, and snap some final photos before heading out.
Late morning stroll in Rome 🚶♂️
After leaving the Vatican, take a short walk around the nearby Borgo district, a charming area with narrow streets and historical buildings. This is the perfect place for a final stroll before lunch.
Lunch spots
Pizzeria L'Archetto
Ristorante Arlu
If you want something more refined, Arlu offers delicious Roman and Italian cuisine with fresh ingredients, just a few steps from St. Peter’s Basilica. Their pasta and seafood dishes are highly recommended.
Da Cesare
A bit farther away but worth the trip, Da Cesare in Trastevere is a local favourite for traditional Roman fare like cacio e pepe and fried artichokes.
💡 Travel tip
If you have time, don’t miss out on buying some last-minute souvenirs or taking a final walk through Piazza San Pietro to soak up Rome’s beauty before you leave.
Rome must-do Fall activities
🏛️ Vatican Museums at Night
Some evenings in the fall, you can explore the Vatican Museums after dark, giving the experience an added layer of mystery and intrigue.
🍂 Autumn Strolls in Villa Borghese
Enjoy the fall foliage in one of Rome’s largest parks, paired with a visit to the Borghese Gallery for stunning Renaissance art.
Heading to the Airport 🛫
After a satisfying lunch, depending on your flight time, you can either enjoy one last espresso or take a relaxing stroll before heading to Rome’s Fiumicino Airport (Leonardo da Vinci Airport). You can reach the airport by:
Fin
Thank you so much for exploring Italy with this Assassin's Creed-inspired guide. I hope it helps you experience the beauty, history, and magic of this incredible country—especially through the lens of a true fan's passion for both travel and gaming. Whether you're retracing Ezio's steps or simply enjoying Italy’s rich culture, I hope this journey is everything you've dreamed of.
A bit about me & the idea behind this guide
I chose to create this travel guide because my first time playing the Assassin's Creed games was when I was around 18 years old, and it left a lasting impression on me.
The accuracy and attention to detail in the way the game recreated these iconic cities—especially Florence—sparked my curiosity and admiration. It felt I was walking around the real city myself and so I promised myself that one day I would visit the actual, beautiful sights in real life.
This guide is my way of merging that initial inspiration with the real-world experiences of traveling through these historical locations.
Disclaimer
Thank you for following me to this epic quest! 🍂🏛️
If you found this guide helpful, be sure to save it for your trip and check out my other travel guides! I love sharing unique adventures that blend history, culture, and fun twists, and I’d be thrilled for you to explore more.
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