Panorama of old town Florence with the Duomo, Italy
Save Deal visible
Operated by Intrepid Travel

Best of Italy

From
CAD 4,568
Duration
14 days
Countries
Italy
Activity
easy
Group size
Max 12
Rating
4.8 · 204 reviewsvia Intrepid Travel

The adventure

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.

At a glance

Duration
14 days
Route
Rome → Venice
Countries
Italy
Activity level
easy
Style
Beach & Islands, Cycling, Food & Drink
Group size
Max 12
Ages
15+
Flights
Not included
Solo travellers
Welcome

Day by day

Picturesque village by the lake with misty mountains and charming architecture on a cloudy day.
Your journey through

Austria

Day 1RomeBuongiorno! Welcome to Italy. Crowded with ancient ruins and religious monuments, Rome is the perfect spot to kick off your trip. Your adventure starts in Rome with a welcome meeting at 6 pm tonight. Packed with designer shops, restaurants, cafes and nightlife spots, it’s recommended that you arrive a few days early to see everything and experience the culture of this fantastic city. Maybe sip an espresso at one of the tiny streetside cafes and throw a coin into the Trevi Fountain to ensure a return visit to Rome. After, why not head out for dinner with your group and get to know each other over your favourite carb?
The Colosseum stands majestically amidst bustling Rome, an iconic remnant of ancient architecture.Rome
Buongiorno! Welcome to Italy. Crowded with ancient ruins and religious monuments, Rome is the perfect spot to kick off your trip. Your adventure starts in Rome with a welcome meeting at 6 pm tonight. Packed with designer shops, restaurants, cafes and nightlife spots, it’s recommended that you arrive a few days early to see everything and experience the culture of this fantastic city. Maybe sip an espresso at one of the tiny streetside cafes and throw a coin into the Trevi Fountain to ensure a return visit to Rome. After, why not head out for dinner with your group and get to know each other over your favourite carb?
Map showing Rome
Day 2FlorenceToday you have a free morning to soak up the sights and sounds of Rome. There will be an optional leader-led orientation walk, taking in some of the best-known sights of Rome like the Spanish Steps, the Colosseum and the Roman Forum if you’ve only just arrived. Then, maybe head to Vatican City and St Peter's Basilica. Later, you'll travel by train to Florence – the cultural heart of Tuscany, bursting with religious treasures and Renaissance masterpieces. It's been said that during the second millennium, a third of Europe's most important artists lived in Florence. The minds and talents of the Medicis, Leonardo da Vinci, Raphael, Brunelleschi, Machiavelli, Donatello and Michelangelo all flourished here. After checking in to your hotel, join your leader for an orientation walk of Florence, then the rest of your evening is free to explore at your own pace. Food is also a major part of the city's identity, so why not explore some of the Tuscan delicacies on offer with your group.
Beautiful nighttime scenery of Florence's Arno River with illuminated buildings and bridge reflections.Florence
Today you have a free morning to soak up the sights and sounds of Rome. There will be an optional leader-led orientation walk, taking in some of the best-known sights of Rome like the Spanish Steps, the Colosseum and the Roman Forum if you’ve only just arrived. Then, maybe head to Vatican City and St Peter's Basilica. Later, you'll travel by train to Florence – the cultural heart of Tuscany, bursting with religious treasures and Renaissance masterpieces. It's been said that during the second millennium, a third of Europe's most important artists lived in Florence. The minds and talents of the Medicis, Leonardo da Vinci, Raphael, Brunelleschi, Machiavelli, Donatello and Michelangelo all flourished here. After checking in to your hotel, join your leader for an orientation walk of Florence, then the rest of your evening is free to explore at your own pace. Food is also a major part of the city's identity, so why not explore some of the Tuscan delicacies on offer with your group.
Map showing Florence
Day 3FlorenceToday is a free day for you to explore all that Florence has to offer. The principal sights are easily discovered on foot like the Pitti Palace, Ponte Vecchio, Piazza della Signoria and the Santa Croce Church. Maybe visit the Uffizi, one of the world's oldest art galleries, or discover Michelangelo's iconic statue of David at the Galleria dell'Accademia. Later, maybe climb the stairs to Piazzale Michelangelo for a sunset view across the rooftops of Florence. Tonight, join the locals in taking a passeggiata (a leisurely social stroll) between Piazza Beccaria and Piazza della Repubblica.
Monochrome image of the historic Ponte Vecchio bridge over the Arno River in Florence, Italy.Florence
Today is a free day for you to explore all that Florence has to offer. The principal sights are easily discovered on foot like the Pitti Palace, Ponte Vecchio, Piazza della Signoria and the Santa Croce Church. Maybe visit the Uffizi, one of the world's oldest art galleries, or discover Michelangelo's iconic statue of David at the Galleria dell'Accademia. Later, maybe climb the stairs to Piazzale Michelangelo for a sunset view across the rooftops of Florence. Tonight, join the locals in taking a passeggiata (a leisurely social stroll) between Piazza Beccaria and Piazza della Repubblica.
Map showing Florence
Scenic view of a tranquil village surrounded by lush greenery in Bornel, France.
Your journey through

France

Day 4LuccaAfter a leisurely morning, board the train to Lucca – one of Tuscany's real hidden gems, with centuries-old buildings, beautiful churches, wide piazzas and narrow streets within the ancient city ramparts. You’ll be staying in the city centre which allows easy access to all the sights, restaurants and bars – all an easy stroll from the hotel's front door. Tonight, you might like to join the tradition of many locals and take a stroll along the top of the city walls that surround the perimeter of the old city.
Explore the charming rooftops and towers of historic Lucca, Italy, set against a backdrop of scenic Tuscan mountains.Lucca
After a leisurely morning, board the train to Lucca – one of Tuscany's real hidden gems, with centuries-old buildings, beautiful churches, wide piazzas and narrow streets within the ancient city ramparts. You’ll be staying in the city centre which allows easy access to all the sights, restaurants and bars – all an easy stroll from the hotel's front door. Tonight, you might like to join the tradition of many locals and take a stroll along the top of the city walls that surround the perimeter of the old city.
Map showing Lucca
Day 5PisaSet off on a cycling tour this morning, following the scenic Serchio River through the Tuscan countryside. Then, you’ll catch the train to Pisa and visit the world-famous Leaning Tower, as well as the nearby Duomo in Piazza dei Miracoli and the Pisa Baptistry. The Leaning Tower was built in the 12th century, but its foundation was on shifting sand and clay, meaning that it now leans at an angle of four degrees, after restoration and stabilising work. Then, continue to wander the streets past high-end boutiques, speciality book and antiques stores. After, head back to Lucca, where the rest of the night is free for you to explore at your own pace. Maybe head to a local bar for a Prosecco (or two) and a fresh focaccia with finocchiona salami and pecorino cheese – best enjoyed in the shadow of the Palazzo Pretorio.
Explore the beautiful Pisa Cathedral in Italy bathed in warm daylight, showcasing its architectural grandeur.Pisa
Set off on a cycling tour this morning, following the scenic Serchio River through the Tuscan countryside. Then, you’ll catch the train to Pisa and visit the world-famous Leaning Tower, as well as the nearby Duomo in Piazza dei Miracoli and the Pisa Baptistry. The Leaning Tower was built in the 12th century, but its foundation was on shifting sand and clay, meaning that it now leans at an angle of four degrees, after restoration and stabilising work. Then, continue to wander the streets past high-end boutiques, speciality book and antiques stores. After, head back to Lucca, where the rest of the night is free for you to explore at your own pace. Maybe head to a local bar for a Prosecco (or two) and a fresh focaccia with finocchiona salami and pecorino cheese – best enjoyed in the shadow of the Palazzo Pretorio.
Map showing Pisa
Day 6Cinque TerreTravel by train to La Spezia – the gateway to the gorgeous Italian Riviera. A medieval port town whose name is derived from its historic importance in the spice trade, La Spezia is your base for exploring the nearby stretch of coast known as the Cinque Terre. The name comes from the five tiny villages – Riomaggiore, Manarola, Corniglia, Vernazza and Monterosso al Mare, whose position, wedged into a series of coves between cliffs, makes it one of the highlights in the country. After lunch, you have free time to explore the city at your own pace. Maybe head out by ferry or bus to the pretty seaside town of Portovenere, walk around the pedestrian zone on Via del Prione to the gardens along the harbour in La Spezia or visit Lerici – a small village across the Bay of Poets dominated by its castle – for a waterside dinner.
Vibrant boats in the picturesque harbor of Vernazza, Liguria, Italy.Cinque Terre
Travel by train to La Spezia – the gateway to the gorgeous Italian Riviera. A medieval port town whose name is derived from its historic importance in the spice trade, La Spezia is your base for exploring the nearby stretch of coast known as the Cinque Terre. The name comes from the five tiny villages – Riomaggiore, Manarola, Corniglia, Vernazza and Monterosso al Mare, whose position, wedged into a series of coves between cliffs, makes it one of the highlights in the country. After lunch, you have free time to explore the city at your own pace. Maybe head out by ferry or bus to the pretty seaside town of Portovenere, walk around the pedestrian zone on Via del Prione to the gardens along the harbour in La Spezia or visit Lerici – a small village across the Bay of Poets dominated by its castle – for a waterside dinner.
Map showing Cinque Terre
Day 7Cinque TerreThis morning, venture out through olive groves and vineyards on the Cinque Terre Trails. This path runs between the villages that were once the only way to travel through the region. After your hike this morning, maybe continue along the walking through the countryside, passing narrow paths, steep cliffs and foot bridges or take a train to a nearby town. After, find a place for lunch in one of the towns and relax in the vibrant atmosphere before heading back to base in La Spezia later today.
Breathtaking coastal view of Manarola's colorful architecture and rocky shoreline in Cinque Terre, Italy.Cinque Terre
This morning, venture out through olive groves and vineyards on the Cinque Terre Trails. This path runs between the villages that were once the only way to travel through the region. After your hike this morning, maybe continue along the walking through the countryside, passing narrow paths, steep cliffs and foot bridges or take a train to a nearby town. After, find a place for lunch in one of the towns and relax in the vibrant atmosphere before heading back to base in La Spezia later today.
Map showing Cinque Terre
Day 8Portofino to AstiStart your day with a scenic train ride from La Spezia to the coastal town of Rapallo. Once you arrive, drop off your luggage and make your way to the harbor to catch a ferry to Portofino. Here, take your time exploring its colorful streets, boutiques, and waterfront cafes. If you're up for a bit of a climb, maybe follow the winding path that leads up to the Portofino Lighthouse at Punta del Capo for panoramic views over the Ligurian Sea. Later, unwind on a relaxing train ride to Asti—where a thriving food scene awaits, perfect for ending the day with a memorable meal.
Beautiful view of Portofino's colorful waterfront with boats on a sunny day.Portofino to Asti
Start your day with a scenic train ride from La Spezia to the coastal town of Rapallo. Once you arrive, drop off your luggage and make your way to the harbor to catch a ferry to Portofino. Here, take your time exploring its colorful streets, boutiques, and waterfront cafes. If you're up for a bit of a climb, maybe follow the winding path that leads up to the Portofino Lighthouse at Punta del Capo for panoramic views over the Ligurian Sea. Later, unwind on a relaxing train ride to Asti—where a thriving food scene awaits, perfect for ending the day with a memorable meal.
Map showing Portofino to Asti
Day 9AstiThis morning, travel to the nearby rural village of Castagnole Monferrato, where you’ll visit the home of a local winemaking family to sample their vintages. The Ruche grape variety is unique to this region of Italy – it's grown in just seven small villages in the province of Asti and produces a ruby-red, intense and aromatic wine. Have some lunch, then return to Asti. This town was one of the most important in medieval times, sitting on trade routes between Turin, Milan, and Genoa. Today, it’s best known as the home of some of the finest and most sought-after wines in Europe. It's also the best place to find ‘tartufo’ (truffles). You may be lucky enough to be here on a market day, when the Piazza del Palio hosts the region’s largest open-air market.
Beautiful church nestled in lush Swiss mountains, highlighting nature's serene beauty.Asti
This morning, travel to the nearby rural village of Castagnole Monferrato, where you’ll visit the home of a local winemaking family to sample their vintages. The Ruche grape variety is unique to this region of Italy – it's grown in just seven small villages in the province of Asti and produces a ruby-red, intense and aromatic wine. Have some lunch, then return to Asti. This town was one of the most important in medieval times, sitting on trade routes between Turin, Milan, and Genoa. Today, it’s best known as the home of some of the finest and most sought-after wines in Europe. It's also the best place to find ‘tartufo’ (truffles). You may be lucky enough to be here on a market day, when the Piazza del Palio hosts the region’s largest open-air market.
Map showing Asti
Day 10Como to CadenabbiaTravel by train to Milan, then continue to Bellagio – a village on the coast of Lake Como known for its cobbled lanes, elegant buildings and the Villa Serbelloni Park, an 18th-century terraced garden with lake views. Later in the afternoon, you’ll head out to explore this area of natural beauty and unique landscapes. Your hotel tonight is on the shores of Lake Como, where you can soak up the serenity from your room. Later, maybe find a local restaurant for dinner – your local leader will have the best recommendations!
Elegant lakeside hotel with lush greenery and boat, perfect for relaxation and travel.Como to Cadenabbia
Travel by train to Milan, then continue to Bellagio – a village on the coast of Lake Como known for its cobbled lanes, elegant buildings and the Villa Serbelloni Park, an 18th-century terraced garden with lake views. Later in the afternoon, you’ll head out to explore this area of natural beauty and unique landscapes. Your hotel tonight is on the shores of Lake Como, where you can soak up the serenity from your room. Later, maybe find a local restaurant for dinner – your local leader will have the best recommendations!
Map showing Como to Cadenabbia
Day 11CadenabbiaThis morning, explore the village of Bellagio. Set off on a short walk through the countryside and discover the estate of the Villa Melzi – this grand white villa sits just back from the water, and its surrounding estate is filled with rare and exotic plant life. The rest of the day is free – maybe take the ferry between the various parts of this area of Lake Como, like Varenna, Cadenabbia or the beautiful Villa del Balbianello, which film fans may recognise from franchises like James Bond and Star Wars. Maybe wander through acres of manicured Italian gardens at Villa Carlotta or visit Cadenabbia is Tremezzo, where you can find delicious food or an aperitif. Simply strolling and admiring the beautiful views whichever way you turn is an ideal way to spend the day.
Elegant lakeside hotel with lush greenery and boat, perfect for relaxation and travel.Cadenabbia
This morning, explore the village of Bellagio. Set off on a short walk through the countryside and discover the estate of the Villa Melzi – this grand white villa sits just back from the water, and its surrounding estate is filled with rare and exotic plant life. The rest of the day is free – maybe take the ferry between the various parts of this area of Lake Como, like Varenna, Cadenabbia or the beautiful Villa del Balbianello, which film fans may recognise from franchises like James Bond and Star Wars. Maybe wander through acres of manicured Italian gardens at Villa Carlotta or visit Cadenabbia is Tremezzo, where you can find delicious food or an aperitif. Simply strolling and admiring the beautiful views whichever way you turn is an ideal way to spend the day.
Map showing Cadenabbia
Stunning aerial view of the rugged Alpine mountains near Salzburg, Austria.
Your journey through

Austria

Day 12VeniceLeave the lakes district behind and take your private vehicle to Milan. From here, catch a train to Venice – the grand city of bridges, towers, piazzas, canals, churches and gondolas, practically unchanged for 600 years. Venice is built over a hundred small islands connected by 400 bridges. There are plenty of things to keep you busy when you arrive. When you arrive, join your local leader for a walk around the maze of streets behind Piazza San Marco and learn about the complex canal system. Your leader will introduce you to the local way of crossing the canal, by traghetto, then the rest of the day is free. The Grand Canal is a great place to start, as you can stroll over the Rialto Bridge and browse the boutique shops that sell Venetian masks and handmade Murano glassware. For dinner, maybe seek out Venice's distinctive culinary heritage, which goes back to ancient times and features rich risottos, saline baccala (salted cod) and creamy polenta.
A picturesque scene of a boat navigating a Venetian canal with rustic, historic buildings and a small bridge.Venice
Leave the lakes district behind and take your private vehicle to Milan. From here, catch a train to Venice – the grand city of bridges, towers, piazzas, canals, churches and gondolas, practically unchanged for 600 years. Venice is built over a hundred small islands connected by 400 bridges. There are plenty of things to keep you busy when you arrive. When you arrive, join your local leader for a walk around the maze of streets behind Piazza San Marco and learn about the complex canal system. Your leader will introduce you to the local way of crossing the canal, by traghetto, then the rest of the day is free. The Grand Canal is a great place to start, as you can stroll over the Rialto Bridge and browse the boutique shops that sell Venetian masks and handmade Murano glassware. For dinner, maybe seek out Venice's distinctive culinary heritage, which goes back to ancient times and features rich risottos, saline baccala (salted cod) and creamy polenta.
Map showing Venice
Day 13VeniceToday is a free day to explore at your own pace. Maybe visit the Grand Canal or the Rialto Bridge, discover Doge's Palace or see Piazza San Marco with its golden Basilica. Then, you could take a vaporetto (water bus) over to the island of San Giorgio to climb the bell tower for the best view of Venice. No trip here would be complete without a journey down the Grand Canal in a Venetian gondola, so maybe treat yourself to a cruise through the waterways and tick this iconic experience off your bucket list. Later, maybe wander through the Palazzo Ducale, overflowing with paintings by Italian masters, before joining your leader for a cicchetti stop as a real Venetian. Tonight, join your group for a celebratory dinner of Venetian specialties, like fresh lobster and squid ink spaghetti.
Discover the charm of Venice's canals, offering a glimpse of historic architecture and tranquil waterways.Venice
Today is a free day to explore at your own pace. Maybe visit the Grand Canal or the Rialto Bridge, discover Doge's Palace or see Piazza San Marco with its golden Basilica. Then, you could take a vaporetto (water bus) over to the island of San Giorgio to climb the bell tower for the best view of Venice. No trip here would be complete without a journey down the Grand Canal in a Venetian gondola, so maybe treat yourself to a cruise through the waterways and tick this iconic experience off your bucket list. Later, maybe wander through the Palazzo Ducale, overflowing with paintings by Italian masters, before joining your leader for a cicchetti stop as a real Venetian. Tonight, join your group for a celebratory dinner of Venetian specialties, like fresh lobster and squid ink spaghetti.
Map showing Venice
Day 14VeniceAs there are no activities planned for today, you can depart the accommodation at any time. That doesn’t mean your adventure has to come to an end! If you would like to spend more time in Venice, just get in touch with your booking agent ahead of time.
Explore the timeless beauty of Venice's historic canals and architecture at twilight.Venice
As there are no activities planned for today, you can depart the accommodation at any time. That doesn’t mean your adventure has to come to an end! If you would like to spend more time in Venice, just get in touch with your booking agent ahead of time.
Map showing Venice

Traveller reviews

4.8

Based on 204 reviews · via Intrepid Travel

Discover Italy

A glimpse of the destination you'll explore.

Picturesque landscape of Lake Garda with a distant island under a summer sky.
Overcast day in Tuscan hills featuring cypress trees and traditional stone house.
A picturesque town nestled by cliffs on the Amalfi Coast, Italy.
Picturesque view of Tuscany's rolling hills, vineyards, and Italian villas under a clear summer sky.
Beautiful view of Ponte Sant'Angelo spanning the Tiber River in Rome, Italy under a clear sky.

Upcoming departures

DatesPrice / personAvailability
22 Jun 20265 Jul 2026CAD 5,066Sold outBook my trip
29 Jun 202612 Jul 2026CAD 4,943On requestBook my trip
Operated by Intrepid Travel

A TripFinder-trusted operator. We compare the trip and handle your booking with a real advisor — you travel under the operator's terms.

Book my trip →

More Europe adventures

Zagreb to Santorini: 35 Unforgettable Days image
G Adventures
Save 20%

Zagreb to Santorini: 35 Unforgettable Days

Bosnia and Herzegovina, Albania, Greece, Montenegro, Croatia · 35 days · Easy

fromCAD 7,679
Next: 21 Jun
Zagreb to Athens: Monasteries & The Mediterranean image
G Adventures
Save 20%

Zagreb to Athens: Monasteries & The Mediterranean

Bosnia and Herzegovina, Albania, Greece, Montenegro, Croatia · 29 days · Easy

fromCAD 5,839
Next: 21 Jun
Intrepid Travel Montenegro Kotor
Intrepid Travel
Deal

Vienna to Dubrovnik

Austria, Bosnia and Herzegovina, Croatia, Czechia, Hungary, Montenegro, Poland, Serbia, Slovakia · 29 days · Easy4.9(9)

fromCAD 6,923
Next: 20 Jun