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Luxury Road Trip in Italy
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Luxury Road Trip in Italy
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Day 1: City of History
Rome, Italy
8:00AM
Colosseum Visit
Begin your journey exploring the iconic Colosseum, immersing yourself in ancient Roman history.
Colosseum is easily accessible by walking from the city centre. It takes about 20 minutes.
€15, 2 hours
11:00AM
Vatican City Tour
Visit the Vatican City, home to St. Peter's Basilica and the Sistine Chapel, showcasing unparalleled art and architecture.
Vatican City is a short drive from the Colosseum, taking approximately 15 minutes.
€30, 3 hours
3:00PM
Spanish Steps & Trevi Fountain
Stroll through the charming streets to admire the Spanish Steps and make a wish at the Trevi Fountain.
Both attractions are within walking distance from each other, taking around 10 minutes.
Free, 1.5 hours
Find Hotels in Rome
Day 2: Art & Culture
Florence, Italy
9:00AM
Uffizi Gallery
Explore the renowned Uffizi Gallery, showcasing masterpieces by artists like Michelangelo and Leonardo da Vinci.
The Uffizi Gallery is a short walk from the city centre, taking about 15 minutes.
€20, 2.5 hours
12:00PM
Ponte Vecchio Bridge
Walk along the historic Ponte Vecchio Bridge, lined with jewellery shops and stunning views of the Arno River.
The bridge is near the Uffizi Gallery, just a 5-minute walk.
Free, 1 hour
2:30PM
Duomo Cathedral
Admire the beauty of the Florence Cathedral, a masterpiece of Renaissance architecture.
The cathedral is a 10-minute walk from the Ponte Vecchio Bridge.
€18, 1.5 hours
Find Hotels in Florence
Day 3: City of Canals
Venice, Italy
9:00AM
Grand Canal Boat Ride
Experience the charm of Venice with a scenic boat ride along the Grand Canal, passing by stunning palaces and bridges.
Start your boat ride from St. Mark's Square, easily reachable by water taxi from the city centre. It takes around 30 minutes.
€80, 2 hours
12:00PM
St. Mark's Basilica
Visit the breathtaking St. Mark's Basilica, a masterpiece of Byzantine architecture.
The basilica is a short walk from where the boat ride ends, taking about 10 minutes.
€5, 1 hour
3:00PM
Rialto Bridge
Cross the iconic Rialto Bridge, offering panoramic views of the Grand Canal and bustling markets.
The bridge is a 15-minute walk from St. Mark's Basilica.
Free, 1 hour
Find Hotels in Venice
Day 4: Fashion Capital
Milan, Italy
9:00AM
Duomo di Milano
Begin your day at the magnificent Milan Cathedral, a symbol of Gothic architecture.
The cathedral is centrally located and easily accessible by a short 10-minute walk.
€3, 1.5 hours
11:00AM
Galleria Vittorio Emanuele II
Indulge in luxury shopping at the historic Galleria Vittorio Emanuele II, home to high-end fashion brands.
The shopping arcade is right next to the cathedral, just a 5-minute walk.
Variable, 2 hours
3:00PM
Sforza Castle
Explore the Sforza Castle, a medieval fortress housing art collections and historical artefacts.
The castle is a short drive from the Galleria Vittorio Emanuele II, taking approximately 15 minutes.
€10, 2 hours
Find Hotels in Milan
Day 5: Coastal Paradise
Amalfi Coast, Italy
9:00AM
Positano Beach
Relax on the picturesque Positano Beach, known for its colourful cliffside buildings and crystal-clear waters.
Drive along the scenic coastal road to reach Positano, taking approximately 1.5 hours.
Free, 3 hours
1:00PM
Amalfi Town
Explore the charming Amalfi Town, famous for its historic centre and stunning views of the Mediterranean Sea.
Amalfi Town is a short drive from Positano, taking around 30 minutes.
Free, 2 hours
4:00PM
Ravello Gardens
Visit the beautiful gardens of Ravello, offering panoramic views of the coastline and lush Mediterranean flora.
Ravello is a 20-minute drive from Amalfi Town.
€7, 1.5 hours
Find Hotels in Amalfi Coast
Day 6: Wine & Countryside
Tuscany, Italy
10:00AM
Wine Tasting in Chianti
Embark on a wine tasting tour in the picturesque Chianti region, savouring world-renowned Tuscan wines.
Chianti is a scenic drive from the Amalfi Coast, taking approximately 4 hours.
€40, 3 hours
2:00PM
Siena Historic Centre
Explore the medieval streets of Siena's historic centre, known for its Gothic architecture and vibrant piazzas.
Siena is a short drive from Chianti, taking about 1 hour.
Free, 2 hours
5:00PM
Sunset in Val d'Orcia
Witness a breathtaking sunset in the Val d'Orcia, a UNESCO World Heritage site famed for its rolling hills and cypress trees.
Val d'Orcia is a scenic drive from Siena, taking approximately 1.5 hours.
Free, 1.5 hours
Find Hotels in Tuscany
Day 7: Seaside Retreat
Italian Riviera
9:00AM
Portofino Harbour
Discover the chic Portofino Harbour, lined with colourful buildings, upscale boutiques, and luxury yachts.
Drive along the coastal road to reach Portofino, taking around 3 hours.
Free, 2 hours
12:00PM
Cinque Terre
Explore the five picturesque villages of Cinque Terre, perched on the rugged cliffs overlooking the Ligurian Sea.
Cinque Terre is a short drive from Portofino, taking about 1 hour.
€16 (Train Pass), 3 hours
4:00PM
Relaxation at Monterosso Beach
Unwind at Monterosso Beach, the largest of the Cinque Terre beaches, with golden sands and azure waters.
Monterosso Beach is a short walk from the village centre.
Free, 2 hours
Find Hotels in Italian Riviera
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Itinerary created by
Plantrip Team
May 6, 2024
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