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14-Day Enchanting Road Trip Through Italy
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14-Day Enchanting Road Trip Through Italy
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Day 1: Arrival in Rome
Rome, Italy
10:00AM
Check-in at Hotel
Start your adventure by checking in at a centrally located hotel in Rome.
Hotel is located in the heart of the city for easy access to landmarks.
EUR150, 1 hour
11:00AM
Colosseum Tour
Dive into the history of the ancient Romans with a guided tour of the Colosseum.
Drive 10 minutes to the Colosseum from the hotel.
EUR25, 2 hours
1:00PM
Lunch at La Taverna dei Fori Imperiali
Enjoy traditional Roman dishes in a rustic ambiance.
Walking distance from the Colosseum.
EUR20, 1 hour
2:30PM
Roman Forum Visit
Take a short stroll to explore the ruins of the Roman Forum, a key archaeological site.
5-minute walk from lunch.
EUR12, 1.5 hours
4:00PM
Visit the Pantheon
Marvel at the architectural feat of the Pantheon, one of the best-preserved monuments of ancient Rome.
15-minute drive from the Forum.
EUR5, 1 hour
7:00PM
Dinner at Ristorante Aroma
Enjoy fine dining with a view of the Colosseum at sunset.
A 15-minute drive or 25-minute walk from the Pantheon.
EUR50, 2 hours
Find Hotels in Rome
Day 2: Exploring Rome
Rome, Italy
8:00AM
Breakfast at Cafe Sant'Eustachio
Start your day with the best espresso in Rome and a delicious pastry.
5-minute walk from hotel.
EUR10, 1 hour
9:30AM
Vatican Museums
Explore the vast collection of art and history within the Vatican Museums.
15-minute drive to Vatican City.
EUR30, 3 hours
1:00PM
Lunch at Pizzarium
Savour delicious gourmet pizza by the slice at this famous spot.
10-minute walk from the Vatican.
EUR15, 1 hour
3:00PM
St. Peter's Basilica
Witness the grandeur of St. Peter's Basilica and ascend to the dome.
5-minute walk from lunch.
EUR10, 2 hours
5:30PM
Explore Trastevere
Wander through the charming streets of Trastevere, enjoying the local shops and vibrant atmosphere.
20-minute drive to Trastevere.
Free, 2 hours
8:00PM
Dinner at Da Enzo al 29
Experience authentic Roman cuisine at this beloved local trattoria.
10-minute walk from Trastevere.
EUR30, 2 hours
Find Hotels in Rome
Day 3: Travel to Florence
Florence, Italy
9:00AM
Check-out and Drive to Florence
After a hearty breakfast at the hotel, begin your drive to Florence.
2.5-hour drive from Rome to Florence.
N/A, 3 hours
12:00PM
Check-in at Hotel in Florence
Settle into your hotel located near the historic centre.
Directly upon arrival in Florence.
EUR120, 1 hour
1:00PM
Lunch at Trattoria Mario
Enjoy a traditional Tuscan lunch at this lively trattoria.
5-minute walk from hotel.
EUR20, 1 hour
2:30PM
Uffizi Gallery Tour
Explore the masterpieces of the Renaissance at the Uffizi Gallery.
10-minute walk from lunch.
EUR20, 2 hours
5:00PM
Ponte Vecchio
Stroll across the iconic Ponte Vecchio and enjoy the artisan shops.
5-minute walk from Uffizi.
Free, 1 hour
7:00PM
Dinner at Osteria Vini e Vecchi Sapori
Savour Florentine specialities in a cozy atmosphere.
A 10-minute walk from the Ponte Vecchio.
EUR40, 2 hours
Find Hotels in Florence
Day 4: Florence Highlights
Florence, Italy
8:00AM
Breakfast at La Ménagère
Start your day with a fresh Italian breakfast in a stylish café.
5-minute walk from the hotel.
EUR12, 1 hour
9:30AM
Visit the Accademia Gallery
Admire Michelangelo's David among other Renaissance artworks.
10-minute walk from breakfast.
EUR12, 1.5 hours
11:30AM
Climb the Duomo
Climb the 463 steps to enjoy breathtaking views of Florence.
5-minute walk from the gallery.
EUR20, 2 hours
2:00PM
Lunch at Mercato Centrale
Taste a variety of Tuscan dishes at this famous food market.
10-minute walk from the Duomo.
EUR15, 1.5 hours
4:00PM
Boboli Gardens
Wander through the beautiful Boboli Gardens behind the Pitti Palace.
15-minute walk from lunch.
EUR10, 2 hours
7:00PM
Dinner at Trattoria Da Burde
Enjoy a warm and welcoming ambiance with excellent Tuscan cuisine.
20-minute drive from the gardens.
EUR35, 2 hours
Find Hotels in Florence
Day 5: Pisa and Lucca Day Trip
Pisa, Italy
7:30AM
Breakfast at Hotel
Fuel up with a continental breakfast at your hotel.
On-site dining.
Included, 1 hour
8:30AM
Drive to Pisa
Set out on a short 1.5-hour drive to Pisa.
Direct drive to Pisa.
N/A, 1.5 hours
10:00AM
Visit the Leaning Tower of Pisa
Tick off a bucket list item with a visit to the iconic Leaning Tower.
Parking nearby the tower.
EUR20, 1 hour
11:30AM
Explore Piazza dei Miracoli
Stroll around this beautiful square and take photos.
Short walk around the tower.
Free, 1 hour
1:00PM
Lunch at Da Mario
Enjoy delicious Tuscan fare at a local restaurant.
5-minute walk from Piazza dei Miracoli.
EUR25, 1 hour
2:30PM
Drive to Lucca
Head to the charming town of Lucca, just a 30-minute drive away.
Direct drive to Lucca.
N/A, 30 minutes
3:00PM
Explore Lucca's Historic Centre
Wander the well-preserved city walls and quaint streets of Lucca.
Park at the entrance of the historical centre.
Free, 2 hours
5:30PM
Drive Back to Florence
Return to Florence after a delightful day.
2-hour drive back.
N/A, 2 hours
8:00PM
Dinner at Osteria All'Antico Vinaio
Indulge in famous sandwiches in this popular Florentine spot.
A 10-minute walk from the hotel.
EUR10, 1 hour
Find Hotels in Pisa
Day 6: Cinque Terre Exploration
Cinque Terre, Italy
7:30AM
Breakfast at Hotel
Enjoy your last breakfast in Florence before heading to Cinque Terre.
On-site dining.
Included, 1 hour
9:00AM
Drive to Cinque Terre
Embark on a scenic 2.5-hour drive to the stunning Cinque Terre.
Direct drive to Monterosso al Mare.
N/A, 2.5 hours
11:30AM
Check-in at Hotel in Cinque Terre
Settle in your picture-perfect hotel overlooking the sea.
Located in Monterosso al Mare.
EUR180, 1 hour
12:30PM
Lunch at Ristorante Belvedere
Savour fresh seafood while enjoying a view of the coastline.
10-minute walk from the hotel.
EUR25, 1.5 hours
2:00PM
Swim at Monterosso Beach
Spend your afternoon sunbathing and swimming at this beautiful beach.
Direct access from the restaurant.
Free, 2 hours
4:30PM
Visit Vernazza
Take a scenic train ride to Vernazza, one of the most picturesque villages.
5-minute train ride from Monterosso.
EUR4, 2 hours
7:30PM
Dinner at Ristorante Il Gambero Rosso
Enjoy delicious local cuisine as you watch the sunset.
Walking distance from Vernazza harbour.
EUR35, 2 hours
Find Hotels in Cinque Terre
Day 7: Travelling to Milan
Milan, Italy
8:30AM
Breakfast at Hotel
Fuel up with a hearty breakfast before your drive to Milan.
On-site dining.
Included, 1 hour
10:00AM
Drive to Milan
Leave the coastal charm behind for the fashion capital of Milan—a 3-hour drive awaits.
Direct drive to Milan.
N/A, 3 hours
1:00PM
Check-in at Milan Hotel
Settle into a stylish hotel located near the centre.
Located near the Duomo.
EUR160, 1 hour
2:00PM
Lunch at Luini
Try a famous panzerotto from this iconic eatery.
10-minute walk from hotel.
EUR10, 1 hour
3:30PM
Visit Duomo di Milano
Explore the stunning Gothic cathedral and its rooftop vistas.
5-minute walk from Luini.
EUR15, 2 hours
6:00PM
Explore Galleria Vittorio Emanuele II
Stroll through this elegant shopping gallery filled with luxury brands.
5-minute walk from Duomo.
Free, 1 hour
8:00PM
Dinner at Trattoria Milanese
Savour authentic local dishes in a rustic setting.
A 10-minute walk from the Galleria.
EUR40, 2 hours
Find Hotels in Milan
Day 8: Venice Awaits
Venice, Italy
8:30AM
Breakfast at Hotel
Enjoy a good breakfast before heading to Venice.
On-site dining.
Included, 1 hour
10:00AM
Drive to Venice
Enjoy a 3-hour scenic drive to the enchanting city of Venice.
Direct drive to parking on the mainland.
N/A, 3 hours
1:00PM
Check-in at Venice Hotel
Settle into your hotel and drop off your bags.
Located in Venice.
EUR180, 1 hour
2:00PM
Lunch at Osteria alle Testiere
Indulge in freshly prepared seafood dishes at this small restaurant.
Walking distance from the hotel.
EUR50, 1.5 hours
3:30PM
Gondola Ride
Experience Venice from the water with a traditional gondola ride.
Board gondolas at a nearby pier.
EUR80, 1 hour
5:00PM
Explore St. Mark's Basilica
Visit this iconic basilica adorned with beautiful mosaics.
10-minute walk from the gondola ride.
EUR5, 1 hour
7:00PM
Dinner at Antiche Carampane
Savour Venetian delicacies at this well-known restaurant.
10-minute walk from the basilica.
EUR60, 2 hours
Find Hotels in Venice
Day 9: Discovering Venice
Venice, Italy
8:00AM
Breakfast at Hotel
Fuel up with a Venetian breakfast before a busy day of exploration.
On-site dining.
Included, 1 hour
9:30AM
Visit Doge's Palace
Explore the stunning Doge's Palace and learn about Venetian history.
20-minute walk from the hotel.
EUR25, 2 hours
12:00PM
Lunch at All'Arco
Enjoy cicchetti (Venetian tapas) at this small bacaro.
15-minute walk from Doge's Palace.
EUR20, 1 hour
1:30PM
Explore Rialto Bridge
Visit the iconic bridge and explore the surrounding markets.
10-minute walk from lunch.
Free, 1 hour
3:00PM
Visit Peggy Guggenheim Collection
Discover modern art in Peggy Guggenheim's private collection.
25-minute walk from Rialto.
EUR15, 2 hours
6:00PM
Dinner at Osteria Vivaldi
Wrap up your day enjoying classical Italian dishes overlooking the Grand Canal.
10-minute walk from the museum.
EUR50, 2 hours
Find Hotels in Venice
Day 10: A Day in Verona
Verona, Italy
8:00AM
Breakfast at Hotel
Enjoy breakfast before your drive to Verona.
On-site dining.
Included, 1 hour
9:00AM
Drive to Verona
Set off for a 1.5-hour drive to Verona, the city of love.
Direct drive to Verona.
N/A, 1.5 hours
10:30AM
Visit Juliet's House
Stand in the courtyard of Juliet’s famous balcony from Shakespeare's tale.
5-minute walk from parking.
EUR10, 1 hour
12:00PM
Lunch at Osteria Al Duca
Enjoy hearty local dishes at this well-liked local eatery.
10-minute walk from Juliet’s House.
EUR30, 1 hour
1:30PM
Explore Verona Arena
Visit the historic Roman amphitheatre still in use for concerts today.
15-minute walk from lunch.
EUR15, 1.5 hours
3:30PM
Stroll along the Adige River
Enjoy a calming walk along the river with picturesque views.
15-minute walk from the arena.
Free, 1 hour
5:00PM
Visit Castelvecchio
Explore the impressive medieval castle and its art museum.
20-minute walk from the river.
EUR12, 2 hours
7:30PM
Dinner at Trattoria Al Pompiere
Savour delicious Italian meals in a warm setting to conclude your day.
10-minute walk from Castelvecchio.
EUR30, 2 hours
Find Hotels in Verona
Day 11: Bologna's Culinary Delights
Bologna, Italy
8:00AM
Breakfast at Hotel
Enjoy breakfast before setting out towards Bologna, the food capital of Italy.
On-site dining.
Included, 1 hour
9:00AM
Drive to Bologna
Venture out for a scenic 1.5-hour drive to Bologna.
Direct drive to Bologna.
N/A, 1.5 hours
10:30AM
Check-in at Bologna Hotel
Settle into a charming hotel in the historical centre.
Located in Bologna.
EUR130, 1 hour
12:00PM
Lunch at Trattoria Anna Maria
Relish traditional Bolognese dishes in a family-run restaurant.
5-minute walk from hotel.
EUR25, 1 hour
2:00PM
Explore Piazza Maggiore
Visit Bologna's main square and take photos of the iconic Two Towers.
Short walk from lunch.
Free, 1 hour
3:30PM
Food Tour of Bologna
Join a local food tour to sample Bologna's culinary delights.
Meet at a central location in Bologna.
EUR50, 3 hours
7:00PM
Dinner at Ristorante Da Cesari
Experience cooking with depth and flavours in a historical setting.
15-minute walk from the food tour end.
EUR40, 2 hours
Find Hotels in Bologna
Day 12: Charming Siena
Siena, Italy
8:30AM
Breakfast at Hotel
Enjoy breakfast before heading to Siena.
On-site dining.
Included, 1 hour
9:30AM
Drive to Siena
A short 1.5-hour drive will take you to beautiful Siena.
Direct drive to Siena.
N/A, 1.5 hours
11:00AM
Visit Piazza del Campo
Admire the stunning central square, famous for the Palio horse race.
Walk from parking to the square.
Free, 1 hour
12:30PM
Lunch at Osteria Le Logge
Enjoy typical Tuscan cuisine in a charming atmosphere.
5-minute walk from Piazza del Campo.
EUR30, 1.5 hours
2:00PM
Visit Siena Cathedral
Explore the stunning Gothic cathedral and its impressive art.
5-minute walk from lunch.
EUR10, 1.5 hours
4:00PM
Wander through the Historic Centre
Stroll through narrow medieval streets and charming plazas.
Walking exploration from the Cathedral.
Free, 2 hours
7:00PM
Dinner at Ristorante Il Forino
Conclude your day with delicious Tuscan cuisine in a local eatery.
15-minute drive from town centre.
EUR35, 2 hours
Find Hotels in Siena
Day 13: Return to Rome
Rome, Italy
8:30AM
Breakfast at Hotel
Enjoy breakfast before your journey back to Rome.
On-site dining.
Included, 1 hour
9:30AM
Drive to Rome
Make a 2.5-hour drive back to the bustling capital.
Direct drive to Rome.
N/A, 2.5 hours
12:00PM
Check-in at Rome Hotel
Settle into a hotel in the city centre.
Located centrally in Rome.
EUR150, 1 hour
1:00PM
Lunch at Ristorante Il Margutta RistorArte
Enjoy delightful vegetarian dishes in an artistic setting.
5-minute walk from the hotel.
EUR30, 1.5 hours
3:00PM
Shopping on Via del Corso
Enjoy some retail therapy on Rome's famous shopping street.
Walking distance from lunch.
Free, 2 hours
5:30PM
Visit the Spanish Steps
Relax at the Spanish Steps and enjoy your surroundings.
15-minute walk from Via del Corso.
Free, 1 hour
7:30PM
Farewell Dinner at La Pergola
Celebrate your trip with a fine dining experience boasting Michelin-star excellence.
15-minute drive from the Spanish Steps.
EUR150, 2 hours
Find Hotels in Rome
Day 14: Departure Day
Rome, Italy
8:00AM
Breakfast at Hotel
Enjoy your final breakfast in Italy at the hotel.
On-site dining.
Included, 1 hour
9:00AM
Last-minute Shopping or Sightseeing
Take your time for any last-minute shopping or sights you may want to see before leaving.
Walk or drive to nearby locations.
Varies, 2-3 hours
12:00PM
Check-out and Depart
Check out of your hotel and head to the airport for your departure.
Short drive to the airport.
N/A, 1 hour
Find Hotels in Rome
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January 31, 2025
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