Two-Week Italian Adventure: Exploring Italy from North to South

Day 1: Arrive in Milan

Milan, Italy on August 1, 2025

9:00AM

Breakfast at Pasticceria Marchesi

Indulge in traditional Italian pastries and rich coffee at this historic pastry shop to start your day.
EUR15, 1 hour

10:30AM

Visit the Duomo di Milano

Marvel at one of the largest cathedrals in the world, known for its stunning Gothic architecture.
EUR10, 2 hours

1:00PM

Lunch at Trattoria Milanese

Enjoy traditional Milanese dishes like Risotto alla Milanese in a cozy trattoria.
EUR25, 1.5 hours

3:00PM

Explore Galleria Vittorio Emanuele II

Stroll through Italy's oldest shopping mall, featuring luxury boutiques and elegant cafes.
Free, 1 hour

4:30PM

Visit Sforza Castle

Explore this historic castle housing museums and beautiful gardens.
EUR10, 2 hours

7:00PM

Dinner at Osteria dell'Acquabella

Savor authentic Italian cuisine in this beloved local spot.
EUR30, 2 hours

Day 2: Lake Como Day Trip

Lake Como, Italy on August 2, 2025

8:00AM

Breakfast at Hotel

Start your day with a hearty breakfast at the hotel before heading to Lake Como.
Included, 1 hour

9:30AM

Drive to Lake Como

Enjoy a scenic drive to Lake Como, known for its breathtaking views.
Free, 1.5 hours

11:00AM

Boat Tour of Lake Como

Experience the stunning landscapes and charming villages around the lake on a boat tour.
EUR25, 2 hours

1:30PM

Lunch at Ristorante Il Gatto Nero

Dine with a view of the lake at this excellent Italian restaurant.
EUR35, 1.5 hours

3:00PM

Visit Bellagio

Explore the picturesque town of Bellagio, often referred to as the 'pearl of Lake Como'.
Free, 2 hours

5:30PM

Drive back to Milan

Head back to Milan for the night.
Free, 1.5 hours

7:30PM

Dinner at Trattoria Il Nostro Posto

Enjoy a delicious meal of local dishes in a casual setting.
EUR28, 2 hours

Day 3: Cinque Terre Adventure

Cinque Terre, Italy on August 3, 2025

7:00AM

Early Breakfast at Hotel

Fuel up for a day of adventure with breakfast provided by your hotel.
Included, 1 hour

8:00AM

Drive to Cinque Terre

Travel to the picturesque coastal villages of Cinque Terre, famous for their colorful homes.
Free, 2.5 hours

10:30AM

Begin Walk along the Trail from Riomaggiore to Manarola

Experience breathtaking views on this scenic coastal trail.
Free, 2 hours

1:00PM

Lunch at Nessun Dorma

Savor fresh seafood and local specialties atop a hill with stunning vistas.
EUR30, 1.5 hours

2:30PM

Visit Vernazza

Explore this charming village and relax at the beach.
Free, 2 hours

5:00PM

Return to Milan

Head back to Milan after an exciting day in Cinque Terre.
Free, 2 hours

7:30PM

Dinner at Da Raffaele

Enjoy a meal of traditional Italian flavors in a popular eatery.
EUR25, 2 hours

Day 4: Pisa and Florence

Pisa, Italy on August 4, 2025

8:00AM

Breakfast at Hotel

Have breakfast at your hotel before departure to Pisa.
Included, 1 hour

9:30AM

Drive to Pisa

Take a scenic drive towards Pisa to see the famous Leaning Tower.
Free, 1.5 hours

11:00AM

Visit the Leaning Tower of Pisa

Climb the iconic tower and explore the nearby Piazza dei Miracoli.
EUR20, 1.5 hours

1:00PM

Lunch at Ristorante da Rodo

Enjoy a delightful Tuscan meal with a view of the tower.
EUR30, 1.5 hours

3:00PM

Drive to Florence

Continue south to the beautiful city of Florence.
Free, 1.5 hours

5:00PM

Explore Florence's Historic Center

Wander through Florence’s charming streets and visit the Duomo.
Free, 2 hours

7:00PM

Dinner at Trattoria Mario

Dine at this popular eatery known for its hearty Tuscan fare.
EUR20, 2 hours

Day 5: Florence Culture

Florence, Italy on August 5, 2025

8:00AM

Breakfast at Hotel

Enjoy a delicious breakfast at your hotel before starting your exciting day.
Included, 1 hour

9:30AM

Visit the Uffizi Gallery

Explore one of the most famous art museums in the world housing masterpieces by Da Vinci and Botticelli.
EUR20, 2 hours

12:00PM

Lunch at La Giostra

Delight in Tuscany's traditional dishes in a cozy atmosphere at this famed restaurant.
EUR35, 1.5 hours

1:30PM

Visit the Accademia Gallery

Home to Michelangelo's David, this gallery is a must-see for art enthusiasts.
EUR12, 2 hours

4:00PM

Leisurely Walk to Ponte Vecchio

Take a charming stroll across Florence's famous old bridge filled with jewelry shops.
Free, 1 hour

6:00PM

Dinner at Trattoria da Burde

Savor classic Florentine dishes in a rustic yet welcoming eatery.
EUR30, 2 hours

Day 6: San Gimignano & Siena

San Gimignano, Italy on August 6, 2025

8:00AM

Breakfast at Hotel

Start your day with a breakfast buffet at your hotel.
Included, 1 hour

9:30AM

Drive to San Gimignano

Enjoy a scenic drive to the medieval hilltop town of San Gimignano.
Free, 1 hour

10:30AM

Explore San Gimignano's Towers

Learn about the history of this UNESCO World Heritage site known for its medieval skyscrapers.
Free, 2 hours

1:00PM

Lunch at Ristorante Dorando

Relish local dishes with a view of the picturesque countryside.
EUR28, 1.5 hours

2:30PM

Drive to Siena

Head to Siena, famous for its historic center and medieval architecture.
Free, 1 hour

3:30PM

Tour Piazza del Campo

Visit this stunning square and its iconic Torre del Mangia.
Free, 1 hour

5:00PM

Explore Siena Cathedral

Discover this magnificent cathedral adorned with intricate artworks.
EUR8, 1.5 hours

7:00PM

Dinner at Osteria Nonna Gina

Dine on traditional Sienese cuisine in this charming setting.
EUR30, 2 hours

Day 7: Drive to Rome

Rome, Italy on August 7, 2025

8:00AM

Breakfast at Hotel

Enjoy a breakfast buffet before departing for Rome.
Included, 1 hour

9:30AM

Drive to Rome

Set out on a scenic drive to the capital city.
Free, 2 hours

12:00PM

Lunch at Da Enzo al 29

Savor Roman dishes like Cacio e Pepe at this popular Trastevere spot.
EUR25, 1.5 hours

1:30PM

Check-in to Hotel

Check-in to your hotel and freshen up.
Free, 1 hour

3:00PM

Visit the Colosseum

Explore the iconic symbol of Rome, a must-see for history enthusiasts.
EUR16, 2 hours

5:00PM

Stroll through Roman Forum

Wander through the ruins of this ancient marketplace.
EUR12, 1.5 hours

7:00PM

Dinner at Ristorante Aroma

Enjoy an elegant dining experience with stunning views of the Colosseum.
EUR75, 2 hours

Day 8: Explore Vatican City

Vatican City on August 8, 2025

8:00AM

Breakfast at Hotel

Enjoy breakfast provided by your hotel before starting your Vatican adventure.
Included, 1 hour

9:30AM

Visit Vatican Museums

Explore the surreal collections of art including the Sistine Chapel.
EUR17, 3 hours

1:00PM

Lunch at Ristorante dei Musei

Refuel with Italian dishes conveniently located near the museums.
EUR20, 1.5 hours

2:30PM

Visit St. Peter's Basilica

Marvel at this awe-inspiring basilica and its stunning architecture.
Free, 1.5 hours

4:00PM

Climb to the Dome of St. Peter's

Get a breathtaking view of Rome from the top of the dome.
EUR10, 1-2 hours

6:00PM

Dinner at Il Sorpasso

Taste the flavors of Italian cuisine in a trendy Trastevere restaurant.
EUR32, 2 hours

Day 9: Travel to Naples

Naples, Italy on August 9, 2025

8:00AM

Breakfast at Hotel

Enjoy breakfast at your hotel before departing for Naples.
Included, 1 hour

9:30AM

Drive to Naples

Begin your drive to the vibrant city of Naples.
Free, 2 hours

12:00PM

Lunch at Sorbillo

Taste some of the best pizza in Naples at this iconic pizzeria.
EUR15, 1.5 hours

1:30PM

Explore Naples Historic Center

Wander through the charming streets and enjoy local shops.
Free, 2 hours

3:30PM

Visit Naples National Archaeological Museum

Discover ancient artifacts from Pompeii and Herculaneum.
EUR15, 2 hours

6:00PM

Dinner at Trattoria da Nennella

Enjoy traditional Neapolitan cuisine in a lively atmosphere.
EUR30, 2 hours

Day 10: Amalfi Coast

Amalfi, Italy on August 10, 2025

8:00AM

Breakfast at Hotel

Fuel up for a day on the stunning Amalfi Coast.
Included, 1 hour

9:30AM

Drive to Amalfi Coast

Embark on a scenic drive along one of the most beautiful coastlines in the world.
Free, 1.5 hours

11:00AM

Visit Positano

Explore this charming cliffside village adorned with colorful buildings.
Free, 3 hours

2:00PM

Lunch at Ristorante Le Tre Sorelle

Dine by the sea with delicious Mediterranean dishes.
EUR35, 1.5 hours

3:30PM

Visit Amalfi Town

Explore the historic center and visit the stunning Amalfi Cathedral.
Free, 2 hours

6:00PM

Dinner at Trattoria Il Molo

Savor local seafood delicacies in this beachside eatery.
EUR30, 2 hours

Day 11: Pompeii Excursion

Pompeii, Italy on August 11, 2025

8:00AM

Breakfast at Hotel

Start your day with a hearty breakfast at your hotel.
Included, 1 hour

9:00AM

Drive to Pompeii

Travel to the UNESCO World Heritage site of Pompeii.
Free, 30 minutes

9:30AM

Tour Ancient Pompeii

Explore the ruins of this once-bustling Roman city, preserved by volcanic ash.
EUR19, 3 hours

1:00PM

Lunch at Villa dei Misteri Restaurant

Enjoy a meal near the ruins with delicious local cuisine.
EUR25, 1.5 hours

2:30PM

Drive back to Naples

Head back to Naples to relax.
Free, 30 minutes

3:00PM

Visit Castel Nuovo

Explore this medieval castle that holds significant historical importance.
EUR10, 1.5 hours

5:00PM

Dinner at Trattoria di Nennella

Dine in a lively local favorite known for its warm colors and great food.
EUR30, 2 hours

Day 12: Matera Exploration

Matera, Italy on August 12, 2025

8:00AM

Breakfast at Hotel

Enjoy breakfast at your hotel before heading to Matera.
Included, 1 hour

9:30AM

Drive to Matera

Travel to the ancient city of Matera, famous for its cave dwellings.
Free, 2 hours

11:30AM

Visit Sassi di Matera

Explore the ancient cave systems and learn about their history.
EUR10, 2 hours

2:00PM

Lunch at Osteria La Lopa

Indulge in traditional Basilicata dishes in a unique cave restaurant.
EUR25, 1.5 hours

3:30PM

Explore the Historic Center

Wander through the charming streets and enjoy the architectural marvels.
Free, 2 hours

6:00PM

Dinner at Ristorante Il Terrazzino

Enjoy local fare with stunning views over the gorge.
EUR30, 2 hours

Day 13: Drive to Bari

Bari, Italy on August 13, 2025

8:00AM

Breakfast at Hotel

Have breakfast and prepare for your drive to Bari.
Included, 1 hour

9:30AM

Drive to Bari

Set off for the coastal city of Bari.
Free, 1.5 hours

11:00AM

Explore Bari Vecchia

Discover the old town's narrow streets and historic landmarks.
Free, 2 hours

1:00PM

Lunch at La Tana

Savor fresh seafood and Apulian dishes in this charming eatery.
EUR25, 1.5 hours

3:00PM

Visit Basilica di San Nicola

Admire this stunning church known for its Byzantine architecture.
Free, 1 hour

5:00PM

Dinner at Al Pescatore

Enjoy a delightful waterfront dining experience offering local delicacies.
EUR40, 2 hours

Day 14: Last Day in Bari

Bari, Italy on August 14, 2025

8:00AM

Breakfast at Hotel

Enjoy your final breakfast in Italy and prepare for departure.
Included, 1 hour

10:00AM

Relax at Pane e Pomodoro Beach

Spend a leisurely morning at this lovely beach before packing up.
Free, 2 hours

1:00PM

Lunch at Ristorante La Pignata

Indulge in traditional Italian dishes at this popular beachfront restaurant.
EUR30, 1.5 hours

3:00PM

Check-out and Transfer to Airport

Prepare for your flight and head to the airport for departure.
Free, 1 hour