14-Day Italy Itinerary: Palermo, Aeolian Islands, Naples, Pompeii, Rome, Florence, and Venice

Day 1: Arrival and Exploration

Palermo, Italy on March 12, 2025

8:00 AM

Breakfast at Pasticceria Cappello

Start your day with a traditional Sicilian breakfast at Pasticceria Cappello, renowned for its pastries and coffee.
€5-10, 1 hour

9:30 AM

Palermo Cathedral

Explore the stunning mix of architectural styles at this famous cathedral, open from 9:00 AM to 5:30 PM.
€3, 1 hour

11:00 AM

Teatro Massimo

Visit Italy's largest opera house; while no performances are scheduled today, guided tours are available.
€10, 1 hour

12:30 PM

Lunch at Antica Focacceria San Francesco

Enjoy traditional Sicilian street food like arancine and panelle at this historic eatery.
€10-15, 1 hour

2:00 PM

Quattro Canti & Piazza Pretoria

Wander through this Baroque square and nearby fountain, admiring the architecture and sculptures.
Free, 1 hour

3:30 PM

Vucciria Market

Experience the lively street market with a taste of local food and vibrant atmosphere.
Varies, 1.5 hours

5:00 PM

Afternoon Coffee at Caffè del Kassaro

Relax with a coffee and a cannolo at this charming café near the cathedral.
€5-7, 1 hour

7:00 PM

Dinner at Osteria dei Vespri

Savor modern Sicilian cuisine in a cozy setting; reservations recommended.
€30-40, 2 hours
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Day 2: Travel to Aeolian Islands

Lipari, Italy on March 13, 2025

7:00 AM

Breakfast at Bar Touring

Enjoy a quick breakfast of espresso and cornetto before heading to the port.
€5, 30 minutes

8:00 AM

Ferry to Lipari

Take a ferry from Palermo to Lipari, the largest of the Aeolian Islands; check schedules in advance.
€30-50, 3 hours

11:30 AM

Check-in at Hotel Mea

Settle into your accommodation with stunning sea views and convenient location.
Varies, 1 hour

12:30 PM

Lunch at Ristorante Filippino

Enjoy fresh seafood and Aeolian specialties at this renowned restaurant.
€25-35, 1.5 hours

2:00 PM

Explore Lipari Town

Wander through the charming streets, visit the Archaeological Museum, and enjoy local shops.
€6 for museum, 2 hours

4:00 PM

Afternoon Gelato at Gelateria Subba

Treat yourself to a refreshing granita or gelato, a local favorite.
€3-5, 30 minutes

5:00 PM

Relax at Canneto Beach

Unwind on the beautiful beach of Canneto, just a short bus ride from town.
Free, 2 hours

7:30 PM

Dinner at Trattoria del Vicolo

Experience traditional Aeolian dishes in a cozy atmosphere.
€20-30, 2 hours
View Hotel Availability

Day 3: Island Exploration

Lipari, Italy on March 14, 2025

8:00 AM

Breakfast at Hotel

Enjoy a leisurely breakfast at your hotel, featuring local pastries and coffee.
Included, 1 hour

9:30 AM

Boat Tour to Stromboli

Embark on a boat tour to Stromboli Island, known for its active volcano; tours typically include lunch.
€50-70, 6 hours

4:00 PM

Return to Lipari

Arrive back in Lipari and relax at your hotel or explore more of the town.
Free, 2 hours

7:00 PM

Dinner at E Pulera

Dine in a beautiful garden setting, enjoying Aeolian cuisine and local wines.
€30-40, 2 hours
View Hotel Availability

Day 4: Beach Day

Lipari, Italy on March 15, 2025

8:00 AM

Breakfast at Hotel

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

9:30 AM

Visit Spiaggia Bianca

Spend the morning at the stunning white beach, known for its crystal-clear waters.
Free, 3 hours

12:30 PM

Lunch at Da Marisa

Enjoy beachfront dining with fresh seafood and pasta dishes.
€20-30, 1.5 hours

2:00 PM

Afternoon at Terme di San Calogero

Relax at the ancient thermal baths, known for their therapeutic properties.
€10, 2 hours

4:30 PM

Explore Acquacalda

Visit this quaint village known for its pumice stone beaches and scenic views.
Free, 1.5 hours

6:00 PM

Sunset Aperitivo at Il Giardino di Lipari

Enjoy a refreshing aperitivo while watching the sunset over the sea.
€10-15, 1 hour

7:30 PM

Dinner at Ristorante Nenzyna

Savor traditional dishes with a modern twist in a charming setting.
€25-35, 2 hours
View Hotel Availability

Day 5: Travel to Naples

Naples, Italy on March 16, 2025

7:00 AM

Breakfast at Hotel

Have an early breakfast before checking out.
Included, 1 hour

8:00 AM

Ferry to Milazzo

Take the ferry from Lipari to Milazzo; check schedules in advance.
€15-25, 1 hour

9:30 AM

Transfer to Catania Airport

Take a bus or taxi from Milazzo to Catania Airport for your flight to Naples.
€20-30, 2 hours

12:00 PM

Flight to Naples

Fly from Catania to Naples; flight time is approximately 1 hour.
€50-100, 1 hour

1:00 PM

Arrival in Naples

Arrive in Naples and transfer to your hotel in the historic center.
Varies, 1 hour

2:00 PM

Lunch at Pizzeria Da Michele

Enjoy an authentic Neapolitan pizza at this famous pizzeria.
€10-15, 1 hour

3:30 PM

Explore Spaccanapoli

Walk through the historic center, a UNESCO World Heritage site, and visit local shops and churches.
Free, 2 hours

5:30 PM

Visit Piazza del Plebiscito

Admire the architecture of Naples' main square and nearby landmarks.
Free, 1 hour

7:00 PM

Dinner at Trattoria da Nennella

Experience traditional Neapolitan cuisine in a lively atmosphere.
€20-30, 2 hours
View Hotel Availability

Day 6: Visit Pompeii

Pompeii, Italy on March 17, 2025

7:00 AM

Breakfast at Hotel

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

8:00 AM

Train to Pompeii

Take the Circumvesuviana train from Naples to Pompeii; journey time is about 30 minutes.
€3, 30 minutes

9:00 AM

Pompeii Archaeological Site

Explore the ruins of this ancient city destroyed by Mount Vesuvius in 79 AD; highlights include the Forum, amphitheater, and Villa of the Mysteries.
€16, 3 hours

12:00 PM

Lunch at Ristorante President

Enjoy a meal near the archaeological site, offering local specialties.
€20-30, 1 hour

1:30 PM

Visit the Sanctuary of the Madonna of the Rosary

Explore this beautiful basilica located in the center of modern Pompeii.
Free, 1 hour

3:00 PM

Return to Naples

Take the train back to Naples and relax at your hotel.
€3, 30 minutes

5:00 PM

Afternoon Coffee at Gran Caffè Gambrinus

Enjoy a coffee and sfogliatella at this historic café.
€5-7, 1 hour

7:00 PM

Dinner at Osteria Il Gobbetto

Savor traditional Neapolitan dishes in a cozy setting.
€25-35, 2 hours
View Hotel Availability

Day 7: Travel to Rome

Rome, Italy on March 18, 2025

7:00 AM

Breakfast at Hotel

Have breakfast before checking out.
Included, 1 hour

8:00 AM

Train to Rome

Take a high-speed train from Naples to Rome; journey time is about 1 hour and 10 minutes.
€40-60, 1.5 hours

9:30 AM

Check-in at Hotel

Arrive in Rome and check into your hotel in the city center.
Varies, 1 hour

10:30 AM

Visit the Colosseum and Roman Forum

Explore the heart of ancient Rome; consider booking tickets in advance to skip the line.
€16, 3 hours

1:30 PM

Lunch at Trattoria Luzzi

Enjoy Roman specialties like cacio e pepe near the Colosseum.
€15-25, 1 hour

3:00 PM

Visit the Pantheon

Admire this well-preserved ancient Roman temple, now a church.
Free, 1 hour

4:30 PM

Trevi Fountain and Spanish Steps

Visit these iconic landmarks and perhaps toss a coin into the fountain.
Free, 1.5 hours

6:00 PM

Aperitivo at Il Marchese

Enjoy a pre-dinner drink and snacks in a stylish setting.
€10-15, 1 hour

7:30 PM

Dinner at Ristorante Aroma

Dine with a view of the Colosseum; reservations recommended.
€50-70, 2 hours
View Hotel Availability

Day 8: Vatican City

Rome, Italy on March 19, 2025

7:00 AM

Breakfast at Hotel

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

8:00 AM

Vatican Museums and Sistine Chapel

Explore the vast art collections and Michelangelo's masterpiece; book tickets in advance to avoid long lines.
€17, 3 hours

11:00 AM

St. Peter's Basilica

Visit the largest church in the world and climb to the dome for panoramic views.
Free; dome climb €8, 1.5 hours

12:30 PM

Lunch at Ristorante Arlù

Enjoy Italian cuisine near the Vatican.
€20-30, 1 hour

2:00 PM

Castel Sant'Angelo

Explore this historic fortress and enjoy views of the city.
€15, 1.5 hours

3:30 PM

Piazza Navona

Relax in this lively square with beautiful fountains and street artists.
Free, 1 hour

5:00 PM

Afternoon Gelato at Gelateria del Teatro

Treat yourself to artisanal gelato with unique flavors.
€3-5, 30 minutes

7:00 PM

Dinner at Trattoria Pennestri

Experience modern Roman cuisine in a cozy atmosphere.
€30-40, 2 hours
View Hotel Availability

Day 9: Ancient Rome

Rome, Italy on March 20, 2025

7:00 AM

Breakfast at Hotel

Enjoy breakfast before heading out.
Included, 1 hour

8:00 AM

Palatine Hill and Roman Forum

Explore the ancient ruins and learn about Rome's history; consider a guided tour.
Included with Colosseum ticket, 2 hours

10:30 AM

Capitoline Museums

Visit one of the oldest public museums, housing a vast collection of art and artifacts.
€15, 2 hours

12:30 PM

Lunch at Ristorante Aroma

Dine with a view of the Colosseum; reservations recommended.
€50-70, 1.5 hours

2:00 PM

Basilica di San Clemente

Explore this unique church with layers of history, including ancient frescoes.
€10, 1 hour

3:30 PM

Aventine Keyhole

Peek through the famous keyhole for a unique view of St. Peter's Basilica.
Free, 30 minutes

4:00 PM

Giardino degli Aranci

Relax in this beautiful garden with panoramic views of Rome.
Free, 1 hour

5:30 PM

Afternoon Coffee at Sant'Eustachio Il Caffè

Enjoy a renowned espresso in this historic café.
€3-5, 30 minutes

7:00 PM

Dinner at Roscioli

Savor gourmet Italian dishes and an extensive wine selection; reservations recommended.
€40-60, 2 hours
View Hotel Availability

Day 10: Day Trip to Tivoli

Tivoli, Italy on March 21, 2025

7:00 AM

Breakfast at Hotel

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

8:00 AM

Train to Tivoli

Take a train from Rome to Tivoli; journey time is about 1 hour.
€3, 1 hour

9:00 AM

Villa d'Este

Visit this UNESCO World Heritage site known for its stunning gardens and fountains.
€10, 2 hours

11:00 AM

Villa Adriana

Explore the vast ruins of Emperor Hadrian's retreat.
€10, 2 hours

1:00 PM

Lunch at Ristorante Sibilla

Dine near the Temple of Vesta, offering traditional Italian cuisine.
€25-35, 1.5 hours

2:30 PM

Rocca Pia

Visit this medieval fortress and enjoy views of Tivoli.
Free, 1 hour

3:30 PM

Return to Rome

Take the train back to Rome and relax at your hotel.
€3, 1 hour

5:00 PM

Afternoon Gelato at Gelateria del Teatro

Treat yourself to artisanal gelato with unique flavors.
€3-5, 30 minutes

7:00 PM

Dinner at Trattoria Pennestri

Experience modern Roman cuisine in a cozy atmosphere.
€30-40, 2 hours
View Hotel Availability

Day 11: Travel to Florence

Florence, Italy on March 22, 2025

7:00 AM

Breakfast at Hotel

Have breakfast before checking out.
Included, 1 hour

8:00 AM

Train to Florence

Take a high-speed train from Rome to Florence; journey time is about 1.5 hours.
€50-70, 1.5 hours

9:30 AM

Check-in at Hotel

Arrive in Florence and check into your hotel in the city center.
Varies, 1 hour

10:30 AM

Visit the Uffizi Gallery

Explore one of the world's most famous art museums; book tickets in advance to skip the line.
€20, 2 hours

12:30 PM

Lunch at Trattoria Mario

Enjoy traditional Tuscan dishes in a lively atmosphere.
€15-25, 1 hour

2:00 PM

Climb the Duomo

Ascend to the top of Florence's cathedral for panoramic city views; tickets required.
€18, 1.5 hours

3:30 PM

Ponte Vecchio

Stroll across the famous bridge lined with jewelry shops.
Free, 30 minutes

4:00 PM

Piazza della Signoria

Relax in this historic square with stunning sculptures and architecture.
Free, 1 hour

5:00 PM

Afternoon Coffee at Caffè Gilli

Enjoy a coffee and pastry at Florence's oldest café.
€5-7, 1 hour

7:00 PM

Dinner at Osteria Vini e Vecchi Sapori

Savor authentic Tuscan cuisine in a cozy setting; reservations recommended.
€30-40, 2 hours
View Hotel Availability

Day 12: Travel to Venice

Venice, Italy on March 23, 2025

7:00 AM

Breakfast at Hotel

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

8:00 AM

Train to Venice

Take a high-speed train from Florence to Venice; journey time is about 2 hours.
€50-70, 2 hours

10:00 AM

Check-in at Hotel

Arrive in Venice and check into your hotel in the city center.
Varies, 1 hour

11:00 AM

Visit Piazza San Marco

Explore the main square, home to St. Mark's Basilica and the Campanile.
Free, 1 hour

12:00 PM

St. Mark's Basilica

Visit the stunning basilica; consider booking a guided tour to learn about its history.
Free; museum €5, 1 hour

1:00 PM

Lunch at Trattoria al Gazzettino

Enjoy Venetian specialties in a charming setting.
€25-35, 1.5 hours

2:30 PM

Rialto Bridge

Walk across the famous bridge and explore the nearby market.
Free, 1 hour

3:30 PM

Gondola Ride

Experience Venice from the canals with a traditional gondola ride.
€80 per gondola, 30 minutes

4:00 PM

Doge's Palace

Explore the palace and its impressive architecture and artworks; consider a guided tour.
€25, 1.5 hours

5:30 PM

Afternoon Coffee at Caffè Florian

Relax with a coffee at this historic café in Piazza San Marco.
€10-15, 1 hour

7:00 PM

Dinner at Osteria alle Testiere

Savor fresh seafood dishes in an intimate setting; reservations essential.
€50-70, 2 hours
View Hotel Availability

Day 13: Explore Venice

Venice, Italy on March 24, 2025

8:00 AM

Breakfast at Hotel

Enjoy breakfast before heading out.
Included, 1 hour

9:00 AM

Visit Murano

Take a vaporetto to Murano to see glassmaking demonstrations and explore the island.
€7.50 for vaporetto, 2 hours

11:00 AM

Visit Burano

Continue to Burano to admire the colorful houses and lace-making traditions.
€7.50 for vaporetto, 2 hours

1:00 PM

Lunch at Trattoria al Gatto Nero

Enjoy seafood and local dishes on Burano; reservations recommended.
€30-40, 1.5 hours

2:30 PM

Return to Venice

Take the vaporetto back to Venice and relax at your hotel.
€7.50 for vaporetto, 1 hour

4:00 PM

Explore Dorsoduro District

Wander through this artsy neighborhood, visiting galleries and enjoying the ambiance.
Free, 2 hours

6:00 PM

Aperitivo at Cantine del Vino già Schiavi

Enjoy cicchetti and a glass of wine at this traditional bacaro.
€10-15, 1 hour

7:30 PM

Dinner at Antiche Carampane

Experience authentic Venetian cuisine in a historic setting; reservations recommended.
€40-50, 2 hours
View Hotel Availability

Day 14: Departure

Venice, Italy on March 25, 2025

7:00 AM

Breakfast at Hotel

Have a final breakfast before checking out.
Included, 1 hour

8:00 AM

Transfer to Airport

Take a water taxi or bus to Venice Marco Polo Airport for your departure flight.
€15-100, 1 hour
View Hotel Availability