Explore the Best of Tuscany and Sicily: A 3-Week Journey

Day 1: Arrive in Florence

Florence, Italy on September 1, 2025

9:00 AM

Breakfast at Caffè Gilli

Start your day with a delightful Italian breakfast at this historic café known for its pastries and coffee. Grab a cornetto and cappuccino to fuel your day.
EUR15, 1 hour

10:00 AM

Visit the Uffizi Gallery

Discover one of the most famous art museums in the world, showcasing masterpieces from the Renaissance period including works by Botticelli and Michelangelo.
EUR20, 3 hours

1:00 PM

Lunch at Trattoria Mario

This bustling eatery offers traditional Tuscan dishes in a casual setting. Don't miss the famous pappa al pomodoro.
EUR20, 1 hour

2:00 PM

Explore the Florence Cathedral (Duomo)

Marvel at the remarkable architecture and climb to the top of the dome for panoramic views of Florence.
EUR10, 2 hours

4:00 PM

Leisure at Piazzale Michelangelo

Enjoy stunning views over Florence from this popular panoramic viewpoint. It's perfect for sunset photos.
FREE, 1 hour

7:00 PM

Dinner at Osteria Vini e Vecchi Sapori

Experience authentic Tuscan cuisine, such as ribollita or florentine steak, in a cozy ambiance.
EUR30, 1.5 hours
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Day 2: Explore Florence

Florence, Italy on September 2, 2025

8:00 AM

Breakfast at Ditta Artigianale

Enjoy a cup of artisanal coffee and a fresh pastry at this popular café known for its specialty brews.
EUR10, 1 hour

9:00 AM

Visit the Accademia Gallery

Home of Michelangelo's David, this museum is a must-visit for lovers of art and culture.
EUR12, 2 hours

11:00 AM

Explore the San Lorenzo Market

Wander through this vibrant market filled with local foods, leather goods, and snacks. A great place to pick up lunch.
EUR15, 2 hours

1:00 PM

Lunch at Mercato Centrale

Try various local specialties in this bustling market, featuring stalls of fresh pasta, cheeses, and more.
EUR20, 1.5 hours

2:30 PM

Visit Boboli Gardens

Stroll through the famous Italian gardens that offer a peaceful escape from the city and lovely views.
EUR10, 2 hours

5:00 PM

Gelato tasting at Gelateria dei Neri

Cool off with some of the best gelato in Florence. Try the stracciatella flavor for a classic taste.
EUR5, 30 minutes

7:30 PM

Dinner at La Giostra

Enjoy a delicious meal with Tuscan flair in this charming restaurant known for its warm atmosphere.
EUR35, 2 hours
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Day 3: Day Trip to Pisa and Lucca

Pisa and Lucca, Italy on September 3, 2025

7:00 AM

Breakfast at Hotel

Enjoy a convenient breakfast at your hotel before starting your day-trip adventure.
Included, 1 hour

8:00 AM

Travel to Pisa

Take a train to Pisa (approx. 1 hour). Don't miss the iconic Leaning Tower of Pisa!
EUR15, 1 hour

9:30 AM

Visit Leaning Tower of Pisa

Climb to the top of the Leaning Tower for a unique view and great photo opportunities.
EUR20, 1.5 hours

11:00 AM

Explore the Piazza dei Miracoli

Visit the beautiful surrounding buildings including the Cathedral and Baptistery in this UNESCO World Heritage site.
EUR10, 1 hour

12:30 PM

Lunch at Osteria dei Cavalieri

Savor traditional Tuscan dishes in this quaint restaurant near the piazza.
EUR25, 1.5 hours

2:00 PM

Travel to Lucca

Take a quick train ride to the charming town of Lucca (approx. 30 minutes).
EUR5, 30 minutes

2:30 PM

Walk the City Walls of Lucca

Enjoy a leisurely stroll on the historic walls that encircle the town, offering lovely views.
EUR5, 1.5 hours

4:00 PM

Visit Lucca Cathedral

Admire the stunning interior of this Romanesque cathedral, renowned for its beautiful artwork.
EUR5, 1 hour

5:30 PM

Return to Florence

Catch a train back to Florence and enjoy the scenic Tuscan countryside.
EUR15, 1 hour

7:00 PM

Dinner at Trattoria da Burde

Finish your day with a rustic Tuscan dinner at this traditional trattoria known for its local ingredients.
EUR30, 2 hours
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Day 4: Travel to Siena

Siena, Italy on September 4, 2025

8:00 AM

Breakfast at Pasticceria Nannini

Indulge in some of Siena's best pastries and coffee at this local favorite. Be sure to try the ricciarelli.
EUR10, 1 hour

9:00 AM

Travel to Siena

Take a bus or train from Florence to Siena (approx. 1.5 hours).
EUR10, 1.5 hours

10:30 AM

Explore Piazza del Campo

Visit the iconic square known for its unique shell shape and famous Palio horse race held annually.
FREE, 1 hour

12:00 PM

Lunch at Osteria il Carroccio

Enjoy authentic Sienese dishes in a warm, family-friendly environment.
EUR25, 1.5 hours

1:30 PM

Visit the Siena Cathedral

Admire the breathtaking Gothic architecture of this majestic cathedral, renowned for its intricate mosaics.
EUR15, 2 hours

3:30 PM

Explore the Pinacoteca Nazionale

Discover an extensive collection of Sienese paintings in this renowned art gallery.
EUR10, 1.5 hours

5:00 PM

Leisurely Walk around Siena

Enjoy the charming streets of Siena, perfect for a relaxing afternoon stroll.
FREE, 1 hour

6:30 PM

Dinner at La Taverna di San Giuseppe

Indulge in exquisite Tuscan dishes that showcase the culinary heritage of the region in a beautiful setting.
EUR40, 2 hours
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Day 5: Explore Siena and Travel to Sicily

Siena, Italy / Taormina, Sicily on September 5, 2025

8:00 AM

Breakfast at Pastificio Campani

Enjoy fresh pasta and pastries or opt for a savory breakfast to start your day.
EUR10, 1 hour

9:00 AM

Explore Il Campo

Spend your morning soaking up the ambiance of the vibrant town square in Siena while people-watching.
FREE, 1 hour

10:00 AM

Travel to Florence Airport

Head to Florence Airport for your flight to Sicily.
EUR15, 1.5 hours

12:00 PM

Flight from Florence to Catania

Enjoy a short flight to Catania, Sicily, where your Sicilian adventure begins.
EUR100, 1 hour

1:00 PM

Lunch at Ristorante Baccanale

Savor a delightful pasta dish featuring regional Sicilian ingredients after your arrival.
EUR20, 1.5 hours

2:30 PM

Travel to Taormina

Take a scenic drive or bus ride (approx. 1 hour) to the picturesque town of Taormina.
EUR10, 1 hour

3:30 PM

Visit the Ancient Theatre of Taormina

Explore this impressive ancient Greek theatre with stunning views of Mount Etna and the sea.
EUR12, 2 hours

5:30 PM

Stroll down Corso Umberto

Wander along Taormina's main street, lined with shops, cafés, and beautiful architecture.
FREE, 1 hour

7:00 PM

Dinner at Ristorante La Capinera

Enjoy a fresh seafood dinner at this renowned restaurant overlooking the sea.
EUR35, 2 hours
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Day 6: Explore Taormina

Taormina, Sicily on September 6, 2025

8:00 AM

Breakfast at Bam Bar

Start your day with a famous granita and brioche from this local favorite spot in Taormina.
EUR8, 1 hour

9:00 AM

Visit Isola Bella

Relax on the beautiful beach of Isola Bella, a small island connected to Taormina by a narrow strip of land.
FREE, 2 hours

11:00 AM

Explore the Taormina Gardens (Giardini della Villa Comunale)

Stroll through the beautifully landscaped gardens with stunning views of the coast.
FREE, 1.5 hours

1:00 PM

Lunch at Il Gabbiano

Enjoy a casual meal featuring classic Sicilian dishes in a relaxed setting with lovely sea views.
EUR20, 1.5 hours

2:30 PM

Visit Corvaja Palace

Explore this historical site featuring Arab-Norman architecture and fascinating exhibitions.
EUR10, 1 hour

4:00 PM

Visit the Church of San Giuseppe

Admire the baroque architecture and beautiful interior of this charming church in Taormina.
FREE, 1 hour

6:00 PM

Dinner at Osteria da Paulino

Dine on hearty Sicilian fare and local wines in a welcoming atmosphere.
EUR30, 2 hours
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Day 7: Day Trip to Mount Etna

Mount Etna, Sicily on September 7, 2025

8:00 AM

Breakfast at Hotel

Enjoy a hearty breakfast at your hotel to prepare for a day of adventure.
Included, 1 hour

9:00 AM

Travel to Mount Etna

Take a guided tour or arrange transportation to explore Europe's highest volcano.
EUR40, 1 hour

10:00 AM

Hiking on Mount Etna

Experience a guided hike to explore the volcanic craters and landscapes that define the majestic Mount Etna.
EUR50, 3 hours

1:00 PM

Lunch at Rifugio Sapienza

Have lunch at a mountain hut overlooking the volcano, perfect for enjoying some local cuisine.
EUR20, 1.5 hours

2:30 PM

Explore the Silvestri Craters

Visit the stunning Silvestri Craters as part of your tour, which offer incredible views of volcanic activity.
EUR12, 1.5 hours

4:00 PM

Return to Taormina

Travel back to Taormina for a relaxing evening after your adventurous day.
EUR15, 1 hour

6:00 PM

Dinner at Ristorante Villa Ducale

Enjoy fine dining with splendid views of the coastline and robust Sicilian flavors.
EUR45, 2 hours
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Day 8: Travel to Palermo

Palermo, Sicily on September 8, 2025

8:00 AM

Breakfast at Bar Pasticceria Sette Nani

Enjoy a delicious pastry and coffee at this local bakery, known for its authentic Sicilian treats.
EUR8, 1 hour

9:00 AM

Travel to Palermo

Take a scenic bus or train ride to Palermo (approx. 2.5 hours).
EUR15, 2.5 hours

11:30 AM

Visit the Palermo Cathedral

Explore this stunning cathedral adorned with diverse architectural styles and historic art.
EUR5, 1.5 hours

1:00 PM

Lunch at Antica Focacceria San Francesco

Taste traditional Sicilian street food, including the famous panelle and arancini.
EUR15, 1.5 hours

2:30 PM

Explore the Capuchin Catacombs

Visit the eerie yet fascinating catacombs that display thousands of mummified remains.
EUR10, 1.5 hours

4:00 PM

Leisurely Walk through Ballarò Market

Experience Palermo's vibrant street market filled with local goods, food, and culture.
FREE, 1.5 hours

5:30 PM

Check-in at Hotel

Get settled in your accommodation in Palermo.
Included, 1 hour

7:00 PM

Dinner at Il Baro

Enjoy fresh seafood dishes in a stylish restaurant with a local twist.
EUR35, 2 hours
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Day 9: Explore Palermo

Palermo, Sicily on September 9, 2025

8:00 AM

Breakfast at Café Mazzara

Start the day with an Italian breakfast at this lovely café, with pastries and strong coffee.
EUR7, 1 hour

9:00 AM

Visit the Palazzo dei Normanni

Tour this historical palace, home to the famous Palatine Chapel with stunning mosaics.
EUR10, 2 hours

11:00 AM

Walk through the Orto Botanico

Enjoy strolling in this beautiful botanical garden that showcases plant diversity.
EUR5, 1.5 hours

1:00 PM

Lunch at Antica Focacceria San Francesco

Return for lunch at this popular spot to indulge in more Sicilian street food.
EUR15, 1.5 hours

2:30 PM

Visit the Teatro Massimo

Explore this magnificent opera house, renowned for its impressive architecture and acoustics.
EUR12, 1 hour

3:30 PM

Explore the Quattro Canti

Experience the beautiful intersection of two main streets in Palermo, known for its baroque architecture.
FREE, 1 hour

6:00 PM

Dinner at Osteria Ballarò

Enjoy a hearty Sicilian dinner in a charming setting that focuses on local ingredients.
EUR30, 2 hours
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Day 10: Day Trip to Monreale

Monreale, Sicily on September 10, 2025

8:00 AM

Breakfast at Hotel

Have a relaxing breakfast at your hotel before setting out for Monreale.
Included, 1 hour

9:00 AM

Travel to Monreale

Take a bus or taxi to Monreale (approx. 30 minutes).
EUR10, 30 minutes

9:30 AM

Visit Monreale Cathedral

Explore the stunning cathedral known for its exquisite mosaics and Norman architecture.
EUR5, 1.5 hours

11:00 AM

Walk around Monreale

Stroll around the lovely town and enjoy the views of Palermo from above.
FREE, 1.5 hours

12:30 PM

Lunch at Ristorante Giardino dei Limoni

Dine at this charming restaurant known for its delicious Sicilian cuisine and panoramic views.
EUR25, 1.5 hours

2:00 PM

Return to Palermo

Travel back to Palermo to continue your day.
EUR10, 30 minutes

2:30 PM

Visit the Catacombs of the Capuchins

Explore the unnerving and fascinating underground burial site filled with mummies.
EUR10, 1.5 hours

4:00 PM

Leisure at the Foro Italico

Relax in this public park by the sea, perfect for a quiet afternoon.
FREE, 1.5 hours

6:00 PM

Dinner at Casa del Brodo

Savor homemade Sicilian dishes in a family-run restaurant with a cozy vibe.
EUR25, 2 hours
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Day 11: Explore Cefalù

Cefalù, Sicily on September 11, 2025

8:00 AM

Breakfast at Café del Duomo

Enjoy fresh pastries and coffee at this charming café located in the heart of Cefalù.
EUR8, 1 hour

9:00 AM

Travel to Cefalù

Take a train from Palermo to Cefalù (approx. 1 hour).
EUR10, 1 hour

10:00 AM

Visit Cefalù Cathedral

Marvel at the stunning Norman architecture and impressive mosaics of this UNESCO World Heritage site.
EUR5, 1 hour

11:00 AM

Walk Along Cefalù Beach

Relax on the beautiful sandy beach and enjoy the Mediterranean sun.
FREE, 2.5 hours

1:30 PM

Lunch at Ristorante La Brace

Indulge in delightful seafood dishes with fresh ingredients while overlooking the beach.
EUR30, 1.5 hours

3:00 PM

Explore the Rocca di Cefalù

Hike up to the impressive hilltop fortress for breathtaking views of the coastline.
EUR5, 2 hours

5:30 PM

Return to Palermo

Travel back to Palermo after a day full of exploration.
EUR10, 1 hour

7:00 PM

Dinner at Trattoria Del Corso

Enjoy a delicious meal emphasizing local ingredients and flavors.
EUR25, 2 hours
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Day 12: Explore Erice

Erice, Sicily on September 12, 2025

8:00 AM

Breakfast at Hotel

Have a hearty breakfast at your hotel before today's adventures.
Included, 1 hour

9:00 AM

Travel to Erice

Travel to the charming hilltop town of Erice (approx. 1.5 hours).
EUR15, 1.5 hours

10:30 AM

Explore Erice Castle

Visit this historical castle offering panoramic views of the surrounding landscape and sea.
EUR3, 1 hour

11:30 AM

Visit the Mother Church of Erice

Marvel at the beautiful baroque architecture of this church in the town square.
FREE, 1 hour

12:30 PM

Lunch at Ristorante Monte San Giuliano

Savor mouthwatering Sicilian dishes while enjoying spectacular views.
EUR30, 1.5 hours

2:00 PM

Stroll through the cobbled streets of Erice

Take a leisurely walk through the charming streets filled with shops and local treats.
FREE, 1.5 hours

3:30 PM

Visit the Norman Castle

Explore this well-preserved castle and its historical significance.
EUR5, 1.5 hours

6:00 PM

Dinner at Al Bivio

Enjoy authentic Sicilian cuisine with a focus on fresh, local ingredients in a cozy tavern.
EUR25, 2 hours
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Day 13: Explore Segesta and Saleemi

Segesta and Saleemi, Sicily on September 13, 2025

8:00 AM

Breakfast at Hotel

Enjoy breakfast at your hotel before setting off for the day.
Included, 1 hour

9:00 AM

Explore the Ancient Greek Theatre of Segesta

Visit the remarkable ancient theater that dates back to the 4th century BC.
EUR10, 1.5 hours

10:30 AM

Visit Segesta Temple

Marvel at the stunning ruins of this Doric temple nestled in a scenic landscape.
EUR6, 1 hour

12:00 PM

Travel to Saleemi

Drive to Saleemi, a charming town known for its exquisite sweets (approx. 30 minutes).
EUR5, 30 minutes

12:30 PM

Lunch at Saleemi Restaurant

Indulge in a traditional Sicilian lunch that showcases local flavors.
EUR25, 1.5 hours

2:00 PM

Visit Saleemi Bakery

Savor delicious traditional Sicilian pastries and sweets that the town is famous for.
EUR10, 1 hour

4:00 PM

Return to Palermo

Travel back to Palermo for the evening.
EUR15, 1 hour

6:00 PM

Dinner at Ristorante Il Culinario

Enjoy a blend of traditional and innovative Sicilian dishes in a relaxed atmosphere.
EUR30, 2 hours
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Day 14: Free Day in Palermo

Palermo, Sicily on September 14, 2025

8:00 AM

Breakfast at Hotel

Relax and enjoy a leisurely breakfast at the hotel to start the day.
Included, 1 hour

9:00 AM

Explore the Botanical Garden of Palermo

Wander through this beautiful garden and enjoy its vast collection of plants.
EUR5, 2 hours

11:00 AM

Visit the Church of the Gesù

Admire the magnificent baroque architecture and intricate frescoes in this stunning church.
FREE, 1 hour

1:00 PM

Lunch at Ristorante Pizzeria Rossa e Nera

Indulge in delicious pizza or pasta dishes at this local establishment.
EUR15, 1.5 hours

3:00 PM

Shopping in Via Roma

Explore Palermo's vibrant shopping district filled with local boutiques and stores.
FREE, 3 hours

6:00 PM

Dinner at Ristorante Buatta

Enjoy a cozy meal featuring local ingredients and a classic Sicilian menu.
EUR25, 2 hours
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Day 15: Travel to Bologna

Bologna, Italy on September 15, 2025

8:00 AM

Breakfast at Hotel

Have a leisurely breakfast at your hotel before departure.
Included, 1 hour

9:00 AM

Travel to Catania Airport

Fly from Catania to Bologna for your return journey.
EUR100, 1 hour

10:00 AM

Flight from Sicily to Bologna

Take your flight to Bologna as you conclude your Italian adventure.
EUR100, 1.5 hours

11:30 AM

Explore Bologna

Enjoy a free morning in Bologna checking out the historic city center.
FREE, 2 hours

1:30 PM

Lunch at Trattoria Anna

Experience a taste of traditional Bolognese cuisine in this cozy trattoria.
EUR25, 1.5 hours

3:00 PM

Visit the Two Towers of Bologna

Climb the Asinelli Tower for breathtaking views of the city and its surroundings.
EUR5, 1 hour

5:00 PM

Dinner at Trattoria da Nello

Conclude your Italian culinary experience with a delightful dinner at this famous Bolognese restaurant.
EUR30, 2 hours
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Day 16: Departure Day

Bologna, Italy on September 16, 2025

8:00 AM

Breakfast at Hotel

Enjoy your final breakfast in Bologna before your flight.
Included, 1 hour

9:00 AM

Free Time for Last-Minute Shopping

Use this time to pick up any last-minute souvenirs in Bologna.
FREE, 2 hours

12:00 PM

Check-out and Travel to Airport

Check out from your hotel and head to the airport for your departure.
EUR15, 1 hour

3:00 PM

Departure Flight

Catch your flight from Bologna as you conclude your Italian adventure!
CURRENCY0, N/A
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