14-Day Romantic Honeymoon in Italy: Rome, Positano & Sicily

Day 1: Exploring Ancient Rome

Rome, Italy

10:00AM

Colosseum Tour

Start your honeymoon with an awe-inspiring Colosseum tour, where you can learn about the ancient gladiators and the history of this iconic structure.
Metro Line B to Colosseo station
EUR 20, 2 hours

1:00PM

Lunch at Trattoria Da Enzo

Enjoy authentic Roman cuisine at Da Enzo, famous for its carbonara and tiramisu, experiencing the true flavors of Italy.
Walk 15 minutes or take Bus 87
EUR 30, 1 hour

3:00PM

Visit the Roman Forum

Stroll through the ruins of the Roman Forum, imagining life in ancient Rome as you explore this majestic site.
5-minute walk from Trattoria
EUR 12, 1.5 hours

6:00PM

Aperitivo at Bar del Fico

Unwind with a refreshing drink overlooking the bustling square at Bar del Fico, the perfect spot to watch the sun set.
10-minute taxi
EUR 20, 1 hour

8:00PM

Dinner at Il Pagliaccio

Celebrate your first evening with a romantic meal at Il Pagliaccio, a two-Michelin-star restaurant, indulging in a unique tasting menu.
15-minute walk
EUR 150, 2 hours
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Day 2: Rome's Artistic Heritage

Rome, Italy

9:00AM

Vatican City Tour

Explore the impressive Vatican Museums and St. Peter's Basilica, marveling at masterpieces by Michelangelo and Raphael.
Metro Line A to Ottaviano
EUR 30, 3 hours

12:30PM

Lunch at Pizzarium

Savor gourmet pizza by the slice at Pizzarium, known for its innovative toppings and crispy crusts.
Short walk to Pizzarium
EUR 15, 1 hour

2:00PM

Trevi Fountain

Take a leisurely stroll to the Trevi Fountain, toss a coin, and make a wish as you admire the stunning Baroque sculpture.
Metro Line A to Barberini, then walk
Free, 1 hour

4:00PM

Spanish Steps

Climb the famed Spanish Steps and enjoy a gelato while soaking in the vibrant atmosphere.
10-minute walk from Trevi Fountain
EUR 5, 1 hour

7:00PM

Dinner at La Pergola

Indulge in exquisite fine dining at La Pergola, Rome’s only three-Michelin-star restaurant with stunning views of the city.
Taxi from Spanish Steps
EUR 300, 3 hours
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Day 3: A Day of Leisure

Rome, Italy

8:30AM

Breakfast at Antico Caffè Greco

Enjoy a leisurely breakfast of freshly brewed coffee and pastries at one of Rome's oldest cafes, steeped in history.
Walk 15 minutes
EUR 10, 1.5 hours

10:00AM

Stroll in Villa Borghese

Take a romantic walk in the lush gardens of Villa Borghese, perfect for relaxing and enjoying the scenery.
15-minute walk from cafe
Free, 1.5 hours

12:00PM

Visit Galleria Borghese

Explore the renowned Galleria Borghese, featuring an impressive collection of art from Caravaggio and Bernini.
Entry is pre-booked
EUR 15, 2 hours

2:00PM

Lunch at Osteria Fratelli Mori

Dine at this local gem known for its traditional Roman dishes focused on fresh, seasonal ingredients.
15-minute taxi
EUR 25, 1.5 hours

4:00PM

Relax at your accommodation

Spend the afternoon unwinding in your luxurious hotel’s spa or pool, soaking up the ambiance of the Eternal City.
Walk back to the hotel
Free, 2 hours

7:00PM

Dinner Cruise on the Tiber

End your day with a romantic dinner cruise on the Tiber River, enjoying beautiful views of illuminated landmarks.
Taxi to the port
EUR 120, 3 hours
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Day 4: Journey to Positano

Positano, Italy

9:00AM

Travel to Positano

Take the train from Rome to Naples and then a ferry to the picturesque town of Positano.
Taxi to Termini Station, then train to Naples, ferry to Positano
EUR 35, 4 hours

1:00PM

Lunch at Chez Black

Indulge in fresh seafood and pasta at Chez Black, right on the beach with stunning views of the coast.
Walk from the ferry terminal
EUR 40, 1.5 hours

3:00PM

Explore Positano Beach

Spend the afternoon lounging on the famous beach of Positano, soaking in the sun and crystal-clear waters.
5-minute walk from lunch
Free, 3 hours

7:00PM

Dinner at La Sponda

Savor gourmet Mediterranean dishes at La Sponda in Le Sirenuse Hotel, a Michelin-starred restaurant with gorgeous views.
10-minute walk
EUR 150, 2 hours
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Day 5: Relax and Discover

Positano, Italy

9:00AM

Breakfast at Cafe Positano

Start your morning with traditional Italian pastries and espresso overlooking the stunning coast.
Walk 10 minutes
EUR 15, 1 hour

10:30AM

Boat Tour of the Amalfi Coast

Join a scenic boat tour exploring the coastline, visiting hidden coves and grottos along the way.
Meet at the harbor
EUR 70, 3 hours

2:00PM

Lunch at Da Adelina

Treat yourself to home-style cooking at Da Adelina, where every dish is prepared with love.
Ferry back to Positano
EUR 30, 1.5 hours

4:00PM

Shopping in Positano

Wander through the charming streets of Positano, exploring shops selling ceramics, fashion, and local crafts.
Walk through town
Free, 2 hours

7:00PM

Dinner at Il Capitano

Delight in coastal cuisine paired with a romantic sunset view at Il Capitano's terrace.
5-minute walk
EUR 60, 2 hours
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Day 6: Travel to Taormina

Taormina, Sicily, Italy

8:00AM

Travel to Taormina

Depart from Positano with a ferry back to Naples, then take a train to Taormina.
Ferry to Naples, then train to Taormina
EUR 60, 5 hours

1:00PM

Lunch at Ristorante Da Nino

Enjoy lunch featuring spectacular seafood and local Sicilian dishes at this charming restaurant.
5-minute walk from the train station
EUR 35, 1.5 hours

3:00PM

Visit the Ancient Theatre of Taormina

Explore the stunning Greco-Roman theater that offers breathtaking views of Mount Etna and the coast.
10-minute walk
EUR 10, 1.5 hours

5:00PM

Stroll the Corso Umberto

Wander the lively Corso Umberto, filled with shops and cafes, perfect for experiencing the local vibe.
15-minute walk
Free, 2 hours

7:00PM

Dinner at Casa Blanca

DINNER: Enjoy authentic Sicilian flavors with a modern twist at Casa Blanca, a hidden gem in the heart of Taormina.
5-minute walk
EUR 50, 2 hours
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Day 7: Discover Taormina

Taormina, Sicily, Italy

9:00AM

Breakfast at Bam Bar

Start your day at Bam Bar, famous for its granita, an essential Sicilian breakfast treat.
10-minute walk
EUR 10, 1 hour

10:30AM

Visit Isola Bella

Relax on Isola Bella, a beautiful pebble beach surrounded by crystal-clear waters, perfect for a refreshing swim.
Take a cable car down
EUR 2, 2 hours

1:00PM

Lunch at Trattoria Pizzeria Tiramisu

Indulge in classic Sicilian dishes and pizza at this family-run eatery.
Cable car up to Taormina
EUR 30, 1.5 hours

3:00PM

Visit Mount Etna

Take an afternoon tour to Mount Etna, Europe’s most active volcano, where you can explore its craters.
Join a guided tour from Taormina
EUR 70, 3 hours

7:00PM

Dinner at Ristorante Aranci

Savor a romantic evening with sunset views and delicious Mediterranean cuisine at Ristorante Aranci.
15-minute walk
EUR 60, 2 hours
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Day 8: Cultural Riches of Syracuse

Syracuse, Sicily, Italy

8:00AM

Travel to Syracuse

Depart Taormina for Syracuse, a charming city steeped in history.
Train to Syracuse
EUR 10, 2 hours

10:00AM

Visit Neapolis Archaeological Park

Explore the incredible ancient ruins, including the Greek Theatre, with its stunning acoustics.
Taxi from the train station
EUR 12, 2 hours

12:30PM

Lunch at Trattoria La Foglia

Taste traditional Sicilian dishes in a cozy, family-run restaurant in the heart of Syracuse.
Walk from the park
EUR 30, 1.5 hours

2:00PM

Visit Ortigia Island

Wander the beautiful Ortigia Island, famous for its baroque architecture and vibrant street life.
Taxi to Ortigia
EUR 10, 2.5 hours

5:00PM

Dinner at Osteria da Mariano

Dine at a charming bistro offering fresh seafood and local recipes, creating a delightful end to your day.
Short walk in Ortigia
EUR 40, 2 hours
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Day 9: Exploring Ortigia

Ortigia, Sicily, Italy

9:00AM

Breakfast at Cafè Sicilia

Try the famous cannoli at this historic café, enjoying a breakfast filled with sweet treats.
Walking distance in Ortigia
EUR 8, 1 hour

10:30AM

Visit the Fountain of Arethusa

Admire the iconic freshwater fountain and learn about its mythological significance in an idyllic setting.
Short walk from breakfast
Free, 1 hour

12:00PM

Visit the Duomo di Siracusa

Marvel at the magnificent baroque cathedral situated in the heart of Ortigia, a masterpiece of architecture.
5-minute walk
EUR 5, 1.5 hours

1:30PM

Lunch at Ristorante Don Camillo

Feast on locally sourced ingredients and inventive dishes at this innovative restaurant on Ortigia.
Short walk
EUR 35, 1.5 hours

3:30PM

Explore the local market

Immerse yourself in Sicilian culture at the bustling market, filled with fresh produce and local delights.
Walk to the market
Free, 2 hours

7:00PM

Dinner at Ristorante Il Veliero

Enjoy exquisite seafood and pasta dishes while overlooking the stunning waters of Ortigia.
Short walk
EUR 60, 2 hours
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Day 10: Palermo Exploration

Palermo, Sicily, Italy

9:00AM

Travel to Palermo

Take a train from Syracuse to Palermo and prepare for a day of exploration.
Train to Palermo
EUR 15, 2 hours

11:30AM

Visit the Palermo Cathedral

Marvel at the stunning architecture and historical significance of the Palermo Cathedral.
15-minute walk
EUR 5, 1.5 hours

1:00PM

Lunch at Antica Focacceria San Francesco

Savor local street food in this legendary spot that serves traditional Sicilian dishes.
10-minute walk
EUR 20, 1.5 hours

3:00PM

Explore the Capuchin Catacombs

Discover the eerie yet fascinating Capuchin Catacombs, filled with preserved mummies and an insight into local history.
Taxi from lunch
EUR 8, 2 hours

6:00PM

Dinner at Osteria Ballarò

Dine on seasonal Sicilian dishes in a rustic setting, providing a cozy conclusion to the day.
Taxi back to city center
EUR 40, 2 hours
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Day 11: Culinary Delights of Palermo

Palermo, Sicily, Italy

9:00AM

Breakfast at Caffè Spinnato

Enjoy a typical Sicilian breakfast of pastries and coffee at Caffè Spinnato, a local favorite.
Walking distance
EUR 8, 1 hour

10:30AM

Walking Tour of Palermo Markets

Join a guided walking tour to discover the vibrant street markets and savor local specialties.
Meet at the market square
EUR 20, 3 hours

1:00PM

Lunch at Ristorante Il Culinario

Indulge in gastronomic delights with inventive dishes that highlight Sicilian ingredients.
15-minute walk
EUR 50, 1.5 hours

3:00PM

Visit the Palazzo dei Normanni

Explore the stunning Palatine Chapel and rich history of the Norman Palace.
Short taxi ride
EUR 10, 2 hours

6:00PM

Dinner at Trattoria Al Cancelletto

Enjoy a cozy dinner featuring traditional recipes passed down through generations in a little trattoria.
Taxi from the palace
EUR 30, 2 hours
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Day 12: Relaxation and Scenic Views

Palermo, Sicily, Italy

9:00AM

Breakfast at Pasticceria Cappello

Treat yourself to delicious pastries at one of the most renowned pastry shops in Palermo.
Walking distance
EUR 9, 1 hour

10:30AM

Day Trip to Monreale

Visit the stunning Monreale Cathedral, famous for its exquisite mosaics and magnificent views of Palermo.
Bus or taxi to Monreale
EUR 15, 3 hours

2:00PM

Lunch at Ristorante Villa Zina

Savor authentic Sicilian cuisine in a stunning location overlooking the valley.
Taxi back to Palermo
EUR 35, 1.5 hours

4:00PM

Relax at Mondello Beach

Spend a relaxing afternoon at the beautiful beach of Mondello, soaking up the sun and enjoying the Mediterranean sea.
Taxi to Mondello
Free, 3 hours

7:00PM

Dinner at Trattoria Ferro di Cavallo

End your journey with a lovely dinner at Ferro di Cavallo, renowned for its traditional Sicilian dishes.
Taxi back to Palermo
EUR 40, 2 hours
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Day 13: Departure Day

Palermo, Sicily, Italy

8:00AM

Breakfast at Hotel

Enjoy a final breakfast at your hotel before departing for the airport.
Walk to the hotel restaurant
Included in stay, 1 hour

9:30AM

Transfer to the Airport

Head to Palermo Airport for your flight home, filled with memories from your enchanting honeymoon.
Pre-arranged taxi to the airport
EUR 50, 1 hour
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Day 14: Relaxation in Transit

Traveling Home

All Day

Travel Home

Enjoy your journey home as you reflect on the unforgettable experiences shared across Italy.
Flight back home
Varies by location, Varies
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