Romantic 14-Day Honeymoon Itinerary in Italy

Day 1: Enchanting Venice

Venice, Italy

10:00 AM

Canal Cruise

Begin your honeymoon with a romantic gondola ride through the enchanting canals of Venice, soaking in the breathtaking views.
Gondola stations are plentiful; simply head to the nearest one.
EUR80, 30 mins

12:00 PM

Lunch at Osteria alle Testiere

Savor a sumptuous seafood lunch at this intimate restaurant, renowned for its fresh, local ingredients.
A scenic walk along the canal leads you here.
EUR100, 1.5 hours

2:00 PM

St. Mark's Basilica

Marvel at the incredible mosaics and architecture of this iconic basilica, a must-see in Venice.
Located in Piazza San Marco; easy to find.
EUR5, 1.5 hours

5:00 PM

Dinner at Ristorante Da Rocco

Enjoy authentic Venetian cuisine with a stunning view of the Grand Canal.
Book a table in advance for waterfront seating.
EUR120, 2 hours
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Day 2: Exploring Venice

Venice, Italy

9:00 AM

Breakfast at Caffè Florian

Indulge in pastries and coffee at one of the oldest cafés in the city, surrounded by beautiful art.
Located in Piazza San Marco; enjoy outdoor seating.
EUR40, 1 hour

10:30 AM

Doge's Palace

Explore the stunning Doge's Palace and the Bridge of Sighs, a symbol of Venice's rich history.
A short walk from the café.
EUR20, 2 hours

1:00 PM

Lunch at Trattoria Al Gatto Nero

Relish delicious cicchetti (Venetian tapas) in this charming eatery on Burano Island.
Take a Vaporetto to Burano; approx. 45 mins boat ride.
EUR60, 1.5 hours

3:00 PM

Burano Island Stroll

Wander through Burano's colorful streets, admiring the famous lace-making art.
Everything is within walking distance.
Free, 2 hours

6:00 PM

Dinner at Osteria Il Cicheto

Savor traditional Venetian dishes in a cozy atmosphere.
Return to Venice via Vaporetto; a lively local restaurant.
EUR90, 1.5 hours
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Day 3: Florence Introduction

Florence, Italy

9:00 AM

Travel to Florence

Take an early train to Florence; enjoy scenic views along the way.
Trains depart frequently from Venice Santa Lucia.
EUR30, 2 hours

11:30 AM

Breakfast at Le Vespe

Start your Florentine adventure with a delightful brunch at this vibrant café.
Just a short walk from the train station.
EUR25, 1 hour

1:00 PM

Uffizi Gallery

Discover world-renowned artworks at the Uffizi, an essential stop for art lovers.
Easily accessible; book tickets in advance.
EUR20, 2 hours

4:00 PM

Dinner at Trattoria Mario

Enjoy a traditional Tuscan meal in this bustling trattoria frequented by locals.
A bit of a walk from the gallery; vibrant atmosphere awaits.
EUR80, 1.5 hours
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Day 4: Discovering Florence

Florence, Italy

9:00 AM

Breakfast at Pasticceria Nencioni

Treat yourselves to local pastries and coffee, perfect for fueling your day.
Located in the heart of Florence, easy to find.
EUR20, 1 hour

10:30 AM

Ponte Vecchio

Stroll across Florence's famous bridge, known for its shops and stunning views.
A short walk from breakfast spot.
Free, 1 hour

1:00 PM

Lunch at All'Antico Vinaio

Savor the best panini in Florence at this beloved sandwich shop.
Located near the Uffizi Gallery.
EUR15, 1 hour

3:00 PM

Accademia Gallery

Home to Michelangelo's David, this gallery is a must for art enthusiasts.
A short walk from lunch; book tickets ahead.
EUR12, 1.5 hours

6:00 PM

Dinner at Il Palagio

Treat yourselves to an exquisite fine dining experience in this Michelin-starred restaurant.
Located within the Four Seasons Hotel.
EUR200, 2 hours
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Day 5: Pisa & Relaxation

Pisa, Italy

9:00 AM

Travel to Pisa

Enjoy a short train ride to Pisa to witness its iconic Leaning Tower.
Take a train from Florence; services are frequent.
EUR15, 1 hour

10:30 AM

Breakfast at La Bottega del Caffè

Relish a delicious breakfast with great coffee near the Leaning Tower.
Located close to the Piazza dei Miracoli.
EUR20, 1 hour

12:00 PM

Leaning Tower of Pisa

Climb this architectural marvel and enjoy the beautiful views from the top.
Tickets should be purchased in advance.
EUR30, 1 hour

2:00 PM

Lunch at Ristorante Da Rinaldo

Enjoy a delicious meal featuring local Tuscan dishes near the tower.
Stroll back to the restaurant from the tower.
EUR40, 1.5 hours

5:00 PM

Return to Florence

Head back to Florence to unwind and reflect on the day.
Return on a short train ride.
EUR15, 1 hour

7:00 PM

Dinner at Trattoria da Santo Spirito

Wrap up your day with a romantic dinner amidst the locals enjoying Tuscan specialties.
Located across the river in the Oltrarno district.
EUR70, 1.5 hours
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Day 6: Siena and the Countryside

Siena, Italy

9:00 AM

Travel to Siena

Set off early to Siena, where medieval architecture and atmosphere await.
Take a bus from Florence; it’s comfortable and scenic.
EUR10, 1.5 hours

11:00 AM

Breakfast at Bar Il Palio

Start your day with coffee and pastries at a local bar.
Located conveniently in the city center.
EUR15, 1 hour

12:30 PM

Duomo di Siena

Explore the stunning cathedral, famous for its unique striped marble facade.
Just a short walk from the breakfast bar.
EUR10, 1.5 hours

2:00 PM

Lunch at Osteria NONNA GINA

Enjoy homemade pasta and local wines in this charming restaurant.
A leisurely walk from the cathedral.
EUR45, 1.5 hours

6:00 PM

Dinner at La Taverna di San Giuseppe

Dine at this unique eatery, famous for its historic ambiance and delicious cuisine.
Located within the city walls, easily accessible.
EUR90, 2 hours
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Day 7: Arriving in Rome

Rome, Italy

9:00 AM

Travel to Rome

Embark on a scenic train ride to the Eternal City.
Trains leave from Siena station to Rome frequently.
EUR25, 2 hours

11:30 AM

Breakfast at Bakery Roscioli

Start your Rome adventure with pastries and coffee at a local bakery.
Located close to the train station.
EUR15, 1 hour

1:00 PM

Vatican Museums

Discover the art treasures of the Vatican, culminating in the breathtaking Sistine Chapel.
Take the metro or bus to the Vatican area.
EUR30, 2.5 hours

4:00 PM

St. Peter's Basilica

Visit one of the world's largest temples, famous for its stunning architecture.
Easily walkable from the Museums.
Free, 1 hour

6:00 PM

Dinner at Ristorante Aroma

Dine with a view of the Colosseum, enjoying fine Italian cuisine.
Make a reservation in advance for the best view.
EUR150, 2 hours
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Day 8: Exploring Rome

Rome, Italy

9:00 AM

Breakfast at Antico Caffè San Lorenzo

Start your day with delightful coffee and pastries in this charming café.
Located in the historic center, easy to get to.
EUR15, 1 hour

10:30 AM

Colosseum Tour

Delve into Roman history as you explore the ancient amphitheater.
Located near the central bus and metro station.
EUR25, 1.5 hours

1:00 PM

Lunch at Trattoria Da Enzo al 29

Savor classic Roman dishes in this popular trattoria in Trastevere.
Reachable by bus or short walk.
EUR40, 1.5 hours

3:00 PM

Trevi Fountain

Toss a coin into the fountain and make a wish at Rome's most famous landmark.
A scenic stroll from Trastevere.
Free, 1 hour

5:00 PM

Dinner at Roscioli

Indulge in fine Italian delicacies with a local wine selection.
Ideal rows along pavement from the fountain.
EUR80, 1.5 hours
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Day 9: Discovering Naples

Naples, Italy

9:00 AM

Travel to Naples

Take a train ride to Naples and experience the vibrant life of Southern Italy.
Trains run frequently from Rome to Naples.
EUR25, 1 hour

10:30 AM

Breakfast at Gran Caffè Gambrinus

Start your day with a traditional Neapolitan breakfast at this historic café.
Close to the Piazza del Plebiscito.
EUR20, 1 hour

1:00 PM

Pizza at Sorbillo

Taste authentic Neapolitan pizza at this famous pizza shop, a must-try.
Located in the heart of Naples; arrive early to avoid the queue.
EUR15, 1 hour

3:00 PM

Pompeii Tour

Explore the ancient ruins of Pompeii and learn about its amazing history.
Take a train from Naples to Pompeii; it’s very accessible.
EUR25, 2.5 hours

6:00 PM

Dinner at Trattoria da Nennella

Experience traditional cuisine in a lively, local atmosphere.
Located in the Quartieri Spagnoli; very easy to find.
EUR45, 2 hours
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Day 10: Day at Capri

Capri, Italy

8:00 AM

Travel to Capri

Embark on a ferry ride to the breathtaking Island of Capri.
Ferries leave from Naples; check the schedule in advance.
EUR30, 1 hour

9:30 AM

Breakfast at La Capannina

Enjoy a leisurely breakfast overlooking the stunning coastline.
Located near the main harbor; a short walk.
EUR25, 1 hour

11:00 AM

Blue Grotto

Visit the mystical underground cave known for its surreal blue waters.
Take a boat tour from the harbor; organized tours are available.
EUR20, 2 hours

2:00 PM

Lunch at Da Gennaro

Savor local dishes while taking in the stunning views.
A short walk from the Blue Grotto.
EUR50, 1.5 hours

5:00 PM

Return to Naples

Take the ferry back to Naples to conclude your beautiful day at Capri.
Return ferries leave frequently.
EUR30, 1 hour

7:00 PM

Dinner at Pizzeria Starita

Enjoy some of the best pizza in Naples, with an extensive menu of options.
Easily reachable from the ferry terminal.
EUR30, 1.5 hours
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Day 11: Amalfi Coast Adventure

Amalfi Coast, Italy

8:00 AM

Travel to Amalfi Coast

Set out early to explore the stunning coastline of the Amalfi Coast.
Take a SITA bus from Naples towards Positano.
EUR15, 1.5 hours

10:00 AM

Breakfast at Caffè Positano

Indulge in a delicious breakfast with a view of the coastline.
Located in Positano, right by the beach.
EUR20, 1 hour

1:00 PM

Boat Tour of the Coast

Enjoy a private boat tour exploring the dramatic coastline and hidden coves.
Organized through local boat operators near the beach.
EUR150, 2 hours

4:00 PM

Lunch at Chez Black

Savor delicious dishes in a beachfront restaurant in Positano.
A short walk from the boat docking area.
EUR60, 1.5 hours

7:00 PM

Dinner at Ristorante Il Capitano

Enjoy a romantic dinner with stunning sunset views over the coast.
Located near the beach area.
EUR100, 2 hours
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Day 12: The Charm of Positano

Positano, Italy

9:00 AM

Breakfast at La Zagara

Start your day with a delightful breakfast in this beautiful garden café.
Easily reachable by foot in the heart of Positano.
EUR25, 1 hour

11:00 AM

Explore the Town

Wander through Positano’s charming streets filled with boutiques and local art.
Everything is within walking distance.
Free, 2 hours

1:00 PM

Lunch at Ristorante Bruno

Enjoy a delicious seafood lunch while overlooking the charming coastline.
Short walk from the town center.
EUR50, 1.5 hours

3:30 PM

Beach Time

Relax on the beautiful beaches of Positano, soaking in the sun.
Beach access is near the restaurant.
Free, 3 hours

7:00 PM

Dinner at Il San Pietro

Dine in luxury at this hotel restaurant featuring breathtaking views and fine dining.
Reservations are recommended, situated on a cliff edge.
EUR150, 2 hours
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Day 13: Cultural Bologna

Bologna, Italy

9:00 AM

Travel to Bologna

Start your day with a train ride to the culinary capital of Italy.
Bologna is easily accessible from Positano by bus and train.
EUR40, 3 hours

12:30 PM

Lunch at Trattoria da Me

Taste the famous Bolognese sauce at this local trattoria before exploring.
Located in the historic center.
EUR40, 1.5 hours

2:00 PM

Bologna Food Tour

Join a guided food tour to culinary delights of Bologna, learning about its gastronomy.
Tours typically start near the Piazza Maggiore.
EUR60, 2 hours

5:00 PM

Dinner at Ristorante Da Cesari

Enjoy a rich dinner at this family-run restaurant known for traditional recipes.
Within walking distance from your food tour location.
EUR70, 1.5 hours
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Day 14: Fashionable Milan

Milan, Italy

9:00 AM

Travel to Milan

Conclude your honeymoon by taking a train to Milan, the fashion capital.
Trains run frequently from Bologna to Milan.
EUR25, 1.5 hours

11:00 AM

Breakfast at Pasticceria Marchesi

Treat yourselves to exquisite pastries and coffee in this historic pastry shop.
Located in the city center, easy to find.
EUR30, 1 hour

12:30 PM

Visit the Duomo di Milano

Explore the stunning Gothic cathedral and enjoy panoramic views from the rooftop.
Just a short walk from the pastry shop.
EUR15, 2 hours

3:00 PM

Lunch at Trattoria Milanese

Savor traditional Milanese dishes in a cozy trattoria.
Nearby, within a short walking distance.
EUR35, 1.5 hours

5:00 PM

Last Dinner at Nobu

Wrap up your honeymoon with a luxurious dining experience at Nobu Milano.
Located in the city center; make a reservation.
EUR250, 2 hours
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