Make this trip your own
Create your own free, personalized itinerary in seconds — then sign up to save and edit it.
Create my version

Romantic 14-Day Honeymoon Itinerary in Italy

Viewed by 118 travelers

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
Find Hotels in Venice

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
Find Hotels in Venice

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
Find Hotels in Florence

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
Find Hotels in Florence

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
Find Hotels in Pisa

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
Find Hotels in Siena

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
Find Hotels in Rome

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
Find Hotels in Rome

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
Find Hotels in Naples

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
Find Hotels in Capri

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
Find Hotels in Amalfi Coast

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
Find Hotels in Positano

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
Find Hotels in Bologna

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
Find Hotels in Milan
0
Like this trip? Make your own version.
A free, personalized itinerary in seconds — sign up to save and edit it.
Create my version

More About Italy

Trip Packing List: Italy (Late February — early spring conditions)
Packing List
Trip Packing List: Sligo, Ireland (20–27 June 2026)
Packing List
Summer Climate Guide for Italy: Mid-June to Mid-July
Weather Guide
Mediterranean Late Spring: A Weather Guide for June Cruises
Weather Guide
European cities list with countries — quick reference
Travel Expert
Ultimate Guide to Traveling Between Major European Cities
Travel Expert
Itinerary created by AI-assisted, human-reviewed

Plan Your Italy Trip

Cost Estimator
Estimate your trip budget
Packing List
Get a custom checklist
Weather Expert
Check weather & best time to go