14-Day Romantic Italy Itinerary for Couples - Winter Wonderland 2024

Day 1: Explore Venice

Venice, Italy on December 24, 2024

10:00AM

Arrival in Venice

Arrive and check into your romantic hotel overlooking the canals.
Travel by water taxi from the airport to your hotel.
EUR150, 1.5 hours

12:00PM

Lunch at Osteria alle Testiere

Savor a delectable seafood lunch at this charming restaurant.
A 20-minute walk from your hotel.
EUR50, 1.5 hours

2:00PM

Gondola ride

Experience the charm of Venice as you glide through the canals.
Gondola station nearby.
EUR80, 30 minutes

3:00PM

Visit St. Mark's Basilica

Admire the stunning mosaics and architecture of this iconic basilica.
15-minute walk from the gondola drop-off.
EUR5, 1 hour

5:00PM

Dinner at Ristorante Da Raffaele

Enjoy a cozy dinner with local Venetian cuisine.
Short walk from the basilica.
EUR70, 2 hours
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Day 2: Venice Exploration

Venice, Italy on December 25, 2024

8:30AM

Breakfast at Caffè Florian

Start your Christmas day with pastries and coffee at this iconic café.
15-minute walk from your hotel.
EUR30, 1 hour

10:00AM

Visit Doge's Palace

Explore the historic seat of the Venetian government and its stunning art.
Right next to St. Mark's Basilica.
EUR25, 1.5 hours

12:00PM

Lunch at Trattoria Al Gatto Nero

Experience a festive lunch with local seafood and Venetian dishes.
Take a vaporetto to Burano Island (40 minutes).
EUR60, 1.5 hours

2:00PM

Explore Burano Island

Wander through colorful streets and shop for lace on this charming island.
Walking around Burano.
EUR0, 2 hours

4:30PM

Return to Venice

Head back to Venice for the evening.
Vaporetto back to Venice (40 minutes).
EUR15, 1 hour

6:00PM

Dinner at Il Ridotto

Enjoy Michelin-starred dining with an exquisite menu.
A short walk from your hotel.
EUR150, 2 hours
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Day 3: Travel to Florence

Florence, Italy on December 26, 2024

8:00AM

Breakfast at Rosa Salva

Start your day with delightful pastries and espresso.
Walk to the cafe.
EUR25, 1 hour

9:30AM

Train to Florence

Enjoy the scenic Italian countryside on your train ride to Florence.
Walk to the train station (10 minutes).
EUR40, 2 hours

12:00PM

Check into hotel in Florence

Drop off your bags and prepare to explore this Renaissance city.
Hotel located near the train station.
EUR100, 1 hour

1:00PM

Lunch at La Giostra

Indulge in comforting Florentine cuisine and local Chianti wines.
15-minute walk from your hotel.
EUR70, 2 hours

3:00PM

Visit the Duomo

Admire the stunning dome and climb to the top for panoramic views of Florence.
5-minute walk from lunch spot.
EUR20, 2.5 hours

6:00PM

Dinner at Trattoria Mario

Experience delicious Tuscan dishes in a cozy atmosphere.
Short walk from the Duomo.
EUR50, 2 hours
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Day 4: Florence Art and Culture

Florence, Italy on December 27, 2024

8:00AM

Breakfast at Café Gilli

Enjoy a classic Italian breakfast of espresso and pastries in a historic café.
15-minute walk from your hotel.
EUR20, 1 hour

9:30AM

Visit Uffizi Gallery

Explore the world-famous art collection that houses works by Michelangelo, Botticelli and more.
A short walk from the café.
EUR20, 2 hours

12:00PM

Lunch at Mercato Centrale

Sample local delicacies at this bustling food market.
10-minute walk from Uffizi.
EUR30, 1.5 hours

2:00PM

Ponte Vecchio and Shopping

Stroll across the historic bridge and browse unique artisan shops.
5-minute walk from the market.
EUR0, 1.5 hours

4:00PM

Visit Accademia Gallery

Marvel at Michelangelo's David and other Renaissance masterpieces.
30-minute walk from Ponte Vecchio.
EUR12, 2 hours

6:30PM

Dinner at Osteria Vini e Viselli

Relax with a candlelit meal featuring traditional Tuscan dishes.
20-minute walk from gallery.
EUR60, 2 hours
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Day 5: Day Trip to Siena

Siena, Italy on December 28, 2024

8:00AM

Breakfast at hotel

Enjoy a leisurely breakfast at your hotel before heading out.
In-house service.
Included, 1 hour

9:30AM

Bus to Siena

Take a scenic bus ride to the medieval city of Siena.
Walk to bus station (10 minutes).
EUR20, 1.5 hours

11:00AM

Explore Piazza del Campo

Take in the beautiful square known for its shell shape and the Palio horse race.
Bus stop near the square.
EUR0, 1 hour

12:00PM

Lunch at Osteria La Chiacchera

Delight in traditional Sienese cuisine, including Pici pasta.
Short walk from Piazza del Campo.
EUR50, 1.5 hours

2:00PM

Visit Siena Cathedral

Explore the stunning Gothic cathedral and its magnificent interior.
5-minute walk from lunch spot.
EUR10, 1 hour

4:00PM

Return to Florence

Take the bus back to Florence after a fulfilling day.
Walk to bus station.
EUR20, 1.5 hours

6:30PM

Dinner at Il Lago Blu

Enjoy an intimate dinner at a charming restaurant with stunning views.
Walk from the bus station.
EUR70, 2 hours
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Day 6: Travel to Cinque Terre

Cinque Terre, Italy on December 29, 2024

8:00AM

Breakfast at hotel

Enjoy another lovely breakfast before your next adventure.
In-house service.
Included, 1 hour

9:30AM

Train to Cinque Terre

Head to the famous coastal villages, known for their colorful houses.
Walk to train station.
EUR30, 2 hours

11:30AM

Check into hotel

Settle into your hotel with fantastic village views.
Short walk from the train station.
EUR100, 1 hour

12:30PM

Lunch at Trattoria dal Billy

Enjoy freshly caught seafood and local wines with a view.
A scenic walk to Manarola (30 minutes).
EUR60, 2 hours

3:00PM

Explore Manarola

Wander through the charming streets and take in breathtaking views.
Explore on foot.
EUR0, 2 hours

5:00PM

Dinner at Ristorante La Scuna

Enjoy a cozy evening dining with local specialties.
Short walk from your explorations.
EUR70, 2 hours
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Day 7: Explore Cinque Terre

Cinque Terre, Italy on December 30, 2024

8:00AM

Breakfast at hotel

Fuel up for another day of adventure.
In-house service.
Included, 1 hour

9:30AM

Hike to Riomaggiore

Take the scenic trail with breathtaking viewpoints along the way.
Start hike from Manarola.
EUR0, 2 hours

11:30AM

Explore Riomaggiore

Discover the quaint village famous for its colorful buildings.
Walk around the village.
EUR0, 1 hour

12:30PM

Lunch at Rio Bistrot

Taste fresh seafood and local specialties.
Short walk from exploring.
EUR50, 1.5 hours

2:00PM

Visit Corniglia

Head to the only village not by the sea, known for its vineyard views.
Train from Riomaggiore (15 minutes).
EUR5, 1 hour

3:30PM

Explore Corniglia

Walk through quaint streets and enjoy the local ambiance.
Explore on foot.
EUR0, 1.5 hours

5:00PM

Dinner at Osteria A Cantina de Mananan

Savor local dishes and regional wines to wrap up your day.
Return to Manarola (train or hike).
EUR60, 2 hours
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Day 8: Travel to Pisa & Relax

Pisa, Italy on December 31, 2024

8:00AM

Breakfast at hotel

Enjoy your last breakfast in Cinque Terre.
In-house service.
Included, 1 hour

9:30AM

Train to Pisa

Travel to the famous city known for its Leaning Tower.
Walk to the station.
EUR20, 2 hours

11:30AM

Check into hotel

Check in and freshen up before exploring.
Short walk from the station.
EUR100, 1 hour

12:30PM

Visit the Leaning Tower of Pisa

Climb this iconic tower for gorgeous views of the city.
15-minute walk from your hotel.
EUR25, 1.5 hours

2:00PM

Lunch at Ristorante Il Campano

Indulge in hearty Italian fare near the tower.
Short walk from the Leaning Tower.
EUR50, 1.5 hours

4:00PM

Wander around Piazza dei Miracoli

Explore the beautiful square and its architecture.
Explore on foot.
EUR0, 1.5 hours

6:30PM

Dinner at Trattoria da Bruno

Enjoy a festive New Year’s Eve dinner with great ambiance!
Short walk from the square.
EUR80, 2 hours
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Day 9: Travel to Rome

Rome, Italy on January 1, 2025

9:00AM

Brunch at hotel

Start the New Year with a relaxing brunch at the hotel.
In-house service.
Included, 1 hour

11:00AM

Train to Rome

Travel to the capital city of Italy, ready for more adventures.
Walk to the train station.
EUR40, 2 hours

1:30PM

Check into hotel

Drop off your bags and prepare for a day of exploration.
Short cab ride from the station.
EUR100, 1 hour

2:30PM

Lunch at Pizzeria Da Michele

Savor famous Neapolitan pizza, a perfect way to start the year.
15-minute walk from your hotel.
EUR25, 1.5 hours

4:30PM

Visit the Colosseum

Step back in time and explore the iconic ancient amphitheater.
Walk to the Colosseum (20 minutes).
EUR18, 1.5 hours

6:30PM

Dinner at Ristorante Aroma

Enjoy a fine dining experience with a stunning view of the Colosseum lit up at night.
Short walk from the Colosseum.
EUR150, 2 hours
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Day 10: Discover Rome

Rome, Italy on January 2, 2025

8:00AM

Breakfast at hotel

Enjoy a hearty breakfast before a day of exploring.
In-house service.
Included, 1 hour

9:30AM

Vatican City Tour

Explore the incredible museums and St. Peter's Basilica.
Take metro or taxi (15 minutes).
EUR40, 3 hours

1:00PM

Lunch at Trattoria da Enzo

Indulge in homestyle Roman cuisine at a trendy eatery.
Metro back to Trastevere (20 minutes).
EUR50, 1.5 hours

3:00PM

Visit the Pantheon

Marvel at this architectural wonder that dates back to ancient Rome.
Walk to the Pantheon (15 minutes).
EUR0, 1 hour

4:30PM

Stroll through Piazza Navona

Enjoy a leisurely walk around this bustling square.
Short walk from the Pantheon.
EUR0, 1 hour

5:30PM

Dinner at Osteria da Fortunata

Savor traditional pasta dishes in this lively trattoria.
Walk from Piazza Navona.
EUR60, 2 hours
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Day 11: Day Trip to Naples

Naples, Italy on January 3, 2025

8:00AM

Breakfast at hotel

Fuel up for your day trip to Naples.
In-house service.
Included, 1 hour

9:30AM

Train to Naples

Catch a train to the vibrant city of Naples.
Walk to station.
EUR40, 1 hour

10:30AM

Explore historic center

Wander the narrow streets filled with life and delicious street food.
Walk around the city.
EUR0, 2 hours

12:30PM

Lunch at Pizzeria Starita

Try one of the best pizzerias in Naples for authentic Neapolitan pizza.
Short walk through the city.
EUR25, 1.5 hours

2:00PM

Visit National Archaeological Museum

Explore incredible artifacts from Pompeii and Herculaneum.
Take metro or walk (15 minutes).
EUR15, 2 hours

4:30PM

Gelato tasting at Gay-Odin

Indulge in the best gelato in Naples.
Walk back to the city center.
EUR10, 1 hour

5:30PM

Dinner at Trattoria Da Nennella

Experience authentic Neapolitan cuisine in a lively setting.
Walk through the city.
EUR40, 2 hours

8:00PM

Return to Rome

Head back to your hotel in Rome after a fulfilling day.
Train back to Rome.
EUR40, 1 hour
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Day 12: Amalfi Coast Adventure

Amalfi Coast, Italy on January 4, 2025

8:00AM

Breakfast at hotel

Have a hearty breakfast to prepare for an exciting day.
In-house service.
Included, 1 hour

9:30AM

Bus to Amalfi Coast

Take in stunning coastal views on your journey to Amalfi.
Walk to the bus station.
EUR20, 1.5 hours

11:00AM

Explore Amalfi Town

Discover the beautiful coastal town and visit the Cathedral of Amalfi.
Explore on foot.
EUR0, 2 hours

1:00PM

Lunch at Pizzeria Amalfi

Enjoy pizza while taking in scenic harbor views.
Short walk from the Cathedral.
EUR40, 1.5 hours

2:30PM

Visit Ravello

Head to this charming village known for its stunning gardens and cliff-top views.
Bus to Ravello (30 minutes).
EUR10, 2 hours

4:30PM

Explore Villa Rufolo

Visit the historic villa with spectacular views of the coast.
Walking distance from the bus stop.
EUR7, 1.5 hours

6:30PM

Dinner at Ristorante Villa Maria

Dine on fresh seafood and local dishes with stunning views as the sun sets.
Short walk from Villa Rufolo.
EUR70, 2 hours
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Day 13: Day Trip to Positano

Positano, Italy on January 5, 2025

7:30AM

Breakfast at hotel

Indulge in a fresh breakfast before your day on the Amalfi Coast.
In-house service.
Included, 1 hour

9:00AM

Bus to Positano

Enjoy a scenic ride along the cliffside with mesmerizing views.
Walk to the bus station.
EUR20, 1.5 hours

10:30AM

Explore Positano

Wander through charming streets lined with shops and cafes.
Explore on foot.
EUR0, 2 hours

12:30PM

Lunch at Chez Black

Savor delicious seafood pasta right by the beach.
Short walk from your explorations.
EUR50, 1.5 hours

2:00PM

Relax on the beach

Take some time to enjoy the stunning coastline at the beach.
Dedicated beach area.
EUR0, 3 hours

5:00PM

Dinner at Ristorante La Sponda

Cap off your day with an elegant meal with incredible views.
Short walk from the beach.
EUR100, 2 hours
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Day 14: Return to Rome

Rome, Italy on January 6, 2025

9:00AM

Breakfast at hotel

Enjoy a farewell breakfast at your hotel.
In-house service.
Included, 1 hour

10:30AM

Bus to Sorrento

Travel to Sorrento for your return trip to Rome.
Walk to the bus station.
EUR15, 1.5 hours

12:00PM

Train from Sorrento to Rome

Return to the capital to conclude your Italian adventure.
Arrive at Sorrento station.
EUR30, 1 hour

1:30PM

Lunch at Ristorante Da Teo

Enjoy a delightful Roman meal for your farewell lunch.
Short walk from the train station.
EUR50, 1.5 hours

3:00PM

Last-minute shopping or sightseeing

Explore any last sites or shops you missed in Rome.
Explore walking or by metro.
EUR0, 2 hours

5:00PM

Dinner at Il Margutta RistorArte

End your Italian journey with a flavorful vegetarian dinner in a unique setting.
Short walk from shopping area.
EUR80, 2 hours
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