11-Day Romantic Italy Journey: Historic Marvels, Romantic Spots & Culinary Delights Across Five Cities

Day 1: Ancient Rome Introduction

Rome, Italy on September 1, 2025

9:00am

Colosseum and Roman Forum Guided Tour

Dive deep into Rome’s past by exploring the Colosseum and Roman Forum with an expert guide, ideal for couples fascinated by ancient history.
EUR16, 3h0m

12:30pm

Lunch at Trattoria Da Enzo al 29

Enjoy authentic Roman dishes in a cozy Trastevere trattoria, a quiet spot great for intimate dining.
EUR30, 1h0m

2:00pm

Pantheon and Piazza Navona Visit

Marvel at the Pantheon’s ancient architecture and relax at the lively Piazza Navona, surrounded by Baroque fountains.
Free, 2h0m

5:00pm

Trevi Fountain and Spanish Steps Walk

Stroll hand-in-hand visiting two of Rome’s most romantic and famous landmarks, perfect as the sun begins to set.
Free, 1h0m

7:00pm

Dinner at Roscioli

Savor refined Roman cuisine and an excellent wine list in this elegant and intimate setting.
EUR50, 2h0m
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Day 2: Vatican & Baroque Rome

Rome, Italy on September 2, 2025

8:30am

Vatican Museums, Sistine Chapel & St. Peter’s Basilica

Explore Vatican City’s treasures including Michelangelo’s Sistine Chapel and the stunning basilica with skip-the-line tickets.
EUR35, 4h0m

1:00pm

Lunch at Pizzarium Bonci

Sample Rome’s best pizza al taglio, perfect for a casual, delicious break.
EUR15, 1h0m

2:30pm

Borghese Gallery & Gardens

Admire Bernini sculptures and Caravaggio paintings surrounded by serene villas and gardens, perfect for a romantic walk.
EUR20, 3h0m

6:30pm

Sunset Aperitivo at Terrazza Borromini

Enjoy pre-dinner cocktails with panoramic city views in a stylish rooftop bar.
EUR20, 1h30m

8:30pm

Dinner at Osteria dell’Ingegno

A chic restaurant near Campo de’ Fiori known for inventive Roman cuisine – perfect for a romantic dinner.
EUR50, 2h0m
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Day 3: Rome to Florence Transfer

Rome to Florence, Italy on September 3, 2025

9:00am

High-Speed Train to Florence

Travel comfortably from Rome to Florence on a 1.5-hour train, arriving ready to explore the Renaissance city.
EUR45, 1h30m

11:00am

Florence Cathedral (Duomo) and Baptistery

Climb Brunelleschi’s dome for stunning views then admire the Baptistery’s golden mosaics.
EUR20 (combined), 3h0m

2:00pm

Lunch at Trattoria Mario

Experience hearty, authentic Tuscan plates in this bustling local favorite.
EUR25, 1h0m

3:30pm

Uffizi Gallery Tour

Imbibe Renaissance art including works by Botticelli and Leonardo da Vinci in a romantic museum setting.
EUR25, 3h0m

7:00pm

Dinner at Enoteca Pinchiorri

Indulge in an exquisite Michelin-starred dining experience with an extensive wine cellar, perfect for couples.
EUR150, 2h30m
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Day 4: Florence Historical & Romantic Gems

Florence, Italy on September 4, 2025

9:00am

Accademia Gallery - Michelangelo’s David

See the iconic statue of David and other Renaissance masterpieces; pre-booking recommended to avoid lines.
EUR20, 2h0m

11:30am

Ponte Vecchio and Oltrarno Exploration

Cross the iconic medieval bridge and explore artisan shops with your partner in the atmospheric Oltrarno district.
Free, 2h0m

1:30pm

Lunch at La Giostra

Dine in a charming historic setting serving refined Tuscan dishes favored by locals and romantics alike.
EUR50, 1h30m

3:30pm

Boboli Gardens and Pitti Palace

Roam expansive Renaissance gardens and tour Pitti Palace’s art collections – a perfect romantic afternoon.
EUR25, 3h0m

7:30pm

Dinner at Il Palagio (Four Seasons)

Elegant Michelin-star restaurant offering seasonal Tuscan cuisine in an intimate setting.
EUR130, 2h30m

10:30pm

Evening walk at Piazzale Michelangelo

Enjoy spectacular nighttime views of Florence – a breathtaking, romantic cityscape to close the day.
Free, 1h0m
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Day 5: Venice Arrival & Highlights

Venice, Italy on September 5, 2025

8:00am

Train to Venice

Travel approximately 2 hours by high-speed train from Florence to Venice, arriving midday.
EUR45, 2h0m

11:30am

Lunch at Osteria alle Testiere

Cozy intimate dining specializing in Venetian seafood, ideal for couples looking for authentic flavors.
EUR50, 1h30m

1:30pm

St. Mark’s Basilica & Doge’s Palace Tour

Marvel at intricate mosaics and Renaissance architecture on a guided tour of these iconic landmarks.
EUR30, 3h0m

5:00pm

Rialto Bridge & Market Walk

Explore vibrant markets and iconic bridges, perfect for hand-in-hand wandering through Venice’s charm.
Free, 1h30m

7:30pm

Dinner at Antiche Carampane

Romantic riverside dining offering authentic Venetian dishes, away from the main tourist crowds.
EUR55, 2h0m
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Day 6: Venice & Murano Exploration

Venice, Italy on September 6, 2025

9:00am

Murano Glass Museum and Island Tour

Discover Murano’s historic glass-making tradition and visit artisan workshops on this charming island excursion.
EUR20 (ferry ticket & entry), 3h0m

1:00pm

Lunch at Trattoria al Gatto Nero

Taste exquisite seafood on Burano, offering a colorful, romantic setting away from the crowds.
EUR40, 1h30m

3:00pm

Return to Venice and Relaxation

Leisure time to explore quiet canals or enjoy a Venetian coffee at Caffè Florian.
EUR10, 2h0m

6:00pm

Private Gondola Ride at Sunset

Experience a classic romantic gondola ride through Venice’s canals as the sun sets over the city.
EUR80, 0h30m

8:00pm

Dinner at Quadri

Michelin-starred restaurant facing St. Mark’s Square offering exceptional Venetian cuisine in a refined setting.
EUR120, 2h0m
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Day 7: Naples Historic Heart

Naples, Italy on September 7, 2025

7:00am

Flight to Naples + Transfer to City Center

Fly from Venice to Naples and transfer to central hotel; start your exploration of Naples’ historic core.
EUR120, 4h0m

12:00pm

Lunch at Sorbillo Pizza

Taste world-famous Neapolitan pizza at one of the city’s top pizzerias, casual yet iconic.
EUR15, 1h0m

2:00pm

Naples National Archaeological Museum

Explore one of Italy’s finest archaeological collections, including Pompeii and Herculaneum artifacts.
EUR15, 2h30m

5:00pm

Piazza del Plebiscito & Royal Palace Walk

Relax in Naples’ grand square and admire the exterior of the Royal Palace with its historic gardens.
Free, 1h0m

7:00pm

Dinner at Palazzo Petrucci

Dine on creative, contemporary Neapolitan cuisine with a beautiful sea view in an elegant setting.
EUR70, 2h0m
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Day 8: Pompeii and Historic Views

Naples/Pompeii, Italy on September 8, 2025

8:00am

Pompeii Ruins Tour

Full morning exploring the remarkably preserved ancient city frozen in time by Vesuvius eruption.
EUR18, 4h0m

1:00pm

Lunch near Pompeii at Caupona

Eat Roman-inspired food in a charming archaeological-themed restaurant near the site.
EUR30, 1h0m

3:00pm

Return to Naples and Walk along Lungomare

Romantic late afternoon stroll along the seafront promenade with views of Mount Vesuvius.
Free, 2h0m

7:00pm

Dinner at Ristorante Il Comandante

Fine dining with Michelin-starred creations combining local flavors and international finesse.
EUR100, 2h0m
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Day 9: Transfer to Amalfi Coast - Positano

Naples to Positano, Italy on September 9, 2025

9:00am

Private Transfer to Positano

Scenic 1.5-hour drive along the breathtaking Amalfi Coast, arriving to the charming village of Positano.
EUR70, 1h30m

11:00am

Check-in & Relax at Hotel

Settle in at a romantic cliffside hotel with stunning views of the Mediterranean.
Included, Flexible

1:00pm

Lunch at Chez Black

Enjoy classic seafood dishes with your feet near the sea on Positano’s main beach.
EUR40, 1h30m

3:00pm

Explore Positano Village

Wander the idyllic pastel-colored streets, intimate boutiques, and quaint chapels.
Free, 3h0m

7:30pm

Dinner at La Sponda

Michelin-starred restaurant illuminated by candlelight, serving Mediterranean specialties, perfect for couples.
EUR100, 2h0m
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Day 10: Amalfi Coast Scenic & Leisure Day

Positano, Italy on September 10, 2025

9:00am

Boat Tour to Capri

Romantic private boat excursion to Capri visiting the Blue Grotto, Marina Piccola and Anacapri.
EUR150, 5h0m

2:00pm

Lunch at Da Paolino Lemon Trees

Dine in a magical lemon grove offering authentic Campanian dishes away from the crowds.
EUR45, 1h30m

5:00pm

Relax at Hotel Spa or Beach

Unwind with a spa treatment or enjoy the crystalline beach — perfect for a romantic afternoon.
Optional Spa €80, 2h0m

8:00pm

Dinner at Il Capitano

Dine with panoramic views on fresh seafood and local wines in a relaxed, romantic setting.
EUR50, 2h0m
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Day 11: Departure Day

Positano to Naples, Italy on September 11, 2025

9:00am

Morning Stroll in Positano

Enjoy a last romantic walk through the town’s charming alleys and seaside promenade.
Free, 1h0m

11:00am

Private Transfer to Naples Airport

Relax with a private transfer to Naples International Airport for your departure flight.
EUR70, 1h30m
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