Romantic 11-Day Italian Escape: History, Cuisine & Couples’ Fun in Five Iconic Cities

Day 1: Arrival and Ancient Rome

Rome, Italy on September 1, 2025

9:00am

Colosseum and Roman Forum Tour

Explore these iconic ancient landmarks with a guided tour, great for couples to connect over fascinating history.
EUR16, 3h0m

12:30pm

Lunch at Trattoria Da Enzo al 29

Authentic Roman cuisine in Trastevere with a cozy atmosphere perfect for couples.
EUR30, 1h0m

2:00pm

Visit to the Pantheon and Piazza Navona

Romantic stroll around these beautiful squares and architectural marvels with countless cafés for a coffee break.
Free, 2h0m

6:00pm

Couples’ Vespa Ride through Rome

Enjoy a fun and intimate Vespa tour at sunset, weaving through Rome’s charming streets and landmarks.
EUR90, 2h0m

8:30pm

Dinner at Roscioli

Dine on exceptional Roman dishes and fine wines in a romantic ambiance ideal for couples.
EUR50, 2h0m
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Day 2: Vatican and Roman Nights

Rome, Italy on September 2, 2025

8:30am

Vatican Museums & Sistine Chapel

Pre-booked guided tour to enjoy the breathtaking art collections and Sistine Chapel with less crowd.
EUR30, 3h30m

12:30pm

Lunch at Pizzarium Bonci

Tasty Roman-style pizza slices in a casual setting, great for a laid-back couple’s lunch.
EUR15, 1h0m

2:00pm

Borghese Gallery & Gardens

Reserve tickets to explore romantic gardens and a prestigious art collection featuring Bernini and Caravaggio.
EUR20, 3h0m

6:00pm

Sunset Aperitivo at Terrazza Borromini

Enjoy cocktails with sweeping views of the city for a magical pre-dinner activity.
EUR20, 1h30m

8:00pm

Dinner at Osteria dell’Ingegno

Creative Roman cuisine in an elegant setting near Campo de’ Fiori.
EUR45, 2h0m

10:30pm

Night walk to Trevi Fountain & Gelato

Romantic late-evening stroll to the illuminated fountain followed by gelato at Gelateria Valentino.
EUR6, 1h0m
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Day 3: Florence Renaissance Romance

Florence, Italy on September 3, 2025

9:00am

Train to Florence

Comfortable 1.5-hour high-speed train journey to Florence to begin your Renaissance exploration.
EUR45, 1h30m

11:00am

Duomo and Baptistery

Climb Brunelleschi’s dome for breathtaking views; explore the historic Baptistery with its famed doors.
EUR20 (combined ticket), 3h0m

2:00pm

Lunch at Trattoria Mario

Hearty Tuscan dining in an authentic neighborhood haunt buzzing with local couples.
EUR25, 1h0m

3:30pm

Uffizi Gallery

Pre-book and enjoy Renaissance art masterpieces including Botticelli’s 'Birth of Venus.'
EUR25, 3h0m

6:30pm

Couples Cooking Class

Learn to cook classic Tuscan dishes together in an intimate and fun culinary experience.
EUR90, 3h0m

10:00pm

Evening walk at Piazzale Michelangelo

Romantic panoramic views of Florence at night, a perfect spot for couples.
Free, 1h0m
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Day 4: Cinque Terre Coastal Escape

Cinque Terre, Italy on September 4, 2025

8:00am

Train to Cinque Terre

Travel 2.5 hours by train from Florence to La Spezia, then connect to Cinque Terre by local train.
EUR40, 3h0m

11:30am

Explore Vernazza

Wander colorful streets, enjoy seaside views, and capture romantic photos.
Free, 2h0m

1:30pm

Lunch at Ristorante Belforte

Enjoy fresh seafood with breathtaking cliffside views, perfect for a couple’s lunch.
EUR40, 1h30m

3:30pm

Couples Hiking on Sentiero Azzurro

Hike the scenic coastal trail from Vernazza to Monterosso (easy segment) with spectacular sea views.
EUR7.50, 2h0m

6:00pm

Sunset Aperitivo

Savor local wine at a terrace bar in Corniglia while watching the sunset over the Ligurian Sea.
EUR15, 1h30m

8:00pm

Dinner at Osteria a Cantina de Mananan

Cozy spot serving authentic Ligurian dishes in a romantic atmosphere.
EUR35, 2h0m
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Day 5: Venice Romance & Canals

Venice, Italy on September 5, 2025

8:00am

Train to Venice

Take a 3.5-hour train from Cinque Terre to Venice for a picturesque arrival by the lagoon.
EUR60, 3h30m

12:00pm

Lunch at Osteria alle Testiere

Intimate dining specializing in fresh Venetian seafood, ideal for couples.
EUR50, 1h30m

2:00pm

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

Visit Venice’s iconic landmarks with skip-the-line tickets to soak up their intricate beauty and history.
EUR25, 3h0m

6:00pm

Private Gondola Ride

Romantic gondola ride through the canals at sunset, a classic Venetian experience.
EUR80, 0h30m

8:00pm

Dinner at Antiche Carampane

Enjoy authentic Venetian cuisine in a romantic atmosphere away from crowds.
EUR50, 2h0m
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Day 6: Amalfi Coast Romance

Positano, Italy on September 6, 2025

7:00am

Flight to Naples + Transfer to Positano

Fly from Venice to Naples, then private transfer or rental car (approx. 1.5 hour) to stunning Positano.
EUR120 (flight+transfer), 4h0m

12:30pm

Lunch at Chez Black

Seaside restaurant serving delicious seafood with spectacular views, perfect for couples.
EUR40, 1h30m

2:00pm

Relax and explore Positano Village

Wander colorful streets, boutique shops, and picturesque staircases, soaking up the romantic atmosphere.
Free, 3h0m

6:00pm

Cooking Class on Amalfi Coast

Join a couples’ cooking class focused on regional Italian cuisine, enjoying both cooking and dining.
EUR100, 3h0m

9:30pm

Dinner with View at La Sponda

Fine Michelin-starred dining with candlelight and sea views, perfect for a romantic evening.
EUR100, 2h0m
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Day 7: Amalfi Coast Relaxation and Departure

Positano/Naples, Italy on September 7, 2025

9:00am

Leisure Morning at Spiaggia Grande

Relax on the beach or take a romantic morning swim in crystal clear waters.
Free, 2h0m

11:30am

Lunch at Da Vincenzo

Casual, family-run restaurant serving authentic regional dishes with friendly atmosphere.
EUR35, 1h0m

1:00pm

Transfer to Naples Airport

Private transfer back to Naples airport for your onward flight.
EUR50, 1h30m
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