13 Nights / 14 Days
From fashion-forward Milan to the poetic canals of Venice, Renaissance wonders of Florence, historic Rome, and the breathtaking Amalfi Coast — this luxury 14-day Italy itinerary promises romance, elegance, and unforgettable moments. Designed for couples, honeymooners, and explorers looking for a blend of culture, beauty, and relaxation, each destination adds a unique flavor to your Italian escape.
Why This Trip is Perfect for You
Ideal For: Honeymooners, couples, romantic travelers
Best Time to Visit: April–October (15°C–28°C; ideal weather & scenic backdrops)
Top Experiences: Gondola serenade in Venice, Leaning Tower of Pisa, Vatican City treasures, Capri boat trip
What’s Trending
Rome Jubilee Year — Pilgrimages and religious celebrations with special events across the city
Slow Travel Movement — Emphasizing deeper immersion with relaxed pacing in each location
Cilento Coast Emerging — A quieter alternative to the Amalfi Coast for tranquil coastal beauty
Tourism Regulations — Venice and Florence are managing visitor flows to protect cultural heritage
Most Searched Facts
Milan is the fashion capital of Italy, famous for luxury shopping and design.
Lake Como is a hotspot for celebrities seeking stunning lakeside villas.
Venice's canals and gondola rides are world-renowned, with new tourism guidelines in 2025.
Florence is the birthplace of the Renaissance, home to masterpieces like Michelangelo's David.
Rome is buzzing with visitors during the Jubilee Year, a spiritual event held every 25 years.
Amalfi Coast is famous for dramatic cliffs, colorful villages, and crystal-clear waters.
Why Visit Italy on a Romantic Escape?
Italy is a lover’s paradise — a land where every corner oozes charm, history, and passion. From the elegance of Milan to the postcard-perfect shores of the Amalfi Coast, each region offers a unique romantic atmosphere:
Fashion & Glamour in Milan – Shop till you drop in the fashion capital of the world
Tranquil Lake Como – Stroll by shimmering waters and hidden villas
Enchanting Venice – Glide through canals under moonlit skies
Florentine Art & Architecture – Discover Renaissance masterpieces
Ancient Rome – Relive history through the Colosseum & Vatican
Sun-Kissed Amalfi – Breathtaking cliffs, cozy cafes, and luxury boat rides
Why Choose This Itinerary by The Young Wings?
This isn’t just a holiday — it’s a curated experience made for couples who want to travel differently, luxuriously, and meaningfully
Perfect Balance of Sightseeing & Leisure – Explore iconic sites without rushing
Premium Stays – Stay at handpicked 4 & 5 hotels with breathtaking views
Personalized Touches – Gondola serenades, private transfers, boutique shopping experiences
Local Experts – Professional guides, curated excursions, insider tips
Seamless Logistics – We handle all bookings, transport, and support — you just relax!
Custom Add-Ons – Photographer sessions, candlelight dinners, and more
Optional Add-ons
Private photographer for Venice & Rome
Candlelight dinner in Florence
Boat charter in Capri
Arrive in Milan and transfer to your hotel
Check-in and relax
Explore Milan’s luxury shopping district with your private assistant guiding you through designer boutiques
Dining: Dinner at Nobu Milan – exquisite Japanese-Italian fusion cuisine
Shopping: Galleria Vittorio Emanuele II, Via Montenapoleone (high-end fashion street)
Stay: Milan
Breakfast at hotel
Guided 3-hour walking tour of Duomo Cathedral, Piazza Mercanti, Sforza Castle, and Galleria Vittorio Emanuele II
Dining: Lunch or dinner at Ristorante Cracco – upscale Milanese cuisine
Shopping: Corso Vittorio Emanuele II (mid-range boutiques), Via della Spiga
Stay: Milan
Breakfast at hotel
Transfer to Lake Como
Afternoon leisure to stroll lakeside or visit villages like Bellagio
Dining: Dinner at Ristorante La Punta in Bellagio – lakeside dining with Italian classics
Shopping: Local artisan shops in Bellagio and Como town
Stay: Lake Como
Breakfast at hotel
Day at leisure to explore Como, Varenna, or take a boat tour
Dining: Lunch at Osteria del Beuc in Varenna – authentic regional dishes
Shopping: Como’s local markets and silk shops (Como is famous for silk)
Stay: Lake Como
Breakfast at hotel
Scenic train ride to Venice
Check in and enjoy a gondola ride with serenades
Dining: Dinner at Osteria alle Testiere – intimate Venetian seafood
Shopping: Calle Larga XXII Marzo for luxury boutiques and Murano glass shops
Stay: Venice
Breakfast at hotel
Visit Murano Island’s glass factory
Walking tour of St. Mark’s Square, Doge’s Palace, Bridge of Sighs
Dining: Lunch at Trattoria Al Gatto Nero on Burano Island – traditional Venetian fare
Shopping: Murano glass galleries, Venetian mask shops
Stay: Venice
Breakfast at hotel
Train to Florence
Afternoon at leisure exploring Renaissance architecture
Dining: Dinner at La Giostra – famous for Tuscan specialties
Shopping: San Lorenzo Market (leather goods), Via de’ Tornabuoni (designer brands)
Stay: Florence
Breakfast at hotel
Morning trip to Pisa to see Leaning Tower, Baptistery, Cathedral
Free time for shopping or relaxing
Dining: Lunch at Ristorante La Buca in Pisa – classic Tuscan dishes
Shopping: Local artisan shops near Pisa Cathedral, Florence’s Mercato Centrale
Stay: Florence
Breakfast at hotel
Train to Rome
Afternoon at leisure to explore neighborhoods like Trastevere or Campo de’ Fiori
Dining: Dinner at Roscioli – deli and trattoria with authentic Roman dishes
Shopping: Via del Corso, Via Condotti for luxury shopping
Stay: Rome
Breakfast at hotel
Guided tour of Vatican Museums, Sistine Chapel, St. Peter’s Basilica
Dining: Lunch or dinner at Ristorante Arlu near Vatican – Roman classics
Shopping: Borgo Pio street – charming shops and souvenirs
Stay: Rome
Breakfast at hotel
Skip-the-line Colosseum arena floor tour, explore Roman Forum and Palatine Hill
Dining: Lunch at La Taverna dei Fori Imperiali – authentic Roman cuisine near Colosseum
Shopping: Via del Corso, Campo de’ Fiori market
Stay: Rome
Breakfast at hotel
Transfer to Amalfi Coast with Pompeii ruins visit
Evening at leisure on Amalfi Coast
Dining: Dinner at Ristorante Marina Grande in Amalfi – fresh seafood with sea views
Shopping: Local ceramic shops in Amalfi town
Stay: Amalfi Coast
Breakfast at hotel
Boat trip to Capri: Anacapri, La Piazzetta, Gardens of Augustus
Dining: Lunch at Da Paolino Lemon Trees in Capri – unique lemon garden dining
Shopping: Capri’s Via Camerelle – luxury boutiques and artisan shops
Stay: Amalfi Coast
Breakfast at hotel
Transfer to Naples airport for departure flight
Dining: Breakfast included
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