A Luxurious Italian Escape Through Five Iconic Cities
Ready to live your own Italian love story? This 14-night itinerary is tailor-made for couples or duos seeking a once-in-a-lifetime experience through Italy’s most iconic destinations. From fashion-forward Milan to the dramatic cliffs of Amalfi, each stop blends romance, culture, cuisine, and curated luxury.
Photo Credit: Château Monfort
Milan: The Gateway to Glamour (3 Nights)
Your journey begins in Milan, where contemporary flair meets old-world charm. Stay at the elegant Château Monfort, a boutique hotel that feels plucked from a fairytale. Highlights include a private walking tour of the city, followed by a chauffeured excursion to explore the Duomo, La Scala, and the fashion meccas of Via Montenapoleone and Via della Spiga.
Why we love it: Milan offers the perfect mix of high-end shopping and architectural elegance to ease into the Italian rhythm.
Photo Credit: Aparthotel Forte16
Florence: Heart of the Renaissance (4 Nights)
After a scenic train ride, arrive in Florence and check in to Aparthotel Forte 16 for spacious comfort and spa indulgence. Enjoy skip-the-line access to the Accademia Gallery (hello, David!), roll up your sleeves in a hands-on cooking class at MaMa Florence, and venture into the Tuscan countryside for wine tasting and medieval gems like San Gimignano and Siena.
Why we love it: The balance of cultural immersion and culinary delight makes Florence a dream for art lovers and foodies alike.
Photo Credit: Hotel Marmorata
Florence: Heart of the Renaissance (4 Nights)
After a scenic train ride, arrive in Florence and check in to Aparthotel Forte 16 for spacious comfort and spa indulgence. Enjoy skip-the-line access to the Accademia Gallery (hello, David!), roll up your sleeves in a hands-on cooking class at MaMa Florence, and venture into the Tuscan countryside for wine tasting and medieval gems like San Gimignano and Siena.
Why we love it: The balance of cultural immersion and culinary delight makes Florence a dream for art lovers and foodies alike.
Photo Credit: Hotel Luna Convento
Amalfi: Seaside Splendor (3 Nights)
Descend to Amalfi and settle into Hotel Luna Convento, a former monastery that whispers centuries of coastal history. Highlights include a guided tour of Amalfi’s historic center and the charming Paper Mill Museum, plus a full-day adventure to Positano and the Marisa Cuomo Winery, complete with lunch overlooking the vineyards.
Why we love it: Coastal elegance at its finest, with wine, views, and small-town charm.
Photo Credit: Casa Monti Roma
Rome: A Grand Finale (2 Nights)
Descend to Amalfi and settle into Hotel Luna Convento, a former monastery that whispers centuries of coastal history. Highlights include a guided tour of Amalfi’s historic center and the charming Paper Mill Museum, plus a full-day adventure to Positano and the Marisa Cuomo Winery, complete with lunch overlooking the vineyards.
Why we love it: Coastal elegance at its finest, with wine, views, and small-town charm.
Travel Made Effortless
This journey includes private transfers, luxury rail, small-group and private tours, and hand-selected boutique hotels. Every detail has been carefully chosen to give you peace of mind and a sense of effortless indulgence.
Let’s Design Your Italian Masterpiece
Inspired to create your own version of this itinerary? I specialize in tailoring seamless, unforgettable escapes through Italy and beyond.
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Extraordinary Destinations. Seamless Luxury. Unforgettable Moments.
Frequently Asked Questions: Luxury Travel in Italy
What is the best way to experience Italy in luxury?
The best way to experience Italy in luxury is through a custom-crafted itinerary that includes private transfers, boutique accommodations, curated cultural tours, and gourmet experiences. A 14-night journey from Milan to Rome can combine fashion, history, cuisine, and romantic coastline escapes.
How many days do you need for a luxury trip through Italy?
A 14-night itinerary allows ample time to explore Italy's highlights at a relaxed, indulgent pace. This includes multiple nights in Milan, Florence, Ravello, Amalfi, and Rome with private tours and unique experiences in each destination.
What are the most romantic places to visit in Italy for couples?
Top romantic spots in Italy include Ravello’s cliffside gardens, a wine tasting in Tuscany, sunset walks in Florence, and rooftop views in Rome. This luxury itinerary includes them all for the perfect couples' getaway or honeymoon.
What’s included in a luxury Italy itinerary?
A well-designed luxury Italy itinerary includes handpicked boutique hotels, private airport and rail transfers, small-group or private excursions, wine tastings, cultural experiences, and expert planning support.
Is Ravello worth visiting on the Amalfi Coast?
Yes, Ravello is one of the most romantic and serene towns on the Amalfi Coast. It offers dramatic views, lush gardens like Villa Rufolo, and boutique hotels with sea access, making it perfect for couples and special celebrations.
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