Luxury Milan, Venice, Florence and Rome vacations

Milan, Venice, Florence and Rome

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At a glance

? Don't forget that all of our itineraries are totally customized and so this is just an idea of what we can build for you.

Experience the quintessence of Italian elegance and history with this luxury tour. This journey invites you to immerse yourself in the diverse cultural tapestry of Italy, exploring its most iconic cities.

Your Italian sojourn begins in Milan, the world-renowned fashion capital. Here, amidst the glamour of Via Montenapoleone and the historical grandeur of the Milan Cathedral, you will discover the city’s unique blend of modern chic and classical beauty.

Next, let the enchanting city of Venice captivate your heart. Known as the City of Love, Venice is a labyrinth of picturesque canals, historic bridges, and opulent architecture. Glide through the serene waterways on a romantic gondola ride, and meander through the storied streets, visiting landmarks like Piazza San Marco and the Rialto Bridge.

In Florence, the cradle of the Renaissance, you will be surrounded by some of the world’s most incredible art and architecture. Visit the famed Florence Duomo, marvel at the artistic genius in galleries housing works like Michelangelo’s David and Botticelli’s The Birth of Venus, and soak in the city’s rich artistic heritage.

Conclude your Italian adventure in the Eternal City of Rome, exploring its ancient sites. The journey culminates with a visit to Vatican City, where Renaissance art is explored with a focus on its gay themes, offering a unique perspective on this historic site.

This Milan, Venice, Florence, and Rome itinerary is a perfect fusion of Italy’s fashion, romance, art, and history.

In detail

? Don't forget that most of our itineraries can be totally customized. Our expert team will be able to talk you through all the options.

Day 1 and 2: Milan

When you arrive into Milan airport or railway station, your driver will meet you and take you to your hotel. Explore the city and enjoy dinner in one of the Milan’s best restaurants.

Whilst in Milan, you’ll take a gay-friendly walking tour of Milan with visits to via Montenapoleone, the Milan Cathedral, the Galleria Vittorio Emanuele II and the most important historical and artistic attractions.

After the tour, take an aperitif at Blanco, one of the Milan’s best known gay bars in town during happy hour and, in the evening, explore the gay nightlife of Milan.

Be sure to leave time to explore the boutiques and fashion stores of Milan which have coined many of fashion’s most famous looks.

Day 1 and 2: Milan

Day 3 and 4: Venice

You’ll take a high-speed train to Venice which takes around two and a half hours before checking into one of our favourite Venice boutique hotels.

Be sure to step on board a gondola whilst in Venice – which is known by many as the City of Love – before taking a walking tour of the city, with break in a typical “osteria” (tavern) to taste “cicchetto e piattini” (Venetian glass of wine and small dishes of food). Also visit the famous Piazza San Marco (St Mark’s Square), the Rialto Bridge and other wonderful locations.

Day 3 and 4: Venice

Day 5 and 6: Florence

Hop aboard your next high-speed train for the two-hour journey from Venice to Florence.

Explore the beautiful streets of Florence with a guide who will take you to Piazza della Signoria, Santa Maria Novella Church and other wonderful locations.

Florence is a hub of Renaissance art and architecture. Indeed the Duomo is perhaps its most famous building, thanks to its terracotta-tiled dome. Its art galleries and museums also display some of Italy’s finest works such as Michelangelo’s sculpture of David and Botticelli’s The Birth of Venus.

Day 5 and 6: Florence

Day 7 to 10: Rome

This morning you’ll leave Florence by high-speed train which takes an hour and a half. Stay in one of our favourite boutique hotels in the heart of the city.

Whilst in the city, take a gay-friendly walking tour of Ancient Rome, to discover the Colosseum and the Imperial Fora, followed by light lunch at Coming Out, the best known gay bar in the capital.

Explore Vatican City to discover the untold story of gay Renaissance artwork. A guide will show you many paintings and statues with underlying, or even overt, gay themes.

Day 7 to 10: Rome
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