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Italy luxury gay tour

Italy Gay Tour - From Milan to Rome
Tuscan Decadence & Roman Resplendence

Milan, Lake Como, Monferrato, Turin, Florence, Rome, and more!

10 Days from Milan to Rome, Italy

June 06 – 15, 2025


Italy Gay Travel

Florence Italy gay tour


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Experience Rome with us


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Things to do in Milan


Rome & Vatican Pass


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Gay Italy tour Discover Bel Paesa—the Beatiful Country—on our all-gay Italian escapade. From Milan to Rome, this 10-day culinary crusade will immerse you in Northern Italy’s art, history, food and wine. Alongside a group of like-minded gay men you’ll wallow in the luxury of Lake Como, learn to make perfect risotto in Piedmont, uncork the viticulture of Barolo and follow a truffle farmer into the Monferrato woods. You’ll visit bucket list sites like the Colosseum, Milan’s Duomo and Vatican City. Best of all will be the sense of rapture as you gaze upon some of the world’s greatest masterpieces including Michaelangelo’s ‘David’ and Da Vinci’s ‘The Last Supper’. Prego! Er… You’re welcome!

Looking to extend your European adventure? Join our Burgundy & Provence All-Gay River Cruise. The adventure kicks off just as this tour concludes and the two tours can be easily paired together.

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Italy Rome gay tour


From Milan to Rome Italy Gay Tour Highlights

• Stroll the cobblestone streets of Milan, Florence and Rome on private walking tours

• Relive the glory (and gory!) days of gladiators inside Rome’s Colosseum

• See some of the world’s greatest masterpieces first hand, and learn about the artists’ during private tours

• Enjoy some good ol’ Catholic guilt while touring the smallest country on earth: Vatican City

• Discover the natural beauty of Lake Como, including a guided tour of the gardens of Villa Carlotta with an Italian botanist

• Follow a truffle farmer into the woods of Monferrato and sniff out the region’s rare white truffles

• Learn to make the perfect plate of risotto in Piedmont during a private cooking class

• Sip and swirl famous Italian wines such as the bodacious Barolo

• Taste Italy’s rich culinary heritage, including pasta, pizza, gelato and tiramisu

• Wake up each morning to the world’s best espresso and/or cappuccino

• Swing by Rome’s “Gay Street”, aka Via di San Giovanni

• Photograph the beautiful baroque architecture of Turin


Rome Italy gay tour


From Milan to Rome Italy Gay Tour Itinerary

Day 1 - Arrive Milan, Italy
Ciao! Welcome to Italy! Today our adventure begins with a short Welcome Meeting before we enjoy an extraordinary walking tour of the fashion capital of the world. Highlights will include Scala Theater and Cathedral Square. From the square we’ll gaze upon one of the most famous churches in the world, Duomo di Milan, before taking the lift to it’s towering roof for a bird’s-eye view of the city.

Afterwards we continue to Galleria Vittorio Emanuele II, one of the world’s oldest shopping malls. Together we’ll stroll the mall’s roof for panoramic views, including a gorgeous vantage of the neighbouring Duomo’s spires.

This evening we will get our first real taste of Italy’s world-famous cuisine during our official Welcome Dinner.

Hotel: Napoleon Hotel, Milan


Milan Italy gay tour


Day 2 - Milan & Lake Como
Buongiorno! After a simple Italian breakfast, you have a leisurely morning to explore Milan at your own pace. Perhaps a visit to Leonardo Da Vinci’s masterpiece ‘The Last Supper’ is in order? If so, be sure to book tickets well in advance. Alternatively, head to the park of Castello Sforzesco—a 14th century castle with a stunning, green courtyard.

Later in the afternoon we’ll meet at the hotel and drive to the evocative Lake Como via private transfer (approximately 2 hours). Upon arrival in Como we’ll mosey up to our homebase in the small town of Bellagio. Tonight we’ll break bread together at a charming local restaurant.

Hotel: Belvedere Bellagio Hotel, Lake Como


Lake Como gay tour


Day 3 - Lake Como
This morning we’ll ferry across the shimmering waters of Lake Como to Villa Carlotta, wallowing in the region’s posh lakefront properties. Here we’ll enjoy guided tours of the art and gardens with an art historian and botanist respectively.

Then we’ll continue along Lake Como enjoying its natural beauty before an optional Italian lunch. The remainder of the afternoon will be at leisure, but with the help of your included ferry pass it is easy to get around. Take the opportunity to discover Varenna, Cadenabbia, or the beautiful Villa Balbianello, which film fans may recognise from franchises such as James Bond and Star Wars.

Hotel: Belvedere Bellagio Hotel, Lake Como


Monferrato Italy gay tour


Day 4 - Monferrato
This morning we’ll navigate the North Italian countryside en route to a farming estate in the province of Vercelli. Founded in 1123 by Cistercian Monks, Vercelli was the first Italian region to grow rice.

Upon arrival we’ll learn to prepare our own risotto—one of Italy’s many famous dishes. Obviously, we’ll enjoy the fruits of our labour paired with a glass of regional wine.

After we’re well fed, we’ll venture over to our gorgeous boutique accommodation, a restored farmhouse surrounded on all sides by vineyards, rolling hills and striking country vantages. We’ll have a wee bit of downtime before a particularly romantic candlelit dinner in the historic part of the farmhouse. Buon appetito!

Hotel: Agriturismo Albarossa Farmhouse, Monferrato


Monferrato Italy gay tour


Day 5 - Monferrato
Perhaps a light and stretchy pair of pants would be best today as another indulgent adventure awaits. After a leisurely countryside breakfast we’ll uncork the region’s viticulture at Marchesi di Barolo. The estate’s famously elegant, tannic and rich vintages will have you proclaiming Barol-WOW!

We’ll enjoy some light sightseeing before heading back to our farmhouse to suit up for an afternoon of… wait for it… truffle hunting! Along with an Italian farmer, we’ll venture into Monferrato woods in search of allusive white truffles. Whether or not we find the fungal gold, we’ll enjoy a regional dinner at the farmer’s house, paired with Monferrato wines and real white truffle. We told you to wear stretchy pants.

Hotel: Agriturismo Albarossa Farmhouse, Monferrato


Turin Italy gay tour


Day 6 - Turin & Florence
Sadly, it’s time to bid arrivederci to Monferrato as we’re off to Turin. After storing our luggage, our Group Leader will take us on a short orientation walk of the city to get us familiar with our surroundings.

Then we’ll enjoy free time for lunch and to explore this lesser-known city. Perhaps visit Turin’s medieval Cathedral, home to the fabled Turin Shroud. Alternatively, walk through Piazza San Carlo—once dubbed “Europe’s sitting room,” this piazza may be one of the prettiest in the region. Finally, you may also want to consider visiting the fine baroque architecture of Piazza Carignano, including the palazzo where King Vittorio Emanuele II was born.

In the late afternoon we’ll reconvene and board a fast train bound for fabulous Florence, the Renaissance capital of Italy. Tonight you’ll have free time before an included dinner where you’ll get your first taste of Florence’s world-renowned wine and cheese.

Hotel: Rivoli Boutique Hotel, Florence


Florence Italy gay tour


Day 7 - Florence
Today we’ll travel back in time to the sensual Renaissance and Italy’s little-known queer past. Together we’ll stroll the city’s cobblestone streets learning about the Medici Family and gay life during the Renaissance, when Florence was the active center for gay relationships.

We’ll visit the Accademia Gallery to see some of the world’s greatest masterpieces including Michaelangelo’s titillating and glorious David. We’ll take our time here, indulging our senses in Michaelangelo’s artisanship while our guide regales us with stories of the artist’s personal and sentimental side. We’ll also learn more about Michaelangelo, including scandalous details on his homosexual lifestyle and his true relationship with Roman popes in the 1500s. Expect dark intrigue and corruption aplenty!

Flushed and flustered we’ll step out into the open-air museum at Signoria Square and end our walking tour at the splendid Ponte Vecchio, known as the “Old Bridge” and an everlasting symbol of Florence. You’ll have plenty of free time for lunch and dinner before gathering for a final magnificent stroll at dusk through Piazzale Michaelangelo. Snacks and wine await.

Hotel: Rivoli Boutique Hotel, Florence


Rome gay travel


Day 8 - Rome
Rise and shine, Gentlemen, as the Eternal City awaits! After a quick breakfast at our hotel we’ll board a high-speed train bounding for Rome proper. Upon arrival we’ll drop our luggage at our accommodation before venturing over to the Colosseum to relive the days of gladiators and spectacles.

Later in the day we’ll enjoy a walking tour around some of the city’s most exciting neighborhoods. Specifically, the historic Jewish Quarter and Trastevere. Our guide will treat us to sips and nibbles along the way, including both centuries old cuisine and some of today’s hottest food trends. In a buzzing square we’ll wash the food tour down with Italian craft beer, wine or the regional drink of choice, an Aperol Spritz. Saluti!

After another indulgent afternoon, the evening is yours to get lost a la beguiling Audrey Hepburn in ‘Roman Holiday’. Or perhaps scooter over to Via di San Giovanni, the city’s well-situated gay street located underneath the Colloseum.

Hotel: Golden Tulip Rome Piram Hotel, Rome


Vatican gay tour


Day 9 - Rome & Vatican City
Today we head to the smallest country on earth: Vatican City. Our tour starts with the Vatican Museums. At first sight, you will be caught by the modern entrance built for the Jubilee in 2000, but then—inside the museums—the Sistine Chapel will amaze and enthrall. The famed ceiling was painted by Michelangelo between 1508 and 1512. The artist was originally enlisted to paint the twelve apostles, however Michelangelo demanded a free hand in the pictorial content of the scheme. He painted a series of nine pictures that have become some of the most recognizable paintings in the world.

After an afternoon at leisure, we’ll wrap up our spectacular journey during a fab Farewell Dinner. If the group is up for it we can also head to a gay bar for one last Aperol Spritz.

Hotel: Golden Tulip Rome Piram Hotel, Rome


Gay Rome tour


Day 10 - Rome Departure
Alas! It is our final day and there are no activities planned. If you have time, be sure to swing by Rome’s other famous sites including the Column of Marcus Aurelius, the Pantheon, Trevi Fountain and of course the Spanish Steps.

Safe travels and grazie mille for joining our big gay Italy tour.

As this tour ends, our Burgundy & Provence All-Gay River Cruise begins. The two trips can be easily booked together.


Gay Rome Italy tour


Italy Gay Tour Map


What's Included

• Arrival & departure transfers to/from Out Adventures’ joining/finishing point hotel

• A gay Out Adventures host and an English speaking local guide throughout

• 9 Breakfasts, 1 Lunch and 7 Dinners

• All gratuities for guides, drivers, included meals and porters

• All activities mentioned in the itinerary, including city guides and heritage site access

• All land transportation in comfortable, air conditioned vehicles as well as high-speed trains


Gay Italia


Not Included

• International airfare

• Airfare if you are pairing this tour with our Greece Aegean Sea Boutique Gay Cruise (details will be provided when the official Trip Guarantee is sent to group)

• International departure taxes

• Meals and drinks not mentioned in the itinerary

• Drinks with included lunches and dinners

Travel insurance is mandatory for all travellers.

• Gratuities for local guide (budget approximately $50–$60 USD)

• All items of a personal nature (laundry, drinks, etc.)

• Visa fees


Italy Gay Travel


Trip Notes

Italy Visa
Visas are typically not required for Americans, Australians, Canadians, and residents of the United Kingdom visiting Italy for up to 90 days. However, some exceptions do exists.

Culture Shock
Italy is a highly-developed Western European Nation. Serious crime rates are very low and the nation is generally safe. Theft and tourist scams are common, however, and we recommended you leave valuables at home or in your hotel room.

Local LGBT Scene
Italy presents quite the conundrum for LGBT travellers. On the one hand there’s plenty of reason to think Italy is on track to becoming a largely gay-welcoming country as young Italians seem in favour of our rights. At the same time, Italy is the epicenter of the Roman-Catholic church and much of the country remains steadfastly Christian, often maintaining outdated Christian ‘values’. Consequently, LGBT PDA—especially in rural regions—can and does ruffle feathers.

July tends to be very hot throughout Italy, even in the north. Expect mostly sunny skies and 30C+/86F+ temperatures, especially in Tuscany.


Bellagio Italy gay tour


Required Vaccinations
Based on the entry requirements, there are no immunizations needed for entry. To determine if you should take preventative measures to reduce the risk of illness, consult with your doctor or a travel medical clinic. We cannot provide vaccination recommendations.

In Italy the power plugs and sockets are of type F and L. The standard voltage is 230 V and the standard frequency is 50 Hz.

We should have reliable Wi-Fi in all of our hotels. Feel free to tweet, pin, post and share your experience with your friends and family at home.

Travel Insurance
For everybody’s peace of mind, medical travel insurance is required on all Out Adventures tours. At a minimum, your travel insurance must provide cover against personal accident, death, medical expenses, emergency repatriation and personal liability, with a minimum medical coverage of US $200,000.


Roma Italia gay tour


Breakfast daily, 1 lunch and 7 dinners are included on this trip.

Italy’s currency is the Euro (EUR). Debit and credit cards should be accepted and work throughout the country. We recommend bringing about $400 USD in case of an emergency, or if your credit/ATM cards are placed on hold.

Most gratuities are included on this tour except for your Local Guide. If you’re pleased with your guide, we recommend a tip of US $50–$60 USD per person.

What to bring
Please keep your baggage under 20kg/44lb to avoid costly surcharges on domestic flights. You should also bring something smaller to carry a water bottle, your camera and souvenirs on day trips.

Optional Activities
Every Out Adventure offers optional excursions that are not included in price of this trip. Please see the daily itinerary in your final pre-trip packet to learn what’s available.


Rome gay tour Colosseum


How We Travel
Out Adventures is all about good times with likeminded guys. Whatever’s on the itinerary—from fireside camping to five-star decadence—our goal is to make the experience magical. We’re also committed to supporting the communities we visit by hiring local guides, staying at locally-owned accommodations when possible, and celebrating local cuisine. It all adds up to a great way to immerse yourself in the culture.

Your Guide
All Out Adventures are led by a gay (or gay-welcoming) guide. Whenever possible, we hire destination locals. And we can also connect you with the right people if you’d like to delve deeper into the local culture. If you’re pleased with your guide, we recommend a tip of US $50–$60 USD per person… they’ll certainly appreciate it!

Flying Solo
If you’ve never travelled on your own, it’s an amazing way to get to know yourself while making new friends along the way. We can arrange for you to share a room with people in your age range at no charge, or you can pay a supplement for your own room. If there’s an odd number of solos, we’ll rotate a single room on a random basis.


Napoleon Hotel, Milan


Starting Point Hotel
Napoleon Hotel, Milan
Strong contrasts and stylish ambience at the new 4-star Hotel Napoleon Milano, situated just a short walk from the city's Central Station. Offering a central location, Hotel Napoleon is a 3-minute walk from Corso Buenos Aires, home to 350 shops.

With free Wi-Fi, rooms at the Napoleon include a flat-screen TV with free SKY channels. Each room is air conditioned and has a fully equipped private bathroom. Some rooms have a balcony.


Napoleon Hotel room


Beneath its newly restored early 20th century façade, Hotel Napoleon in Milan city centre features a brand new clean and contemporary look, complete with intuitive amenities and flawless service.

Our hotel’s stylish design and high functionality seeks to match the contemporary business world and hopes to match our guests’ needs and desires. The Napoleon Hotel is one of the best, new business hotels in Milan.


Golden Tulip Rome Piram Hotel, Rome


Finishing Point Hotel
Golden Tulip Rome Piram Hotel, Rome
The Welcome Piram Hotel is located 200 m from Termini Train Station. Lively Via Nazionale street is 300 m from the Piram. It offers a restaurant, spa and air-conditioned rooms and suites with an LCD satellite TV. Free WiFi is also available.

Large windows are standard in all accommodation at the Piram. Each room or suite has a minibar and a private marble bathroom with hairdryer and amenities.


Golden Tulip Rome Piram Hotel room


The breakfast buffet is served in the elegant dining room with antique mirrors. For other meals, guests receive discounts at the hotel's Apotheke Cocktail Bar, with live music until 01:00, and Italian restaurant.

The hotel's modern spa includes a Finnish sauna, Turkish bath and hydrotherapy shower. Massages and beauty treatments are also available.


Rome gay tour - Trevi Fountain



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From Milan to Rome - Italy Gay Tour Prices

Tour Date Description
Per person
$ (USD)

Tour Only, Per Person, Double Occupancy

$ 8,595

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Optional Single Supplement: $2,050

25% deposit required at time of booking
Remaining balance collected 90 days prior to departure.


Special Airfares


Fly to Rome with Vueling




Pre/Post Tour Hotels


Hotel Reservations


Milan Hotel reservations at Hotels.com


Rome hotels at Booking.com






Fly Volotea ITA Airways


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