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Italy luxury gay tour

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

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

10 Days from Milan to Rome, Italy

June 06 – 15, 2025
June 05 – 14, 2026

 

Italy Gay Travel

Florence Italy gay tour

 

Xtra Wine - Only the Best Italian Wines

 

UNA Hotels Italy

 

Evolve Menswear

 

Experience Rome with us

 

Spada Roma

 

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Things to do in Milan

 

Rome & Vatican Pass

 

Big Bus Tours Rome

 

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Gay Italy tour Discover Bel Paese—The Beautiful Country—on our gay Italian escapade. From Milan to Rome, this 10-day gay culinary crusade will immerse you in Northern Italy’s art, history, food and wine. Alongside a group of like-minded folks, you’ll wallow in the luxury of Lake Como and Lake Maggiore, 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’. 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 and Lake Maggiore

• Tour the gardens of Villa Carlotta with an Italian botanist

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

 

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 at 1PM 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 its 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: Bianca Maria Palace Hotel, Milan

 

Milan Italy gay tour

 

Day 2 - Lake Como & Stresa
Buongiorno! After a simple Italian breakfast, we’ll enjoy a private transfer (approximately 2 hours) to Tremezzo on the shores of the evocative Lake Como.

Upon arrival, we’ll hop on a ferry to Villa Carlotta to wallow in the region’s posh lakefront properties and enjoy guided tours of the art and gardens with a local guide.

After another ferry ride, we’ll arrive in the picturesque town of Bellagio, located on a promontory overlooking Lake Como. Here, we’ll have some free time to explore the quaint, cobbled lanes and elegant architecture.

Lunch will be optional and at your leisure; we recommend one of the boutique cafés in the town centre. After the ferry returns us to Tremezzo we depart for our hotel in Stresa on Lake Maggiore, about a 1.5 hour drive away.

Tonight we’ll break bread together at a charming local restaurant.

Hotel: Grand Hotel Bristol, Stresa

 

Lake Como gay tour

 

Day 3 - Stresa, Lake Maggiore & the Borromean Islands
Buona mattinata! Today, we’ll be island-hopping to the gorgeous Borromean Islands via ferry boats on Lake Maggiore. Think of it as a mini-cruise where each captivating stop is adorned with blossoming gardens, historic buildings, and elegant villas.

First, we’ll explore Isola Bella’s sumptuous Baroque palace and vibrant gardens. Then we’ll hop over to Isola dei Pescatore, a traditional fishing village that’s chock full of adorable Mediterranean architecture.

We recommend enjoying an optional lunch at one of the many trattorias that can be found amongst the cozy laneways.

Finally, we’ll arrive at Isola Madre, the largest Borromean Island, where we’ll stroll through its renowned botanical gardens at a relaxed pace.

Afterwards, the ferry will return us to Stresa where we’ll have the evening free to explore and dine at our leisure.

Hotel: Grand Hotel Bristol, Stresa

 

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 Tenuta La Romana Farmhouse, Monferrato

 

Monferrato Italy gay tour

 

Day 5 - Monferrato
After a leisurely countryside breakfast, we’ll enjoy the remarkable experience of truffle hunting! Along with an Italian farmer, we’ll venture into Monferrato woods in search of black truffles.

Next we’ll uncork the region’s viticulture in the comune of Barolo. The region’s famously elegant, tannic and rich vintages will have you proclaiming Barol-WOW! After some wine tasting and light sightseeing there will also be time to have an optional lunch.

Later this evening for dinner we’ll learn how to prepare the typical Piemontese dishes from ‘la nonna’.

Hotel: Agriturismo Tenuta La Romana Farmhouse, Monferrato

 

Gaay Florence tour

 

Day 6 - Florence
Sadly, it’s time to bid arrivederci to Monferrato as we’re off to fabulous Florence via a 4.5 hour private transfer.

This afternoon 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: Glance 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: Glance 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.

Later this evening we’ll gather for dinner at a nearby restaurant. Afterwards perhaps you can scooter over to Via di San Giovanni, the city’s well-situated gay street located underneath the Colloseum.

Hotel: Hotel Dei Mellini, 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: Hotel Dei Mellini, 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 day guides for included tours

• 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

• 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 $70–$100 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.

Weather
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.

Electricity
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.

Connectivity
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

 

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

Money
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.

Tipping
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.

 

Bianca Maria Palace Hotel, Milan

 

Starting Point Hotel
Bianca Maria Palace Hotel, Milan
The building that hosts Bianca Maria Palace Hotel has been, since the mid-20th century, the home of historical companies, and is still an authentic example of the famous Milanese architecture of the 1940's. The restructuring works that gave life to our Milan charming hotel were strictly compliant with the precious materials, in particular marbles, that can no longer be found.

Offering a free fitness centre, Bianca Maria Palace Hotel is located next to Milan’s Piazza Cinque Giornate square. Free WiFi is available.

 

Bianca Maria Palace Hotel room

 

Rooms are air conditioned and soundproofed and feature satellite TV and a minibar. The private bathroom includes a bath or shower, hairdryer and free toiletries.

Guests can enjoy a sweet and savoury breakfast every morning. The on-site restaurant is also available. Bianca Maria Palace Hotel is next to the tram stops with direct links to Milan Cathedral.

 

Hotel Dei Mellini, Rome

 

Finishing Point Hotel
Hotel Dei Mellini, Rome
Featuring a panoramic rooftop terrace, Hotel dei Mellini is a 15-minute walk from Saint Peter’s Square in central Rome. Housed in a 19th-century building next to the Tiber River, it hosts a private art collection.

The elegant rooms at Mellini Hotel are decorated in a modern English style. All air-conditioned, they feature an electronic safe, TV with satellite and pay-per-view channels, and a marble bathroom.

 

Hotel Dei Mellini room

 

A hot American buffet breakfast is served each morning. In the summer, guests can enjoy an aperitif and relax on the roof garden, overlooking Rome. A gym is available for free.

The Castel Sant'Angelo palace is just 500 metres from the hotel. Flaminio Metro Station and the shopping district along Via del Corso are a 10-minute walk away.

 

Rome gay tour - Trevi Fountain

 

 

Discover Italy

 

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From Milan to Rome - Italy Gay Tour Prices

Tour Date Description
Per person
$ (USD)
Availability

Tour Only, Per Person, Double Occupancy

$ 8,595

Tour Only, Per Person, Double Occupancy

$ 8,895

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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

 

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Fly Volotea ITA Airways

 

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