Luxury Gay Group Vacations To Italy vacations

Gay Group Vacations To Italy

Fashion, food, wine, history, and culture – Italy has it all. Whether you’re looking to whisk your partner away on a romantic trip along Venice’s famous waterways, indulge yourself with authentic Italian food and wine in Tuscany, or simply experience some of Italy’s most famous works of art, we can make you an offer you can’t refuse.

Here at Out Of Office, we truly understand the world you live in, and the world you want to explore. Our attention to detail, exceptional service and deep understanding of both luxury travel and LGBTQ+ travel make us a fantastic choice for those looking for a travel experience where exclusivity meets inclusivity.

We recommend


Italy has long been one of the most popular tourist destinations in Europe. The first modern tourists were European aristocrats setting out on "grand tours." Their first destination would invariably be Italy - you had to see the ruins of antiquity and the great artworks from the Renaissance. Italy's contributions to the arts are arguably unrivalled to this day.

Enquire
Matera: Italy's Ancient Cave City
Recommended Reading
Matera: Italy's Ancient Cave City

Matera is the 2019 European Capital Of Culture. Perched above a ravine in the region of Basilicata, it’s one of the most beautiful and enigmatic cities Europe. It’s also Italy’s best-kept secret, having only emerged as a tourist destination in...


More Suggested Trips

Filter Trips
Gay Group Trip: Adventures in Japan
Gay Group Trip: Adventures in Japan

Group Trip Departs: • 17th October 2024 • 24th March 2025

Step into the heart of Japan, where ancient culture and modern innovation exist in perfect harmony. This gay group adventure takes you from the bustling streets of Tokyo, a city that never sleeps, to the serene landscapes of Nagano, with...

Gay Group Trip: Luxury Safari in Kenya
Gay Group Trip: Luxury Safari in Kenya

Group Trip Departs: • 20th February 2025

Embark on an extraordinary journey with this luxury Kenya safari gay group trip. This 11-day adventure is a deep dive into the heart of Africa’s rich wildlife and cultural tapestry. Begin in the vast plains of Amboseli National Park, where...

Gay Group Trip: Luxury Safari in Africa
Gay Group Trip: Luxury Safari in Africa

Group Trip Departs: • 10th November 2025

Join your fellow gay travelers for a spellbinding 12-day adventure through South Africa’s most iconic destinations on this luxurious gay group trip. Your journey starts in the heart of Cape Town, a city brimming with character, from its stunning Table...

Gay Group Trip: Luxury Andalucia Spanish Tour
Gay Group Trip: Luxury Andalucia Spanish Tour

Group Trip Departs: • 3rd October 2025

Embark on a journey to Andalusia, Spain, where history, culture, and breathtaking landscapes converge to create an unforgettable experience. This nine-day gay group adventure will immerse you in the rich tapestry of Andalucía, a land steeped in Moorish heritage and...

Gay Group Trip: Galápagos Expedition
Gay Group Trip: Galápagos Expedition

Group Trip Departs: • 28th August 2025

Embark on an 11-day journey around the stunning Galápagos. You’ll sail on the National Geographic Endeavour II, which promises an immersive and intimate escapade for just 96 guests. Discover the Galapagos’ rich wildlife, active volcanoes, and expansive Marine Reserve, all...

Gay Group Trip: Oriental Express in Malaysia
Gay Group Trip: Oriental Express in Malaysia

Group Trip Departs: • 3rd November 2025

Embark on an extraordinary luxury LGBT Malaysia tour aboard the Belmond Eastern & Oriental Express on this gorgeous gay group trip. This journey is a perfect blend of luxurious elegance and adventure, taking you through Malaysia’s ever-changing landscapes in style...

Gay Group Vacations To Italy

Italy is such a versatile destination. You can experience just about any vacation type you can think of. Some people will travel to Italy with a particular city of experience in mind. Your dream may be to see Venice, a floating city built on stilts in a lagoon. Incidentally, Truman Capote said that “Venice is like eating an entire box of chocolate liqueurs in one go.”

The ruins of the Roman Empire are always going to be a huge draw. The eruption at Vesuvius both destroyed and preserved the cities of Pompeii and Herculaneum. You can catch a rare glimpse of daily life in Rome circa AD 79. The city of Pompeii was curried in volcanic ash until the 18th-century. Ironically, were it not for the eruption of the volcano, the city would never have been preserved so well.

Italy’s cuisine is world-famous for a reason. It’s best to think of Italian cuisine regionally rather than nationally. There are so many unique dished to discover and they vary as you travel across the country. Italians take their food very seriously. They understand, as Anthony Bourdain did, that food is about more than just food.

Naples
Italy

Naples

Exploring Milan and Lake Como

Luke Harris and his fiance Alex Booth took a trip with OutOfOffice.com to Milan and Lake Como and discovered a ‘visually stunning’ destination with culture, history and architecture aplenty as well as exquisite food and wine which have come to...

The Best Gay Travel Books

Here’s our guide to some of our favourite gay travel books. Some are straightforward travel books, while others explore the lived experiences of gay travellers in an indirect way. Some are novels, others are non-fiction accounts. You’ll find stories about...

Explore Italy With Like Minded Travellers

Joining a gay group trip to Italy will help you maximise your experience. You’ll be travelling with like-minded travellers and the guidance of destination experts. We have many different types of group trip to Italy with different departure dates throughout the year. These include several foodie trips to the Puglia region – imagine Italy’s boot, Puglia is the heel. You can join a food and wine tour and discover this most charming of regions.

Next to Puglia you’ll find the Basilicata region, which is home to Matera, one of the world’s oldest cities. Some of our Puglia group trips include a trip to Matera. It’s a city you won’t want to miss. Much of Matera is comprised of cave dwellings. Gazing out over the city from the belvederes, you’ll see how cities would have looked in antiquity. It hasn’t changed much since Roman times.

An ideal group trip option combined the key cities of Italy in one trip. You’ll get to explore Milan, Roma, Naples and more.

Rome
Italy

Rome


Our Most Popular Hotels

Anthony S.

“Stellar service. Stellar products. Stellar people and it gets so much better when you pick up the phone and call.”

John

“Super client centred service. From first contact I have had warm, efficient, friendly and flexible service.”

Tiberiu

“I’m confident in giving Out Of Office a 5-star review! They are one of the leaders in this space without a doubt.”

Trustpilot 5*

Why book with us?

Personal Service


We want to ensure you have the best experience with us so we’ll keep working on your itinerary until perfect. You will have your own personal dedicated member of our team who will help build the perfect trip for you.


Call our travel experts on +44 (0)20 7157 1570

Our 5* Reviews


We pride ourselves in the number of clients that are referred to us by our existing customers. Our 5* Trustpilot rating is important to us, so we encourage you to browse our reviews. They speak for themselves and that's why you are in safe hands.


Make an enquiry


Phone

020 7157 1570

Email


To start planning your luxury trip, tell us more about your travel plans and we'll match you with one of our experienced travel specialists. You can speak to us via phone, email or video call.


All the prices on our website do not include flights. We can, of course, arrange them for you.


Your trip
Your details

Please enter your destination and details.

  • $2,000-3,000
  • $3,000-5,000
  • $5,000-7,500
  • $7,500-10,000
  • $10,000+