Italy
Luxury Italy Holidays
Suggested trips through Italy, each one a starting point that our LGBTQ+ travel specialists tailor around your dates, pace and preferences.
Featured Holidays in Italy
Classic Italy by Train
Two weeks, four cities, and not a single flight between them. Italy's high-speed rail network turns city-hopping into the easiest part of the trip, Venice to Florence in a little over two hours, Florence…
14 days | From £4,800 pp
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Gay Honeymoon in Italy and Greece: Rome, Amalfi, & Mykonos
Italy and Greece are Europe's most sought-after honeymoon destinations. Couples flock to see Rome's ruins and rooftop restaurants, the Amalfi Coast's cliffside towns, Santorini's caldera views, Mykonos's beach clubs and whitewashed lanes.
12 days | From £4,525 pp
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Luxury Italy Tour: Lake Como, Tuscany, & Amalfi
Tailor-made HolidayThis fully customizable itinerary moves through four of Italy's most distinctive regions, Lake Como's lakeside villas, Tuscany's vineyard hills, Rome's history, and the Amalfi Coast's cliffside towns, each with its own character. Expect regional wine, Michelin-starred dining, and produce sourced from wherever you happen to be standing, along with stays in a palazzo, a private villa, and two of the country's most established hotels.
9 days tailor-made from £8,985 per person View trip
Southern Italy and Amalfi Coast Explorer
Tailor-made HolidaySouthern Italy is at its best when you combine the bustling streets of Naples with historic Pompeii, the slower pace of Sorrento, and a few days on the Amalfi Coast and Capri. Your journey begins in Naples, where private transfers and guided touring give you an introduction to one of Italy’s most characterful cities. There is exceptional food, layers of history and a sense of life happening all around you.
8 days tailor-made from £5,350 per person View trip
Florence and Tuscany Tour: Wine, Art & Medieval Towns
Tailor-made HolidayFlorence and Tuscany work so well together because they offer two very different sides of Italy within a relatively small area. Florence is compact and packed with history. You can walk from the Duomo to the Uffizi, cross the Ponte Vecchio and be in the Oltrarno within minutes, passing Renaissance palaces, churches and workshops along the way.
6 days tailor-made from £3,825 per person View trip
Ancient Rome Luxury Tour: The Colosseum to Pompeii
Tailor-made HolidayAt its peak, the Roman Empire stretched from Britain to Syria, but its heart always remained in Italy. This nine-day journey takes you through the empire's most spectacular sites—from the Colosseum where gladiators fought to the buried streets of Pompeii, from Hadrian's architectural masterpieces to the villas where emperors escaped the heat. Expect private expert guides, five-star hotels, and access that brings imperial Rome to life without the crowds.
9 days tailor-made from £7,895 per person View trip
Luxury Gay Matera & Puglia Tour: Caves, Masserie & Coast
Tailor-made HolidayThere are few places in Europe quite like Matera. Carved into a limestone ravine, its ancient Sassi are a maze of cave dwellings, rock-cut churches, hidden courtyards and steep lanes that seem to fold into one another.
8 days tailor-made from £5,670 per person View trip
Luxury Gay Honeymoon in Italy: Rome & Amalfi Coast
Tailor-made HolidayItaly is one of the best destinations on the planet for a honeymoon. Rome comes first: four nights in a city where ancient history and exceptional restaurants occupy the same street. Then the Amalfi Coast for five nights, where the agenda shifts to boat trips, cliff-top dinners, and endless views over the Mediterranean. The itinerary runs nine nights across two bases, with private transfers connecting every stage.
8 days tailor-made from £6,895 per person View trip
Rome’s Gay Legacy: A Luxury LGBTQ+ Tour Through the Roman Empire
Tailor-made HolidayThe Roman Empire's relationship with sexuality was fundamentally different from the morality imposed by later Christianity. Same-sex relationships existed openly among the elite, were documented in historical records, and shaped the empire's political and cultural landscape. What's often sanitized in standard history books becomes viscerally real when you stand in the actual spaces where these emperors lived, ruled, and loved. This isn't revisionist history.
10 days tailor-made from £5,655 per person View trip
White Lotus Sicily Experience: 7-Day Luxury Film Locations Tour
Tailor-made HolidayImmerse yourself in the world of HBO's Emmy-winning series The White Lotus with this exclusive 7-day journey through Sicily's most dramatic filming locations. From the terraces of Taormina to the baroque splendour of Noto, experience the Mediterranean's largest island through the lens of your favourite TV show. Season 2 of The White Lotus was primarily filmed at the San Domenico Palace, Taormina, a Four Seasons property overlooking the Ionian Sea.
7 days tailor-made from £2,875 per person View trip
Italy’s Romeo & Juliet Trail: Verona, Venice & Florence
Tailor-made HolidayItaly is one of the most romantic destinations in the world. Shakespeare set Rome and Juliet in Verona for a reason. He probably never visited Italy but it existed in his imagination as a place of romance. With this itinerary, you can explore the Romeo and Juliet trail of Verona and Mantua. You can also explore Venice, Florence and Lake Garda.
8 days tailor-made from £3,600 per person View trip
Bavarian Alps and Dolomites Tour
Tailor-made HolidayThis bespoke itinerary invites you to discover the soul of southern Germany, Austria, and Italy, weaving together cultural treasures, natural beauty, and gourmet experiences. From the historic streets of Munich to the soaring peaks of the Dolomites, every moment has been beautifully handcrafted. Begin in Munich, where Bavarian traditions come alive.
9 days tailor-made from £5,595 per person View trip
Venice & Croatia’s Coast
Tailor-made HolidayCarefully crafted for discerning travellers seeking the epitome of sophistication, this 13-day exclusive journey seamlessly blends the romantic grandeur of Venice's legendary canals with the pristine natural beauty of Croatia's sun-drenched coastline. Your adventure commences in the enchanting city of Venice in Italy, where the charming Hotel Splendid will offer you a warm welcome.
13 days tailor-made from £3,180 per person View trip
The French and Italian Riviera: Nice to the Cinque Terre
Tailor-made HolidayThis 14-day trip runs the coast from Nice to the Cinque Terre by first-class train and private car, with five bases along the way, Nice, Monaco, Sanremo, Portofino and Porto Venere. You start in Nice at the Hotel Negresco, built in 1913 and one of the few Belle Époque grand hotels on this stretch of coast still run the way it originally was.
14 days tailor-made from £5,975 per person View trip
Reading on Italy
Amalfi Coast or Cinque Terre – which is better?
The Amalfi Coast and Cinque Terre both deliver the Italy of your imagination: colorful houses above the sea, terraced hillsides and lunches that stretch well into the afternoon. Choosing between them takes more than comparing photographs. The Amalfi Coast has a wider selection of luxury hotels, with sea-view suites, elaborate gardens and swimming pools you may struggle to leave.
Read
The Best Vatican Relics to Visit
The Vatican houses some of the most important relics and artifacts in Christian history, each offering a fascinating glimpse into centuries of religious and cultural heritage. These are the relics and attractions you can visit, either with a group tour or a private tour. Many treasures in the Vatican archives aren’t open to the public, including Henry VIII’s love letters to Anne Boleyn.
Read
A Luxury Gay Guide to Rome
Rome is one of the most fascinating cities on the planet. As the capital of the Roman Empire, it governed territories stretching across Europe, North Africa and the Middle East. Today, ancient temples, amphitheaters and imperial palaces sit alongside apartment buildings, restaurants and streets full of people getting on with their day. Watch Gladiator II before you arrive, then visit the Colosseum to discover where Hollywood took liberties.
ReadThe best trips begin with a conversation, not a booking form.
Frequently asked questions
Travelling with Out Of Office
What does Out Of Office do?
Out Of Office is a luxury LGBTQ+ travel company specialising in tailor-made holidays and extraordinary journeys around the world. We create bespoke luxury holidays, LGBTQ+ honeymoons, safaris, cruises, beach escapes, private tours and group trips, with every itinerary designed around you. Our travel specialists combine global expertise, first-hand destination knowledge and trusted local partners to create seamless, highly personalised experiences.
Is Out Of Office a gay travel agency?
Out Of Office is an LGBTQ+ owned and run luxury travel specialist, with particular expertise in gay and LGBTQ+ travel. We understand the additional considerations that can come with travelling as an LGBTQ+ person or couple, from local laws and customs to finding genuinely welcoming hotels and experiences.
We welcome every traveller, including friends, families and allies. Many of our clients are not members of the LGBTQ+ community, but choose Out Of Office for our luxury travel expertise, personalised service and discretion.
Do you create tailor-made LGBTQ+ holidays?
Yes. Every tailor-made trip with Out Of Office is designed from scratch around your interests, travel style, budget and the way you want to experience a destination. We can arrange luxury hotels, private transfers, flights, guides, excursions, cruises and special experiences as part of one personalised itinerary. The journeys shown on our website are there to inspire you rather than restrict you; only clearly identified group departures operate as fixed itineraries.
How do you choose LGBTQ+ friendly hotels and destinations?
We combine first-hand destination knowledge with trusted local expertise to recommend luxury hotels, resorts and experiences where LGBTQ+ travellers can feel informed and welcome. We also consider the laws, customs and attitudes of each destination, because LGBTQ+ rights and experiences differ around the world. Our team regularly visit many of the properties we work with and where a destination requires greater awareness, we give you clear and considered advice so that you can make an informed decision about where and how you travel.
Our Experts
Italy is one of the best places in Europe to experience culture, food and beautiful scenery. With so much character and colour, the Amalfi Coast is a personal favourite of mine.
I never get tired of planning luxury holidays in Italy. There are so many magical cities and experiences to be enjoyed. Beaches, mountains and rolling countryside, there really is something for everyone.
We plant trees for every booking
For every booking made with Out Of Office we commit to planting trees in your name to help reduce the impact of travel on future generations. You'll even get a link to see where your trees are planted in the world via our partner Ecologi.
We donate to Rainbow Railroad with every booking
Rainbow Railroad helps LGBTQ+ people escape state-sponsored violence and persecution. A donation goes with every trip we sell, funded by us and never added to your price.
Start Planning Your Trip
Tell us where you would love to go, when you are thinking of travelling and what kind of trip you have in mind. One of our LGBTQ+ travel specialists will create a tailor-made itinerary designed around your destination, style and preferences.
One named specialist, first enquiry to homecoming. No call centre, and nothing is charged until you decide to book.