Italy
Luxury Italy Tours
Suggested trips through Italy, each one a starting point that our LGBTQ+ travel specialists tailor around your dates, pace and preferences.
Featured Tours 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 $6,365 pp
Discover more
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 $6,005 pp
Discover moreMore Tours in Italy
Showing 25–32 of 32
Sailing Sicily and the Aeolian Islands
Tailor-made VacationIf you're looking for a yacht for a family or group of friends, then this itinerary is ideal for you. Set sail on a luxurious journey around Sicily and the Aeolian Islands on this exclusive sailing experience. Your voyage begins as you board a state-of-the-art yacht, selected from a fleet of luxurious options like the Lagoon 400, Lagoon 500, and the exceptional Lagoon 520.
8 days tailor-made from $4,850 per person View trip
Naples and Amalfi Coast
Tailor-made VacationDelve into the vibrant culture and breathtaking scenery of southern Italy with this Naples and Amalfi Coast luxury vacation. This exquisite journey is a delightful exploration of the region's rich historical tapestry, complemented by the stunning natural beauty of one of Italy's most famous coastlines. Your adventure begins in Naples, a city renowned for its lively streets, rich history, and culinary delights.
11 days tailor-made from $4,155 per person View trip
Milan, Venice, Florence and Rome
Tailor-made VacationExperience 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.
10 days tailor-made from $4,460 per person View trip
Milan and Lake Como
Tailor-made VacationExperience the allure of Italian sophistication and serenity with this specially crafted itinerary in Italy. Perfect for fashion enthusiasts, culture seekers, and nature lovers alike, this trip offers a seamless blend of urban exploration and lakeside relaxation. Begin your Italian escapade in the bustling streets of Milan, a city that stands at the forefront of global fashion and design.
7 days tailor-made from $3,755 per person View trip
Italy’s Lake Como & Lake Garda: Where to Stay & What to Do
Tailor-made VacationDiscover the enchanting allure of Italy's renowned lake district on a luxurious journey to Lake Como and Lake Garda. This bespoke itinerary, curated by Out Of Office, offers an idyllic escape into the heart of Lombardy's most picturesque landscapes. Perfect for a romantic getaway, honeymoon, or a tranquil retreat, this trip beautifully combines the serene elegance of Lake Como with the vibrant charm of Lake Garda.
8 days tailor-made from $5,600 per person View trip
Luxury Alpine Adventure
Tailor-made VacationEmbark on an extraordinary journey through Europe's most captivating destinations with this exceptional itinerary, that lets you immerse yourself in the charm of Switzerland and Liechtenstein. From the vibrant city life of Zurich to the serene Alpine villages like Guarda, Pontresina, and Poschiavo, every moment of this adventure is filled with wonder and discovery.
6 days tailor-made from $3,120 per person View trip
Live Like A Roman
Tailor-made VacationDelve into the heart of Italy's capital with this luxury Rome vacation, a unique experience curated by Out Of Office for those who yearn to embrace the Roman way of life. Indulge in an extended stay in Rome, a city where history and modernity intertwine in a stunning display of architectural and artistic splendor.
7 days tailor-made from $3,020 per person View trip
Art & Cooking in Milan, Sorrento, Pompeii & Rome
Tailor-made VacationItaly has long been celebrated as a mecca for lovers of art, history, and food. In this exclusive journey, you'll traverse the enchanting cities of Milan, Sorrento, Pompeii, and Rome, where art, culinary craftsmanship, and luxury living create an extraordinary tapestry of experiences. Your Italian adventure begins in Milan, Northern Italy's gem. With a gay-friendly guide, explore iconic landmarks like Via Montenapoleone, the Milan Cathedral, and Galleria Vittorio Emanuele II.
10 days tailor-made from $4,180 per person View tripGay Group Trips in Italy
Set departures with dates already fixed, organized end to end and traveling as a small group. Where a departure is full, dates are available on request. Extensions either side can be added, and we can plan something tailor-made instead if you would rather.
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
Luxury Wine Tasting on the Amalfi Coast: The Best Vineyards to Visit
The Amalfi Coast is one of the best luxury travel destinations in Europe. It’s also a great destination for wine lovers. Grown on sun-kissed terraces carved into the cliffs, Amalfi Coast wines are as distinctive as the landscape itself. The Amalfi Coast’s wines are deeply rooted in tradition, with vineyards cultivated on steep slopes overlooking the sea.
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.
ReadThe best trips begin with a conversation, not a booking form.
Frequently asked questions
Traveling with Out Of Office
What does Out Of Office do?
Out Of Office is a luxury LGBTQ+ travel company specializing in tailor-made vacations and extraordinary journeys around the world. We create bespoke luxury vacations, 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 personalized 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 traveling as an LGBTQ+ person or couple, from local laws and customs to finding genuinely welcoming hotels and experiences.
We welcome every traveler, 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, personalized service and discretion.
Do you create tailor-made LGBTQ+ vacations?
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 personalized 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+ travelers 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 vacations 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 traveling 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 inquiry to homecoming. No call center, and nothing is charged until you decide to book.