Tailor-made Vacation · Italy
Live Like A Roman
Tailor-made, always
Every trip built from scratch around your dates, pace and preferences.
Your own specialist
One named person and a 24-hour number while you travel.
Hundreds of five-star reviews
Rated Excellent on Trustpilot across ten years of LGBTQ+ luxury travel.
At a glance
Delve 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. Wander through ancient streets where emperors once roamed, visit iconic landmarks like the majestic Colosseum, the sprawling Imperial Fora, and the awe-inspiring Pantheon. Each site offers a glimpse into the grandeur of ancient Rome and the foundations of Western civilization.
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Your Roman adventure includes a visit to the charming town of Tivoli, known for its magnificent villas and soothing thermal waters. Discover the grandeur of Emperor Hadrian's Villa, a UNESCO World Heritage site that encapsulates the opulence of Roman architecture and design.
Embrace the Roman lifestyle as you explore the city's enchanting neighborhoods, experiencing 'La Dolce Vita' - the sweet life.
For a truly Roman experience, enjoy a ride on a classic Vespa Ape, weaving through the city's streets and capturing the essence of Rome's lively spirit. This mode of transport symbolizes the city's unique charm and is an iconic way to see Rome from a local's perspective.
This itinerary is a perfect blend of luxury, history, and culture, offering an unparalleled opportunity to experience Rome as a local. This journey is ideal for those who seek to deeply connect with the Eternal City's heritage, lifestyle, and beauty, living like a Roman in one of the world's most enchanting cities.

Day by day
This is a sample plan, not a fixed departure. Days can be added, removed or reordered, and almost every client changes something. Prices are an entry-level guide; your quote will be exact.
Day 1: Rome
Arrive at the airport where we’ll pick you up and chauffeur you to your 4* hotel.
Enjoy your first afternoon and evening at Rome at your leisure, wandering the romantic streets and discovering the beauties of the city.
Day 2: The Vatican
The tour starts in the morning with the Vatican Museums’ tour. At first sight, your eyes will be caught by the modern entrance built for the Jubilee in 2000 but then, inside the museums, the Sistine Chapel will amaze you. You’ll see ancient Greek and Roman statues, above all the ones of the emperor Hadrian and his beloved Antinous. The ceiling of the Sistine Chapel was painted by Michelangelo between 1508 to 1512. The commission was originally 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 now worldwide famous.
People talk a lot about Michelangelo’s figures because he was inspired by common people and gave a particular attention in painting sensual nudes. Our gay-friendly guide will tell you all about the secrets of his private life and how scientists from all over the world now agree that he was homosexual and had a love story with a young poet.
You’ll then visit the Gallery of the Tapestries before having the rest of the afternoon and evening to explore yourself.
Day 3: The Colosseum and Imperial Fora
The tour starts at “Colle Oppio”, one of the famous Seven Hills of Rome that has a beautiful view over the Colosseum. Today you’ll follow in Roman emperors’ and their subjects’ footsteps. Here Nero married the beautiful Sporus and then Pythagorus in Roman gay marriages. In fact in ancient Rome, gay marriage wasn’t as frowned upon as in some countries today. It’s also thought that Julius Caesar, great general and statesman, caused scandal when he had a relationship with Nicomedes, the king of Bithynia.
It’s then on to the Colosseum where your priority ticket will mean you can skip the line and gain access straight away. Your guide will tell you about life inside one of the most famous monuments in the world: fights between gladiators and even water battles with ships.
After a little break in the nearby of The Arch of Constantine, erected by the Roman Senate to commemorate Constantine’s victory over Maxentius you’ll head to Palatine Hill. It’s the most famous of the seven hills of Rome and where Romulus and Remus were found by the she-wolf. You’ll see the Imperial Fora and the Circus Maximus which was an ancient Roman chariot racing stadium. From there you will walk along The Via Sacra, the main street of ancient Rome, where you’ll find the Temple of Caesar where he was cremated. You’ll also see Piazza Venezia and the Pantheon During the tour.
The rest of the day is yours to enjoy at leisure.
Day 4: Tivoli
Today you’ll visit the two most important villas in Tivoli: Villa d’Este and Villa Adriana.
The first one, built in 1560, is included in the UNESCO world heritage list. With its impressive concentration of fountains and grottoes, it was a much-copied model for European gardens. Then at Villa Adriana, which was the home of the emperor, you’ll see what was a complex of over 30 buildings and the greatest Roman example of an Alexandrian garden.
The complex included palaces, several thermal baths, a theatre, temples, libraries, state rooms, and quarters for courtiers, praetorians, and slaves. The villa was also the place where the emperor lived with his love Antinous. In 1998, the remains of what archaeologists claimed to be the monumental tomb of Antinous, or a temple to him, were discovered at the villa. During the decline of the Roman Empire, the villa fell into disuse and was partially ruined. In the 16th century, statues in Hadrian’s Villa were removed to decorate Villa d’Este located nearby.
At the end of the visit return to Rome. The rest of the day is at your leisure.
Day 5: Vespa tour
In the morning walking along Via Condotti, the Roman street dedicated to haute couture boutiques. After some shopping, it’s time to board a Vespa Ape to discover the atmosphere of the “magic ’60s” and the streets of Rome.
You’ll visit the famous Trevi Fountain in the afternoon and toss a coin over your left shoulder into the fountain.
Then you’ll take a walk to Villa Borghese to visit its romantic English garden containing a number of buildings, museums, little lakes and woods.
At the end of the day return to the hotel and overnight.
Day 6: Rome
You’ll spend the day visiting the iconic places where the Academy Award winning film ‘The Great Beauty’ by Paolo Sorrentino was set. Your excursion starts from Via Veneto which was the heart of 50s life as well as home to luxury hotels, cafes and the US Embassy.
Walk from Via del Tritone to Piazza Navona where you’ll find the famous Fountain of the Four Rivers by Gian Lorenzo Bernini and the church of Sant’Agnese in Agone by Francesco Borromini.
The walk continues along the Aventine Hill, one of the seven hills on which ancient Rome was built. From there glance through the keyhole of Villa Malta to see Saint Peter’s Basilica in perspective. From there you’ll reach Parco Savello with its beautiful Orange Garden.
In the afternoon visit the Baths of Caracalla, the second largest Roman public baths, built between AD 212 and 216, during the reign of the Emperor Caracalla.
Our Experts
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Frequently asked questions
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.
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.