Tailor-made Vacation · Italy
Gay Honeymoon in Italy and Greece: Rome, Amalfi, & Mykonos
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At a glance
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.
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This 12-night honeymoon is built for couples of any orientation who want the best of both countries in one trip rather than choosing between them.
It moves through Rome, the Amalfi Coast, Santorini, and Mykonos with private transfers and a small number of exceptional hotels carrying the whole thing, rather than a packed schedule trying to do everything at once.
Begin in Rome, Italy’s Eternal City, with three nights at the stunning Leon’s Place, a centrally located boutique hotel. Discover the city through a private food tour before exploring landmarks such as the Colosseum and Trevi Fountain by golf cart or sidecar.
Continue south to the Amalfi Coast, where a first-class train journey to Naples is followed by a private transfer to the coast. Stay three nights at the exclusive Palazzo Avino, a waterside retreat overlooking one of Italy’s most beautiful stretches of coastline. Cruise to hidden coves on a sunset boat trip, enjoy leisurely lunches and embrace the romance of la dolce vita.
From Italy, cross the Mediterranean to Greece and the island of Santorini. Spend three nights at the romantic Charisma Suites, exploring the island’s vineyards, volcanic landscapes and unforgettable sunsets before relaxing in your private plunge pool overlooking the Aegean Sea.
Finish your honeymoon in Mykonos at the luxurious Myconian Utopia. Spend your final days enjoying beautiful beaches, island dining and your infinity pool suite, ending your journey surrounded by the whitewashed beauty of the Greek islands.

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.
Days 1-3: Rome
Begin your honeymoon in Rome, Italy’s Eternal City, with three nights at Leon’s Place, a boutique hotel in the heart of the city known for its design-led interiors and personal service.
Rome rewards slow exploration. Discover the Colosseum, Roman Forum and Palatine Hill with a private guide, uncovering the stories behind the city’s ancient landmarks and imperial past. Between sightseeing, take time to experience Rome as locals do, from long lunches and neighbourhood trattorias to evening walks through its historic streets and piazzas.
For couples, Rome offers the perfect opening to an Italy and Greece honeymoon: a city where culture, food and romance naturally come together. After three nights here, continue south by first-class train to Naples before transferring to the Amalfi Coast.
Day 4-6: Amalfi Coast
A train to Naples connects to a private transfer up to Ravello and Palazzo Avino, a five-star hotel built into the cliffside with views over the fishing villages below and the mountains behind them.
Days here run on Amalfi Coast time, Aperol Spritz over the water, a private sunset yacht cruise with prosecco in hand as the light changes over the coastline, and pasta lunches that stretch well past the hour they were meant to.
Days 7-9: Santorini
If one island earned its honeymoon reputation, it’s this one. Santorini’s whole geography, a ring of cliffs wrapped around a sunken volcanic caldera, means nearly everywhere you stand comes with a sea view, and Oia in particular has spent decades perfecting the version of Greece most couples picture when they imagine their own honeymoon.
A flight from Naples brings you here for three nights at Charisma Suites, an all-suite hotel built directly into the caldera edge in Oia. Every suite gets its own private veranda facing the water, and several come with a plunge pool built right into the terrace, so the caldera view is available from bed as easily as from the pool.
Days settle into an easy pace, breakfast on the veranda, a slow trip out along the island’s wine roads through its volcanic vineyards, and an evening walk into Oia itself before the whole town turns out to watch the sunset from the same cliffside spots it always has.
Days 10-12: Mykonos
The final three nights are spent at Myconian Utopia, set into the hillside 300 meters above Elia Beach. The hotel is built from locally quarried, hand-cut stone, and the room includes a private infinity pool on its own sea-view terrace.
Days can run toward Elia Beach itself or stay entirely on the terrace, and Mykonos handles both equally well, the wind down after ten days of movement, or one last stretch of island energy before heading home.
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.
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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.
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