Tailor-made Vacation · Greece
Explore Mykonos & Paros: Luxury Greek Island Escape
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
This two-island escape brings together two of Greece’s most captivating Cycladic islands, Mykonos and Paros - each offering something beautifully different in one of the world's most LGBTQ+-friendly nations.
Start in Mykonos, the icon of Greek island glamor and luxury. Known for its world-famous beach clubs, design-led hotels, and vibrant LGBTQ+ scene, Mykonos is where celebration, style and indulgence take centre stage.
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Then sail to Paros, a quieter gem with growing appeal among luxury travellers. With its sugar-cube villages, golden beaches, and authentic Cycladic charm, Paros feels like a secret worth keeping.
This is the place to slow down, savour the view, and fall into the rhythm of long lunches and golden hour swims. Due to Paros being lesser known, you will find far fewer tourists here, so the feeling of exclusivity is further heightened.
Together, these islands create the perfect contrast - one high-energy, the other laid-back. Despite some of their stark contrasts, Mykonos and Paros share in beauty, boutique stays, and the welcoming spirit of Greek island life.
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: Mykonos
Arrive in Mykonos, the jewel of the Cyclades. A private transfer takes you straight to your design-led hotel – think private pools, panoramic sea views, and that unmistakable Mykonian style where modern luxury meets timeless island charm.
These first few days are about soaking up the unmistakable rhythm of Mykonos. Spend your mornings lounging at your hotel’s infinity pool or on the golden sands of Elia Beach, popular with LGBTQ+ travellers and known for its laid-back atmosphere. As the sun climbs, head to one of the island’s renowned beach clubs – perhaps Scorpios, Nammos, or Principote – where your laid-back afternoons gently blur into golden hour cocktails and curated DJ sets.
Wander through Mykonos Town in the early evening, browsing boutique shops and hidden galleries nestled within the maze of alleyways. Dinner might be a sunset table at Kastro’s or a rooftop feast at M-Eating, where Cycladic ingredients are transformed into artful plates.
Day 4: Ferry to Paros
Today, you’ll travel by high-speed ferry across the Aegean to Paros – an unspoiled, rising star in the luxury island scene, just an hour away but a world apart in pace.
Upon arrival, a private transfer brings you to your elegant hotel – think infinity pools, minimalist design, and an atmosphere of pure peace. Whether you choose to stay near Naoussa for charm and convenience or opt for a more secluded hillside retreat, your surroundings will feel like a breath of fresh air.
Days 5-8: Paros
Paros offers a different kind of luxury. It is authentic, unhurried, and deeply connected to its landscape. Your days here unfold gently, with just the right mix of activity and stillness.
Explore the postcard-perfect villages of Lefkes and Marpissa, wander cobbled lanes lined with artisan boutiques, or enjoy a cooking class in a local home. Spend long afternoons on quiet beaches like Kolymbithres or Faragas, followed by wine tastings at family-run estates and fresh seafood by the harbour.
For something special, we can arrange a private boat charter around Paros and neighbouring Antiparos, stopping to swim in sea caves and dine on-board under the Mediterranean sun.
Evenings in Paros are mellow and golden-hued. Naoussa offers a selection of amazing restaurants and intimate bars where locals and travellers alike gather to take in the sunsets.
Day 9: Departure from Paros
After breakfast overlooking the sea, a private transfer will return you to Paros port or airport to connect home via Athens or Mykonos.
Our Experts
Greece is one of our clients' most popular destinations. The combination of history in Athens and beach life in the islands is a brilliant combination.
Island hopping in Greece is one of my favorite travel experiences. The cobbled streets of Mykonos and the bright blue domes of Santorini are picture perfect.
Stellar service. Stellar products. Stellar people and it gets so much better when you pick up the phone and call.
Anthony S.
Super client centred service. From first contact I have had warm, efficient, friendly and flexible service.
John
I’m confident in giving Out Of Office a 5-star review! They are one of the leaders in this space without a doubt.
Tiberiu
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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.