Mediterranean Majesty: Join Our Exclusive 8-Day Gay Group Trip to Greece in September

Where ancient wonders meet idyllic islands and cosmopolitan coastal retreats. Experience Greece’s multifaceted splendour in an intimate group of just twelve discerning travellers, on a journey designed for meaningful connection, cultural immersion, and unforgettable moments in iconic Mediterranean settings.

Athens, Milos & Mykonos – 20-27 September 2025

Imagine yourself tracing ancient footsteps in Athens before retreating to secret coves accessible only by private yacht. Picture evenings beneath star-filled skies, sharing stories with new friends over wine produced from volcanic soils. Envision Cycladic white architecture gleaming against the Aegean blue as world-class DJs soundtrack your sunset cocktails. This isn’t just another vacation—it’s an artfully curated Greek odyssey that weaves together cultural treasures, natural wonders, and exclusive social experiences for a discerning gay traveller.

Discover the quintessential Greek experience on our carefully crafted journey through three distinct destinations. In partnership with JAKE, we’re delighted to present our first luxury gay group adventure—combining cultural exploration, natural beauty, and sophisticated social experiences.

This 8-day journey balances immersive cultural experiences with relaxation time, wrapping you in comfort while revealing authentic Greece. Limited to just twelve discerning travellers, this intimate group size ensures personalised attention and creates the perfect environment for making meaningful connections.

Photo: Angelina and Antonis

Photo: Big Dodzy

Your Greek odyssey awaits

Day 1: Athens – Cultural heritage and contemporary life

Begin your journey in historic Athens, where ancient monuments stand as enduring testaments to Western civilisation. After settling into The Dolli at Acropolis (or similar luxury accommodation)—a boutique hotel blending modern comfort with classic Athenian style—join fellow travellers for welcome cocktails overlooking the illuminated Acropolis.

As evening falls, take an optional guided walk through Plaka and Monastiraki, where Byzantine churches and neoclassical mansions create a living museum of architectural styles. These vibrant neighbourhoods offer the perfect introduction to contemporary Athenian life, with local tavernas, artisan shops, and lively squares that capture the city’s dynamic spirit.

Acropolis | Photo: Roland Fényes

The Dolli at Acropolis

From the towering marble monuments of Athens to the otherworldly volcanic seascapes of Milos and the sophisticated allure of Mykonos, this carefully choreographed 8-day journey weaves together three distinct Greek experiences

Days 2-4: Milos – Volcanic beauty and coastal treasures

From Athens, fly to Milos, an island shaped by volcanic activity into a landscape of extraordinary formations and stunning beaches. Check into the elegant, adults-only Domes White Coast (or similar), where contemporary design complements the natural beauty of your surroundings.

Your Milos experience centres around the island’s remarkable coastline. A private catamaran excursion takes you along shores accessible only by water, with stops at the impressive Kleftiko caves—once pirate hideaways—and the uninhabited island of Polyaigos, known for its crystal-clear waters in shades of turquoise and emerald.

Explore inland treasures during a Jeep safari across varied terrain, from moonscape settings to hidden coves and traditional villages where life follows centuries-old rhythms. The island’s volcanic heritage influences everything here, including its wines, which you’ll discover during a tasting of distinctive Greek varietals that capture Milos’ unique terroir.

Evenings bring culinary discoveries at carefully selected local restaurants, where freshly caught seafood and authentic Greek dishes showcase the island’s gastronomic traditions under star-filled Mediterranean skies.

Domes White Coast, Milos

Milos | Photo: Christos Andriopoulos

Milos | Photo: David Tip

Days 5-7: Mykonos – Cosmopolitan flair and island splendour

The journey continues to iconic Mykonos, where Cycladic architecture meets world-class sophistication. Your base at Deos Mykonos (or similar) offers contemporary luxury that harmonises with the island’s distinctive aesthetic of dazzling whites and azure blues.

Experience Mykonos beyond the expected, beginning with a private yacht excursion to nearby Delos—one of the Mediterranean’s most important archaeological sites and mythological birthplace of Apollo and Artemis. After exploring these remarkably preserved ruins, sail to secluded Rhenia island for swimming in pristine waters and lunch aboard your private vessel.

Your Mykonos social experience begins with a special welcome event featuring cocktails and music as the sun sets over the Aegean. Later in your stay, enjoy a day of stylish relaxation at the sought-after Scorpios Beach Club, where bohemian luxury creates the perfect setting for conversation and connection.

The journey culminates in a spectacular farewell celebration with sunset cocktails, a beachfront dinner featuring contemporary Greek cuisine, and music that carries you into the evening—the perfect finale to your Greek island experience.

Mykonos | Photo: Chloé Lefleur

Deos Mykonos

Designed for connection

This journey goes beyond typical tourism, creating an environment where meaningful connections flourish naturally. Our thoughtfully balanced itinerary provides structured group experiences while allowing personal freedom to explore independently.

Within our select group of twelve, you’ll find the perfect atmosphere for developing new friendships with like-minded travellers who appreciate cultural discovery, refined experiences, and authentic connections.

Photo: Sherise Van Dyk

Photo: Natalia Blauth

Limited to just twelve discerning travellers, this intimate group size ensures personalised attention and creates the perfect environment for making meaningful connections

The luxury experience

Throughout your journey, experience exceptional quality and attention to detail. We’ve selected accommodations that represent the best of Greek hospitality, combining distinctive design with outstanding service and prime locations.

Your experience is enhanced by seamless logistics, with private transfers handling all transitions between destinations, allowing you to remain fully present in each moment. Our expert local guides provide insights that transform historical sites from interesting ruins to compelling stories, offering context that brings Greece’s rich heritage to life.

Our dedicated concierge team supports your journey from initial booking through to your return home, ensuring every aspect of your experience meets our exacting standards.

Mykonos | Photo: Dimitris Kiriakakis

Join us in Greece

Experience this extraordinary Greek odyssey from €6,950 per person (based on two sharing), with pricing reflecting entry-level rooms at our featured properties or similar accommodations. Your journey encompasses a wealth of carefully curated experiences, including:

– Seven nights’ luxury accommodation, including breakfast
– Domestic flight from Athens to Milos and ferry transfer from Milos to Mykonos
– Airport transfers at all locations
– Guided evening walk in Athens
– Full-day private catamaran excursion in Milos with lunch
– Jeep safari exploration and wine tasting experience in Milos
– Private yacht excursion to Delos and Rhenia islands with lunch
– Farewell dinner in Mykonos
– Dedicated trip host throughout your journey

With only twelve spaces available on this exclusive journey, we anticipate quick booking. Once we reach our group capacity, registration will close without exception – full means full. Reserve your place today and prepare for eight days of luxury, cultural discovery, and memorable connections in Greece’s most captivating destinations.