Detours Gay Travel: This trip promises to deliver the best of Athens and the Greek Islands with stops in dramatic Santorini, cosmopolitan Mykonos, and peaceful Milos. Our trips are, and always have been, laid-back, leaving plenty of room for spontaneity and adventure. No rushing around, no stress, no limiting daily itineraries, just a great group of guys who are all excited and ready to explore and have fun. And isn’t that what travel is all about?


  • Trip to ancient ruins of Delos
  • ATV tours
  • Winery tours
  • Archaeological Musum of Athens
  • Hot springs of Santorini
  • Horseback riding


New Bookings – Limited Time Promotion
All Detours Gay Adventure Travel vacations booked with Outings & Adventures receive $100 off per person. Subject to availability and can not be combined with any other offer, limited time offer.



Days 1 – 2: Sunday – Monday, Athens
A city that’s been around for 3400 years has definitely built up its fair share of must-see’s, so our time here is spent immersing ourselves in the new and old of Athens. The Acropolis and the Parthenon looming over the city, or the fascinating Archeology Museum are great places to spend the daytime before we head to the charming streets of Monastiraki for our evening and, if you’ve still got energy, the Gazi area for the bustling Athens social scene. Our first meeting time on day 1 is at 4pm where we’ll all meet together to start our adventure!

Day 3 – 5: Tuesday – Friday, Milos
Milos is an unspoiled paradise, an undiscovered oasis of stunning beaches, ancient ruins, and breathtaking vistas, inhabited by the friendliest people in Greece. Our “Greek mother” Mary is just one of the passionately proud residents of Milos who can’t wait to tell you all about her island. We’ll explore this paradise by dune-buggy, allowing us to get off the beaten track and really experience the best this island has to offer! This is the island that you’ve probably never heard of but we guarantee you’ll never forget!

Day 6 – 7: Saturday – Sunday, Santorini
Our days here will be spent making sure we discover why Santorini is one of the most famous islands in the world! It all begins as we arrive into Thira port, and travel up to the top of Imerovigli hill to our accommodation overlooking the majestic island and Aegean Sea. With postcard-worthy vistas, secluded beaches, sunsets to die for, wineries galore, hot springs, water activities, and more, there are plenty of reasons to fall in love with Santorini.

Day 8 – 10: Monday – Wednesday, Mykonos
A bittersweet departure from Santorini is made a bit sweeter once we arrive in the famously gay island of Mykonos. This island, however is more than just bars and gay beaches, it’s also narrow white-washed streets you’ll want to get lost in, it’s the hole-in-the-wall piano and jazz bars where people mingle from all over the world, and it’s the ruins of past civilization that has thrived in this area for thousands of years.



A quiet oasis in a big city where the Acropolis can be seen in some rooms. Enjoy a beautiful park across the street, conveniently located within walking distance of several city attractions.

A five minute walk from main town, this family owned property has a friendly and helpful staff, delicious ala cart breakfast and immaculate clean rooms. You’ll love the beautiful pool area with an endless ocean view.

This quiet, tranquil property is within walking distance to main town. Take comfort and enjoy the large, beautiful whitewashed rooms with friendly and helpful staff.

This family owned property is located in a quaint town across from the beach. You’ll be blown away by the beautiful whitewashed, large rooms and extremely friendly staff.



$2170 USD Land Package (all taxes included)

Trip prices based on twin share. Traveling solo? We’ll match you up with another solo traveler at no extra charge, or just pay a $580 single supplement for your own room!

Just pay a $200 deposit to reserve your spot. Then follow this simple payment schedule to make payments prior to your departure.


  • All Taxes
  • Accommodations for your 12-day Detours experience**
  • All 11 breakfasts
  • All land and sea transfers between destinations
  • 3-day dune buggy rental on Milos
  • Welcome dinner and drinks in Athens
  • Group travel within Greece
  • Athens / Acropolis guided day tour
  • Knowledgable and fun Detours leaders
  • Detours Travel Guidebook
  • 14 years of trip leading experience

Not Included:

  • Most lunches and dinners
  • Activities outside of the ones listed above
  • International Airfare



  • May 20th – 31st
  • June 3rd – 14th
  • September 17th – 28th



Posted in Beaches, Detours Travel, Europe, Food & Wine, Hiking and Sightseeing

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