Destination Damselfly brings our lesbian guests the sought after choices of two magnificent and authentic Greek islands. 3 nights on Santorini; island of the ages, wine, food, volanic qualities and stunning view followed by 2 nights in Mykonos, the island once visited by Aphrodite and Artemis.  Both islands are the quintessential Greek image, both iconic and both waiting for you to make some unbelievable memories. We always remember our first crush....let this one be your second. 

30 Max
Trip Highlights

From UNESCO world heritage sites, wine tasting on the cliffs and Volcano visits, check out your highlights below!

  • Acropolis Museum
  • Athens Welcome drinks
  • Acropolis & Parthenon sightseeing
  • Orientation of Fira Town
  • Santorini Wine Tasting
  • Volcano Sailing trip
  • Santorini island Tour
  • Mykonos Sunset Drinks




Arrive in to Athens International Airport and transfer to your hotel.  This evening, meet your Damselfly Destination Manager and fellow travelers for a drink and an introduction to Athens and your Cycladic Crush itinerary. After, join us in the lively gay & lesbian Gazi district for welcome drinks and a taste of the Athenian nightlife. (WD)

ACTIVITIES welcome drinks
HASHTAGS #whereyoucanbeyou #lesbiantravel

After breakfast, head off with our coach and explore the city of Athens with our Location Expert. This isn’t just about visiting the stunning historical monuments but taking in the vibes of the city.  Visit the Acropolis, Parthenon and surrounding monuments followed by an included visit to the beautiful Acropolis museum.  Enjoy a "sidestreet secret" and take some time to visit the Plaka, the old quarter of the city, and perhaps help boost the Greek economy. This evening our Greek fusion dinner is in the up and coming district of Psiri (BB, D) 

ACTIVITIES Visit the Parthenon and Acropolis , sidestreet secret , dinner , dinner
HASHTAGS #helloathena

An early wake up for breakfast and transfer to the port to catch your ferry to the magical island of Santorini.  Once you arrive,  head to your hotel and then the exploration begins.  Accompany your Destination Manager for an orientation walk and enjoy free time to explore the cobble stoned streets, dotted with trendy shops, local cafes and restaurants. Marvel at the view from above and capture each moment, perhaps a sunset and a cocktail, before heading back. The evening is yours to spend as you please. (BB)

ACTIVITIES orientation walk , intoduction to Fira and Santorini
HASHTAGS #damselflyexplorer #santorini

After breakfast, board our local coach and start our island tour.  Explore Santorini’s picturesque villages, visit the amazing ruins of Akrotiri, a testament to a once magnificent civilization that was covered in volcanic ash during the cataclysmic eruption 3500 years ago before tasting some local delicacies and local wines of the island. This evening perhaps join us on a side trip to the village of Oia, reportedly the most romantic village in the South Mediterranean. Whether you wish to spend time on the beach, lounge by the pool, or perhaps visit the prehistoric museum and imagine what the lost city of Atlantis looked like, your Destination Manager will be there to tailor the day to your needs. (BB)

ACTIVITIES Santorini island tour , wine tasting , black beach time , archaeological visit
HASHTAGS #damselflyexplorer

Have a late start to the day before boarding the boat and we sail to the volcano.  For those who feel like a taking a wee hike, you can walk up to the tip of the volcanic islet and capture the view of the main island from a different perspective. After, jump in to the thermal waters and have fun with some pure volcanic mud before boarding the boat and sailing to the north rim of the caldera for sunset and a light meal. We return to the hotel and the evening is yours to revel in. (BB, D) 

ACTIVITIES volcano sailing , thermal springs , light dinner on board
HASHTAGS #volcanotrek

After breakfast, we check out and head to the port to board our ferry to Mykonos for the next two days.  After arriving at our hotel, meet your Destination Manager for an orientation walk of the town of Chora, the islands maze like capitol. This Cycladic island is known around the world as lesbian friendly and has something for every taste. Beaches, check! Nightlife, Check! Scrumptious food? Check! A place where you can be you? Check! (BB) 

ACTIVITIES introduction to Mykonos and Chora
HASHTAGS #lesbiantravel #mykonos

The day is planned to be a total relaxation bonanza. Perhaps visit the infamous Paradise Beach, or one of the more secluded and exclusive areas like Panormas Beach.  Take an optional side trip by boat to the historical island of Delos.  The ruins of the temple of Isis is considered to be of great significance to women and if you feel like climbing to the top to say hello, the choice is yours. Start your evening with a cocktail and dine together for a farewell to this island gem. (BB, D) 

ACTIVITIES farewell drinks , dinner
HASHTAGS #beachzen

Head back to the capital on our highspeed ferry, and check in to the hotel. You will have some free time to do some last minute shopping, of visit one of the museums before we head out to the Apollonian coast for a farewell drink on the sea. (BB) 

ACTIVITIES Farewell drinks in Athens
HASHTAGS #whereyoucanbeyou

After breakfast, say goodbye and let us transfer you to the airport.  Regardless of the time your flight is scheduled for, we will provide individual transfers for all our guests. 

ACTIVITIES transfers to the airport
HASHTAGS #dontwanttoleave

What's Included

  • 1 Welcome meal & Welcome drinks in trendy gay & lesbian district in downtown Athens
  • 8 breakfasts   
  • 1 island dinner on Mykonos 
  • 1 farewell dinner & drinks 
  • All Accommodation as per itinerary 
  • Athens city tour & Acropolis Museum
  • 1 sidestreet secret
  • 1 Wine Tasting
  • Volcano trek & sail day
  • Airport transfers to/from port
  • All ferries to /from islands
  • Gratuities
  • Port taxes
*Please note that local taxes and entrance fees are government controlled. Should they increase, rates will be adjusted accordingly.