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Gay Greek Isles Hiking Tour

Greece - The True Experience

Greek Isles Gay Hiking

Greek Isles Gay Hiking Tour
Hiking The Greek Isles

Athens, Santorini, Amorgos, Naxos, Mykonos, Delos, and more!

14 Days From/To Athens, Greece

August 31 – September 13, 2024


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Gay Athens, Greece tourThis magnificent gay adventure describes a leisurely route across the beautiful landscapes of Greece's Cycladic island group. Our mainland jump-off point is none other than Athens, one of the world's greatest capital cities and a bustling metropolis that fuses antiquity and modernity to spectacular effect.

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Then it's on to Santorini and our first hike along the crater rim to a spectacular sunset in Oia. On Amorgos, we tread ancient, cobblestone donkey routes past Byzantine monasteries and olive groves, while on Naxos, we follow the 'Four Villages Route', a walk through beautiful, undulating countryside and some of the prettiest villages in the islands.

And of course a visit to the isles would not be complete without a taste of glam Mykonos, famous the world over as a first class, gay-friendly destination.


Mykonos Island Gay Tour


Greek Isles Gay Hiking Tour Itinerary

Day 1 - Arrival in Athens, Greece
Today we arrive in Athens, off-and-on the capital of Greece in its many incarnations over several thousand years. The city received a major facelift for the 2004 Olympics and is looking better than ever, with buildings and monuments cleaned and renovated, and newly created pedestrian areas near the Ancient Agora and Acropolis.

Overnight in Athens.
Meals: Dinner


Day 2 - Athens: City Tour
Athens, Gay Greece tourThe best way to explore a city is on foot, and this is especially true of Athens, which has a number of sites located in close proximity to each other. From our hotel we will enter Plaka, the old town of Athens. Standing on a small square is the Lysicrates Monument, a cyclical tower from the 4th century BC. From here, it is just a brief walk along Dionysiou Areopagitou Street to the southern slope of the Acropolis.

The highlight of this tour is the ascent to the Acropolis with its architectural masterpieces dating back to the 5th century BC. We reach the top of this hill by entering through the monumental Propylea in order to admire the magnificent Parthenon and the graceful Caryatid statues at the Erechthion Temple.

Turning right at the exit of the Acropolis, we will come to Arios Pagos -- a small hill or a large rock, depending on how you look at it -- which was used as the seat of court during the 5th century BC. This is the place were the Apostle Paul preached to the citizens of Athens 2,000 years ago. The stairs next to the Arios Pagos take us down to the Ancient Agora marketplace. Among the numerous sights in this archaeological park is the well-preserved Temple of Hephaistos and the reconstructed Stoa Attalou. A short stroll away is the more recent Roman Agora from the first century BC and the landmark Tower of the Winds.

At Areos Street, just before Monastiraki Square, are the remains of Hadrian's Library -- a Roman building from the 2nd century BC. A ten-minute walk along Ermou Street will take us to Keramikos, the final destination on our walking tour. This is the site of the city's ancient cemetery with its beautifully decorated tombstones and splendid collection of pottery inside the small museum.

The balance of the day is yours to explore independently.

Overnight in Athens.
Meals: Breakfast


Day 3 - Athens - Santorini
Gay Santorini, Greek Isles TourToday we fly to the island of Santorini, also known as Thira.

Vast geological upheavals have given this island its unique form resulting in the nickname, "Pre-Historic Pompeii." The effect of terracing makes this unlike any other island, Greece's most visually stunning. Santorini is also the island of churches, wine, and donkeys! From as early as 3000 BC the island developed as an outpost of Minoan civilization until around 1500 BC when the volcano erupted. At this point the island's history became linked with the legend of Atlantis.

This afternoon we can hike from Kamari Beach to the site of Ancient Thira, located 400m / 1,320 ft above the beach on the southeast coast of the island. Here we find the ruins of an 11th century BC Dorian settlement excavated by a German expedition in the 1860s. We can see remains from the Hellenistic, Roman, and Byzantine periods. The ruins are limited, but you can see evidence of temples, houses with mosaic floors, an agora, gymnasium, and a theatre with stunning and sheer views to the sea. We can also enjoy one of Santorini's finest black sand beaches.

Overnight on Santorini (Fira).
Meals: Breakfast and Dinner


Day 4 - Santorini: Akrotiri & the Caldera Rim to OiaSantorini Gay Hiking Tour
We begin with a visit to Akrotiri, where excavations have revealed a complete prehistoric Minoan city with squares, streets and two-storey houses which contained marvelous frescoes. The buildings date to the late 16th century BC. No skeletons or treasures have been found in Akrotiri, so historians think that the inhabitants were forewarned of the eruption and were able to escape. The excavations have yielded evidence what has revolutionized our knowledge of the Late Bronze Age; indeed the town has been called a "bronze-age Pompeii."

We then travel to Fira where we begin our hike. Today's 3.5 hour hike takes us through the town's narrow walkways northward through the sister villages of Fira -- Firostefani and Imerovigli -- along the caldera rim to Oia ("Ee-ah") via a truly magnificent route. This is the most obvious hike on Santorini and offers many changing views of the deep blue sea, distant snow-white villages, and multi-hued caldera cliffs. Built on a steep slope of the caldera, many of Oia's dwellings nestle in the niches hewn in the volcanic rock. It was once a major fishing port but is principally known these days as probably the most dramatically situated town in the whole of Greece.

This afternoon is yours to explore Oia or Fira on your own. During your time in Fira we recommend a visit to the impressive Archaeological Museum. This museum features many pieces and exhibits specific to the Santorini site of Akrotiri, as well as artifacts dating back to the time of the Cycladic Civilization.

Overnight on Santorini (Fira).
Meals: Breakfast and Dinner


Day 5 - Santorini - Amorgos
Santorini gay travelToday we travel by ferry to the isle of Amorgos. The ferry likely stops at several lesser islands along the way and drops us at either Katapola, the main port of Amorgos, or Aegiali, the island's secondary port. If we must disembark at Katapola, we will travel by road to Aegiali where our hotel is located. We will likely arrive in time for dinner.

Amorgos's timeless monastery, scattered churches, and pleasant beaches offer both respite from tourists on the other islands and a taste of traditional Greece. For many, Amorgos has become the highlight of the tour, accurately described as "the soul of Greece." The locals are extremely friendly, the mountains surrounding the port majestic, and the sunsets stunning. It has been the location of several movies and is a super place for walks through idyllic olive groves.

Overnight on Amorgos
Meals: Breakfast and Dinner


Day 6 - Amorgos: Tholaria & Langada
Amorgos, Greece Gay tourThis hike is one of the most beautiful on Amorgos. The whole route involves magnificent ancient trails through the paleis above Aegiali. The panoramic views and the villages make this day an unforgettable experience. Aegiali is an area consisting of three traditional villages: Langada, Tholaria, and Potamos, which climbs the slope of the highest mountain on Amorgos, Krikellos (821m 2709 ft). They are built above a deep valley and the harbour of Aegiali where a beautiful sandy beach spans the gentle curve of the bay.

We begin our walk at Tholaria, located close to the location of the ancient city of Aegiali (Vigla). Our path is a cobbled donkey route that connected the villages prior to the building of the road (though locals still make the journey by donkey). This first stretch is a traverse that affords spectacular views of the entire valley and its three villages. We come to the gorge of Araklos, the historical church of Agia Triada, the old church of Panagia Epanohoriani, and the half-ruined settlement of Stroumbos.

Langada is located at the end of the valley in an idyllic location among steep rocky peaks and deep valleys. One hour from Langada (for those with energy remaining!) we can see the unique Byzantine monument of Theologos, a monastery of early Byzantine years. A bit further, the historical little chapel of Stavros is situated.

Langada is a great place for lunch. From here you can take the local bus back down to the harbour area, or stroll the downhill stretch through olive groves. The truly energetic can continue their hike another hour or up a steep path to a row of centuries old ruined windmills at an altitude of 540m / 1,792 ft. This makes for an exceptional spectacle; you stand on a rather narrow rocky ridge and you have an overview over the entire island, with the sea on both sides. All around you can see different islands: towards the south-east Astipalea, Anafi and Santorini, towards the north Ios, the small Cycladics, Naxos, Donoussa and even, on a clear day, Ikaria, all the way in the north-east. There is usually a lot of wind here, even when there is no wind at all down in the valley. The multitude of walls and fields at your feet make you dream about past agriculture and about all the activities that once took place up here.

DAY SUMMARY: The hike takes a little over four hours (real walking time). Terrain is undulating with loose stones and cobbled surfaces.

Overnight on Amorgos
Meals: Breakfast and Dinner


Day 7 - Amorgos: Chora & Chozoviotissa Monastery (to Aegiali)
Amorgos, Greece gay hiking tourEarly this morning we travel by road to Chora, the capital of the island. We will pause here to stroll about the village, set high above the sea protected from pirates of bygone days. We leave the village and follow a magnificent staircase going down to the Monastery of Chozoviotissa. The dazzling white building, founded in the year AD 1099, clings precariously to a cliff face. We will enter the monastery and climb into its snug interior. Hopefully the docent will be available to show us around and provide access to the tiny but fascinating museum.

After our visit to the monastery, we commence our hike.* This is definitely one of the most fabulous hikes in the Cyclades, and the longest and most difficult of our trip. We follow the spine of the island and discover some unique landscapes and flora and, of course, some stupendous views. Leaving the monastery, we climb a staircase into an impressive landscape; the silence is overwhelming. High above us towers a huge cliff and on the right you see the deep blue sea below.

Gay Greek Islands tour - Amorgos MonasteryWe continue through impressive and rocky wilderness; soon we reach a kind of saddle with the two coasts of Amorgos both before and behind us. Soon we come to the Xenodochio, the remnants of a kind of medieval hotel on the roadfrom Chora to Aegiali. Gradually we get a great view on the elongated offshore islet of Nikouria. At Exo Meria, situated on a rocky plateau, we find some deserted houses and the ruins of two windmills. It is hard to imagine how difficult and lonely life must have been on this desolate spot.

The trail now continues like a magnificent balcony: far away you can already distinguish the village of Tholaria and all of a sudden you get a great view on the bay of Aegiali where our hike ends at a lovely beach where you can cool off and relax until dinner.

DAY SUMMARY: Approx 4-5 hours (actual walking, longer with stops) on uneven, undulating terrain. The path is quite well worn at first, though in places the route becomes quite vague. Expect loose stones and gravel. There is no shade along the route and one can expect a chill wind, especially in the spring (thought the stupendous wildflowers make up for this!).

* Some travellers choose to visit Chora and the monastery ONLY and forego today's hike. Please confer with your Tour Leader who, by this point, will have a good sense of your suitability for today's plans. A free afternoon on a beautiful island is often welcomed by tour participants.

Overnight on Amorgos
Meals: Breakfast and Dinner


Day 8 - Amorgos - Naxos
Naxos, Greece gay tourToday we travel by ferry to the island of Naxos, the largest of the Cyclades Islands. Green, fertile, largely self-sufficient Naxos has not needed to go all out to attract tourists. This wealthy agricultural island exports an abundant harvest of olives, grapes, and potatoes throughout the Aegean, and only recently has begun to cater to tourists.

On arrival we will have a walking tour of Naxos Chora, the main town and capital of the island. On our stroll you will note the architecture of Naxos, distinct from that of any other Cycladic isle. The Venetians ruled this island from 1207 until the island fell to the Turks in 1566. Some descendants of the Venetians still live here and the influence of Venetian architecture is obvious in the Kastro and the fortified Venetian towers. Also specific to Naxos is the remarkable abundance of small Byzantine chapels, many of which contain exceptional frescoes dating from the 9th to the 13th centuries.

Our walk ends at the Portara, the big marble gate that stands high on the island of "Bacchus" and is the remains of the ancient temple of Apollo. The ruins of the temple are called "Palace" implying the palaces of Ligdami the ancient tyrant of Naxos (6th century BC). The legend says that Theseus abandoned Ariadne there when he passed through Naxos after he slew the mythical minotaur on Crete.

While in town you should purchase picnic items for tomorrow's hike, though we should be able to acquire refreshments in the villages we visit.

Overnight on Naxos
Meals: Breakfast


Day 9 - Naxos: Apiranthos - Fanari - Chalki
Naxos gay tour - ApiranthosThis is the ideal hike on Naxos that ties together some of the prettiest villages on the island along an obvious, undulating route marked by red dots.

We start in the picturesque village of Apiranthos where we can first wander around for a short spell. We can visit the folk museum, consisting of three rooms of a not too old house: in the living room, the kitchen and the bedroom you can see all kinds of traditional objects and tools.

For the start of the actual hike, we leave from this beautiful little square and pass the church Kimissis tis Theotokou and church of Agia Paraskevi, with its white dome. We enjoy a wonderful descent on a meandering rocky trail amidst an impressive landscape. On the right you see the steep cliff of the Fanari, in front of you there is the marvellous valley with the villages of Moni, our next village.

At this point the path bends to the left sharply whereupon the really beautiful trail zigzags further upwards. The retaining walls of the monopati are still clearly visible. The path goes up fairly steeply and behind you, you can see that Apíranthos is quite extensive -- it also appears to consist of two parts. Beyond the village, towards the south east, you have a great view on the island of Donoussa, the island of Amorgos and behind the hill the other small islands.

We now walk again on a marvellous stone path and we can imagine ourselves on a green slope in the Alps. This is a truly beautiful climb; during the final minutes you take a meandering staircase, which has been crumbled away by unknown forces. On the right, on the lowest summit of Fanari, we find the small church with a picnic table. We have a great panoramic view: in the Tragea Valley you can see the villages of Damarionas, Chalki, and Moni. Beyond you can discern the bay of Naxos, with also the islands of Paros, Syros, Tinos and Mykonos.

We return to Apiranthos for lunch, and then take the local bus to Chalki where we can visit a distillery and walk to a Byzantine church. We return to our hotel in the late afternoon.

DAY SUMMARY: Altogether we have about three hours of actual hiking time, which means that in reality we should devote about six hours to this hike. We regret that the trail is somewhat overgrown and unmaintained in spots, but the route is still very rewarding.

Overnight on Naxos
Meals: Breakfast and Dinner


Day 10 - Naxos - Mykonos
Gay Mykonos tourThis morning we travel by ferry the short distance to the island of Mykonos and transfer to our hotel located a short drive away from town at Platy Yialos beach, where we can enjoy the peace and quiet away from town but still be close enough to conveniently access Chora using the frequent local buses.

Later this afternoon we venture into town for a walking orientation tour before dinner in town. We wander the pirate-proof streets of town and see the Paraportiani Church near the quay, an architectural masterpiece of five chapels in one. From the harbour waterfront, you can watch the local fishing boats, or venture into the labyrinth of dazzling, white-washed streets to the many churches, tavernas, or shops selling artisan crafts, jewelry and the latest fashions. In the distance stand a string of windmills that once harnessed the breezes of days gone by. As one of the most cosmopolitan Greek islands, Mykonos is legendary for its shopping and nightlife.

After our walk we will have dinner at one of the many restaurants in town before sampling some of the gay nightlife. Bus or taxi back to our hotel on your own.

Overnight on Mykonos
Meals: Breakfast and Dinner


Day 11 - Mykonos: Free Day
Gay beach MykonosThere are many beaches on Mykonos and today we can enjoy them to their fullest. You can also head back into town for more independent exploration and / or shopping. Your Tour Leader can help you plan your day.

Overnight on Mykonos
Meals: Breakfast


Day 12 - Mykonos: Boat trip to Delos
Delos gay boat tripThis morning we meet the boat that will take us to the tiny sacred island of Delos (30 minutes away). Delos gives the whole group of islands surrounding it their name, the Cyclades -- so named because they form a circle (kyklos) around Delos. We will see the Agora of the Competialists, Roman merchants or freed slaves who worshipped the guardian spirits of crossroads; the Sanctuary of Apollo, the three temples of Apollo and the Sanctuary of Dionysus. In the House of the Masks we are able to see a mosaic portraying Dionysus riding on a panthers back. The theatre here could seat 5,500 people. From the top of Delos Mountain we have a spectacular view of the entire island.

We return to Mykonos with the balance of the day at leisure (you may return to Mykonos at your leisure spending as much time as you like on Delos).

Overnight on Mykonos
Meals: Breakfast and Dinner


Day 13 - Mykonos - Athens
Athens, Greece gay tourToday we take the fast ferry back to Athens.

Time-permitting in Athens, we recommend a visit to the Museum of Cycladic Art, devoted to the study and promotion of ancient Greek art. The main exhibit, the Cycladic Collection, contains 350 objects representative of every phase or type of artifact that Cycladic islanders have left us, be that marble sculpture, pottery, or metal ware.

* IF you would like to extend your time on Mykonos, please advise as EARLY as possible so that accommodation (if required) can be booked accordingly.

Overnight in Athens
Meals: Breakfast and Dinner


Day 14 - Departure
Departure from Athens


Meals: Breakfast


Gay Greece hiking holidays


Greek Isles gay hiking tour map
*The red tour trail on the map does not represent the actual travel path.



• Breakfast daily and most dinners (hotels & local restaurants)
• All accommodation, transport, sightseeing and entrance fees for sites noted as 'visited' in the detailed itinerary
• Gratuities for restaurant staff, porters (if available)
• Airport transfers for land & air customers arriving / departing on tour dates


Not Included:

• Tour Leader gratuities, lunches, some dinners, drinks, personal items (phone, laundry, etc), international air taxes (if applicable), any excursions referenced as 'optional'
• Airport transfers for Land Only customers
• Optional trip cancellation insurance and single supplements fees
• Our post-reservation trip notes offer further guidance on optional meal costs and shopping


Gay Athens, Greece tour


Trip Notes

Group Size
10-16 plus Tour Leader


Staff & Support
Tour Leader and local guides at various locations.


Well-located, air-conditioned, mostly 4-star throughout. Island hotels are smaller properties (3-4 storey) that will likely not have elevators. All hotels have en suite bath, though most have shower only (no tub). Porter service is rarely available on the islands ; you MUST be independent with your luggage, especially getting on/off ferries. Single rooms are limited in number and likely smaller than twins. Most hotels have swimming pools and/or beach access.


Transport & Travel Conditions
Local ferries between mainland/islands can range from hydrofoils to large vehicular vessels. Greek ferry schedules tend to change without notice; some itinerary adjustments may be necessary at the discretion of your Tour Leader. Land transport (island touring, port transfers) by private bus, public bus, and taxi. This hiking tour is rated 'moderate': Most weekend hikers should have no trouble with our moderate hikes. Routes are low altitude, undulating, with cobbled, or loose stone surfaces. Although no previous experience is required, being physically fit and steady on one's feet is important.


Weather / Seasonality
This tour is offered in spring, summer and fall, the most popular of which are spring and fall when temperatures are relatively mild. Spring is popular for green landscapes and wildflowers; fall is popular for warm seas and locally harvested produce. Those who enjoy busy beaches and the most active nightlife prefer summer, though heat is a factor on our walks. Showers are possible in spring but unlikely in summer and fall.


Out Factor
Though still a traditional and relatively devoutly religious country, Greece is one of the more tolerant societies in the Western world. Gay culture, though not as organized and obvious (ie ghettoized) as in other European countries, is met with tolerance, or at least indifference, by the vast majority of the population.

As long as you are respectful of local sensitivities, ie discrete, the locals will be almost invariably charming and welcoming. Of course, in places like Mykonos and, increasingly, Santorini, practically anything goes.


Gay Santorini tour


Hotel Samples

The following is a sampling of our preferred properties in some of the locations visited on this tour and is meant to be indicative only. Hotel properties are not confirmed until 30-60 days before trip date.


Divani Palace Acropolis Hotel, Athens

Divani Palace Acropolis Hotel, AthensFeaturing breathtaking views of the Acropolis from its rooftop terrace, Divani Palace Acropolis offers elegant rooms. It is walking distance from the new Acropolis museum and Herodion theatre.

All with private furnished balconies, Divani Palace rooms are decorated in natural colours and feature classic furnishings. They are equipped with a TV with satellite and cable channels, air conditioning and safety box. Most offer spectacular views to the Acropolis and Philopappou Hill.

Divani Palace Acropolis Hotel, AthensA unique feature of the Divani Palace Acropolis hotel is the ancient ruins of Themistocles wall, discovered in the foundations during construction and tastefully incorporated in the hotel's architectural design.

The rooftop restaurant Acropolis Secret serves Greek and international dishes. Aspassia, the main restaurant, offers Mediterranean cuisine and American breakfast in a stylish setting.


Santorini Palace Hotel, Santorini

Santorini Palace Hotel, SantoriniThe 4-star Santorini Palace Hotel is centrally located in Fira, Santorini's capital, within walking distance from the breathtaking Caldera and restaurants. It features a free-form pool and a fitness centre with a hot tub and sauna.

All air-conditioned rooms open to a balcony overlooking the well-tended garden or the Aegean Sea. Facilities include a satellite TV and minibar. Each private bathroom is fitted with a bathtub and hairdryer.

Santorini Palace Hotel, SantoriniGuests at Santorini Palace can start their day with a buffet breakfast. The restaurant served international dishes during dinner times. Refreshing drinks and light meals are prepared at the snack bar by the pool.

The 24-hour front desk can arrange car rental to explore the island. Santorini Palace is 7 km from Santorini International Airport and 12 km from Athinios Port.


Aegialis Hotel & Spa, Amorgos

Aegialis Hotel & Spa, AmorgosFeaturing an Olympic-size sea-water pool with free sun loungers, umbrellas and showers, spa and gym facilities, Aegialis is located within walking distance from the sandy beaches Aegiali and Levrosos.

Accommodation at Aegialis Hotel & Spa is airy with sea-view balconies. Each en suite room is air-conditioned and includes hairdryer, safe and refrigerator, as well as complimentary bathrobes and pool towels.

Aegialis Hotel & Spa, AmorgosThe daily Greek breakfast includes homemade jams, croissants and pastries. Amorgian cuisine with locally produced organic ingredients and Greek wines are served at Ambrosia Restaurant. Its large terrace has views to the gulf of Aegiali and the Aegean Sea. The Corte Wet Café serves light snacks, while spaghetti, salads and pizzas can be enjoyed at Nick's Pizza.

The varied activities offered at Aegialis Hotel & Spa include frequently hosted Greek nights, as well as cooking lessons and wine tasting.


Naxos Palace Hotel, Naxos

Naxos Palace Hotel, NaxosModern Naxos Palace Hotel offers luxurious accommodation, a peaceful, gay-friendly environment and a location 800 m from the beach of Agios Prokopios.

Beautifully situated near the beach, the hotel is also within easy reach of the main town, the port and the airport, providing swift access to all that the island has to offer. However there are complimentary transfer services available upon request for the benefit of guests.

Naxos Palace Hotel, NaxosSet within the tranquil green grounds of a simple garden, creating a traditional Cycladic atmosphere, the complex includes a restaurant, bar, spa and fitness facilities such as an outdoor swimming pool and a hot tub. An American breakfast is served daily.

The area provides the opportunity to go horse riding. The hotel will endeavour to guarantee that you enjoy an unforgettable stay.


Petinos Hotel, Platis Yialos, Mykonos

Petinos Hotel, MykonosHotel Petinos, recently fully renovated, is situated just metres from Platis Gialos beach and a short bus ride from Mykonos Town. Guests are free to use the sister property's pool with sea views.

Offering views of the sea or the garden, the comfortable guest rooms at Hotel Petinos are air-conditioned and elegantly appointed. Each offers a mini-fridge, TV with satellite channels and hairdryer.

Petinos Hotel, MykonosThe bus connecting with Mykonos Town stops right outside the hotel. Petinos Hotel offers guests free transfer from/to the the port (3 km away) and the airport (5 km away).

Frequent boat rides from Platis Yialos take guests to Mykonos' famous beaches Paradise, Super Paradise, Agrari and Elia.

Greek and Mediterranean dishes are served at the Blue Myth restaurant, situated right on the beach. Special nights with dancing and singing are organised twice weekly.


Gay Mykonos travel


Lonely Planet Greek Islands Travel Guide


The Greek Islands - Dk Eyewitness Travel Guide


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Greek Isles Gay Hiking Tour Prices

Tour Date Description
Per person
$ (USD)

Tour Only, Per Person, Double Occupancy.

$ 3,980

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Optional Single Supplement - 1,110 USD

Min. Deposit: $900. Balance Due not later than 90 days before departure

Price does not include 3% payment card charges.


Special Airfares


Aegean Airlines - Fly to Greece




Pre/Post Tour Hotels


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