Mountains rearing straight up from the sea, gorges, and valleys and yet more glorious mountains. There are few places in the world where high mountains so close to the sea combine with an often perfect climate. Crete's rugged terrain is an adventurer's paradise and in many respects the culmination of the Greek experience. Its natural beauty is equaled only by the richness of its history. The island after all is the birthplace of the first advanced society in European soil.
Our trip starts in the bustling city of Heraklion and after visiting one of the most important archaeological sites of the Mediterranean, Knossos, we'll drive towards the enchanting city of Rethymnon, which will be our base for the next few days. Then we will head towards a mountainous resort for two more days of hiking and our trip will end in the picturesque city of Chania.
This trip combines the sensual pleasures of Crete's sublime cuisine, delicious wine, and Mediterranean sunshine with the physical pleasure of an active holiday walking through some of the most beautiful countryside in the world.


Heraklion is the fifth largest city of Greece. In order to experience it you have to penetrate the modern facade of the city and you will discover its attractive features. After all, it is the birthplace of El Greco and Nikos Kazantzakis and Heraklion province hosts some of the most fascinating Minoan sites in all of Crete.
Today we will meet at our hotel for an introductory talk and afterwards we will wander the streets and have our first dinner together in a traditional restaurant. Of course Cretan cuisine plays a starring role and we have spent many selfless hours researching this aspect of the tour.

Overnight in Heraklion, Olive Green Hotel (D)

Crete's natural beauty is equaled only by the richness of its history. Once here, grab the opportunity to start your day visiting the Archaeological museum of Heraklion. The museum houses the most important collection of Minoan art in the world. It's a great introduction to our visit in Knossos, Crete's must-see historical attraction, which will follow. The Minoans were ruling big parts of the Aegean from their palace in Knossos some 4000 years ago, giving the area a great strategic and cultural importance.
From culture to cultivation we will head towards the wine country of Heraklion. More than twenty wineries are embedded in a harmonious landscape of shapely hills and lush valleys. Wine has been produced here since Minoan time. The owners of the vineyard will share with us their secrets of successful wine making and present us with some local varieties. After enjoying local wine we will drive towards the Mediterranean pearl, city of Rethymnon, to settle in our hotel.

Overnight in Rethymnon, Pepi Studios (B,L,D)
Driving distance:

Heraklion to Knossos 5km / 15min
Knossos to Winery 15km / 25min
Winery to Rethymnon 100km / 2 hours

Ancient Eleftherna, a Dorian built settlement, lies in the foothills of Psiloritis, the highest mountain of Crete  and the Archaeological Institute of America included it, in its top discoveries of 2009. We start our hike from the ancient Acropolis of the town, and on our way we will pass the remarkable Roman cisterns, which are carved into the hill's west side, the Necropolis and a 3rd century BC ancient bridge.
Our tour finishes in the tiny village of Margarites, known for its pottery. Learn about the traditional techniques from a local potter who derives inspiration for his ceramics from Minoan and Byzantine originals. In the afternoon we will have time to explore the labyrinthine lanes of the historic quarter of Rethymnon which still preserves much of its Venetian and Turkish appearance

Overnight in Rethymnon, Pepi Studios (B,L,D)
Hiking distance:
8km / Hiking Duration: 3 hours
Driving distance:

Rethymnon to Ancient Eleftherna 30km / 45min
Margarites to Rethymnon 30km / 40min

Today we will head towards Imbros gorge at the south side of the island, driving by the rugged interior, which is largely untouched by mass tourism. A dreamy mosaic of sleepy villages and fertile valleys, dotted with Byzantine churches.
The pine tree-lined Imbros gorge was part of the route that linked the city of Chania with the Chora Sfakion village. Here, you'll set off on your three-hour hike, following footpaths through wildflower meadows. Keep watch for Crete's "kri-kri" wild goats as you go. And reach for your camera at the most spectacular section, where everything narrows into a 2-meter passageway twisting steep, 300-foot walls.

Overnight in Agios Ioannis, Hotel Alonia (B,L,D)
Hiking distance:
8km / Hiking Duration: 3 hours
Driving distance:

Rethymno to Entrance of the gorge 50km, 1h 30min
Exit of the gorge to Agios Ioannis 25km, 40min

Today wake up to the quietness our mountain hideaway offers, blocking out the rest of the world affording a feeling of tremendous peace and tranquility, and savor a few moments over a steaming cup of coffee as the dew dries and the mist evaporates in the morning sun.
After breakfast we will follow a path delightfully free of crowds, lined with holm oaks and pine trees. As we head towards the Papakefala summit, it opens out onto a long ridge that traverses the mountainside, offering breathtaking views of the bright blue sea below.

Overnight in Agios Ioannis, Hotel Alonia (B,L,D)
Hiking distance: 5.5km / Hiking Duration:
3 hours
Driving distance:

Rethymno to Agios Ioannis 85km / 2hours

In the southern slopes of White Mountains there is one of the most fascinating gorges in Crete. Aradena gorge is not as famous as Samaria gorge but in physical terms as impressive and much less crowded. Moreover, the hike itself is challenging and the sense of achievement is immense. Start from the abandoned -due to a vendetta in 1950's- village of Aradena and descend all the way down to the Libyan sea with the beach of Marmara at the end as reward.
An opportunity for a quick swim and lunch, and later leaving Marmara we'll follow the coastal path towards the peaceful harbor of Loutro. After a short ferry ride to Chora Sfakion, tired but fulfilled, say farewell to the mountains and head back to the civilization, this time the lively Chania town.

Overnight in Chania, Kydon Hotel (B,L,D)
Hiking distance:
12km / Hiking Duration: 5 hours
Driving distance:

Agios Ioannis to the start of Aradena gorge 5km / 10min
Sfakia to Chania 70km / 2 hours

Chania is Crete’s most beautiful town. It’s perfect setting with the White Mountains as background, lively harbor, historical remains, busy market, and nearby beaches make it the ideal spot. The winding old streets conceal charming boutique hotels and some of the island’s best dining options.
In the morning we will do a walking tour in the city and later on we will drive towards the quaint village of Vamos for a cooking class. It takes place in an old olive press dating from 1846 with Venetian arches and large millstones in the center. This unique setting will enliven your "journey" into the aromas and tastes of traditional Cretan Cuisine.
In the afternoon there will be time for some independent sightseeing before tonight’s farewell dinner.

Overnight in Chania, Kydon Hotel (B,L,D)
Driving distance:

Chania to Vamos  32km / 35min
Vamos to Chania  32km / 35min

Breakfast is at your leisure at the hotel and following that, your Tripin Adventures trip in Greece concludes. Transfer independently from our accommodations in Chania to one of the international airports of the island for return flights home or continue your explorations of this marvelous region of Greece.




  • All accommodations as listed (or similar) based on double occupancy
  • Hotel taxes and service charges
  • All transportation during the trip
  • All activities mentioned in the program
  • Ferry tickets
  • Entrance fees for the Archaeological site of Knossos and the Archeological museum of Heraklion
  • Tourist guide for the Archaeological site of Knossos and the Archeological museum of Heraklion
  • Services of a guide throughout the tour
  • Transport and handling of one reasonably sized suitcase and one carry-on per person


  • Domestic and/or international air fare
  • Medical expenses
  • Travel or emergency evacuation insurance
  • Gratuities for leader/guide or driver
  • Alcoholic beverages and meals other than outlined in itinerary
  • Visas if needed
  • Transfer to and from the airport/port
  • Other items of a personal nature
  • Anything not mentioned in above program


  • Breakfast
  • Lunches and dinners as indicated in the itinerary
  • Snacks during activities


We are constantly updating our unique itineraries based on new information and experiences available. The walks, accommodations, and visits listed may be adjusted. The itineraries presented are subject to modification and change by Tripin Adventures. We reserve the right, without penalty, to make changes in the published itinerary whenever, in our judgment, conditions warrant, or if we deem it necessary for the comfort, convenience, or safety of participants, anything not mentioned in above program.


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