Immortalized by 20th-century poet Odysseus Elytis as 'the daughter of supreme wrath', Santorini is a collection of five volcanic islands floating on the blue of the Aegean Sea like an incomplete jigsaw puzzle. You probably know what it looks like; photos of vibrant blue waters overlooked by whitewashed stone homes nestled above pristine beaches are constantly fueling wanderlust around the world. Even at first glance, it's clear that Santorini is unlike any other island in Greece, a world famous destination where a sophisticated lifestyle and Greek culture merge with spectacular landscapes.
But, as with many other destinations around the world, Santorini is more than just a pretty face. We created this three-day itinerary as an extension of any of our trips and the aim is to experience Santorini in an adventurous way. In just three days we will hike, paddle and sail, immersing ourselves in a fantastic mix of culture, activity and interactions with locals.


Santor­ni is best approached by sea; as your arriving craft maneuvers over the impossibly midnight blue waters of the caldera, the sheer lava cliffs of the caldera lip, layered in varicolored rock, loom overhead, with white houses on top like a dusting of snow. Your guide will wait for you in the port and he will drive you to your hotel. After settling in, we will head towards Akrotiri, Santorini's principal archaeological wonder, a town destroyed by the volcano eruption, but preserved under layers of lava.
In the afternoon and after a kayak lesson, you'll venture out into one of the most scenic areas of the island. Kayaking offers a wonderful opportunity to explore the dramatic coast line of Santorini, especially the Red Beach which is ornamented with high red cliffs and smooth, hand-sized pebbles submerged under clear water.

Overnight in Santorini, Grand View (L,D)
Sea kayaking duration:
2 hours

Oia is the westernmost town of the reverse-C shaped caldera that defines Santorini. Fira is roughly midway across the island, and 10km from Oia. Hiking the picturesque trail between them is one of the must-do things when visiting Santorini. With breathtaking views and stunning vistas at every turn, the trail is guaranteed to be one of the most spectacular you've ever hiked.
Start hiking in the morning and be in Oia for lunch. Early in the afternoon walk to Oia's port from where we will embark our catamaran.
Sailing in the caldera is a highly rewarding experience, permitting you to admire the island from a different perspective. We will swim in hot springs next to the volcano, have barbecue on board and soak in the stunning sunset.

Overnight in Santorini, Grand View (B,L,D)
Hiking distance:
10km / Hiking Duration: 4 hours

Breakfast is at your leisure at the hotel and following that, there will be a transfer from our accommodation in Santorini to the airport or the port of the island. After that your trip with Tripin Adventures in Greece concludes.







  • 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
  • Entrance fees to the archaeological site of Akrotiri
  • Services of a guide throughout the tour
  • Transport and handling of one reasonably sized suitcase and one carry-on per person
  • Transfer to and from the airport/port


  • 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
  • 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.


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Your trip notes provide a detailed itinerary, visa info, how to get to your hotel, what's included
- pretty much everything you need to know about this adventure and more.


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