Island Inspiration

Greece with Erin Outdoors


Trip Highlights
Tour details
What's Included
Itinerary Changes
Challenge Grading
Starting point and getting there
Food, Weather
Gear checklist
Currency & Banking
Passports, Visas

The Cycladic islands are the prototypical Greek islands. White-washed houses, turquoise blue seas, olive groves and sun-drenched landscapes. It is here where man lived in harmony with the environment for thousands of years. We believe that island hopping is the best way to connect with this past and get to know the islands, each of them stamped with its own unique character.
The trip starts in Athens, and after visiting the Acropolis and the new Acropolis museum, we will hop in our ferry to Naxos, the biggest and one of the most beautiful islands of the Cyclades, if one can be in position to choose. It is an island with dramatic landscape changes, Venetian castles and traditional villages perched on the cliffs of its mountains.
Our next stop is Santorini. Photos of vibrant blue waters overlooked by whitewashed stone homes nestled above multicolored cliffs are constantly fueling wanderlust around the world, and we will be right in the middle of it! Not only is this trip full of adventure, but nightly group sessions ensure that our time together helps us grow as individuals as well. We will leave Greece refreshed, grateful, and ready to take on the challenges in our lives.


  • Experiencing the Acropolis, the quintessential landmark of Western civilization
  • Hike in the mountains of Naxos, a place of goats, shepherds, and tiny, solitary, whitewashed churchess
  • Paddle towards the famous Red Beach and admire the soaring red lava cliffs which drop right into the sea in Santorini
  • Exclusive workshops on social media, vulnerability, and finding your passion with Erin
  • Personal development discussions and a one-on-one strategy session with Erin


  • Days/Nights: 7 days / 6 nights
  • Single supplement: Cost based on request. Availability limited.
  • Challenge grading: Moderate



Arrival in Athens and welcome dinner

Often referred to as the cradle of Western civilization, Athens has been continually occupied by people for the last 7,000 years. You can't move without bumping into an ancient ruin or building, which evokes imagery of the Greek gods or the thoughts of their philosophers.
In the afternoon we will meet at our hotel for an introductory talk and after a walk around Plaka, the oldest neighborhood of Athens, we will have our first dinner together in a traditional restaurant. Of course, Greek cuisine will play a starring role on our trip!

Overnight in Athens in a 4* hotel
Dinner included


Visit Acropolis and Acropolis museum. Ferry to Naxos.

No matter how many photographs you have seen, nothing can prepare you for seeing the Acropolis in person, still standing after thousands of years. Alongside a specialized guide, you will explore the site and afterwards we will head towards the long-awaited Acropolis museum. Early in the afternoon, we will drive to the port of Piraeus and from there we will take the ferry to Naxos. As the ferry arcs toward the island, you catch the first glimpse of the Portara, a marble gateway on the headland, all that remains of an ancient temple to Apollo. This is just the beginning of our adventure here.

Overnight in Naxos in a 3* hotel
Breakfast, lunch and dinner included
Driving distance:
Athens center to Piraeus port 10 km / 25 min
Piraeus port to Naxos 17:30-22:45


Hike from Kouros statues to Chalki

Our first hike starts, right next to the place where the two "small" Kouroi (male statues) of Naxos lay down, for 2600 years now. We will continue on to the Upper Castle, the former Venetian stronghold, passing olive groves interspersed with elements of the phrygana and maquis, and we will end up in one of the most beautiful villages of the island, Chalki. In the afternoon, we will set off to explore the old town of Naxos which is regarded to be one of the most beautiful towns in the Cyclades, particularly popular for its fine architecture that is composed of Venetian and Cycladic elements.

Overnight in Naxos in a 3* hotel
Breakfast, lunch and dinner included
Hiking distance: 7 km / Hiking Duration: 3 hr
Driving distance:
Naxos town to Kouros statue 10 km / 30 min
Chalki to Naxos town 16 km / 40 min


Hike Mount Zeus

The island is home to the highest mountain in the Cyclades, Mount Zeus and the hike to the top of it, is the most epic one in the region. Mount Zeus has important historical significance because in ancient times, the local Greeks believed that the cave on the northwest side of the mountain was the birthplace of the god Zeus. When climbing it you'll get the distinct feeling that Greek mythology is actually rooted in reality. After the hike we will go for lunch in one of the most beautiful villages of the island, Apeiranthos which seems to grow out of the stony mountains. In the afternoon, take a swim in the gorgeous sandy beach in front of our hotel. Swimming in the Aegean after a hike helps the body feel refreshed again.

Overnight in Naxos in a 3* hotel
Breakfast, lunch and dinner included
Hiking distance: 5 km / Hiking Duration: 3 hr
Driving distance:
Naxos town to Agia Marina 23 km / 50 min
Agia Marina to Apiranthos 5 km / 15 min
Apiranthos to Naxos town 26 km / 55 min


Ferry to Santorini and hike from Fira to Oia

Santorini will take your breath away. It is dramatic and unique, formed from the remains of a volcanic crater. In the morning we will catch the ferry there, and after settling into our hotel we will hike the picturesque trail between Fira and Oia, one of the best things to do on the islands. With breathtaking views and stunning vistas at every turn, the trail is guaranteed to be one of the prettiest you have ever hiked.

Overnight in Santorini in a 3* hotel
Breakfast, lunch and dinner included
Hiking distance: 10 km / Hiking Duration: 3 hr 30 min
Driving distance:
Santorini Port to Fira town 8 km / 25 min
Oia to Fira town 10 km / 20 min
Naxos to Santorini 11:00-12:20


Visit Akrotiri archaeological site, Sea Kayaking and farewell dinner

In the morning we will head towards Akrotiri, Santorini's principal archaeological wonder: a town preserved under layers of lava. There we will enjoy our guide's insight on the history of the area. Right afterwards, we will put on our bathing suits and sea kayak into one of the most scenic areas of the island. Kayaking offers a wonderful way to explore the dramatic coastline of Santorini's expect high red cliffs and smooth pebbles under clear water. In the afternoon we will have time to stroll in Fira town before our farewell dinner overlooking the Caldera

Overnight in Santorini in a 3* hotel
Breakfast, lunch and dinner included
Sea kayaking duration: 2 hr
Driving distance:
Fira to Akrotiri 12 km / 20 min
Akrotiri to Imerovigli 12 km / 20 min


Stroll in Fira town, ferry or flight to Athens

Hopefully with a slight sense of nostalgia which comes when a nice experience has to come to an end, here your trip with Tripin Adventures concludes. Transfer independently from our accommodations in Santorini to the international airport of the island for return flights home or continue your explorations of this marvelous region of Greece.

Breakfast included


Price includes:
All accommodations based on double occupancy
Hotel taxes and service charges
All transportation during the trip
All activities mentioned in the program
Ferry tickets
Entrance fees to the Acropolis archaeological site and Acropolis museum
Entrance fees to the Akrotiri archaeological site
Tourist guide for the archaeological sites of Acropolis and Akrotiri and for the Acropolis museum
Services of a guide throughout the tour
Transport and handling of one reasonably sized suitcase and one carry-on per person

Included meals:
Breakfast,picnic lunches during the activity and dinners as indicated in the itinerary

Not Included:
International air fare
Medical expenses
Transfer to and from the airport/port
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


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.


This trip level is Moderate and is suitable for most people that are in fairly good physical condition. Although the daily distances are not that far, it has been rated moderate as there are quite significant elevation gains and losses. The itinerary includes walking tours in cities and villages, and four days with moderate hikes of 3 - 4 hours. Although the paths are quite well-kept the terrain often tends to be very stony and rocky. You will mostly be walking on footpaths, mountain trails and on some tarmac roads.


Trips designated "Moderate" are more active and require a bit more endurance. Hikes and treks include occasional steep ascents. Trip members should have a little experience in sea-kayaking and be in good physical condition, and be capable of paddling 4-6 hours


Starting point is: Athens.

Getting There & Away:Athens airport Eleftherios Venizelos, is about 27km east of Athens. Athens is connected with direct flights with various cities in Europe, North America and Asia.

Getting around: We can arrange for a transfer from the airport to your hotel. If you want to come by yourself, the metro and the suburban rail provide quick connections to central Athens (1 hour / 10 euros ticket). The bus option is cheaper though it takes longer (1h 30 min / 5 euros ticket). You can also take a taxi (1 hour / 35-50 euros).


Simple, nutritious and flavorsome, the food is one of the pleasures of travel through Greece. Rustic Greek Cuisine reflects the history and bounty of its diverse regions and relies in the fresh, seasonal home-grown produce and generally simple, unfussy cooking that brings out the rich flavors of the Mediterranean.
Greece's relaxed and hospitable dinning culture makes it easy to get into the local spirit. Greeks love to eat out and share impossibly big meals family style. Given the long summers and mild winters, alfresco dining is central to the dining experience. Service could be slow by Western standards, but why being in rush either way.
As a rule our groups tend to eat together to enable you to taste a larger variety of dishes and enjoy each other's company. There's no obligation to do this though. Wherever possible we will cater for dietary needs for any included meals, but there may be times when those with special requirements may need to provide their own. Note that alcohol and soda are not included.


Spring, summer and fall in Greece are sunny and warm. The daytime temperatures average 25-30 C though temperatures in the 35s are possible in the summer months. Nighttime temperatures cool off slightly to 20° C. Rain showers are rare in the islands, but it's often breezy and rainy on the coast.


Greece has a temperate climate. Base your clothing on the "layering system", if it is hot you can "peel off" layers quickly, if it is cooler and windy you can quickly "dress up". The lighter you travel, the easier you travel. Use your best judgement and pack as lightly as possible. You will appreciate light luggage towards the end of your trip
Please consider taking along the following items on your trip.


  • Valid passport
  • Airline tickets


  • Duffel bag or rolling luggage
  • Daypack to carry camera, water bottle and snacks etc.
  • Luggage locks and tags


  • Midweight polar fleece sweater
  • Rain jacket and rain pants, or poncho


  • Hiking shorts
  • Casual clothing made of light-weight fabrics
  • T-shirts
  • Long-sleeve shirt
  • Hiking pants, loose and easy to move in
  • Underwear
  • Swimsuit


  • Sun hat or baseball cap


  • Lightweight and supportive hiking boots, broken-in with good ankle support
  • Beach sandals
  • Casual, comfortable shoes for evening


  • Sunscreen and lipprotection
  • Sunglasses and retainerstrap
  • Beachtowel


  • Security pouch or money belt
  • Trekking poles or walking staff
  • Camera, memory and batteries
  • Reading and writing materials
  • Watch with alarm or travel alarm
  • Travel pillow
  • Motion sickness remedies
  • Personal first-aid kit
  • Insect repellent (lowrisk)
  • Electric adapter plug/converter

This is not a fixed list, but more of a guideline, so feel free to add and remove items as you see fit.


Greece has adopted the Euro as its currency. The easiest way to obtain local cash is from an ATM. Greek ATMs accept cards bearing the Cirrus, EC, Euro card, Visa and Plus symbols. If you take cash, US or Canadian Dollars can be easily exchanged at banks. Most major credit cards, Visa, MasterCard and American Express are accepted. It is advisable to have some Euros with you upon arrival to be used for a taxi if necessary. You may want to check the website for current exchange rates.


You must have a passport valid for at least 6 months beyond the conclusion of your trip. Please make sure that you have blank pages in your passport for your visa (if required), entry and exit stamps (one for each). Please make a copy to take with you in the event yours is lost or stolen and keep it separate from your actual passport.


Currently a Greek Tourist Visa is not required for citizens of Canada, United States, Britain and Australia. If you hold another passport, please check online


Can I bring a friend?
We highly recommend that you come alone! If you and a friend are interested in sharing this experience, please talk together about how you plan to get to know everyone on the trip just as well as you already know each other. Priority for availability is given to those who are coming alone.

What is the age group?
All are welcome, but most people who come are in their 20's and 30's. We seek a diverse range of participants with varying backgrounds and lifestyles.

What is the accommodation like?
We stay in double occupancy in mid-range hotels. Expect to have a roommate, unless you would like a single, in which case we can arrange that for an additional cost. Hotels on this trip are generally family owned and located a bit outside of the hustle-bustle.

What's the food like?
Real Greek food is amazing! We eat all of our meals family style. If you have a dietary restriction or allergy, do let us know. If you have flexibility in your diet, this is the week you'll want to be flexible as Greek food is a lot of meat, salad, fresh cheese, veggies and overall everything is fresh and delicious.

What are the hikes like?
Hikes are moderately challenging and range from 3-8 miles in a day. If you are a regular hiker, this will be normal for you. If you don't normally hike but work out a few times a week, you will be challenged but none of our hikes will be too much for you!

I am nervous to come alone!
Everyone is feeling the same way, we guarantee it! This trip is built for a solo traveler. We hope you will join us!

Receive our latest travel offers straight to your inbox.



ADRIANOU 3, 14341
+30 6973 989 552
+30 6946 526 542






0206 E 60000520201