Greece is one of my favorite countries in the world. The food, the culture, and of course the islands, are incredible and unlike anywhere else. The EO Greece Adventure is focused on culture and adventure, where you are invited to step outside of your comfort zone, travel adventurously, and make friends in a small and intentional group. This is Greece, adventurously and deliberately.

Greece Adventure

SEPT 20-26


It’s not just about Greece itself, but I run this trip here for a reason — it’s one of my favorite countries in the world! The food, the culture, and of course the islands, are incredible and unlike anywhere else. The EO Greece Adventure is focused on culture and adventure, where you are invited to step outside of your comfort zone, travel adventurously, and make friends in a small and intentional group. This is Greece, adventurously and deliberately.  It’s a group trip for people who never thought they’d never go on a group trip.

Now in its fifth year, this trip attracts people from a variety of backgrounds who are interested in personal growth, culture and adventure. We do a lot of hiking and we certainly stay busy, but the trip is also a space to come as you are, set personal intentions, and leave with more energy and clarity.

Come experience Greece with me on an unforgettable adventure through the islands!

It’s a SMALL group trip for people who greatly value intention in all they do.

you're invited:


SEPTEMBER 20-26, 2022


$3,050 USD


12 maximum


What's Included

The details

Hotel accommodation, based on double occupancy (please inquire for single occupancy surcharge)

Hotel taxes and service charges

All ground & sea transportation during the trip

All meals

All activities

Entrance fees to the Acropolis archaeological site, the Acropolis museum, and the Akrotiri archaeological site

Specialist guides for the archaeological sites of Acropolis and Akrotiri and for the Acropolis museum

What's Not Included

Airfare to and from the trip. Plan to arrive in Athens and depart from Santorini.

Travel insurance (required)

Transfer to and from the airport or port at the beginning & end of the trip

Gratuities for trip leaders, local guides or drivers. Please plan to bring some extra cash to tip guides.

Alcoholic beverages

Visas if needed

Snacks – bring from home or purchase once in Greece

Any personal items or souvenirs

“I’m SO glad Erin pushed me to take a chance.”


My biggest takeaway is knowing that I can do stuff like this… whether it’s a physical challenge, or traveling with a group of strangers that would become friends… I’m SO glad Erin pushed me to take a chance.”

Our first hike in Greece takes us through various archeological digs, olive groves, and whitewashed villages. Seeing the island on foot gives us a unique perspective, and we are rewarded with a delicious lunch. 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. After dinner, we sit down for an activity that has us all focusing on our personal intentions for this trip and our lives at home.

DAY 01: Arrival & Welcome Dinner

DAY 02: Acropolis and ferry to Naxos


DAY 04: HIKE mount zeus

DAY 05: on to santorini

DAY 06: Akrotiri and sea kayaking

DAY O7: Departures

the itinerary

this is gonna be fun. Trust me.

Often referred to as the cradle of Western civilization, Athens has been continually occupied by people for the last 7,000 years. You pretty much can’t move without bumping into an ancient ruin or building. On the first day of the trip, you’ll make your way to our hotel. In the afternoon, we’ll go for a walk around Plaka, the oldest neighborhood of Athens, and have our first dinner together in a traditional restaurant. Of course, Greek cuisine will play a starring role on our trip!

No matter how many images you have seen, nothing can prepare you for seeing the Acropolis in person. Alongside our private guide, we’ll explore the archeological site as well as the fascinating and award-winning museum. In the afternoon, we’ll get on a ferry to get our first taste of the Greek islands: Naxos. On the ferry, the group will get to know each other a bit better through guided discussions and one-on-one sessions with me. Naxos will finally greet us with a view of a marble gateway: all that remains of an ancient temple to Apollo. This is just the beginning of our adventure here.

The island is home to the highest mountain in the Cyclades: Mount Zeus. The mountain 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 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, Apiranthos, which seems to grow right out of the mountains. In the afternoon, we’ll take a swim in the gorgeous sandy beach in front of our hotel. Swimming in the Aegean sea after a hike is the perfect refresher!

Naxos has been good to us, but today we head onward to Santorini. Our morning ferry is the perfect time to reflect on the first half of the trip. Once we arrive on Santorini, we drop off our bags and head for one of the best views of our whole trip, found along a hike from Fira to Oia. With breathtaking views and stunning vistas at every turn along Thira’s dramatic landscape, the trail is guaranteed to be one of the prettiest you have ever hiked. After dinner and ice cream in town, we head back to our hotel for our evening discussion.

In the morning we will head to Akrotiri, Santorini’s principal archaeological wonder: a town preserved under layers of lava. After learning a bit about the history of the island, we’ll get in the water on sea kayaks for a unique view of Santorini’s cliffs and beaches. In the afternoon we will have time to stroll in Fira town before our farewell dinner at one of our most favorite restaurants yet.

After a morning swim or stroll, we’ll start our individual journeys onward after sharing the past week with each other. Of course… we’ll all keep in touch. Hopefully, this is just the first adventure of many!

This Just In:

“This trip is about more than just experiencing the beautiful country.”

jordyn got more than she expected

“If you go, expect an experience unlike any other.”

Erin and Dimitris are the absolute best. They will make you feel so comfortable about everything. It sounds kind of scary to just be going on a trip with some girl from Instagram, but trust me, it’s the best. Erin is exactly how you would expect her to be, just a little taller. If you go, expect an experience unlike any other. Expect to not be able to accurately describe what happened between you and your new family, and expect to be more blown away by the views.

ARi got more than she expected

“There is always something we can learn from one another.”

I loved seeing everyone’s personalities come together to create so many beautiful moments. I was reminded that people have a much greater potential of connecting when we ask each other meaningful questions and keep an open mind. Some other takeaways… Take risks! Even when it’s scary and the path ahead is uncertain. Continue staying open to everyone’s beliefs, views and ideas because there is always something we can learn from one another.

Paulina created so many beautiful moments

There is no way to describe this experience in words—if you are drawn to this trip, GO. I do not typically partake in organized group trips (especially with complete strangers!), but I could never have experienced Greece in such a full and authentic way if I had gone on my own.  This trip is about more than just experiencing the beautiful country that Greece is—it is intimately interacting with the culture and people and history of the place together with a group of strangers that will become family.

meet your tour guides!

Erin & Dimitris 

Erin Sullivan is an adventure guide turned blogger and photographer. After spending her early 20’s as a wilderness and adventure travel guide worldwide, Erin turned her experiences into a blog with the goal of helping people to find adventure in their own lives. Erin connects with thousands of people online every day through her writing and photography, centered around travel, the outdoors, and living with purpose. Erin has 10 years of experience leading and facilitating adventure programming worldwide, and is thrilled to invite you on a journey of exploration, growth, and self-discovery.


This is 

Having already been to more than forty countries with his backpack, traveling is a way of life for Dimitris, and although he studied to be an engineer, he decided that sharing his passion with others is much more vital. Interacting with people has always been his inspiration. He loves the outdoors, especially rock climbing and hiking, and when he is not guiding, he is probably off somewhere on his bike. Dimitris has over 12 years of guiding experience, leading trips for the largest companies in the world including National Geographic and REI. Dimitris was honored with the REI Top Guide Award in 2013 for his unique and adventurous guiding style. Establishing his own adventure travel company TripIn Adventures was simply the next step, because showing people Greece off the beaten track, is after all, his dream job.


This is Dimitris

How do i know that this trip is for me?

Wait, so is this a photography workshop or not?

Can i bring a friend?

what is the age group?

What is the accommodation like?

what's the food like?

what are the hikes like?

i am nervous to come alone!

This trip is for you if you are curious about adventure travel. This trip is for you if you hear life calling you to do something a little outside your comfort zone. This trip is for you if you are ready to make new friends in a beautiful place and take an opportunity to be seen. This trip is for you if you'd love to experience Greece, and would enjoy a curated experience, crafted by adventure-minded experts. If this feels like a big "YES" for you, I'd encourage you to get in touch. We can’t wait to meet you.

Bring your camera for sure–– there are amazing opportunities for photography on this trip! But this is NOT a formal photography workshop. I talk a bit about photography and social media, but that isn’t the sole focus on this trip. Our main focus is on small group adventure and personal growth on this trip. Of course, if you have photography questions or want feedback on your work, you can always let me know when we’re on the trip!

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.

All accommodation and pricing is based on double occupancy in mid-range hotels. Hotels on this trip are generally family owned and located a bit outside of the hustle-bustle. If you would like to have your own room for an additional cost, please let us know at the time of booking.

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. Vegetarians– we can accommodate you.

Hikes are moderately challenging on mountainous terrain, ranging from 4-8 miles in a day, some with significant elevation gain. If you do not hike regularly at home, we recommend training for this trip by doing some kind of cardiovascular activity a few days a week at a minimum. Hiking a few days a week to prepare for the trip is recommended. Those with injuries or other health concerns should consult their doctor.

This trip is built for a solo traveler. Agree to come with an open mind and open heart, and we hope you'll find surprise and delight in your experience.

All are welcome, but most people who come are in their 20’s and 30’s. We welcome a diverse range of participants with varying backgrounds.

asked questions

A non-refundable* $1,000 deposit is due at the time of registration. We can sometimes hold spots for a few days after you’ve been sent an offer, but the deposit is the only thing that officially secures your spot! Full trip cost is due 60 days before the trip start date. Cancellation timeline is as follows:

Cancellation Policy

Cancel more than 60 days before the start of the trip: full refund except $1,000 deposit

Cancel less than 60 days before the start of the trip: no refund unless we can fill your spot, then full refund except $1,000 deposit

If you need to cancel but would like to come on a different trip in the same calendar year, we are happy to apply your deposit to another trip.

*Let's talk COVID real quick

Dimitris and I are reeeeally hoping to run this trip in 2022, after not being able to due to COVID in 2020 & 2021. But obviously, we need to keep an eye on things. Previously our decisions to cancel were due to travel restrictions, CDC advisories, and safety concerns. If we need to cancel or postpone this trip due to COVID, you will have the option to get a full refund (including your deposit), or put the $$ toward a future trip.

We know how badly you miss travel– we do too! But of course, we have to wait to do it until it is truly safe and we are able to provide you with the best experience.

All that said, we *hope* to see you all in Greece soon. 

Ok... where were we?

“This trip can change your life!”

Gian had the time of his life

Best guides ever and an incredible group!! places, treks, food and all other activities – everything amazing :) this trip can change your life!

I want that →

apply now

Sound like this trip is for you? Fill out the application below.
We are currently full, but still have a few spots on our waitlist.


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