skiathos, greece
september 5 - 11, 2026
TRIP INFO
the big picture:
DATES: September 5–11, 2026
LOCATION: Skiathos, Greece
THE EXPERIENCE: reflection, ocean swimming, writing, yoga, community
INCLUDED: all on-site meals & programming + shared rooms
about skiathos
After extensive research, we’ve selected a gorgeous villa on Skiathos Island — a serene Aegean destination with pristine beaches and blue-water views.
Skiathos is easily reached with a short connecting flight from Athens (under 1 hour). Guests can choose to extend their stay in Athens before or after the retreat.
Whether it’s your first trip to Greece or your umpteenth, this special place sets the tone for connection, reflection, and fun.
accommodations:
Villa Azalea
Nestled on the sun-drenched island of Skiathos, our home for the week is the stunning private villa Azalea — a place designed for both deep rest and joyful gathering.
With unobstructed 180° views of the Aegean Sea, lush Mediterranean gardens, and multiple indoor and outdoor living spaces, Villa Azalea invites you to slow down, breathe deeply, and feel held by the landscape around you. This is not just where we’ll sleep — it’s where much of the magic of the retreat will unfold.
Highlights of the villa include:
Panoramic sea views from terraces and living spaces
A pool with a bar terrace overlooking the water
Direct access to sandy coves and nearby beaches
A private gazebo for sunrise journaling or sunset gatherings
Lush gardens and shaded outdoor lounges
Easy walking distance to nearby tavernas and seaside spots
shared rooms & shared spaces
Villa Azalea offers six thoughtfully designed bedrooms and generous shared spaces that balance privacy with connection.
Shared rooms are cozy, light-filled, and designed for restful sleep
Common areas include multiple lounges, terraces, and gathering spaces for conversation, reflection, and laughter
Whether you retreat into a quiet corner with a book or gather with others by the pool at golden hour, the villa offers space for every rhythm of the day.
the atmosphere:
Wake to sea light filtering through open windows.
Move through your day with bare feet on warm stone.
Let sunsets become your evening punctuation mark.
The design of Villa Azalea creates a natural flow between inside and outside — making it easy to feel connected to nature, to yourself, and to the people you’re sharing this experience with. It’s a space that encourages both softness and aliveness, stillness and play.
retreat flow:
Arrival & Check-In
Our retreat officially begins after lunch on Saturday, September 5.
Gabrey & Charlotte will check into the villa on September 4th at 4:00 PM. You are invited to join them at any time after that.
We recommend arriving on Skiathos no later than the morning of the 5th so you can settle in, exhale, and ease into the rhythm of the retreat.
Because flights and arrival times vary, we’ll support you with arrival and departure coordination as the retreat approaches. We’ll help with logistics and share clear guidance around:
Airport transfers
Excursions and local recommendations
Extending your stay before or after the retreat
Our intention is for you to feel well-supported in the travel details so you can arrive with ease and focus on settling into the retreat experience.
Departure & Closing
Our retreat will officially end after lunch on Thursday, September 10.
Gabrey & Charlotte will be checking out on Friday, September 11, after breakfast, by 10:00 AM. You are welcome to stay an extra night if you desire, or you can depart on Thursday.
If you’d like to continue your journey elsewhere in Greece after the retreat, we’re happy to share suggestions for your onward planning.
pricing
Retreat Investment
The total investment for the Wide Open Retreat in Skiathos is:
$4,500 per person
(Shared room)
This includes your accommodations, all retreat programming, on-site meals, and our pre- and post-retreat online gatherings.
Deposit & Payment Schedule
To reserve your spot, a $1,500 deposit is due at the time of registration.
Your remaining balance of $3,000 is due no later than June 5, 2026.
Your spot is confirmed once your deposit is received.
The remaining balance must be paid in full by June 5, 2026.
Our team will email you a payment link for the remaining balance approximately 30 days prior to the due date.
We’ll provide clear reminders and support around payment timing so this process feels easeful and well-communicated.
A Note on Availability
Spots are limited to preserve the intimacy of the retreat experience. Once capacity is reached, registration will close.
what’s included:
Included in Your Retreat Experience
6 nights of accommodations at our private villa in Skiathos
All retreat programming throughout our time together
Daily breakfast and lunch prepared at the villa
Most dinners at home, with one or two evenings exploring local tavernas
Pre-retreat connection through two online group gatherings
Post-retreat integration with one online closing session
Coordination and support before and throughout the retreat
A thoughtfully curated group experience designed for reflection, connection, movement, and rest
Our intention is that once you arrive, you don’t have to think about logistics — you can simply drop into the rhythm of the retreat and be held by the experience.
What’s Not Included
The following are not included in the retreat investment:
International and domestic flights
Travel insurance
Transportation to and from the retreat location
Additional excursions or activities you may choose to add on
Personal purchases or incidentals
travel planning:
Getting to Skiathos
Skiathos is easily reached via a short connecting flight from Athens (ATH). Most guests will fly into Athens and then take a domestic flight to Skiathos (JSI), which is under one hour with multiple flights available each day.
We’ll share recommended arrival windows, suggested flights, and guidance on transfers as the retreat approaches to help make your travel experience as smooth as possible.
Arrival Timing
We recommend planning your travel so that you arrive in Skiathos no later than the afternoon of September 5, in time for villa check-in and our opening gathering. If your schedule allows, arriving a day early can offer a gentler transition into retreat mode.
Passports & Entry Requirements
Please ensure your passport is valid for at least six months beyond your travel dates. Entry requirements can change, so we encourage you to check current guidance for Greece as your travel date approaches.
Travel Insurance & Peace of Mind
We strongly recommend purchasing travel insurance to protect your investment. Travel Guard and Trawick International are two providers you may want to explore. We encourage you to review policy details carefully to ensure the coverage meets your individual needs.
Travel insurance offers peace of mind should plans change unexpectedly.
how to register:
Are you ready to swim in Skiathos, Greece?
Registration for the Wide Open Retreat is now officially open!