Daily Itinerary
pre-trip
Intentions + Introductions
August 2026
About 3–4 weeks before departure, we’ll hop on a virtual Collective Connection Call—a first taste of the magic ahead. You’ll meet your fellow travelers, get cozy with your Collective Compass (our transformational travel journal), and set soulful intentions for your journey. This isn’t a boring info dump—it’s where we start to soften, release, and remember who we really are.
Your journey starts before your suitcase is even zipped. Transformation doesn't wait for takeoff.
day 1
Arrival + Acropolis Vibes
saturday, september 26
Touch down in timeless Athens—where ancient ruins meet rooftop cocktails (or mocktails). A private driver will be waiting at the airport to whisk you straight to our boutique hotel—no stress, no guesswork, just a smooth start to your adventure.
After settling in, we’ll gather for a welcome dinner overlooking the Acropolis. Expect clinking glasses, vibrant Greek flavors, and easy laughter under the night sky.
Tonight’s our first Collective Compass circle—a grounding moment to set intentions for the journey ahead, together.
Stay: Athens Fresh Hotel (or similar)
day 2
Taste + Time Travel
sunday, september 27
Today’s about uncovering the soul of Athens—through its flavors, myths, and postcard-perfect views.
We’ll kick things off with a privately guided Flavors of Athens Experience, where you’ll snack your way through Greek favorites like koulouri, souvlaki, local cheeses, and rich coffee.
In the afternoon, history takes the stage. On our Myths + Monuments Walk, we’ll explore ancient wonders like the Parthenon and the Theater of Dionysus, brought to life by a guide who knows their gods from their gorgons. You’ll leave with stories that stick.
We’ll wind down in Plaka, Athens’ most picturesque neighborhood, perfect for a relaxed stroll through cobblestone streets and bougainvillea-covered shops. Today’s all about uncovering the soul of Athens—through its flavors, myths, and iconic views.
Stay: Athens Fresh Hotel (or similar)
day 3
monday, september 28
Cruise + Cyclades
Today we trade the mainland for island magic. Hop on a ferry and sail the Aegean to Paros, where golden beaches, whitewashed alleys, and Cycladic charm await.
Once we check in, the afternoon is yours to explore Naoussa, a postcard-perfect fishing village with bougainvillea, sea views, and taverna-lined paths that beg for a slow wander.
Whether you’re craving a dip in turquoise waters, a chilled glass of wine, or time with your journal by the sea—Paros makes it easy to slip into island time.
stay: Saint Andrea seaside resort (or similar)
day 4
Fields + Flavors
tuesday, september 29
Today’s about slow living, sunshine, and flavors that taste like they were made just for us—because they kind of were.
We’ll head to a local organic farm just outside Naoussa, where we’ll meet the owners, hear their stories, and taste the land’s bounty—grapes, capers, creamy cheeses, and olive oil so smooth it should be illegal.
After a breezy farm-to-table lunch, we’ll return to Paros with the afternoon wide open. Whether you're craving a quiet coffee, a seaside stroll, or a boutique browse, you’ll have the rest of the day to explore at your own pace.
Your Destination Guide is full of our favorite local gems—perfect for discovering Paros on your own or with your new crew.
stay: Saint Andrea seaside resort (or similar)
day 5
Villages + Views
wednesday, september 30
One last island hop—this time to Naxos, the largest (and arguably most underrated) gem in the Cyclades. After a ferry ride across the deep blue Aegean, we’ll check in and head out to explore the villages of Naxos—each one a little quirkier and more charming than the last.
Expect pottery in Damalas, citron liqueur in Halki, and a warm welcome in Apeiranthos, where old-world rhythm meets soul-stirring flavor.
Tonight, we’ll raise a glass over a cliffside dinner where the sunset is the main event and conversation flows easy.
stay: Kouros Art Hotel (or similar)
day 6
Today, we trade trails for turquoise as we set sail on a private catamaran cruise. First stop? A secluded beach near Paros—perfect for a dip and a moment to soak in the quiet.
We’ll cruise past the stunning lagoons, where emerald waters meet golden sands, while the crew preps a traditional Greek lunch that hits even better with salty hair and sea views.
With the wind in your hair and the Cyclades at your feet, this is your slow-living, sunshine-soaked moment of bliss.
stay: Kouros Art Hotel (or similar)
Sails + Swims
thursday, october 1
day 7
Our last full day begins with a sunrise beach yoga session—saluting the sea, the sky, and maybe even a few new dreams stirred up this week.
From there, the day is yours. Wander the whitewashed streets of Naxos, climb up to the Venetian Castle, or relax on a beach like Agia Anna or Alyko. Want something cooler? A freddo espresso and sandy toes await.
Tonight, we gather one last time for a special farewell dinner—a joyful, heartfelt toast to the memories made and the women who made them unforgettable.
Stay: Kouros Art Hotel (or similar)
Soulful Sendoff
friday, october 2
All adventures pause eventually… but transformation doesn’t stop here.
After breakfast, we’ll arrange transfers to the Naxos airport or port, depending on your next chapter—heading home or joining our optional Santorini extension (more on that soon!).
No matter where you're off to, we hope you leave feeling a little braver, lighter, and more connected than when you arrived.
We’ll reunite online in a month for our post-trip Collective Compass circle, where we reflect, reconnect, and keep the momentum going—because sometimes, the real journey begins after the bags are unpacked.
Safe travels—see you soon.
Departure Day (but the journey continues)
day 8
saturday, october 3
optional extension
Sunsets + Santorini
Saturday-Monday, october 3-5
For those looking to linger a little longer...
After our time together wraps, you’ll have the option to extend your stay with two unhosted nights in Santorini—at a supplemental cost, with full details coming later this month.
You’ll stay at the centrally located Santorini Palace, giving you easy access to explore the island’s magic on your own or with new friends from the trip. One day includes a daytime boat ride to the caldera, with time to swim, soak in the views, and reflect on all you’ve experienced.
We’ll provide a Santorini Guide with our favorite local restaurants, experiences, and ideas to help you make the most of this dreamy finale—at your own pace.
Stay: Santorini Palace (or similar)
post-trip
We’ll gather again for three post-trip Collective Connection calls—designed to help you reflect, reconnect, and carry the magic forward long after you’re home.
One month after the journey, we’ll come together to share what’s shifted—what’s been stirred, what’s sticking, and what’s surprising.
At the six-month mark, we’ll revisit the goals and intentions you set before the trip and check in on how those seeds are growing.
One year later, we’ll gather one last time to celebrate the ripple effect—what’s changed, what’s unfolded, and what’s next.
Because the friendships you make here? They don’t fade. They deepen.
You’ll leave with more than memories.
You’ll leave with a Collective.