WANDERLAND JOURNEYS · WINE RETREAT
A WINE JOURNEY THROUGH GREECE.
LADIES ONLY.
An 11-night retreat through Santorini, Crete & Athens · September 21, 2026 – October 2, 2026
11
NIGHTS
8
WOMEN
3
DESTINATIONS
1
LOCAL HOSTESS
THE JOURNEY
“Greece has always been about the table. The wine poured without asking. The meal that outlasts the sunset. The conversation that changes something.
Three of Greece’s most iconic destinations; Athens, Santorini and Crete, experienced through their delicacies, their wine, their ancient stories, and the moments most travelers never slow down enough to find.”
Maria Theodosopoulou
Founder & Travel Designer
SEEKING WANDERLAND DMC
This women-only wine travel experience in Greece combines boutique stays, curated tastings, and immersive cultural moments across some of the country’s most iconic destinations.
11
NIGHTS
8
WOMEN
3
DESTINATIONS
€5750
FROM
THE DESTINATIONS
SANTORINI - CYCLADES
Santorini is Greece’s most iconic destination, where dramatic volcanic landscapes, whitewashed villages, and endless Aegean views create an atmosphere of effortless romance and refined indulgence. On this journey, Santorini becomes a celebration of elevated island living, immersive wine culture, and unforgettable shared moments.
Renowned for its distinctive volcanic terroir and world-class indigenous varieties, Santorini offers one of the most unique wine experiences in the Mediterranean.
We will explore the island’s celebrated wineries through curated tastings, cellar visits, and panoramic vineyard experiences overlooking the caldera, discovering the depth and character behind its exceptional wines.
Beyond the vineyards, the island invites slower pleasures: sun-soaked mornings at stylish beach clubs, long seaside lunches, elegant dinners in charming villages, and sunset moments that feel almost cinematic.
From philosophical wine experiences and boutique tastings to private cruises cross the caldera, every detail is designed to capture the island’s signature blend of beauty, sophistication, and sensory indulgence.
Santorini is where the journey softens into island rhythm, sun-drenched, luxurious, and deeply atmospheric, offering the perfect continuation of this unforgettable wine escape through Greece.
CRETE
Crete is Greece’s most expansive and diverse island, where ancient history, rugged landscapes, and a deeply rooted culture create an atmosphere of authenticity and quiet sophistication.
On this journey, Crete becomes a celebration of heritage, natural beauty, and immersive wine experiences, offering a more grounded and richly layered expression of island life.
Renowned for its evolving wine scene and distinctive indigenous grape varieties, Crete offers one of the most exciting and emerging wine experiences in Greece.
Beyond the vineyards, Crete invites a deeper kind of exploration: from ancient sites such as Knossos that connect you to one of Europe’s earliest civilizations, to mountain plateaus, coastal landscapes, and traditional villages where life unfolds at its own pace.
Experiences here are not rushed, but lived through long, leisurely meals, local flavors, and genuine moments of connection.
From cultural discoveries and scenic explorations to relaxed seaside moments and thoughtfully designed experiences, every element is curated to reflect the island’s depth, character, and understated elegance.
Crete is where the journey deepens, more authentic, immersive, and richly textured, offering a powerful and memorable continuation of this wine experience through Greece.
ATHENS
Athens is a multi-faceted city where ancient history, modern elegance, and Mediterranean glamour come together in perfect harmony.
While not a wine region itself, the Greek capital serves as the ideal gateway to some of the mainland’s most celebrated vineyards, offering the perfect balance of cultural discovery, indulgence, and refined city living before the journey continues deeper into Greece’s wine country.
Here, guests will be welcomed with warm hospitality, immersed in the city’s most iconic and stylish experiences. From sunset dinners along the Athenian Riviera and glamorous optional nights out by the sea, to curated explorations through the historic heart of Athens, every moment is designed to blend culture with pleasure & creativity.
Wander through the ancient wonders of the Acropolis and Ancient Agora, sip a traditional freddo coffee like a local, enjoy authentic souvlaki and sweet loukoumades in the city’s lively center, and stroll through the charming streets of Monastiraki and Ermou for boutique shopping, jewelry discovery, and artisanal treasures. Elegant evenings unfold beneath the Acropolis with atmospheric dinners, cocktails, and breathtaking city views.
Beyond the capital, Athens also offers seamless access to renowned wine regions of Greece, where guests will venture into the vineyards for private tastings and cellar experiences among some of Greece’s most respected wineries.
Athens is more than a stopover, it is the spirited, glamorous opening chapter of this journey, where timeless heritage, feminine energy, indulgent flavors, and unforgettable wine experiences set the tone for all that follows.
THE EXPERIENCE
This journey is a refined exploration of Greece through wine, culture, and atmosphere; designed for women who seek depth, beauty, and meaningful experiences.
It unfolds across three distinct destinations, each offering a different expression of the country. From the vibrant energy of Athens to the volcanic elegance of Santorini and the rich authenticity of Crete, the experience moves seamlessly between discovery and indulgence.
Wine becomes the thread that connects it all, not as a standalone activity, but as a way to understand each place more deeply.
This is not about seeing more.
It is about experiencing better.
ITINERARY OUTLINE
21st of September 2026 – 2nd of october 2026
12 days | 11 nights
Day 1 – 5 | SANTORINI | KAPARI NATURAL RESORT
Day 5 – 9 | CRETE | DAIOS COVE
Day 9 – 12 | ATHENS | MONA ATHENS
DAY 12 | DEPARTURE
THE ITINERARY
DAY BY DAY
1
Arrival & First Impressions · Santorini
A warm welcome and seamless arrival set the tone for the journey ahead. The day unfolds gently, allowing time to settle in, take in your surroundings, and ease into the rhythm of the island. As evening falls, a relaxed welcome dinner brings the group together in an atmosphere that feels both intimate and effortless.
Welcome gifts
Welcome dinner
2
Wine, Views & First Discoveries
The day begins slowly before transitioning into a series of curated wine experiences. Through immersive tastings and thoughtfully selected settings, you are introduced to the character of the region. Moments of exploration are balanced with time to pause, take in the views, and absorb the atmosphere.
Canava visit
Old winery visit
Selected wineries visit
Curated wine tasting experiences
Light winery lunch
+Night out
3
Sea, Sun & Slow Living
A softer, more relaxed day centered around the coast. Time by the sea, long lunches, and unhurried moments define the experience. As the day transitions into evening, a more refined and sensory experience unfolds, followed by a beautifully set dinner in a tranquil setting.
Refined wine sensory experience
Dinner at a 400-year old winery
+Beach club morning +Lunch at the beach
4
Sunset at Sea
A highlight of the journey. The afternoon leads into an unforgettable experience on the water, where the landscape reveals itself from a different perspective. As the sun sets, the atmosphere becomes both cinematic and serene, creating one of the most memorable moments of the trip.
Sunset catamaran cruise
On board dinner
5
Transition & Arrival into a New Rhythm
The journey continues with a seamless transition to a new destination. Upon arrival, the pace softens, offering time to rest, reset, and ease into a more grounded and authentic environment. The evening remains calm, allowing space to unwind.
Ferry to Crete
Dinner at hotel (HB)
6
Optional Exploration & Adventure
A flexible day designed around choice. Whether you prefer to explore more deeply through a curated experience or simply enjoy the surroundings at your own pace, the day allows for a more personal rhythm.
Personalised recommendations for your free day
+Jeep Safari Experience in Lasithi: Unique natural landscapes, Olive oil tasting or Pottery workshop, Beautiful Monasteries & Cultural highlights
7
Culture, Heritage & Wine
A day that blends history with gastronomy. Cultural exploration is paired with a relaxed wine experience in a natural setting, creating a balance between discovery and enjoyment. The atmosphere remains unhurried and immersive.
Knossos archaeological site guided visit
Private wine tasting and vineyard tour
Pin-nic lunch at the vineyard
8
Coastal Escape & Refined Exploration
A day shaped around the sea, combining exploration with moments of relaxation. The experience feels both elevated and effortless, offering a different perspective of the destination through curated, scenic moments.
Private speed boat cruise Lunch on board
9
Return & Shift in Energy
A transition back to a more vibrant setting. The day unfolds with a renewed energy, introducing a different rhythm that contrasts beautifully with the previous days.
Flight to Athens
Late night dinner at the seafront in the Riviera
+Night out
10
Culture, Flavors & City Rhythm
An immersive day exploring the essence of the city through its history, flavors, and everyday life. From iconic landmarks to local tastes and vibrant streets, the experience captures both depth and spontaneity.
Freddo espresso like a Greek
Acropolis archaeological site guided visit
Ancient Agora of Athens visit guided visit
Souvlaki lunch & local dessert
Bids shopping session & retail tour
Acropolis view dinner
+National Garden visit
11
Wine & Slow Moments
A final wine-focused experience brings the journey full circle. The day is designed to feel relaxed and reflective, allowing you to enjoy the moment without structure or urgency.
Nemea wine region full day trip
Selected winery visits | Wine tastings | Vineyard tours
Lunch in Nemea region
12
Departure Day
A smooth and effortless departure, carrying with you a collection of moments that feel both meaningful and lasting.
Departure Transfer Fairwell Gifts
From €5750
per person · International flights not included
spots remaining
6 out of 8 left
- 11 nights in luxury boutique accommodation
- 11 breakfasts · 9 dinners · 5 lunches
- Curated experiences accross all destinations
- Local insider hostess
- A curated selection of personalized welcome and farewell gifts
- All logistics handled by us
- Concierge service & Local Curated Address Book
WHAT'S INCLUDED
Everything handled. Nothing overlooked.
Included
✦ 11 Nights High-end Accommodation with Breakfast
✦ All land transfers | Ferry tickets | Flight tickets to Athens
✦ Welcome & Farewell Curated Gifts
✦ 9 Dinners · 5 Lunches as listed
✦ All Listed Experiences
✦ Local Insider Hostess throughout
✦ Concierge Service | Local Assistance
✦ Curated Address Books per Destination
✦ Basic Travel Insurance in Destination
✦ Taxes
Not Included
✦ International flights
✦ Optional add-ons
✦ Drinks unless otherwise stated
✦ Personal expenses
✦ Climate Resilience Tax
Good to Know
✦ All transfers included in the itinerary are arranged on a private basis for the whole group
✦ All fitness levels welcome
✦ Solo travelers very welcome
✦ Relaxed hen parties | Birthdays | Celebrations Welcome
✦ Max 8 participants — No exceptions
A MESSAGE FROM THE TEAM
Every place we take you, we have been ourselves. Every restaurant, every hotel, every hidden path! Experienced, vetted, and loved before it ever becomes part of a journey.
– SEEKING WANDERLAND DMC
WHO IS THIS FOR
You will feel at home here if...
You Travel Well
You’ve moved beyond the checklist. You’re drawn to experiences that feel intentional, refined, and deeply considered.
You Value Depth
You don’t rush from place to place. You prefer to slow down, immerse, and truly connect with where you are.
You Seek Ease
Every detail is thoughtfully arranged. You simply arrive, settle in, and experience the journey as it unfolds.
You are drawn to travel that feels both elevated and meaningful.
Experiences shaped around gastronomy, wine, and atmosphere; not just where you go, but how it all comes together.
You appreciate iconic destinations, but prefer to experience them in a more considered way. Through intimate settings, curated moments, and a pace that allows you to truly take it in.
You value both independence and connection.
Moments shared over a beautifully set table, balanced with space to enjoy a place in your own way.
This is a space where conversations flow naturally, where experiences are shared without effort, and where the journey feels both personal and collective.
You might be joining as a solo traveler seeking like-minded company, as part of a small group of friends, or simply to experience something more refined, more immersive, and more memorable.
This is a space where:
✦ Strangers become travel companions
✦ Conversations flow naturally, never forced
✦ There is room for both connection and personal time
You might be:
✦ A solo traveler seeking like-minded company
✦ Part of a small group of friends
✦ Planning a refined, relaxed celebration
Details:
✦ Group size: maximum 8 women
✦ Style: boutique, curated, unhurried
✦ Energy: warm, open, effortless
MEET YOUR HOSTESS
Hi, I’m Maria!
I’ve always been drawn to movement, discovering places slowly, through their landscapes, people, and of course, food.
I grew up in the Athenian Riviera, mostly at the back seat of a car (or plane) somewhere between Athens and the next destination, or on ferries crossing to yet another island. Travel, for me, was never occasional, it was a way of living, a way of understanding the world.
Greece was my first classroom. Its mainland roads, island mornings, and long, generous tables shaped how I experience a place; not as a visitor, but from within.
Over the years, I’ve worked across hospitality & travel in Athens and the islands, spent time living and working in Kefalonia, experiencing the rhythm of island life from the inside. It’s this perspective that allows me to design journeys that feel effortless, but are deeply considered.
I’m naturally curious, drawn to nature, meaningful conversations, beautiful settings, and the kind of meals that turn into memories. When I’m not designing journeys, you’ll find me most likely travelling, cooking and eating of course, reading, journaling, travel writing, or unwinding with something unexpectedly light – Yes, even binge watching The Traitors!!
I design experiences the way I travel myself: Thoughtfully curated, off the beaten path even in the most famous destinations, never rushed, and always centred around connection, atmosphere, and a sense of ease.
When you travel with Seeking Wanderland DMC, you’re not simply following an itinerary. You’re stepping into a journey that has been lived, refined, and created to be shared.
Created with intention, to be experienced, felt, and remembered!
IN OUR WANDERERS WORDS
FREQUENTLY ASKED
Because this is not simply a Greek escape, it is a thoughtfully curated wine and lifestyle experience designed for women who appreciate depth, atmosphere, and beautifully considered travel.
This journey brings together some of Greece’s most distinctive settings, where wine, gastronomy, and culture naturally intertwine. From vineyard tastings and long, sunlit lunches to coastal moments and refined evenings, each experience is chosen for how it feels; not just how it looks.
You will explore iconic destinations, but in a more intentional way. Through smaller, more personal experiences that reveal the character of each place beyond the surface.
At the same time, everything flows effortlessly. Every detail is taken care of, allowing you to fully immerse yourself to taste, to connect, and to experience without distraction.
It is a journey shaped by balance:
between indulgence and simplicity,
connection and personal space,
discovery and ease.
And long after it ends, what stays with you is not just where you went — but how it all felt.
Indicative “From” price: Per person in euros, Based on double occupancy with Bed & Breakfast. This 11-night journey includes 4 Nights in a luxurious Boutique Hotel in Santorini, 4 nights in a refined luxury Hotel in Crete, Lasithi area & 3 nights in a Boutique Luxury Hotel in Athens. The price covers – All indicative meals (9 dinners • 5 lunches), all land transfers, ferry crossing to Crete & flight between Crete and Athens, curated, exclusive experiences (add-ons not included), thoughtfully designed Welcome and Farewell gifts, on-site Concierge and a dedicated local Hostess, applicable taxes (environmental resilience tax not included, approx. €15 per room per night – paid at each hotel).
Santorini is one of the most iconic and famous islands in Greece. There are flights to Santorini Airport (JTR) from most major cities, as well as from Athens International Airport (ATH). We can assist with recommendations on request. Send us an email at info@seekingwanderland.com, fill our contact form or What’s app us and we’ll come back to you asap!
Absolutely! In fact, many of our guests join solo. The small group format makes it easy to connect naturally and form meaningful bonds.
Not at all. This journey is designed for wine enthusiasts of all levels. Whether you’re already knowledgeable or simply curious to explore; you’re welcome!
The experiences are relaxed, accessible, and thoughtfully guided, allowing you to enjoy and understand wine in a natural and engaging way, without any pressure or prior expertise.
Each gift is carefully curated to reflect the spirit of this retreat: Thoughtful, indulgent, and uniquely Greek. From the moment you arrive, you’ll find little treasures that delight the senses, spark curiosity, and make you feel truly pampered. Expect a blend of practical touches, luxurious treats, and small surprises that embody the journey’s vibe. A personal welcome into our world of connection, exploration, and ease. By the end of the week, your farewell gift will leave a lasting impression, something to remember the laughter, the shared moments, and the magic of the experiences you’ve had together.
You send us a message through the contact form of the trip, What’s app us or email us. We let you know of all the details, remaining availability and rooming options. To secure your place, a deposit is required at the time of the booking. Once received, your spot is confirmed and we’ll provide all the further necessary pre-trip details.
We accept all major credit and debit cards, bank transfers, Klarna, Afterpay / Clearpay, Affirm, and Zip. For Latin America, Meses sin intereses is also available.
Cancellation terms follow the specific conditions selected at the time of the booking. We offer a range of options to suit different preferences:
Non-Refundable Option: Most strict, full payment upfront; no refunds in case of cancellation.
Installment Option: Flexible, with a non- ref deposit securing accommodations and logistical bookings; remaining balance due by a specified date.
Please note: A fully refundable option is not available for this journey due to the proximity of the trip’s dates.
Greece has a version most people never see.
This is your invitation to it!
Wander With Us
Not sure which journey is right for you? Send us a message.
