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Then board a private sunset catamaran cruise with dinner onboard and take in Milos from the water.
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Sep 17
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Sep 8 - 20, 2027
Deena Schlosser
Mind My travel
deena@mindmytravel.ca
306-550-1688
It sounds a little crazy, and that’s why I love it ☺️ This is the part of the story I really want you to know. Because this trip didn’t start with a spreadsheet, a perfectly mapped out itinerary or a list of things I thought a group should want to...
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Sep 8 – Sep 19
Please note that the total package pricing is per room. The total double occupancy price will include two guests, and single occupancy will be for one guest in a solo room.
Optional
What you see here is just the beginning. As our group comes together, more optional experiences and excursions will be added, and what we add in will be shaped by the people coming with us. I don’t want to fill this trip with a generic list of opt...
September in Athens brings the city’s light into perfect balance: summer’s heat softens, terraces refill after the August lull, and the ancient stones glow in long, honeyed afternoons. Athens is where marble and modern life sit side by side — a pl...
Arrive in Athens, transfer to your hotel and settle in. The adventure begins!
Sep 8 – Sep 10
Discover Athens with a guided city tour and explore the Acropolis, including the Parthenon and other iconic monuments. Then roll up your sleeves for a hands-on Greek cooking class followed by lunch at Klimataria, a historic Athens taverna. Meals: ...
September in Santorini is a time when the island feels intimate and luminous: the high-season crowds have thinned, the sea holds the warmth of August, and the light softens into the honeyed tones that painters chase. Built from volcanic drama, San...
Travel onward to Santorini and settle into island life. Later, visit three renowned Santorini wineries for tastings and an introduction to the island's distinctive volcanic wines.
Sep 10 – Sep 13
Explore the ancient site of Akrotiri, take in panoramic views from Profitis Elias, and wander through the picturesque village of Pyrgos. Then finish the day with an exclusive private sunset picnic overlooking the caldera and volcano. Meals: Breakf...
(You are finally starting to get the unhinged part!) September on Paros feels like a small, sun-warmed secret: the Cycladic whitewashed houses glow softer, the seas are still warm enough for long swims, and the island moves from high-season bustle...
Sep 13 – Sep 16
Discover Paros on a panoramic island tour, followed by a tasting at 56 Isles Microbrewery. Then enjoy a four-course farm-to-table lunch at Tsitsanis Tavern in the traditional village of Prodromos.
A full free day to relax, wander, shop, swim, explore or simply soak up the Paros vibe.
Think of Milos in September as the quieter, more intimate sibling of the busy summer months: the Aegean is still warm, the light is buttery, and the island’s volcanic landscapes feel like they were made for slow discovery. Milos—part of the Cyclad...
Sep 16 – Sep 18
After settling in, enjoy time to discover this extraordinary volcanic island and its colourful fishing villages.
Experience Milos through its food, culture and villages with a multi-stop culinary experience featuring local tastings and a visit to the island's winery.
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Sep 18, 2027
Travel by fast ferry to Naxos for a half-day guided island tour. More info to be provided once the group has filled.
Sep 19 – Sep 20
We'll come together for a farewell dinner hosted by Deena & Warren — the perfect way to celebrate the adventure we've shared.