11 days tailor made from $5,170 pp
From $5,170 pp
Spend seven days island-hopping between two of Greece’s most iconic destinations. This trip strikes the balance between high-energy Mykonos and romantic Santorini — perfect for groups who want both nightlife and natural beauty.
Your group stays in a private villa within walking distance of Mykonos Town’s winding streets and whitewashed buildings. After settling in, head to BAOS for grilled octopus and fresh Greek salads overlooking Little Venice.Spend your days beach-hopping — Psarou for the scene, Agios Sostis for something quieter. In the evenings, watch sunset from the windmills before heading to Jackie O’ Beach Club, where the party goes until sunrise (if your group can keep up).
A private guide takes you beyond the tourist spots: family-run wineries in Ano Mera, the archaeological site at Delos (a 30-minute boat ride), and the best spots for that perfect Cycladic photo.
Ferry over to Santorini and check into your villa in Oia or Imerovigli — both have those famous caldera views you’ve seen on Instagram, but they’re genuinely stunning in person. Book dinner at La Maison for modern Greek cuisine (the fava purée and slow-cooked lamb are standouts). Spend an afternoon visiting three family wineries — Santorini’s volcanic soil produces distinctive Assyrtiko wines you won’t find elsewhere.
Rent ATVs to explore the black sand beaches and hilltop villages at your own pace, then end with a private catamaran cruise along the caldera at sunset. The skipper stops at hot springs and secluded swimming spots away from the crowds.
What’s included: Private villa accommodation, airport transfers, welcome reception, guided Mykonos tour, wine tasting experience, ATV rental, and sunset yacht charter.
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