Begin as you mean to go on with a welcome glass of sparkling wine while you meet your crew and fellow passengers. Evening sail to Spetses, and dinner is served with wines from the Ionian Sea. Overnight at Spetses.

After a morning arrival in Nafplio, visit the ancient site of Mycenae. Then on to Nemea, the leading red wine appellation in Southern Greece—to visit the pioneering, top-quality estate, Gaia. Your next visit is also your lunch stop at Semeli, where you can taste their range of fine wines from Nemea and Mantineia. Enjoy some free time in Nafplio, one of the most attractive towns in mainland Greece, before you sail south along the coast of Arcadia, letting the anchor down for a swim stop as soon as possible. Dinner on board, paired with select wines from the Peloponnese.

Monemvasia’s wealth came from its Malvasia (also known as Malmsey), so it’s safe to say wine meant a lot to the medieval town. Visit the vineyards with Monemvasia Winery, which is reestablishing the island's wine fame. Lunch ashore with free time in the afternoon; exploration of the old town and taking a dip in the cooling waters are recommended. Tonight’s dinner is on board, where you welcome the Tsimbidis family of Monemvasia Winery to dine with you.

This beautiful, out-of-the-way island was a major wine producer. Two interesting estates are leading a revival here, using the island's rare indigenous grape varieties. Serifos promises to be the next big thing in the Cyclades after Santorini and Tinos. Free time in the morning to explore the island or go for a swim. After lunch, visit the Chrysoloras Winery in the northern part of the island. In the afternoon, return to your boat for dinner. Late-night departure to Santorini.

Santorini is rightfully known as one of the top spots for white wine in Greece and has local grape varieties of extraordinary quality. Visit the top winery, Argyros, with century-old vines. Setting sail in the afternoon, enjoy wines from the Santorini grapes as you cruise through the Cyclades to the Eastern Aegean islands.

This morning, moor in the sleepy fishing village of Ormos before heading inland to visit the inspiring Vakakis winery. Then on to Platanos, with its steep vineyard terraces seeded with white muscat. Over an idyllic lunch, taste a range of Samian wines. Your afternoon sail takes you to the Fourni Isles, rarely visited by tourists and an ideal spot for swimming thanks to its largely untouched beaches. Dinner tonight is paired with wines from Chios and Ikaria, both prized wines in ancient times.

Tinos is a holy island, said to be home to more than 700 churches. It’s also another wine hotspot, known for its Assyrtiko grape, which has extraordinary quality when grown in soils rich with volcanic ash, such as those on Tinos. In the morning, visit the emerging star winery, Volacus, before you set sail and moor near Andros for lunch, swimming, and a tasting of Greek wines from international grape varieties. In the afternoon, make a short sail across to Karystos on Evvia Island.

Breakfast and disembarkation. For those not arranging their own onward transport this morning, the team offers an optional tour of Athens, including a wine tasting and lunch at Kokotos Estate, followed by a transfer to Athens Airport.