Wake up in paradise: aka Seychelles Beach, Ikaria. Surrounded by craggy rocks, the beach is best accessed by boat (luckily you’ve chosen to cruise with Variety!) Enjoy your first of many swim stops before we sail onwards to Ikaria’s quaint port. Join our optional tour of Hiking in the wildlife, take a dip in thermal spas, or visit an ancient village. You’ll soon realize this is an island like no other! Fun fact: locals here live an average of 10 years longer than elsewhere in Greece. Overnight in Ikaria.

Today we’ll voyage from Ikaria to Patmos to Lipsi. Patmos is home to two UNESCO World Heritage Sites and is often considered divine. As we sail onwards to Lipsi, enjoy lunch al fresco before diving into the glittering sea. We also invite you to join our on board tasting of Lipsi’s famous wine, Aposperiti. This elusive bottle is produced only on the island. You can thank your lucky grapes - and us! - later. Evening at leisure, overnight in Lipsi.

Early morning sail to Kalymnos, but not without a swim stop on our way. Simple, authentic and packed to the shores with hiking routes, Kalymnos is a utopia for modern adventurers. It’s also home to the famous Greek sponge divers. Join us to our optional tour and meet the locals who harvest them, and learn all about the process from reef to market. Enjoy an afternoon at leisure; relax with a coffee, hike one of the famous island trails or - and we recommend this one - visit the stunning Esperidon fjord. Overnight in Kalymnos.

From the Dodacanese to the Cyclades. Destination Amorgos, with a stop at Levitha island. The grand total of people living on Levitha is four. Yes, you read that right. The dedicated family raise animals and run a restaurant for visiting yachts - dine on their freshly-grilled fish. Trust us, you won’t regret it. In the afternoon, we sail onwards to Amorgo where Luc Besson’s movie, Big Blue, was shot. The island will transport you to the past with its authentic, laid-back villages. Evening at leisure in the mediaeval capital, overnight in Amorgos.

It’s the penultimate day, but it’s one to remember. We’ll sail to Serifos and start with a swim at a remote beach. Refuel with a barbecue on board then on to Chora, the island’s castle-village. Sit back at a cafe, indulge in souvenir shopping at the boutique stores, join us at our optional tour to a winery, or show off your creative side at the island’s pottery studio. We’ll enjoy a special dinner this evening: a chance to remember and reminisce about the hidden gems of Greece. Midnight sail back to Athens.

Athens, Greece (8.30-9am) Breakfast, disembarkation, and a chance to swap contact details with your fellow explorers, who we’re sure have become friends. With new islands explored, where to next? Find all our cruise itineraries here, and we hope to sea you on board again soon!

Tinos, renowned for its 700+ churches and spiritual significance, is also gaining acclaim for its exceptional wines. We'll visit Volacus Winery, a rising star in Tinos' wine scene, where vines flourish among striking granite boulders. Savor their standout Assyrtiko and Malagousia wines while soaking in breathtaking island views. Afterward, unwind with a refreshing swim stop in a secluded bay (weather permitting). After dinner and a Greek wine tasting experience onboard, featuring both local gems and international varietals as we set sail for Samos. Overnight at sea.

This morning, we dock in Pythagorion, the historic port named after the legendary mathematician Pythagoras. From here, we venture inland to Vakakis Winery, where age-old traditions blend with modern techniques to craft elegant Samian wines, celebrated for their rich aromas and balance. Lunch awaits in the picturesque village of Platanos, where we’ll pair local wines with fresh, island-inspired flavors in a tranquil setting. Afterward, take time to explore Pythagorion’s charming harbor or unwind by the sea. Tonight’s onboard Greek wine tasting experience showcases the distinctive wines of Chios and Ikaria, islands famed in antiquity for producing some of the Mediterranean’s most coveted wines. Overnight at sea.    

After a refreshing morning swim stop, enjoy a leisurely lunch on board as we arrive at Santorini, one of Greece’s most legendary wine regions. Famed for its crisp, mineral-driven Assyrtiko wines, this volcanic island produces some of the most distinctive wines in the world. Our visit takes us to Argyros Winery, home to century-old vines and award-winning wines that showcase the unique terroir of Santorini’s volcanic soil. Savor a guided wine tasting experience, immersing yourself in the flavors that have made the island’s wines world-famous. Return to the ship for a dinner on board, perfectly paired with Santorini’s finest wines, as we set sail toward Milos. Overnight at sea.

Start your day with a swim stop in Milos’ crystal-clear waters, where diving straight from the yacht into the Aegean’s turquoise seas is simply irresistible. After drying off, take some time to explore this volcanic island, known for its dramatic coastlines and hidden coves.

In the afternoon, we visit Konstantakis Winery, a charming family-run estate where Milos’ unique volcanic terroir shapes elegant, character-filled wines. Enjoy a guided tasting experience, savoring local varieties that embody the island’s rich geological history.

Tonight’s dinner on board will feature a specially curated selection of Cretan wines, presented by your expert wine host, Tim Clarke.

Overnight at sea.

Monemvasia’s legacy is intertwined with Malvasia wine (also known as Malmsey), once one of Europe’s most sought-after wines. Today, this ancient tradition is being revived at Monemvasia Winery Tsimbidi, where we’ll enjoy a guided tasting of their exquisite wines, crafted with passion and historical reverence.

After a delightful lunch ashore, we set sail toward Nafplion, with a refreshing swim stop along the way (weather permitting).

Tonight, savor a gourmet dinner on board, paired with a curated selection of wines from the Peloponnese, a region renowned for its diverse and high-quality varietals.

We arrive in Nafplion after dinner, ready for the next chapter of our Greek wine cruise.Overnight in Nafplion.

This morning, step back in time as we explore Mycenae, one of Greece’s most significant archaeological sites, steeped in myth and history. Next, we head to Nemea, Greece’s premier red wine appellation, to visit the pioneering Gaia Winery, renowned for its masterful expressions of Agiorgitiko, the region’s signature red grape.

Our wine adventure continues at Semeli Winery, where we’ll savor a tasting of Nemea and Mantineia wines, expertly paired with a winemaker’s lunch, showcasing the rich flavors of the Peloponnese.

In the early afternoon, we set sail for Marina Zeas, where tonight’s farewell dinner on board will feature a curated selection of Peloponnesian wines, the perfect toast to an unforgettable Greek wine cruise.

Overnight at sea.

Enjoy a leisurely breakfast on board before disembarking in Athens at 8 AM.

For those extending their journey, we offer an optional Athens tour, blending history, culture, and fine wine. This exclusive experience includes a wine tasting at Kokotos Estate, a boutique winery nestled in the Attica countryside, where elegant Savatiano and Cabernet Sauvignon wines showcase the region’s rich viticultural heritage.

Afterward, savor a delicious lunch, before a comfortable transfer to the city center, where you can continue exploring Athens at your own pace.

* The Optional Excursion on the final day arrives at the center of Athens in time for flights after 6pm *

Santorini calling. We’ll arrive early with plenty of time to explore the capital, Fira, as well as the smaller village of Oia with its blue-domed views over the caldera. This is the place to get those Instagram shots. Optional tour of the archaeological site, Akrotiri. As evening falls, enjoy the world-famous Santorini sunset with sundowners on deck. Tonight, it’s time to show off your dance skills at our Greek Night. Overnight in Santorini. 

Today we’ll sail to Paros, with a quick stop in a beautiful bay on neighboring Antiparos. Yes, you’re welcome to dive in. In Paros, explore both the port city of Parikia, and Naoussa - a quaint, and incredibly photogenic village in the north. In the evening you will have time to enjoy your dinner in a tavern overlooking the sunset. Overnight in Paros. 

Before waving ahoy to Mykonos, we’ll stop for a few hours at sacred Delos. The island is an archaeological site, and a UNESCO World Heritage Site. Join us on a guided tour before we sail to more hedonistic Mykonos. Here, the night is yours. Join the jet-set and vibe at the hottest bars and restaurants. Overnight in Mykonos - in case you don’t want to leave the party early! 

Wake up and refresh with a morning dip in the sea then all aboard for the trip to Syros, the capital of the Cyclades. Here you can relax, rest, and rejuvenate on the beach, or you can take part in our optional tour and explore the town and its unique architecture. Overnight in Syros. 

We begin our journey back to Athens, with a last opportunity to jump into the inviting sea at Kolones Bay, Kythnos. Dry off as we sail towards Cape Sounion to view the Temple of Poseidon from the sundeck. On arrival back at Marina Zea, enjoy a Captain's Farewell Dinner before bedding down for one more night on board. 

Breakfast and disembarkation at 8.30-9am. But this is not goodbye. We’re sure your cabin mates have become friends you’ll stay in touch with. As for us - we hope this is only bye for now, and that we’ll see you on one of our cruises again soon.