Wine Tasting Cruise: Explore Greece’s Best Vineyards & Islands

Friday: Departure from Athens (Marina Zeas) – Poros

Your adventure commences in Athens, Marina Zeas, at around 2-3 PM where you will embark on the exquisite Panorama. Start your journey with a complimentary glass of sparkling wine as you connect with your crew and fellow travelers. Once you have settled in, we set sail towards Tinos Island. Delight in your inaugural wine tasting experience aboard, led by a knowledgeable sommelier.

Saturday

Tinos: Sacred Island & Hidden Wine Treasures

The island of Tinos, home to more than 700 churches and a deeply spiritual heritage, is fast becoming one of Greece’s most exciting wine destinations. Our day begins with a visit to Volacus Winery, a rising star in Tinos’ wine scene. Nestled among striking granite boulders, its vineyards thrive in a dramatic landscape unlike anywhere else in the Aegean.

Here, you’ll sample outstanding Assyrtiko and Malagousia wines, admired for their freshness, minerality, and balance. The tasting unfolds against sweeping island views that perfectly complement the flavors in your glass.

Later, unwind with a swim stop in a secluded bay, weather permitting — a serene pause surrounded by Aegean blues.

As evening falls, enjoy dinner on board followed by a Greek wine tasting experience, featuring both local Tinian wines and selected international varietals as we set sail toward Samos.

Overnight at sea.

Sunday

Monemvasia- Kastro-Santorini

Embark on a journey through a medieval dream in Monemvasia — once a pivotal wine trading hub in Europe, renowned for its exquisite Malvasia wines. Explore Tsimbidi Winery, the keepers of the historic Malvasia legacy, and savor rare indigenous varietals that showcase centuries of winemaking tradition. Stroll along the charming cobblestone paths of the Castle (Kastro), delight in leisure dining, and relishing stunning views of the sea. In the afternoon, we set sail towards Santorini with an invigorating swim stop (weather allowing). Dinner served onboard. Overnight at Sea.

Monday

Santorini: The Legendary Volcanic Vineyards

Begin the day with a refreshing morning swim stop before a leisurely onboard lunch as we approach Santorini, Greece’s most iconic wine island.

Santorini’s volcanic soil produces world-famous wines, especially Assyrtiko, known for its crisp, mineral-driven profile. Our visit to Argyros Winery, one of the island’s most prestigious estates, offers a guided tasting of award-winning vintages crafted from century-old vines. Experience the extraordinary terroir that gives Santorini wines their character — a perfect harmony of sea, sun, and volcanic earth.

Return to the ship for a gourmet dinner paired with Santorini’s finest wines, as we sail onward to Milos.

Overnight at sea.

Tuesday: Samos Island

Arrive in the charming harbor of Pythagorion, where ancient history meets Aegean charm. Visit Vakakis Winery, a boutique estate showcasing the expressive character of Samian wines. Continue to the mountain village of Platanos for a leisurely lunch with local varietals. Return to the ship for an afternoon swim or relaxed port exploration. Tonight’s dinner on board features exceptional wines from Chios and Ikaria — islands renowned for winemaking since antiquity. Late evening departure for Naxos. Overnight at sea.

Wednesday: Naxos - Syros Islands

Arrive in Naxos in the morning and start your tour exploring its charming villages, with whitewashed houses, narrow streets, and glimpses of local life and Cycladic tradition. The tour leads to Tranampelos Winery, a family-run estate where you’ll taste the distinctive wines of Naxos, paired with a selection of local delicacies. Learn about the island’s indigenous grape varieties and the winemaking traditions that have been preserved for generations.

Return to the port and enjoy a leisurely lunch on board as we set sail toward Syros.

Arrive in the afternoon at Syros, the cosmopolitan heart of the Cyclades. In the evening, savor an included dinner at a local taverna, where traditional flavors are enhanced by the warmth of the island’s hospitality. After dinner, the night is yours to wander around the elegant town. Overnight at Syros.

Thursday: Syros Island - Marina Zeas

Begin the day with a leisurely walking tour of Syros, exploring its elegant neoclassical architecture, bustling squares, and charming marble streets. Afterwards, visit Ousyra Winery for a final tasting, savoring the island’s signature wines and learning about the unique grape varieties and winemaking traditions of Syros.

Return to the ship for a relaxed lunch on board before setting sail back to Marina Zeas, enjoying the sea breeze the way.

In the evening, gather for a farewell dinner on board, celebrating the journey with delicious food, exceptional wines, and the memories of a week exploring Greece’s islands and vineyards.

Friday: Farewell to the Aegean

Enjoy a leisurely breakfast on board before disembarking in Athens at 8:00 AM.

For guests extending their stay, an optional Athens excursion blends history, culture, and fine wine. Visit Kokotos Estate, a boutique winery in the Attica countryside, where Savatiano and Cabernet Sauvignon wines reflect the elegance and depth of the region. After a guided tasting and lunch, transfer comfortably to the city center to continue your Athens adventure.

(Optional tour returns to central Athens in time for flights departing after 6:00 PM.)