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Greek Wine Cruise 2026

August 21 - 28, 2026
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Your Aegean Adventure at a glance

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Where We Sail To:

1. Marina Zeas (Piraeus, Athens)

Marina Zeas, Piraeus, Athens, Greece

2. Tinos Island

Tinos, Cyclades, Greece

3. Paros Island

Paros, Cyclades, Greece

4. Santorini Island

Santorini, Cyclades, Greece

5. Chania, Crete

Chania, Crete, Greece

6. Monemvasia

Monemvasia, Laconia, Peloponnese, Greece

7. Nafplion

Nafplion, Argolis, Peloponnese, Greece

Introduction

From Ports to Pour: A Greek Wine Cruise
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Athens, Greece / Aug 21 - 28, 2026

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Aegean Wine Adventure

Calling all wine lovers ready for an unforgettable adventure at sea! This one-of-a-kind retreat blends the magic of the Aegean islands with the rich flavors of Greece’s most celebrated wines. Set sail aboard a boutique yacht and journey to Tinos, Paros, and Santorini, with additional stops in Chania, Monemvasia, and Nafplio. At every destination, you’ll savor exquisite tastings, explore historic vineyards, and discover the stories behind Greece’s unique terroir. This voyage is made even more special with our guest star, Anna Maria Kambourakis—one of Greece’s top sommeliers—who will share her expertise, passion, and insider knowledge of Greek wine. Alongside the Agape Escapes Team, she’ll guide you through immersive tastings and unforgettable experiences that bring the country’s rich winemaking traditions to life. But this retreat is about more than wine - it’s about connection. Picture yourself laughing over shared meals on deck, bonding with fellow travelers as the sun dips into the Aegean, and forming friendships that flow as easily as the wine in your glass. With Anna Maria and the Agape Escapes Team by your side, you’ll enjoy a seamless, supportive, and joy-filled journey. Come aboard, raise your glass, and experience the Greek Isles like never before - where every sip, every laugh, and every horizon becomes part of a story you’ll carry long after the sails are lowered.

Day 1 - ATHENS

Aug 21, 2026
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Sparkling Seas & Sparkling Wine

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Voyage Begins at Marina Zeas

Your voyage begins at Marina Zeas, the most prestigious yacht harbor in Piraeus, where gleaming private vessels line the waterfront against a backdrop of Athens’ storied maritime history. The air carries a sense of anticipation—an elegant blend of cosmopolitan charm and seafaring tradition—setting the stage for the journey ahead.
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Harmony V Mega Yacht

Moored in pride of place awaits the Harmony V, a sleek, modern mega yacht designed for those who seek both comfort and sophistication. With just 25 ocean-view cabins, Harmony V offers an intimate atmosphere where exclusivity and personalized service are paramount.
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Welcome Sparkling Wine

From the moment you step aboard, you are welcomed with a glass of sparkling wine, the first note in a carefully composed symphony of indulgence.
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Meet the Crew and Fellow Travelers

Here you will be introduced to the professional crew who will attend to every detail of your journey, and to your fellow travelers who, like you, have chosen to experience the Aegean in refined style.
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Sailing from Athens to Cape Sounion

DepartureMarina Zeas, Piraeus
DestinationCape Sounion
As evening unfolds, Harmony V sets sail along the Attica coastline toward the legendary cliffs of Cape Sounion, crowned by the Temple of Poseidon.
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Gourmet Dinner with Wine Pairing

Against this dramatic backdrop, you will savor a gourmet dinner expertly paired with distinguished wines from the Ionian Islands—a curated introduction to Greece’s winemaking heritage, where each label is selected to elevate the flavors of the cuisine.
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Overnight Passage to Tinos

DepartureCape Sounion
DestinationTinos
The night deepens, and Harmony V slips gracefully into the open Aegean. With stars overhead and the promise of discovery on the horizon, your yacht begins her overnight passage to Tinos, ushering you into a voyage defined by elegance, exclusivity, and timeless Greek allure.

Day 2 - Tinos

Aug 22, 2026
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Tinos Revealed: Spiritual Roots & Modern Vines

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Arrival in Tinos Harbor

Dawn finds Harmony V gliding gracefully into the harbor of Tinos, where the island awakens beneath soft morning light.
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Buffet Breakfast on Deck

Begin your day with a scrumptious buffet breakfast on deck, the Aegean breeze enhancing every bite, as the island’s whitewashed villages and rolling hills appear on the horizon.
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Exclusive Tinos Wine Tour

Step ashore to discover Tinos on an exclusive wine tour, exploring the island’s deep spiritual heritage and its emerging reputation in Greece’s wine landscape.
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Volacus Winery Visit & Tasting

Your journey leads to Volacus Winery, a rising star in the Cycladic wine scene. Savor Assyrtiko and Malagousia varietals while enjoying sweeping views of the island’s rugged beauty.
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Afternoon Relaxation & Swim Stop

Returning to Harmony V, the afternoon invites you to relax and refresh. Weather permitting, pause at a secluded bay for a swim stop in crystalline waters.
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Gourmet Dinner & Greek Wine Tasting

As evening descends, a gourmet dinner onboard is elevated by a curated Greek wine tasting, showcasing both rare local treasures and international varietals.
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Departure: Tinos to Paros

DepartureTinos
DestinationParos
With glasses raised and sails set, Harmony V departs Tinos under starlight, charting a course toward Paros—the next jewel in your Aegean voyage.

Day 3 - Paros

Aug 23, 2026
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Paros Island: Aegean Elegance & Coastal Charms

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Arrival in Paros

Wake to the sight of Paros, an island where Cycladic tradition meets understated sophistication.
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Breakfast on Board

After a leisurely breakfast aboard Harmony V, your day begins with an exclusive visit to the acclaimed Moraitis Winery.
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Moraitis Winery Visit & Tasting

Exclusive visit to Moraitis Winery, a family estate cultivating vines for over a century. Enjoy a guided tasting of Paros’ most distinctive varietals, including Monemvasia and Mandilaria, in an elegant setting overlooking the vineyards.
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Explore Naoussa at Leisure

The afternoon invites you to explore at your own pace. In Naoussa, Paros’ chic harbor town, whitewashed alleyways lead to boutique shops, galleries, and waterfront cafés where fishing boats bob gently in the sun.
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Swim at Blue Lagoon

Opportunity to swim in some of the island’s most exquisite coves, including the fabled Blue Lagoon between Paros and Antiparos—a haven of crystal-clear waters in shades of turquoise and sapphire.
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Gourmet Dinner with Greek Wines

As evening approaches, Harmony V welcomes you back onboard for another gourmet dinner paired with Greek wines, accompanied by the tranquil rhythm of the Aegean as your journey continues.

Day 4 - Santorini

Aug 24, 2026
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Volcanic Vines & Sunset Splendor

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Morning Swim Stop in the Aegean

Begin your day with a refreshing swim stop in the crystalline waters of the Aegean, a tranquil pause that sets the tone for the adventures ahead.
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Al Fresco Lunch on Board

Back on board Harmony V, a leisurely lunch is served al fresco as the yacht glides toward the iconic cliffs of Santorini—an island where myth, beauty, and viticulture converge.
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Argyros Winery Visit & Tasting

This afternoon, you’ll experience the island’s vinous heritage at Argyros Winery, a prestigious estate where vines over a century old yield some of Santorini’s most acclaimed labels. A guided tasting reveals the artistry behind their award-winning wines, each sip offering a deeper understanding of the island’s singular terroir.
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Explore Santorini at Leisure

As evening falls, the island becomes your canvas. You may choose to explore Santorini at leisure—wandering through winding lanes, indulging in boutique shopping, or simply positioning yourself for the world-famous Santorini sunset, a spectacle of fire and color over the caldera.
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Sunset on Deck or Ashore

For those who prefer a more private experience, return to Harmony V, where expertly crafted cocktails await, and watch the sunset unfold from the comfort of your lounger on deck.
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Overnight Sailing: Santorini to Crete

DepartureSantorini
DestinationCrete
The day closes with Harmony V setting course once again, her bow pointed south. Overnight at sea, bound for Crete, you drift into sleep accompanied by the gentle rhythm of the waves and the promise of the voyage ahead.

Day 5 - Crete

Aug 25, 2026
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Chania’s Venetian Charm & Mountain Wineries

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Breakfast on Board

After a leisurely breakfast on board Harmony V, the morning invites you to savor the pleasures of the sea.
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Swim Stop at Lazareta Island

We anchor off Lazareta Island, a tiny islet just outside Chania, where you can enjoy a refreshing swim in crystalline waters framed by the White Mountains in the distance.
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Al Fresco Lunch on Board

Back on board, a relaxed lunch is served al fresco, celebrating the flavors of the Mediterranean as we prepare for an afternoon immersed in the island’s growing reputation for fine wine.
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Manousakis Winery Visit & Tasting

Your afternoon excursion takes you inland to the acclaimed Manousakis Winery, nestled in the foothills of the Lefka Ori mountains. Here, international varietals meet Cretan terroir, producing elegant, award-winning wines that speak of both heritage and innovation. A guided tasting, accompanied by thoughtfully paired snacks of local delicacies, offers an indulgent glimpse into Crete’s winemaking artistry.
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Explore Chania at Leisure

As the sun sets, the evening is yours to explore the Venetian port of Chania, one of Greece’s most picturesque harbors. Cobblestone lanes wind past 16th-century architecture, boutique shops, and waterfront tavernas alive with atmosphere. We will provide handpicked restaurant recommendations for those wishing to dine ashore, from traditional Cretan cuisine to contemporary fine dining. Alternatively, you may choose to return to Harmony V to unwind and savor the evening in elegant tranquility.
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Evening at Leisure or Onboard

The night is open, allowing you to linger in Chania’s magical ambiance or retreat to the comfort of your ocean-view cabin, as the voyage continues toward new horizons.

Day 6 - Monemvasia

Aug 26, 2026
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Monemvasia: A Fortress Town & the Revival of Malvasia Indigenous Grape

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Arrival in Monemvasia

This morning, Harmony V approaches the medieval fortress town of Monemvasia, a breathtaking citadel carved into a massive rock rising dramatically from the sea. Known as the "Gibraltar of the East," Monemvasia transports you back in time with its winding cobblestone streets, Byzantine chapels, and stone mansions that whisper tales of empires past.
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Monemvasia Tsimbidi Winery Visit & Tasting

After centuries of obscurity, this legendary wine has been revived at Monemvasia Winery Tsimbidi, where tradition and innovation converge. Here, a guided tasting introduces you to exquisite expressions of Malvasia and other regional wines, crafted with reverence for history and a passion for authenticity.
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Evening in Monemvasia

As the sun sets, the magic of Monemvasia deepens. You will have the rare opportunity to enjoy an overnight stay within this enchanting town, free to explore its lantern-lit alleys, savor dinner in a traditional tavern, or simply absorb the serene beauty of its sea-washed ramparts.
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Overnight at Anchor

Tonight, Harmony V remains at anchor just beyond the rock, allowing you to immerse yourself fully in the atmosphere of this one-of-a-kind destination.
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Early Morning Sailing to Nafplion

Early morning sailing to Nafplion.

Day 7 - Nafplion

Aug 27, 2026
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Explore Nafplion: Bronze Age Ruins & Nemea Wines

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Awake in Nafplion

Awake in Nafplion, often called Greece’s most romantic town, with its Venetian fortresses, neoclassical mansions, and sea-kissed promenades. After breakfast, your journey takes you inland to explore the heart of the Peloponnese, where ancient legend and world-class winemaking intertwine.
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Winery Visit & Tasting in Nemea

From antiquity to the vineyard, the day continues in Nemea, Greece’s premier red wine appellation. Here you’ll discover the bold elegance of Agiorgitiko, the signature red grape of the region, expressed in masterful vintages that have elevated Nemea to global acclaim.

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Explore Greece's First Capital

Enjoy a free afternoon to explore Greece's first capital, Nafplion. Indulge in some shopping, discover local art, and savor coffee by the seaside. You'll have plenty of time to relax and uncover hidden gems before our farewell dinner on board.

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Farewell Dinner On Board

Tonight, the journey culminates with a farewell dinner on board, where a curated selection of Peloponnesian wines is poured in tribute to the flavors, friendships, and memories shared throughout your Aegean adventure.
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Evening Sailing: Nafplion to Marina Zeas

DepartureNafplion
DestinationMarina Zeas
In the early afternoon, Harmony V sets her course back toward Marina Zeas, the circle of your voyage gently closing.
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Overnight at Sea

Overnight at sea.

Day 8 - Farewell & New Discoveries

Aug 28, 2026
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Disembarkation, Farewell and Optional Extension

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Breakfast on Board

This morning, savor a leisurely breakfast on board Harmony V as the yacht returns to Marina Zeas in Piraeus, where your unforgettable Aegean wine voyage began.
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Disembarkation and Farewell

At 8:00 AM, bid farewell to the crew and fellow travelers who have shared this journey of discovery, indulgence, and connection.
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Explore Athens at Leisure

The afternoon is yours to explore at leisure, whether strolling among ancient ruins, shopping in Plaka’s charming lanes, or enjoying a final toast to Greece in one of the city’s stylish cafés.
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Voyage Conclusion

As your voyage concludes, you carry with you not only memories of extraordinary wines and landscapes but also the spirit of Greece itself—a timeless blend of history, hospitality, and beauty.
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Revel in Rhodes Escape (Optional Extension)

For those not yet ready to part ways, extend your journey with our Revel in Rhodes Escape (August 29 – September 5). In seamless style, a 40-minute flight with our team brings you to a five-star beachfront resort, your luxurious base for a week of indulgence in the heart of the Dodecanese. Discover a landscape entirely different from the Cyclades, where Rhodes’ medieval castle and Old Town, a UNESCO World Heritage Site, stand as timeless monuments to the island’s storied past.
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Terms & Conditions

Itineraries are subject to change. Make sure you read our terms and conditions in the link below.