Overview

From Ports to Pour: A Greek Wine Cruise
Aegean Sea
Aug 21 - 28, 2026
Agape Escapes LLC image
Agape Escapes LLC
€5,850
Deposit: €1,000

About your trip

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.

Terms & Conditions

Our Wine Expert

Anna Maria Kambourakis is recognized as one of Greece’s leading sommeliers, known for her deep knowledge of Greek grape varieties and her engaging approach to wine education. In 2017, she co-founded Chania Wine Tours, a boutique experience designed to immerse guests in the rich history and distinctive character of Cretan wine. Through her tours and tastings, Anna Maria shares not only the stories behind Greece’s indigenous grapes and wineries, but also practical skills in wine tasting that guests can carry with them for a lifetime.


Her philosophy goes beyond technical knowledge—she believes wine should be fun, approachable, and memorable. With her guidance, visitors discover the traditions, flavors, and landscapes that make Crete and Greece’s broader wine culture truly unique.


Today, Anna Maria continues to champion Greek wines on both a local and international level, establishing herself as a trusted voice in the country’s evolving wine scene.

What's included

7 nights stay

Sea Transport to

Tinos, Paros, Santorini, Crete, Monemvasia, Nafplio and back to Athens

Most Meals

Access to Agape Team

Private Photographer

What's not included

Airfare

Shopping/Souviners

Travel insurance

strongly advised

Medical insurance

strongly advised

Airport Transport

Tips

please plan on tipping the sailing crew at least 20 euros daily in cash

Non-wine alcholic drink

except where noted (captain's welcome drink)

Day 1

Day 1 image

An Elegant Beginning: Sparkling Seas & Sparkling Wine

Day 1 | ATHENS, MARINA ZEAS (PIRAEUS)

Friday 8/21/26

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.


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.


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. 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.


As evening unfolds, Harmony V sets sail along the Attica coastline toward the legendary cliffs of Cape Sounion, crowned by the Temple of Poseidon. 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.


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

Day 2 image

Tinos Revealed: Spiritual Roots & Modern Vines

Day 2 | TINOS ISLAND

Saturday 8/22/26

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


While Tinos is celebrated for its more than 700 churches and chapels, a testament to its deep spiritual heritage, it is also emerging as a distinguished destination in Greece’s evolving wine landscape. This morning, you will step ashore to discover that side of Tinos on an exclusive wine tour.


Your journey leads to Volacus Winery, a rising star in the Cycladic wine scene. Here, vines grow in harmony with nature, nestled among dramatic granite boulders that define the island’s unique terroir. You’ll savor Assyrtiko and Malagousia, two of Greece’s most expressive varietals, as you take in sweeping views of the island’s rugged beauty—an encounter where wine, landscape, and tradition converge.


Returning to Harmony V, the afternoon invites you to relax and refresh. Weather permitting, we pause at a secluded bay for a swim stop, a chance to immerse yourself in crystalline waters that have lured travelers for centuries.


As evening descends, a gourmet dinner onboard is elevated by a curated Greek wine tasting, showcasing both rare local treasures and international varietals selected to delight the palate. 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

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Paros: Aegean Elegance & Coastal Charms

Day 3 | PAROS ISLAND

Sunday 8/23/26

Wake to the sight of Paros, an island where Cycladic tradition meets understated sophistication. After a leisurely breakfast aboard Harmony V, your day begins with an exclusive visit to the acclaimed Moraitis Winery, a family estate that has been cultivating vines for over a century. Here, heritage and innovation blend seamlessly, producing wines that express both the island’s volcanic soils and its modern winemaking artistry. You’ll savor a guided tasting of Paros’ most distinctive varietals, including Monemvasia and Mandilaria, in an elegant setting overlooking the vineyards.


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. A sense of cosmopolitan charm infuses the town, making it a perfect place to wander, shop, or simply relax with a glass of wine by the sea.


For those seeking the water’s embrace, there is the 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, offering a swim experience as vibrant as the islands themselves.


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

Day 4 image

Santorini: Volcanic Vines & Sunset Splendor

Day 4 | SANTORINI ISLAND

Monday 8/24/26

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. 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.


Santorini is not only a vision of dramatic caldera views and whitewashed villages but also one of the world’s most legendary wine regions. The island’s volcanic soils and windswept terrain give rise to its signature grape, Assyrtiko, producing wines renowned for their crisp minerality and unmistakable character.


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.


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. 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.


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

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Crete: Chania’s Venetian Charm & Mountain Wines

Day 5 | CRETE ISLAND - Chania

Tuesday 8/25/26

Awake to the largest of the Greek islands—Crete, a land of dramatic landscapes, deep traditions, and world-class hospitality. After a leisurely breakfast on board Harmony V, the morning invites you to savor the pleasures of the sea. 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.


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.


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.


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.


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

Day 6 image

Monemvasia: A Fortress Town & the Revival of Malvasia

Day 6 | Monemvasia

Wednesday 8/26

On to the Peloponnese!

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.


Beyond its storied walls, Monemvasia holds a distinguished place in the history of wine. The town gave its name to Malvasia (or Malmsey), once one of Europe’s most prized wines, cherished in royal courts from Venice to London. 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.


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.


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.


Overnight in Monemvasia.

Early morning sailing to Nafplion.

Day 7

Day 7 image

Nafplion: From Bronze Age Glory to Bold Red Wines

Day 7 | NAFPLION

Thursday 8/27/26

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.


The morning begins at Mycenae, a UNESCO World Heritage site and the seat of King Agamemnon, immortalized in Homer’s epics. As you pass through the Lion Gate and walk among the ruins, you’ll step back into a Bronze Age world of heroes, myths, and monumental architecture.


From antiquity to the vineyard, the day continues in Nemea, Greece’s premier red wine appellation. Here, at the pioneering Gaia Winery, 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.


Your wine journey deepens at Semeli Winery, where sweeping vineyard views provide the setting for a guided tasting of both Nemea reds and Mantineia whites. The experience is elevated by a winemaker’s lunch, a feast of Peloponnesian flavors thoughtfully paired to highlight the region’s varietals—a celebration of Greek terroir at its finest.


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


Overnight at sea.

Day 8

Day  8 image

Athens: Farewell & New Discoveries

Day 8 | Disembarkation

Friday 8/28/26

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


For guests extending their adventure, an optional Athens & Central Greece day tour awaits—a curated blend of history, culture, and fine wine—before returning to the heart of Athens. 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.


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.


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. From exquisite beaches to cultural treasures, this continuation offers the perfect finale to your Greek odyssey—refined, enriching, and unforgettable.

About your organizer

Agape Escapes crafts bespoke high-end journeys across Greece - from private island cruises and vineyard tours to cozy winter retreats in the mountains. Each escape is tailored to your desires: whether wine, culture, adventure, or relaxation. Expect elegance, exclusivity, local insight, and impeccable service for an unforgettable Greek experience.

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