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Elysium • Jennifer Lennox • 2026

Sail Greece in Style — A Boutique Discovery Experience
Discover hidden coves, iconic Greek islands, wellness rituals, and immersive cultural moments — all at an easy pace aboard the elegant Elysium.

Trip Snapshot

Dates

Jun 19 – Jun 26, 2026

Ship

Elysium

Route

Iconic Cyclades...

Cabins

Sold Out

Greece Cruise - 6/19/2026

Explore Greece’s Hidden Shores aboard the Elysium

Set sail on an extraordinary small-ship journey aboard IWorld of Travel’s boutique discovery ship, the Elysium. Beginning in Lavrion, this curated Greek voyage moves at an elegant pace through the Cyclades and Saronic Gulf, pairing iconic island beauty with lesser-traveled coastal treasures.

Aboard the 25-cabin Elysium, comfort, wellness, and discovery come together in effortless harmony. Guests will enjoy spacious indoor and outdoor areas, sun-drenched decks, Mediterranean cuisine, wellness offerings, and personalized service from a devoted crew—creating an intimate atmosphere ideal for meaningful exploration at sea.

The itinerary reveals Greece beyond the expected: swim in the crystal-clear waters of Kythnos and Polyaigos, discover the volcanic beauty of Milos, step into the medieval magic of Monemvasia, wander the neoclassical streets of Nafplion, and savor the refined island charm of Spetses and Hydra. From golden beaches and hidden bays to ancient harbors and timeless villages, the Elysium offers a graceful blend of culture, relaxation, and discovery.‎ ‎ 

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Highlights & Options

  • Ancient Epidaurus & Mycenae
  • Visit the jewels of Peloponnese:
    • Nafplion : the first capital of Greece
    • Nemea, Semeli Winery: one of the top three Greek wineries
    • Monemvassia: the Greek Gibraltar
    • Elafonisos, Simos: The Greek Maldives
    • Milos: the Cycladic Jewel
    • Polyegos: Natura 2000 island
    • Spetses & Hydra: The jet set islands
    • Serifos: wild Cycladic beauty

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Jennifer Lennox
Simply Enchanted Travel
517.914.4812
jennifer@simplyenchanted.com

Meet the Elysium

More than a vessel, the Elysium is the soul of your Greek island journey. Designed for boutique discovery cruising, this elegant 25-cabin ship blends casual comfort, wellness, and immersive exploration with the intimacy of a private at-sea retreat. From thoughtfully appointed cabins and sun-drenched decks to Mediterranean cuisine, spa-inspired moments, and inviting shared spaces, every detail onboard is crafted to help travelers slow down, settle in, and feel deeply connected to the Aegean.

Below, you’ll get to know the Elysium more closely and discover what makes life onboard such a memorable part of the voyage—from quiet mornings at sea to sunset conversations, refreshing swim stops, and effortless evenings beneath the Greek sky.

Iconic Cyclades & The Jewels of Peloponnese

Your Greek Island Journey Begins June 19–26, 2026

I’m delighted to introduce you to an unforgettable Aegean journey—one that begins in Lavrion and unfolds across a beautifully curated route of Cycladic islands, secluded swim stops, storied harbor towns, and timeless coastal villages. This experience is more than a cruise; it is a thoughtfully paced voyage aboard the Elysium, blending boutique comfort, cultural discovery, wellness, and the effortless elegance of small-ship sailing through Greece.

Your journey opens at Lavrion Port, where you’ll settle in aboard the 25-cabin Elysium before setting sail for Kythnos. There, the voyage begins with the crystal-clear waters of Kolona, one of the island’s most striking natural settings, followed by a welcome dinner at sunset and an overnight stay in Kythnos’ serene Cycladic atmosphere.

As the itinerary continues, you’ll discover the rugged beauty of Serifos, the turquoise waters of uninhabited Polyaigos, and the volcanic drama of Milos—an island known for its lunar landscapes, sea caves, and unspoiled beaches. Each day balances time ashore with restorative moments at sea, allowing the journey to feel immersive without ever feeling rushed.

From the Cyclades, the route turns toward the Peloponnese, where Elafonisos offers a luminous swim stop before arriving in Monemvasia, the legendary rock island rising from the sea like a medieval fortress. You’ll continue to Nafplion, one of Greece’s most elegant harbor towns, where neoclassical facades, Venetian history, and the Palamidi Fortress create a setting rich with atmosphere and grace.

The final days bring you into the refined beauty of the Saronic Gulf, with time in Spetses and Hydra—two islands known for their neoclassical charm, maritime heritage, and unhurried sophistication. A farewell dinner in Hydra marks the close of the voyage before returning to Lavrion for disembarkation.

This itinerary is all about rhythm and connection: iconic Greek beauty softened by hidden gems, swim stops paired with cultural encounters, and elegant onboard comfort woven into every day. It’s a refined and deeply rewarding way to experience Greece—by sea, at just the right pace.

Let’s walk through your journey, day by day.

Elysium - Iconic Cyclades & The Jewels of Peloponnese
Elysium - Iconic Cyclades & The Jewels of Peloponnese

8-day cruise: Lavrion, Kythnos/Kolona, Serifos, Milos, Monemvasia, Nafplion, Spetses, Hydra, Lavrion

Day 1 | Friday · June 19, 2026 | Lavrion – Embarkation – Kythnos/Kolona

Embarkation begins at 14:00h.

Enjoy a refreshing welcome drink during your smooth check-in.

At 16:00 hours, we set sail to Kythnos/Kolona.

Overnight Swim stop Kythnos/Kolona.

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Kythnos

Kythnos is a Greek island in the western Cyclades, noted for its unspoiled landscapes and traditional charm. The island features picturesque villages, such as Chora and Dryopida, with their narrow streets, whitewashed houses, and vibrant bougainvillea. Kythnos is known for its numerous beaches, including Kolona, a unique double beach connected by a narrow strip of sand. The island also boasts natural hot springs, particularly in the village of Loutra, which have been famous since ancient times. With its tranquil beaches, thermal springs, and authentic Cycladic atmosphere, Kythnos provides a serene Greek island experience.

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Enjoy a welcome dinner at sunset on the beach, with golden light, gentle waves, and a relaxed coastal atmosphere.

Anchor Overnight in Kolona
Daily Inclusions:
Welcome Dinner, Cabin

Day 2 | Saturday · June 20, 2026 | Kythnos – Serifos

Enjoy the crystal-clear waters and golden sandbar of Kolona in Kythnos, where two turquoise bays meet in a unique natural setting.

Depart Kythnos after breakfast and sail towards Serifos, a raw and beautifully unspoiled Cycladic island where rugged landscapes meet understated charm.

Serifos offers a tranquil escape from the crowds, where you can enjoy a refreshing swim stop and discover a raw, unspoiled Cycladic landscape defined by rugged hills, golden beaches, and timeless simplicity.

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Serifos

Serifos is a Greek island in the western Cyclades, known for its rugged landscape, serene beaches, and traditional architecture. The island’s main town, Chora, is perched on a hill and features whitewashed houses, narrow streets, and the ruins of a Venetian castle. Serifos is notable for its natural beauty, including pristine beaches such as Livadakia and Psili Ammos, as well as its hiking trails that offer scenic views of the Aegean Sea. The island’s history is reflected in its ancient mines and folklore.

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Overnight in Serifos
Daily Inclusions:
Breakfast, Buffet Lunch, Cabin

Day 3 | Sunday · June 21, 2026 | Serifos – Milos

Sail onward from Serifos with a refreshing morning cruise en route to Milos.

Along the way, enjoy a swim stop at Polyaigos, a pristine and uninhabited island known for its dramatic volcanic scenery and crystal-clear turquoise waters, before continuing towards Milos.

Short Swim stop.

The volcanic island of Milos, consistently voted best island in the world.

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Milos

Relatively off-the-radar Milos is part of the Cycladic Archipelago, a group of some 39 islands, but this diminutive Aegean landmass of just 5,000 denizens is slightly different. In fact, many people find Milos to be one of the most exotic-seeming islands in the Mediterranean. That’s mostly because of the landscape, which was shaped tens of thousands of years ago by the island’s volcanic nature and thus, the lunar landscape of the place feels very foreign.

If Milos sounds familiar it may be because the legendary Venus de Milo, one of the chief attractions in the Louvre in Paris, was originally dug up and discovered here. It’s no surprise, then, that the island is dotted with archeological ruins and statuary.

One of the advantages of Milos is what it’s not: Mykonos or Santarini, which attracts hordes of tourists in high season. Milos is relatively untrammeled compared to some of its Greek brethren. Beaches are of the more unspoiled variety and at family-run village taverns, the diners at the tables around you, might be locals rather than people who took a long-haul flight to get here. 

For the ultimate Milos experience, head to Sarakiniko Beach, on the northern side of the island. If you’ve ever wondered what it might be like to swim on the moon, if it had a sea, this would be it. The island also has a legion of caves, some of which one can swim into and others require the more traditional bipedal manner for entering.

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Daily Inclusions: Breakfast, Buffet Lunch, Cabin

Day 4 | Monday · June 22, 2026 | Elafonisos

Short Swim Stop.

As the afternoon unfolds, the sails are raised once more as we continue along the rugged coastline of Peloponnese. We are now arriving in Monemvasia, the legendary “rock island” rising dramatically from the sea like a natural fortress. Connected to the mainland by a narrow causeway, its medieval walls and hidden stone alleys gradually come into view, marking a truly unforgettable arrival into one of Greece’s most atmospheric destinations.

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Monemvasia

The yacht anchors just offshore, as Monemvasia’s harbor is too shallow for deep-draft vessels. A tender ferries you to the dock, and from there, you step through the ancient stone archway into what feels like another world. The streets are cobbled and crooked, flanked by Byzantine churches, Venetian mansions, and humble stone houses that now host art galleries, boutique guesthouses, and cafés tucked into shadowed courtyards. There are no cars here, no traffic—just the sound of footsteps, the scent of wild herbs from gardens clinging to terraces, and the distant murmur of the sea against the rock.

You wander slowly, enchanted by the quiet magic of the place. The lower town is a maze of narrow lanes and vaulted passageways, where every corner seems to reveal a secret—a crumbling fresco, a hidden chapel, a view back toward the sea. If you’re inclined to climb, a steep stone path leads to the upper town, where the ruins of a medieval citadel and the church of Agia Sophia crown the summit. From up here, the panorama is breathtaking: red roofs below, the sea stretching endlessly beyond, and the sun beginning its descent over the Laconian Gulf.

As twilight approaches, the town glows in warm hues of amber and rose, its stone walls catching the fading light. You might linger for a glass of wine in one of the cliffside tavernas, where tables overlook the sea and time seems suspended. The air carries the scent of rosemary and sea spray, and the only sounds are the clinking of glasses and the soft breeze rustling through ancient doorways.

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Daily Inclusions: Breakfast, Buffet Lunch, Cabin

Day 5 | Tuesday · June 23, 2026 | Monemvasia – Nafplion

Depart Monemvasia and cruise north along the rugged coastline of the Peloponnese, heading towards Nafplion.

This is a place that feels like it has emerged from a different era: red-tiled roofs, pastel-colored buildings, and elegant neoclassical facades all cascading down from steep hillsides toward a bustling harbor. A small fortified islet—Bourtzi Castle—sits at the mouth of the bay like a sentinel, greeting ships as they arrive, while far above, the mighty Palamidi Fortress commands the skyline from its lofty perch.

You dock in the heart of Nafplion’s old harbor, where sailboats and fishing vessels sway gently along a stone promenade lined with palm trees.

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Nafplion

The town is immediately charming—vibrant, yet graceful. Narrow cobbled streets wind through rows of Venetian and neoclassical buildings, their balconies draped in bougainvillea and ironwork, with shuttered windows glowing in the golden afternoon light. Nafplion is a place where layers of history live side by side: once a stronghold of Venetians, Ottomans, and Byzantines, and later, the first capital of modern Greece. There’s a sense of quiet pride in its architecture, its culture, and its timeless elegance.

You might spend the afternoon simply wandering. In the old town, each turn reveals another inviting square, a hidden church, or a small boutique selling local crafts, olive oil, or handmade jewelry. Cafés spill into the streets, filled with the hum of conversation and the clink of glasses. If you’re up for something more active, the climb to Palamidi Fortress is worth every one of the 999 stone steps said to lead to its summit. From the top, the view is astonishing—a panoramic sweep of the town below, the calm expanse of the gulf, and the rugged mountains in the distance. It’s a place that brings history and landscape together in a single breathless moment.

As the sun begins to lower, the town becomes even more atmospheric. The golden hour light bathes the marble streets, and the harbor comes alive with locals and travelers enjoying a promenade before dinner. You may choose to dine in the old town, where tavernas serve up traditional Peloponnesian dishes—slow-cooked lamb, grilled vegetables, local wines, and sweet desserts soaked in honey and cinnamon. Or you might opt for a meal closer to the waterfront, where the breeze drifts in off the sea and the lights of Bourtzi Castle glow faintly in the bay.

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Overnight in Nafplion
Daily Inclusions:
Breakfast, Buffet Lunch, Cabin

Day 6 | Wednesday · June 24, 2026 | Nafplion – Spetses

Depart Nafplio in the afternoon and sail across the Argolic Gulf towards Spetses, enjoying a scenic cruise with calm waters, coastal views, and a relaxed Mediterranean atmosphere.

Spetses is instantly captivating—elegant, refined, and effortlessly atmospheric. From the sea, its waterfront unfolds in a graceful arc of neoclassical mansions, old shipowners’ residences, and pine-framed coves, all reflecting a long maritime tradition shaped by wealth, trade, and seafaring heritage. Unlike more bustling islands, Spetses maintains a composed sophistication, where tradition and understated luxury coexist in perfect balance.

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Spetses

Set in the Saronic Gulf, just a short sail from Athens, Spetses is an island where refined elegance meets discreet history. More polished than Hydra’s austerity yet less exposed than Mykonos, Spetses carries a quiet sophistication that has long attracted shipowners, artists, and Athenian elites seeking a graceful escape. It is often described as an island of neoclassical charm and maritime heritage, where horse-drawn carriages replace cars and the rhythm of life remains unhurried and poised.

From the sea, Spetses appears as a graceful blend of pine-covered hills and stately mansions rising above a vibrant waterfront. The old harbor, Dapia, welcomes visitors with a refined energy — cafés, yachts, and bougainvillea-lined promenades reflecting the island’s enduring connection to the sea. Further along the coast, quiet coves and hidden beaches unfold beneath fragrant pine forests, offering a more secluded and intimate experience.

At its heart, Spetses is defined by balance: tradition and elegance, cosmopolitan flair and island restraint. Its neoclassical architecture, cobbled alleys, and preserved captain’s mansions speak of a proud maritime past, while its modern yet understated lifestyle keeps it firmly relevant as a timeless Aegean retreat.

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Overnight in Spetses
Daily Inclusions: Breakfast, Buffet Lunch, Cabin

Day 7 | Thursday · June 25, 2026 | Spetses – Hydra

This morning, we leave the charming island of Spetses and set course for the crystal-clear waters of Bisti Bay, Hydra.

Short Swim stop.

Arrival in Hydra Port, a timeless haven of neoclassical charm, where elegant mansions, donkeys, and the calm waterfront create an effortlessly sophisticated and uniquely preserved Greek island atmosphere.

Enjoy a farewell dinner in Hydra celebrating the journey with fine cuisine, warm atmosphere, and unforgettable moments shared by the sea.

Daily Inclusions: Breakfast, Buffet Lunch, Farewell Dinner, Cabin

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Day 8 | Friday · June 26, 2026 | Lavrion Port

We will arrive to Lavrion Port.

We will disembark the ship at Lavrion Port, marking the end of your unforgettable journey through the stunning Greek islands.

Daily Inclusions: Breakfast

Shore Excursions

To further personalize the journey aboard the Elysium, we’re pleased to offer a curated selection of optional shore excursions designed to deepen your clients’ connection to Greece’s legendary landscapes, ancient stories, and culinary traditions. These experiences complement the rhythm of small-ship sailing, giving guests the freedom to step ashore for culture, cuisine, and discovery—or simply savor the day at their own pace.

From the volcanic beauty of Milos, where catacombs, lunar-white rock formations, and the charming streets of Plaka reveal the island’s layered character, to the ancient grandeur of Epidaurus and Mycenae, each option adds texture and meaning to the itinerary. In Nafplio, guests may also journey into Nemea’s celebrated wine country for a private tasting at Semeli Estate, while in Monemvasia, an exclusive Greek dining experience inside the castle walls offers a memorable evening of refined regional gastronomy and warm hospitality.

Below, you’ll find detailed descriptions and pricing for each available option. Participation is entirely optional, and advance reservations are recommended to ensure availability, as some experiences require minimum guest counts.

(Click the boxes below to expand for more details.)

Discover the best of Milos

MILOS: Sunday 21.6.2026
Pick-up from Milos port (Adamantas): 13:30

Minimum 15-50 guests $143pp
Duration: Approximately 3h

Discover the magic of Milos through its rich history, breathtaking landscapes, and hidden treasures. Explore the island’s world-renowned catacombs, wander through the secluded beauty of Papafragas, and experience the surreal white rock formations of Sarakiniko, often called a walk on the moon. Stroll through the charming streets of Plaka, uncovering the gems of the island’s picturesque capital, while your destination angel guides you through the best stories, sights, and local secrets Milos has to offer.

Included:
• Vehicle on disposal for 3 hours
• Local guide
• Entrance fees

Not Included:
• Gratuities
• Anything not mentioned above

Optional transfer from the port of Milos (Adamantas) to the picturesque port Pollonia for dinner:
• 29-seater bus: $377 per way
• 50-seater bus: $451 per way

Ancient Epidaurus & Mycenae: Nature and drama in perfect harmony

NAFPLIO: Tuesday, 23 June, 2026
Pick-up from Nafplio port: 08:00 am

Minimum 17-50 guests: $226pp
Duration: Approximately 5h

Step back into ancient Greece as you explore the legendary Theatre of Epidaurus, a UNESCO World Heritage Site celebrated for its remarkable acoustics, so precise that even BOSE tests its sound equipment there. Hear captivating stories from your destination angel about one of the world’s most significant ancient monuments before continuing to Mycenae, the grand and lavish palatial center of the Late Bronze Age, famously described by Homer as “gold-rich Mycenae.”

Included:
• Round transfers
• Certified guide on the spots
• Entrance fees
• Whispers

Not Included:
• Gratuities
• Anything not mentioned above

Indicative itinerary:
• 08:00 pick up from Nafplio Port
• 08:00 – 08:30 Transfer to Mycenae
• 08:30 – 10:00 Guided tour in Mycenae
• 10:00 – 11:00 Transfer to Epidaurus
• 11:00 – 12:30 Guided tour in Epidaurus
• 12:30 – 13:00 Transfer to Nafplio port/ drop-off on time for lunch buffet

“Wine tasting in one of the best wineries of Greece”

(being awarded with many gold medals & distinctions in international wine contests)

Nafplio: Tuesday June 24th, 2026
Pick-up from Nafplio port: 10:00 am

Minimum 15-50 guests $143pp
Duration: Approximately 3h

Nestled in the heart of Nemea’s celebrated wine region, Semeli Estate offers a luxurious blend of award-winning Greek winemaking, breathtaking vineyard landscapes, and sustainable hospitality. Founded in 1979, the estate is renowned for its exceptional Agiorgitiko and Moschofilero wines, crafted from both indigenous and international grape varieties. Visitors can explore the modern hillside winery, stroll through Mediterranean gardens and organic herb fields, enjoy curated wine tastings and vineyard picnics, and take in panoramic views of the Peloponnesian countryside. With its commitment to regenerative viticulture, carbon-neutral practices, and immersive wine experiences, Semeli Estate delivers an unforgettable journey into the heart of Greek wine culture.

Private Wine tour and Wine tasting in the Private Cellar of 7 different varieties, accompanied by cheese and crackers

Seméli THEA MANTINIA Fine Lees Contact (Moschofilero)
Seméli SOFIA (Assyrtiko|Moschofilero)
Seméli MALAGOUSIA Cuvée Spéciale (Malagouzia)
Seméli NEMEA RESERVE (Agiorgitiko)
Seméli NEMEA GRANDE RESERVE (Agiorgitiko)
Seméli A (Agiorgitiko|Merlot|Syrah|CabernetSauvignon)
Seméli _SPERA, Vin Naturellement Doux (Agiorgitiko)

Included:
• Two-way transfers
• Winery tour
• Wine tasting of 7 different wines accompanied by cheese and
crackers

Not Included:
• Tips
• Any extra food or drinks that are not mentioned
• Anything not mentioned

Exclusive Greek Dining Experience: in the Castle of Monemvasia

(High-end enogastronomy experience at Chrisovoulo Restaurant)

Monday June 22nd, 2026
Arrival Time: 19:30-19:45

Minimum 26-50 guests $118pp
Duration: Approximately 3.5-4h

Nestled within the enchanting Castle of Monemvasia, Chrisovoulo is one of Greece’s most beloved enogastronomy destinations, blending elevated Greek gastronomy with breathtaking seaside views and authentic hospitality. Guests sailing aboard the M/Y Elysium will enjoy an exclusive dining experience curated especially for IWOT. The evening will begin with optional sunset cocktails overlooking the Aegean, followed by an unforgettable dining experience featuring traditional flavors and refined Greek cuisine.

The restaurant owner will personally host the group and guide guests through exceptional Greek wine selections, ensuring a warm and memorable dining experience for all attendees.

Exclusive Seating Arrangement for IWOT Guests
• Up to 26 guests will enjoy exclusive use of the outdoor veranda area
• Additional guests (up to a total of 50 guests) will be seated comfortably in
the fully air-conditioned indoor dining area with direct access to the
veranda
• All guests will experience premium comfort, exceptonal service, and high-
end Greek gastronomy throughout the evening

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SET MENU:
Bread & Spreads
• Chrisovoulo Salad (per person): Mesclun greens, sygklino ham from Mani, graviera cheese, cherry tomatoes, radish, peppers, carrot, samphire mushrooms, and citrus dressing
• Saiti (for 4 persons): Homemade thin pie with spinach, herbs, and feta PDO cheese baked on the grill
• Gogges (for 4 persons): Traditional homemade shell-shaped pasta from Lakonia with mizithra cheese and fresh butter

Main Course Choice (per person)
• Sea Bass: Josper grilled sea bass fillet with beetroot aioli, roasted vegetables, and lemon sauce
or
• Lamb Shank Casserole: Slow-cooked lamb shank with vegetables, tarragon, honey, and potato purée

Dessert
• Lemon Tart with White Chocolate Mousse

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Included:
• Still bottled water

Not Included:
• Tips
• Any extra food or drinks that are not mentioned
• Anything not mentioned

Greece Cruise 6/19/26 | Registration: Open

Trip Inclusions, Travel Insurance

Price Includes:

  • Vessel and Crew of 24-28 members
  • Accommodation in twin or double cabins with private bath, individually controlled A/C, snuggly all-season duvet, flat screen TV with various channels, music, minibar, personal safe, free Wi-Fi, hair dryer, telephone for internal use, lavish bath products, spa robes and slippers, beach towels
  • Buffet breakfast, half-board basis, welcome cocktail, BBQ, farewell cocktail on the last evening, still water, and unlimited filter coffee, tea, cookies station
  • Room service offered without surcharge
  • All advice and group yoga, Pilates, aquarobics, meditation sessions with our qualified onboard Wellness Coach
  • Access to mini gym
  • Pickleball Court top deck if requested
  • Use of fishing equipment, sanitized snorkeling equipment, and water sports equipment
  • All advice by our multilingual Cruise Concierge
  • Fuel for the suggested itinerary
  • Shared transfer day of embarkation from city center to ship
  • Shared transfer day of disembarkation from ship to airport

 

Price Does Not Include:

  • Optional shore excursions or additional land arrangements
  • Spa treatments
  • Boutique purchases
  • Medical services
  • Water ski & scuba diving
  • Passenger personal expenses
  • Hair and nail services
  • Laundry and dry-cleaning services
  • Crew’s gratuities (as a guide we recommend €20 p.p./day to be paid directly to the crew)
  • Port charges: $410

Traveling is all about creating unforgettable memories, but it’s important to be prepared for the unexpected. That’s why we’ve made it easy for you to secure your travel insurance with our quick and simple form. Don’t let an unforeseen event spoil your adventure. Get a quote directly through our site and travel with peace of mind.

We’re thrilled you can join us in Greece.
We look forward to serving you and making you feel like part of our family.

This content and any associated materials have been created on behalf of an independent Travel Advisor. While we strive for accuracy, all details, inclusions, exclusions, and pricing are subject to change. Please review all information carefully with your Travel Advisor prior to booking.

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