While mid-summer gets the headline spotlight, experienced sailors and Aegean regulars know a secret: late August through September and October is the true golden era for sailing the Cyclades.
As the peak July and mid-August crowds begin to clear and the fierce mid-summer Meltemi gales soften into steady, enjoyable breezes, the central Aegean transforms. The sea remains at its warmest, the island villages regain their authentic rhythm, and the anchorages open up into serene private havens.
If you are dreaming of an authentic skippered sailing vacation in Greece, departing directly from Paros during the shoulder season offers the ultimate blend of comfort, freedom, and value.
Moderating Meltemi Winds: Ideal Aegean SailingThe Meltemi—the dry northerly wind that powers across the central Aegean—peaks in strength between mid-July and mid-August, often reaching Force 6 to 7 or higher. While thrilling for veteran sailors, peak-summer gales can occasionally alter itineraries or require sheltered leeward routes.
By late August and into September, the atmospheric pressure gradient over the Mediterranean eases.
Perfection in Air & Sea TemperaturesPeak summer in Greece can bring intense heatwaves. Late August and September bring a welcomed relief:
Uncrowded Anchorages & Authentic Island VibeIn peak season, popular harbors like Koufonisia, Sifnos, and Naxos see busy quays and crowded mooring lines. September reclaims the slow-paced, authentic Greek hospitality that travelers fall in love with:
Skipper’s Insight: “In late September and October, you don’t have to race for the best harbor berth or scramble for a secluded cove. You sail at your own pace, drop anchor where you choose, and experience the Cyclades the way they were meant to be experienced.”
The Paros Advantage: Bypassing Athens SlogsStarting your charter in Athens (Alimos or Lavrio) requires a long, 60+ nautical mile open-sea crossing across the Saronic or Kea channels just to reach the Cyclades.
By embarking directly at our base in Paros, you start your vacation right in the heart of the archipelago:
Self-Sustaining, Eco-Friendly TravelLate-summer sailing is inherently sustainable. With steady, gentle breezes, you spend the majority of your voyage under sail power, minimizing fuel consumption. Furthermore, our modern fleet of 46ft catamaran is equipped with high-output reverse-osmosis watermakers and solar-supplemented power systems. You generate your own fresh water onboard, enjoying unlimited showers and luxury amenities while leaving zero environmental burden on vulnerable island water grids.
Ready to Sail the Golden Season?Whether you prefer the traditional, responsive feel of a Beneteau Oceanis 40 monohull or the spacious, stable luxury of a Lagoon catamaran, late August, September and October offer the finest sailing conditions of the year in Greece.
Join us at Greek Water Yachts in Paros for a 100% tailor-made, skippered sailing vacation guided by local captains who know every hidden cove, quiet anchorage, and authentic taverna in the Aegean.
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Every summer across the central Aegean, a powerful weather engine roars to life. Known since antiquity as the Etesians, the Meltemi is a dry, northerly wind driven by a high-pressure system over the Balkans colliding with a low-pressure trough over Asia Minor. From mid-June through late August, it sweeps across the Cyclades with predictable, exhilarating force—frequently blowing at Force 5 to 7 on the Beaufort scale (17–33 knots), with localized gusts reaching Force 8 or higher around steep island landmasses.
To novice sailors, the Meltemi can feel intimidating. But to experienced local captains, it is the ultimate partner in Aegean navigation.
Working with the Meltemi rather than battling upwind against it turns a Cycladic voyage into an unforgettable, effortless sail. By mastering local tactical timing, leveraging topographical “Island Shadowing,” and embarking from a central base like Paros, you can turn high-season winds into your greatest asset.
The Physics of the Meltemi: Thermal Compression & Island EffectsUnderstanding how the Meltemi behaves around landmasses is the key to mastering it.
[ North / NE Meltemi Wind ] │ ▼ ┌──────────────────────┐ │ Windward Shoreline │ <-- High Seas, Onshore Pressure │ │ │ ISLAND PEAKS │ <-- Thermal Acceleration / Venturi Gaps │ │ └──────────────────────┘ │ ▼ ┌──────────────────────┐ │ Leeward Shadow │ <-- Flat Water, Katabatic Downdrafts └──────────────────────┘
The Meltemi is amplified by two primary geographical factors:
Local Skipper Tactics: Navigating the Daily RhythmProfessional Greek skippers rely on a proven playbook to ensure maximum guest comfort and seamless passages during peak Meltemi weeks:
The “Golden Morning” WindowThe Meltemi operates on a distinct diurnal thermal clock. It typically builds after 10:00 AM, reaches its peak velocity between 14:00 and 17:00, and moderates noticeably after sunset.
Reefing Early & Set for the GustsLocal captains never sail for the average wind in open water; they sail for the maximum anticipated gust around the edges of the islands.
Heavy-Weather Anchoring & Mooring Chain Scope: Drop at least 5 to 6 times the depth in chain scope when anchoring in Meltemi-exposed bays. * Bottom Type: Look for thick sand or clay mud seabed holding (such as in Naoussa Bay or Kolymbithres) and avoid rocky ground where anchors can snag or skip. * Quay Alignment: Choose harbors like Finikas in Syros or Loutra in Kythnos* where vessels can dock stern-to or bows-to directly into the northerly wind, minimizing lateral pressure on mooring lines.
The Art of “Island Shadowing”Island Shadowing is the practice of positioning your yacht along the southern (leeward) coastlines of large, mountainous islands like Naxos, Paros, Sifnos, or Amorgos.
▲ Meltemi (N/NE Wind) │ ==============================╧============================== WINDWARD COAST: Rough seas, building swells, strong onshore pressure ============================================================= [ MOUNTAIN RIDGE ] ============================================================= LEEWARD COAST: Flat mirror water, sheltered passage corridor =============================================================
When the Meltemi is blowing 25 knots from the north:
Captains’ Note on Katabatic Gusts: While the sea remains flat in the island shadow, wind can occasionally accelerate over mountain crests and shoot straight down the cliffs as a katabatic squall. Keep a vigilant watch on the water surface—dark, rippled patches (“cat’s paws”) signal incoming downbursts.
The Ultimate Downwind Cyclades Itineraries from ParosStarting a charter in Athens (Lavrio or Alimos) during a Meltemi week requires a grueling 60-nautical-mile upwind slog through the open Kea Channel.
By contrast, starting directly in Paros places you immediately in the central Cyclades, letting you ride the wind south on comfortable, high-speed downwind legs.
┌───────────────┐ │ PAROS (Start) │ └───────┬───────┘ │ ▼ [Sailing Downwind / Beam Reach] ┌───────────────┐ │ ANTIPAROS │ └───────┬───────┘ │ ▼ [Island Shadow Navigation] ┌───────────────┐ │ IRAKLIA │ └───────┬───────┘ │ ▼ [Short Protected Passages] ┌───────────────┐ │ SCHINOUSSA │ └───────┬───────┘ │ ▼ [Pristine Anchorages] ┌───────────────┐ │ KOUFONISIA │ └───────────────┘
Route A: The Small Cyclades Sanctuary (7-Day Downwind Loop) Day 1: Paros (Parikia/Naoussa) to Antiparos (Despotiko)*
+ *Passage:* 12 NM. Easy downwind run along the sheltered west coast of Paros.
+ *Highlight:* Anchor in the turquoise sound between Antiparos and the uninhabited archaeological sanctuary of Despotiko.
Day 2: Antiparos to Iraklia
Day 3: Iraklia to Schinoussa
Passage: 6 NM. Short, protected hop under the shadow of the southern islands.
Day 4: Schinoussa to Koufonisia (Pano & Kato Koufonisi)
Passage: 8 NM. Smooth sailing in flat, shallow waters.
Day 5: Koufonisia to South Naxos (Kalandos Bay)
Passage: 12 NM.
Day 6: South Naxos to Paros (Pisso Livadi or Naoussa)
Passage: 15 NM. Early morning departure taking advantage of calm dawn breezes.
Eco-Friendly Sailing & Preserving Aegean WatersSailing downwind under the Meltemi is not only the most comfortable way to explore the islands—it is also the most eco-friendly.
Every summer, an intense scramble occurs across the Mediterranean charter market. Thousands of eager travelers log onto mega-broker platforms, competing for limited boat inventories, paying high intermediary markups, and navigating complex corporate contracts. For those heading to the Cyclades, this scramble usually begins at the massive, overcrowded mainland hubs of Athens.
But as the 2026 sailing season moves into its peak summer operational window, a distinct tactical shift is taking place among smart travelers. Rather than joining the high-overhead mainland rush, experienced charterers are choosing to bypass the chaos completely.
By utilizing a fixed-base, boutique fleet located directly in Paros, you can eliminate third-party friction and start your vacation from the literal geographic heart of the Aegean Sea.
The Infrastructure Realities of the 2026 ScrambleThe physical strain of starting a charter voyage from Athens has reached an all-time high this summer. On May 11, 2026, the Greek Ministry of Tourism officially issued the critical building permit for the €50 million Alimos Marina waterfront redevelopment. While this project will eventually turn the site into an ultra-modern luxury gateway by 2028, the reality for 2026 travelers is a marina defined by active construction logistics, restricted access points near Edem Beach, and congested boarding docks along Poseidonos Avenue.
Mainland Scramble: Fly to Athens ➔ Construction Traffic ➔ 2-Day Heavy Open-Sea Transit (High Fuel Burn)The Boutique Route: Fly to Paros (PAS) ➔ 15-Min Port Transfer ➔ Immediate Sail into Hidden Coves
Beyond the dockside construction, starting from the mainland introduces major geographic friction. An Athens departure forces you into a demanding 40-to-60-nautical-mile open-sea transit across the Saronic Gulf and shipping lanes just to reach the western edges of the Cyclades.
When you book a fixed-base yacht directly in Paros, the entire arrival experience changes. You fly directly into Paros Airport ($PAS$) or take a smooth ferry into Parikia, clear the port within minutes, and step straight onto your deck. You exchange a grueling two-day open-sea crossing for an immediate, peaceful sail to northern Antiparos or the spectacular cliffs of nearby Naxos.
Direct-from-Owner vs. The Mega-Broker MarkupThe financial architecture of booking through global charter clearinghouses reveals another layer of the “June scramble.” Large retail websites rarely own the vessels they list. Instead, they operate as digital layers, matching clients with local operators while adding substantial broker commissions and high administrative fees to the base invoice.
Furthermore, under Greece’s active high-season tax framework—Circular E. 2006—charters operated with a permanent, professional crew are legally recognized as a passenger transport service, qualifying the invoice for a reduced VAT rate of 13% as long as the trip exceeds a 48-hour threshold. However, tracking this tax compliance across multi-tiered corporate booking platforms can add massive bureaucratic stress to your contract setup.
The Operational Architecture Comparison
| Charter Parameter | The Multi-Tiered Mega-Broker | The Local Fixed-Base Fleet (Greek Water Yachts) | | Intermediary Costs | 15% to 20% broker markups built into the baseline rate. | 0% Broker Fees: Direct-from-owner booking with minimal operational overhead. | | Fleet Consistency | Sub-chartered inventory from rotating, unverified local companies. | Strictly Maintained Fleet: Fully owned Beneteau Oceanis 40s and close partner assets. | | Captain Assignments | Freelance crews hired week-by-week during high-season surges. | Permanent Crew Network: Staffed exclusively by dedicated, generational local skippers. | | VAT Framework | Complex cross-border filing structures via third-party agencies. | Direct Compliance: Smooth 13% reduced VAT execution under Circular E. 2006. |
At Greek Water Yachts, we built our family-owned operation in Paros back in 2008 to completely break this corporate cycle. Because you communicate and book directly with us, you completely eliminate broker markups and hidden booking premiums.
Every vessel in our specialized fleet—from our own deeply loved, perfectly maintained Beneteau Oceanis 40 monohulls (optimized for intimate groups of 2 to 4) to our premium associated Lagoon catamarans—undergoes careful, hand-checked maintenance at our own Paros base after every single cruise. You receive a direct line of communication, transparent pricing, and absolute mechanical accountability that large digital platforms simply cannot replicate.
Generational Skippers vs. Weekly FreelancersA yacht charter is only as good as the captain standing at the helm. During the frantic summer surge, large broker agencies often scramble to source freelance skippers on short notice, often placing captains on routes they have never personally sailed.
[Freelance Skipper] ➔ Rigid, Standardized Routes ➔ Crowded Public Ports by 2:00 PM[Generational Local]➔ Dynamic Meltemi Adjustments➔ Secluded, Wind-Shadowed Anchorages
Our captain network—led by myself and Dionysis—is comprised of professional seafarers who were born, raised, and shaped by the waters of Paros. We don’t rely on generic GPS waypoints or standardized corporate itineraries. We read the real-time shifts of the northerly Meltemi winds using decades of local experience, smoothly adjusting our sail plans to tuck into the protected wind-shadows of the Small Cyclades or the quiet, unorganized coves of Despotiko and Irakleia.
Seamless Integration with New Aegean Protection LawsThis deep level of local insight is critical for navigating the strict environmental regulations governing the Aegean. Under Greece’s updated coastal enforcement grid, 251 “Untrodden Beaches” (Apatites Paralies) have been placed under absolute Natura 2000 protection. Monitored closely by the state’s real-time MyCoast tracking app and regular drone patrols, these beaches carry an absolute ban on commercial sunbeds, umbrella stands, or shoreline structures.
For land-based tourists or crowded day-boat crowds, the MyCoast sunbed ban means a hot, unshaded walk to a shore with zero amenities. But for our guests, it represents an exclusive paradise.
Your private monohull or catamaran serves as your own luxurious, fully compliant “Floating Beach Club.” Our permanent skippers know exactly where to drop anchor safely outside the restricted swimming perimeters, protecting the delicate Posidonia oceanica seagrass meadows below. You can launch stand-up paddleboards, swim into completely empty stretches of wild sand, and then return to a shaded aft-deck for a cold drink and a fresh meal—enjoying the absolute raw beauty of the islands without ever sacrificing premium comfort.
Lock in Your Center-Island DepartureThe mid-summer scramble doesn’t have to define your Mediterranean holiday. By stepping away from the corporate broker platforms and starting your cruise from our dedicated base in Paros, you secure a transparent, direct-from-owner experience backed by genuine local expertise. You skip the long transits, eliminate the middleman fees, and immediately begin your vacation exactly where you want to be: under full canvas in the heart of the true Cyclades.
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The Greece Most Visitors Never DiscoverThe conversation often starts the same way.
“We should go to Greece.”
A few minutes later, someone mentions Santorini. Then Mykonos. Then comes the usual planning: flights, ferries, hotels, transfers, crowded viewpoints, and trying to fit everything into a week.
But what if the Greece you’re dreaming about isn’t the one on the postcards?
What if the real luxury isn’t a crowded infinity pool overlooking a famous sunset, but waking up in a quiet bay with nothing around you except turquoise water and a handful of fishing boats?
For many travellers, especially couples looking for a slower, more authentic experience, sailing through the Small Cyclades and Southwest Cyclades offers a completely different side of Greece.
A side that is difficult to reach by ferry, impossible to experience from a resort, and unforgettable once you’ve discovered it.
What Couples Really Want From a Greek Island HolidayWhen people imagine their ideal Greek island escape, they rarely talk about ferry schedules or crowded streets.
Instead, they imagine:
This is the experience that sailing makes possible.
Rather than moving from hotel to hotel, your yacht becomes your floating home as you travel through some of the most beautiful islands in the Aegean.
Why Sail the Cyclades Instead of Island Hopping by Ferry?The Cyclades are famous for their beauty, but many of the most rewarding islands are surprisingly difficult to explore through traditional travel.
Ferries connect the larger destinations, but they often bypass hidden coves, uninhabited islets, and remote anchorages that make this region so special.
By sailboat, the journey becomes part of the experience.
Instead of spending hours in ports and terminals, you can:
The freedom is what makes sailing in Greece unique.
Discover the Small CycladesThe Small Cyclades remain one of the Aegean’s best-kept secrets.
Located southeast of Naxos, these islands offer a slower, quieter version of Greece that has largely escaped mass tourism.
KoufonisiaKnown for crystal-clear waters and some of the most beautiful swimming spots in the Cyclades, Koufonisia combines natural beauty with a relaxed island atmosphere.
Days here are spent swimming, walking coastal paths, and enjoying fresh seafood beside the sea.
SchinoussaSmall, authentic, and wonderfully peaceful, Schinoussa is the kind of island where time slows down.
A few tavernas, welcoming locals, and sheltered anchorages create the perfect sailing stop.
IrakliaWith dramatic landscapes and a laid-back atmosphere, Iraklia offers hiking trails, hidden beaches, and some of the quietest anchorages in the region.
DonousaRemote and unspoiled, Donousa rewards visitors with stunning scenery, crystal waters, and a feeling of genuine escape.
The Magic of the Southwest CycladesWhile the Small Cyclades offer tranquillity, the Southwest Cyclades provide some of the most spectacular sailing grounds in Greece.
MilosFamous for its extraordinary coastline, Milos is a paradise for sailors.
Volcanic formations, sea caves, colourful fishing villages, and dramatic swimming spots make every day different.
KimolosJust a short sail from Milos, Kimolos remains refreshingly authentic.
Whitewashed villages, excellent local food, and a relaxed pace of life make it a favourite among experienced sailors.
PolyaigosUninhabited and breathtakingly beautiful, Polyaigos is often described as having some of the clearest water in the Mediterranean.
Many visitors consider it the highlight of their sailing holiday.
SifnosKnown for exceptional food, traditional villages, and beautiful hiking paths, Sifnos combines authenticity with elegance.
FolegandrosDramatic cliffs, charming architecture, and a relaxed atmosphere make Folegandros one of the most rewarding islands in the Cyclades.
Do You Need Sailing Experience?Not at all.
Many guests choose a skippered sailing holiday, allowing them to enjoy the experience without worrying about navigation, weather planning, or boat handling.
A professional skipper provides:
All you need to do is relax and enjoy the journey.
A Typical Day Under SailThere are no alarms.
No check-out times.
No ferry queues.
You wake up in a quiet bay and start the day with a swim in clear Aegean waters.
After breakfast, the sails go up and a new island appears on the horizon.
You spend the afternoon exploring a secluded beach, paddleboarding in a sheltered cove, or wandering through a small village where life moves at a slower pace.
As evening arrives, you moor in a traditional harbour and enjoy dinner at a local taverna overlooking the sea.
Tomorrow, a new island awaits.
Why the Hidden Cyclades Create Better MemoriesThe most memorable experiences in Greece rarely happen in the busiest places.
They happen when:
These are the moments that define a sailing holiday.
And they are precisely why so many travellers return home talking not about the famous islands they visited, but about the hidden ones they discovered.
Explore Greece Beyond the CrowdsAt greekislandssailing.com by Greek Water Yachts, we believe the best way to experience the Cyclades is by sea.
Whether you’re looking for a romantic escape, an authentic island-hopping adventure, or simply a slower way to discover Greece, the Small Cyclades and Southwest Cyclades offer a side of the Aegean that most visitors never see.
The question is not whether you should visit Greece.
It’s which Greece you want to discover.
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The absolute freedom of dropping anchor in a secluded Greek bay is undergoing its most significant evolution in a generation. Following a wave of environmental initiatives, the Greek Ministry of Environment and Energy has advanced the highly anticipated South Aegean Marine Park – Southern Cyclades. (news.gtp.gr)
For insightful travelers booking private yacht charters, this isn’t a restriction—it’s a massive upgrade to the exclusivity of your journey. While land-based tourism struggles with over-crowding and rigid restrictions, a private, skippered sailing charter is now officially your golden ticket to experiencing the Aegean’s final pristine sanctuaries.(in.gr)
Here is what you need to know about the newly established “no-anchor” zones, the protected islands, and how to navigate this spectacular new landscape in complete luxury.
What is the South Aegean Marine Park?First announced as part of a sweeping initiative to protect Mediterranean biodiversity, the park is designed to protect fragile marine ecosystems, local dolphin populations, and rare seabirds.(primeminister.gr)
The park spans an immense territory, covering off-plan island zones and pristine waters across the Southern Cyclades. If your dream itinerary includes legendary stops like Milos, Santorini, Folegandros, Amorgos, or the Lesser Cyclades (Irakleia, Schinoussa, and Koufonisia), you are sailing straight through the heart of this magnificent new sanctuary.
The legal framework structures the park into varying tiers of protection, ranging from highly flexible sustainable zones to ultra-protected cores:
The “No-Anchor” ZonesAs a yacht guest, the most important element of the new decree involves the strict protection of Posidonia oceanica (seagrass) meadows. Often called the “lungs of the Mediterranean,” these ancient underwater fields act as massive carbon sinks and nurseries for marine life.
ECO-RULE OF THUMB FOR 2026: Free anchoring is completely permitted within designated port zones—unless Posidonia meadows or protected reefs are present beneath your hull. In high-protection zones, anchoring directly on the grass is strictly illegal.
To combat accidental damage from heavy anchors, Greece is rolling out a system of Posidonia-friendly eco-mooring buoys at key spots throughout the Cyclades.
Where Free Anchoring Faces Strict New Limitations: Polyaigos (Blue Waters): Famed for having some of the most vibrant turquoise water in Greece, the core breeding bays for the Mediterranean Monk Seal are under strict ecosystem-only management. * Kimolos (Capes of Agios Georgios and Gerakia): Anchoring and leisure options are closely managed to preserve underwater caves. * Santorini (Palaia and Nea Kameni): The volcanic islets have banned all floating leisure structures and unauthorized commercial installations, keeping the focus entirely on raw natural heritage. * The Islets of Irakleia (Megas & Mikros Avelas):* The steep rocky coastlines here are entirely free of permanent infrastructure.
Why Private Yachts “Own” This New EraFor land-bound travelers, the new park rules place strict “locks” on coastal development. In parts of islands like Anafi, Sikinos, Folegandros, and Koufonisia, the construction of new hotels, beach bars, and cafes has been significantly restricted or banned entirely on sandy shores to maintain ecological integrity. Furthermore, 36 distinct zones now completely ban commercial beach infrastructure within 50 meters of the shoreline.
This is where the magic of a crewed catamaran or monohull charter shines.
When land-based luxury is pushed back from the water’s edge, your yacht becomes your private, mobile boutique hotel. Because our expert skippers navigate utilizing official marine park mapping data, you get to experience these raw, infrastructure-free paradises with zero compromise on comfort.
Summary : Sailing the New South Aegean Park
| Island/Zone | Environmental Status | What It Means for Your Yacht Itinerary | | Milos & Kimolos | Mixed Protection Core | Strict limitations on land-based beach cafes. Best experienced via yacht to access hidden caves seamlessly. | | Amorgos (Katapola & Nikouria) | “Amorgorama” Eco-Zone | Exceptional marine recovery. Special seasonal fishing restrictions mean world-class snorkeling. | | Irakleia & Koufonisia | Nature Protection Zones | Coastal construction is heavily locked down. The ultimate destination for quiet luxury and raw nature. | | Palaia & Nea Kameni (Santorini) | Absolute Core | No commercial floating docks or seaside infrastructure allowed. Anchor in designated zones only. |
Planning Your Sustainable Cyclades ItineraryNavigating the South Aegean Marine Park doesn’t mean memorizing coordinates—it means trusting a team that prioritizes both premium hospitality and environmental stewardship. Our professional crews manage all the park compliance, MyCoast app check-ins, and eco-mooring logistics behind the scenes, allowing you to focus entirely on the horizon.
Are you ready to experience the Cyclades the way nature intended? Contact us today to map out a custom, park-compliant summer voyage.
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There is a kind of silence at sea that doesn’t exist anywhere else. It’s not empty—but full. Full of breath, space, and pause. The kind of silence that invites you to listen inward.
Many who join us in the Small Cyclades carry more than luggage. They arrive with stories—some still unfolding, some worn thin. They come from full lives, with full hearts, and the quiet hope that perhaps this trip might offer something… different.
And it does. Out here, time is no longer pressed into lists and obligations. The wind decides the course. The rhythm slows. And something inside begins to shift.
You might notice it in the hush of the morning sea, the laughter that surfaces easily over shared meals, or the long swim that feels less like exercise and more like release. The weight you didn’t realize you were carrying begins to dissolve—gently, without fanfare.
This isn’t therapy. But it holds space for the kind of healing that comes not through words, but through stillness, movement, and presence.
The days are simple. A sail. An island. A good meal. But in that simplicity, something opens. A quiet remembering. A return to center.
No one asks for anything. No one needs you to be anything. You are simply here. Held by the sea, moved by the wind, surrounded by people who understand the value of quiet and the beauty of shared silence.
The boat listens. The sea holds your story. And sometimes, simply being here is enough.
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Sailing through the Southwest Cyclades isn’t just about blue water and white villages—it’s also a journey of taste. From seaside tavernas to hilltop hideaways, these islands are bursting with culinary charm. Whether you’re an oenophile or just someone who loves a sunset sip, this guide will lead you to the best Greek wines and local bites in Milos, Sifnos, and Folegandros.
🏝️Milos: Volcanic Landscapes, Sea Urchins & RoséTaste Profile: Light seafood + dry rosé or volcanic whites
Local Dish: Sea urchin with lemon or karpouzopita (melon pie)
Wine Pick: Assyrtiko or a Cycladic dry rosé
Where to Go: Artemis Tavern, Pollonia – fresh catch, amazing local rosé * O! Hamos!*, Adamas – farm-to-table meze with a strong local wine list
Pairing Suggestion:Enjoy sea urchin and grilled octopus with a chilled Assyrtiko—a mineral-forward wine that mirrors Milos’ volcanic soil.
🏝️ Sifnos: Meze, Chickpeas & Crisp WhitesTaste Profile: Earthy vegetarian dishes + fresh white wines
Local Dish: Revithada (baked chickpeas) and mastelo (lamb with dill)
Wine Pick: Moschofilero, Roditis
Where to Go: Drimoni, Artemonas – creative dishes & curated wine list * To Tsikali*, Vathi – laid-back taverna right on the water
Pairing Suggestion:Pair revithada with a floral Moschofilero, or match rich mastelo with a light-bodied Agiorgitiko red.
🏝️ Folegandros: Rustic Charm & Bold RedsTaste Profile: Hearty meats + aged red wines
Local Dish: Goat stew, souroto cheese with honey
Wine Pick: Xinomavro, Mavrotragano
Where to Go: Irini’s, Ano Meria – slow-cooked dishes and simple, powerful flavors * Pounda Wine Bar*, Chora – Cycladic sunset with handpicked Greek wines
Pairing Suggestion:Pair goat stew with an aged Xinomavro, and enjoy souroto cheese with local honey alongside a semi-sweet Muscat or Malagouzia.
🍇 Where to Find Wine While SailingNo room for a vineyard tour? No problem. Stock your galley with bottles from these local spots:
🌅 Sunset Pairing TipAnchor in a quiet bay, slice some local cheese, pop open that Assyrtiko, and make your own onboard Aegean tasting night. Don’t forget local olives, rusks, and capers from the village markets.
⛵ Final Thought: Taste the Islands, One Sip at a TimeThe Southwest Cyclades aren’t just for swimming and sightseeing—they’re a feast for your palate. Whether you’re savoring revithada in Sifnos, or toasting with Vinsanto at sunset, let local wine guide your adventure.
Bon appétit—or as we say in Greece—Kali Orexi!
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Sailing the Minor Cyclades with Greek Water Yachts offers not only stunning views and serene waters but also a rich culinary experience. These lesser-known islands provide a unique opportunity to indulge in authentic Greek cuisine, showcasing local flavors and traditions. Here’s how you can enhance your sailing journey with delightful culinary experiences.
Onboard Cooking: Embrace Local IngredientsTransform the galley of your yacht into a vibrant kitchen where you can prepare meals using fresh, local ingredients sourced from the islands you visit. Here are some culinary ideas to try during your sailing adventure:
Fresh Seafood: The Minor Cyclades are renowned for their seafood. Consider grilling freshly caught fish or preparing a simple shrimp pasta with local herbs for a delicious meal on board.
Traditional Greek Dishes: Prepare classic dishes like Moussaka or Spanakopita using ingredients from local markets. These hearty meals will keep you energized for your sailing adventures in the Greek Islands.
Refreshing Local Salads: Create refreshing salads with tomatoes, cucumbers, olives, and feta cheese. The freshness of the ingredients enhances the flavors, making it a perfect dish for a sunny day on the water.
Dining at Local Taverns in the Minor CycladesExploring local taverns is a must when sailing the Minor Cyclades. Each island offers its specialties that reflect the region’s culinary heritage:
Iraklia: Known for its hospitable tavernas, enjoy fresh fish dishes and traditional Greek meze while soaking in the island’s tranquil atmosphere.
Koufonisia: Famous for its stunning beaches, Koufonisia also boasts delicious seafood. Try grilled octopus or calamari at one of the seaside restaurants for an authentic dining experience.
Schinoussa: This charming island offers a taste of authentic Greek hospitality. Sample local dishes made from family recipes in cozy tavernas that often feature stunning views.
Wine Pairing: Enhance Your Dining ExperienceEnhance your meals by pairing them with local wines from the Cyclades. The region produces excellent varieties such as Assyrtiko from Santorini and other regional wines that beautifully complement seafood dishes. Enjoying a glass of wine while watching the sunset adds to your overall sailing experience.
Culinary Experiences Onboard with Greek Water Yachts
For those desiring a more luxurious experience, consider hiring a private chef through Greek Water Yachts. A professional chef can prepare gourmet meals using fresh ingredients sourced from local markets, allowing you to enjoy fine dining right on your yacht.
Savor the Flavors of GreeceSailing through the Minor Cyclades with Greek Water Yachts is not just about exploring beautiful islands; it’s an opportunity to indulge in rich culinary experiences that celebrate Greek traditions. Whether cooking onboard or dining at local taverns, each meal becomes part of your adventure, creating lasting memories against the backdrop of stunning landscapes and crystal-clear waters. Embrace the flavors of Greece as you sail through this enchanting region!
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Sailing in Greece is a well-known way to spend your valuable vacation time. You should expect to enjoy clear waters, history, culture, beauty, sunny days and unique islands.
Greece islands and islets are more than 1200 to 6000 depending on the minimum size to take into account.
Most of the Greece islands are located in the Aegean Sea and are divided into the following clusters.
At the time being, Greek Water Yachts is offering sailing vacation only in the Cyclades islands. A lot of our customers are returning to Greece after a couple of years and are asking either to sail with us in the Cyclades where our expertise area is, but also for other areas where they can enjoy a sailing cruise in the Greek islands. Below a short guide for other sailing areas in Greece someone can pick:
The Saronic / Argosaronic islands & the Peloponnese* Location: Near Athens on the Argo-Saronic gulf * Islands you can visit: Aegina, Hydra, Poros, Ermioni * What you can expect sailing the Saronic: historical sites, relaxing atmosphere, neoclassical houses, classy islands * Charter bases: Athens
The North Aegean and the Dodecanese* Location: Greece east coastline * Islands you can visit: Rhodes, Tilos, Leros, Kalymnos, Kos, Symi, Nisyros, Patmos, Samos, Ikaria * What can expect sailing Dodecanese: picturesque sealine, imposing castles, remote coves, hiking, neoclassical mansions * Charter bases: Kos and Rhodes
The Sporades islands* Location: North of the island of Euboea in the Aegean Sea * Islands you can visit: Skopelos, Skiathos, Alonnisos, Skyros * What you can expect sailing the Sporades: quiet beaches, greenest island in the Aegean sea, throbbing nightlife, sea caves * Charter bases: Volos, Skiathos, and Achillion
The Cyclades IslandsThe Cycladic islands complex is by far the most famous in the Greek Islands and our expertise area
The Ionian islands* Location: Greece west coast * Islands you can visit by yacht: Corfu, Lefkada, Paxi, Ithaki, Kefalonia, Zakynthos * What you can expect sailing Ionian: privacy and luxury, lush vegetation, traditional villages, amazing waters * Charter bases: Corfu and Lefkas
Greek islands sailing vacationsby
Greek Water Yachts
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Nestled within the azure embrace of the Aegean Sea lies a constellation of islands steeped in timeless charm and rich cultural heritage—the Greek Islands. Among these jewels of the Mediterranean, the Minor Cyclades islands stand out as a haven for travelers seeking an authentic Greek experience away from the beaten path.
At Greek Water Yachts, we specialize in unlocking the secrets of this enchanting archipelago, offering bespoke sailing trips that immerse adventurers in the very essence of Greek culture. Our voyages beckon you to explore the hidden coves, pristine beaches, and picturesque villages that define the allure of the Minor Cyclades islands.
But beyond the sun-drenched shores and crystalline waters lies a deeper, more profound invitation—a chance to embark on a journey of cultural discovery. Sailing with Greek Water Yachts is not just about navigating the seas; it’s about delving into the heart and soul of Greece itself.
Join us as we set sail through the cobalt waters, where the wind whispers tales of ancient legends and the sunsets paint the sky in hues of gold. Prepare to be captivated by the rhythm of island life, where time seems to slow down and every moment is imbued with the warmth of Greek hospitality.
In this article, we invite you to embark on an odyssey of authenticity—a voyage that transcends mere sightseeing to embrace the very essence of Greek culture. From culinary delights to cultural encounters, from spirited festivities to serendipitous encounters, let us be your guides on a journey that promises to leave an indelible imprint on your soul.
So hoist the sails, feel the breeze against your skin, and surrender to the magic of the Greek Islands. Your adventure begins here, with Greek Water Yachts, as we sail through the heart of Greek culture.
Exploring the Authentic Greek Experience:Sailing with Greek Water Yachts offers an unparalleled opportunity to peel back the layers of modernity and dive deep into the authentic essence of Greek culture. As you navigate the sparkling waters of the Aegean, you’ll find yourself ensconced in a world where time-honored traditions and genuine hospitality reign supreme.
Unforgettable Encounters in Charming Villages:Picture-perfect villages dot the landscape of the Minor Cyclades islands, each with its own story to tell and its own unique charm to share. From the whitewashed buildings cascading down hillsides to the labyrinthine alleyways that beckon you to explore, every corner of these villages is infused with the spirit of Greece.
Sailing into port, you’ll have the chance to wander through these quaint settlements, where friendly locals welcome you with open arms. Strike up a conversation with a fisherman mending his nets by the harbor, or sip on a glass of ouzo with the taverna owner as the sun dips below the horizon. These are the moments that linger long after the journey has ended—a tapestry of authentic encounters woven into the fabric of Greek island life.
Immersive Cultural Experiences:Beyond the postcard-perfect vistas lie opportunities for truly immersive cultural experiences. Step ashore and delve into the heart of Greek culture as you partake in age-old traditions and celebrations that have stood the test of time.
Perhaps you’ll find yourself joining in the festivities of a local panigiri, where music fills the air and the aroma of grilled souvlaki tantalizes your senses. Or maybe you’ll stumble upon a traditional Greek wedding, where the joyous sounds of bouzouki music echo through the streets as villagers gather to celebrate love and unity.
Whatever the occasion, sailing with Greek Water Yachts ensures that you’re not just a spectator, but an active participant in the vibrant tapestry of Greek culture. It’s a chance to immerse yourself fully in the rhythms of island life, forging connections that transcend language and borders.
Savoring the Flavors of Greece:No journey through Greek culture would be complete without a culinary adventure to tantalize your taste buds. From the freshest seafood plucked straight from the Aegean to the sun-ripened fruits and vegetables sourced from local markets, the flavors of Greece are as diverse as they are delicious.
On board your sailing vessel, our experienced crew will treat you to a feast fit for the gods, showcasing the best of Greek cuisine with a modern twist. Indulge in mouthwatering mezedes as you lounge on deck, or savor a sunset dinner of grilled octopus paired with a crisp Assyrtiko wine. Every meal is a celebration of the rich culinary heritage that defines Greek culture—a symphony of flavors that will leave you craving more.
Cultural Encounters on the Islands:One of the most enriching aspects of sailing through the Minor Cyclades islands with Greek Water Yachts is the opportunity for authentic cultural encounters. From chance encounters with locals to immersive experiences steeped in tradition, every moment ashore promises to deepen your appreciation for the vibrant tapestry of Greek culture.
Connecting with Locals:As you sail from island to island, you’ll have the chance to connect with the heart and soul of Greece—the people who call these idyllic isles home. Whether you’re exploring a sleepy fishing village or strolling through the bustling main square of a larger town, you’ll find that the warmth of Greek hospitality knows no bounds.
Strike up a conversation with a local artisan crafting handmade ceramics, or join a group of villagers as they gather for a game of tavli (backgammon) at the local kafeneio (coffeehouse). These spontaneous encounters offer a glimpse into the daily lives of islanders and foster meaningful connections that transcend language barriers.
Participating in Traditional Festivities:Throughout the year, the Minor Cyclades islands come alive with a tapestry of festivals and celebrations that reflect the rich cultural heritage of Greece. From religious feasts honoring patron saints to seasonal events celebrating the harvest or the sea, there’s always something to commemorate in these close-knit communities.
Sailing with Greek Water Yachts offers front-row seats to these vibrant festivities, where you’ll have the opportunity to participate in time-honored traditions alongside the locals. Dance the night away at a traditional panigiri (festival), where lively music and spirited dancing unite revelers of all ages. Or witness the solemn rituals of Orthodox Easter, as islanders gather to observe age-old customs that have been passed down through generations.
Exploring Cultural Landmarks:Beyond the lively villages and bustling ports, the Minor Cyclades islands are home to a wealth of cultural landmarks that offer insight into Greece’s storied past. From ancient ruins to Byzantine chapels, each site tells a tale of the civilizations that have shaped this island paradise over the centuries.
Anchor your yacht near the archaeological site of Keros, where you can explore the remains of a prehistoric settlement that dates back over 4,000 years. Or hike to the hilltop monastery of Panagia Hozoviotissa on Amorgos, where breathtaking views and timeless tranquility await. These cultural landmarks serve as living testaments to Greece’s rich history and offer a glimpse into the enduring legacy of its people.
Culinary Delights of the Greek Islands:Embarking on a sailing journey through the Minor Cyclades islands with Greek Water Yachts isn’t just a feast for the senses—it’s a culinary adventure that showcases the diverse flavors and traditional dishes that define Greek cuisine. From freshly caught seafood to sun-ripened fruits and vegetables, every meal aboard your yacht promises to be a celebration of Greece’s rich culinary heritage.
Savoring Fresh Seafood Straight from the Aegean:
One of the highlights of dining onboard your sailing vessel is the opportunity to savor the freshest seafood sourced directly from the crystal-clear waters of the Aegean Sea. Imagine indulging in plump, juicy shrimp grilled to perfection, or sampling tender calamari sautéed in fragrant herbs and olive oil.
With Greek Water Yachts, every meal is a showcase of the bounty of the sea, with the catch of the day taking center stage on your plate. From succulent grilled fish to hearty seafood stews brimming with flavor, each dish is a testament to the culinary expertise of our onboard chefs and the quality of the ingredients sourced from local fishermen.
Exploring the Flavors of the Mediterranean Diet:Greek cuisine is renowned for its emphasis on fresh, seasonal ingredients and simple yet flavorful preparations. Onboard your sailing vessel, you’ll have the chance to indulge in classic Mediterranean dishes that highlight the natural beauty of the islands’ bounty.
Start your day with a leisurely breakfast of Greek yogurt drizzled with honey and topped with ripe figs or tangy pomegranate seeds. For lunch, feast on a mezze platter piled high with creamy tzatziki, smoky eggplant dip, and tangy feta cheese, accompanied by warm, pillowy pita bread.
As the sun sets over the horizon, gather on deck for a sumptuous dinner under the stars, where you’ll savor the flavors of Greece in every bite. From tender souvlaki skewers to hearty moussaka layered with eggplant and béchamel sauce, each dish is a culinary masterpiece that reflects the rich tapestry of Greek gastronomy.
Sampling Local Specialties Ashore:No sailing journey through the Greek Islands would be complete without sampling the local specialties that define each island’s culinary identity. With Greek Water Yachts, you’ll have the opportunity to disembark and explore charming seaside tavernas and family-run restaurants that showcase the best of regional cuisine.
Indulge in the fiery flavors of saganaki, a traditional Greek cheese fried until golden and melty, or savor the smoky aroma of grilled octopus served with a squeeze of lemon and a drizzle of olive oil. Pair your meal with a glass of crisp Assyrtiko wine, sourced from the vineyards of Santorini, or sample the distinctive flavors of ouzo, an anise-flavored spirit that is a beloved staple of Greek hospitality.
Learning from Local Experts:Sailing through the Minor Cyclades islands with Greek Water Yachts isn’t just a vacation—it’s an opportunity to embark on a journey of discovery guided by local experts who are passionate about sharing their knowledge and love for the Greek Islands. Whether you’re navigating the azure waters of the Aegean or exploring the hidden gems of the islands, our experienced captains and crew are dedicated to providing you with an enriching and immersive experience that goes beyond the ordinary.
Seafaring Wisdom from Experienced Captains:At the helm of every sailing journey with Greek Water Yachts is a seasoned captain who possesses a wealth of seafaring wisdom and local knowledge. With years of experience navigating the waters of the Greek Islands, our captains are experts in charting the course for unforgettable adventures and ensuring the safety and comfort of our guests.
As you set sail on your voyage of discovery, your captain will regale you with tales of maritime lore and point out hidden coves, secluded beaches, and secret anchorages that are known only to those who call the islands home. Whether you’re a seasoned sailor or a first-time adventurer, you’ll find that there’s always something new to learn from our experienced captains as they share their passion for the sea and the islands.
Cultural Insights from Knowledgeable Crew:Beyond their expertise in sailing, our crew members are also passionate ambassadors of Greek culture, eager to share their insights and experiences with our guests. From the moment you step aboard, you’ll be welcomed with genuine hospitality and treated to a wealth of cultural insights that will deepen your appreciation for the rich tapestry of Greek life.
Whether it’s discussing the history and mythology of the islands, sharing anecdotes about local customs and traditions, or introducing you to the vibrant arts and music scene, our crew members are dedicated to ensuring that your journey is as educational as it is enjoyable. They’ll be your guides to experiencing the authentic spirit of Greece, offering insider tips and recommendations that will enrich your travels and leave you with lasting memories.
Hands-On Experiences and Workshops:In addition to sharing their knowledge through storytelling and conversation, our crew members also offer hands-on experiences and workshops that allow you to immerse yourself fully in the culture of the Greek Islands. From cooking classes where you can learn to prepare traditional Greek dishes using fresh, locally sourced ingredients to guided walks through ancient ruins and archaeological sites, there’s no shortage of opportunities to expand your horizons and learn something new.
Whether you’re raising the sails, tying knots, or participating in a traditional Greek dance lesson, our crew members are dedicated to ensuring that every moment of your journey is filled with fun and learning. It’s all part of the Greek Water Yachts experience—a chance to not only explore the beauty of the Greek Islands but also to gain a deeper understanding of their history, culture, and way of life.
As your journey through the Minor Cyclades islands with Greek Water Yachts draws to a close, you’ll find yourself filled with a sense of wonder and gratitude for the unforgettable experiences you’ve had along the way. From the breathtaking beauty of the Aegean Sea to the warm hospitality of the islanders, every moment of your sailing adventure has been a testament to the magic of Greece and the transformative power of travel.
But the end of one journey marks the beginning of another, and as you bid farewell to the Greek Islands, know that the memories you’ve made will stay with you long after you’ve returned home. The laughter shared with newfound friends over a delicious meal, the exhilaration of hoisting the sails and setting course for new horizons, the quiet moments of reflection as you watched the sun sink below the horizon—these are the moments that define a Greek Water Yachts experience.
As you reflect on your time in the Greek Islands, take a moment to savor the sights, sounds, and sensations that have touched your soul and left an indelible imprint on your heart. Whether you’ve explored ancient ruins steeped in history, danced the night away at a traditional Greek festival, or simply savored the simple pleasures of life aboard a sailing vessel, know that your journey has been nothing short of extraordinary.
And as you look ahead to future adventures, know that the Greek Islands will always be waiting to welcome you back with open arms. Whether you’re drawn to the sun-drenched beaches of Mykonos, the rugged beauty of Naxos, or the timeless charm of Amorgos, there’s always more to discover and explore in this enchanting corner of the world.
So until we meet again, may the spirit of Greece continue to inspire and uplift you wherever your travels may take you. And remember, with Greek Water Yachts, the journey is just as important as the destination. So hoist the sails, feel the wind in your hair, and let the magic of the Greek Islands carry you away on an adventure of a lifetime.
Fair winds and following seas, until we sail together again.
Ready to embark on your own unforgettable sailing adventure through the Greek Islands with Greek Water Yachts? Don’t let the magic of the Aegean slip away—take the first step towards your dream vacation today!
Visit our website to explore our range of sailing trips in the Minor Cyclades islands and beyond. From week-long voyages to bespoke itineraries tailored to your preferences, we offer a variety of options to suit every traveler’s needs.
Contact our team of experienced travel specialists to learn more about our sailing excursions, discuss your travel plans, and start planning the adventure of a lifetime. Whether you’re traveling solo, with family, or with a group of friends, we’ll work with you to create a customized itinerary that exceeds your expectations and fulfills your wanderlust.
And when you’re ready to set sail, rest assured that you’ll be in good hands with Greek Water Yachts. Our commitment to safety, sustainability, and exceptional service ensures that every aspect of your journey is carefully curated and seamlessly executed, allowing you to relax, unwind, and immerse yourself fully in the beauty of the Greek Islands.
So what are you waiting for? The Aegean beckons, and adventure awaits. Contact Greek Water Yachts today and start planning the sailing trip of your dreams. Your next great adventure is just a click or a phone call away!
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Milos view on a catamaran trip From the Aphrodite of Milos, extraordinary beaches like Kleftiko, Papafragas and Sarakiniko, to worldwide famous lunar landscapes , Milos is a volcanic island that arose from the sea with rare stones. With its bentonite mines and ancient theaters , its old catacombs and multicolor water beaches [...]
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Skippered, last minute sailing holiday in Greece Your time to book a boat in the first European country to open to tourists is running out, but there are still chances for an Odyssey of your own. Boat:Beneteau40 sailboat(2 double cabins + 1 wc/head) Dates: July 15 - 21, 2022 Prices: for a week charter 3400€ [...]
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Last minute sailing Greece on Beneteau40 sailboat July 15 - 21, 2022 3400€ for 2 guests on private sailing trip everything included(boat+taxes+extra costs+ skipper) 3700€ for 4 guests in 2 cabins on private everything included(boat+taxes+extra costs+ skipper) Contact us now!!!
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Vacationing on a yacht has long been associated with luxury, wealth, and power. But in the past decade, the price of such holidays has dropped significantly. You will enjoy a sybaritic experience at a normal price Greek archipelago is an attractive playground for no sailors, novice and experienced sailors. For those without a valid [...]
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One of the most significant advantages that a sailing trip by a rental boat offers is the opportunity to visit many different islands in one sailing tour. Island hopping is easy on a sailing trip around the Cycladic island complex. A sailing tour through the Cyclades islands is guaranteed to be the most exciting vacation [...]
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Cycladic islands have excellent climate , short distances and a very interesting landscape which make the cycling a perfect activity and an ideal choice to explore those islands. Visitors can combine a trip by a sailing boat with cycling. It is easy to rent a bike and take it with you on boat and in [...]
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Regarding the now well-known global outbreak of COVID-19 we have introduced flexible updated policies and implemented preventing measures to ensure that all of you continue to feel safe each time you book with us and sail with Greek Water Yachts. The following measures will help feel more confident. GREEK WATER YACHTS TEAM All staff members [...]
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Vacation is the most precious period of the year, a special undergo that we need to make sure that will worth. Real vacation means new, unforgettable experiences for you and your family or your company. Sailing is a perfect choice for this feel. 10 things you will experience by sailing the Greek islands : [...]
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rates and prices are shown to rent sailing boat Greece is for the whole group (and NOT per person) skipper is included in all prices Imagining cruising the Greek islands but you are concerned that the price for renting a sailing boat might be high? No stress... we are trying to make sailing available to [...]
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In sailing vacation catamaran has become a high preference choice. That’s why catamaran offers a number of advantages comparing with other sailboats. A catamaran is a spacious, stable boat ideal for a family or for a couple with a great sailing behavior even when the wind and the waters are not very friendly. A [...]
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