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Your Love Story Begins at Sea

Luxury catamaran

Premium Flotilla in Greece

Real connections. Real people. Real experiences.
Curated sailing experiences for successful solo travelers and like-minded people in Greece!
Love Sailing
premium flotilla for single
Successful  people. Beautiful experiences.

Join an exclusive all-inclusive sailing flotilla in Greece created for successful solo travelers and like-minded people who appreciate meaningful experiences, authentic conversations, and unforgettable moments at sea.

Because some experiences should never feel ordinary.

You worked hard to build the life you have today — now it’s time to enjoy the very best: elegant catamarans, breathtaking Greek islands, refined social gatherings, and inspiring people who share the same mindset and lifestyle.

This is more than a holiday.
It’s a unique experience where new friendships, shared adventures, unforgettable emotions, and sometimes even special connections happen naturally — far away from superficial environments and everyday routine.

crewed catamarans

The All-Inclusive Experience

Your journey is cureted to be effortless, comfortable, and inspiring.

From the moment you arrive, everything is taken care of so you can simply relax, enjoy the sea, and connect with new people.

Everything is designed to feel effortless and premium.
From carefully selected sailing routes and beautiful anchorages to dinners, social experiences, and seamless daily organization — every detail is thoughtfully arranged so you can simply relax and enjoy the journey.

Our professional crew and hostess will take care of your comfort throughout the entire experience. Fresh breakfasts and relaxed lunches will be served on board each day, allowing you to fully enjoy life at sea without worrying about anything.

In the evenings, we gather together in beautiful Greek tavernas and seaside restaurants to enjoy authentic local cuisine, fine wine, soulful conversations, and unforgettable sunsets over the islands.

The 7-Night Journey

ATHENS

POROS

ERMIONI

Athens
Poros
Ermioni

Welcome Onboard

• Check-in from 17:00
• Welcome reception with champagne
• Skipper introductions & crew briefing
• Sunset gathering along the Athens Riviera

Evening atmosphere: relaxed, stylish, curated.

Overnight in marina.

First Sail Together

We begin with a gentle sail along the Athens Riviera before crossing into the Saronic Gulf.

Poros welcomes the fleet with pine-covered hills and a charming waterfront promenade.

• Swim stop in turquoise waters
• Flotilla arrival into Poros harbor
• First group dinner by the sea

Mood: light conversations, shared tables, sea breeze and golden sunset.

Overnight in Poros.

Authentic & Intimate

A relaxed morning sail toward the Peloponnese coast.

Ermioni is quieter, more intimate — ideal for deeper conversations and a slower rhythm.

• Optional paddleboarding & swimming
• Long Mediterranean lunch
• Sunset drinks overlooking the harbor

Evening vibe: effortless elegance, barefoot luxury.

Overnight in Ermioni.

HYDRA

Hydra

Freedom to Explore

• Morning swim in a secluded bay
• Optional coastal hike
• Afternoon at leisure

Evening gathering in an elegant seaside setting.

This is the heart of the week — shared experiences, authentic connection.

metana

Methana offers a completely different atmosphere — raw nature, thermal springs, and a sense of peaceful isolation away from the typical island flow. 

• Arrival after a relaxed sail with a swim stop en route
• Optional visit to thermal springs or coastal walk
• Sunset gathering with panoramic views
• Intimate group dinner in a traditional taverna

Evening vibe:
more personal, more real — conversations deepen, energy softens.

METHANA

aegina
AEGINA

Sail, Swim, Celebrate

Sailing north toward Aegina.

• Swim stop near Moni Island
• Floating afternoon gathering between yachts
• Arrival in lively yet authentic Aegina town

Group dinner at a refined waterfront venue.

Atmosphere: warm, relaxed, magnetic.

Overnight in Aegina.

Luxury Accommodation on Lagoon 45-46

Our Premium Singles Flotilla takes place aboard the Lagoons  premium catamarans, one of the most spacious and comfortable sailing yachts in its class.

Join the next Luxury Flotilla in Greece

Reserve your cabin today and experience sailing, connection, and the magic of the Greek islands!

18 July- 25 July 2026

All inclusive

3.300 €

flotilla on catamaran

Individual place in

a shared cabin

50% deposit required to secure the booking
Remaining balance 50% payable in cash on the day of check-in

Private cabin for

single occupancy

18 July- 25 July 2026

romantic holidays

All inclusive

6.300 €

50% deposit required to secure the booking
Remaining balance 50% payable in cash on the day of check-in

What’s Included

Professional Skipper & Hostess

Luxury Catamaran

Modern, spacious catamarans equipped for ultimate comfort and stability as you navigate the crystal Aegean waters.

• 7 nights accommodation on a luxury catamaran Lagoon 46

• Professional skipper
• Fuel and marina fees

• Bedlinen & towels
• SUP

Our experienced skippers and elegant hostess team create a seamless sailing experience throughout the journey.

From guiding the catamarans through the beautiful islands of the Saronic Gulf to preparing breakfasts and welcoming gatherings on board, the crew ensures every moment at sea feels effortless and refined.

Food & Drinks

• Welcome reception and introduction evening
• Daily breakfast on board
• Selected lunches and sunset aperitifs on board

• Soft drinks & wine
• Sunset dinners and group gatherings on islands

Fun & Islands exploring

A dedicated team on hand to manage provisioning, local arrangements, and all the finer details of your premium Greek sailing ho;idays

• Sailing between beautiful Greek islands
• Swimming stops in crystal-clear bays
• Organized island explorations
• Relaxed social events on board
• Support from the flotilla host team

All you need to do is arrive and enjoy the experience.

Common Questions

What is the profile of guests on the flotilla?

We host accomplished, independent professionals and entrepreneurs primarily aged 30-55. Each journey is curated to bring together a balanced group of like-minded individuals who value meaningful connection and high-end lifestyle experiences.

Do I need previous sailing experience?

Not at all. Every yacht is managed by a professional skipper who handles all technical navigation and safety. You are welcome to learn the basics if you wish, but the experience is designed for complete relaxation.

How are the social dynamics on each yacht curated?

We take matching seriously. Before each trip, we review guest profiles to ensure each cabin group has shared professional interests and social styles, fostering an environment where natural connections happen effortlessly.

Is this a high-energy 'party boat' experience?

Quite the opposite. Our flotillas are designed for sophisticated travelers who appreciate fine wine, gourmet tavern dinners, quiet island exploration, and quality conversation over sunsets rather than club environments.

What is the accommodation like on the yachts?

We exclusively use modern, premium sailing yachts and catamarans. Each cabin is a private sanctuary with premium linens, towels, and well-designed amenities. You can choose from shared double cabins or private single occupancy cabins.

A unique journey where new friendships, shared adventures, and sometimes even special connections happen naturally.

crewed charter
LOVE - SAILING. COM

About Us

Our team comes from the world of yachting, hospitality, and luxury travel. We understand high standards, attention to detail, and the importance of creating the right atmosphere for quality social experiences.

We believe meaningful connections happen best in real life — not on screens.

We created Premium Singles Sailing to bring accomplished, like-minded people together through exceptional travel experiences in Greece.

We don’t organize dating events.
We create unforgettable sailing journeys where connection happens naturally.

Every route is thoughtfully planned. Every trip is hosted with care.
Every guest joins a curated social environment of positive, successful singles.

Because meeting the right people starts with being in the right place.

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