Sailing Adventure in Greece with Chloe and Sierra

Join a small, carefully curated group for a week at sea! Exploring islands, swimming in turquoise bays, sharing meals on board and sailing together from place to place.

Everything is organised for you. No sailing experience required.

Small group (5–8 people)

Experienced skipper & host on board

Perfect for solo travelers & first-time sailors

Trip Full!

Join the Waitlist

  • Duration

    8 days · 7 nights

  • Date

    June 6 - June 13

  • Group Size

    6–8 guests

  • Price

    $2800pp USD

Day 1 — Arrival in Athens & Welcome Aboard

Meet at Alimos Marina, settle into your cabin, and enjoy a welcome drink with the group. We’ll spend the night in the marina and head out in the morning.

Day 2 — Aegina Island

A short, calm sail to Aegina. Swim in turquoise water, explore the island, and enjoy dinner in a seaside taverna.

Day 3 — Hydra

Cruise to Hydra, famous for its car-free streets and timeless atmosphere. Wander the harbor town, swim from the boat, and experience one of Greece’s most iconic sailing destinations.

Day 4 — Ermioni

A scenic sail brings us to Ermioni, a laid-back coastal town surrounded by nature. Enjoy quiet anchorages, waterfront dining, and a slower pace away from the crowds.

Day 5 — Spetses

Head to elegant Spetses, known for its elegant charm and lively waterfront. Spend the day exploring the island, swimming, and enjoying dinner ashore as the town comes alive at night..

Day 6 — Poros

Sail to Poros through narrow channels and calm waters, arriving by early afternoon. Explore the town, swim nearby and possibility to rent ATVs.

Day 7 — Back to Athens

We sail back to Athens on Friday, returning to the marina by afternoon. Spend the final evening in the city, enjoy a last dinner together, or explore Athens at your own pace.

Day 8 - Goodbyes

After breakfast, it’s time to disembark and head home. Depart with new friendships, sailing memories and a full week of island life behind you.

Included

- Professional captain

- Accommodation in a shared cabin

- Fuel

- Marina fees

- Food onboard

- Soft drinks

- Linens.

Not Included

- Flights

- Airport transfers

- Dinners on shore

- Alcoholic beverages.

You will share a cozy double cabin with a queen bed or two bunk beds.

We will be sailing on a luxurious 50 foot sailing yacht

What You Will Get

Imagine waking up to turquoise water under the hull, coffee on deck while watching the sunrise, diving off the bow into warm Aegan sea, days slipping by in a blur of sun, salt and laughter.
Evenings are for shared dinners under star-strewn skies.
This is not just a vacation, it's a week with likeminded people who will become friends for life!

Frequently Asked Questions

01

Can I join solo?

Absolutely. Many join solo. This type of experience draws likeminded people who won't stay strangers for long.

02

Is this retreat safe?

Safety is our top priority. The boat is captained by a professional sailing captain and you will get a thorough safety briefing before we set sail.

03

What's the overall vibe?

Think good company, active adventures, and time to chill. There’s space to be social or take quiet moments for yourself.

04

Do I need prior sailing experience?

No prior sailing experience is needed. This retreat is designed for beginners, advanced, and curious adventurers. You’ll learn the basics of sailing and life onboard in a supportive, hands-on environment.

05

Do I need any vaccines?

Traveling to Greece doesn't require any specific vaccines

06

What if i have to cancel my trip?

It is possible to cancel your trip. SeeTerms & Conditionsfor more information and refund policy.

07

Do I need insurance?

Yes. Everyone joining has to have a valid travel insurance.

08

What if i have to cancel my trip?

It is possible to cancel your trip. SeeTerms & Conditionsfor more information and refund policy.

09

What's the payment schedule?

A booking is confirmed once the initial deposit of USD 500 has been received. The deposit secures the Guest’s place on the trip and is applied toward the total trip price.

The remaining balance is divided into two equal instalments:

  • First instalment: due four (4) months prior to departure
  • Final instalment: due two (2) months prior to departure

Terms and Conditions

Meet Your Hosts

Hi, we’re Chloe and Sierra — two friends who feel most at home by the sea, and who love turning trips into shared experiences.

Together with Axel, our skipper, we’ve designed this sailing week in Greece around the moments that matter most: easy island mornings, swims in clear blue water, unhurried sailing days, and evenings that stretch long after sunset. This isn’t about ticking off destinations, it’s about slowing down, connecting with the people around you, and experiencing Greece from the water. Whether you’re looking for adventure or new friendships, this week is meant to feel effortless and memorable.

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Who's behind the wheel?

I’m Axel, a Finnish skipper who lives most of the year at sea.
I run these trips so more people can experience what sailing actually feels like – not on a cruise ship, but on a real sailboat with a small crew.

Every trip is:
– Professionally skippered
– Safety-focused

You don’t need any sailing background. Just a sense of curiosity and a willingness to share a boat with strangers who probably won’t stay strangers for long.

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Application Form

Ready to join the adventure of your lifetime? Request a spot now!

First name *

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Address *

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Trip you're applying for *

Tell us a little about yourself *

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What do you hope to gain from this experience? *

Please share more details about your enquiry

Payment Schedule

A booking is confirmed once the initial deposit of USD 500 has been received. The deposit secures the Guest’s place on the trip and is applied toward the total trip price.

The remaining balance is divided into two equal instalments:

  • First instalment: due four (4) months prior to departure
  • Final instalment: due two (2) months prior to departure

Terms and Conditions