header cover

Secret Aegean with skipper and kitchen on board - Rhodes to Karpathos

Next Departure:

September 27, 2025

Greece:

Dodecanese

Duration:

7 days - 6 nights

Max number of passengers:

6 people

Available:

September - October

Suitable for travellers:

20 - 60 years

Boarding from:

Rhodes

What's included

Cancellation policy

avatar image

Super!

Organised by:

Emanuel & Annalisa

Member since 2016 -

Private

French

Spanish

German

English

Italian

avatar placeholder

Give this experience a try!

This experience, in a nutshell

We are Annalisa and Emanuel, a couple of skippers who live six months a year in Greece, sailing in the Aegean. We take turns in all roles: boat management, on-board cooking and organization of activities. We like to go to sea and share this passion with people who want to experience the sea in freedom and learn about traditions, landscapes and places that make the Aegean a unique and perfect place to be discovered on a sailboat.


Our routes will take you to discover the most fascinating islands of this sea: from the authentic face of the Dodecanese to the wild nature of the Southern Sporades, passing through the iconic Cyclades and the hidden gems of the Small Cyclades. Each journey begins on one island and ends on another, both connected by direct flights to numerous departure airports.

This formula gives you a freer and more complete experience, overcoming the restrictions of loop routes. You will be able to fully enjoy the magic of the trip, without ever retracing your steps, whether you decide to take two consecutive weeks on a boat, or whether you choose to explore the departure or arrival island by land.


We will sail far and wide to discover the most beautiful islands with a perfectly equipped, safe and certified professionalboat. Fast crosswind, downwind and upwind edges await us to climb the Meltemi, the typical summer wind of Greece. Those who wish can participate in the maneuvers and steering of the boat, or simply enjoy the moment, the sun and the wind. Each route is designed to mix the pleasure of sailing with moments of adventure and relaxation: snorkeling in the crystal clear waters, trekking along the natural paths to discover breathtaking views, aperitifs by the sea, without forgetting the pleasures of the table to share on board or in picturesque taverns.

€950

7 days - 6 nights

experience image 0experience image 1
experience image 2
experience image 3

16+

Show all

Boat & Classes of Service

Dufour 455 Grand Large - 2006

Type

Sailboat

Length

13.75 m.

Toilets

3

Cabins

4

boat image 0boat image 1
boat image 2
boat image 3

10+

Show all

Our itinerary

Our trip starts here:

Rhodes.

Check-in: 5:00 PM

Our trip ends here:

Karpathos.

Check-out: 5:00 PM

Leg 1

Day 1 Welcome aboard!

Boarding in the Marina di Rodi from 5 pm. Accommodation on the boat and free afternoon to visit the medieval city.

Day 1 Welcome aboard!

Leg 2

Day 2 Ladiko and Lindos

Route south with a stop at Ladiko Bay, also known as Anthony Quinn Bay, in honor of the actor who fell in love with this place during the filming of the film The Guns of Navarone. We'll continue to Lindos, where we'll spend the night in the bay under the illuminated Acropolis. Disembarkation and visit of the village and the Acropolis. Dinner in the village.

Day 2 Ladiko and Lindos

Leg 3

Day 3 Prassonissi

Located at the southern end of Rhodes, it is a unique and fascinating place, famous for its wilderness and for being a paradise for water sports. The tongue of sand divides the sea in two: depending on the origin of the wind, on the one hand, the calm waters, on the other, perfect waves for windsurfing and kitesurfing! Night at anchor.

Day 3 Prassonissi

Leg 4

Giorno 4 Karpathos

Early morning departure for a long sail to the island of Saria and northern Karpathos. Here the anchorages are solitary and scenic, ideal for a night at anchor under the stars.

Giorno 4 Karpathos

Leg 5

Giorno 5 Karpathos

Route to the small port of Diafani. It will be our starting point to explore Olympos, a village of colorful houses and windmills perched on the mountains with a breathtaking view of the sea and the mountains. The village can also be reached on foot in 2/3 hours along a spectacular path. Dinner in a characteristic tavern in the port of Diafani.

Giorno 5 Karpathos

Leg 6

Giorno 6 Karpathos

Heading south, where we will encounter some very charming bays such as Kyra Panagia and Apella Beach. We will choose the most protected by the Meltemi, which blows powerfully here. Night in the bay or in the small port of Agios Nikolaos depending on the weather.

Giorno 6 Karpathos

Leg 7

Giorno 7 Karpathos

We'll enjoy a little more sea and then head to Pigadia, the island's main town. Disembarkation at 17.00 in the port or in the bay of Amorphos a few km from the airport, depending on the availability of moorings.

Giorno 7 Karpathos

Frequent questions

The organiser reviews

avatar image

Super!

Organised by:

Emanuel & Annalisa

Member since 2016 -

Private

French

Spanish

German

English

Italian

5.0/5

out of

43

reviews

Skipper

Boat

Destination

avatar image

SECRET DODECANESE: Astypalea and Tylos with skipper and kitchen

10/1/2024

Luca Alfonso M.

-

Italy

Emanuel ed Annalisa a dir poco fantastici, persone veramente squisite Bravissimi Skipper e Favolosi cuochi vacanza fantastica ed indimenticabile
avatar image

DODECANESO SECRET: Kalymnos and micro-islands with skipper and kitchen

09/1/2024

Inaya V.

-

Australia

If you find yourself able to do this experience I think you’d be considered one of the lucky ones. Thank you beautiful gorgeous Annalisa and Emanuel
avatar placeholder

SECRET DODECANESE: at full roadstead with skipper and kitchen

08/11/2024

Gabrielle C.

-

France

Un séjour en voilier idyllique à découvrir les îles du Dodécanèse. Annalisa et Emmanuel sont des personnes très accueillantes qui ont été aux petits soins avec nous pendant le séjour, à nous faire découvrir des mets grecques et Italiens et des plages désertes où nous avions parfois la sensation d’être seul au monde. En résumé un séjour incroyable et paradisiaque que nous recommandons à 1000% ! Merci pour ces supers moments !
avatar image

DODECANESE SECRET: volcanic islands with skipper and kitchen

08/2/2024

Umberto B.

-

Italy

Annalisa & Emanuel sono una coppia bellissima! La loro grazia e simpatia crea un clima molto positivo a bordo. Skipper provetti che sanno far godere la navigazione a vela anche con vento teso in assoluta tranquillità per gli ospiti. La conoscenza puntuale dei luoghi consente risvegli in cale deserte che sono impagabili. Abbiamo esplorato luoghi magici, accompagnati da racconti ricchi di suggestioni. Siamo stati 'coccolati' con la produzione di prelibatezze culinarie, che sono state tradotte in un ricettario speciale della vacanza. Una nota speciale. Il mio infortunio imprevisto su una spiaggia deserta é stato gestito con tempestività e competenza, risolvendo al meglio la spiacevole situazione. Grazie Annalisa per le amorevoli cure prestate! In breve. Vacanza assolutamente raccomandata!

Let's talk Sailsquare!

HuffpostSailing todayYahoo!

Secure payments

MastercardVisaAmerican ExpressApple pay

© 2023 Sailsquare Srl SB • All rights reserved - VAT IT07860990964