experiences

4.7

Premium

Big and luxurious 60ft catamaran in Cyclades - best local experience with hostess

Greece: Cyclades

6 days - 7 nights

2 departures available

August

Starting from

€2,737

€2,600

Per person

4.9

Super!

Small Cyclades

Greece: Cyclades

6 days - 7 nights

2 departures available

August - September

Starting from

€955

Per person

5.0

Super!

Secret Aegean with skipper and kitchen on board from Santorini to Kos

Greece: Cyclades

7 days - 6 nights

One departure available

September

€1,050

Per person

4.9

Super!

From Paros to Mykonos

Greece: Cyclades

6 days - 7 nights

One departure available

September

€835

Per person

4.9

Super!

Mykonos to Athens by Fast Cruise

Greece: Cyclades

6 days - 7 nights

One departure available

September

€835

Per person

4.9

Super!

Fast cruising Cicladi Occidentali

Greece: Cyclades

6 days - 7 nights

2 departures available

August - September

Starting from

€955

Per person

4.7

Premium

One way Aegina - Naxos sailing adventure on a big 50ft boat

Greece: Cyclades

6 days - 7 nights

One departure available

July

€1,100

Per person

4.6

The Cyclades with Serifos and Mykonos on a dream boat with chef

Greece: Cyclades

7 days - 7 nights

One departure available

September

€1,400

Per person

Why book a holiday with Sailsquare?

The world's largest marketplace for sailing holidays

80,000 travellers have already chosen their holiday from a catalogue of 12,000 proposals in 120 destinations, worldwide.

Get onboard solo, with your family or your friends

Book a single spot, a cabin or the whole boat just for yourself, or for your friends or family.

Find out before you book who's waiting for you on board

Find out more about the skipper and travellers who have already booked the holiday, to find out more about the

Sailing holidays that suit all budgets

On Sailsquare, sailing holidays are within everyone's reach. Thousands of proposals to choose from, at affordable prices.

Reviews - Cooking service onboard yacht sailing holidays & tours in Cyclades

48 reviews

Small Cyclades

09/14/2024

Stefan E.

Switzerland

Annalisa and Lorenzo are wonderful hosts and very skillful skippers. We had an amazing time with delicious food, visiting beautiful spots, swimming at peaceful hidden islands. The whole planning is flawless, given us a very relaxing trip and memorable first sailing experience. Grazie mille =D

Best local sailing experience on 50ft monohull away from the crowds

09/9/2024

Nicola F.

Italy

Perfetta organizzazione della vacanza da parte di Aga. Abbiamo navigato e scoperto le piccole Cicladi, partecipando progressivamente alle manovre compiute dallo skipper. Cucina favolosa da parte di Aga a colazione e pranzo, mentre la sera era prevista una cena in un ristorante dell'isola appena raggiunta. Compagni di viaggio super, vacanza indimenticabile.

Small Cyclades

08/26/2024

EMANUELE P.

Italy

Tutto perfetto! Annalisa e Lorenzo sono bravissimi ed offrono un servizio unico. Assolutamente da provare!

Big and luxurious 60ft catamaran in Cyclades - best local experience with hostess

08/25/2024

Rolf S.

Switzerland

Es war alles super Ich persönlich wäre gerne noch mehr gesegelt….

Customer Support

Do you need support on using the platform or for an online payment? Do you need information or is there something you don't understand? For (almost) any question, we got an answer!

Call us at

+44 2035144220

Read our

Contact & Support

Can't find the perfect holiday for you?

Tell us what you are looking for and let our team find the right solution for you!