header cover

Crewed yacht sailing holidays & tours in Greece

Get on board on a crewed sailing holiday in Greece for the most relaxed time ever.

20

experiences

cover image
avatar image

5.0

Super!

Pack your suitcase and we'll take care of the rest!! Stewards on board!

Duration:

7 days - 6 nights

Greece:

Ionian Islands

avatar image
avatar image
avatar image

+44 travellers

have booked

Starting from

€550

Per person

cover image
avatar image

4.9

Super!

Crystal clear sea, relaxation, skipper and hostess on board! What more could you want?

Duration:

7 days - 6 nights

Greece:

Ionian Islands

avatar image
avatar image
avatar image

+53 travellers

have booked

Starting from

€680

Per person

cover image
avatar image

4.7

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

Duration:

6 days - 7 nights

Greece:

Cyclades

avatar image
avatar image
avatar image

+72 travellers

have booked

Starting from

€903

€950

Per person

cover image
avatar image

4.9

Super!

Small Cyclades

Duration:

6 days - 7 nights

Greece:

Cyclades

avatar image
avatar placeholder
avatar placeholder

+18 travellers

have booked

Starting from

€690

€960

Per person

cover image
avatar image

5.0

Super!

SECRET DODECANESE: at full roadstead with skipper and kitchen

Duration:

6 days - 6 nights

Greece:

Dodecanese

avatar placeholder
avatar placeholder
avatar placeholder

+9 travellers

have booked

€1,300

Per person

cover image
avatar image

4.9

Super!

Full sail in the blue of Ionian Greece with hostess on board

Duration:

7 days - 7 nights

Greece:

Ionian Islands

avatar image
avatar placeholder
avatar placeholder

+14 travellers

have booked

€998

€1,050

Per person

cover image
avatar image

5.0

Super!

DODECANESE SECRET: Rhodes and the Southern Islands with skipper and kitchen

Duration:

6 days - 6 nights

Greece:

Dodecanese

avatar image
avatar placeholder
avatar placeholder

+3 travellers

have booked

€750

Per person

cover image
avatar image

4.9

Super!

From Corfu sailing between turquoise sea and white beaches - hostess on board

Duration:

7 days - 7 nights

Greece:

Ionian Islands

avatar placeholder
avatar placeholder
avatar placeholder

+3 travellers

have booked

Starting from

€810

Per person

cover image
avatar image

4.8

Super!

Catamaran in the sea of Ulysses - All inclusive

Duration:

6 days - 7 nights

Greece:

Ionian Islands

avatar placeholder
avatar placeholder
avatar placeholder

+20 travellers

have booked

€1,250

Per person

cover image
avatar image

4.9

Super!

From Paros to Mykonos

Duration:

6 days - 7 nights

Greece:

Cyclades

Give this experience a try!

€850

Per person

cover image
avatar image

4.8

Super!

By catamaran Lagoon 42 in the sea of Ulysses - All inclusive

Duration:

6 days - 7 nights

Greece:

Ionian Islands

avatar placeholder
avatar placeholder
avatar placeholder

+4 travellers

have booked

€1,950

Per person

cover image
avatar image

4.9

Super!

Mykonos to Athens by Fast Cruise

Duration:

6 days - 7 nights

Greece:

Cyclades

avatar placeholder
avatar placeholder

+2 travellers

have booked

€810

Per person

Why book a holiday with Sailsquare?

The world's largest marketplace for sailing holidays

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

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 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

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 - Crewed yacht sailing holidays & tours in Greece

155 reviews

avatar image

Pack your suitcase and we'll take care of the rest!! Stewards on board!

07/18/2024

Alfonso C.

-

Italy

Alessandro e Andrea sono due skipper perfetti. Ti fanno sentire a tuo agio. Sono sempre gentili sorridenti e disponibili. I posti e lil mare del programma sono vellussimi. Carlo con la sua gentilezza e simpatia completa l equipaggio. .una vacanza inizia dallo skipper e dal suoi aiuto. E loro sono perfetti
avatar placeholder

Full sail in the blue of Ionian Greece with hostess on board

07/17/2024

Isabella P.

-

Italy

Esperienza indimenticabile con Omar ed Enrica, ragazzi speciali, professionisti seri e capaci. Abbiamo navigato esplorando posti meravigliosi e senza lasciare mai nulla al caso, siamo stati coccolati e ci siamo sentiti a casa e parte di un gruppo bellissimo. Grazie Enrica e Omar, di sicuro ci rivedremo presto!
avatar image

Pack your suitcase and we'll take care of the rest!! Stewards on board!

07/14/2024

Roman Y.

-

Poland

He trio was wonderfull. Alessandro and Karlo are very nice and helpfull guys. They were showing us a lot of beautifull places for swimming and diving during our trip. Volleyball in the see was a pleasant bonus! I'd definitely recommend to choose Allesandro for your trip!
avatar image

A week exploring the Dodecanese

07/9/2024

Matteo C.

-

Switzerland

Trattamento da crociera, no stress, non devi pensare a niente, non devi decidere niente

Customer Support

nightLifeGeneralInfo

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!

search

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!

Greece: the best travel ideas

Other travel ideas

Let's talk Sailsquare!

HuffpostSailing todayYahoo!

Secure payments

MastercardVisaAmerican ExpressApple pay

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