Special offers for greek yacht charters. Find Sailing Offers now.

Price displayed in

EUR For your convenience—especially for U.S. travelers—USD prices are shown as an approximate daily conversion from EUR. All contracts and payments are made in EUR.

Connect with Eugene

Have a question? Reach out to Eugene, your advisor

Schedule video appointment

Call us

Need help? Call us for a quick assistance now

Price displayed in

EUR For your convenience—especially for U.S. travelers—USD prices are shown as an approximate daily conversion from EUR. All contracts and payments are made in EUR.

Find your yacht here

Need skipper?

Need air-condition?

Search Now

LIMITED TIME OFFERS SUBJECT TO AVAILABILITY (prices refer to the boat only - crew needs to be added on top)

Special Offer

Fantasy

Refitted in 2021! Enjoy your sailing vacations with all of your home amenities together on

Hold a 2nd option on the boat

Or in case you want this boat now and your dates are flexible

PREVIOUS DATE:
- NEXT DATE:
04/04/2026

CABINS: 4 BERTHS: 8

Boat Type: CATAMARAN Air Condition: YES

From: 25/07/2026 To: 01/08/2026

Special Offer

The Full House

Refitted in 2022! One of our best options in 50ft. A unique 5 Star floating hotel!

Hold a 2nd option on the boat

Or in case you want this boat now and your dates are flexible

PREVIOUS DATE:
- NEXT DATE:
28/03/2026

CABINS: 6 BERTHS: 12

Boat Type: CATAMARAN Air Condition: YES

From: 09/05/2026 To: 16/05/2026

Special Offer

The Full House

Refitted in 2022! One of our best options in 50ft. A unique 5 Star floating hotel!

Hold a 2nd option on the boat

Or in case you want this boat now and your dates are flexible

PREVIOUS DATE:
- NEXT DATE:
28/03/2026

CABINS: 6 BERTHS: 12

Boat Type: CATAMARAN Air Condition: YES

From: 30/05/2026 To: 06/06/2026

Special Offer

Royal Hearts

Among our jewels fully refitted in 2023! 'Royal Hearts' comes with six cabins exclusively for

Hold a 2nd option on the boat

Or in case you want this boat now and your dates are flexible

PREVIOUS DATE:
- NEXT DATE:
28/03/2026

CABINS: 7 BERTHS: 13

Boat Type: CATAMARAN Air Condition: YES

From: 09/05/2026 To: 16/05/2026

Special Offer

Royal Hearts

Among our jewels fully refitted in 2023! 'Royal Hearts' comes with six cabins exclusively for

Hold a 2nd option on the boat

Or in case you want this boat now and your dates are flexible

PREVIOUS DATE:
- NEXT DATE:
28/03/2026

CABINS: 7 BERTHS: 13

Boat Type: CATAMARAN Air Condition: YES

From: 16/05/2026 To: 23/05/2026

Special Offer

Royal Hearts

Among our jewels fully refitted in 2023! 'Royal Hearts' comes with six cabins exclusively for

Hold a 2nd option on the boat

Or in case you want this boat now and your dates are flexible

PREVIOUS DATE:
- NEXT DATE:
28/03/2026

CABINS: 7 BERTHS: 13

Boat Type: CATAMARAN Air Condition: YES

From: 11/04/2026 To: 18/04/2026

Special Offer

The Full House

Refitted in 2022! One of our best options in 50ft. A unique 5 Star floating hotel!

Hold a 2nd option on the boat

Or in case you want this boat now and your dates are flexible

PREVIOUS DATE:
- NEXT DATE:
28/03/2026

CABINS: 6 BERTHS: 12

Boat Type: CATAMARAN Air Condition: YES

From: 15/08/2026 To: 22/08/2026

Special Offer

The Big Deal

Refitted in 2022! Equipped with all the amenities of a 5 Star floating hotel!!

Hold a 2nd option on the boat

Or in case you want this boat now and your dates are flexible

PREVIOUS DATE:
- NEXT DATE:
28/03/2026

CABINS: 6 BERTHS: 12

Boat Type: CATAMARAN Air Condition: YES

From: 29/08/2026 To: 05/09/2026

Special Offer

Queen of Diamonds

Our latest jewel fully refitted in 2023! 'Queen of Diamonds' comes with five cabins exclusively

Hold a 2nd option on the boat

Or in case you want this boat now and your dates are flexible

PREVIOUS DATE:
28/02/2026 NEXT DATE:
28/03/2026

CABINS: 6 BERTHS: 12

Boat Type: CATAMARAN Air Condition: YES

From: 30/05/2026 To: 06/06/2026

Special Offer

Royal Hearts

Among our jewels fully refitted in 2023! 'Royal Hearts' comes with six cabins exclusively for

Hold a 2nd option on the boat

Or in case you want this boat now and your dates are flexible

PREVIOUS DATE:
- NEXT DATE:
28/03/2026

CABINS: 7 BERTHS: 13

Boat Type: CATAMARAN Air Condition: YES

From: 06/06/2026 To: 13/06/2026

Special Offer

Ace of Diamonds

Our latest jewel fully refitted in 2023! 'Ace of Diamonds' comes with five cabins exclusively

Hold a 2nd option on the boat

Or in case you want this boat now and your dates are flexible

PREVIOUS DATE:
- NEXT DATE:
28/03/2026

CABINS: 6 BERTHS: 12

Boat Type: CATAMARAN Air Condition: YES

From: 25/07/2026 To: 01/08/2026

Special Offer

Ace of Diamonds

Our latest jewel fully refitted in 2023! 'Ace of Diamonds' comes with five cabins exclusively

Hold a 2nd option on the boat

Or in case you want this boat now and your dates are flexible

PREVIOUS DATE:
- NEXT DATE:
28/03/2026

CABINS: 6 BERTHS: 12

Boat Type: CATAMARAN Air Condition: YES

From: 29/08/2026 To: 05/09/2026

Special Offer

Ace of Diamonds

Our latest jewel fully refitted in 2023! 'Ace of Diamonds' comes with five cabins exclusively

Hold a 2nd option on the boat

Or in case you want this boat now and your dates are flexible

PREVIOUS DATE:
- NEXT DATE:
28/03/2026

CABINS: 6 BERTHS: 12

Boat Type: CATAMARAN Air Condition: YES

From: 20/06/2026 To: 27/06/2026

Special Offer

Ace of Diamonds

Our latest jewel fully refitted in 2023! 'Ace of Diamonds' comes with five cabins exclusively

Hold a 2nd option on the boat

Or in case you want this boat now and your dates are flexible

PREVIOUS DATE:
- NEXT DATE:
28/03/2026

CABINS: 6 BERTHS: 12

Boat Type: CATAMARAN Air Condition: YES

From: 15/08/2026 To: 22/08/2026

Special Offer

Royal Flush

Among our jewels fully refitted in 2023! 'Royal Flush' comes with six cabins exclusively for the

Hold a 2nd option on the boat

Or in case you want this boat now and your dates are flexible

PREVIOUS DATE:
- NEXT DATE:
28/03/2026

CABINS: 7 BERTHS: 13

Boat Type: CATAMARAN Air Condition: YES

From: 20/06/2026 To: 27/06/2026

Special Offer

Royal Destiny

'ROYAL DESTINY' blends comfort and space, offering a seamless journey to Greece’s most stunning

Hold a 2nd option on the boat

Or in case you want this boat now and your dates are flexible

PREVIOUS DATE:
- NEXT DATE:
28/03/2026

CABINS: 7 BERTHS: 13

Boat Type: CATAMARAN Air Condition: YES

From: 30/05/2026 To: 06/06/2026

Special Offer

Royal Hearts

Among our jewels fully refitted in 2023! 'Royal Hearts' comes with six cabins exclusively for

Hold a 2nd option on the boat

Or in case you want this boat now and your dates are flexible

PREVIOUS DATE:
- NEXT DATE:
28/03/2026

CABINS: 7 BERTHS: 13

Boat Type: CATAMARAN Air Condition: YES

From: 18/07/2026 To: 25/07/2026

Special Offer

Royal Destiny

'ROYAL DESTINY' blends comfort and space, offering a seamless journey to Greece’s most stunning

Hold a 2nd option on the boat

Or in case you want this boat now and your dates are flexible

PREVIOUS DATE:
- NEXT DATE:
28/03/2026

CABINS: 7 BERTHS: 13

Boat Type: CATAMARAN Air Condition: YES

From: 13/06/2026 To: 20/06/2026

Custom Dates

In case you wish us to search for custom dates please leave your email and we will contact you with in the next 12 hours

Contact Me

All of our yachts have been inspected and certified by the Lloyds Registy

2nd Option

The yacht you have selected is under option. Leave us your email for a second option.

Your email here Send

When How Long Number of People Number of Cabins Boat Type Sort Filter Results

Welcome to Yachtsailing.gr
First time sailing? Hire a skipper and cruise the Greek islands with style and safety!

Is it your first time that you consider going on vacation with a sailing yacht?

Let us help you with your sailing vacation and Book one of our professional skippers for your holidays!
We provide the most experienced skippers who will navigate you not only with safety through the islands but will surely sail you to ‘secret’ locations and local hotspots throughout your journey! Start your private skippered sailing holiday and cruise through the amazing Greek Seas with style and safety. Your island hopping experience will be unique!

Do you feel that you do not have the experience to handle a boat on your own?

No problem! Our professional skippers are here not only to navigate you from one place to the other but they will be your 'host' int he Greek islands throughout your trip.

Leave all the anxiety of boat handling aside and focus only on the imaginary scenery, embrace the Greek culture and hospitality and at the same time dive in crystal clear water coves surrounded only by trees and pure nature

You don’t have the required certificate?

Hiring professional crew is the best way to enjoy your trip at the maximum!
Our professional skippers would be happy to share some of their knowledge with you and you are more than welcome to participate if you wish to be actively involved. If you would just want to relax, no problem! Our skippers will take care of everything and will create a unique sailing vacation experience

1 2 3

All of our yachts have been inspected and certified by the Lloyds Registy

LIMITED TIME OFFERS SUBJECT TO AVAILABILITY (prices refer to the boat only - crew needs to be added on top)

Special Offer

Fantasy

Refitted in 2021! Enjoy your sailing vacations with all of your home amenities together on

Hold a 2nd option on the boat

Or in case you want this boat now and your dates are flexible

PREVIOUS DATE:
- NEXT DATE:
04/04/2026

CABINS: 4 BERTHS: 8

Boat Type: CATAMARAN Air Condition: YES

From: 25/07/2026 To: 01/08/2026

Special Offer

The Full House

Refitted in 2022! One of our best options in 50ft. A unique 5 Star floating hotel!

Hold a 2nd option on the boat

Or in case you want this boat now and your dates are flexible

PREVIOUS DATE:
- NEXT DATE:
28/03/2026

CABINS: 6 BERTHS: 12

Boat Type: CATAMARAN Air Condition: YES

From: 09/05/2026 To: 16/05/2026

Special Offer

The Full House

Refitted in 2022! One of our best options in 50ft. A unique 5 Star floating hotel!

Hold a 2nd option on the boat

Or in case you want this boat now and your dates are flexible

PREVIOUS DATE:
- NEXT DATE:
28/03/2026

CABINS: 6 BERTHS: 12

Boat Type: CATAMARAN Air Condition: YES

From: 30/05/2026 To: 06/06/2026

Special Offer

Royal Hearts

Among our jewels fully refitted in 2023! 'Royal Hearts' comes with six cabins exclusively for

Hold a 2nd option on the boat

Or in case you want this boat now and your dates are flexible

PREVIOUS DATE:
- NEXT DATE:
28/03/2026

CABINS: 7 BERTHS: 13

Boat Type: CATAMARAN Air Condition: YES

From: 09/05/2026 To: 16/05/2026

Special Offer

Royal Hearts

Among our jewels fully refitted in 2023! 'Royal Hearts' comes with six cabins exclusively for

Hold a 2nd option on the boat

Or in case you want this boat now and your dates are flexible

PREVIOUS DATE:
- NEXT DATE:
28/03/2026

CABINS: 7 BERTHS: 13

Boat Type: CATAMARAN Air Condition: YES

From: 16/05/2026 To: 23/05/2026

Special Offer

Royal Hearts

Among our jewels fully refitted in 2023! 'Royal Hearts' comes with six cabins exclusively for

Hold a 2nd option on the boat

Or in case you want this boat now and your dates are flexible

PREVIOUS DATE:
- NEXT DATE:
28/03/2026

CABINS: 7 BERTHS: 13

Boat Type: CATAMARAN Air Condition: YES

From: 11/04/2026 To: 18/04/2026

Special Offer

The Full House

Refitted in 2022! One of our best options in 50ft. A unique 5 Star floating hotel!

Hold a 2nd option on the boat

Or in case you want this boat now and your dates are flexible

PREVIOUS DATE:
- NEXT DATE:
28/03/2026

CABINS: 6 BERTHS: 12

Boat Type: CATAMARAN Air Condition: YES

From: 15/08/2026 To: 22/08/2026

Special Offer

The Big Deal

Refitted in 2022! Equipped with all the amenities of a 5 Star floating hotel!!

Hold a 2nd option on the boat

Or in case you want this boat now and your dates are flexible

PREVIOUS DATE:
- NEXT DATE:
28/03/2026

CABINS: 6 BERTHS: 12

Boat Type: CATAMARAN Air Condition: YES

From: 29/08/2026 To: 05/09/2026

Special Offer

Queen of Diamonds

Our latest jewel fully refitted in 2023! 'Queen of Diamonds' comes with five cabins exclusively

Hold a 2nd option on the boat

Or in case you want this boat now and your dates are flexible

PREVIOUS DATE:
- NEXT DATE:
28/03/2026

CABINS: 6 BERTHS: 12

Boat Type: CATAMARAN Air Condition: YES

From: 30/05/2026 To: 06/06/2026

Special Offer

Royal Hearts

Among our jewels fully refitted in 2023! 'Royal Hearts' comes with six cabins exclusively for

Hold a 2nd option on the boat

Or in case you want this boat now and your dates are flexible

PREVIOUS DATE:
- NEXT DATE:
28/03/2026

CABINS: 7 BERTHS: 13

Boat Type: CATAMARAN Air Condition: YES

From: 06/06/2026 To: 13/06/2026

Special Offer

Ace of Diamonds

Our latest jewel fully refitted in 2023! 'Ace of Diamonds' comes with five cabins exclusively

Hold a 2nd option on the boat

Or in case you want this boat now and your dates are flexible

PREVIOUS DATE:
- NEXT DATE:
28/03/2026

CABINS: 6 BERTHS: 12

Boat Type: CATAMARAN Air Condition: YES

From: 25/07/2026 To: 01/08/2026

Special Offer

Ace of Diamonds

Our latest jewel fully refitted in 2023! 'Ace of Diamonds' comes with five cabins exclusively

Hold a 2nd option on the boat

Or in case you want this boat now and your dates are flexible

PREVIOUS DATE:
- NEXT DATE:
28/03/2026

CABINS: 6 BERTHS: 12

Boat Type: CATAMARAN Air Condition: YES

From: 29/08/2026 To: 05/09/2026

Special Offer

Ace of Diamonds

Our latest jewel fully refitted in 2023! 'Ace of Diamonds' comes with five cabins exclusively

Hold a 2nd option on the boat

Or in case you want this boat now and your dates are flexible

PREVIOUS DATE:
- NEXT DATE:
28/03/2026

CABINS: 6 BERTHS: 12

Boat Type: CATAMARAN Air Condition: YES

From: 20/06/2026 To: 27/06/2026

Special Offer

Ace of Diamonds

Our latest jewel fully refitted in 2023! 'Ace of Diamonds' comes with five cabins exclusively

Hold a 2nd option on the boat

Or in case you want this boat now and your dates are flexible

PREVIOUS DATE:
- NEXT DATE:
28/03/2026

CABINS: 6 BERTHS: 12

Boat Type: CATAMARAN Air Condition: YES

From: 15/08/2026 To: 22/08/2026

Special Offer

Royal Flush

Among our jewels fully refitted in 2023! 'Royal Flush' comes with six cabins exclusively for the

Hold a 2nd option on the boat

Or in case you want this boat now and your dates are flexible

PREVIOUS DATE:
- NEXT DATE:
28/03/2026

CABINS: 7 BERTHS: 13

Boat Type: CATAMARAN Air Condition: YES

From: 20/06/2026 To: 27/06/2026

Special Offer

Royal Destiny

'ROYAL DESTINY' blends comfort and space, offering a seamless journey to Greece’s most stunning

Hold a 2nd option on the boat

Or in case you want this boat now and your dates are flexible

PREVIOUS DATE:
- NEXT DATE:
28/03/2026

CABINS: 7 BERTHS: 13

Boat Type: CATAMARAN Air Condition: YES

From: 30/05/2026 To: 06/06/2026

Special Offer

Royal Hearts

Among our jewels fully refitted in 2023! 'Royal Hearts' comes with six cabins exclusively for

Hold a 2nd option on the boat

Or in case you want this boat now and your dates are flexible

PREVIOUS DATE:
- NEXT DATE:
28/03/2026

CABINS: 7 BERTHS: 13

Boat Type: CATAMARAN Air Condition: YES

From: 18/07/2026 To: 25/07/2026

Special Offer

Royal Destiny

'ROYAL DESTINY' blends comfort and space, offering a seamless journey to Greece’s most stunning

Hold a 2nd option on the boat

Or in case you want this boat now and your dates are flexible

PREVIOUS DATE:
- NEXT DATE:
28/03/2026

CABINS: 7 BERTHS: 13

Boat Type: CATAMARAN Air Condition: YES

From: 13/06/2026 To: 20/06/2026

Custom Dates

In case you wish us to search for custom dates please leave your email and we will contact you with in the next 12 hours

Contact Me

2nd Option

The yacht you have selected is under option. Leave us your email for a second option.

Your email here Send

Contact us
Check availability

Select departure month

Select departure date

Select number of weeks

Select crew preference

Price displayed in

Connect with Eugene

Schedule video appointment

Call us

Price displayed in

Custom Dates

2nd Option

Welcome to Yachtsailing.gr

Is it your first time that you consider going on vacation with a sailing yacht?

Do you feel that you do not have the experience to handle a boat on your own?

You don’t have the required certificate?

Custom Dates

2nd Option

Contact Us by Email

Call Us Now