Reset Password



Relax & feel safe on your sailing holidays.

Ionian Islands

Skippered Yacht Charter

If you are worried you may not have quite enough experience — either with the physical size of a vessel or with navigating — you can hire a skipper!

Sail with a Skipper

Are you dreaming for a sailing holiday, but you have no license or you are a new comer without the practice? Even if you have no experience, one of our skippers will take you to the most beautiful places around the Ionian.

Our skippers will show you hidden gems, insider's tips and don't forget that they know the best restaurants in the area. As you wish learn more about sailing a yacht or just relax and enjoy the journey.

Why Choose a Skipper

We encourage you to get a skipper with you on your sail journey! Sailing with a skipper is ideal for:

1. Sailing newcomers and those interested in sailing
2. People with a sailing license who simply want to spend relaxing days on a sailing yacht without taking responsibility for the ship and crew.
3. People without sailing license who want to spend their holidays on a sailing yacht.

Just enjoy a wonderful sailing trip with secluded bays, beautiful beaches and romantic sunsets.

Value for money

Our skippers cost 170€ /day on average, divided by the number of people sailing the yacht. This is an affordable luxury and safety factor you shouldn't miss.

Charter your favorite yacht and simply book a skipper and enjoy a carefree holiday while the skipper takes care of your technical sailing wishes.

Discover our

Sailing Yacht Selection

Enjoy your vacation aboard one of our perfectly maintained boats and relax while sailing around hidden coves, fishing villages, cosmopolitan towns, natural beaches and other Ionian beauties.

Why Choose Us?

Perfect Holiday

Not sure where to start exploring Ionian amazing isles and hidden gems? Our team members have lived or sailed Lefkas and nearby islands, and offer their top tips.

Passionate & Experienced Team

We love the Ionian, We love the Sea, We love Sailing! We strive to make your vacation experience as seamless and relaxing as possible!

Hassle-Free Reservation Process

Organized straightforward booking process, and experienced stuff to help you all the way to your best vacation experience of your life!

Fully Equipped & Well Maintained Fleet

Our yachts are fully equipped for your maximum comfort, and inspected every two years from PHRS for your safety!

Best Charter Destinations

Our sailing charter destinations are carefully chosen to provide you with an unforgettable, safe and seamless experience!

What clients say?

About their experience

Our customers' opinion matters

Thérèse Baudet
We didn’t wish to leave the sail boat! The boat had most comforts and we relaxed so much! We could have quite happily started all over again!
Tania Smith
United Kingdom
We had a great time, visiting all those beautiful islands! The skipper was awesome - very friendly, helpful and made things super easy. The boat was beautiful! Thank you sail2day team!
Had awesome morning fishing with my 2 boys ages 5 & 3. Captain was brilliant, found perfect spots to swim and made the whole trip enjoyable no one got bored. Would definitely recommend.
Excellent boat. Comfortable, fully renovated. We were very happy. We highly recommend it!!!
What a fantastic team! We got a great and well serviced boat and it was excellent sailing. Especially impressed that the services of the boats was done by people from the deaf community. We would hire a boat again any time here.
Fantastic location and the most friendly stuff! The team is eager to help you with recomending fantastic spots around and they made sure that the sailing boat was in perfect condition! I definately recomend it!