If there is not a properly qualified person to handle a yacht in your group or you just want to have a laid-back sailing experience or even practice your beginner skills then Trip-To-Sail will provide a skipper to join you onboard. Our experienced, English-speaking captains, will navigate the yacht through a safe and enjoyable passage to every decided destination and guide you to find the hot spots of each island.


Α host will give a feeling of extra comfort on-board. You will not have to worry about all the cooking and cleaning. S/he will prepare authentic, delicious Greek dishes and keep the boat tidy throughout the trip. Additionally, S/he can do the grocery shopping for you and have the boat stocked with food and drinks of your choice.


There are yachts available for non-skippered charters. In this case, it is required from at least one person to have a valid license. In addition, it is obligatory that at least one crew member has a sailing license or sailing course certificate, or a signed declaration by them stating their sailing abilities. Read more about licensing requirements for bareboat charters in Greece, here.


We currently offer Daily Cruises on Thasos Island. You can discover some of the most isolated beauties of the northernmost Greek island and experience a different day in your vacation full of sailing, swimming, diving and relaxing. Different packages for skippered cruises of open and private groups with brunch are available.


Celebration Events

We can provide a special arrangement charter for any kind of celebration such as birthday, bridal, bachelor, wedding, honeymoon or just a private party. Trip-To–Sail will design the whole event according to your needs and requirements. This package can include a skipper and special event expert crew.

Corporate Events

We hold any private event that relies on business and corporate entertainment. Team building, award-winning, celebration excursion, seminars and executive retreats are some of the main events that Trip-To-Sail can organize.


There is a rich calendar for local races and international regattas events in Greece. We can arrange your participation in an existent racing team or an individual yacht charter for your team to compete.


A flotilla is a group of yachts travelling a shared route. Usually, it consists of a leading yacht with an expert captain who provides all the guidance to a comfortable and safe trip. Flotilla is a great way to live both the private and the socializing side of a sailing trip.