Discover Greece from the sea with a private yacht, catamaran or sailing experience designed around your plans. From a day exploring the coast to a multi-day island journey or a private sea transfer, Wineland brings together the right boat, route and onboard arrangements for your group.
Choose where you want to go, how long you want to stay and the experience you have in mind. We’ll help shape the details.
A quiet afternoon at anchor, several days exploring the islands or a private journey between destinations. There is more than one way to experience Greece by sea.
Wineland arranges yacht and sailing experiences through professional boat operators, matching your plans with suitable vessels and realistic routes. We coordinate the proposal and booking details, giving you a clear point of contact as your experience takes shape.
Our approach goes beyond choosing a boat. We consider your group, preferred pace, time available and the moments you want to include, from swimming and island stops to dining and special occasions.
Routes, departure points and timings are confirmed individually, according to vessel availability, distance and operating conditions.

Make a day on the water part of your Greek holiday. Explore the coastline, pause for swimming or plan a sunset cruise, with the route and onboard arrangements shaped around your group.

Give yourself more time to explore. Build an island-hopping journey with overnight stays aboard a suitable yacht, balancing time at sea with island visits, dining and days at your own pace.

Travel between selected ports, islands and coastal destinations by private boat. Share your departure point, destination, preferred timing and luggage requirements, and we’ll explore suitable options.
Your experience does not have to begin in Athens. Tell us where you’re staying, the islands you want to explore or the journey you need to make, and we’ll look at suitable departure points and boat options.

Consider a coastal cruise from Athens or a journey incorporating islands such as Aegina, Poros, Hydra and Spetses. Your available time and chosen vessel will guide the route.

Explore options for private sailing, island experiences and journeys between selected Cycladic destinations. Start with the island you’re visiting and the kind of experience you want.

Planning time elsewhere in Greece? Share your destination and dates. We’ll explore charter and transfer options through our operator network and confirm what can be arranged.
Use these ideas to begin planning. Each experience is tailored to your departure point, group, chosen boat and available time.
Each experience is quoted individually. Your proposal will outline the vessel, planned route, duration, inclusions and any additional charges.
A private day combining coastal cruising, swimming stops and time to relax aboard.
An evening cruise built around the setting, your group and your preferred onboard arrangements.
Make an island visit part of your day, with time ashore and swimming stops where the route allows.
Extend your experience beyond a day trip with an overnight charter aboard a suitable vessel.
Explore several destinations with a bespoke itinerary that balances cruising, island visits and downtime.
A point-to-point journey arranged around your travel plans, with the vessel, boarding locations and timing confirmed in advance.
The right boat depends on more than guest numbers. We consider your route, preferred style, onboard facilities and whether you’re planning a day trip, overnight stay or transfer.
| Boat | Consider it when |
|---|---|
| Sailing Yacht | For guests who want sailing to be part of the experience. Tell us whether your priority is time under sail, coastal exploration or a longer journey. |
| Catamaran | An option to consider when shared deck space and onboard layout are important. We’ll help compare suitable vessels for your group and plans. |
| Motor Yacht | For guests considering a yacht-led day experience, a longer charter or a route where cruising performance matters. |
| RIB or Speedboat | An option for selected private transfers and coastal excursions. Suitability is assessed around the route, conditions, group and luggage. |
Guest capacity, overnight accommodation, facilities, crew arrangements and journey estimates are confirmed for the specific vessel proposed.
Add the details that make the experience personal. Whether you’re planning a relaxed day, a celebration or a longer charter, we can explore extras around your preferences and the possibilities of your chosen vessel.
Starting from Athens? These Saronic routes are examples to build on. Duration, boat and route are confirmed for the vessel proposed, and each one is quoted individually.
Vouliagmeni Bay, Fleves Island and the coves of Limanakia, with swim stops and lunch on board.
The Athens Riviera at golden hour, with drinks on deck as the sun goes down.
A swim at Lagonisi, then sunset at anchor below the Temple of Poseidon.
A swim in Moni’s sheltered bay, lunch in Perdika and a stroll through Aegina town.
Car-free Hydra town, a rock swim at Spilia and the pebble beach at Vlychos.
Hydra’s horseshoe harbor, a swim stop, then the Old Harbor of Spetses.
A swim stop at Poros, then an evening and a night in the harbor of Hydra.
Poros, Hydra and Spetses at an island pace, sleeping on board in a new harbor each night.
Aegina, Poros, Hydra, Spetses and Moni: the whole Saronic Gulf in one voyage.
Already planning your Greek holiday? A day cruise, an island visit or a private transfer can become part of your wider itinerary. Tell us where you’ll be staying and what you’d like to experience, and we’ll explore how time on the water can fit your plans.
In Santorini? See our sunset sailing cruise or the Santorini catamaran cruise guide.
Tell us your destination, dates, group size, preferred duration and budget.
We propose boat and route options, with clear information about the arrangements and costs.
We discuss your preferences, requested extras and practical requirements.
Once you approve the arrangements, we coordinate booking details and share your boarding information.
Let’s Plan Your Time at Sea
You don’t need a finished itinerary. Share your starting point, dates and a few preferences, and we’ll help explore the options.
What travellers ask before planning a private yacht charter, sailing experience or sea transfer in Greece.
No sailing experience is required for a skippered experience. The skipper and any additional crew arrangements will be specified in your proposal.
Departure points depend on your destination, chosen vessel and availability. Tell us where you’re staying or travelling from, and we’ll explore suitable options.
Yes. Wineland’s offer includes private day experiences and multi-day journeys. Available durations and overnight arrangements are confirmed for the selected vessel.
Yes. Share your departure point, destination, dates, group size and luggage requirements. We’ll assess suitable options and confirm the proposed arrangements.
We build the proposed itinerary around your preferences, available time and chosen boat. Final routing remains subject to operational requirements and the skipper’s assessment.
Capacity varies by vessel and experience type. Day-cruise capacity may differ from overnight accommodation, so both are confirmed before booking.
Inclusions vary between proposals. Your quotation should clearly identify catering, drinks, fuel and any other included or additional costs.
Overnight stays can be arranged on suitable vessels. Cabin layout, sleeping capacity and onboard facilities are confirmed as part of the proposal.
Yes. Share the occasion and your requirements, and we’ll explore a suitable private charter or an experience within a wider event programme.
The operator’s weather, rescheduling and cancellation arrangements will be explained before booking. Changes to the route or departure may be necessary.
Tell us during planning so we can review suitable boats and arrangements. Boarding access, facilities and catering options must be confirmed individually.
Pricing depends on the vessel, destination, dates, duration, route and requested extras. We provide an individual proposal rather than a single price for every experience.
The applicable payment schedule and cancellation conditions are provided with your booking arrangements. Review these before confirming.
Your pre-departure information will include guidance for your chosen experience, including boarding details and any practical requirements.
From private wine experiences and island exploration to yacht charters and journeys at sea, Wineland brings your plans together with a personal approach.
Private experiences · Personalised planning · Clear booking arrangements