● Cyclades · multi-day private

Cyclades island-hopping — skip the ferries.

Multi-day private boat charters across the Cyclades. Sleep aboard. Customize your route. Reach the small Cyclades (Koufonisia, Schinousa, Heraklia) that ferries barely visit. Three to fourteen days, fully crewed, full board possible.

See Boat Options → Get a Quote
Pickup

Departure from Athens (Alimos), Mykonos (Ornos), Paros (Naousa), or Santorini (Vlychada) — depending on your route.

Season

May – October. Peak July & August.

License

Skippered: none needed. Self-drive: small boats only or ICC required.

Booking

Form below. Personal reply within 30 min.

Your boat options.

Real prices from our supplier network. We don't operate the boats — we connect you with the operators we trust, at the rates they actually charge. No OTA markup. No double commission.

Sailing yacht w/ crew (per day)

€1,800–€3,000
Per day, all-in

Capacity: up to 8 people, sleeps 6-8

Skipper, hostess, food provisions. Most popular multi-day option.

Catamaran w/ crew (per day)

€2,400–€3,800
Per day, all-in

Capacity: up to 10 people, sleeps 8-10

Spacious deck, more stable than monohull, full crew.

Mid-size motor yacht w/ crew (per day)

€3,200–€4,800
Per day, all-in

Capacity: up to 12 people, sleeps 8-12

Faster transit between islands. Better for shorter trips with more islands.

Luxury motor yacht w/ crew (per day)

€4,500–€8,000+
Per day, all-in

Capacity: up to 12 people, sleeps 10-12

Premium experience. Full crew with chef. White-glove service.

Half-day inter-island sea transfer

€600–€1,500
One way, fast RIB

Capacity: up to 12 people

Skip ferry timing. Direct point-to-point between any Cycladic islands.

Custom multi-day with overnight on land

€1,200–€2,400
Per day, day cruises

Capacity: up to 12 people, day-only

If you prefer hotels at night. Boat for daily cruising, you sleep on the islands.

Sample multi-day routes.

3 days · Mykonos circuit

Mykonos → Delos → Rhenia → Tinos → Mykonos. Sleep aboard. ~€5,400-13,500.

5 days · Small Cyclades

Paros → Antiparos → Despotiko → Koufonisia → Schinousa → Heraklia → Naxos. ~€9,000-22,500.

5 days · Mykonos to Santorini

Mykonos → Naxos → Ios → Santorini → Folegandros. ~€9,000-22,500.

7 days · Western Cyclades

Athens → Kythnos → Serifos → Sifnos → Milos → Folegandros → Santorini. ~€12,600-31,500.

● Why book through us

Better than Sailogy, Don Blue, or Click&Boat?

The ferry economy doesn't favor multi-island trips. A Cyclades ferry-hop trip means rigid schedules, full ports, ferry-to-port-to-hotel logistics every day, and missing the smaller islands entirely. A multi-day private charter solves all of this.

Real example: A 5-day private catamaran charter for 8 people, including all food, drinks, fuel, dockage, and crew, runs €12,000-19,000 total — roughly €300-475 per person per day all-in. That's competitive with mid-tier hotels + restaurant meals + ferry tickets, and you skip every queue.

Small Cyclades access. Koufonisia, Schinousa, Heraklia, Donousa — these islands have minimal ferry service and few hotels. They're at peak beauty in June and September. Reaching them properly requires a private boat. We can route you there.

Get your quote.

Tell us your dates, group size, and what kind of day you're imagining. Stelios reads every email personally and replies within 30 minutes during Athens hours.

30-min reply during Athens hours · Personal email from Stelios · Real prices, no markup

Common questions.

How many days minimum for a multi-day charter?+

3 days is the practical minimum. Anything shorter and you're spending a disproportionate share of time on the boat embarkation/disembarkation rather than sailing. Most popular: 5-7 day charters.

Do we sleep on the boat?+

Yes — that's the point of multi-day charter. Boats have cabins (1-5 depending on size). Sailing yachts: cabins are smaller. Catamarans: more spacious. Motor yachts: largest cabins. Bathrooms (heads) on board. Crews include a hostess who handles cleaning.

How much does food cost?+

Two structures. Provisioning: you buy groceries before departure (€60-100 per person per day for food, drinks, snacks), and the hostess prepares simple meals on board. Full board: chef on board, all meals included (€120-180 per person per day). Restaurants ashore in port towns are extra.

Can we customize the route?+

Yes — that's the main reason to charter privately. Pre-trip, the captain proposes a route based on your interests; you adjust. During the trip, the captain adapts to weather, your mood, and what you discover ashore. No fixed schedule.

Do we need a sailing license?+

Not if the boat comes with a skipper (which is the default for multi-day charters). If you have an ICC or equivalent license and want to bareboat, we can do that — but for first-time chartering, skippered is dramatically smoother.

What's the difference between sailing yacht and catamaran?+

Sailing yacht (monohull): more traditional, sails better, heels (tilts) more, smaller cabins, lower cost. Catamaran: two hulls, very stable (no tilt), bigger living space, faster motoring, higher cost. Families and first-timers usually prefer catamaran.

Best time of year for multi-day Cyclades charter?+

Late May through early October. Peak: July-August (windy, busy ports, highest prices). Best value/quality balance: June and September. October is gorgeous but cooler in the evenings.

Is the meltemi a problem for multi-day trips?+

It can be in July-August. Captains route around the worst of it — staying in sheltered channels, sometimes waiting out a windy day in a calm port. Spring and autumn have far less wind. Multi-day charter captains are experienced at this; you'll be safe.

Where does the trip start and end?+

Wherever makes sense for the route. Common: start Athens (Alimos), end Mykonos. Or start Mykonos, end Santorini. We can do round trips or one-ways. Some routes have a small repositioning fee for one-way charters.

Can I combine this with my Trips From Athens day-trip plan?+

Yes. Many travelers do 2-3 days in Athens (Acropolis, Cape Sounion, Meteora day trip), then a 5-day Cyclades charter. Stelios can plan both ends — see Plan My Trip.

Not sure where to go from Athens?

Tell us what you're imagining — we'll send you 3 curated options at supplier-direct prices. Or browse the day trips that leave Athens daily.

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