Six ways to sail the Cyclades from Naxos.
Pick your day — three-hour sunset, half-day, or full-day sailings on the yacht Annabella. Small group of 8 or private charter. Captain George has been sailing these waters since 1982.
Choose your day on the water.
Every tour departs Naxos Town Seafront. Same boat, same captains, six different days.
Blue Lagoon & Paros
A full day under sail to Paros — into the Blue Lagoon, through a sea cave you swim into, lunch in Piso Livadi, and home to Naxos Town before the light goes.
Rina Cave & Small Cyclades
Into Rina Cave in the morning, onwards through the channel of the Small Cyclades — Iraklia, Schinoussa — and home under sail as the meltemi eases.
Sunset sail
Three hours under sail into the Naxian sunset — the Portara, the light, a glass on deck.
Half-day sail
Four hours of Cycladic sailing — one proper swim stop, a sea cave, a small lunch on deck. The day tour, compressed.
Koufonisia private
Just your group, Annabella, and a captain who grew up between these islands. Swim at the bays only reachable from the water; lunch where the fishermen eat.
Private charter
The whole yacht, the whole day, the whole Aegean. A bespoke private sailing day from Naxos — your route, your pace, our captain.
Not sure which one? Compare all six → · or call the captain
Three reasons you'll be glad you booked with us.
Up to 48 hours before departure.
If we cancel for weather, you’re refunded in full.
No middlemen, no booking fees, deal with the captain.
The six tours, compared.
| Duration | Group | Best for | From | ||
|---|---|---|---|---|---|
| Blue Lagoon & Paros | 9 hours | Up to 8 | Couples who want a slow, beautiful day | €95 / pp | Book → |
| Rina Cave & Small Cyclades | 9 hours | Up to 8 | Travelers who like the quieter islands | €95 / pp | Book → |
| Sunset sail | 3 hours | Up to 8 | Couples | €65 / pp | Book → |
| Half-day sail | 4 hours | Up to 8 | Travellers on a tight day | €75 / pp | Book → |
| Koufonisia private | 10 hours | Private | Couples marking an occasion | €1,400 / boat | Book → |
| Private charter | Up to 10 hours | Private | Small groups up to eight | €1,400 / boat | Book → |
Real reviews, consistent five-star.
One of the best days we've had anywhere. Captain George is gentle, genuinely knowledgeable, and read the weather perfectly. The swim inside the sea cave was unreal.
We've done a lot of day sails in Greece — this one stood above. Small group, real sailing, no pressure. We skipped the typical tourist spots and ended up at a quiet beach for lunch that I still think about.
We booked the private charter for our anniversary. Theseus took us to a bay we would never have found, brought a cold bottle out at the right moment, and otherwise left us alone. Exactly what we wanted.
Koufonisia was the highlight of our Cyclades trip. The ferry crowd never found the beach we had for most of the afternoon. The captain knows every bay — it shows.
The first time I've done a sailing day that actually felt like sailing. Full sail both ways, sensible stops, a captain who seemed genuinely happy we were on board.
Our two teenagers are picky. They did not put their phones down — because they were filming the dolphins. The second-best decision of our Naxos trip (after coming to Naxos).
Captain George has been sailing from Naxos Town since 1982.
Forty-plus years of the same harbour, the same waters, the same family now running the boat for a second generation. The reason the reviews are consistent.
Questions we get most.
How do I choose the right tour?
Short on time or travelling with small kids — pick the Half-day or Sunset. Want a full Cycladic day — Blue Lagoon & Paros or Rina Cave. Want privacy or a specific island like Koufonisia — book the private charter.
What does "from €X" mean?
The starting price per person for shared tours, or per boat (up to 8 guests) for private charters. Final price depends on date and group size; live prices appear when you check dates.
Do you cancel for weather?
Rarely — we switch to sheltered routes instead. When we do cancel, you get a full refund on the spot.
Is lunch included?
Not on the full-day tours. We stop at island tavernas mid-day because the food ashore is better than anything we could cook on board. Snacks and drinks are complimentary.
Pick your tour. Lock your date. Sail.
Instant confirmation. No booking fees. Weather refund if we cancel.
