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Six sailing days from Naxos Town

Pick your day. Book directly. Sail.

All six tours leave from the Naxos Town seafront aboard the yacht Annabella. Same boat, same captains, six different shapes of day.

5.0 from 520+ reviews Sailing since 1982 300+ tours a season Licensed & insured in Greece

9 hours Up to 8

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.

  • Swim in the translucent waters of the Blue Lagoon
  • Sail into — not past — a Cycladic sea cave
  • Long stop in Piso Livadi for an unhurried lunch ashore
from €95 per person View & book →

9 hours Up to 8

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.

  • Swim inside Rina Cave — photographs do not flatter it
  • Crossing into the Small Cyclades channel
  • Iraklia and Schinoussa from the water, not the ferry
from €95 per person View & book →

3 hours Up to 8

Sunset sail

Three hours under sail into the Naxian sunset — the Portara, the light, a glass on deck.

  • Sail under the Portara as the sun drops
  • A glass of local wine on deck
  • Live light — not a photo filter
from €65 per person View & book →

4 hours Up to 8

Half-day sail

Four hours of Cycladic sailing — one proper swim stop, a sea cave, a small lunch on deck. The day tour, compressed.

  • A full sailing morning without a full sailing day
  • One long swim stop at a bay you can’t reach from the road
  • Short sea-cave visit if the wind allows
from €75 per person View & book →
Private

10 hours Your group only

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.

  • The whole yacht, for your group only
  • Swim at Pori and the long beach at Italida
  • A quieter lunch in Kato Koufonissi
from €1,400 per boat View & book →
Private

Up to 10 hours Your group only

Private charter

The whole yacht, the whole day, the whole Aegean. A bespoke private sailing day from Naxos — your route, your pace, our captain.

  • Exclusive use of the yacht for your group
  • Your itinerary, proposed and refined with your captain
  • Captain George or Captain Theseus at the helm
from €1,400 per boat View & book →
Side-by-side

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 →
Why book direct with us

Three promises.

Free cancellation

Up to 48 hours before departure.

Weather refund

If we cancel for weather, you’re refunded in full.

Book direct

No middlemen, no booking fees, deal with the captain.

Before you book

Common questions.

Which tour should I pick?

Short on time or with young kids — Half-day or Sunset. A full Cycladic day with a long lunch ashore — Blue Lagoon & Paros or Rina Cave & Small Cyclades. Want privacy or a specific island — Koufonisia private or a custom charter.

How many people are on the boat?

Eight guests maximum on shared tours. On a private charter, just your group — up to eight.

What time do tours start?

Full-day tours depart at 09:00, half-day at 09:30, sunset at 17:30. Private charters can start earlier or run later on request.

Can I change my booking?

Yes — free cancellation up to 48 hours before departure. Same-day weather cancellations by us are refunded in full.

Full FAQ →

Last call

Pick one. Lock your date.

Instant confirmation. No booking fees. Weather refund if we cancel.

A season at a glance

A thousand small moments on the water.

Every photograph here is from a real day aboard Annabella.

See the full gallery →
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