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Sailing & boat trips from Heraklion and across Crete

Every trip below can be booked instantly. Private and semi-private sailing cruises, catamaran trips and boat tours to Dia Island, Balos, Spinalonga and beyond. Tap any card to see availability and book.

Most of these trips sail from Heraklion’s old Venetian harbour to Dia Island. There is no ferry or public boat to Dia — a sailing trip, catamaran cruise or private charter is the only way across, about 30–45 minutes each way, from €65 per person, with morning and sunset departures through the season. We also list the Spinalonga catamaran from Agios Nikolaos and one shared Balos & Gramvousa cruise from the far northwest.

24 sailing trips live · €65€2,200 · median €220 · 8 under €100 per person

Prices checked 14 August 2026

Heraklion

These trips leave from Heraklion port or the nearby marinas, a short walk or taxi from the city hotels. Expect a 30–45 minute sail out to Dia Island; several operators include or offer hotel pickup — check each card.

Agios Nikolaos

Departures here sail Mirabello Bay, the most sheltered water in Crete — the pick when the summer Meltemi blows. The catamaran route pairs the Kolokitha peninsula swim stop with a view (or an optional visit) of Spinalonga island.

What a sailing trip in Crete costs

Trip formatPriceWhat that buys
Semi-private sailing yacht to Dia€65–98 ppSmall shared boat, swim stops, meal or snacks and snorkel gear — the best-value way out.
Semi-private catamaran cruise€125–145 ppBigger, steadier deck and an all-inclusive lean: meal on board and open drinks.
Spinalonga catamaran (Agios Nikolaos)€140 ppSheltered Mirabello Bay with the Kolokitha swim stop — the east-Crete pick.
Shared Balos & Gramvousa catamaran€220 ppThe long full-day run to the lagoon in the far northwest.
Semi-private sunset sail to Dia€68–82 ppGolden-hour departure with lunch or a proper dinner and transfer folded in.
Private day charter€390–2,200 per boatThe whole boat and your own route — sailing yachts from €390, the private catamaran tops the range.

What moves the price: the boat type, how many people share it, and how much food and drink is inside the fare. The per-person prices above are almost always all-in.

Shared

You join a larger group on a big catamaran at a fixed departure time — the cheapest seat for the longest routes. The Balos & Gramvousa cruise is the one true shared trip we list.

Semi-private

A small boat shared with a handful of others — typically 10 to 20 guests — priced per person at €65–145. The default choice for couples and solo travellers.

Private

The whole boat, priced per boat — from €390 for the smallest sailing yacht to €2,200 for the private catamaran. You set the route and the pace; from four people it often costs little more per head.

Which trip from which port

RouteSails fromOn the waterPriceBest for
Dia IslandHeraklion old Venetian harbour4.5–6 h day / 3–4 h sunsetfrom €65 ppFirst visit, swim and snorkel stops, couples
Heraklion private chartersHeraklion port & nearby marinas4 h to a full dayfrom €390 per boatGroups of four or more, celebrations
Agios Nikolaos — SpinalongaAgios Nikolaos marinaabout a full dayfrom €140 ppEast-Crete stays; the calmest water on windy days
Balos & GramvousaFar northwest (a long transfer from Heraklion)6.5–8.5 hfrom €220 ppThe famous lagoon, full-day appetite

How a Dia Island boat trip runs

  1. 01

    Morning departure from the old Venetian harbour — sunset sailings leave late afternoon instead.

  2. 02

    30–45 minutes across open water to Dia, under sail when the wind plays along.

  3. 03

    Two to three hours at anchor in a sheltered south-coast cove: swimming, snorkelling, SUP.

  4. 04

    A meal and drinks on deck, then the slow sail back with Heraklion on the horizon.

Boat trips from Heraklion: your questions

How do you get to Dia Island from Heraklion?

There is no ferry or public boat to Dia. The only way across is a sailing trip, catamaran cruise or private charter from Heraklion — about 30–45 minutes each way, from €65 per person, with morning and sunset departures most days in season.

Do you actually land on Dia Island?

Usually not. Dia is a protected Natura 2000 nature reserve, so nearly every trip anchors in a sheltered cove on the south side and you swim, snorkel and paddleboard straight off the boat rather than going ashore. The coves are the point — calm, clear and empty.

Do the boats actually sail, or do they motor?

Both, honestly. Skippers hoist the sails when the wind cooperates and run the engine when it does not, especially on fixed schedules. If sailing under canvas matters to you, pick one of the sailing-yacht trips over a catamaran cruise and tell the crew — on a private charter, the pace is yours.

What is the difference between the sailing-yacht trips and the catamaran cruises?

Mostly space, stability and price. The sailing yachts (€65–98) are smaller and feel closer to real sailing; the catamarans (€125–145) sit flat on the water, carry more guests and lean all-inclusive, with a meal and open drinks. Families and anyone wary of seasickness usually prefer the catamaran.

Morning or sunset — which should I book?

Morning trips get the calmest sea and the longest swim stops, which suits families and sensitive stomachs. Sunset sailings trade swim time for golden-hour light and a quieter, more grown-up deck — the €68–82 semi-private sunsets are the classic couples’ pick.

I am staying in Agios Nikolaos or Elounda — which trip should I book?

The semi-private Spinalonga catamaran (€140) leaves from Agios Nikolaos marina and sails sheltered Mirabello Bay with a swim stop by the Kolokitha peninsula — no need to travel to Heraklion. It is also the calmest route when the summer wind blows.

Can two people get a private boat without paying for a full charter?

Only as a whole-boat charter — private boats start at €390 for the smallest sailing yacht and run to €2,200 for the private catamaran. For two, the semi-private sunset sails at €68–82 per person are the better-value romantic pick; the €390 Elan 37 is the cheapest way to a deck of your own.

What should I bring on a Crete boat trip?

Swimwear worn under your clothes, a towel, a hat, sunscreen and a light layer for the sail back. Snorkel gear — and usually SUP boards — are on board, and most trips include a meal or snacks with drinks; each card lists exactly what is in the fare.

Ready to book in Crete?

Compare and book the sailing trips mentioned in this guide on Travelndo.