A sailing trip from Heraklion is about how you feel the moment you step on board.
It’s the sense of space on a luxury catamaran, the calm rhythm of the sea, and the freedom to slow down and enjoy the view. As the coastline fades behind you, the experience becomes immersive : sun, open decks, and the gentle movement of the water setting the tone for the day.
With Cyma Sails, the journey blends comfort, refined Mediterranean dining, and time spent swimming and relaxing in the crystal-clear waters of Dia Island, creating a holiday moment designed to be felt, not rushed.
What you’re really paying for on a sailing trip from Heraklion
The price of a sailing trip often raises one simple question: what makes it different from a typical boat tour?
With Cyma Sails, the value comes from the full experience, not just the destination.
Guests sail aboard the largest and most luxurious 50-ft catamaran in the area, designed to offer generous deck space, shaded lounge areas, and a calm, stable ride. There is no sense of crowding, no rushing between moments, and no pressure to “move on” too quickly.
Each shared sailing trip lasts 5.5 hours, allowing time to relax, swim, eat, and enjoy the sea at an unhurried pace.
Day sailing from Heraklion: a complete Mediterranean experience
The Luxury Catamaran Day Cruise from Heraklion runs from 09:00 to 14:30 and is priced at €120 per person.
The day unfolds gently. After departing Heraklion, the catamaran sails toward Dia Island, where guests stop at a natural anchoring spot with crystal-clear waters for swimming and water activities. Snorkelling, stand-up paddleboarding, sea inflatables, and even an inflatable sea pool are available, all included in the experience.
Lunch is a highlight in its own right. The onboard Premium Mediterranean Menu is curated by Giorgos Chronakis, recognised as one of the 50 most influential chefs in Greece. Using fresh Cretan ingredients, the menu is served alongside an all-inclusive bar, creating a dining experience that feels refined yet relaxed.
This balance of sailing, swimming, dining, and leisure is what turns a boat trip into a full day at sea.
Sunset sailing: the same experience, a different atmosphere
For guests who prefer a later departure, the Sunset Sailing Trip from Heraklion follows the same format and level of service, running from 15:00 to 20:30, also priced at €120 per person.
The amenities, menu, and all-inclusive bar remain the same. What changes is the mood. As the afternoon light softens and the sun begins to set, the experience becomes slower, warmer, and more intimate. It’s ideal for couples, friends, and anyone who wants to end the day surrounded by sea and sky.
What services are typically included in a Heraklion sailing package?
A sailing trip with Cyma Sails includes far more than transport on the water. The standard experience covers:
- A 5.5-hour sailing trip
- All-inclusive bar and welcome drinks
- A premium Mediterranean lunch
- Snorkelling equipment and fishing gear
- Stand-up paddleboards (SUP)
- Inflatable sea pool and sea inflatables
- Men’s and women’s WC and shower on board
- Free Wi-Fi
- Professional, attentive crew
Optional extras such as transfers, cocktails, or diving scooters are available upon request, allowing guests to personalise their day if they wish.
Private sailing trips: a fully tailored experience
For those seeking complete exclusivity, Private Boat Trips in Crete are available with Cyma Sails.
Private charters last 5.5 hours and can be scheduled either 09:00–14:30 or 15:00–20:30. Pricing is customized based on the group and requirements.
In addition to all standard amenities, private trips can include:
- Chef on board
- Bartender or mixologist
- Expert DJ
- Tailored event decoration
- Photography services
- BBQ on board
These charters are designed for celebrations, special occasions, and guests who want the catamaran entirely to themselves, with every detail arranged around their preferences.

So, is a sailing trip from Heraklion worth the price?
For travellers looking for a simple transfer or a short ride, there are plenty of options along the coast.
But for those who want space, quality, time, and atmosphere, a premium sailing trip offers something far more satisfying. It’s a day shaped around enjoyment rather than schedules, where comfort, service, and the beauty of the sea come together naturally.
That is where the real value lies.
Ready to experience it for yourself?
If a sailing trip from Heraklion sounds like the kind of day you want to remember, our team will be happy to help you plan it.
Whether you’re choosing a shared day or sunset cruise, or exploring a private sailing experience, simply get in touch and we’ll take care of the details.
Contact Cyma Sails to check availability and start planning your time at sea.
FAQs – Sailing Trips from Heraklion
Is a sailing trip from Heraklion good value for money?
Yes, especially for people who value a complete, all-inclusive experience rather than a short boat ride.
How much does a sailing trip from Heraklion typically cost?
With Cyma Sails, shared day and sunset trips are priced at €120 per person. Private charters are priced individually.
Are day sailing trips from Heraklion worth the price?
They are, particularly when the trip allows enough time to swim, dine, and relax without rushing.
Are private sailing charters from Heraklion expensive?
Private charters are priced higher due to exclusivity, but they offer a fully customized experience.
What services are typically included in a Heraklion sailing package?
Cyma Sails includes sailing time, meals, drinks, water activities, onboard facilities, and professional crew.
Which sailing services from Heraklion include meals and drinks?
Cyma Sails includes both a premium Mediterranean menu and an all-inclusive bar in the standard price.
Is a private boat charter from Heraklion significantly better than a group tour?
Private charters offer privacy and flexibility, while shared trips offer the same quality experience at a lower cost.
How long do typical sailing trips from Heraklion last?
Cyma Sails’ sailing trips last approximately 5.5 hours.

