Review · HERAKLION SAILING TRIPS

SAILING DAY 4.5h-5h or SUNSET 3h-4.5h from Hersonissos CRETE

4.5 · 30 reviews 3 to 5 hours (approx.) From $108 Operated by Eye travel · Bookable on Viator
BOOK ON VIATOR →

Set sail for a quieter side of Crete. This small-group cruise from Gouves combines open-water sailing, swimming, snorkeling, and a cooked Cretan meal, with Dia Island as the main destination on the daytime trip. I especially like the chance to choose your pace, from hiking to simply stretching out on deck, and the friendly crew, with captains and guides such as Stratos, Dimitris, Manos, and Fortune earning repeated praise. The main point to check is the schedule, since the day and sunset options visit different places and last different lengths of time.

At about $108.13 per person, the price is reasonable if you use the included equipment, meal, and drinks. I also like that pickup covers resorts from Malia to Gouves, though you must email Eye Travel at least 24 hours ahead for the exact pickup time and location. If you want a guaranteed private outing, ask about availability, since the standard boat carries a limited number of people but is not automatically private.

Key points to know before you sail

SAILING DAY 4.5h-5h or SUNSET 3h-4.5h from Hersonissos CRETE - Key points to know before you sail

  • Dia Island is the main daytime destination: You get time for swimming, snorkeling, paddleboarding, and a short walk toward the island chapel.
  • The sunset route changes by date: From June 15 to August 15, it visits Saint George Bay instead of Dia. From August 16 to October 31, the sunset trip returns to Dia.
  • Lunch is part of the five-hour option: Expect pasta with seafood, Greek salad, bread, tzatziki, and drinks, with alternatives noted for vegetarian diners.
  • The boat is small-group by design: The stated maximum is 14 guests plus crew, though the operator has also described a 10-guest limit under local boating rules. Confirm the current arrangement.
  • Pickup covers the main resort belt: Transfers are provided from Malia, Stalida, Hersonissos, Piskopiano, Koutouloufari, Anissaras, Analipsi, and Gouves.
  • This is real sailing, not just a boat ride: Wind, spray, and changing sea conditions are part of the experience.

Leaving from Gouves Port Marina

SAILING DAY 4.5h-5h or SUNSET 3h-4.5h from Hersonissos CRETE - Leaving from Gouves Port Marina

Your trip begins and ends at Gouves Port Marina in Kato Gouves, east of Heraklion. The small harbor is a practical starting point rather than a sightseeing stop, so arrive ready to board and spend your time on the water.

If you arrange a transfer, pickup is available from Malia, Stalida, Hersonissos, Piskopiano, Koutouloufari, Anissaras, Analipsi, and Gouves. The exact pickup place and time are not automatic details to guess. Email Eye Travel at least 24 hours before departure and get the information directly.

If you are staying outside those areas, you meet at the marina. The boat returns to the same meeting point, which makes the outing easy to fit into a Crete itinerary based around the Heraklion and Hersonissos coast.

The boat carries a maximum of 14 guests plus crew according to the tour information. However, the operator has also referred to a legal capacity of 10 guests with a captain and skipper. That difference is worth clarifying before you book, especially if your priority is extra room. Some departures may feel very intimate, while a full boat will naturally feel more social and less spacious.

More Sunset Sailing Cruises in Heraklion

What the daytime sailing route includes

The daytime cruise lasts about four and a half to five hours and heads toward Dia Island in the Cretan and Aegean seas. Dia is the main attraction here, not a port town or a large resort. You come for the water, the open views, the island setting, and the chance to spend several hours moving between active and lazy pursuits.

The sailing itself is part of the point. When the wind cooperates, the crew opens the sails and you feel the boat move in a quieter, more traditional way than on a standard motorboat excursion. When conditions require the engine, the journey can feel more like a regular cruise. Pack a light layer and accept that you may get spray on the way.

The trip is flexible enough to suit different moods. You can swim, snorkel, use the stand-up paddleboard, try the fishing equipment, sunbathe, or take a walk on the island. A few people may want to do everything. Others will be happier with a drink, a shaded spot, and a good view. That freedom is one of the strongest reasons to choose this outing over a tightly timed sightseeing cruise.

Dia Island: swimming, snorkeling, and a short walk

SAILING DAY 4.5h-5h or SUNSET 3h-4.5h from Hersonissos CRETE - Dia Island: swimming, snorkeling, and a short walk

Dia Island gives the day trip its character. The water around the island is the main draw, and the clear conditions described by guests make snorkeling a worthwhile part of the stop. Snorkel gear is supplied, so you do not need to bring your own equipment to take part.

The boat also carries a SUP, and there is a small beach area where you can spend some time near shore. Beanbags are available for relaxing on board, a useful touch when your idea of a successful excursion involves doing very little.

If you prefer a walk, you can head toward the small chapel on the island. The walking is not presented as a major hike, and one account specifically notes that hiking shoes were not necessary. Still, wear secure sandals or comfortable shoes if you plan to leave the boat. The island visit adds a little more variety than a simple swim stop.

Conditions matter. One account describes a rougher sea and only one especially attractive site, while other experiences included calm water, snorkeling, swimming, and a walk to the chapel. You cannot control the wind or waves, so this trip works best when you enjoy the sea as it comes rather than expecting a fixed beach day.

The five-hour meal and drinks

SAILING DAY 4.5h-5h or SUNSET 3h-4.5h from Hersonissos CRETE - The five-hour meal and drinks

The five-hour daytime option includes lunch, snacks, and drinks. The meal has been described as freshly cooked pasta with seafood, Greek salad, bread, tzatziki, and fruit. Wine, beer, water, soft drinks, and raki are also included in the food and drink service described for the longer trip.

The meal is a major part of the value. A seafood pasta cooked on board feels more satisfying than a packet lunch, especially after swimming. The crew members have also been praised for making generous portions and for preparing food that works for both seafood eaters and vegetarians, including Greek salad and a vegetarian pasta option noted in one account.

Still, food quality and quantity can vary with expectations and group size. One unhappy account found the meal poor and insufficient, while most of the available comments praise the food, often with special mention of the pasta, salad, and drinks. If you have a large appetite, a dietary restriction, or strong food preferences, bring a small backup snack and tell the operator ahead of time.

The sunset options should be checked carefully. The highlights specifically attach the full lunch, snacks, and drinks to the five-hour option. A shorter sunset departure may not offer the same meal service, so confirm exactly what is included for your chosen departure.

Choosing between the daytime and sunset cruises

SAILING DAY 4.5h-5h or SUNSET 3h-4.5h from Hersonissos CRETE - Choosing between the daytime and sunset cruises

The daytime sailing is the clearest choice if you want the full Dia Island experience. You get more time for swimming, snorkeling, paddleboarding, food, and the short island walk. Families, couples, and groups of friends who want a complete half-day on the sea should start here.

The sunset cruise lasts about three to four and a half hours, depending on the date and route. From June 15 through August 15, it visits Saint George Bay rather than Dia Island. From August 16 through October 31, the sunset trip visits Dia.

That seasonal change matters. If Dia Island is the reason you are booking, do not assume every sunset departure goes there. Saint George Bay may suit you better if your priority is a beautiful evening on the water rather than the island chapel and daytime activities.

A sunset outing also changes the mood. You will have less time for a full menu of swimming, hiking, and paddleboarding, but the light should make the return journey especially appealing. The published duration is not identical for every option, so confirm your exact start and end times before arranging dinner or an evening transfer.

Crew, atmosphere, and comfort on board

SAILING DAY 4.5h-5h or SUNSET 3h-4.5h from Hersonissos CRETE - Crew, atmosphere, and comfort on board

The strongest part of this experience is the crew. Names praised in the feedback include Stratos, Dimitris, Manos, Fortune, and several friendly first mates. Stratos is remembered for humor and local information, while Dimitris is praised for his sailing ability and stories about Greek mythology. Manos receives warm comments for attentive hosting.

That personal service matters on a small boat. Crew members help with equipment, keep an eye on the group in the water, and have assisted people who felt seasick. If you are prone to motion sickness, tell the crew early rather than trying to hide it. The boat moves with the sea, and this is not the right outing if you need a perfectly steady platform.

The atmosphere appears relaxed and sociable. You may meet other couples, families, or groups, though a small private party can sometimes have the boat nearly to itself. One group of eight described a private sailing day, while another departure had only four guests and a highly personal schedule.

There is one important expectation to set: this is not always a quiet luxury yacht charter. With a full load, deck space is limited. The boat’s published maximum and the operator’s separate capacity explanation are not perfectly aligned, so ask how many people are booked if room is important to you.

Is the price good value at $108.13?

SAILING DAY 4.5h-5h or SUNSET 3h-4.5h from Hersonissos CRETE - Is the price good value at $108.13?

At $108.13 per person, I consider the price fair for a five-hour cruise that includes sailing, crew, swimming stops, snorkel gear, SUP equipment, a cooked lunch, and drinks. You are paying for more than transport to a beach. The meal and equipment would add cost on a self-organized day, and reaching Dia Island independently is not as simple as walking down to a resort beach.

The value is strongest on the longer daytime route. You get enough time to enjoy both the sailing and the stop, rather than spending most of the booking in transit. If you only want a short sunset sail, compare the exact inclusions before booking, since the meal and full drink service are tied to the five-hour option.

Private groups may find the price especially attractive if the boat can be arranged for their party. For a full shared departure, value depends on your tolerance for close quarters. People who love social boat trips and active water time should feel they receive plenty. People seeking a quiet, spacious yacht may prefer a smaller charter.

Who should book this Gouves sailing trip?

SAILING DAY 4.5h-5h or SUNSET 3h-4.5h from Hersonissos CRETE - Who should book this Gouves sailing trip?

I would recommend it to you if you want several experiences in one outing: sailing, a swim, snorkeling, a little walking, a Greek-style lunch, and time to meet people. It is also a good fit for friends and families who do not all want the same activity, since one person can paddleboard while another relaxes with a drink.

It suits reasonably active visitors, but you do not need to be athletic. Swimming and snorkeling are options, not obligations. Most people can participate, and the crew can help with equipment and seasickness.

I would be more cautious if you dislike open-water movement, expect a completely private boat, or need a precise schedule. Wind can change the sailing plan, and the various route lengths make it important to confirm the details of your departure.

Free cancellation is available up to 24 hours before the start time for a full refund. The trip depends on good weather and a minimum number of bookings. If poor weather or low demand cancels it, you are offered another date, another experience, or a full refund.

Final booking advice

Book the daytime Dia Island trip if your main goal is a full Cretan sea day with lunch, swimming, snorkeling, SUP, and a short walk to the chapel. It offers the best balance of activity and downtime, and the included food and drinks make the price easier to justify.

Choose the sunset version if evening light matters more than a full island visit. Before paying, confirm the date-specific destination, duration, meal service, pickup time, and number of people expected on board. If you enjoy a genuine sailing experience and can accept wind, spray, and a possibly lively boat, this is a good-value way to get beyond Crete’s resort shoreline.

FAQ

Where does the sailing trip start?

It starts and ends at Gouves Port Marina in Kato Gouves, Greece.

Is hotel pickup available?

Yes. Pickup is provided from Malia, Stalida, Hersonissos, Piskopiano, Koutouloufari, Anissaras, Analipsi, and Gouves.

How do I find my exact pickup time?

Email Eye Travel at least 24 hours before the tour to receive the exact pickup place and time.

What if I stay outside the pickup areas?

You meet the boat at Gouves Port Marina if your accommodation is outside the listed transfer areas.

Does the daytime tour visit Dia Island?

Yes. The daytime tour lasting about four and a half to five hours visits Dia Island.

Does every sunset tour visit Dia Island?

No. From June 15 through August 15, the sunset route visits Saint George Bay. From August 16 through October 31, it visits Dia Island.

What activities are available?

You can swim, sunbathe, snorkel, hike, use the SUP equipment, or try the fishing equipment.

Is lunch included?

Lunch, snacks, and drinks including wine and raki are included with the five-hour option. Confirm the inclusions for a shorter sunset trip.

How many people can join the boat?

The stated maximum is 14 guests plus crew. The operator has also described a capacity of 10 guests with a captain and skipper, so confirm the current passenger arrangement before booking.

Can I cancel for a full refund?

Yes, if you cancel at least 24 hours before the local start time. Changes or cancellations made less than 24 hours ahead are not refunded.

More like this

Heraklion Sailing Trips, compared.

The full Heraklion Sailing Trips list →
Dia Island Sailboat Cruise with Swimming and Meal
★★★★★★★★★★4.8· 2,579 reviews· from $95

Dia Island Sailboat Cruise with Swimming and Meal

Read our review →
Sailing Cruise to Dia Island with Drinks and Meal
★★★★★★★★★★4.9· 778 reviews· from $106

Sailing Cruise to Dia Island with Drinks and Meal

Read our review →
Dia Island Sailing Cruise with Snorkeling
★★★★★★★★★★4.7· 742 reviews· from $82

Dia Island Sailing Cruise with Snorkeling

Read our review →
Sunset Sailing Cruise Dia Island with Snorkeling
★★★★★★★★★★4.7· 529 reviews· from $82

Sunset Sailing Cruise Dia Island with Snorkeling

Read our review →
Sailing Cruise to Dia Island with Meal and Water Activities
★★★★★★★★★★4.5· 526 reviews· from $96

Sailing Cruise to Dia Island with Meal and Water Activities

Read our review →
Sailing Trip to Dia Island with Lunch & Swimming
★★★★★★★★★★4.8· 517 reviews· from $100

Sailing Trip to Dia Island with Lunch & Swimming

Read our review →
Luxury Sunset Catamaran Cruise Sushi & Open Bar
★★★★★★★★★★4.8· 442 reviews· from $94

Luxury Sunset Catamaran Cruise Sushi & Open Bar

Read our review →
Dia Sailing Cruise With All-inclusive Meal And Drinks
★★★★★★★★★★4.6· 422 reviews· from $76

Dia Sailing Cruise With All-inclusive Meal And Drinks

Read our review →
Scroll to Top

Explore Greek sailing

Pick an island, a boat, or a kind of day aboard.