REVIEW · GREECE
SAILING DAY 4.5h-5h or SUNSET 3h-4.5h from Hersonissos CRETE
The best part of this Crete sailing trip is the change of pace. You leave the small marina at Gouves, catch the wind across the Cretan Sea, then spend time in clear water near Dia Island or Saint George Bay. This is not a quick boat ride with a single swim stop. You can swim, snorkel, paddle, fish, sunbathe, or walk ashore.
I like the small-group setting and the easygoing crew. Names that come up often include Stratos, Manos, Fortune, and Dimitrios, with first mates such as Maria and Matina helping with food and guests. I also like that the longer trip includes a proper meal, snacks, water, wine, and raki, rather than leaving you to fend for yourself.
The main thing to consider is that the boat may use its motor when the wind is weak. One unhappy passenger expected more pure sailing, while most of the feedback praised the crew, food, and time on the water. The trip length and route also change by season, so check exactly which option you are booking.
Key points to know before booking

- Dia Island on the day trip: The 4.5 to 5-hour sailing normally reaches Dia, a quiet island with swimming water, a small beach, and a chapel you can walk to.
- Saint George Bay on summer sunset trips: From June 15 through August 15, the sunset route stays near the bay instead of visiting Dia.
- Food comes with the 5-hour option: Expect a Cretan-style lunch, snacks, soft drinks, wine, and raki. Seafood pasta, Greek salad, bread, tzatziki, fruit, and vegetarian pasta have all been served on different outings.
- Water equipment is supplied: Snorkel gear, a stand-up paddleboard, and fishing equipment are available, giving you more to do than simply sit on deck.
- Pickup covers the main resort strip: Transfers are provided from Malia, Stalida, Hersonissos, Piskopiano, Koutouloufari, Anissaras, Analipsi, and Gouves.
- The boat is limited in size: The stated maximum is 14 travelers, plus crew, though the exact boat capacity and crew arrangement can vary.
Leaving Gouves Marina for open water

Your day begins and ends at Gouves Port Marina in Kato Gouves. It is a smaller departure point than the main port in Heraklion, which helps the outing feel less like a large commercial cruise. The meeting point is straightforward, but pickup details are not automatic in the usual sense. You need to email Eye Travel at least 24 hours before departure to receive the exact pickup place and time.
If you stay in Malia, Stalida, Hersonissos, Piskopiano, Koutouloufari, Anissaras, Analipsi, or Gouves, a transfer is provided. If you are staying outside those areas, you need to reach Gouves Marina on your own. Build a little extra time into the morning, since a relaxed cruise can lose its charm if you arrive rushed.
The boat carries a maximum of 14 travelers, with crew aboard. That is still far more personal than a large excursion vessel, though you should not expect a private yacht unless you book a private outing. One group of eight had a private sailing yacht and enjoyed a particularly flexible day, but the standard experience is shared.
The crew sets the tone early. Stratos is praised for humor and local knowledge. Dimitrios is described as an experienced skipper who talks about the area and Greek mythology. Manos receives similar praise for attentiveness, while Fortune is remembered as a friendly pilot and helper. Crew members have also helped people feeling seasick, though anyone prone to motion sickness should still take normal precautions.
More Sunset Sailing Cruises in Greece
- Heraklion: Sunset Sailing Cruise Dia Island with Snorkeling
★ 4.7 · 529 reviews - Heraklion: Sunset Private Sailing Trip to Dia island
★ 5.0 · 4 reviews - Sunset Sailing Catamaran Cruise in Santorini with BBQ and Drinks
★ 4.5 · 1,105 reviews
The sailing itself: wind, views, and a little spray

Once Gouves fades behind you, the main pleasure is the ride itself. You will feel the wind and may get wet, so this is a real sailing outing rather than a covered sightseeing transfer. Bring swimwear, sun protection, and something dry to throw on afterward.
The boat does not promise perfect sailing conditions. Wind determines how much time is spent under sail, and the crew may use the motor when needed. One person felt the trip relied too much on the motor and spent too long in a crowded first bay. That is a fair point to consider if the sailing itself is your main reason for booking.
Still, most of the experience is built around being on the water, not rushing from one landmark to another. You get broad views of the Cretan and Aegean seas, time to settle into the boat, and a chance to watch the coastline change from the deck. Beanbags are available for relaxing, and the crew generally keeps drinks moving during the longer cruise.
The day trip lasts about 4.5 to 5 hours. The sunset option lasts from three to 4.5 hours, depending on the date and route. These are approximate durations, so avoid scheduling a tight appointment immediately afterward.
Dia Island: swim, snorkel, and walk to the chapel

The longer daytime trip heads toward Dia Island. This is the most active version of the outing and the better choice if you want several hours on the water rather than a short evening sail.
After reaching the island, you can choose your own pace. The options include:
- Swimming from the boat
- Snorkeling with the provided equipment
- Using the stand-up paddleboard
- Trying the fishing equipment
- Sunbathing on deck or near the small beach
- Walking toward the island chapel
- Sitting back with a drink and enjoying the quiet
The water is described as very clear, making snorkeling one of the strongest reasons to choose this trip. Do not expect a full guided marine tour, though. The equipment lets you explore at your own level, while the crew helps you get set up.
The small beach gives you a little time on land, but the island stop is still mainly about the water. If you want a long hike or a full island sightseeing program, this is not that kind of excursion. The walk to the chapel is a pleasant extra, not a major trek. Hiking shoes are not considered necessary, although sensible footwear is always useful around a boat and shore.
The first bay can be busier, especially during the high season. One less satisfied account described a crowded anchorage with many boats and preferred the quieter second bay, where the stop felt too short. That experience will depend on the day, conditions, and route, but it is useful to keep expectations realistic. Dia is a place for swimming and a simple island visit, not guaranteed solitude.
What you eat on the 5-hour cruise

Food is one of the strongest features of the longer trip. Lunch is prepared aboard, and the meal is more substantial than the usual packet of snacks found on many boat outings.
Meals described during the cruise include seafood pasta, Greek salad, bread, tzatziki, fruit, and vegetarian pasta. A few outings have included a pasta dish suited to people who do not eat fish, so tell the crew about dietary needs before setting out. Wine, raki, water, and other drinks are also included on the 5-hour option.
Maria has been praised for preparing lunch, and other crew members have been described as capable cooks. Most feedback treats the food as generous and tasty. One person found the meal poor and not plentiful enough, so I would not book this solely as a gourmet lunch. Food on a boat is subject to supplies, timing, and the menu prepared that day.
The key value is convenience. You can swim, climb back aboard, and eat without packing a full picnic or searching for a taverna during the island stop. If you have a large appetite or strict dietary requirements, bring a small backup snack and notify the company in advance.
More Sunset Sailing Cruises in Heraklion:
- Malaga: Catamaran Sailing Trip with Sunset Option
★ 4.4 · 8,613 reviews - Valencia: Sailing Catamaran Cruise with Sunset Option and DJ
★ 4.1 · 4,270 reviews - Key West Sunset Sail with Open Bar, Live Music and Hors D’oeuvres
★ 4.5 · 3,559 reviews - Lisbon: Daytime/Sunset/Night City Sailboat Tour with Drink
★ 4.9 · 3,114 reviews
The summer sunset route to Saint George Bay

The sunset trip changes by date. From June 15 through August 15, the boat does not visit Dia Island. Instead, it heads to the beautiful Bay of Saint George. This route lasts about three to 4.5 hours.
Saint George Bay suits you if you want a shorter outing with a sunset focus. You still have time for swimming, relaxing, and enjoying the boat, but the experience is not the same as the daytime Dia trip. There is less time for a shore walk and no promise of the same full lunch service.
From August 16 through October 31, the 5-hour sunset option visits Dia Island. That gives late-season visitors a chance to combine the island stop with evening light, though the exact timing remains weather-dependent.
Pay close attention to the option name and date range when booking. A summer sunset passenger expecting Dia could be disappointed if the route instead stays at Saint George Bay. The bay may be the better match if your priority is an easy evening on the water, while Dia is better for swimming, snorkeling, and exploring ashore.
Is the $108.13 price good value?

At $108.13 per person, this is not the cheapest way to get on the sea around Heraklion. It can be good value if you use the boat as a full half-day experience rather than treating it as transport.
The price includes a small-group cruise, crew, access to swimming and snorkeling equipment, SUP and fishing equipment, and the longer option’s meal and drinks. Hotel transfer is also provided from several resort areas. Add the time saved by not arranging transport to Gouves, and the cost becomes easier to justify.
Value is strongest for you if you plan to swim, snorkel, eat aboard, and spend time relaxing on deck. It is weaker if you mainly want a fast sunset photo or a guaranteed sail under canvas. Wind conditions can limit the sailing, and the boat may use its motor.
The small capacity is another part of the value. You are not being moved around with a huge crowd, and the crew can usually respond to individual needs. Still, the stated maximum is not the same as a private charter. If having the boat to yourself matters, ask about a private sailing option.
Who will enjoy this cruise most

I would recommend the daytime Dia trip for couples, families, and small groups who want an active but relaxed day. You can choose how much effort to put in. One person can snorkel while another rests on a beanbag, and children or less confident swimmers can enjoy the deck and short water stops.
It also suits people who want a taste of sailing without committing to a full-day charter. The crew handles the route, equipment, and meal, while you get a few hours of sea air and swimming.
The outing may not suit you if you dislike boats, struggle with motion sickness, or need a strict timetable. You should also think twice if your idea of sailing means hours under sail with no motor. Conditions can change, and the crew must get the boat safely to its stops.
For the sunset route, choose it for the mood and views. For the daytime route, choose it for the fuller mix of swimming, snorkeling, lunch, and time on Dia.
Practical details that matter

Confirmation arrives when you book, and free cancellation is available up to 24 hours before the start time. Cancellations made later are not refunded, and changes within that period are not accepted.
The trip depends on good weather. If poor conditions cancel it, you can choose another date or receive a full refund. The company also requires a minimum number of people, so an undersubscribed departure may be rescheduled or refunded.
The activity is offered in English. Most people can take part, but the available information does not give detailed accessibility specifications. If you have mobility concerns, contact Eye Travel before booking and ask about boarding, the deck, and getting ashore at Dia.
Bring swimwear, sunscreen, a towel, and a light layer. You may get spray while sailing, and sunset can feel cooler than the afternoon. Since meals are included only with the 5-hour option, confirm the food details for the exact trip you select.
Should you book the Gouves sailing trip?
Book it if you want a friendly, hands-on half-day at sea with swimming, snorkeling, food, and a small crew. The strongest reasons are the flexible activities, included equipment, helpful guides, and the chance to visit Dia without arranging a separate boat charter.
Choose the daytime 4.5 to 5-hour trip if Dia Island and lunch matter most. Choose the summer sunset cruise if you prefer a shorter outing to Saint George Bay, and check the dates carefully because that route does not visit Dia from June 15 through August 15.
I would not book it expecting a silent, sail-only voyage or guaranteed empty bays. Wind, boat traffic, group size, and route timing can affect the day. For most people staying around Hersonissos, Gouves, or the nearby resorts, though, this offers a pleasant balance of sea time, simple adventure, and good practical value.
FAQ
Where does the sailing trip start and finish?
It starts at Gouves Port Marina in Kato Gouves and returns to the same meeting point.
Is hotel pickup available?
Pickup is provided from Malia, Stalida, Hersonissos, Piskopiano, Koutouloufari, Anissaras, Analipsi, and Gouves. If you stay outside these areas, you meet the boat at Gouves Marina.
How do I receive my exact pickup time?
Email Eye Travel at least 24 hours before the tour to receive the exact pickup location and time.
Does every tour visit Dia Island?
No. Day tours of 4.5 to 5 hours visit Dia. Sunset trips from June 15 through August 15 visit Saint George Bay instead. Sunset trips from August 16 through October 31 visit Dia.
Is lunch included?
Lunch, snacks, drinks, wine, and raki are included with the 5-hour option. The shorter sunset option does not have the same stated meal arrangement.
What equipment is provided?
Snorkeling equipment, a stand-up paddleboard, and fishing equipment are provided.
What happens if the weather is poor?
If the trip is canceled because of bad weather, you can choose another date or receive a full refund.
More Three-Hour Sails in Heraklion
- Whale and Dolphin Watching Sailing Tour – Los Gigantes (3H)
★ 4.7 · 691 reviews - Vilamoura: Algarve Coast 3-Hour Sailing Cruise With Open Bar
★ 4.7 · 362 reviews - Lisbon Private Sailing Cruise, drink included (options: 2h, 3h, 4h, 6h or 8h)
★ 5.0 · 110 reviews - Barcelona: 3-Hour Sailing Course
★ 4.7 · 50 reviews
Just added around Heraklion
- Private Sailing Cruise to Dia Island with Meal & Water Activities★ 4.5 · 10 reviews
- Heraklion: Nature Reserve Full day sailing to Dia Island & Lunch★ 5.0 · 64 reviews
- Heraklion: Dia Island Private Sailing Cruise with Full Meal★ 5.0 · 6 reviews
- Private Sailing Trip from Heraklion to Dia island★ 5.0 · 2 reviews
- Heraklion: Sunset Private Sailing Trip to Dia island★ 5.0 · 4 reviews
- Dia Island: Semi-Private Full Day Sailing Trip with meal★ 4.7 · 19 reviews
- From Heraklion: Dia Island Private Sailing Trip★ 5.0 · 3 reviews
- Heraklion: Dia Island Morning Sailing Trip with Snorkeling★ 4.9 · 100 reviews
Sunset Sailing Cruises, side by side.

Sailing Catamaran Cruise with Sunset Option and DJ
Read our review →
Key West Sunset Sail with Open Bar, Live Music and Hors D’oeuvres
Read our review →
Daytime/Sunset/Night City Sailboat Tour with Drink
Read our review →
Los Cabos Luxury Sunset Sail with Light Appetizers and Open Bar
Read our review →
Oahu’s Waikiki Coast: Moana’s Sunset Cocktail Sail
Read our review →This sailing also appears in



