REVIEW · GREECE
Dia Sailing Cruise With All-inclusive Meal And Drinks
Dia Island gives this cruise its real appeal. You sail about seven nautical miles north of Heraklion to a protected, uninhabited island, then spend several hours swimming, snorkeling, paddleboarding, or simply stretching out on deck. It feels far removed from Crete’s busy beach resorts.
I especially like the freshly prepared Mediterranean meal and the easygoing crew. Alex, Nikolas, Mel, Fabio, and other crew members have earned praise for cooking, helping with dietary needs, sharing stories, and keeping the boat friendly. The main consideration is space: most trips feel comfortable, but a larger group can make seating and movement tight.
Key things to know before you book

- Dia Island is about an hour from Heraklion, giving you a proper sailing experience rather than a quick boat ride.
- Lunch includes shrimp linguine, Greek salad, fruit, and unlimited drinks, with vegetarian, vegan, and gluten-free options available if requested ahead.
- Snorkeling gear and a stand-up paddleboard are provided, so you do not need to rent water equipment separately.
- The sunset cruise leaves at 3:00 p.m., returning around 8:30 p.m. with the best chance of seeing the sky change over the sea.
- Hotel pickup can be arranged, but confirm the pickup time early because details may arrive only the evening before.
- Weather controls the day. Strong wind can mean a different cove instead of Dia Island, though the swimming stop may still be worthwhile.
Sailing from Heraklion’s Old Venetian Port

You meet at Marina Cafe in Heraklion’s Old Venetian Port, near the large sign for daily cruises to Dia Island. Search for Rocca a Mare Sailing Adventures Meeting Point on Google Maps, since the port has several piers and waterfront businesses.
The boat leaves at 9:00 a.m. for the day cruise or 3:00 p.m. for the sunset version. The crossing takes roughly one hour each way, so the experience is not just a short swim stop with a boat transfer attached. You get time on open water, sea views back toward Crete, and the feeling of leaving the city behind.
Hotel transportation is available by prior arrangement, sometimes from your hotel and sometimes from a nearby meeting point. The service covers places such as Heraklion, Kokkini Hani, Gazi, and Hersonissos, but it may involve an additional charge. Send the hotel name and location when booking, then watch for the final transfer details. One useful lesson from the trip reports is that pickup information can arrive late in the evening before departure, which is not ideal for a 9:00 a.m. start.
Bring a jacket even in warm weather. The breeze can feel cool on the outward crossing, especially if you sit at the front of the boat. Sunglasses, a hat, swimwear, sunscreen, and a towel are also essential. Towels are not provided.
More Sailing Tours with an Open Bar in Greece
- Heraklion: Sailing Cruise to Dia Island with Drinks and Meal
★ 4.9 · 778 reviews - Santorini: Sailing Catamaran Cruise with BBQ and Drinks
★ 4.7 · 1,452 reviews - Heraklion: Sailboat Cruise to Dia Island with Drinks & Lunch
★ 4.8 · 1,405 reviews
The one-hour ride to protected Dia Island

Dia is uninhabited and protected under the Natura 2000 program. Its position just offshore makes it a practical day trip from Heraklion, but the setting feels much quieter than the city marina. The crew may explain local myths, marine life, and the idea of eco-sailing during the crossing.
This is also your chance to ask questions and get comfortable on the boat. Fabio, one of the crew members praised for speaking several languages, has helped make mixed-language groups feel at ease. Other crew members, including Alex, Nikolas, Mel, and Costa, have been praised for being social and attentive without turning the trip into a formal lecture.
Do not expect a long guided tour of the island. The information is a pleasant addition rather than the main event. If you want detailed archaeology or a full natural history lesson, this is not that kind of outing. The reward is time on the water, a protected cove, and the freedom to choose your pace.
The wind matters. On one outing, rough conditions prevented the boat from reaching Dia, so the crew sailed to another cove instead. That change did not ruin the day because the alternative still offered good swimming, but you should accept that the route depends on the sea. A sailing trip is not the same as a guaranteed sightseeing boat transfer.
Four hours at the cove: swim, snorkel, or stay aboard

Once the boat anchors in a sheltered cove, you have around four hours for the main part of the experience. The water around Dia is often clear and inviting, making swimming the easiest way to enjoy the stop.
Snorkeling equipment is included, with masks, snorkels, and related gear available. You may see some marine life, but keep expectations sensible. The point is a pleasant swim in clear water, not a major underwater wildlife expedition. One account specifically found limited fish, so choose this cruise for the setting and water time rather than for a serious snorkeling program.
The stand-up paddleboard adds another option. It lets you move around the cove and look back at the boat and rocky shore from the water. Since there may be one board shared among the group, you could need to wait your turn. One note about an underinflated board suggests that equipment condition may vary slightly from trip to trip.
You can also remain on deck. The boat has a large front sun deck, and the crew provides music, wine, soft drinks, and bottled water. This makes the cruise workable for mixed groups. One person can swim while another reads, sunbathes, chats with the crew, or watches the water from the boat.
The boat is not suitable for everyone. The operator says the trip is not appropriate for pregnant women, people with mobility impairments, or wheelchair users. Getting in and out of the water and moving around the boat requires reasonable mobility.
A simple lunch that earns its place

The meal is one of the strongest parts of the day. The usual main course is linguine with shrimp and tomato sauce, served with Greek salad, followed by seasonal fresh fruit. Unlimited white Greek wine, soft drinks, and bottled water are included.
This is not a restaurant tasting menu, and it does not need to be. After swimming and sitting in the sea air, a hot plate of pasta is exactly the right kind of lunch. The food is cooked aboard, and the meal is served in individual plates rather than as a vague snack spread.
Vegetarian alternatives are available without shrimp. Vegan and gluten-free meals can also be arranged, but request them when you book. The crew has handled allergies carefully, including asking how serious an allergy is and whether separate preparation is needed. Still, you should tell the operator clearly in advance rather than hoping the kitchen can improvise on the day.
Fresh fruit follows the main meal. It is a small detail, but it works well in the heat and gives you something light after the pasta. Food portions have generally been described as generous, though one larger group found that more salad and fruit would have helped. That is worth remembering if you have a big appetite or are sharing a crowded boat.
The all-inclusive drinks are part of the value. You are not paying separately for every bottle of water or glass of wine, and the crew keeps the atmosphere relaxed. Alcohol and drugs are not allowed to be brought aboard, but the supplied wine is included with the meal and cruise.
More Sailing Tours with an Open Bar in Heraklion:
- Lloret de Mar: Catamaran Sailing Cruise with BBQ and Drinks
★ 4.5 · 3,812 reviews - Key West Sunset Sail with Open Bar, Live Music and Hors D’oeuvres
★ 4.5 · 3,559 reviews - Dolphin Catamaran Snorkel and Sail with Open Bar
★ 4.5 · 2,291 reviews - Los Cabos Luxury Sunset Sail with Light Appetizers and Open Bar
★ 5.0 · 2,267 reviews
Day cruise or sunset cruise?
The day cruise runs from 9:00 a.m. to 2:30 p.m. It gives you bright water, strong visibility for swimming, and a full afternoon afterward. Choose this option if you want to combine the cruise with dinner in Heraklion or another evening plan.
The sunset version leaves at 3:00 p.m. and returns around 8:30 p.m. You spend the same general amount of time at sea, but the return crossing becomes the main visual event. The boat heads back as the sun drops, and the horizon can take on orange, pink, and gold tones.
Sunset is not guaranteed to be dramatic. Clouds or haze may mute the colors, and one outing had only a shy sunset. Even then, the slower return and cooler evening air can make the cruise feel special. The sunset sailing is the better pick for couples, photographers, or anyone who wants dinner and a view wrapped into one half-day outing.
The day trip is more practical for families and early risers. The sunset departure may suit people who dislike hot midday sun, though it still includes several hours at the island during the afternoon.
Group size, seating, and the feel aboard

Group size can shape the whole experience. Several outings had small groups, including one with only eight passengers, which gave everyone plenty of room and made the boat feel almost like a shared private outing. Private groups are also available.
Other departures carried 13 or 14 passengers plus crew. That may still be enjoyable, but seating can become awkward, and not everyone may sit at a table at once. If space matters to you, ask for the confirmed passenger count rather than relying on a general maximum mentioned during booking.
The crew is a major part of the atmosphere. They help people board, explain safety rules, serve the meal, hand out swimming gear, and look after anyone who feels uneasy in the wind. Life jackets, first aid, insurance, and safety instructions are included.
Some crew members also join the social side of the outing. Music and conversation are part of the experience, and the tone can feel more like a friendly day on the water than a rigid sightseeing program. That is a plus if you enjoy casual company. It may be less appealing if you want silence, a formal lecture, or a private yacht atmosphere.
Is $76 a good value?

At $76 per person, the price covers 5.5 hours, the boat ride to Dia, crew service, lunch, unlimited wine and soft drinks, water, snorkeling gear, paddleboarding, safety equipment, and insurance. Add hotel transportation if you need it, since transfers may cost extra.
Compared with booking a boat, arranging food, renting water equipment, and buying drinks separately, the package is good value. The food is simple, but you are paying for the complete day rather than for a gourmet meal. The ability to spend four hours swimming and relaxing also gives the cruise more substance than a short coastal outing.
The value drops slightly if you dislike group activities or will not use the food, drinks, and swimming gear. It also depends on passenger numbers. A small group gives you more deck space and a calmer feel, while a full boat may make the price feel less generous.
Weather is the one unavoidable variable. The cruise can be postponed or canceled in poor conditions, with a full refund if the operator cancels. If the boat cannot reach Dia, the crew may choose another cove. That flexibility helps, but you should not book this as a guaranteed Dia Island landing.
Practical details that make the day easier

Port authorities require each passenger’s full name, date of birth, passport or ID number, sex, and nationality. Have those details ready when you reserve. Bring your passport or ID card, even if you are staying within Greece.
The cruise is conducted in English. The crew may speak other languages, but English is the stated tour language. If you need a private group, ask about availability before booking.
Free cancellation is available up to 24 hours before departure, and you can reserve now while paying later. Check the exact start time for your chosen date, since the day and sunset schedules differ.
Arrive prepared to handle sun, wind, and salt water. Wear swimwear under your clothes, pack a towel, and use sunscreen before boarding. A light jacket is sensible for the crossing home. Do not bring outside alcohol or drugs.
Who should book the Dia sailing cruise?

I would book this if you want a relaxed half-day on the water with food, drinks, and water activities already included. It suits couples, families with older children, groups of friends, and solo visitors who are happy sharing a boat and meeting people from different countries.
I would choose the sunset sailing for a romantic evening or a memorable final activity in Heraklion. I would choose the morning trip if I wanted clearer daylight for swimming and a free evening afterward.
Think twice if you need wheelchair access, have limited mobility, are pregnant, or want a quiet private charter. Also ask about passenger numbers if a crowded boat would bother you. For everyone else, the mix of sailing, a protected island, fresh pasta, unlimited drinks, and time in clear water makes this a strong-value Crete outing.
FAQ
How long is the Dia sailing cruise?
The cruise lasts 5.5 hours. The day option runs from 9:00 a.m. to 2:30 p.m., while the sunset option runs from 3:00 p.m. to 8:30 p.m.
Where does the cruise leave from?
The meeting point is Marina Cafe at Heraklion’s Old Venetian Port. Look for the large sign reading Daily Cruises to Dia Island, or search Google Maps for Rocca a Mare Sailing Adventures Meeting Point.
Is hotel pickup available?
Yes. Pickup can be arranged by prior request from your hotel or a convenient nearby point. Transportation may carry an additional charge, and the final transfer details are sent before the cruise.
What food and drinks are included?
The standard meal includes shrimp linguine with tomato sauce, Greek salad, and seasonal fresh fruit. Unlimited Greek white wine, soft drinks, and bottled water are included. Vegetarian, vegan, and gluten-free options are available upon request.
Are snorkeling equipment and paddleboards provided?
Yes. Snorkeling gear and stand-up paddleboards are included. Life jackets and safety equipment are also provided.
Can the cruise be canceled because of weather?
Yes. The cruise depends on sea conditions and may be postponed or canceled in unfavorable weather. If the operator cancels, the ticket price is fully refunded.
Just added around Heraklion
- SAILING DAY 4.5h-5h or SUNSET 3h-4.5h from Hersonissos CRETE★ 4.5 · 30 reviews
- 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
Sailing Tours with an Open Bar, side by side.

Key West Sunset Sail with Open Bar, Live Music and Hors D’oeuvres
Read our review →
Dolphin Catamaran Snorkel and Sail with Open Bar
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 →
Midday or Sunset Sailing with Open Bar and Snacks
Read our review →
Premium Morning Snorkel Sail with Champagne Brunch
Read our review →
Aruba Sunset Sail with Appetizers and Open Bar
Read our review →This sailing also appears in

