
Private Luxury Sailing Trips to Dia Island
Traveler rating
4.6/5
Based on 27 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Private Luxury Sailing Trips to Dia Island worth booking?
Private Luxury Sailing Trips to Dia Island is a 6-hour experience in Heraklion, Greece, from $491 per person. It scores 58 out of 100 on the Outty Ranking, which we label “Worth a Look”, based on a 4.6/5 rating across 27 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 58 / 100
- Rating
- 4.6/5 (27)
- Duration
- 6 hours
- From
- $491 per person
Why not try a new, unforgettable experience! The uninhabited island of Dia is just 6 NM away but also worlds apart from the hustle and bustle of the tourist resorts. Top up your holidays with sailing, swimming and snorkeling in the crystal clear waters.
What you get
About this experience
Why not try a new, unforgettable experience! The uninhabited island of Dia is just 6 NM away but also worlds apart from the hustle and bustle of the tourist resorts. Top up your holidays with sailing, swimming and snorkeling in the crystal clear waters.
What's included
Included
- Unlimited refreshments (soft drinks, white wine, bottled water)
- Fruit Platter
- Swimming Stop
- Skipper & Fuels
- Snorkeling equipment (masks, fins, snorkels)
- Fishing gear (fishing rods, raw bait)
Not included
- Hats, sun creams, swimmwear.
- Lunch
- Order a birthday cake or a bottle of champaigne for special events with an extra charge.
- Add a transfer service on your booking upon request with an extra charge.
Where it starts and ends
Meeting point
Heraklion
If you'll arrive independently, meet our skipper at the Sailingtrips.gr - Meeting point - Heraklion, located next to Marina Cafe at the Venetian harbour, fifteen minutes earlier than departure time. For accuracy, please search the meeting point name on Google Maps and not the address displayed.
Hotel pickup
Pickup is available for selected locations. Pickup begins about 40 minutes before departure.
Ends at
If you'll arrive independently, meet our skipper at the Sailingtrips.gr - Meeting point - Heraklion, located next to Marina Cafe at the Venetian harbour, fifteen minutes earlier than departure time. For accuracy, please search the meeting point name on Google Maps and not the address displayed.
Options you can book
Full Day Trip With Bavaria45
Price per boat
Half Day Trip with Dufour 520
Full Day Trip With Bavaria46
Price per boat Snorkeling, fishing Private Luxury Experience Duration: 6 hours 30 minutes Food and Beverage Options: Enjoy unlimited soft drinks, white wine, still water and a refreshing seasonal fruit platter.
Full Day Trip with Elan37
Price per Boat
Half-day with Bavaria46
Duration: 4 hours 30 minutes Water, Refreshments, Wine
Half Day Trip with Elan37
Duration: 4 hours 30 minutes Water, Refreshments, wine
Full Day Trip With Dufour520
Half Day Trip with Bavaria45
Duration: 4 hours 30 minutes Water, Refreshments, Wine
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- el, en
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 15 travelers per booking
- Operated by
- Sailingtrips.gr
Know before you go
- Wheelchair accessible
- Infants and small children can ride in a pram or stroller
- Service animals allowed
- Public transportation options are available nearby
- Transportation options are wheelchair accessible
- Suitable for all physical fitness levels
Photos






What travelers are saying
Outty’s summary of the themes that recur across 27 traveler reviews. Written by us, not quoted from reviewers.
Food and drink
6 mentionsThe tastings and food stops are a highlight for most reviewers.
Good for families
4 mentionsReviewers traveling with kids report it landed well with their group.
Small groups
4 mentionsThe group size is repeatedly described as intimate rather than packed.
Traveler reviews
27 verified traveler reviews for Private Luxury Sailing Trips to Dia Island. Ratings and reviews provided by Viator and Tripadvisor.
Nice, but mor like a bus tour - no sailing by the wind
It’s a lovely day out, but don’t expect any proper sailing with the wind in your sails. You’ll most likely be taken to the island by the engine. The mainsail was only up for show. So it’s more like a very pleasant bus ride. I have an inland sailing licence and wanted to show my friends what sailing feels like, so we took a private tour. But we were taken to the island by the engine in an hour, stayed there for two hours (swimming, eating a fish dish, drinking a bit of Prosecco) and were then shuttled back again. There was a light breeze, about 2 Beaufort, and I asked the skipper if he could switch off the engine and sail. With two or three tacking manoeuvres, we’d get there easily. But he didn’t want to, because the wind was too light (haha) and he had nor foresail. In October, there were a handful of other boats out and about doing the same tour. None of them had a foresail either. The skipper told me that he runs the tour twice a day, seven months a year. In peak season, there are 40 to 50 boats out on the tour, all anchored side by side in the bay. All in all, the tour happens as advertised (in high season in a crowd) – just without the sailing.
via Tripadvisor
Unbelievable day!
We had such an amazing time onboard with Ilias and Nikki. The sailing trip was unbelievable, from start to finish. We booked a private 4 1/2 hour afternoon trip and were welcomed warmly onboard. The boat was spacious and felt very safe for us and our children. Drinks were available throughout the trip. After sailing over to Dia, we jumped and swam in the sea, snorkelled and tried some fishing. We could paddle board and snorkel, with masks and flippers provided. We had an excellent lunch prepared onboard which was very tasty and fresh. We had time for some more swimming and fun after lunch, and then set sail back to Heraklion during sunset which was magical. Ilias and Nikki were incredibly knowledgeable and were lovely hosts, to both us and our children, both clearly enjoying their jobs onboard. They were amazing to spend time with even letting our kids have a go at steering the yacht, which will be a memory they treasure forever. Thanks once again for an amazing experience!
Response from the operator: Thank you so much for your lovely review! We’re so happy to hear that you had such a memorable day with us. It sounds like you made some wonderful memories on the water! We’d love to welcome you back onboard!
via Tripadvisor
Lovely private half day trip to Dia
The 4 of us went on a private half day trip in the morning (aprox. 09:30 -14:00 hrs). We met Denis and Elias, the crew, at the port of Heraklion. Travel time to the island took about 1hr each way. The island itself is uninhabited and a protected national park area. We got to a nice little bay where we stayed for 2/2.5 hrs. Seems this is the main hotspot for sailing trips as there were many other boats there, but it is full season in mid August. Here you can snorkel around in its crystal clear waters, paddle-board (SUP) or a quick visit to the island (little church, fisherman’s hut). The crew prepared a plentiful and delicious snack for us, which we ha pre-ordered separately (greek salad, sandwiches and an enormous bowl of fresh sliced fruit). Kids had a go at fishing and then a last splash in the sea before making our way back. We didn’t do much sailing as the wind was not in favour, but can’t do much about that. The staff were extremely courteous and friendly for the whole trip and pampered after us throughout the whole trip! Thankyou Denis and Elias!!
Response from the operator: Thank you so much for your kind words! Denis and Elias will be happy to hear your feedback—they loved having you on board. We hope to welcome you again for another sailing adventure soon!
via Tripadvisor
Amazing Private Boat with 3 children to Dia Island
Wow, what a day to remember. I travelled with my three children aged 14, 11 and 7. We really wanted to do a boat trip & snorkelling, and after seeing hotel excursion prices, I found these guys online with wonderful reviews. We booked a small sailing boat, private trip for the four of us, which worked out cheaper than joining a larger group excursion from the hotel. I was worried as my youngest Son has egg allergies (for the food) and also can not swim yet without a float. So worried it would he wouldn’t be able to join in. I needn’t have worried at all. The food was incredible. We ordered two lots of sandwich and two of the chicken menu options. Wow! This day was fantastic from start to finish. The hotel transfer was arranged for us, the captain and co-captain were amazing. The whole trip of 4.5 hours was just out of this world. We all loved every minute of it and can not recommend this highly enough. Upon setting anchor at Dia island, my youngest was into the sea with his float, snorkeling, seeing fish and paddle boarding. My boys absolutely loved it (as did I). And not one moment of not being able to swim hampered the experience for my youngest. It has given him even more confidence in the water. The bay at Dia island was fantastic - the water crystal clear. It is deep to start with - but you can see the bottom of the water and my son with his swimming float was the most confident I’d seen him swim :) The food put on for us was amazing! So much of it! Felt awful not being able to finish it all because it was so good. Honestly I can not speak highly enough about the experience from start to end. I trawlled review after review worried if it would be ok for young children - and didn’t see many reviews mentioning young children, so definitely wanted to add this one for anyone considering in future. I just want to say a massive thank you to sailingtrips.gr for making this one of the most memorable days of our lives 😊 amazing!!!
Response from the operator: Dear Darren, Thank you so much for taking the time to share your experience in such detail. It truly means the world to us to know that our efforts bring joy to wonderful guests like you and your lovely family. We’re grateful you trusted us and shared your story for other families to read. We’d be delighted to welcome you and your boys back anytime. Best regards, Sailingtrips.gr Team
via Tripadvisor
Top notch ⛵️
If you are heading to Crete and fancy a boat trip, we would highly recommend sailingtrips.gr ⛵️ Their service was top notch, they even offer a door to door service 🚐 we had an amazing time 💖 We were extremely lucky to have seen dolphins 🐬 and a sea turtle 🐢 on our trip. Big thank you to Captain Denis & Mike for their hospitality and for giving us a day to remember 🍾🎂
Response from the operator: Thank you so much for your lovely review! We’re thrilled you had such a fantastic time and that you were lucky enough to see dolphins and a sea turtle – what a treat! Captain Denis and Mike will be so happy to hear your kind words. We hope to welcome you back on board for another unforgettable day soon!
via Tripadvisor
Good to know
- Duration
- 6 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Every day
- Price range
- $491 to $1,500
- Hotel pickup
- Available for selected locations
- Booked in 30 days
- 9
- Verdict
- Worth a Look
Why this scores 58
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Private Luxury Sailing Trips to Dia Island: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Heraklion.
How much does Private Luxury Sailing Trips to Dia Island cost?
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Prices start at $491 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Heraklion usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.
How long does Private Luxury Sailing Trips to Dia Island take?
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Plan for about 6 hours from start to finish, not counting travel to the meeting point. Most travelers leave another 30 minutes on either side so the rest of the day in Heraklion is not rushed.
Is Private Luxury Sailing Trips to Dia Island worth it?
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It holds an Outty Ranking of 58 out of 100, which we label "Worth a Look". That score blends traveler sentiment (4.6/5 across 27 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable last minute in Heraklion, and how flexible the cancellation terms are.
Can I cancel or reschedule Private Luxury Sailing Trips to Dia Island?
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Yes. Cancel free up to 24 hours before the start time for a full refund. Inside that window the booking is non-refundable, and no-shows are not refunded.
Is Private Luxury Sailing Trips to Dia Island suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 6-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Private Luxury Sailing Trips to Dia Island?
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Around 9 people booked this in the last 30 days, so popular slots go early. Two to three weeks ahead is comfortable in shoulder season, while summer weekends and holidays in Heraklion can sell out a month out. Same-day spots do open up when other travelers cancel, so it is worth checking if you are already in town.
What should I bring or wear?
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Bring photo ID, your booking confirmation on your phone, a refillable water bottle and comfortable shoes. Dress for the weather in Heraklion and add a light layer if any part of the 6-hour experience runs outdoors or after sunset.
Where does Private Luxury Sailing Trips to Dia Island start and how do I get there?
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The exact meeting point and directions are on your voucher once you book, and they sit in central Heraklion within reach of public transport. Arrive 15 minutes early: late arrivals are treated as no-shows by most operators.
What are the best things to do in Heraklion?
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On Outty we rank every Heraklion experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include Knossos - Zeus Cave - Old Traditional Villages-Olive Oil Factory, Knossos & Lasithi Plateau: Zeus Cave, Villages, Olive Oil Tour, Quad Safari: Off-Road Day Tour with Dinner & Transfers. The city page groups everything into most popular, highest reviewed, last minute and family-friendly so you can build a day around what actually delivers.
When is the best time to visit Heraklion?
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Booking patterns follow the same curve: prices and queues climb in peak weeks, while shoulder season gives you better availability on the top-ranked experiences and more room to change plans.
How many days do you need in Heraklion?
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Three full days covers the headline sights without sprinting. A workable rhythm is one anchor experience each morning, such as this one, an unhurried afternoon in a single neighborhood, then a food or nightlife booking in the evening. Five days lets you add a day trip outside the city.
Do I book through Outty or through the operator?
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Outty ranks and explains the experiences, then hands you to Viator to complete the booking with the operator directly. The price is the same as booking on Viator yourself, and Outty earns an affiliate commission on the referral, which is how the rankings stay free to read.
What is included in Private Luxury Sailing Trips to Dia Island?
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Included: Unlimited refreshments (soft drinks, white wine, bottled water); Fruit Platter; Swimming Stop; Skipper & Fuels; and Snorkeling equipment (masks, fins, snorkels). Not included: Hats, sun creams, swimmwear; Lunch; Order a birthday cake or a bottle of champaigne for special events with an extra charge; and Add a transfer service on your booking upon request with an extra charge. Always check the voucher for the final list before you travel.
Does Private Luxury Sailing Trips to Dia Island include hotel pickup?
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Yes, pickup is offered, or you can meet at the start point instead from 267 listed pickup locations in and around Heraklion. Be ready about 40 minutes before the start time. You can also enter a custom pickup address when booking.
What languages is Private Luxury Sailing Trips to Dia Island offered in?
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It is offered in Greek and English. Pick your language when choosing a date and time, as not every departure runs in every language.
Will I get instant confirmation and a mobile ticket for Private Luxury Sailing Trips to Dia Island?
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Confirmation is sent by the operator after booking, usually within 48 hours; if it is not confirmed you are not charged. Mobile tickets are accepted, so you can show the voucher on your phone.
Is Private Luxury Sailing Trips to Dia Island wheelchair or stroller accessible?
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The operator notes: Wheelchair accessible; Infants and small children can ride in a pram or stroller; and Transportation options are wheelchair accessible. If accessibility is critical, contact the operator after booking to confirm arrangements for your date.
What happens to Private Luxury Sailing Trips to Dia Island if the weather is bad?
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This experience depends on good weather. If it is canceled because of poor weather, you are offered a different date or a full refund.
What do travelers say about Private Luxury Sailing Trips to Dia Island?
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Across 27 reviews averaging 4.6 out of 5, recurring themes include food and drink, good for families, small groups. The tastings and food stops are a highlight for most reviewers.
What booking options are available for Private Luxury Sailing Trips to Dia Island?
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There are 8 options to choose from, including Full Day Trip With Bavaria45, Half Day Trip with Dufour 520, Full Day Trip With Bavaria46, Full Day Trip with Elan37. Prices and start times differ by option, so compare them on the booking screen.
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