Reviewed · DIA ISLAND SAILING FROM HERAKLION
SUP Safari – Catamaran Cruise Dia Island & Gourmet Delights!
SUP on the water beats the usual tour. This Crete day pairs guided SUP and snorkeling with a relaxing catamaran cruise to Dia Island, plus Cretan food and drinks.
I love the structure of the experience: you get real coaching from a certified instructor (Canoe Kayak Federation) and the boat crew keeps things smooth. I also love the food-for-fun balance, including a platter of cheeses, cold cuts, fruit, and dessert, with unlimited drinks from the open bar. The one consideration: this trip is not for everyone, since it is not suitable for non-swimmers, and the SUP part is aimed at people with at least intermediate experience.
In This Review
- Key things to know before you go
- Boarding EOS Yachts: what the first hour feels like
- Sailing to Dia Island: why this stop is more than a postcard
- SUP with a certified instructor: what you’re actually signing up for
- Snorkeling at Dia: protected waters, included gear, real time
- Food and drinks: gourmet cold cuts on a sea day
- What the catamaran adds (besides shade)
- Who this trip suits best in Crete
- Price and value: is $169 fair for a 5-hour day?
- Practical tips that make the day smoother
- Day-of highlights I think you’ll care about
- Should you book the SUP Safari to Dia Island?
- FAQ
- How long is the SUP Safari to Dia Island?
- Where do I meet the crew in Heraklion?
- What’s included in the price?
- Do I need to know how to swim?
- Is it suitable for kids?
- What should I bring?
Key things to know before you go

- Dia Island is boat-only access, so you spend your time where most people can’t wander.
- Certified SUP guidance helps you feel steady on inflatable boards with a leash and life vest.
- Snorkeling gear is included, so you can focus on the water, not equipment shopping.
- Gourmet cold cuts + open bar make it feel like a full day, not a short activity.
- A 360° camera provides shared content, a neat extra when you want proof you had fun.
More sailings out to Dia Island from Heraklion port
- Heraklion: Dia Island Sailboat Cruise with Swimming and Meal★ 4.8 · 2,579 reviews
- Heraklion: Sailing Cruise to Dia Island with Drinks and Meal★ 4.9 · 778 reviews
- Heraklion: Dia Island Sailing Cruise with Snorkeling★ 4.7 · 742 reviews
- Sailing Cruise to Dia Island with Meal and Water Activities★ 4.5 · 526 reviews
Boarding EOS Yachts: what the first hour feels like

Start at Heraklion Port, with a crew member meeting you at the entrance of Marina Café. You check in and then get guided to the boat. Plan to arrive about 15 minutes early, because this is one of those trips where everyone’s timing matters once you’re pushing off.
Onboard, it’s set up for comfort as well as water time. You’ll have use of men and women toilets and an outdoor shower, which is a welcome detail after SUP and snorkeling. There’s also free WiFi onboard, so if you want to share a photo right away (or just keep your maps handy), you can. The crew is led by a certified skipper and crew, which matters if you want a day at sea that feels calm and organized.
You should expect the day to run like a rhythm: coffee and treats to get you started, then activity time (SUP and snorkeling), then sailing and downtime with food and drinks along the way. It’s not just a “go do stuff and hope you survive” setup. The guidance is part of the value.
Sailing to Dia Island: why this stop is more than a postcard

Dia Island sits in clear, protected waters and is only accessible by boat. That boat-only access is the whole point: you get to spend time at a secluded spot instead of standing in a crowded harbor.
This is also a location built for water lovers. You’ll see turquoise, crystal-clear conditions while moving toward the island, and the protected status is why snorkeling gear is worth bringing along. You’re there for marine life and underwater views, not just pretty water from the deck.
You’ll also get the benefit of a catamaran setting while you’re close to the action. That means you’re not constantly shifting locations on foot. Instead, you can relax between activity blocks: sunbathe, feel the sea breeze, and take in views from the spacious boat.
Even if you’re not a “serious photographer,” the day makes it easy. You’re on open water with good visibility, plus you’ll have 360° camera footage shared with you afterward, so you don’t have to guess what you missed.
SUP with a certified instructor: what you’re actually signing up for

The SUP portion is guided by a certified instructor from the Canoe Kayak Federation. From the start, that’s a big deal for confidence. Inflatable SUP boards can feel different from hard boards, and the leash and life vest setup is there for a reason. You’ll paddle under coaching through the coastal areas near Dia.
Here’s the practical part: the SUP tour is suitable for people with at least an intermediate level of experience. So if you’re brand-new to paddleboarding, this might feel more work than fun. The good news is that the guide’s experience is the kind that makes you faster at getting your bearings. In past days, the trip leaders have been friendly, highly experienced, and focused on client comfort, which shows up in how the group feels on the water.
You’ll be using SUP inflatable equipment, including the paddle and leash. The gear list is solid: life vest, paddle, leash, snorkeling equipment, and a 360° camera for content. That content is a fun bonus, especially if you want to remember the exact bays you glided through.
If you do have intermediate skills, this is one of those activities where doing it from a catamaran makes it feel like a free upgrade. You’re not hiking to a random shoreline. You’re launching into scenic water with the boat as your base.
Snorkeling at Dia: protected waters, included gear, real time

Snorkeling is part of the Dia Island experience, and the key thing is that the equipment is included. You get quality snorkeling gear, so you’re not arriving hoping your rental hunt ends peacefully.
Dia’s protected waters are the reason snorkeling fits this itinerary. You’ll have the chance to explore underwater beauty around a secluded island rather than a heavily trafficked area. The day’s structure is built so that snorkeling doesn’t feel tacked on. It sits between SUP and relaxation time.
One more reality check: this tour is not suitable for non-swimmers. Even with equipment, this is still a water-based excursion where you need comfort in the water and the ability to handle yourself confidently. If you’re unsure, don’t “try it anyway.” Choose the safer option, or look for a different water activity that matches your comfort level.
Also, the trip includes fishing equipment and inflatable sea toys. That doesn’t mean you must use everything, but it tells you the boat experience is designed to keep people entertained between the planned moments.
A whole day on the water? More Heraklion catamaran and sailing trips
Food and drinks: gourmet cold cuts on a sea day
This is where the day quietly wins points. After activity time, you’re treated to welcome coffee and Cretan delicacies, then a gourmet platter featuring assorted cheeses, premium cold cuts, fresh seasonal fruit, and dessert.
That combination matters because it supports the whole flow of the trip. You’re paddling and swimming, then you’re eating like someone planned this for adults, not like you’re picking up sad snacks at the last stop.
Then comes the part that makes it feel like a proper outing: an all-inclusive bar with water, soft drinks, beer, and white wine. Unlimited drinks keep the mood relaxed, and it’s a nice touch for people who don’t want to track purchases while they’re out on the water. Cocktails aren’t included, but you can request them.
So you get the best of both worlds: structured activity with guided instruction, and an onboard meal-and-drinks setup that lets you stay in the “vacation mode” instead of breaking the day into separate reservations.
What the catamaran adds (besides shade)

The catamaran isn’t just transportation here. It’s part of the experience design.
After SUP and snorkeling, you have room to settle in: sunbathing on deck, sea breeze time, and the kind of slow views that make the day feel worth the travel. A catamaran also gives you a stable base for group timing. Everyone returns, the crew organizes the next steps, and you’re not playing catch-up.
There’s also free WiFi onboard. Yes, it’s a small thing, but for many people it’s a “good to have” when you’re out on the water and want to send a message or upload a photo from your day.
And since this tour includes 360° camera footage shared with participants, your time on the water becomes easier to remember. You’re not only thinking about pacing your paddle strokes or watching your footing. Someone is capturing the “you were there” moments in a way your phone can’t always do.
Who this trip suits best in Crete

This is a great match if you’re:
- An adult or teen who can handle water time and comfortable swimming conditions
- At least an intermediate paddleboarder (or someone who has done SUP before and feels ready)
- Someone who wants a single day that mixes movement (SUP, snorkeling) with proper downtime
It may not be for you if:
- You are a non-swimmer (it’s explicitly not suitable)
- You’re traveling with children under 14 (not suitable)
- You need wheelchair access or have mobility impairments (not suitable)
- You need accommodations for visual impairments (not suitable)
I like that the rules are clear. You can choose with confidence instead of hoping the activity magically adjusts itself on the day.
Price and value: is $169 fair for a 5-hour day?

At $169 per person for about 5 hours, you’re paying for more than “a boat ride.” Here’s what that price covers based on what’s included:
- Guided SUP tour with a certified instructor
- SUP inflatable equipment: paddle, leash, and life vest
- Snorkeling equipment
- 360° camera footage shared with you
- Welcome coffee and Cretan treats
- Gourmet platters: cheeses, cold cuts, fresh fruit, dessert
- Unlimited drinks from the open bar: water, soft drinks, white wine, beer
- Certified skipper and crew
- Outdoor shower and onboard amenities
- Free WiFi onboard
- Fuel and taxes covered
When you add it up, you’re getting multiple activities wrapped into one plan, plus food and drinks included. That’s where the value lives. You’d usually pay separately for boat access, water equipment, and a meal. Here, the day is bundled cleanly.
The main “value trap” to avoid is assuming transfers are included. Pick-up and transfer are on request, so if you need help getting from your base to the port area, you should confirm that before you go.
Practical tips that make the day smoother

Bring:
- Passport or ID card
- Sun hat
- Swimwear
- Change of clothes
- Sunscreen
I’d treat the sunscreen and hat like non-negotiables. You’re on open water for a good stretch, and you’ll be out during the time when sun can hit hard. A change of clothes isn’t just comfort; it helps you feel ready to relax on the return portion of the trip.
Also, arrive early at the meeting point. It’s not a “show up whenever” kind of outing. The crew needs everyone checked in before departure, and being on time is part of getting a relaxed experience.
If you’re SUP-capable, focus on staying calm. Inflatable boards are forgiving, but technique matters. Keep your posture steady and listen to the guide. The best days feel easy because you’re not fighting your balance.
Day-of highlights I think you’ll care about
What stands out in the overall experience is the combination of execution and vibe.
First: organization. The trip is presented clearly, and the guides focus on the client experience, not just ticking boxes. People have specifically praised the friendliness and attention to detail, which usually shows up in small things like timing, safety explanations, and how quickly you get comfortable.
Second: the guide energy. Names like Thanasis show up from earlier days, and that matters because it adds a human layer. When the instruction is delivered by someone experienced and relaxed, you spend less time worrying and more time enjoying the water.
Third: the food-and-drinks payoff. Gourmet cold cuts, fruit, dessert, and an open bar turn what could be a “snack and go” day into something that feels like a full outing.
Should you book the SUP Safari to Dia Island?
Book it if you want an active-but-not-chaotic Crete day. You’ll like the guided SUP, the snorkeling time, and the way the catamaran gives you recovery space between swim sessions. The included gourmet platter and unlimited drinks also make this feel like good value for a 5-hour experience.
Skip or think twice if you’re not comfortable in the water, don’t meet the intermediate SUP level, or need accessibility accommodations. This is a water-based excursion with clear suitability limits, and that honesty is a gift.
If your travel style is simple: see one special place by boat, do two water activities, eat well, then sail back with no drama, this is an easy yes.
FAQ
How long is the SUP Safari to Dia Island?
The duration is 5 hours.
Where do I meet the crew in Heraklion?
You meet at the entrance of Marina Café in Heraklion Port, and the EOS Yachts crew guides you to the boat.
What’s included in the price?
It includes a guided SUP tour with a certified instructor, SUP inflatable equipment, snorkeling equipment, fishing equipment, inflatable sea toys, welcome coffee and Cretan delicacies, gourmet platters (cheeses, cold cuts, fruit, dessert), all-inclusive bar drinks (water, soft drinks, white wine, beer), 360° camera footage shared with participants, outdoor shower, men and women toilets, and free WiFi onboard.
Do I need to know how to swim?
Yes. The activity is not suitable for non-swimmers.
Is it suitable for kids?
No. It’s not suitable for children under 14 years.
What should I bring?
Bring your passport or ID card, sun hat, swimwear, a change of clothes, and sunscreen.
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