Reviewed · CRUISES & BOAT TOURS
From Ag Anna: Rina’s Cave and Ano and Kato Koufonisi Cruise
Rina’s Cave turns a boat day into a mission. This trip from Agia Anna is built around the swim stop at Rina’s Cave, plus a proper BBQ lunch onboard. You also get free time on Koufonisia, with a village walk at Ano Koufonisi and the option to go beach hopping at Kato and around the islands.
One thing to plan for: you spend a lot of the day on open water, so if you get motion sick easily, this may not be the best match. Also, there is no live guide doing a running commentary at the stops, so this is more about the places and the water time than history lessons.
Key moments and details that matter
- 25-meter Mikros Kosmos II sailing boat, with lots of deck time and comfortable sunbing options
- Rina’s Cave stop is sea-only and includes time for swimming, snorkeling gear, and even jumping if you feel adventurous
- Lunch is a full onboard BBQ spread, with vegetarian options and local Naxian ingredients
- Ano Koufonisi is free-time focused with 3 hours to wander cobbled alleys or swim at nearby beaches
- Kato Koufonisi is weather-dependent, and it’s the uninhabited island style experience
- Front sunbeds are limited, so arrive early at the dock if you want shade and a prime spot
In This Review
- Why This Sailboat Day Feels Like a Real Greek Summer
- Getting There, Meeting at Agia Anna, and Timing Your Day
- Rina’s Cave: The Sea-Only Swim Stop Everyone Talks About
- The BBQ Lunch Onboard: Local Food, Big Portions, Real Choices
- Koufonisia Time: Kato’s Silence and Ano’s Cobblestone Corners
- Sunbeds, Seating, and How the Long Sail Back Works
- Price and Value: Why $94 Can Still Make Sense Here
- Should You Book This Cruise?
- FAQ
- Where is the meeting point for the tour?
- How long is the cruise, and what are the departure and return times?
- How long do you stop at Rina’s Cave?
- What is included in the lunch onboard?
- Is wine included?
- What swim and safety gear is available on the boat?
- Is there a guide onboard during the cruise?
- Who is the tour not suitable for?
- What should I bring and wear?
- Which islands are visited, and is Kato always included?
Why This Sailboat Day Feels Like a Real Greek Summer

This is not the kind of cruise where you spend most of the day trapped on a bus, then rushed through a checklist. The heart of the experience is the sailing itself, plus long stretches where you can swim whenever the crew anchors and the water is calm enough to enjoy.
What I like most is how the day is paced. You do a big signature swim stop first, then refuel with a real lunch onboard, then you get several hours of freedom on Koufonisia. That balance is exactly what you want if your ideal Naxos day is part adventure, part relax time, and zero stress about timing.
The boat, Mikros Kosmos II, is a 25-meter sailing ship, and that size helps. It tends to feel less cramped than smaller day boats, and it gives you space to spread out, grab a lounger, and stay comfortable while you sail.
Getting There, Meeting at Agia Anna, and Timing Your Day

You meet at the taxi piazza dock area at Agia Anna, and you should look for the sailing boat Mikros Kosmos II. If the operator offers a free transfer from your pickup location and time, it is worth using it, but the meeting point at the dock is the anchor.
The schedule is straightforward: departure is about 09:45 from Agia Anna, and you return around 19:00. Roughly, you sail along the west coast of Naxos and reach Rina’s Cave in about 1.5 hours, then you have time at the cave, then you continue onward to Koufonisia with another weather-dependent stop.
Because the day is long and deck time is a major part of the fun, I strongly suggest arriving early enough to settle in. Multiple reviews mention that the best sunbeds at the front are limited, and once those are taken, the rest of the day becomes a search for shade.
Also, pack like you mean it. Bring swimwear, a towel, sunscreen, and a hat. You are going to go from sunbathing to water time more than once, and having the basics on hand saves you from wasting the best hours.
More Greek blue between islands:
Rina’s Cave: The Sea-Only Swim Stop Everyone Talks About

Rina’s Cave is the main event, and it has a special kind of feel because it is approachable only by sea. That means you are not just looking at a coastal viewpoint, you are actually in the water, moving around the spot that makes the place famous.
You get about 1.5 hours at the Rina’s Cave area. During that time, the experience is built around swimming and snorkeling. There is also an option to dive in from above if you are feeling confident, and the crew provides life jackets and snorkeling gear for guests who want it.
One detail I think is worth knowing: there’s a nearby pebble beach in the area, and you can step ashore there. The water spring detail is part of what makes the location feel more interesting than a typical stop.
If you want the most fun out of this segment, use the first part of the cave stop to get your bearings. Swim, snorkel, and explore the edges of the swim area, then return to the boat when you start to feel the sun. You’ll thank yourself later when you’re hungry.
It is also the moment where you should be honest with yourself about comfort and ability. This is not a calm pond. It is open-water swimming time, and non-swimmers are not meant to join this tour.
The BBQ Lunch Onboard: Local Food, Big Portions, Real Choices

Lunch is one of the strongest parts of this day, and it is not just a token sandwich situation. You have a full onboard BBQ break, prepared during the day at sea, using local Naxian products.
The spread includes a lot more than one main dish. You should expect Greek traditional salad, oven potatoes, pasta, spetzofai, rice with vegetables, fresh bread, and fresh fruit. For the BBQ component, the meat options are pork or chicken souvlaki, and there are vegetarian menu options that still keep the plate substantial.
There are also soft drinks included during lunch time, including Coca-Cola, Sprite, and orange juice, plus water. Local wine is included as well during lunch, though it may not be chilled in the way some people prefer.
The best practical advice is to eat when it is served, not after you’re already hungry. After swimming and sun time, even a large meal will feel perfect, but going too long can make you cranky. If you have food allergies, you should tell the operator ahead of time so they can plan the meal choices.
One more small tip from the vibe of the day: the crew runs lunch efficiently. You are not stuck waiting forever, and that keeps the whole schedule feeling smooth instead of rushed.
Koufonisia Time: Kato’s Silence and Ano’s Cobblestone Corners

After Rina’s Cave and lunch, the day shifts into free-time mode. Next up is Kato Koufonisi, and this part is explicitly weather permitted. Kato Koufonisi is uninhabited, so expect the kind of stop where the main attraction is the water and the shoreline, not shops or towns.
Then you go to Ano Koufonisi for about 3 hours. This is your chance to walk the village at your own pace. Ano Koufonisi is known for its cobbled streets and charming alley feel, and you can also swim at nearby beaches if you want to keep the water theme going.
If you want to see more beaches than just the ones closest to the village, there is an option to take a low-cost sea taxi for a brief visit to other beaches. That can be a fun way to turn those 3 hours into a mini beach-hopping circuit.
A key note for expectations: there is no dedicated guide onboard giving history or constant narration. The crew is there if you need help, but the day is more about being free on the water and on the islands than about structured sightseeing speeches.
Sunbeds, Seating, and How the Long Sail Back Works

This cruise is designed for relaxation, but it still comes with the realities of a full day at sea. You should be ready for a long ride, including the sail back to Agia Anna, and that can feel slow if you prefer constant action.
Comfort matters here. Reviews mention sunbeds at different spots on the boat, with limited front shade. If you want the prime deck area, arriving early helps. If you don’t get the front, plan on moving locations throughout the day to find sun or shade depending on what you need.
Snorkeling gear and life jackets are available, and loungers are part of the setup. There’s also mention of swim aids like sea-pool style equipment, plus life buoy options. These details matter because they help you feel safer and more confident in the water.
Now the honest part: this is not a tour for wheelchair users, and it’s also not for non-swimmers. It is also not suitable for people prone to seasickness. If you are unsure, think about how you normally react on ferries or windy boat rides.
The winds and sea conditions can also change the exact feel of the day. Some days will feel smooth and others will feel choppier, and in general, that can affect how much time is spent at certain stops.
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Price and Value: Why $94 Can Still Make Sense Here

The price is around $94 per person for about 8.5 hours, and the value is strongest when you care about three things: boat time, swimming time, and food.
First, you are paying for a full onboard day experience, not just transit. You sail out, you stop for swimming in a standout location, and you get actual island time instead of quick photo breaks.
Second, the food is a real cost saver. Lunch includes a wide range of dishes, plus soft drinks and water, and wine is included during lunch time. There is no need to budget for lunch on the island, and the quantity is a big part of why this feels like good value.
Third, the experience is built around swimming spots. If you came to the Cyclades for the water, this tour delivers. If you came for museums or deep historical context, you may feel it is less focused on that kind of content.
Overall, I’d see this as strong value if you want a classic Naxos-to-Koufonisia day at sea, with the signature cave swim and enough free time to actually enjoy Koufonisia rather than just pass through.
Should You Book This Cruise?

Book it if you want a low-stress day with built-in swimming, a satisfying BBQ lunch onboard, and enough freedom at Ano Koufonisi to wander and choose your own beach moments. It fits couples, friends, and families who are comfortable with water time and like a relaxed, crew-friendly vibe.
Skip it if you are prone to seasickness, you do not swim, or you need wheelchair accessibility. Also, set your expectations around what kind of guidance you will get. This is not a history-heavy tour, and you should not plan on a formal tour guide walking you through the sights.
If you are the type who loves jump-in water breaks, salt-air sailing, and eating well without thinking about it, this is a very solid choice for your time in the South Aegean.
FAQ

Where is the meeting point for the tour?
You meet at the taxi piazza dock in Agia Anna. You should locate the sailing boat Mikros Kosmos II. Free transfer is provided from specific meeting points, so it is worth asking what pickup options apply to you.
How long is the cruise, and what are the departure and return times?
The duration is 8.5 hours. It leaves Agia Anna at about 09:45 and returns at about 19:00.
How long do you stop at Rina’s Cave?
You have about 1.5 hours at Rina’s Cave for swimming and water activities.
What is included in the lunch onboard?
Lunch includes traditional Greek salad, oven potatoes, pasta, spetzofai, rice with vegetables, fresh bread, pork or chicken skewers (souvlaki), fresh fruit, and vegetarian menu options. Barbecue onboard is also included.
Is wine included?
Wine is provided during lunch time. Other soft drinks during lunch time are also included, but beer, cocktails, and some additional items can be purchased onboard.
What swim and safety gear is available on the boat?
Snorkel equipment, life jackets, sunbeds, loungers, and life buoy equipment are available for guests.
Is there a guide onboard during the cruise?
No guide is onboard. The crew is available to help you, but you should not expect a full guided commentary.
Who is the tour not suitable for?
It is not suitable for wheelchair users, non-swimmers, or people prone to seasickness.
What should I bring and wear?
Bring sunglasses, a sun hat, swimwear, a towel, sunscreen, and beachwear, and bring any personal medication you need. High-heeled shoes are not allowed. Unaccompanied minors are not allowed.
Which islands are visited, and is Kato always included?
You visit Rina’s Cave, then Kato Koufonisi if weather permits, and then Ano Koufonisi for about 3 hours.
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