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Discover the beauty of Koufonisi and Rina's Cave on this full-day sailing tour from Agia Anna, featuring swimming, local cuisine, and island exploring.
There’s something uniquely charming about exploring the Greek islands by boat, and this particular tour from Agia Anna captures that magic beautifully. A full-day adventure aboard a 25-meter sailing boat, it takes you to some of the most breathtaking spots around Naxos and its nearby islands, including Rina’s Cave, Kato Koufonisi, and Ano Koufonisi. With a well-rounded mix of swimming, sightseeing, and relaxing, it’s perfect for travelers seeking an authentic, laid-back day on the water.
One aspect we especially love is the opportunity to swim in Rina’s Cave, a place that’s notoriously difficult to access by land. The tour also includes a generous lunch break with homemade Greek delicacies, which adds a genuine local touch to the day. However, a potential drawback is that the boat tends to be on the slower side, meaning it might take a bit longer to reach the stops than some might prefer, especially if they’re eager to maximize beach time.
This cruise is ideal for those who enjoy relaxing days with a sprinkle of adventure, who don’t mind a slower pace, and want to see some of Naxos’ stunning coastlines and islands from the sea.


Your day begins at 09:45 am from Agia Anna port, where the crew aboard the Mikros Kosmos II helps you aboard this spacious, comfortable sailing boat. The vessel is well-regarded for being clean, roomy, and not feeling crowded, which is a real plus when you’re out on the water all day. The sail along the Naxos west coast provides a scenic introduction, with views of the rugged shoreline, cliffs, and possibly some playful goats along the way—based on one reviewer’s note of spotting baby goats clinging to the cliffs.
Approximately an hour and a half into the trip, you’ll arrive at Rina’s Cave. This spot is often highlighted as the tour’s standout feature. It’s described as unapproachable by land, making the sea the only way to experience its turquoise waters and impressive rock formations. You’ll have about 1.5 hours to swim, snorkel, or jump from the boat’s 25-meter mast into the clear, cool water—an activity that many find exhilarating. Reviewers note that snorkeling gear and sea pool noodles are provided, but some have mentioned that equipment wasn’t always available for everyone, so arriving early could improve your chances of snagging the gear you want.
One guest enthused, “The Rina cave swim was fantastic,” emphasizing how rare and memorable this experience is. For the more daring, there’s the option to dive from the boat, although that’s only recommended for confident swimmers. Nearby, a pebble beach with a unique water spring is a short walk and offers another swimming spot—adding variety for those who want a little more than just cave swimming.
After the swim, the boat re-positions for a delicious BBQ lunch that’s a highlight for many guests. The meal includes pork or chicken skewers (souvlaki), Greek salads, potato salad, bread, pasta, or risotto—all homemade with local Naxian ingredients. The food’s quality consistently receives praise, and the generous portions ensure you won’t go hungry. The drinks are also well-liked, with options including local wine, water, soft drinks, and fresh fruit—a perfect pairing for a leisurely meal on deck.
Guests often mention the friendly, professional crew who keep the atmosphere relaxed and fun, with some reviews noting the crew’s helpfulness and attentive service. The lunch break lasts around 1.5 hours, giving plenty of time to relax, chat, and enjoy the views.
The next stop depends on weather conditions, but generally, you’ll visit Kato Koufonisi, an uninhabited island with pristine beaches and excellent swimming spots. This part of the day is more about dipping your toes in the water and soaking up the sun, with some guests choosing to snorkel or simply lounge on the boat.
The highlight for most is the 3-hour stop at Ano Koufonisi. Here, you’re free to explore at your own pace. Many guests enjoy wandering the cobbled streets, soaking in the tranquil island vibe, or swimming at nearby beaches with crystal-clear waters. One reviewer mentioned, “Koufonisi was so beautiful. We spent our three hours there swimming in the gorgeous water,” confirming how special this island is. For those looking to see more, you can hop aboard a low-cost sea taxi to visit additional beaches, adding to the adventure.
Around 17:15 pm, the boat leaves Koufonisi for the return journey, sailing back along the coast. You’ll arrive at Agia Anna port roughly at 19:00, with plenty of time left in the evening to reflect on your day of exploring Greece from the water.

The tour offers excellent value, especially considering the length and variety of activities. The included items are:
Not included are additional drinks like beer or cocktails, which can be purchased onboard, and any extra snacks or souvenirs at the stops.

Meeting Point: The tour begins at the taxi piazza at Agia Anna port, where you’ll find the dock and the boat Mikros Kosmos II. Make sure to arrive early to secure a good spot, as some guests noted that arriving early helped them get one of the last available sunbeds. The tour ends back at the same location.
Duration & Timing: With a start around 09:45 am and return at 19:00, it’s a long day but well-paced. Check availability for precise starting times, as they may vary.
Dress Code: Pack swimwear, a sun hat, sunglasses, sunscreen, and a towel. Bring personal medication if needed. Avoid high heels or unaccompanied minors, and note that the tour is not suitable for wheelchairs, non-swimmers, or those prone to seasickness.
Booking & Cancellation: You can reserve your spot with free cancellation up to 24 hours in advance, allowing flexibility for your plans. Payment is made later, keeping your options open.

This cruise offers a genuine taste of island life. The focus isn’t on luxury or over-the-top amenities but on memorable experiences—swimming in an unreachable cave, strolling through quiet island streets, and sampling local homemade dishes. The price point of around $79 per person reflects good value considering the full day of activities, meals, and equipment provided.
Reviewers consistently praise the friendly, professional crew and the scenic, relaxing vibe. The boat’s size and layout allow for comfortable sunbathing and socializing, without feeling cramped. While the journey is slow at times, it allows passengers to take in sweeping views and enjoy the gentle rhythm of a day at sea.

If you love combining adventure with relaxation, this cruise is ideal. It’s a perfect fit for non-swimmers or those who enjoy snorkeling in calm waters, but it’s not suitable for wheelchair users or those with seasickness. The focus on authentic local foods and stunning natural sights makes it a great choice for travelers wanting to experience Greece beyond the beaches, with a laid-back, friendly atmosphere.
Families with older children will likely appreciate the mix of swimming, exploring, and enjoying a leisurely lunch. But if you’re looking for an action-packed, high-energy day, this might feel a bit too slow-paced.

Is the tour suitable for non-swimmers?
While non-swimmers can enjoy the day, given that swimming and snorkelling are part of the experience, they should be comfortable in the water or participate in a limited way.
What should I bring?
Bring swimwear, a towel, sunscreen, sunglasses, a sun hat, beachwear, and personal medication. It’s also advisable to arrive early to secure a sunbed.
Are vegetarian and vegan options available?
Yes, the lunch includes options suitable for vegetarians and vegans, with a variety of homemade local dishes.
What happens if the weather is bad?
The itinerary is weather-dependent, and the trip may be modified or canceled if conditions are unsafe. Always check the weather forecast before departure.
How long is the stop at Koufonisi?
You’ll have approximately 3 hours to explore, swim, or relax on your own.
Can I visit other beaches or islands?
Yes, during your free time, you can take a sea taxi at low cost to visit additional beaches.
Is snorkeling equipment provided?
Yes, snorkeling gear is included, but availability might be limited, so arrive early if you want to ensure access.
Are there any age restrictions?
The tour is not suitable for unaccompanied minors, and children should be able to swim comfortably.
How strenuous is the trip?
It’s a relaxed day with plenty of opportunities to sit back and enjoy the scenery. The main physical activity is swimming or snorkelling.
What is the cancellation policy?
You can cancel up to 24 hours in advance for a full refund, offering peace of mind if your plans change.
This sailing tour from Agia Anna provides a wonderful blend of natural beauty, authentic Greek flavors, and leisurely exploration. It’s especially well suited for those who love the idea of experiencing Greece from the sea, with the added thrill of swimming in a cave accessible only by boat. The inclusion of homemade food, friendly crew, and stunning stops make it a memorable way to spend a day on the water.
While it’s not a high-octane adventure, the calm pace, scenic views, and opportunities for swimming make it a relaxing, scenic, and genuinely enjoyable outing. Perfect for travelers looking to unwind, explore at a gentle pace, and soak up the island vibes with a splash of adventure.