Spend a full day cruising the Small Cyclades from Agia Anna: swim in crystalline coves, stroll Ano Koufonissi’s sleepy lanes, and swim into the dramatic Rina Cave before an onboard Greek barbecue. Practical tips on timing, gear, and what to expect on this coastal exploration.
Spend a full day cruising the Small Cyclades from Agia Anna: swim in crystalline coves, stroll Ano Koufonissi’s sleepy lanes, and swim into the dramatic Rina Cave before an onboard Greek barbecue. Practical tips on timing, gear, and what to expect on this coastal exploration.
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Operated by Jason Daily Cruises · Agia Anna (Naxos), South Aegean
The wooden boat eases out of Agia Anna at first light, hull tapping a steady beat against a bright Aegean. Salt air sharpens the edges of the day: fishermen’s buoys drift lazily as the crew points the bow toward the Small Cyclades. Turquoise stretches outward, and the first plunge into glassy water feels like crossing an invisible threshold.
easy.
9–10 hours.
Suitable for most fitness levels; requires basic mobility for boarding, short walks in Ano Koufonissi, and swimming ability for cave swims.
The trip departs from the port at Agia Anna (Naxos) in the morning; check your booking for the exact meeting point and time.
Yes — snorkelling masks and fins are included for guest use during swim stops and around the cave.
Non-swimmers can stay aboard or float with a life jacket; swimming into the cave requires comfort in open water and boat-guided entry.
Yes — the onboard barbecue offers vegetarian choices and can accommodate vegan requests if notified in advance.
The Cyclades have a long maritime history; these islands sustained fishing and small-scale agriculture, with stonework and port traditions shaped by inter-island trade since antiquity.
Boaters are encouraged to avoid anchoring on seagrass meadows (Posidonia) and to use reef-safe products; limiting single-use plastics helps protect the fragile Aegean ecosystem.
Jason Daily Cruises operates guided outdoor trips and adventures with an emphasis on safety, stewardship, and memorable experiences.




Book with Jason Daily Cruises
Book directly with Jason Daily Cruises for the best rates and real-time scheduling.
Reserve Now