Ready for a serious week of sailing? Of our 8-day trips, this is The Mile-Maker. This route is designed for those who really want to sail and get the absolute most out of the week.
We’re going off the beaten track and setting course for islands like the rugged Levitha and the ‘butterfly island’ of Astypalaia. This means longer, challenging sailing days and less time in the harbors.
Sailing experience itself is absolutely not required – the skipper and crew are happy to teach you the ropes! What is important is that you understand our ‘camping on the water’ vibe. We recommend this trip if you love a healthy dose of adventure and a week packed with action.
Your reward? Remote bays, epic BBQs, and the liveliest harbors. This is the perfect mix of challenge and reward in one week.
Here’s an example of the West Route:
Day 1 (Saturday): Kick-off on Kos! Welcome aboard! From 6:00 PM, you can check into your floating home for the week. You’ll meet the rest of the crew, we’ll sort out the cabins, and kick off the trip with drinks. No nautical miles today; we’re diving into Kos town with the group for our first Greek dinner and exploring the city.
Day 2 (Sunday): Early Rise, Cast Off! We leave early and set course for the (climbing) island of Kalymnos. We’ll anchor in the idyllic bay of Palionnisos, where in the evening, we’ll be picked up by the taverna owner for an authentic Greek family dinner with a killer view over the bay.
Day 3 (Monday): Off-the-Grid on Levitha (BBQ Night!) 25 miles on the log today. Destination: Levitha. This island is next level rugged and is practically only inhabited by the lighthouse keeper. We drop the anchor, dive into the water, and in the evening… time for an epic BBQ on board under the stars. This is ‘camping on the water’ 2.0.
Day 4 (Tuesday): Off to ‘The Butterfly’ Astypalaia Another serious sailing day (28 NM) brings us to the ‘butterfly island’ of Astypalaia. We’ll spend the night in the quiet bay of Analipsi. Anchor down, swim, relax, and enjoy the total tranquility.
Day 5 (Wednesday): Short Hop, Big Effect: Astypalaia Town After a short sail, we move to the main village of Astypalaia. This is Greece at its best. We moor on the quay and roll straight onto the boulevard, looking for an ice-cold beer. Tonight, we’ll eat literally on the beach, with our feet in the sand.
Day 6 (Thursday): The Great Return: 40 Miles to Pothia! Brace yourself for the longest sailing day of the week: 40 NM! We leave the tranquility behind and sail (hopefully downwind) back to Kalymnos. We moor in Pothia, the lively capital. After the silence of the past few days, we’re back in the ‘civilized world’. Time to explore that bustling boulevard full of restaurants and bars!
Day 7 (Friday): Final Leg & Kos by Night We sail the last stretch back to our home port. But not without one last, epic swim stop in the picturesque bay of Pserimos. Around 5:00 PM, we moor up in Kos Marina. In the evening, we go out with a bang: one last Greek dinner with the whole crew, and then (optionally) dive into the bustling nightlife of Kos!
Day 8 (Saturday): Until next time! It’s a wrap. Time to check out. With (most likely) a healthy tan and a backpack full of new memories and friends. (Staying for another week? Then this is your chill day to explore Kos!)
The Crew: Minimum 5, maximum 8 adventurers.
Please note: This is real sailing! The route is a plan, but the wind and weather have the final say. Our skipper will always choose the best and safest route based on the conditions. Flexibility is key – that’s what makes it an adventure!