Sail Greece: Skiathos, Skopelos & Alonnisos (Catamaran) - 8 Days



Trip Snapshot
Genders
- Female50%
- Male50%
Average age
Start / End
- Skiáthos
- Skiáthos
Physical rating
Group size
1 - 10Meals included
14Highlights
- Observe the elusive Mediterranean monk seal and the many dolphins that call the National Marine Park of Sporades home – as you relax in the catamaran’s onboard net, the dolphins may be swimming beside you!
- Set sail on a comfortable catamaran yacht with your experienced skipper navigating the route and an onboard host who will prepare breakfast and lunch each day.
- Feast on delicious traditional food at local tavernas during your free evenings on the islands – if there’s one thing that Greece is known for other than the sun and sand, it’s the fresh cuisine.
- Sail past the iconic church of Agios Ioannis, made famous by Mamma Mia, during your ventures to the remote parts of the archipelago.
- Swim, stand-up paddleboard and snorkel as you hop between lively port towns and remote islands, where only a handful of fisherman or monks wander.

Everything you need to picture the adventure and pack with confidence — in one free PDF.
What's inside the PDF
Day-by-day itinerary
Every day mapped out, covering activities, travel times, meals and where you'll stay.Packing & kit list
Exactly what to bring, from clothing and essentials to luggage guidelines and what's available to hire locally.What's included
Accommodation, transport, guides and meals, so you can see exactly what your price covers.
Summary
If you’re craving a laidback getaway full of coastal vistas, this eight-day adventure aboard a catamaran might be calling your name. With an experienced skipper, sail between the lesser-known islands of Skiathos, Skopelos and Alonnisos, seeing the Greek Islands from a new perspective. Enjoy the comfort of your private yacht, spending your days sailing and stand-up paddleboarding in the National Marine Park of Sporades, home to dolphins and monk seals. Spend your nights watching the sunset over calm waters and taking advantage of free time to seek out local tavernas for deliciously fresh cuisine and a glass of the local vino. Yiamas!
Itinerary
Day 1
Skiathos
Kalimera! Welcome to Greece. Your adventure begins in Skiathos – a gorgeous island in the Aegean Sea and part of the Sporades archipelago. Best known for its beaches and nightlife, it’s recommended you arrive a couple of days early if you’d like to explore all the island has to offer. You’ll meet your small group and local skipper at 4.30 pm at Original Meltemi Brunch Cafe in the marina before boarding your private catamaran – your home for the next week. Tonight, perhaps have dinner at a local taverna, enjoying the local Greek hospitality and deliciously fresh food, getting to know your fellow travellers.
Day 2
Skiathos - Skopelos
Embrace an early start this morning to explore the remote parts of the island in the north, like Elia, Aselinos and Ligaries Beach. Take stand-up paddleboards out into the clear waters and soak up the coastal landscape in the sunshine. Then, your skipper will take you back to land for a short exploration, followed by lunch on the boat. Sail to Skopelos Island, heading east into the more remote and seldom explored parts of the archipelago. Along the way, why not get an introduction to sailing from your skipper or relax on the catamaran forward net – often, there will be dolphins and seals swimming and playing around you as the marine park is just a few nautical miles away! Depending on the group’s desires, you might also stop in Neo Klima and Loutraki to explore. As you arrive in Skopelos, sail past the iconic church of Agios Ioannis, which was made famous by Mamma Mia, then spend the night rocking gently with the waves.
Day 3
Skopelos - Alonissos - Peristera - Kyra Panagia - Skopelos
Over the next few days, the National Marine Park of the Sporades will be at your doorstep. Take a refreshing morning swim off the side of the boat before breakfast, then cast east towards Alonissos, Peristera and the Kyra Panagia area.
In Alonissos, life seems to slow down as you drop anchor. Swim in the blue waters and soak up the peaceful surroundings. Look for the elusive Mediterranean monk seal and the many dolphins that call this park home. Visit Alonissos Old Town and explore on foot or by taxi, seeking out the best hilltop views.
Peristera Island, famous for its vibrant sea life and dunes, offers the perfect stand-up paddleboard opportunities. You can also go snorkelling or head out for a quiet dinghy ride with your skipper. In the evening, maybe head to the local Piano Bar, which offers live music during the summer, and grab dinner at one of the little tavernas above the local supermarket. This might just be some of the most mouthwatering Greek cuisine you’ll ever have! During your time here, your skipper will connect you with the local team of volunteers at Patitiri village who work for Hellenic Society for the Study and Protection of the Monk Seal. Here, you can learn about ongoing international marine research projects.
Heading north beyond Patitiri, you’ll visit Kyra Panagia – a secluded island, far removed from the usual tourist routes. It’s the most remote destination that you can reach during a week-long journey from Skiathos. Glide in Planitis Bay – with no mobile signal, you have the rare opportunity to disconnect completely – and maybe go stand-up paddleboarding in the calm waters. This bay is inhabited only by a handful of monks and the occasional fisherman, making it an incredible spot to enjoy a night beneath a canopy of stars.
You’ll then return south, maybe stopping by Kyra Panagia for lunch. Here, you can also climb the 100 steps to the monastery of Kyra Panagia. Then, head to Steni Vala in Alonissos – a quiet, picturesque spot where you’ll spend the night.
Day 4
Skopelos - Alonissos - Peristera - Kyra Panagia - Skopelos
Day 5
Skopelos - Alonissos - Peristera - Kyra Panagia - Skopelos
Day 6
Skopelos - Alonissos - Peristera - Kyra Panagia - Skopelos
Day 7
Skopelos - Skiathos
Wake up with the sun this morning and sail to your final destination – the island of Skiathos. Along the way, stop in Panormos Bay on Skopelos Island. You might also have time to visit Koukounaries Beach, just a short sail from Skiathos town. Renowned as one of the most picturesque beaches in the area, it’s the perfect place to soak up the sun and savour your final moments by the sea with a glass of wine. You’ll arrive back in Skiathos port between 4 and 5 pm. Wander the winding streets of Skiathos town and end the day with a delicious local feast at a traditional Greek taverna, raising a glass to an incredible sailing adventure.
Day 8
Skiathos
With no further activities planned, your trip comes to an end this morning and you’re free to disembark and make your way off the island. If you’re extending your stay and need help with additional accommodation, just get in touch with your booking agent ahead of time.
What's Included
Accommodation
Catamaran yacht (7 nights)
Meals
Breakfasts: 7, Lunches: 6, Dinners: 1
Vegetarian options are available on all meals throughout the adventure.
Vegetarian options availableTransport
Boat
Local Guide
GuidedThis adventure is led by a local guide throughout. The main language of this adventure is English. Please contact us for other languages available.
Wifi
Wifi is available during the adventure. In some areas and / or accommodation / transport Wifi may be free.
Dates & Prices
Sep 2026
from £2,080May 2027
from £2,356Jun 2027
from £2,356Jul 2027
from £2,356Aug 2027
from £2,356Sep 2027
from £2,356May 2028
from £2,475Jun 2028
from £2,475Jul 2028
from £2,475Aug 2028
from £2,475Sep 2028
from £2,475

Make this tour private
Every departure on this trip can be booked just for your own group — your dates, your people, the same expert local guides.
What changes when you go private
Travel with just your own group
No other travellers on the trip — just the people you choose to bringTravel on your schedule
Pick your exact start date—no fixed group departures or rigid timetables.Exclusively for your party
Enjoy this handcrafted itinerary with a dedicated private guide just for you.
Customer reviews & ratings
An amazing trip with an amazing leader & host.
Kaigan Aug, 2026 Verified- Terry Jul, 2026 Verified
Essential trip information
Our Important Notes and Packing List cover all essentials, from necessary equipment to inclusions, ensuring you're fully equipped and informed for this extraordinary adventure and more.
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