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Sail Greece: Skiathos, Skopelos & Alonnisos

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Operated by Intrepid Travel
Tripcode: ZSKS
Overview
Destination:
Greece
Start:Skiathos, Greece
Finish:Skiathos, Greece
Duration:8 days
Type:Group tour (max 10)
Style:
River/Small ship/Barge,
Sailing,
Travel Period
May 2026 - September 2026
If you’re seeking paradise, then this eight-day adventure aboard a catamaran might be calling your name. With an experienced skipper, you’ll sail between the lesser-known islands of Skiathos, Skopelos and Alonnisos, seeing the Greek Islands from a new perspective. Enjoying the comfort of your private yacht, you’ll spend days sailing, stand-up paddleboarding and swimming among dolphins and monk seals in the National Marine Park of Sporades. Spend your nights watching the sunset over calm waters and spending your free time seeking local tavernas for deliciously fresh cuisine and a glass of the local vino. Yiamas!

IMPORTANT INFORMATION

This trip starts on day 1 at 4.30pm

ACCOMMODATION ON BOARD THE YACHT
This trip is onboard a catamaran sailing yacht that accommodates up to 10 travelers plus 1 Intrepid skipper and 1 onboard host.
The cabin types that are available are as follows:
2 Double bed cabins with private bathroom
2 Triple share cabins with private bathroom
Your onboard host will be preparing your included breakfast and lunch everyday onboard plus one evening dinner. You will have all other evenings free to enjoy optional dinners at the local restaurants that will be available at every stop throughout the itinerary.

HOT WEATHER:
Summer temperatures can reach up to 40 degrees Celsius, which can be uncomfortable for those not used to the heat. Please consider the time of the year you wish to travel and your suitability to that season.

PASSPORT DETAILS:
Please provide full passport details at time of booking including exact name as per passport, date of birth, nationality, issue and expiry dates as these are essential for booking services on this trip.

ADDITIONAL ACCOMMODATION:
Please note that the majority of our sailing trips start and/or finish at a marina or port. If you have pre-booked any additional accommodation through us, you will need to make your own way to the joining point on day 1 and from the finish point on the final day. We do not provide transfers between hotels and the port/marina. Please check the Essential Trip Information for joining and finishing points.

Highlights:
  • This trip starts on day 1 at 4.30pm ACCOMMODATION ON BOARD THE YACHT This trip is onboard a catamaran sailing yacht that accommodates up to 10 travelers plus 1 Intrepid skipper and 1 onboard host. The cabin types that are available are as follows: 2 Double bed cabins with private bathroom 2 Triple share cabins with private bathroom Your onboard host will be preparing your included breakfast and lunch everyday onboard plus one evening dinner. You will have all other evenings free to enjoy optional dinners at the local restaurants that will be available at every stop throughout the itinerary. HOT WEATHER: Summer temperatures can reach up to 40 degrees Celsius, which can be uncomfortable for those not used to the heat. Please consider the time of the year you wish to travel and your suitability to that season. PASSPORT DETAILS: Please provide full passport details at time of booking including exact name as per passport, date of birth, nationality, issue and expiry dates as these are essential for booking services on this trip. ADDITIONAL ACCOMMODATION: Please note that the majority of our sailing trips start and/or finish at a marina or port. If you have pre-booked any additional accommodation through us, you will need to make your own way to the joining point on day 1 and from the finish point on the final day. We do not provide transfers between hotels and the port/marina. Please check the Essential Trip Information for joining and finishing points.
Standard inclusions
  • Meals: Meals: 7 breakfasts, 6 lunches, 1 dinner.
  • Transport: Boat.
  • Accommodation: Overnight boat (7 nights).
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Itinerary
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Day 1: Skiathos
Kalimera! Welcome to Greece. Your adventure begins in Skiathos – a gorgeous island in the Aegan 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 Fregio Gelateria 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 crystal-clear waters and soak up the gorgeous coastal landscape in the sunshine. Then, your skipper will take you back to the land for a short exploration, followed by lunch on the boat. Sail to Skopelos Island, heading east into 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.
Days 3-6: Alonissos - Peristera - Kyra Panagia
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 let the peaceful surroundings wash over you. 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 hilltop views. Peristera Island, famous for its vibrant sea life, dunes and the tallest lighthouse in Europe, 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. This society is focused on protecting the monk seals in the area, and you can learn about the international marine research projects here. Heading north beyond Patitiri, you’ll visit Kyra Panayia – 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 haven 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 Bay 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 and picturesque spot where you’ll spend the night.
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 – an emerald-green haven just 16 km from Skiathos Town. You might also have time to visit Koukounaries Beach, just a short sail from the 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. After, 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.
Dates

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Travellers

Operator
Intrepid Travel

Intrepid is a small group tour travel company with humble beginnings that now sends over 100,000 travellers a year on grassroots and responsible travel tours.

Important Information
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Please note: We are proud to be an independent agent to travel providers of hotels, flights and other related services. We are not a tour operator. Details and information on the offer are provided by 3rd party businesses and although we do our best to verify the information, we cannot guarantee its accuracy on all occasions. These offers are not available in conjunction with any other offer unless otherwise stated. Pricing and availability are subject to change without notice. For more information, please see Terms of Use
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$4,551*
per person
7 nights
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