TripFinder

Compare multi-day small-group tours from independent operators, then ask a Canadian travel advisor for help.

Explore

Find tripsDestinationsTravel stylesDealsCompare trips

TripFinder

How it worksTalk to an agentAbout usContact

Good to know

Privacy PolicyCookie choicesTerms of UseTravel guides
TripFinder.ca helps you compare small-group trips from independent operators and book with a TripFinder travel advisor. Trips are operated by the tour companies under their own terms. © 2026 HighBar Enterprises Ltd.Made for adventurers in Canada 🍁
TripFinder
Find trips
DealsAsk TheoCompareHow it worksBrowse all trips
Sail Greece: Skiathos, Skopelos & Alonnisos (Catamaran)
Find trips›Greece›Sail Greece: Skiathos, Skopelos & Alonnisos (Catamaran)
◆Save Deal visible
ITOperated by Intrepid Travel

Sail Greece: Skiathos, Skopelos & Alonnisos (Catamaran)

From
Price on request
Duration
8 days
Countries
Greece
Activity
easy
Group size
Max 10
Rating
★ 5.0 · 1 reviewsvia Intrepid Travel →

The adventure

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 in the National Marine Park of Sporades, where dolphins and monk seals call their home. 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!

◆Skiathos – Swim stop at either Elia, Aselinos or Ligaries Beach
◆Skiathos – Stand Up Paddleboard
◆Skopelos Island – Free time in Neo Klima or Loutraki Beach and Village
◆Skopelos Island – Photo stop for Church of Agios Ioannis (from Mamma Mia film)
◆Sporades National Marine Park – swim and snorkel
◆Alonissos – swim and snorkel
◆Alonissos – Visit Chora (main village of Alonissos)
◆Peristera Island - Stand Up Paddleboard
◆Peristera Island – swim and snorkel
◆Peristera Island – Meet volunteer team of Study and Protection of Monk Seal
◆Kyra Panagia – Stand up paddleboard
◆Kyra Panagia – swim and snorkel
◆Kyra Panagia - Hike to Monastery
◆Skopelos Island - Panormos Bay swim stop
◆Skopelos Island – Visit Skopelos town
◆Skiathos Island – Visit Skiathos town

At a glance

Duration
8 days
Route
Skiathos → Skiathos
Countries
Greece
Activity level
easy
Style
Beach & Islands, Food & Drink, Sailing & Marine
Group size
Max 10
Ages
15+
Flights
Not included
Solo travellers
Welcome

Where you'll go

Sail Greece: Skiathos, Skopelos & Alonnisos (Catamaran) route map

Day by day

Charming coastal town with hills and sea under a cloudy sky.
Your journey through

Greece

Showing Days 1-7

8-day itinerary

Day 1SkiathosKalimera! 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.
Scenic view of moored yachts at the charming Skiathos harbor under a clear sky.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.
Map showing Skiathos
Day 2Skiathos - SkopelosEmbrace 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.
Colorful harbor scene in Skiathos, Greece, with docked sailboats against lush hills.Skiathos
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.
Map showing Skiathos
Day 3Alonissos - Peristera - Kyra PanagiaOver 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. For experienced scuba divers you have the option to dive in the National Marine Park of Alonissos. Swim along dramatic cliffs, explore thriving reefs, and encounter a rich variety of local marine species, including groupers, Mediterranean barracuda, amberjacks, and octopus. Each dive uncovers hidden corners of this protected environment, offering a memorable and immersive underwater experience. Just let your Intrepid leader know on day one if you are interested and they can help you organize this optional activity during your trip. 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.
Outdoor market stall showcasing colorful handmade crafts and textiles, creating a vibrant and artistic atmosphere.Alonissos
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. For experienced scuba divers you have the option to dive in the National Marine Park of Alonissos. Swim along dramatic cliffs, explore thriving reefs, and encounter a rich variety of local marine species, including groupers, Mediterranean barracuda, amberjacks, and octopus. Each dive uncovers hidden corners of this protected environment, offering a memorable and immersive underwater experience. Just let your Intrepid leader know on day one if you are interested and they can help you organize this optional activity during your trip. 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.
Map showing Alonissos
Day 4Alonissos - Peristera - Kyra Panagia
Peaceful view of the Aegean Sea with distant Greek islands under a clear sky.Alonissos
Alonissos - Peristera - Kyra Panagia
Map showing Alonissos
Day 5Alonissos - Peristera - Kyra Panagia
Discover the serene beauty of an untouched Greek island surrounded by clear azure waters and lush green foliage.Alonissos
Alonissos - Peristera - Kyra Panagia
Map showing Alonissos
Day 6Alonissos - Peristera - Kyra Panagia
Discover the stunning beaches and vibrant sea of Sithonia, Halkidiki, Greece from above.Alonissos
Alonissos - Peristera - Kyra Panagia
Map showing Alonissos
Day 7Skopelos - SkiathosWake 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.
Drone shot capturing the scenic beauty of Skopelos Island's harbor and hillside.Skopelos
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.
Map showing Skopelos
1 / 2

What's included

Included
  • ✓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 other than the sun and sand that Greece is known for, it’s the fresh cuisine.
  • ✓Sail past the iconic church of Agios Ioannis, which was made famous by Mamma Mia, during your sail to the remote parts of the archipelago.
  • ✓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!
  • ✓Swim, stand-up paddleboard and snorkel as you balance lively port towns with remote islands, where only a handful of fisherman or monks wander.

Traveller reviews

5.0
★★★★★

Based on 1 reviews · via Intrepid Travel →

Discover Greece

A glimpse of the destination you'll explore.

Breathtaking aerial view of Kerkyra's lush landscape with hills, valleys, and ancient structures under a clear sky.
Breathtaking coastal landscape of Agios Stefanos, Greece featuring rocky hills and a tranquil sea.
Breathtaking view of a Greek island coastline with clear blue waters and vibrant nature.
Scenic view of Athens cityscape from a hilltop with clear skies.
Picturesque coastal scene with clear skies, azure waters, and distant mountains.
IT
Operated by Intrepid Travel

TripFinder compares the available catalog facts and can help with the booking. You travel under the operator's terms; final price and availability are confirmed before purchase.

Book my trip →
Ask Theo about this trip
From
Price on request
Book my trip
No payment now — tell us a few details and an expert confirms everything & finishes your booking.
✓No payment & no obligation to send a request
✓An expert confirms by email or phone — your choice
Prefer to talk first? Send a request and choose phone as your contact preference.
Operated by Intrepid Travel · view on operator site ↗

More Europe adventures

OpeningZagreb to Santorini: 35 Unforgettable Days image
GG Adventures
Save 20%

Zagreb to Santorini: 35 Unforgettable Days

Bosnia and Herzegovina, Albania, Greece, Montenegro, Croatia · 35 days · Easy

fromCAD 8,639
Next: 09 Aug
OpeningUltimate Europe: Berlin, Tuscany & Greek Temples image
GG Adventures
Save 35%

Ultimate Europe: Berlin, Tuscany & Greek Temples

Albania, Austria, Czechia, Greece, Netherlands, Montenegro, Germany, Italy, Croatia · 34 days · Easy

fromCAD 5,960
Next: 09 Aug
OpeningOne Month in Europe: Germany, Italy & Croatia image
GG Adventures
Save 25%

One Month in Europe: Germany, Italy & Croatia

Albania, Austria, Czechia, Greece, Netherlands, Montenegro, Germany, Italy, Croatia · 30 days · Easy

fromCAD 5,310
Next: 09 Aug
From
Price on request
Book my trip