5 Skiathos Sailing Tours, Best Day First

1.Day sailing Skiathos Skopelos with lunch on Rainbow yacht

★★★★★★★★★★5.0 · 262 reviews · 7 hours (approx.) · from $163Our pick

Spend about seven hours aboard Rainbow yacht with Yannis, Angelica, and their dog Naya. Swim at Tsougria, Panormos, Skopelos, and other islands, see the coast near Mamma Mia Beach, eat a Greek meal cooked on board, and enjoy wine, beer, soft drinks, water, coffee, and fruit salad.

“We had an amazing day on the rainbow yacht. Lots of stops for swimming and snorkelling, the food was great and we were given plenty of drinks. The hosts were lovely and welcoming. Highly recommend!”

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2.From Skiathos Marina: Yacht Sailing Day Trip with Lunch

★★★★★★★★★★4.8 · 180 reviews · 8 hours · from $175

Spend eight hours aboard MARINA with an experienced skipper and hostess, sailing from Skiathos toward Skopelos. Swim at quiet bays, use the SUP and snorkeling gear, enjoy breakfast and snacks onboard, stop for a Greek taverna lunch, and watch for dolphins on the return to port.

“Great sailing day, skippered by a true professional, supported by his wonderful mate. Boat was first class, as to, the refreshments and lunch stop over. We anchored in some lovely coves, plenty of time to swim and relax”

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3.Wooden Sailboat Full- or Half-Day Trip with Meal

★★★★★★★★★★5.0 · 88 reviews · 8 hours · from $159

Sail from Skiathos harbor aboard Katerina, a 62-foot wooden boat built in 1958. Captain Dimi and the crew plan swim stops around the weather, serve snacks, wine, and a fresh Greek lunch, and share local tips. Choose a full-day outing or an evening cruise, with private trips available for special menus and events.

“Such an amazing day spent out on the boat. The route was gorgeous stopping at so many different spots with gorgeous beaches, lighthouses, and sea caves. Saw a good amount of fish and even an octopus! Cannot say enough good things about the crew, they were so welcoming and kind. Everyone was helpful, made delicious food, and even helped take some group pictures. Cant recommend enough!”

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4.day sailing trip with swim stops and lunch

★★★★★★★★★★4.9 · 69 reviews · 8 hours · from $157

Sail for eight hours from Skiathos aboard Kallisti’s spacious 46-foot boat with skipper Babis. You’ll visit quiet coves around Skiathos, Skopelos, Arkos, or Tsougkrias, stop to swim and snorkel, use the SUP, and eat a fresh lunch onboard. Small groups, shaded seating, beanbags, drinks, and a relaxed pace make this more personal than a standard boat cruise.

“Babis is a great host and skipper. He served us very nice food, fresh fruit and drinks. We loved the four different swimming stops including Lalaria and Kastani beach. It was a magnificent trip, very relaxing and really comfortable! Time went by really quickly. We will definitely book another trip with Babis if we come back to Skiathos.”

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5.ARGO III Skiathos Day Sailing, Breakfast, Lunch, Drinks

★★★★★★★★★★5.0 · 3 reviews · 7h 30m · from $127Best value

Spend 450 minutes sailing from Skiathos to Skopelos aboard ARGO III with Captain George and Mairi. Expect breakfast, fruit, snacks, drinks, a Greek lunch, beach time, snorkeling, paddle boards, and water toys. The route may include lagoons and wildlife sightings, with birthday cake and champagne available for celebrations.

“An unforgettable day on the Argo III! Warm welcome, tasty snacks and fruits, a delicious meal in a Greek taverna, and a relaxing drink on board. The route was beautiful and we discovered amazing hidden spots. Highly recommended – perfect from start to finish!”

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