7 Sailing Trips in the Sporades Weighed Up Side by Side

1.Full-Day Sailing Cruise with Lunch

★★★★★★★★★★4.9 · 307 reviews · 7 hours · from $165Our pick

Join Lambros, Anastasia, and George aboard the Aeolus, a spacious sailing yacht departing Skiathos at 10:15. Swim at Tsougria, Kastani, Argos, and Dasia, snorkel with provided gear, paddleboard, and enjoy a fresh Greek lunch cooked on board. Choose a small shared group or private cruise.

“Amazing day, went to lovely beaches/coves which weren’t overcrowded nor was the boat, amazing food, no rushing, all on time, great family running the boat, the son George had lovely manners too, thank you!”

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2.Day sailing Skiathos Skopelos with lunch on Rainbow yacht

★★★★★★★★★★5.0 · 262 reviews · 7 hours (approx.) · from $163Top rated

Join Yannis and Angelica aboard Rainbow yacht for a seven-hour private day sail from Skiathos. Swim at Tsougria, Panormos, and beaches near Skopelos, see the Mamma Mia coast, eat a Greek meal cooked on board, and enjoy fruit, drinks, and a relaxed trip back with their dog Naya.

“Yannis, Angelica and Naya( their beautiful German Shepherd) were just so relaxed about everything. From the time we came aboard—( 12 people) till we returned to port. There was plenty of room with several bean bags on Rainbow -their yacht. The swimming spots were sensational including a cave Yannis pointed out to us. The lunchtime meal Angelica prepared was authentic & plentiful Greek meal . They provided a lovely variety of cold drinks throughout the day. And an added bonus was seeing a pod of dolphins swim up to us as we were returning. “Sailing and snow” day charters were 5 star relaxed Skiathos and outer islands sailing! You only…”

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3.Day-Sailing Tour with Lunch on Board

★★★★★★★★★★5.0 · 191 reviews · 7 hours · from $165

Join Yannis and Angeliki aboard the 55-foot sailing yacht Rainbow for seven hours around Skiathos, Skopelos, and nearby islands. With a maximum of 12 people, you can swim at boat-only beaches, snorkel, paddleboard, relax in a hammock, and enjoy fresh Greek food. Naya, the crew’s gentle German shepherd, may also join the fun.

“We had a great day sailing around Skiathos and Skopelos. The hosts were very friendly and welcoming, the boat was comfortable with plenty space to move around and the lunch was excellent.”

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4.From Skopelos: Full-Day Sailing to Alonissos & Marine Park

★★★★★★★★★★5.0 · 131 reviews · 8 hours (approx.) · from $181

Spend about eight hours aboard the well-kept sailing yacht Thassos with Alexandra and Antonis of Kardous Sailing. From Skopelos, you’ll visit three quiet bays in the Alonissos Marine Park for swimming, snorkeling, and stand-up paddleboarding. Breakfast, Greek lunch, drinks, and plenty of open space are included for a maximum of eight people.

“It is an 8 hour day in the water. They bring you to three different sites to swim, snorkel, SUP. You are served a mid-morning snack and lunch. Very pleasant, relaxing day. Very seeet pair who run it.”

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

★★★★★★★★★★4.6 · 95 reviews · from $137Best value

Spend eight hours aboard the Marina yacht from Skiathos New Port, sailing toward Skopelos, swimming at Lalaria, Tsougria, Kastani, Hovolo, Dasia, and Arkos when conditions allow. Your skipper and hostess provide breakfast, drinks, snorkeling gear, SUP use, fishing gear, towels, lunch at a Greek taverna, and fruit salad.

“Absolutely the best day ever !!! Beautiful boat , amazing journey”

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

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

Spend up to eight hours aboard Katerina, a 62-foot wooden sailboat built in 1958. Swim at Lalaria, Kastani, Panormos, Tsougria, or Arkos, enjoy chef-prepared Greek food, snacks, wine, and local stories from Dimi and the crew. Choose a half-day sunset cruise or a private trip with a custom menu and schedule.

“The perfect Day trip. I dont have a single complain or even suggestion. everything was perfect. 1. Dimi is N1 as guide, cool, friendly, always there. 10/10 2. The boat is great. Not some plastic commercial one, but actual wooded ship, and there are fewer people. makes the expirience stand out 10/10 3. Great locations. The time is set great too. 4. The food, drinks and spirit ware on point as well. Special greetings from Todor and Didi from Bulgaria.”

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7.day sailing trip with swim stops and lunch

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

Join Captain Babis aboard Kallisti’s spacious 46-foot sailboat for an eight-hour day around Skiathos, Skopelos, Arkos, and nearby coves. You’ll swim, snorkel, paddleboard, eat a fresh lunch, and relax with drinks while the captain adjusts the route to suit the wind. Small groups and private bookings are available.

“For our group of 4 we absolutely loved the trip, the yacht is beautiful, the sailing was a perfect mix of cruising with the engine and also with the sails used, the food and snacks were all great and fresh along with the drinks. If you’re considering a beautiful day at sea cruising around the islands surrounding Skiathos look no further than Kallisti Sailing and Captain Babis”

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