Sailing in Skiathos combines crystal-clear Aegean waters with spectacular coastal views. The island’s sailing scene features efficient half-day trips and more extensive full-day adventures. Our favorite options include the traditional wooden boat tours – they’re intimate and come with authentic Greek meals. We especially love the 8-hour Skopelos excursion for its excellent snorkeling spots and home-cooked lunch. Private yacht charters, while pricier, offer the freedom to design your own route and schedule. Check out these top-rated sailing tours we’ve hand-picked for your Skiathos adventure.

Key Points

  • Skiathos offers intimate semi-private sailing cruises with maximum 17 travelers, providing one-way hotel transfer and rated 5.0 out of 5 for relaxation and scenery.
  • Traditional wooden sailboat excursions in Skiathos provide full- or half-day trips with stops at beaches for swimming and snorkeling, along with delicious food and knowledgeable crew.
  • Day sailing trips from Skiathos to Skopelos offer an 8-hour excursion with swimming, snorkeling, a local ingredient-based lunch, and an experienced captain known for expertise and hospitality.
  • Private yacht cruises in the Aegean waters around Skiathos provide a customizable 4-hour experience for small groups, with a 5-star rating for personalized experiences.
  • English-guided 8-hour sailing adventures from Skiathos include opportunities to swim, snorkel, and observe local wildlife, along with a traditional Greek lunch and breakfast onboard.

Skiathos Semiprivate Sailing Cruise

The Skiathos Semiprivate Sailing Cruise offers a tranquil and immersive journey along the picturesque coastline of the island.

With a maximum of 17 travelers, this cruise provides an intimate and personalized experience. Guests can enjoy a one-way hotel transfer, a delectable lunch with wine, and return transportation, all for a reasonable price starting from $135.72 per person.

The cruise departs from Skiathos Port at 9:45 am and returns to the same location, allowing participants to fully enjoy the serene surroundings.

With a 5.0 rating from 6 reviews, this cruise is a must-try for anyone seeking a relaxing and memorable sailing experience in Skiathos.

Read our full review: Skiathos Semiprivate Sailing Cruise Review
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Skiathos: Wooden Sailboat Full- or Half-Day Trip With Meal

Skiathos: Wooden Sailboat Full- or Half-Day Trip With Meal

Sailing aboard a traditional 62-foot wooden boat, travelers can explore the picturesque coastline of Skiathos and its surrounding islands on either a full-day or half-day excursion.

The full-day trip lasts 8 hours, while the half-day option has specific departure times. Priced from $142.70 per person, the experiences include stops at Lalaria, Kastani, Panormos, Tsougria, and Arkos beaches for swimming and snorkeling.

Guests will enjoy a freshly-prepared Greek lunch, complimentary wine, and access to amenities like snorkeling gear and Wi-Fi.

With a 4.9/5 customer rating, the sailboat trip promises delicious food, knowledgeable crew, and stunning natural beauty.

Travelers can also opt for a customizable private trip for special events.

Read our full review: Skiathos: Wooden Sailboat Full- or Half-Day Trip With Meal Review
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Skiathos: Day Sailing Trip With Swim Stops and Lunch

Skiathos: Day Sailing Trip With Swim Stops and Lunch

Travelers seeking a captivating day on the Aegean can embark on a sailing excursion from Skiathos to the neighboring island of Skopelos.

Priced from $137.42 per person, the 8-hour trip allows visitors to swim, snorkel, and discover stunning seaside spots.

The personalized experience includes a tasty lunch featuring local ingredients, as well as snacks and refreshments. Guests can assist with sailing, guided by the knowledgeable Captain Babbis, who’s renowned for his sailing expertise and hospitality.

With comfortable seating and the opportunity to spot sea urchins, this day trip promises an interactive and relaxing adventure amidst the crystal-clear Aegean waters.

Read our full review: Skiathos: Day Sailing Trip With Swim Stops and Lunch Review
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Skiathos: Private Yacht Cruise With Swim Stops

Skiathos: Private Yacht Cruise With Swim Stops

Visitors can embark on a private yacht cruise from Skiathos, exploring the surrounding Aegean waters and making swim stops along the way.

The “Private Day Cruise with Speed Boat” offers a 4-hour adventure, catering to small groups. Guests can enjoy pickup services and traverse the Sporades Islands at their own pace, with the option to customize the itinerary.

Rated 5 out of 5 stars, this private cruise provides an intimate and personalized sailing experience, allowing travelers to soak up the sun, swim in the crystal-clear waters, and create lasting memories.

Prices start from €270 per group of up to 8 people, making it an affordable and exclusive way to experience the beauty of Skiathos by boat.

Read our full review: Skiathos: Private Yacht Cruise With Swim Stops Review
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From Skiathos Port: Day Sailing Boat Trip With Lunch

From Skiathos Port: Day Sailing Boat Trip With Lunch

For those seeking a more comprehensive sailing adventure from Skiathos, the “Day Sailing Boat Trip With Lunch” offers an immersive 8-hour experience.

Priced from $126.85 per person, this English-guided tour takes passengers on a journey through the Aegean Sea, allowing them to swim, snorkel, and encounter local wildlife like dolphins.

Highlights include a traditional Greek lunch, relaxation under the care of an experienced skipper and hostess, and a breakfast of croissants, biscuits, juice, and coffee served on board.

With a 4.6/5 overall rating from 94 reviews, this sailing trip promises a memorable day, from the stunning bay stops to the final refreshing fruit salad.

Read our full review: From Skiathos Port: Day Sailing Boat Trip With Lunch Review
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From Kassandra: 7-Day Greek Island Private Sailing Adventure

From Kassandra: 7-Day Greek Island Private Sailing Adventure

Seeking a more immersive Greek island sailing adventure? Consider the 7-Day Greek Island Private Sailing Adventure from Kassandra.

This private boat cruise allows you to explore the Sporades Islands at your own pace over a week. Sail to hidden coves, swim in turquoise waters, and discover charming seaside villages.

The private group format ensures a personalized experience, and the trip can be customized to your interests. Prices start from SEK 5,780 per group up to 8 people, making it a great value for small groups or families.

With flexible itineraries and plenty of time to relax, this sailing tour offers an unforgettable way to experience the beauty of the Greek islands.

Read our full review: From Kassandra: 7-Day Greek Island Private Sailing Adventure Review
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Frequently Asked Questions

Can I Bring My Own Food and Drinks on the Sailing Trip?

Yes, you can typically bring your own food and drinks on sailing trips. Most operators encourage passengers to bring their own provisions to enjoy during the excursion. Just be sure to follow any guidelines or restrictions the specific sailing company may have.

What Kind of Weather Conditions Are Suitable for the Sailing Tours?

The ideal weather conditions for sailing tours typically include light winds, calm seas, and clear skies. Operators usually won’t run tours in stormy or excessively windy weather for safety reasons, so it’s best to check the forecast before booking.

Is There a Dress Code or Recommended Attire for the Sailing Experiences?

There’s no formal dress code, but comfortable, weather-appropriate clothing is recommended. Lightweight, breathable fabrics and non-slip shoes are best to enjoy the sailing experience safely and comfortably. Bringing a light jacket or sweater is also a good idea in case of breezy conditions.

Are the Sailing Boats Wheelchair Accessible or Have Accommodations for Disabled Guests?

Many sailing companies offer accessible boats and accommodations for disabled guests. It’s best to inquire about specific accessibility features when booking to ensure the sailing experience meets the needs of wheelchair users or guests with disabilities.

Can I Book a Private Sailing Trip for a Special Occasion or Celebration?

Yes, you can book private sailing trips for special occasions or celebrations in Skiathos. Many tour operators offer customized sailing experiences that can be tailored to your needs and preferences.

Recap

Skiathos offers a range of sailing experiences to suit different preferences. From semi-private cruises to private yacht charters, visitors can explore the island’s stunning coastline, swim in crystal-clear waters, and enjoy freshly prepared meals. Whether you’re a seasoned sailor or a first-time explorer, Skiathos’ sailing options provide an unforgettable way to experience the beauty of the Greek islands.