Skiathos stands out as a fantastic destination for sailing thanks to its crystal-clear waters, calm bays, and proximity to the iconic Skopelos and other Aegean islands. Whether you’re after a laid-back day of swimming and sunbathing or a private cruise with personalized service, the options here cater to different tastes. Among our favorites is the From Skiathos Marina: Yacht Sailing Day Trip with Lunch, which combines relaxing sailing with a delicious Greek lunch, perfect for those who want a taste of authentic sea life without sacrificing comfort. For a more exclusive experience, the Skiathos: Private Yacht Cruise with Swim Stops offers privacy and tailor-made routes, ideal for families or couples seeking solitude. Lastly, the ARGO III Skiathos Day Sailing, Breakfast, Lunch, Drinks delivers a lively, VIP-style day perfect for celebrations or those who want a more energetic vibe.
Skiathos is truly a sailor’s paradise, with options ranging from shared day trips to luxury private charters. The best part? Each trip offers something unique, whether it’s dolphins swimming alongside your boat, snorkeling over colorful reefs, or simply soaking up the sun on deck. Read on to find out which experience fits your style best.
1. From Skiathos Marina: Yacht Sailing Day Trip with Lunch
This 8-hour sailing trip is a popular choice for travelers wanting a relaxing day on the water. It starts from the Skiathos Marina at Sol Levante, where you’ll meet your experienced skipper and crew. The trip is designed for comfort and fun, with the chance to sail through the warm, deep blue waters of the Aegean Sea. Along the way, you’ll encounter dolphins and other sea life, making the journey lively and memorable. The highlight for many is the lunch at a traditional Greek taverna in Skopelos, with fresh local flavors—an authentic taste of the islands. Guests consistently praise the crew for their friendliness and professionalism, with reviews highlighting how “relaxing but fun” the day is, and how many beautiful swimming and snorkeling spots there are.
The boat stops multiple times for swimming and snorkelling, giving you ample opportunity to cool off in crystal-clear waters. Drinks and snacks are provided, and the day ends back at Sol Levante, feeling refreshed and tanned. This trip is ideal for anyone wanting a balanced mix of sailing, swimming, and good food, all with a friendly, experienced crew.
Bottom Line: This tour offers excellent value for a full day of sailing, swimming, and local cuisine—perfect for those who want comfort, fun, and a touch of adventure.
2. ARGO III Skiathos Day Sailing, Breakfast, Lunch, Drinks
For travelers seeking a more lively, all-inclusive sailing experience, the ARGO III Skiathos Day Sailing delivers. Although it’s a shorter, 7.5-hour trip, it’s packed with excitement—snacks, drinks, and a substantial lunch are all included in the $142 price. This tour is not shy on amenities, with options for paddleboarding, water toys, and a VIP service that makes every guest feel special. It’s particularly well-suited for celebrations like birthdays, or for groups wanting a memorable, energetic day out.
What makes this experience stand out is the lively atmosphere onboard and the opportunity for active participation. The boat itself offers a modern, comfortable setting, making it easy to relax or socialize. The focus on fun and socializing makes it the best choice for groups or those wanting more than just a peaceful sail. The reviews emphasize the helpful staff and the overall enjoyable vibe onboard.
Bottom Line: If you’re after a full-day, high-energy sailing trip with great food and entertainment, the ARGO III offers excellent value and a lively atmosphere.
3. Skiathos: Private Yacht Cruise with Swim Stops
If privacy and personalized service top your list, then the Private Yacht Cruise is the way to go. Costing around $1,694 for up to eight people, this seven-hour private sailing experience allows you to customize your route between Skiathos and Skopelos. Your captain will expertly steer you toward secluded beaches and swimming spots that aren’t crowded with other travelers—think of it as your own slice of paradise.
Guests appreciate how well the captain and crew tend to their needs, from suggesting the best swimming spots to preparing drinks and snacks on demand. The boat itself is described as very comfortable, making it easy to sunbathe, relax, or even bring along special celebrations. Reviewers mention that the food and champagne added a touch of luxury to an already memorable day.
This trip suits couples, families, or small groups wanting an intimate experience with maximum flexibility. It’s especially appealing if you value privacy over a large-group atmosphere. The main consideration is the price, which is higher than shared trips but well worth it for a bespoke experience.
Bottom Line: For a tailor-made, exclusive day on the water, this private yacht cruise offers maximum comfort and privacy, ideal for special occasions.
How to Choose Your Perfect Sailing Experience
Choosing between these options depends on your budget, travel style, and what kind of day you envision. For a full day of relaxed sailing combined with authentic Greek cuisine, the Yacht Sailing Day Trip hits a sweet spot. If you’re after a more energetic, party-like atmosphere with plenty of drinks and water toys, the ARGO III is perfect. For those seeking ultimate privacy and a customized itinerary, the Private Yacht Cruise delivers.
Consider your budget and how much personal attention you want. If you’re traveling with family or a small group celebrating a special occasion, the private option is hard to beat. On the other hand, if you’re on a budget or prefer a social vibe, the shared trips are excellent choices.
Booking early is recommended, especially in peak summer months, as these experiences tend to fill up fast.
Final Thoughts
Skiathos offers a range of sailing experiences tailored to different tastes and budgets. From the leisurely, food-filled Yacht Sailing Day Trip to the lively ARGO III and private luxury cruises, there’s something for all. Whether you want to relax with a glass of wine watching the sunset or explore secluded beaches in style, these tours promise unforgettable memories.
If you’re planning your trip, consider your priorities—whether it’s comfort, fun, privacy, or affordability—and book early to secure your spot. Sailing in Skiathos is one of those experiences you’ll find yourself reminiscing about long after you leave the islands.