Skiathos Town is a fantastic place for sailing, thanks to its calm, clear waters, scenic coves, and proximity to iconic islands like Skopelos. The combination of warm Aegean breezes, stunning coastline, and charming islands makes it a sailor’s paradise. Whether you’re looking for a relaxing day on a yacht or a more active adventure with snorkeling and paddleboarding, Skiathos offers options to suit every taste. One tour that really stands out is the Full-Day Sailing Cruise with Lunch—it hits all the marks for a memorable day on the water, with great reviews and a diverse itinerary.
If you want a taste of everything—cruising, swimming, snorkeling, and delicious Greek food—these experiences will leave you with plenty of stories to tell. To help you choose, below you’ll find detailed descriptions of the top three sailing trips, each offering a different flavor of the Aegean.
1. Skiathos: Full-Day Sailing Cruise with Lunch
This 7-hour full-day sailing cruise from Skiathos offers a balanced mix of relaxation, adventure, and good food. On board a large sailboat, you’ll enjoy snorkeling in crystal-clear waters, visit the famous Kastani beach (made famous by the film Mamma Mia), and keep an eye out for dolphins and other sea life.
What makes this tour stand out is the home-cooked Mediterranean lunch served onboard—think fresh seafood, zucchini fritters, pasta, and tzatziki—all in a relaxed, friendly atmosphere. The boat is spacious with various seating options, allowing you to relax either in the shade or on the sunbed at the bow. The reviews highlight the value for money, with many guests calling it their trip highlight and praising the warm, attentive crew.
This tour is perfect for those who want a full-day experience combining sightseeing, swimming, and a delicious meal. It’s suitable for families, couples, or friends wanting a private or shared boat trip with a personal touch. Keep in mind, it’s a popular choice, so booking early is advisable to secure your preferred time.
Bottom line: A well-rounded cruise that captures the essence of the Greek islands with an emphasis on comfort, good food, and fun.
2. Daytrip with Diamanti Sailing Skiathos, lunch included
For those who want more time on the water and a slightly longer adventure, the Daytrip with Diamanti Sailing offers 8 to 8.5 hours of sailing around Skiathos and Skopelos on a spacious Beneteau Cyclades 50.5. This trip features 4 to 5 stops for swimming, snorkeling, or even paddleboarding, making it ideal for active travelers who want to explore multiple spots.
The highlight includes exploring the Dasia blue seacave, a stunning natural feature perfect for photographs and cooling off. Onboard, you’ll enjoy delicious snacks and drinks, and in Skopelos, a hearty Greek lunch at a local taverna—drinks are extra. The crew’s hospitality is consistently praised, making this a perfect choice for sea lovers and those seeking a relaxed, yet engaging day.
Guests love the flexibility of stops, and reviews mention dolphin sightings, which add a magical touch. This trip is especially friendly for those eager to snorkel or paddleboard, with equipment readily available. It’s slightly longer than the first tour and offers a more immersive experience of the islands’ diverse scenery.
Bottom line: An excellent pick for travelers wanting a full, active day on the sea, with plenty of swimming, scenic views, and local food.
3. Skiathos: All-Inclusive Sailing Cruise with Lunch!
If you’re after a comprehensive day on the water with an emphasis on comfort, look no further than the All-Inclusive Sailing Cruise. This 7-hour trip allows you to explore Skiathos, Skopelos, and nearby islands with a focus on swimming, snorkeling, and paddleboarding. The itinerary includes multiple scenic stops where you can soak up the sun or explore underwater life using provided gear.
What sets this tour apart is the all-inclusive approach, with snacks, main lunch, fresh fruit, and drinks served throughout the day—no need to worry about extra costs. The carefully curated route takes you to beautiful spots where the weather is too windy for land-based activities, ensuring you still get a full experience. The review highlights mention delicious food and friendly service, making it a great value for those who want a hassle-free, well-organized trip.
The itinerary is flexible, with opportunities to explore Skopelos’s charming scenery and relax at different points along the route. It’s ideal for travelers who prefer a structured day with plenty of food and beverage options, suited to families, couples, or groups seeking a relaxing yet engaging day on the water.
Bottom line: Perfect for those who want an all-inclusive, fuss-free day that balances activity with comfort and good food.
How to Choose the Right Sailing Experience
Picking the best sailing trip depends on what you’re after. If you want a shorter, relaxed cruise with a delicious homemade meal, the full-day cruise with lunch is a great pick. For those eager to spend more time exploring with multiple swimming stops and active options, the Diamanti sailing daytrip offers great value. And if your priority is a comprehensive, all-inclusive experience, the all-day cruise with everything included provides convenience and comfort.
Consider your budget, how much time you want to spend on the water, and whether you prefer a more relaxed or active experience. Booking early is recommended, especially during peak season, to secure your preferred date and time.
Skiathos Town offers a fantastic variety of sailing experiences that showcase its stunning coastline and nearby islands. Whether you choose a full-day cruise with lunch, a longer exploration with snorkeling and paddleboarding, or an all-inclusive day on the water, each trip promises unforgettable memories. If you’re eager to enjoy Greece’s best sea views, start planning now and secure your spot early—these tours fill up fast.