Imagine spending a day under the brilliant Greek sun, sailing across the sparkling waters of the Aegean, stopping at pristine beaches, exploring secret caves, and enjoying authentic local cuisine. That’s exactly what the Daytrip with Diamanti Sailing Skiathos offers—a well-rounded, immersive experience that combines adventure, relaxation, and a taste of real Greek hospitality.
What makes this trip stand out? First, you get to sail on a spacious Beneteau Cyclades 50.5, which guarantees comfort and roominess, perfect for lounging or socializing. Second, the itinerary includes multiple stops for swimming and snorkeling, meaning plenty of chances to cool off and soak in those stunning blue waters. Third, the lunch in a traditional Skopelos taverna promises authentic Greek flavors that leave you satisfied but craving more. On the flip side, some travelers might find the weather-dependent nature of sailing a consideration—wind and sea conditions can influence the route and experience.
This tour is an ideal choice for those who want a mix of adventure and relaxation, especially if you love the sea, sun, and Greek charm. Perfect for small groups, couples, or even private celebrations, it’s a day designed to leave you with many stories and stunning photos.
Good To Know

- Comfortable sailing on a spacious boat with plenty of space to relax and socialize.
- Multiple swimming and snorkeling spots to cool off in crystal-clear waters.
- Authentic Greek lunch in Skopelos, with drinks available for purchase.
- Expert guidance from passionate, knowledgeable captains.
- Beautiful scenery and caves, including Dasia blue seacave.
- Flexible itinerary that may vary based on weather conditions, ensuring safety and comfort.
An In-Depth Look at the Itinerary and What to Expect

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Departure and Morning Swim at Tsougrias Islands
The day begins promptly in the morning, with the boat leaving on time—timeliness matters when you’re on a schedule. The first stop is at Tsougrias Islands for a refreshing swim in waters described as “crystal clear” by previous travelers. The calm, inviting waters are perfect for a quick dip or some light snorkeling, giving you a peek into the lively underwater world. One reviewer from Austria mentioned, “We had plenty of time at the swimming locations,” emphasizing how the schedule’s well-paced allows for ample water time.
Sails Toward Skopelos and Kastani Beach
Next, the captain hoists the sails, and you’ll enjoy the thrill of sailing on a well-maintained vessel. As the boat cuts through the water, you’ll get sweeping views of the islands and the chance to experience how a professional captain—like George, praised for his knowledge and friendliness—guides you smoothly across the sea.
A highlight is the visit to Kastani Beach, famous from the movie Mamma Mia!. This beach is a favorite for many visitors, thanks to its scenic beauty and gentle waters. While it tends to be busier during peak times, being on a boat allows you to avoid some of the crowds and enjoy the beach’s charm at your own pace.
Multiple Swimming and Snorkeling Breaks
After a snack and some drinks on board, the boat makes another stop for more swimming and snorkeling. Many reviews mention the impressive clarity of the waters—ideal for spotting fish or just floating lazily. The boat’s ample space and cushions make lounging after a swim particularly comfortable. One guest from Serbia noted, “Our guides and captains were wonderful,” which speaks to the relaxed, welcoming vibe onboard.
More Great Thing To Do NearbyLunch in Neo Klima
Arriving at Neo Klima, you’ll have the opportunity to explore and then sit down for a traditional Greek lunch in a local taverna. While drinks are extra, the food—authentic, flavorful, and filling—is included in the tour price. This break provides a genuine taste of local cuisine, adding cultural value to your day.
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Dasia Blue Seacave and Arkos Island
Post-lunch, the adventure continues with a visit to the Dasia blue seacave. The cave’s striking blue waters and dramatic cliffs are a favorite among travelers, offering fantastic photo opportunities. Many mention how special it is to see such natural beauty up close.
The final sailing segment takes you to Arkos Island, where you’ll have the chance to relax and enjoy the sailing experience. Cushions and pillows aboard the boat provide spots for unwinding while soaking in the views. Previous reviewers, like Sina from Austria, appreciated how “it felt like sailing with friends” rather than a mass-tourism experience.
Return to Skiathos with Fruit Salad & Drinks
As the day winds down, the captain offers fruit salad and drinks, a perfect refreshment before heading back to Skiathos harbor. The trip duration is about 8 to 8.5 hours, making it an all-day adventure that’s both fulfilling and leisurely.
The Value of This Sailing Experience

At $154 per person, the tour offers a lot in terms of value and authentic experience. Included in the price are the boat, snacks, coffee, soft drinks, lunch, and Wi-Fi onboard—which means you can share your highlights instantly. The only additional cost might be drinks at the tavern, but with plenty of drinks included on the boat, most travelers find this sufficient.
Compared to larger, more commercialized options, this trip’s smaller group size and private charter options (up to 12 people) make it feel exclusive and personalized. The knowledgeable guides and friendly crew, especially Captain George, ensure you’re well taken care of, making the journey smooth and enjoyable.
Why It Works Well
- Comfort & Space: The Beneteau Cyclades 50.5 offers plenty of room to stretch out, making it suitable for those who prefer lounging or who get seasick easily.
- Multiple Stops: Frequent swimming breaks mean you stay refreshed and engaged—no long stretches of sitting.
- Cultural & Scenic Highlights: Visiting the iconic beaches and caves adds a sense of discovery and amazement.
- Authentic Food & Hospitality: Lunch in a local taverna gives you a taste of real Greek cuisine, away from tourist traps.
- Experienced Captain & Crew: Their professionalism and friendliness turn the trip into a truly memorable experience.
Considerations for Travelers
Weather conditions are a factor—if it’s very windy, the route or stops might change for safety reasons. Seasickness could be an issue for some, so check the forecast if you’re prone to it. Also, the tour isn’t suitable for wheelchair users, so plan accordingly if mobility is a concern.
Who Should Book This Tour?

This trip is perfect for sea lovers, families, couples, or friends looking for a full-day escape from land-based sightseeing. It suits those who want a relaxed yet adventure-filled day, with enough flexibility to swim, snorkel, and enjoy good food and company. If you’re celebrating a special occasion, the boat is available for private hire, making it a great setting for birthdays, bachelor or bachelorette parties, or even small weddings.
Frequently Asked Questions
What is included in the price?
The tour price covers the boat, snacks, coffee, soft drinks, lunch at a local taverna, and Wi-Fi onboard. Drinks at the tavern are extra.
How long is the trip?
Expect the journey to last between 8 and 8.5 hours, depending on weather conditions and the day’s itinerary.
Is there Wi-Fi onboard?
Yes, complimentary Wi-Fi is available for guests to share their photos or keep in touch during the trip.
Can I customize the experience?
Private group options are available, which can be tailored for special occasions like weddings or birthdays.
What should I bring?
Bring essentials like sun protection (sunglasses, sun hat, biodegradable sunscreen), swimwear, towel, passport or ID, and beachwear.
Is this suitable for children?
While not explicitly stated, the trip’s relaxed nature and swimming stops make it family-friendly, though individual needs should be considered.
Are there any restrictions?
Yes, the tour isn’t suitable for wheelchair users, and weapons, sharp objects, alcohol, and explosive substances are not allowed onboard.
What happens if it rains or the weather is bad?
The itinerary may vary due to weather conditions for safety reasons. In case of severe weather, the provider offers free cancellation up to 24 hours in advance.
Final Thoughts

For those seeking a day of sailing, swimming, and exploring the stunning islands of Skiathos and Skopelos, this tour offers a balance of adventure and relaxation. The combination of a spacious, comfortable boat, multiple swimming opportunities, and authentic Greek cuisine makes it a compelling choice. The knowledgeable guides and friendly crew ensure an enjoyable atmosphere, making it feel like a day spent with friends rather than a generic tour.
While weather can influence the route, the overall experience is highly praised, with many reviewers calling it the highlight of their Greece trip. Whether you’re celebrating a special occasion or simply craving a scenic day on the water, this trip delivers a memorable, value-packed adventure.
If you’re after a well-organized, authentic, and scenic sailing experience in Greece, this tour is definitely worth considering. It’s a chance to unwind, explore, and enjoy the best of what the Aegean has to offer, all with plenty of comfort and personal touches.
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