Imagine spending a day being gently carried across the shimmering waters of the Aegean, stopping at idyllic spots for swims and snorkels, and ending with a hearty Greek lunch. That’s exactly what you get with the Daytrip with Diamanti Sailing Skiathos, a well-reviewed, full-day sailing experience priced at around $153 per person. This trip takes you around Skiathos and Skopelos aboard a spacious Beneteau Cyclades 50.5 sailboat, with plenty of room to relax and soak in the scenery.
What makes this tour stand out? First, the variety of stops—from swimming in crystal waters to exploring caves—keeps the day lively and engaging. Second, the warm hospitality and knowledgeable crew—particularly Captain George—ensure you feel both safe and well-cared-for, while savoring authentic Greek flavors. On the flip side, if wind conditions are gusty, the boat’s movement might be more vigorous, which could be a consideration for those prone to seasickness.
This experience is best suited for sea lovers, sun seekers, or anyone eager to enjoy the tranquil beauty of the Greek islands without the crowds. Whether you’re traveling solo, as a couple, or with friends, it’s a relaxed, authentic way to experience the Aegean’s stunning waters and charming villages.
This experience made our article of 4 Best Boat Tours & Cruises In Skiathos Town.
Key Points
- Scenic sailing around Skiathos and Skopelos with multiple stops.
- Swim, snorkel, and explore caves in crystal-clear waters.
- Delicious lunch at a local tavern, with snacks and drinks on board.
- Comfortable, spacious boat with room to relax.
- Expert captain and friendly crew enhance the experience.
- Flexible booking options and a full refund policy if canceled 24 hours ahead.
The Itinerary in Detail: What to Expect
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Departure and First Stop at Tsougrias Islands
We set out from the new harbor in Skiathos, right opposite the little park near bus stop 0. The early morning departure ensures a peaceful start, and the timely departure means no fuss or long waits. Our first stop is Tsougrias Islands, where the water is so clear and inviting that you’ll want to jump right in. The crystal waters make it perfect for a refreshing swim or snorkel, and we loved the way the captain kept the atmosphere relaxed yet attentive.
Crossing to Skopelos and Kastani Beach
Once we’ve cooled off, the sails are hoisted, and we glide toward Skopelos, crossing the beautiful Aegean Sea. The highlight here is Kastani Beach, famous for its role in the movie Mamma Mia! The setting is picture-perfect—white sands backed by lush greenery, with gentle waves lapping at the shore. This stop is ideal for those wanting stunning scenery coupled with a sense of cinematic nostalgia.
Snacks, drinks, and more swimming
Back on board, you’ll find tasty snacks and drinks—fruit, chips, and refreshing beverages—that fuel your energy for the next swim or snorkel. Another stop later in the day offers the chance to dip into the waters again, with plenty of time to relax on the boat’s cushions and pillows. The crew’s attentiveness and the boat’s spacious deck make unwinding easy, especially on a warm day.
More Great Tours NearbyLunch in Neo Klima
The tour includes a lunch stop in Neo Klima, a tiny village on Skopelos. Here, you’ll enjoy authentic Greek fare at a traditional tavern (drinks are extra). The reviews praise the deliciousness of the food, and the chance to experience local hospitality firsthand. After lunch, a visit to the nearby Dasia blue seacave offers another photo-worthy moment—an opportunity to explore one of the island’s most striking natural features.
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Exploring Arkos Island and Sailing Back
The last stop is Arkos Island, where the boat’s ample deck space allows you to unwind and enjoy the spectacular sea views. Before heading back to Skiathos, the crew offers fruit salad and drinks, a perfect refreshment after a day of adventure. The entire trip lasts about 8 to 8.5 hours, making it a full, satisfying day but not overly long.
The Experience: What Travelers Love
Several reviews mention how professional and caring the crew is. Captain George, in particular, earns praise for his friendliness and expertise. One traveler noted, “George was professional and took good care of us while we enjoyed the sea, swimming, and sun.” This personal touch elevates the trip from a simple boat ride to a memorable experience.
The stops for swimming and snorkeling are consistently described as beautiful and serene. The water’s clarity and the variety of locations—from caves to beaches—keep the day interesting. Another visitor remarked, “Everything was super personal and had nothing to do with mass tourism. It felt like you were on a sailing trip with friends,” which captures the tour’s intimate, authentic vibe.
Food and Drinks
The on-board snacks and fruitsalad are well-received, and the lunch in Neo Klima is praised for its authentic Greek flavors. Many mention the generous snacks and drinks available, making the day feel indulgent without breaking the bank. One reviewer shared, “There was plenty of wine and beer, and the lunch was excellent,” highlighting the value and relaxed atmosphere.
The Boat and Comfort
The spacious Beneteau Cyclades 50.5 sailboat offers plenty of room for relaxation. Cushions and pillows allow you to lounge comfortably while the sails are up or during quieter moments. This setup is especially appreciated by those who want to unwind and enjoy the scenery at their own pace.
Practical Details: Booking and Considerations
The tour costs about $153 per person, which, considering the full-day itinerary, multiple stops, lunch, snacks, and drinks, offers good value. The included Wi-Fi onboard is a thoughtful touch, allowing you to share photos or check messages while soaking up the views.
You can reserve your spot with pay later options, giving you flexibility. Cancellations are possible up to 24 hours in advance for a full refund, which is helpful if your plans change.
The meeting point is straightforward—at the new harbor opposite the little park near bus stop 0. The tour is not suitable for wheelchair users, and travelers should bring essentials like sunscreen, swimwear, and a sun hat. It’s also important to note that drinks in the tavern are not included, so you might want to budget extra for beverages.
Final Thoughts: Is This Tour Right for You?
This sailing tour is ideal if you’re seeking a relaxed, authentic experience that combines beautiful scenery with local hospitality. If you love being on the water, enjoy swimming and snorkeling, and want to avoid the crowds of larger boat excursions, this trip offers a more personal and immersive experience. The knowledgeable crew and well-chosen stops make it a standout.
However, if you’re prone to seasickness, the movement of the boat on windy days could be a concern. The tour’s detailed itinerary may vary depending on weather conditions, so flexibility is key. Plus, if you’re traveling with someone who prefers manual or wheelchair accessibility, this may not be the best fit.
This experience suits travelers who want a balanced mix of adventure, relaxation, and cultural flavor—a day spent sailing, swimming, and savoring Greece’s enchanting waters and welcoming villages.
Is the tour suitable for children?
While the tour is generally family-friendly, younger children should be comfortable on a boat and able to enjoy swimming and snorkeling. It’s best to check with the provider about age restrictions.
What should I bring for the day?
Bring your passport or ID, sunglasses, a sun hat, swimwear, a towel, biodegradable sunscreen, and beachwear. Don’t forget to wear comfortable shoes for walking at the stops.
Is lunch included in the price?
Yes, the tour includes a traditional Greek lunch at a local tavern (drinks are extra). Snacks and drinks are also provided on board during the day.
How long is the tour?
The full experience lasts approximately 8 to 8.5 hours, making it a full but comfortable day out.
What if the weather is bad?
The itinerary may change depending on weather conditions. You can cancel up to 24 hours before for a full refund, so it’s wise to keep an eye on the forecast.
Can I book for a private group?
Yes, the boat can be reserved for private use with a maximum of 12 passengers, ideal for special occasions like weddings or bachelor parties.
Are there any restrictions on what I can bring onboard?
Weapons, sharp objects, explosions, or intoxication are not allowed onboard for safety reasons.
Is Wi-Fi available during the trip?
Yes, free Wi-Fi is available onboard, so you can share your experiences or check in with friends.
Is the tour available in multiple languages?
Yes, the tour is conducted in Greek and English, ensuring you can enjoy the commentary regardless of your language.
How do I reserve my spot?
You can book online with flexible payment options—pay later—and cancel up to 24 hours beforehand for a full refund.
Choosing the Daytrip with Diamanti Sailing Skiathos means embracing the essence of Greek island life—sailing, swimming, and savoring local flavors—delivered with a personal touch by passionate crew members. It’s a memorable way to experience the stunning waters of the Aegean, perfect for those seeking both adventure and relaxation in equal measure.
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