Skiathos private tours: Sailing day with lunch on board — a detailed look at a memorable Greek seaside experience
Imagine spending a full day on a 55-foot luxury sailing boat, the Rainbow, gliding through the shimmering waters of the Aegean Sea. This private tour, offered by Waterandsnow, promises an authentic taste of Greece’s stunning islands, Skopelos and Skiathos, with the added bonus of a homemade lunch and chances to swim, spot dolphins, and relax in style. It’s a well-curated way to combine adventure with comfort, especially if you’re traveling with friends or family who appreciate a personalized experience.
What I really like about this tour is how it balances fun with genuine comfort. The Rainbow yacht features plush beanbags perfect for soaking up the sun and enjoying the breeze, which makes lounging both easy and luxurious. Plus, the crew’s friendliness and the presence of Naya, a friendly German shepherd, add a warm, inviting touch that makes the day feel less like a tour and more like a day with friends.
One potential consideration might be the price — at $1,807 per group of up to 12 people — but when you think about the exclusivity, the all-inclusive lunch, and the personalized service, it’s an experience that offers a good return on value for those seeking a private, intimate day at sea. Keep in mind, availability and starting times vary, so booking in advance is a smart move.
Key points / Takeaways

- Exclusive private group experience for up to 12 people ensures intimacy and flexibility.
- Luxury sailing vessel with comfortable beanbags and modern amenities for relaxed lounging.
- All-inclusive lunch cooked on board, with drinks included — a real highlight that adds to the laid-back vibe.
- Flexible itinerary options—destinations like Lalaria, Kastanie, and Tsougria can be customized based on your preferences.
- Dolphin spotting and swimming in crystal-clear waters create memorable, authentic moments.
- Green crew member Naya, the German shepherd, enhances the friendly, family atmosphere.
An in-depth look at this sailing day adventure

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The boat: A floating haven of comfort and style
The Rainbow is a 55-foot luxury sailing boat that stands out for its spacious deck and inviting amenities. Unlike crowded group tours, this private experience emphasizes comfort and personalized attention. The boat’s ample space allows everyone to spread out, whether lounging on beanbags or sitting at the stern to enjoy the sweeping views. The boat’s size and amenities make it suitable for those who prefer a leisurely, unhurried day rather than a hurried sightseeing rush.
The crew: Knowledgeable, friendly, and caring
What truly elevates this experience is the crew — friendly, attentive, and eager to make your day special. They’re not just there to steer; they’re experts at sharing the best spots, adjusting the itinerary based on your interests, and ensuring everyone feels cared for. A standout is Naya, the German shepherd, who isn’t just a mascot but actively part of the crew, taking care of guests and adding a warm, homey touch. Many reviews mention her as a highlight, with guests appreciating her gentle presence onboard.
The itinerary: Freedom to choose your adventure
The tour offers a lot of flexibility in destinations. You can explore iconic spots like Lalaria Beach, with its stunning white cliffs and clear waters, or visit lesser-known gems like Tsougria island or Arkos. The choice depends on your mood — whether you want to swim in deep waters, snorkel with masks and fins provided, or simply relax and soak up the scenery.
The guide or crew member will often point out dolphins if you’re lucky — a magical moment many travelers cherish. The boat’s ability to stop at multiple locations makes this experience feel tailored, rather than a rigid schedule.
The highlight: Lunch on board with picturesque views
One of the most appreciated elements is the homemade lunch cooked on the boat. It’s not just a snack — it’s a proper meal, enjoyed as you drift through the islands. With drinks included, you can toast to the beautiful surroundings while savoring Greek flavors. This detail makes the day less about rushing to get somewhere and more about enjoying the journey and the company.
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Swimming and wildlife: Connecting with nature
The opportunity to swim in crystal-clear waters is undoubtedly a major draw. Guests note the deep waters surrounding the islands, perfect for plunging in after a few hours of sailing. Dolphins often appear, adding a touch of wonder to the outing. Providing masks and fins means you’re equipped for snorkeling, which enhances the experience of discovering the vibrant life beneath the surface.
Practical details: Booking, timing, and group size
This private tour lasts approximately 7 hours, with start times varying — check availability ahead of time. The price, at $1,807, covers the entire group, making it a premium experience but one that’s worth considering for those valuing privacy, exclusivity, and personalized service. The activity is wheelchair accessible, and the crew speaks English, ensuring smooth communication.
Who is this experience best suited for?

This sailing day is perfect for small groups wanting a private, bespoke adventure. It suits couples celebrating a special occasion, families seeking a relaxed day on the water, or friends looking for a memorable trip that combines luxury and authentic Greek scenery. If you love the idea of sailing in style, enjoying homemade food, and exploring islands at your own pace, this tour fits the bill.
However, it may not be the best choice for travelers on a tight budget or those who prefer a more structured, less customizable itinerary. Also, if you’re not comfortable on boats or prone to seasickness, consider this before booking.
Practical tips for making the most of your day

- Book early to secure your preferred start time and date, especially in peak season.
- Bring sun protection — hats, sunscreen, sunglasses — the Greek sun is strong.
- Pack a towel and a change of clothes if you plan to swim.
- Arrive dressed comfortably; you’ll spend most of your time outdoors.
- Be flexible — part of the joy is the spontaneity of where you go and what you see.
- Respect wildlife — keep a respectful distance from dolphins and other marine life.
The Sum Up

If you’re seeking a laid-back yet indulgent way to experience Greece’s beautiful islands, this private sailing tour offers a fantastic blend of style, comfort, and authenticity. The chance to enjoy a homemade Greek lunch onboard, swim in clear waters, and possibly spot dolphins makes it a well-rounded, memorable day. The knowledgeable crew and personal touch ensure that your experience will feel tailored and special.
This trip is best suited for those who prioritize privacy, comfort, and a genuine connection with the sea and islands. It’s ideal for celebrating, relaxing, or simply escaping the crowds with a small group of friends or family. The value lies in the personalized service, quality amenities, and the chance to create your perfect Greek island adventure — all in one unforgettable day.
FAQ

How long does the tour last?
The sailing experience runs for about 7 hours, with specific start times depending on availability.
Is the tour suitable for children or family groups?
Yes, it’s a private experience that can be tailored to family needs, and the friendly crew makes it family-friendly.
Are drinks and lunch included?
Yes, your homemade lunch and drinks are part of the package, served on board during the cruise.
What destinations can I expect to visit?
You can explore the Panormos Bay, Mamma Beach Kastanie, Hovolos, Lalaria, Tsougria island, Arkos Island, and others based on your preferences.
Is there any wildlife viewing?
Dolphins are often spotted if you’re lucky. The crew provides masks and fins for snorkeling, making wildlife encounters more engaging.
What is the price for the experience?
It costs $1,807 per group, accommodating up to 12 people, which offers a private and personalized day on the water.
Is the tour accessible for people with mobility issues?
Yes, it’s wheelchair accessible, but it’s best to confirm in advance for specific needs.
Can I cancel if my plans change?
Yes, you can cancel up to 24 hours in advance for a full refund.
Is there a dress code or specific gear I should bring?
Wear comfortable clothing, bring sun protection, and pack swimwear and towels if you plan to swim.
How do I book this tour?
Reservations can be made through the provider’s platform, with the option to reserve now and pay later for flexibility.
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