Skiathos: Day-Sailing Tour with Lunch on Board

Imagine gliding across the crystal-clear waters of the Aegean on a beautiful 55-foot sailing yacht, with the sun warming your face and the gentle breeze filling the sails. For about $152 per person, you’ll enjoy a 7-hour day exploring the islands of Skiathos and Skopelos, with stops at some of the most picturesque beaches and caves Greece has to offer. Led by welcoming guides like Yannis and Angela, this intimate tour—maxing out at 12 guests—offers a perfect mix of relaxation, adventure, and authentic Greek hospitality.

One of the things we love most about this tour is the chance to swim in waters so clear you can see your toes, and even spot playful dolphins if luck’s on your side. The other highlight? The home-cooked Greek lunch served on deck, which is always described as fresh and delicious. Balance that with the fact that it’s a small-group experience, which keeps the atmosphere friendly and personal—no crowded boats here.

A potential consideration? Since the schedule includes several stops and activities, it’s important to be comfortable with a full day at sea—if you’re looking for a quick, leisurely cruise, this might feel like a full day’s commitment. But if you love being outdoors, exploring caves and beaches, and trying water sports like paddleboarding or snorkeling, this trip should suit you perfectly.

This tour appeals most to travelers wanting an authentic, relaxing day on the water with plenty of opportunities to swim, snorkel, and enjoy Greek cuisine. If you’re traveling with family or friends who enjoy a mix of adventure and comfort, this trip ticks all the boxes.

You can check availability for your dates here:

Key Points

Small group size enhances personal attention and a friendly atmosphere.
Diverse activities such as snorkeling, paddleboarding, and beach exploration make the day lively.
Freshly cooked Greek lunch on board adds authentic flavor and value.
Breathtaking scenery and the chance to see dolphins make the trip memorable.
Expert guides like Yannis and Angela are praised for their hospitality and knowledge.
Flexible cancellation policy offers peace of mind if plans change.

Enjoy being on the water? Here are other boat experiences we've looked into in Skopelos Town

A Closer Look at the Skiathos Day Sailing Tour

When we think about a day on the water in Greece, what really sticks with us are the small details—the kindness of guides, the quality of the food, and the scenery that leaves you breathless. This tour, run by Waterandsnow, hits all those points, making it one of the more highly-rated options for exploring Skiathos and Skopelos by boat.

Itinerary Breakdown and Highlights

The tour starts in the morning, with check-in and boarding of a well-maintained, spacious sailboat. Your hosts—like Yannis, Angela, and even their friendly dog Naya—set a warm tone, making everyone feel immediately at home. The group size of just 12 people means you’re not lost in a crowd, and the guides’ enthusiasm shines through.

First stop: A boat-only accessible beach. You’ll love the chance to swim in waters so clear that you see every pebble on the seabed. Many reviews mention this as a highlight; one guest described it as “stunning, boat-only beaches,” which can’t be reached by land and therefore feel like your secret spot.

Next, the boat explores caves and coves, with plenty of time for swimming and snorkeling. The guide provides masks and fins, which are high quality and appreciated by guests. As one reviewer noted, “We saw the beautiful aquatic life,” which means the underwater world here is lively and worth exploring.

Midday: A freshly prepared, home-cooked Greek lunch is served on board. Reviews often mention how delicious and generous the meal is, with some describing it as “incredible.” The lunch typically includes local dishes and possibly fruit salads in the afternoon, all served with a selection of drinks, including wine and beer—another favorite detail among guests.

Afternoon: More swimming, paddleboarding, or simply relaxing in a hammock or on the boat’s deck. Some guests even try fishing. If the weather turns windy, the boat handles it smoothly, turning what could be a rough day into an exciting ride.

Why Travelers Love This Experience

Many reviews emphasize the knowledgeable guides who are both friendly and informative. Guests appreciate how guides like Yannis and Angela make the trip feel personalized, sharing local stories and ensuring everyone feels comfortable. One guest said, “They made us an amazing lunch, played fun music, and were so informative,” which captures the essence of attentive hosting.

The scenery is consistently praised—turquoise waters, hidden beaches, caves, and the chance to see dolphins makes this trip feel like a special adventure. Multiple travelers mention how dolphins appeared unexpectedly, adding a magical touch to the day.

The value is also clear. For a full day including lunch, drinks, water sports equipment, and guided exploration, many feel it’s worth every cent. The reviews repeatedly mention how the small group atmosphere allows for genuine interaction and relaxed enjoyment.

More Great Tours Nearby

What to Expect from the Itinerary

The tour typically begins in the morning, with a briefing and safety instructions. You’ll board the beautiful sailboat, and from there, the day is a mix of swimming, snorkeling, beach hopping, and exploring caves. The stops are spaced out to give plenty of time for relaxation and play.

The lunch is a highlight for many, with home-cooked Greek dishes served with wine and beers. The guides are praised for their culinary skills, often preparing the meal on board with fresh ingredients. After lunch, the voyage continues with more swimming and water activities, with the option to paddleboard or fish.

The trip usually ends in the late afternoon, returning to Skiathos harbor, often with a few extra surprises, like dolphin sightings or a particularly scenic last stop.

While you're exploring Skopelos Town, here are other experiences we've looked into

Group Size and Atmosphere

With a maximum of 12 guests, the small-group setting allows for a relaxed, intimate experience. Guests often mention how the guides are not only professional but also warm and fun, making the entire day feel like a day out with friends rather than a generic tour.

This setup is perfect for travelers who want personal attention, engaging hosts, and the freedom to ask questions or participate in water sports comfortably.

Practicalities and Value

At $152 per person, this tour offers a comprehensive experience—seven hours of sailing, swimming, exploring, and eating—which many consider excellent value. The inclusion of masks, fins, paddleboards, and drinks enhances the experience without extra costs.

The flexible cancellation policy—cancel up to 24 hours in advance—offers some peace of mind, especially for travelers with unpredictable schedules or weather concerns.

Who Will Love This Tour?

This experience suits adventurous travelers, families, or groups who enjoy being outdoors and on the water. If you value personalized service, authentic Greek cuisine, and scenic exploration, you’ll find plenty to love. It’s especially perfect if you’re hoping to see dolphins or explore hidden beaches inaccessible by land.

The Sum Up

This day-sailing tour from Skiathos offers an authentic, engaging, and relaxing way to experience the islands. You’ll enjoy stunning scenery, friendly guides, and a tasty Greek lunch—all in a small-group setting that feels more like a day with friends than a crowded cruise. It balances adventure and leisure seamlessly, making it an ideal choice for those who want to soak up the natural beauty and local hospitality of Greece.

If you’re eager to swim in clear waters, explore caves, and savor homemade Greek food, this tour is a wonderful option. It’s especially suited for travelers who appreciate personalized service, authentic experiences, and want a memorable day on the water.

For those looking for a relaxed, scenic, and engaging adventure, this sailing trip checks all the boxes. It’s a chance to see Greece’s famed islands from a unique perspective, with the added bonus of making new friends and perhaps spotting some dolphins along the way.

FAQ

How long is the tour?
The tour lasts approximately 7 hours, usually starting in the morning. Check the availability for specific starting times.

What’s included in the price?
The price covers sailing, snorkeling masks and fins, paddleboarding equipment, a fully prepared Greek meal, and drinks including alcohol.

Is the boat suitable for people with mobility issues?
The tour is wheelchair accessible, but it’s best to check in advance for specific needs.

Can I cancel if my plans change?
Yes, you can cancel up to 24 hours before the tour for a full refund.

What if I don’t want to participate in water activities?
You are free to relax on the boat, sunbathe, or simply enjoy the scenery—water activities are optional.

How many people are on the boat?
The boat accommodates a maximum of 12 guests for a more intimate experience.

Are the guides friendly and knowledgeable?
Absolutely. Guests consistently praise guides like Yannis and Angela for their kindness, humor, and local insights.

Is lunch really homemade Greek food?
Yes, the guides prepare fresh, authentic Greek dishes daily, which many guests find a highlight.

What should I bring?
Bring swimwear, sunscreen, a hat, sunglasses, and a towel. Some guests also bring a camera or waterproof case.

Will I see dolphins?
Dolphin sightings depend on luck, but many guests report encountering them during the trip.

This detailed review aims to help you determine whether this Skiathos day-sailing adventure offers the authentic, scenic, and enjoyable experience you’re seeking. With its blend of natural beauty, friendly hosts, and delicious food, it promises a memorable slice of Greek island life.