If you’re dreaming of a Greek island escape that combines stunning scenery, leisurely swims, and a touch of luxury without breaking the bank, this day sailing trip on Rainbow yacht from Skiathos to Skopelos might just fit the bill. Rated a perfect 5.0 out of 5 from 98 reviews, this approximately seven-hour adventure is designed for travelers eager to enjoy the sea, sand, and a bit of personal attention in a small group setting. The price, around $157 per person, offers what feels like a slice of authentic Greek sailing life, with the chance to see more than just the coastline—it’s about the experience, the views, and the food.
What I really appreciate about this tour is how it balances relaxed luxury with genuine local charm. First, the boat itself—Rainbow—is a handsome 55-foot sailing vessel, offering plenty of space and comfort. Small groups ensure personal attention from the crew, Yannis and Angelica, who are often praised for their friendly service and easygoing attitude. And, of course, the star of the show, Naya, their German Shepherd, adds a welcoming, familiar touch that makes everyone feel at home. I also love how the tour includes multiple swimming stops, each in clear, deep waters ideal for snorkeling and cooling off on hot days—the kind of leisurely pace that appeals to those wanting to unwind.
One of the highlights for many is the onboard lunch, which is cooked fresh on the boat. According to reviews, the food is “amazing,” with plenty of tasty options and refreshing drinks served throughout. An added bonus is the stops at notable spots like Tsougria Island, Skopelos beaches including the famous Mamma Mia Beach, and possibly Lalaria or Dasia Island. These are not just pretty places, but places that stir the imagination, especially for those who love scenic beaches, crystal waters, and the chance to see dolphins if luck is on your side.
However, a good consideration is the group size and timing. Since it’s a small, private-style tour, you won’t find crowd congestion here—something many reviews rave about. But this also means booking about 52 days in advance is common, so plan ahead. The price reflects a combination of comfort, food, and personalized service, making it a solid value for a full day of sailing and exploring in Greece.
Key Points

- Small group intimacy enhances personal service and relaxed atmosphere.
- Multiple swimming stops provide ample opportunity to swim, snorkel, and enjoy the sea.
- Onboard freshly prepared lunch and drinks mean you don’t need to worry about bringing your own food.
- Dedicated crew and Naya’s presence add a friendly, warm vibe to the day.
- Ideal for those seeking a genuine sailing experience rather than crowded tourist boats.
- Advance booking is recommended, as this tour is popular and booked on average 52 days ahead.
The Experience in Detail

Starting at around 10:00 am from Skiathos port, the day begins with a sense of anticipation. The meeting point at WaterandSnow Sailing makes it straightforward to find, and since it’s a private tour, your group won’t be mixed with strangers—an important detail that enhances the comfort level from the start.
Once aboard the Rainbow, you’ll immediately notice the spacious seating and the friendly crew, who seem genuinely passionate about sailing and sharing their love for the sea. The captain, Yannis, along with Angelica, creates a laid-back yet attentive environment, always ready to answer questions or suggest the next swim spot.
The first stop is at Tsougria Island, a charming little island perfect for swimming in clear waters and snorkeling. You’ll find the water temperature just right, with reviews mentioning “plenty of room” on the boat and “several bean bags” for relaxing in between dips. The trip then sails towards Skopelos, opening into the picturesque Panormos Bay. Here, you’ll enjoy your next swimming session, maybe even catching glimpses of dolphins if you’re lucky—a treat mentioned favorably in reviews.
Along the way, the boat moves along the coastline of Skopelos, where you’ll get great views of iconic beaches like Mamma Mia Beach. This part of the journey is particularly popular among fans of the film, but even those unfamiliar with the movie find the scenery breathtaking. The boat anchors at a lovely spot for lunch, where the crew cooks onboard— a highlight that passengers consistently mention as “amazing” food with plenty of cold drinks to keep you refreshed.
In the afternoon, the boat either heads toward Lalaria, renowned for its stunning white cliffs and sea caves, or to Dasia and Arko Islands for more swimming and fruit salad breaks. The flexibility depends on weather conditions—a smart move to keep the experience safe and enjoyable for everyone. The stops in these pristine locations are memorable, especially when you’re floating in waters so clear you can see your own toes or catch glimpses of playful dolphins.
As the day winds down, around 5:00 pm, the boat heads back to Skiathos port, passing by scenic coastlines and enjoying the sunset from the deck. Many travelers say the day feels just right—not rushed, with ample time to relax, swim, and soak in the beauty of the Greek sea.
Ready to set sail again? More boat adventures we've reviewed in Skiathos
Who Will Love This Tour

This sailing adventure is perfect for those who value small-group intimacy and personal service. It suits travelers who enjoy a laid-back pace, scenic swimming, and tasty onboard food rather than high-energy, crowded excursions. It’s also well-suited for families, couples, or groups of friends looking for a memorable day on the water with a friendly crew. If you’re a nature lover or someone who appreciates authentic travel experiences over commercialized tours, you’ll find plenty to love here.
On the other hand, if you’re seeking a fast-paced, party-style boat or a fully guided tour with lots of historical commentary, this might not be your best fit. Also, due to the limited number of spots and advance booking requirements, it’s wise to plan well ahead.
The Sum Up
For a well-rounded blend of scenic beauty, personal touch, and genuine Greek hospitality, this day sailing trip from Skiathos to Skopelos on Rainbow yacht offers excellent value. The experience’s highlight is the tranquil, crystal-clear waters and the chance to swim in some of the most beautiful spots in the Aegean. The onboard lunch, friendly crew, and Naya’s cheerful company make it feel like you’re sailing with friends rather than strangers.
If you’re after a relaxing day on the water with top-notch service, breathtaking scenery, and delicious food, this tour hits the mark. It’s best for those who want an authentic, intimate sailing experience that leaves plenty of space for discovery, relaxation, and good company.
FAQ

How long is the tour?
The tour lasts approximately 7 hours, starting around 10:00 am and returning by 5:00 pm.
What is included in the price?
Your ticket covers the sailing experience, swimming stops, fresh onboard lunch, cold drinks, and personalized service from the crew.
Do I need to book in advance?
Yes, booking about 52 days ahead is typical, as the tour is popular and limited in group size.
Can I bring my own food or drinks?
The tour provides lunch and drinks, so bringing your own isn’t necessary. It’s part of the experience to enjoy the onboard meal.
Is the tour suitable for children?
While not explicitly stated, the relaxed pace and family-friendly environment suggest it’s suitable, especially for those comfortable with swimming and boat trips.
What if the weather is poor?
The tour is dependent on good weather. If canceled due to bad weather, you’ll be offered a different date or a full refund.
How many people are typically on the boat?
The tour is small, with only your group participating, ensuring a relaxed and personal atmosphere.
Are service animals allowed?
Yes, service animals are permitted onboard.
Where does the tour start and end?
It departs from WaterandSnow Sailing in Skiathos and returns to the same location.
This sailing trip strikes a wonderful balance between comfort, adventure, and authentic Greek charm. Whether you’re a seasoned sailor or just looking for a peaceful day on the water, it’s worth considering for your time in Skiathos.
More Tour Reviews in Skiathos
Here are more great tours and experiences we've reviewed in Skiathos
- From Skiathos Port: Day Sailing Boat Trip With Lunch
- All-Inclusive Full-Day Cruise & Lunch
- SemiPrivate Trip on 50ft Traditional Wooden Boat with Greek Lunch
- All-Inclusive Sailing Cruise-Skiathos & Nearby Islands with Lunch
- Skiathos: Dog Shelter Visit, Hike & Cooking Class with Lunch
- Skiathos: Traditional Boat Cruise with Swim Stops & Lunch
Not for you? Here's more things to do in Skiathos we have recnetly reviewed
- Skiathos: Mamma Mia Island and Beach Day Cruise
- From Skiathos Marina: Yacht Sailing Day Trip with Lunch
- Skiathos: Boat Cruise with Dinner & Sunset Viewing
- From Skiathos: Skopelos and Alonissos Boat Trip with Stops
- Skiathos Scuba Diving prive programme for absolute beginners
- Skiathos: Wooden Sailboat Full- or Half-Day Trip with Meal
- Skiathos: day sailing trip with swim stops and lunch
- Sacred Skiathos
- From Skiathos: Sea and Sun Island Day Cruise
- Boat Tour with a Speedboat to Lalaria Beach and Blue Caves
- Skiathos Airport Private Arrival Transfer
- Skiathos Semiprivate Sailing Cruise
