Sailing Cruise in Santorini With Fairwind

If you’re dreaming of glimpsing Santorini’s iconic volcanic landscapes from the water, the Fairwind Sailing Cruise might just be your answer. This tour offers a chance to enjoy the island’s best sights on a comfortable, modern catamaran, with plenty of opportunities to snorkel, swim, and indulge in local flavors. Based on glowing reviews and detailed itineraries, it’s clear this experience is designed for those who love scenic beauty, great food, and a dash of adventure.

Three things we particularly like about this cruise are its stunning stops at volcanic beaches, the delicious Mediterranean meal served onboard, and the personalized, attentive crew that makes every voyage feel special. But, it’s worth noting that with a maximum of 20 guests, the boat can fill up quickly, especially during peak season. If you prefer a more intimate or flexible experience, early booking is recommended.

This cruise is ideal for travelers who want a comprehensive day out, mixing sightseeing, relaxation, and culinary delights. Families, couples, or groups of friends looking for a memorable day on the water will find this tour appealing. If you have limited time in Santorini but want to see the highlights from the sea, this trip offers impressive value and an authentic vibe.

Good To Know

• Stunning Itinerary: Includes volcanic beaches, hot springs, and scenic views that are accessible only by boat.
• Excellent Value: For around $80, you get a full day of sightseeing, food, snorkel equipment, and hotel transfers.
• All-Inclusive Experience: Lunch, snacks, drinks, snorkeling gear, WiFi, and transfers are included.
• Personal Service & Modern Fleet: Brand-new vessels with professional, friendly crew ensure a high-quality experience.
• Ideal for Various Travelers: Suitable for families, couples, and groups seeking a mix of adventure and relaxation.
• Weather-Dependent: Tours require good weather; poor conditions may lead to cancellations or rescheduling.

A Detailed Look at the Santorini Sailing Experience

The Booking and Arrival

Booking this tour is straightforward with a mobile ticket option and the convenience of hotel pickup and drop-off. The meeting point is located at 8CQM+26 Vlichada, making it easy to find, especially if you’re staying in the quieter southern parts of Santorini. The tour runs for approximately five hours, which includes transportation, so it’s a well-paced way to explore the island’s coast without feeling rushed.

The Fleet and Crew

Fairwind boasts a fleet of brand-new vessels that are designed with passenger comfort and safety in mind. Reviews repeatedly praise the friendly, professional crew — from the captain to the onboard staff — who are attentive without being intrusive. They’re knowledgeable about the sights and eager to share interesting stories and facts, like the volcanic history of Palea Kameni and Nea Kameni. With a maximum of 20 guests, the crew can tailor the experience to the group, making it feel more personal.

The Itinerary Breakdown

Vlychada Beach kicks off the cruise with its lunar-like landscape, characterized by towering cliffs of volcanic ash. This surreal scenery sets the tone for the day. Next, you slide past the Red Beach, famous for its striking red cliffs that form a dramatic contrast with the blue water — perfect for photos or just soaking in the scenery.

White Beach offers a more secluded spot, accessible only by boat, with stunning white limestone cliffs and crystal-clear waters. It’s perfect for a quick dip or just relaxing with a view that’s hard to beat.

Mesa Pigadia Beach is your snorkeling and swimming stop, where the shallow, serene waters surrounded by cliffs make for an ideal natural pool experience. The review mentions a 25-minute swim stop, which is long enough to enjoy the water but not so extended that it becomes tiring.

As you sail along, the lighthouse offers a picturesque backdrop, ideal for snapping memorable photos. The cruise also takes you by Palea Kameni and Nea Kameni islands, both formed by volcanic activity. The rugged landscape and hot springs are a highlight for many, offering a raw peek into the island’s fiery origins.

Thirassia is the final stop, offering an approximate 40-minute visit with breathtaking views of Santorini’s iconic blue-domed churches and caldera. Visitors often describe it as a “spectacular viewpoint,” perfect for capturing that classic Santorini shot. Here, you’ll enjoy a Mediterranean feast, including grilled chicken, sausages, seafood (mussels and prawns), pasta, salads, and fresh fruit. Drinks like soft drinks, beer, and white wine are also included, making it a relaxed, social experience.

Sunset or Return Passage concludes the tour, passing once more by Vlychada — a peaceful moment to reflect on the day’s sights and experiences. Many reviewers note that the sunset view is stunning, adding a poetic close to a day filled with natural beauty and good company.

Food and Beverages

The onboard meal is a notable highlight, with many describing it as “unreal” and “freshly prepared”. The menu covers a range of Mediterranean favorites, with some reviews mentioning full-course dishes made on the boat itself, emphasizing how fresh and tasty everything is. Soft drinks, beer, and local wine are included, ensuring you stay refreshed throughout the day.

Snorkeling, WiFi, and Extras

Guests can use snorkeling equipment, which adds an adventurous element to the trip. Many reviews mention snorkeling at Mesa Pigadia or swimming in the hot springs, which are often highlighted as memorable moments. WiFi on board is a handy perk, allowing you to share your adventures in real-time or catch up on messages.

The Overall Value

At approximately $80 per person, the tour delivers excellent value considering the included meals, snacks, snorkeling gear, transfers, and the high-quality vessels. Many travelers mention that the experience feels worth the price, especially given the number of stops and activities packed into the five-hour duration.

The Experience and Atmosphere

Guests consistently praise the friendly yet professional crew and the well-maintained vessels. From children to adults, everyone seems to enjoy the relaxed atmosphere, the stunning scenery, and the delicious food. Some reviews even mention the crew’s storytelling, which adds a layer of education and cultural insight to the trip.

Considerations and Tips

While this tour is nearly perfect for most, a few reviews mention the potential for crowding due to the maximum group size of 20. If you’re traveling in peak season, early booking is advisable. Also, the tour is weather-dependent; poor weather might result in cancellations or rescheduling, so keep an eye on forecasts.

For those who have tight scheduling or prefer a more exclusive experience, a private tour could be a better fit, but at a higher cost. The tour is not recommended for cruise ship passengers with tight docking times, as the timing is set around the island’s regular port arrivals.

The Sum Up

The Fairwind Sailing Cruise offers a well-rounded day out in Santorini, blending stunning natural sights with excellent food and service. Its modern fleet, attentive crew, and thoughtfully planned itinerary make it a fantastic choice for travelers wanting a reliable, enjoyable experience on the water.

Perfect for those who want to combine sightseeing with culinary pleasures and a touch of adventure, this tour provides a great way to see Santorini from a different perspective. Whether you’re a first-timer or returning visitor, you’ll find plenty to love — especially the spectacular volcanic beaches, the relaxing swim stops, and the delicious Mediterranean meal.

While it may not be the cheapest option, its value is evident in the comprehensive experience, friendly service, and unforgettable views. If you’re after a mix of scenic beauty, cultural intrigue, and a fun atmosphere, this cruise should definitely be on your list.

FAQ

Is hotel pickup and drop-off included? Yes, the tour includes luxury transfer service to and from your hotel, making the experience hassle-free.

How long does the tour last? The entire experience runs for approximately five hours, encompassing travel time, stops, and meals.

What is the maximum group size? The tour is limited to 20 travelers, ensuring a more personalized and intimate atmosphere.

Do I need to bring my own snorkeling gear? No, snorkeling equipment is included with the tour, so you can enjoy swimming without extra hassle.

Is this tour suitable for children? Yes, many reviews mention that the crew is friendly with kids, and the boat is well-maintained for family-friendly outings.

What about the food? Expect a full Mediterranean-style meal, including grilled meats, seafood, pasta, and fresh fruit, all prepared on board.

Can I book a private tour instead? This specific experience is designed for group participation, but private options may be available through the provider.

What should I wear? Comfortable clothing, swimwear, and sunscreen are recommended. Bring a hat and sunglasses for sun protection.

Is WiFi on board? Yes, WiFi is available, so you can share your experiences or stay connected during the trip.

What happens if the weather is bad? The tour requires good weather. If canceled due to poor conditions, you’ll be offered a different date or a full refund.

In essence, this sailing cruise combines the best of Santorini’s volcanic landscapes, local cuisine, and relaxed luxury. It’s a perfect experience for travelers who want a memorable day on the water with plenty of scenic highlights and good company.