Sailing Cruise in Santorini With Fairwind

Starting with the basics, this Sailing Cruise in Santorini with Fairwind offers an inviting way to see some of the island’s most iconic sights from a boat. For around $80, you get a roughly five-hour voyage packed with memorable stops, delicious food, and the chance to unwind on a sleek, modern vessel. With review ratings at a perfect 5/5 based on 31 reviews, it’s clear that many travelers consider this one of the top ways to experience Santorini’s natural beauty.

What I really like about this trip is the attention to authenticity and comfort. The fleet consists of brand-new, well-maintained vessels, and the crew is professional and friendly — reviews often mention how “the crew members are extremely nice and professional” and “the staff was awesome.” The itinerary is well thought out, combining scenic stops for swimming and sightseeing with plenty of opportunities for relaxing and taking photos. Plus, guests rave about the quality of the food and drinks, highlighting options like fresh seafood, Mediterranean specialties, and local wines, which makes the experience feel balanced between adventure and indulgence.

One potential consideration is the group size, capped at 20 travelers, which enhances intimacy but might feel crowded during peak times or if you prefer a more private vibe. Also, while most reviews celebrate the value for money — especially considering the included meals, snacks, Wi-Fi, and hotel transfers — travelers on very tight schedules should note that the tour’s duration includes travel time, so a full day is needed to enjoy it fully.

Key Points

• Stunning scenery and iconic stops like Red Beach, White Beach, and volcanic islands make this cruise visually unforgettable.
• Excellent crew service and comfortable vessels ensure a smooth, friendly experience that many reviews describe as “outstanding.”
• Inclusive amenities like snorkeling gear, Wi-Fi, lunch, drinks, and hotel transfer add genuine value to the modest price.
• Well-planned itinerary combines sightseeing, swimming, snorkeling, and leisure, with optional stops to relax or capture photos.
• Food and drinks receive glowing reviews, especially the on-board seafood, fresh fruit, and local wines, elevating the trip beyond just sightseeing.
• Limited group size fosters a more personalized experience but may be less suited for travelers seeking total privacy or very tight schedules.

The Experience in Detail

The journey begins with a convenient hotel pickup, which many reviews praise as “saving the hassle of finding your way to the port.” This luxury transfer service sets a comfortable tone and is included in the overall price, making it straightforward for travelers who dislike logistical headaches. Once on board, you’ll notice the new vessels — the fleet is described as “brand new,” and this means comfort, cleanliness, and reliability.

The itinerary offers a series of stops that showcase Santorini’s volcanic origins and rugged beauty. The first highlight is Vlychada Beach, famous for its lunar landscape of towering cliffs formed by volcanic ash. This surreal environment is a photographer’s dream. Moving past the Red Beach, with cliffs of deep red volcanic rock, you’ll see one of the island’s most striking sights. This is a scene that can easily be captured in photos, often praised in reviews as “perfect for photos” and “dramatic landscape.”

Next comes White Beach, accessible only by boat and distinguished by its white limestone cliffs and clear waters. Many guests comment on its exclusivity — a real treat to reach this secluded spot where you can swim or snorkel in undisturbed waters. Speaking of snorkeling, the included gear makes it easy to dip into the calm, blue waters and explore beneath the surface.

A stop at Mesa Pigadia Beach offers a 25-minute break, allowing time for swimming and relaxing. Multiple reviews mention how serene and beautiful this spot is, with guests appreciating the peaceful atmosphere and scenic cliffs surrounding them. It’s a perfect escape from busier tourist spots.

As the cruise continues, you’ll sail past the lighthouse, a great chance for photos with a striking beacon against the sea. Then, the volcanic islands of Palea Kameni and Nea Kameni come into view. The latter, known for its active craters and therapeutic hot springs, reminds visitors of Santorini’s fiery past and geological drama. Guests rave about the experience of seeing volcanic activity firsthand and enjoying the thermal waters — a rare natural highlight.

The highlight of the day is the visit to Thirassia, an often-overlooked gem with panoramic views of Santorini’s famous blue-domed churches and caldera. Here, you get a 40-minute stop to enjoy a hearty Mediterranean lunch. The meal includes grilled chicken, seafood like mussels and prawns, pasta, fresh fruit, and local salads. Guests consistently describe the food as “delicious”, “unreal,” or “made on the boat,” which suggests a high-quality, fresh experience rather than just a simple picnic.

The tour concludes with a sunset pass by Vlychada, offering a peaceful, reflective end to the day. Many reviews comment on how the sunset views are spectacular and worth the journey. The entire experience is designed to blend sightseeing with relaxation, making it a well-rounded day.

Who Will Love This Cruise?

This sail is perfect for travelers who want a balanced mix of scenic beauty, good food, and relaxed sailing. It’s especially suited for those who appreciate comfort — the brand-new vessels, professional crew, and inclusive amenities make it a hassle-free way to explore Santorini by water. Families, couples, and small groups will find the intimate atmosphere appealing, while solo travelers will enjoy the chance to meet like-minded people.

If you’re looking for a value-for-money experience that combines sightseeing with leisure and don’t mind a 5-hour commitment, this cruise fits the bill. It’s not ideal for those with extremely tight schedules or those seeking a private, secluded experience, as the group is capped at about 20 people.

The food and drinks are consistently praised, so if you’re a foodie or enjoy a good glass of wine with stunning views, this tour will satisfy those cravings. Plus, the stops at volcanic islands and secluded beaches are genuinely unique, offering a glimpse into the island’s geological past and natural beauty.

Final Thoughts

The Fairwind Sailing Cruise in Santorini is a well-rounded experience that offers impressive scenery, excellent hospitality, and great value. The fact that the fleet consists of new, well-maintained vessels means you’re not just paying for a boat ride — you’re paying for comfort and reliable service. The delicious, onboard-prepared food and drinks add a luxurious touch without breaking the bank. Plus, the itinerary’s variety keeps things interesting — from volcanic landscapes to secluded beaches and spectacular caldera views.

For those seeking a relaxing yet visually stunning day on the water, this cruise stands out as a fantastic choice. It’s especially perfect for travelers who appreciate good service, authentic experiences, and memorable photo opportunities. The small group size enhances intimacy, ensuring everyone feels well cared for and able to enjoy each stop.

All in all, if you prioritize beautiful scenery, good food, and the fun of sailing around Santorini’s legendary sights, this tour is hard to beat in terms of value and experience.

FAQ

How long does the cruise last?
The entire experience is approximately 5 hours, including travel time between stops and the return.

Is hotel pickup included?
Yes, this cruise offers hotel pick-up and drop-off, which many reviews highlight as a major convenience.

What’s the price?
The tour costs around $80 per person, with all amenities including lunch, snacks, snorkeling gear, Wi-Fi, and transfers.

Can I snorkel on this tour?
Yes, snorkeling equipment is included, and there are stops at calm beaches ideal for swimming and snorkeling.

What kind of food is served?
Guests rave about the seafood, grilled chicken, pasta, fresh fruit, and salads. The food is prepared on board.

Are drinks included?
Yes, soft drinks, beer, and white wine are offered during the cruise as part of the package.

Is this suitable for families?
Most reviews mention children enjoying the trip, especially snorkeling and swimming, making it family-friendly.

What scenic sights will I see?
Highlights include Vlychada Beach, Red Beach, White Beach, Palea Kameni, Nea Kameni, the lighthouse, and Thirassia.

Is it a good value?
Absolutely — considering the included amenities, the quality of the vessels, and the variety of stops, many guests describe it as a “great value” for the experience.

This cruise isn’t just a boat ride; it’s a well-curated experience balanced with comfort, scenic beauty, and good food. Perfect for those who want to see the best of Santorini from the water without sacrificing quality or comfort.