Sailing Cruise in Santorini With Fairwind

Imagine gliding across the waters of Santorini on a sleek, modern catamaran, surrounded by volcanic cliffs, iconic beaches, and a sunset that turns the sky into a canvas of fiery colors. That’s what the Fairwind sailing cruise promises, and from the glowing reviews and detailed itinerary, it’s clear this experience hits the right notes for many travelers.

What we love about this tour are the stunning scenic stops, delicious onboard cuisine, and the professional crew that guides the journey with care and insight. Plus, the boat itself is brand new, which adds a touch of luxury and comfort. The potential snag? Since the tour lasts around five hours and includes multiple stops, it’s best suited for those with flexible schedules and a love of the water.

This cruise is perfect for visitors seeking an authentic, scenic, and relaxing day on the Aegean—ideal for couples, small groups, or anyone eager to see Santorini from a different perspective.

Key Points

• Stunning coastal views and iconic beaches like Red Beach and White Beach.
• Relaxing stops for swimming and snorkeling, with equipment included.
• Authentic Mediterranean cuisine served onboard, including grilled seafood and fresh fruit.
• Professional crew known for friendly, attentive service.
• Luxury transfer service included, making logistics hassle-free.
• Small group size (max 20 travelers) ensures personalized attention.

The Appeal of the Santorini Sailing Experience

Santorini is famous for its volcano, caldera, and picture-perfect sunsets, but exploring these by boat offers a unique vantage point that land-based visits can’t match. The Fairwind cruise is designed to showcase the island’s most photogenic spots while providing a truly relaxing atmosphere.

What makes this tour stand out is the fleet of brand new vessels, managed by a passionate team who prioritize guest comfort. From the moment you’re picked up at your hotel to the moment you’re dropped back at your accommodation, everything is geared toward a seamless experience. WiFi availability onboard is a thoughtful touch, allowing you to share photos or check your social media during the voyage.

Detailed Breakdown of the Itinerary

Vlychada Beach: The Surreal Start

The cruise kicks off with a view of Vlychada Beach, renowned for its lunar landscape carved by volcanic ash, creating a dramatic backdrop. The cliffs here are tall and stark, giving the scenery an otherworldly feel. This opening sets the tone for a journey filled with natural marvels, making it a favorite among reviewers who called it “very good” and “the best.”

Red Beach: A Must-See Photo Spot

Next, the boat slides past Red Beach, one of Santorini’s most iconic sights. The striking red volcanic cliffs contrast sharply with the blue waters, offering perfect photo opportunities. It’s a landscape you’ll want to stop and capture, especially during golden hour or sunset. According to reviews, many guests appreciated the opportunity to admire such a dramatic and photogenic site.

White Beach: A Hidden Gem

White Beach is accessible only by boat, and many travelers consider it an “exclusive highlight.” Its white limestone cliffs and crystalline waters are a tempting spot for swimming or simply relaxing on the boat. Seclusion and natural beauty combine here, making it worth the visit.

Mesa Pigadia Beach: Swimming & Snorkeling

After the scenic drive, the ship anchors at Mesa Pigadia Beach for about 25 minutes, giving guests time to swim or snorkel in calm, clear waters. The included snorkeling equipment and the peaceful surroundings make this a favorite stop—reviewers noted how serene and beautiful the waters were, perfect for unwinding and snapping photos.

Lighthouse & Volcanic Islands: Nature’s Raw Power

Sailing by the lighthouse, you’ll get breathtaking views of the coast. Then, the boat approaches Palea Kameni and Nea Kameni, volcanic islands formed by volcanic activity. Guests often comment on the rugged landscapes, hot springs, and active craters—reminders of Santorini’s fiery origins. The “raw natural beauty” of these spots is what draws many back year after year.

Thirassia: The Cultural & Culinary Highlight

The cruise makes a 40-minute stop at Thirassia, an often-overlooked island with a rich local vibe. You’ll enjoy a Mediterranean feast—think grilled chicken, seafood, pasta, and fresh fruits—complemented by soft drinks, beer, and local white wine. Many reviewers praise the quality of the food, describing it as “unreal” and “delicious.”

While at Thirassia, you’ll take in breathtaking views of the caldera and iconic blue-domed churches. This snapshot of Santorini’s traditional charm is highly recommended, with guests posting photos of the colorful landscape and charming village streets.

Sunset & Final Pass

The tour’s last stop offers a peaceful moment as the boat glides back past Vlychada during sunset. Many reviews mention how magical this ending is, providing a perfect opportunity for reflection and stunning photos. The calm, serene atmosphere here is the ideal way to conclude the day.

What You Can Expect Onboard

The crew gets frequent praise for their friendly, professional manner. They’re attentive to guests’ needs, from serving delicious onboard snacks and meals to providing snorkeling gear and ensuring safety. The boat’s new models and well-maintained condition mean comfort is guaranteed, with plenty of space and modern amenities.

Food & Drinks

Guests rave about the quality of onboard cuisine, with many mentioning the seafood, grilled meats, and fresh fruit as highlights. The meal is served in a relaxed setting, often with a view of the caldera or the sunset. Soft drinks, beer, and white wine are included, so you can toast your day on the water.

Additional Comforts

WiFi onboard is a thoughtful addition, allowing guests to share their experience in real-time. The luxury transfer service from your hotel simplifies logistics, especially if you’re staying outside the main port area.

Group Size & Atmosphere

With a maximum of 20 travelers, the tour maintains an intimate and friendly vibe. Many reviews highlight the small-group feel, which enhances the personalized service and makes the experience feel more exclusive and relaxed.

The Value Proposition: Is It Worth It?

At $82, this cruise offers a lot. You get around five hours of scenic sailing, stops at several iconic beaches and volcanic islands, a delicious Mediterranean lunch, snorkeling gear, WiFi, and hotel transfers. Reviewers agree the value for money is excellent, especially considering the new vessel quality and attentive service.

The personalized approach, small group size, and diverse stops make this a well-rounded experience. It’s not just about the sights—it’s about the comfort, the food, and the feeling of being cared for during a memorable day on Santorini’s waters.

Who Will Love This Tour?

This cruise is ideal for couples seeking romance, small groups wanting a scenic day, and families who enjoy water activities. The relaxed pace and inclusive amenities make it suitable for most travelers, although those with tight schedules or serious mobility issues might want to plan carefully around the timings.

It suits anyone eager to see Santorini from the sea, taste authentic Mediterranean food, and enjoy a smooth, enjoyable day with expert guides and crew.

Frequently Asked Questions

Is hotel pickup and drop-off included?
Yes, the tour includes luxury transportation from your hotel to the port and back, making logistics easier and more comfortable.

How long is the cruise?
The entire experience lasts approximately five hours, including all stops and travel time between attractions.

Are snorkeling equipment and food provided?
Yes, snorkeling gear is included, and onboard snacks and meals—featuring grilled seafood, pasta, and fresh fruit—are part of the package.

Can I expect to see volcanic islands?
Absolutely, the tour passes Palea Kameni and Nea Kameni, offering views of volcanic craters and hot springs.

Is this tour recommended for children?
While not explicitly stated, the reviews mention children enjoying the experience, especially snorkeling and swimming stops. The small group size and relaxed pace are family-friendly.

What is the maximum number of travelers?
Only up to 20 guests are allowed, ensuring an intimate, personalized experience.

Final Thoughts

The Fairwind sailing cruise in Santorini combines beautiful scenery, quality onboard service, and authentic experiences at a reasonable price point. The stops offer a diverse range of sights—from lunar-like landscapes to volcanic islands—and the onboard meals are consistently praised for their quality.

If you’re looking to combine comfort, scenic beauty, and genuine hospitality, this tour is hard to beat. It’s especially well-suited for travelers who want a balanced mix of sightseeing, relaxing, and culinary delights—all on a modern, well-maintained vessel.

Whether it’s your first time in Santorini or a return visit, this cruise promises a memorable day filled with spectacular views, delicious food, and unforgettable moments on the water. It’s an experience that many reviewers say they would do again—and that’s a pretty strong endorsement.