SANTORINI PRIVATE SAILING CRUISE TOUR

Santorini Private Sailing Cruise Tour: A Deep Dive into an Intimate Island Adventure

Imagine gliding across Santorini’s famous volcanic caldera on a sleek catamaran, with the wind in your hair and the stunning views of whitewashed villages clinging to cliffs. For about $1,355 per group (up to two people), this tour offers an exclusive day of sailing, swimming, and dining—plus the chance to tie the knot with a Greek celebrant if you’re planning a wedding. We found this experience particularly appealing because it combines privacy with authentic scenery and good food, creating a personalized celebration or romantic escape.

What truly makes this tour shine are the intimate setting and the well-curated meal service. The crew’s professionalism and the gorgeous backdrop of Santorini’s landscape make for an unforgettable atmosphere. On the flip side, the price point might be a consideration for some, especially if you’re traveling solo or in a larger group seeking value. But for couples or very small groups seeking a luxurious, private experience, this cruise offers a level of personal attention that larger tours can’t match. If you love the idea of sailing around an island with close friends or your partner, soaking in spectacular views and sharing a Greek feast, this tour is definitely worth considering.

You can check availability for your dates here:

Key Points

• Private and Romantic: Perfect for couples or small groups seeking intimacy.
• Includes food and drinks: Features a Greek BBQ, seafood, wine, and beer, offering excellent value.
• Scenic Route: Visits notable spots around Santorini’s caldera, hot springs, and best sunset viewing points.
• All-inclusive: Transfers, snorkeling gear, and restroom facilities are included.
• Limited suitability: Not suitable for pregnant women, those with mobility issues, or persons intoxicated.
• Flexible booking: Cancel up to 24 hours in advance for a full refund, with the option to reserve without immediate payment.

Setting the Scene: An Authentic Day on the Water

We love the idea of starting your day with hotel pickup and air-conditioned transport, easing into your adventure without stress. The modern shuttle will pick you up roughly an hour before departure, depending on your hotel’s location, giving you ample time to soak in the anticipation. Once aboard your private catamaran, you’ll be welcomed by a professional Greek skipper and crew, whose local knowledge guarantees you get the most out of your day. The boat itself is designed for comfort and stability, with restrooms, changing rooms, and beach towels at your disposal.

Unlike crowded group tours, this experience feels more like a floating private lounge, with the crew attentive and ready to cater to your preferences. The complimentary drinks—including Greek beer, white wine, sodas, and mineral water—make it easy to toast your good luck or celebrate an anniversary. Snorkeling gear is provided so you can cool off in the crystal-clear waters or explore the underwater world near the caldera.

The Itinerary: From Hot Springs to Sunset Views

One of the best parts of this cruise is how it balances sightseeing with relaxed leisure. While the boat cannot moor directly on beaches, you’ll stop as close as possible for swimming and snorkeling, offering a chance to cool off or explore undersea life. The crew will keep a safe distance of about 50 meters from the hot springs, ensuring your experience is both safe and enjoyable. The temperature difference—hot springs about 4°C warmer than the surrounding water—adds a fun element as you dip in and out.

Midday, the boat will anchor at a scenic spot chosen for its breathtaking views of the island. Here, you’ll be served a Greek meal, which is more than just a snack. Expect light-fried fish fillets, BBQ chicken, Greek salad, pasta, bread, and spreads—all prepared with care. For vegetarians, options like Greek salad, roasted vegetables, and dolmadakia are available, making sure everyone’s taste buds are satisfied.

The highlight is the sunset—a magical moment when the sky turns shades of pink and orange, and Santorini’s iconic villages glow softly. The crew will serve wine, soft drinks, or beer to toast the occasion, making it a perfect setting for an intimate ceremony or just a romantic dinner on the water.

The Food and Drink Experience

The meal served on board elevates this cruise beyond simple sightseeing. The Greek fish, grilled chicken, and veggie dishes are described as delicious and well-prepared, adding to the feeling of authenticity. Reviewers consistently mention the excellent wine selection and the quality of the food, which is noteworthy given the setting. The beverages complement the meal perfectly, whether you’re celebrating or just enjoying the scenery.

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Who Will Love This Tour?

This experience is best suited for couples seeking a romantic getaway or small groups wanting an exclusive, personalized day on the water. The private nature and luxury touches make it ideal for special occasions, like anniversaries or even a small wedding ceremony. Because it’s limited to groups of up to two (or up to 12 if you invite friends), it’s not designed for large parties or budget travelers. It’s worth noting that the tour is not suitable for pregnant women, those with mobility issues, or anyone intoxicated, to ensure safety and comfort for all.

A Closer Look: What Makes This Experience Stand Out?

Many reviews highlight the knowledgeable and friendly crew—not just skilled sailors but also engaging hosts who provide local insights. One traveler mentioned, “The crew made us feel like VIPs. They knew the best spots and made everything so easy.” This personal touch often turns a simple boat ride into a memorable celebration.

The choice of stops is another highlight. While the boat doesn’t dock directly on beaches, the crew’s careful planning ensures you get close enough for swimming, snorkeling, or just relaxing in the sun. The hot springs are a unique feature—though the boat maintains a safe distance, the chance to experience the warm waters nearby is worth noting.

The food quality consistently impresses guests, with many describing the seafood and BBQ as delicious and plentiful. The wine and drinks are also praised, especially as they are served in a setting that screams celebration.

An added bonus is the flexibility in booking and cancellation. You can reserve now and pay later, and cancel up to 24 hours in advance for a full refund, making it easier to plan with confidence.

Practical Tips for Travelers

Be sure to bring your passport or ID, especially if you plan to tie the knot. Pack water shoes for swimming, and don’t forget your camera—there are countless photo opportunities of the caldera, villages, and sunsets. Dress in clothes that can get dirty or damp, and consider bringing a hat and sunscreen. The tour advises against pets, strollers, and smoking on the boat, and alcohol consumption onboard is controlled to ensure safety.

Remember, the cruise cannot moor directly on beaches, so plan accordingly if you’re eager to land on sandy shores. Also, if you or your companions are pregnant, have mobility issues, or are over 95, this might not be the right choice.

Final Thoughts: Is This Tour Right for You?

For anyone wanting an intimate, luxurious experience on the water, this private catamaran cruise offers a perfect blend of scenic beauty, gourmet food, and personalized service. It’s especially suited for couples or small groups celebrating a special occasion, or those who simply want to enjoy Santorini from a different perspective—on the water, away from crowded tours. While the price might seem high, the exclusivity, quality of food, and stunning views make it a worthwhile investment for a memorable day.

If you’re after a romantic, private experience that combines the best of Santorini’s sights with excellent hospitality, this cruise will meet your expectations. Plus, with flexible booking and a focus on comfort and safety, it’s a stress-free way to indulge in a special part of Greece.

Frequently Asked Questions

What is included in this tour?
You’ll get hotel pickup and drop-off, a professional Greek skipper and crew, complimentary drinks (wine, beer, sodas, water), snorkeling equipment, beach towels, restroom access, and a Greek meal onboard.

Is transportation to the boat comfortable?
Yes, the round-trip transfer is by modern, air-conditioned shuttle, making the journey to and from your hotel smooth and hassle-free.

Can I cancel this tour if my plans change?
Yes, you can cancel up to 24 hours in advance for a full refund. You can also reserve now and pay later, giving you flexibility.

What should I bring on the day?
Make sure to bring your passport or ID, a hat, camera, water shoes, clothes suitable for getting damp or dirty, and your credit card for extras or tips.

Are there vegetarian options?
Absolutely. Vegetarian dishes like Greek salad, roasted vegetables, and rice-stuffed vine leaves are included, along with seafood and grilled chicken for non-vegetarians.

Is this tour suitable for children?
The information emphasizes adults and small groups, but children over 1 year might be allowed with prior arrangements. The tour isn’t suitable for babies under 1 year.

Are there any restrictions I should be aware of?
Yes, this tour isn’t suitable for pregnant women, mobility-impaired persons, or those over 95. Alcohol and smoking are not permitted onboard.

Can I book the tour now and pay later?
Yes, that option is available, allowing you to secure your spot while keeping your plans flexible.

In essence, this Santorini Private Sailing Cruise offers a thoughtfully curated, luxurious way to experience the island’s natural beauty and flavors. Whether you’re celebrating a special day or simply want a peaceful escape, it’s a memorable, intimate journey on Greece’s most iconic waters.

You can check availability for your dates here: