5 days all inclusive private cruise from Naxos to the small cyclades

A 5-Day Private Sailing Adventure from Naxos to the Small Cyclades

Imagine cruising along crystal-clear waters with the gentle sway of a boat beneath you, visiting some of Greece’s most pristine islands—Koufonissi, Schinoussa, Iraklia, and Antiparos—without the crowds. For around $91 per person, this all-inclusive private cruise offers an intimate, flexible way to explore the lesser-known corners of the Cyclades. Guided by Depy and Jerome, you’ll enjoy a personalized itinerary that suits your pace—whether that’s relaxing on quiet beaches, snorkeling in clear waters, or wandering charming island streets.

What we really love about this trip is the chance to skip the tourist hordes and enjoy untouched beaches at your leisure. Plus, the boat is equipped with Wi-Fi, so you can share stunning views or stay connected, making it perfect for those wanting a mix of peace and convenience. On the flip side, considering the style of the tour, you should be comfortable with the idea that cancellations depend heavily on the weather, which is typical for sailing adventures.

This experience is ideal if you’re after an authentic, flexible, and relaxed way to explore the Small Cyclades. It’s especially suited for travelers who appreciate comfort, exceptional scenery, and a touch of luxury—plus, who doesn’t love the idea of waking up in a different island paradise each morning?

Key Points

• Flexible, private experience tailored to your group’s preferences
• Visit four charming islands with plenty of time to swim, snorkel, and explore
• All-inclusive with onboard meals and Wi-Fi for maximum convenience
• Authentic small-scale sailing avoiding crowds and tourist traps
• Expert hosts who prioritize your comfort and enjoyment
• Weather-dependent cancellations with full refund or alternative dates

An In-Depth Look at the Small Cyclades Sailing Tour

This 5-day private cruise is all about combining relaxation, exploration, and personalized service. Starting from Naxos, the journey takes you through some of the Cyclades’ less crowded islands, each with its own charm and character. At just $91 per person, this experience offers a remarkable way to see these islands without the hassle of planning individual trips or fighting tourist crowds.

What Makes This Cruise Stand Out?

First, the pace and privacy. Since it’s a completely private tour, only your group is on the boat, giving you the freedom to customize each day. Whether you want to cruise leisurely, add extra swimming stops, or spend more time on land, the hosts are flexible.

Second, the luxury of an all-inclusive experience. From fresh onboard breakfasts to Wi-Fi connectivity, you won’t need to worry about extra costs or the logistics of meals and communication. The boat is equipped to keep connections alive, so you can share your stunning vistas with friends or family back home.

The Itinerary Breakdown

Day 1: Koufonissi

Your adventure begins in Koufonissi, famous for its beautiful beaches and clear waters. Spending the first night here lets you soak in the island’s relaxed vibe without rushing. You’ll have plenty of time to explore local beaches and perhaps enjoy a swim or snorkel right off the boat. According to one review, this part of the trip offers “beautiful beaches,” making it a perfect introduction to the Cyclades’ natural beauty.

Day 2: Schinoussa

On the second morning, you’ll sail to Schinoussa, docking in its main bay. It’s a small island that feels untouched by mass tourism. Staying overnight here gives you a chance to walk around, enjoy local cafes, or simply relax on quieter beaches. One traveler mentioned that Depy and Jerome, the hosts, took great care of them, preparing incredible meals and ensuring a comfortable stay.

Day 3: Iraklia

Next, the boat takes you to Iraklia, another peaceful island. Spending the night here means you can explore at a slow pace, perhaps discovering secluded beaches or hiking a bit inland for views. The review highlights how attentive the hosts are, making the trip feel like a bespoke experience rather than a mass tour.

Day 4: Antiparos

Your final island stop is Antiparos, known for its charming town, caves, and relaxed atmosphere. Spending a night here allows for a deeper dive into local life, and you might enjoy wandering through alleyways, sampling local cuisine, or simply relaxing on quiet beaches. The boat stays docked overnight, giving ample time to soak in the island’s relaxed charm.

Day 5: Return to Naxos

The trip wraps up with a short sail back to Naxos Marina. The entire journey is approximately an hour, allowing you to reflect on the past days of stunning scenery and tranquil island life.

What to Expect on Board

The boat itself is a key part of this experience. It’s equipped with Wi-Fi, which adds a touch of modern comfort to the classic sailing adventure. You’ll start each day with a delicious onboard breakfast, fueling you for the day’s explorations. The boat is designed for comfort and privacy, making it ideal for families, friends, or even a small group of travelers seeking a bespoke experience.

The timing is flexible within the day, but the typical schedule sees the boat anchored for about 12 hours at each stop, ample time to swim, snorkel, or explore on foot. Nighttime is spent aboard the boat, providing a cozy, mobile base that moves with your itinerary.

The Experience of Authenticity

The reviews echo the value of an authentic experience. One traveler praises Depy and Jerome as “excellent hosts” who truly love what they do, taking care of guests with homemade meals and constant attention. This genuine hospitality elevates the experience beyond just scenic views.

The Value of the Price

At $91, this cruise offers remarkable value considering the personalized service, the private boat, and the multiple islands visited. When you compare it to typical day trips or large group tours, the exclusivity and flexibility here are well worth the price. Plus, the all-inclusive meals and Wi-Fi reduce the need for extra spending or planning.

Considerations and Cautions

While the experience is tailored and flexible, it’s weather-dependent—as most sailing trips are. If poor weather causes cancellations, you’ll be offered a different date or a full refund. Travelers should be comfortable with the idea that weather can impact the schedule, especially in the unpredictable Greek spring or fall.

Who Would Love This Tour?

This private cruise is perfect for travelers seeking an authentic, relaxed, and customizable way to explore the Small Cyclades. It suits those who value comfort, privacy, and scenic beauty over large crowds. It’s also an excellent choice if you prefer to avoid the hassle of detailed planning, letting knowledgeable hosts handle the logistics while you focus on relaxing and enjoying the views.

Those traveling with a small group, family, or friends will find this experience especially rewarding. It’s ideal for anyone wanting to combine luxury with laid-back island hopping—a true taste of Greece’s lesser-known islands without sacrificing comfort or authenticity.

FAQ

What is the price of this cruise?
The cost is around $91 per person for the 5-day all-inclusive private experience, which covers meals, Wi-Fi, and the boat.

How long does the trip last each day?
You’ll typically spend about 12 hours anchored at each island, giving plenty of time to swim, explore, or relax onboard or on land.

Where does the trip start and end?
It begins at Xanemo Sailing in Naxos Port at 8:30 am and returns to the same point after five days.

Is this tour suitable for all travelers?
Most travelers can participate, and it’s ideal for those looking for a private, flexible experience. However, it’s weather-dependent, so flexibility is essential.

What islands are visited during the trip?
The itinerary includes Koufonissi, Schinoussa, Iraklia, and Antiparos, each offering unique sights and relaxed atmospheres.

Can I customize the itinerary?
Yes, the itinerary is fully customizable, allowing you to tailor each day to your interests, whether that’s more swimming, exploring, or relaxing.

Are meals provided?
Yes, the cruise includes onboard meals, with a focus on fresh, delicious options prepared by attentive hosts.

Final Thoughts

This 5-day private sailing trip from Naxos to the Small Cyclades offers a rare chance to enjoy Greece’s tranquil islands without the crowds. With a flexible itinerary, personalized service, and the comfort of Wi-Fi and onboard meals, it strikes a fine balance between adventure and relaxation. It’s perfect for travelers who want to experience authentic island life in a luxurious, intimate setting.

Whether you’re a seasoned sailor or a first-time adventurer, this journey promises beautiful scenery, friendly hosts, and the kind of quiet, unspoiled beaches that make Greece so special. For those craving a bespoke escape that emphasizes natural beauty and genuine hospitality, this cruise is well worth considering.

In brief, if you’re after a relaxed, authentic, and private way to see the Small Cyclades, with the flexibility to shape your days and enjoy stunning views, this cruise delivers on all fronts. It’s a chance to escape the crowds and dive into the true spirit of Greek island life, all from the comfort of a welcoming boat.