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Experience a luxurious full-day private sailing tour in Naxos, with expert guides, stunning stops, and personalized adventures on a yacht around the Cyclades.
Travelers seeking a blend of adventure, relaxation, and authentic Greek maritime charm often find themselves captivated by the allure of a private sailing tour in Naxos. This full-day voyage aboard the luxury yacht Annabella, guided by the experienced Captain George Fragiskos, promises a personalized experience that balances breathtaking scenery, engaging lessons, and the chance to explore some of the most beautiful spots around the Cyclades.
What we love most about this tour is the opportunity to learn sailing from a seasoned skipper—Captain George has over forty years of navigating Greek waters—making the journey as educational as it is scenic. Plus, the variety of stops, from swimming in crystal-clear waters to visiting charming villages, ensures there’s something for all. However, a potential consideration is the price point, which might be steep for some travelers, although the exclusivity and tailored experience often justify the cost.
This private cruise is ideal for those who value personalized service, authentic experiences, and expert guidance. Whether you’re celebrating a special occasion, eager to explore the Cyclades in comfort, or simply love being on the water, this tour offers a memorable way to see Naxos and its surrounding islands.


For a more personal experience, these private Naxos tours deliver individual attention
The tour begins at the Naxos Sailing Tours meeting point in Protopapadaki, a conveniently located spot near public transportation. The entire experience stretches approximately 9 hours, giving ample time to enjoy multiple stops without feeling rushed. The group size is capped at 13 people, which creates a relaxed, intimate environment but also means booking well in advance—on average 114 days ahead—is advisable.
The vessel is a luxury yacht designed for comfort and style, providing a stable platform for both sightseeing and activities like snorkeling. The boat’s onboard facilities and amenities ensure a smooth journey, whether you’re lounging on deck or learning how to steer under Captain George’s guidance.
Stop 1: Naxos Town — The voyage kicks off with a scenic sail from Naxos, setting the tone with lovely views of the island’s coastline. The first major stop is the Panteronissia islets, including the renowned Blue Lagoon—a highlight for many travelers. Here, you’ll have the chance to swim and snorkel in water so clear you’ll forget you’re not in a tropical paradise. If you’re feeling daring, jump from the cliffs or explore the underwater world with the provided snorkeling gear, which reviewers consistently praise for its quality and usefulness.
Stop 2: Holed Cave and Marine Life — Next, the yacht anchors near the Holed Cave, a natural wonder where you can snorkel among fish, corals, and sea urchins, or even take a leap from the cliff if you’re brave enough. Many guests mention how the caves and underwater scenery are simply unforgettable, with some noting the chance to capture stunning photos and videos.
Lunch Options: Paros or Small Cyclades
Depending on your chosen route, you’ll either:
Apart from sightseeing, this tour offers sailing lessons—a unique feature that many guests rave about. Captain George takes the time to teach navigation, sail trimming, and steering, sharing insights from his impressive 40-year career. For those who love hands-on experiences, this adds a layer of engagement many other tours lack.
Waterproof flashlights are provided for cave exploration, and noodles for swimming are included, ensuring both safety and fun. The live commentary, often humorous and informative, enhances understanding of the local sights, myths, and history.
While lunch isn’t included in the price, snacks, bottled water, and beverages are provided throughout the day. Guests frequently mention the local organic wine or raki as a delightful addition to the experience, adding to the authentic Greek vibe. Light refreshments and snacks sustain you through the day, making it easy to focus on the scenery and activities without worrying about hunger.
At around $2,429 for a group of up to 13, this cruising adventure might seem costly at first glance. However, the all-inclusive nature, the personalized approach, and the opportunity to learn sailing from a seasoned captain make it a strong value for those seeking a private, high-end experience. The reviews indicate that many guests felt the price was justified given the quality and exclusivity of the trip.
Multiple guests have expressed high satisfaction, especially praising the knowledgeable guides and the beautiful scenery. One reviewer shared that their private tour for a birthday was “excellent,” with “the crew very nice and funny,” and that sailing across the Cyclades with friends was “a wonderful time.” Others appreciated how Captain Thiseas and co-captain Angel were willing to explain everything, making the experience both relaxing and educational.
The sense of safety and professionalism mentioned in reviews reassures first-time sailors, while the scenic stops and snorkeling opportunities cater to all levels of experience.
This private cruise suits travelers who value personalized service and learning opportunities, as well as those who want a luxurious day on the water. It’s ideal for special occasions, romantic getaways, or groups of friends looking for a memorable adventure. If you’re curious about sailing and enjoy exploring hidden corners of the Greek islands, this tour provides a perfect blend of both.
It’s also suitable for those who appreciate a flexible itinerary and want to avoid crowded tours—since it’s private, you control the pace and stops. Be aware that the price might be a barrier for some, but many guests feel the exclusivity and tailored experience justify the cost.

This private full-day cruise in Naxos offers a rare opportunity to combine luxury, learning, and adventure on Greece’s stunning waters. The presence of an experienced skipper like Captain George means safety and insights are top-notch, adding extra value to the experience. Guests will enjoy beautiful swimming spots, caves, charming villages, and personalized sailing lessons that make this more than just a boat trip—it’s an engaging, immersive experience.
While the cost is higher than some group tours, the exclusivity, high-quality amenities, and knowledgeable guides make it a worthwhile choice for those seeking something special. Whether celebrating a milestone, indulging in a luxury escape, or craving authentic Greek maritime adventures, this tour promises memorable moments that you’ll cherish long after returning home.

Is this tour suitable for all ages?
Yes, most travelers can participate, provided they are comfortable on the water. The tour involves swimming, exploring caves, and some cliff jumping, so keep that in mind for children or less adventurous guests.
How many people are on each tour?
The tour is private with a maximum of 13 guests, making it a very intimate experience. Larger groups can be accommodated for an extra cost, up to 20 guests.
What is included in the price?
Snacks, bottled water, beverages, snorkeling equipment, live commentary, and local organic wine or raki are included. Lunch is not included but can be enjoyed at the stops.
What should I bring?
Bring swimwear, towels, sunscreen, hats, and cameras. Dress appropriately for weather conditions, especially if you plan to snorkel or explore caves.
Is there a dress code or special clothing needed?
Comfortable clothing suitable for a day on a boat is recommended. No formal attire is necessary, but consider layers and sunscreen.
What if my cruise ship dock times don’t align with the tour?
The tour requires you to provide your ship’s name, docking, disembarkation, and re-boarding times at booking. Be sure your schedule aligns to avoid missing the experience, as refunds aren’t provided for late arrivals.
This private sailing tour is a fantastic way to explore Naxos and nearby islands with the comfort, exclusivity, and guidance needed for a truly memorable day on the water.