Antiparos is a prime spot for sailing, thanks to its calm waters, clear winds, and proximity to some of Greece’s most beautiful islands. Whether you’re after a multi-day adventure or a quick twilight cruise, the waters here promise unforgettable moments. We particularly like the 5-Day Crewed Charter “The Discovery” for its combination of comfort, exploration, and expert crew. If a shorter, intimate experience appeals more, the Half Day Private Sunset Sailing Tour offers a magical evening on the water with top-rated service. Both options highlight the variety of sailing experiences available in this part of the Cyclades, from leisurely island hopping to romantic sunset views.
In our list below, you’ll find two distinct types of sailing adventures: a comprehensive 5-day crewed charter ideal for those wanting to truly enjoy the Cyclades, and a half-day sunset tour perfect for travelers short on time but eager for a memorable seaside experience.
1. 5-Day Crewed Charter “The Discovery” – Lagoon 42 catamaran
At number one, this luxurious 5-day crewed charter offers the chance to sail through the Cyclades aboard a Lagoon 42 catamaran, comfortably fitting up to six people. With a rating of 4.7/5, it’s clear that travelers appreciate both the vessel’s style and the professional crew. The price of $10,732 per group makes it a significant investment, but for many, it’s money well spent for the experience of spending nearly a week on the water exploring islands like Mykonos, Paros, and Naxos. This tour is ideal for those craving a more flexible, all-inclusive adventure with expert sailors handling logistics while you relax.
What sets this cruise apart is the blend of luxury and authentic island-hopping. You’ll experience life at sea, waking up to new vistas each morning, and enjoy the comfort of a well-equipped vessel with a passionate crew dedicated to making your trip memorable. Guests consistently leave reviews praising the crew’s professionalism and friendliness. One reviewer noted, “The crew made us feel like family, and the scenery was breathtaking.”
Bottom Line: If you want a multi-day escape with all the comforts of home and a focus on exploring the Cyclades at your own pace, this crewed charter is a superb choice. It’s best suited for groups or couples who want to savor every moment at sea.
2. Half Day Private Sunset Sailing Tour
Coming in at number two, this 4-hour private sunset sailing tour offers a chance to enjoy Greece’s beautiful waters during one of the most picturesque times of day. For just $282 per person, you’ll board a 51-foot yacht with an experienced captain and crew, and cruise along the southern beaches of Naxos, Paros, and past the Rina Caves. This tour is highly rated at 5/5, reflecting its ability to deliver a safe, intimate, and genuinely memorable experience.
What makes this tour special is the focus on sunset views and the intimate setting. The captain guides you through the best spots for viewing the golden hour, with the chance to swim in protected beaches or explore caves along the way. The highlight is watching the sun sink behind the islands, painting the sky with oranges and pinks. During sunset, the views of the skyline are at their best, making this a perfect choice for couples seeking romance or anyone wanting a serene evening on the water.
Guests rave about the friendly crew and the peaceful atmosphere. One said, “The sunset was spectacular, and the boat was comfortable and well-managed.” With only four hours, it’s a manageable escape from a busy schedule.
Bottom Line: This tour is perfect for those wanting a quick, high-quality sailing experience with a focus on sunset scenery and a relaxed vibe. It suits couples and singles looking for a romantic evening or a peaceful escape.
How to Choose
When deciding between these two sailing experiences, consider your time, budget, and what kind of experience you want. The 5-Day Crewed Charter “The Discovery” is best if you want to fully learn about sailing, island hopping, and enjoy luxurious comfort over several days. It’s ideal for those seeking a relaxed, all-inclusive experience and willing to spend more.
On the other hand, the Half Day Private Sunset Sailing Tour is perfect if you’re short on time but still want to enjoy the sea and stunning views. It’s more affordable, less time-consuming, and excellent for couples or small groups wanting a romantic or peaceful experience.
If your main goal is exploring multiple islands with the flexibility of a yacht, the longer cruise offers unmatched value. If you’re looking for a single, memorable moment on the water, the sunset tour hits the mark.
Final thoughts
Antiparos offers a fantastic range of sailing options suited to different tastes and schedules. For a comprehensive adventure with all amenities, the 5-Day Crewed Charter “The Discovery” is hard to beat. But if a one-evening escape suits your plans, the Half Day Sunset Sailing Tour delivers a spectacular, intimate experience.
Booking early is recommended, especially in high season, to secure your preferred dates. Whether you want to explore the Cyclades over days or just enjoy a sunset on the water, these tours promise a memorable Greek sailing experience that you’ll cherish long after your trip ends.
