Antiparos is a standout for sailing in the Cyclades. Its calm, clear waters, dramatic coastline, and charming coves make it ideal for exploring by boat. Whether you’re after a luxurious escape, a private adventure, or a relaxing sunset sail, Antiparos offers options that suit all tastes. Personally, I love the private cruises for their personalized touch, especially those that include swimming stops and cave exploring — nothing beats dipping into that crystal-clear water. That said, the 5-day crewed charter feels like a true voyage, perfect if you’re craving a longer, more immersive experience in the Greek islands.
For those who want an authentic yet leisurely experience, the half-day sunset tour captures the magic of a Greek evening — a must-do for romance and relaxation. Every option here promises a memorable way to enjoy the sea, whether you’re seeking comfort, adventure, or a scenic sunset.
1. 5-Day Crewed Charter “The Discovery” – Lagoon 42 catamaran
At number 1, we kick off with a luxury 5-day sailing cruise aboard the Lagoon 42 catamaran, “The Discovery”. This is a premium choice for travelers who want to combine comfort with adventure in the Cyclades. The cruise visits the most popular islands, and the crew — experienced and passionate — ensures you have a smooth, customized experience. It’s rated 4.7/5 based on reviews, which speaks to its quality.
On this trip, you’ll spend five days living at sea, waking up to new islands each morning. The yacht is fully crewed, so your responsibilities are minimal — just relax and enjoy. Imagine mornings on deck with coffee, afternoons swimming in secluded beaches, and evenings watching sunsets from the deck. The price is $10,732 per group up to six, making it a significant investment but one that offers unmatched luxury and convenience. This tour is best suited for couples or small groups seeking a blend of adventure and indulgence with all meals and cruising logistics handled for you.
Bottom Line: If you’re craving a longer, all-inclusive experience with all the comforts of a private yacht, this cruise delivers. It’s perfect for celebrating a special occasion or indulging in a week of pure sailing luxury.
2. Antiparos: Private Sailing Cruise with Swim Stops and Lunch
Number 2 on our list is a more intimate and flexible option — a private day cruise between Paros and Antiparos, “Antiparos: Private Sailing Cruise with Swim Stops and Lunch”. This tour scores a perfect 5/5 in reviews and costs $1,716 for up to four people. It’s an excellent way to enjoy personalized service, especially if your time is limited or you prefer a shorter trip.
The itinerary includes swimming and snorkeling in crystal-clear waters, exploring sea caves, and visiting the ruins of the Temple of Apollo. The boat ride takes about 7 hours, with stops at Panteronisi, Despotiko, and other scenic spots. You’ll be picked up either from the Port of Pounta or Glaraki daily cruises, making it easy to plan around your schedule. The highlight is the opportunity to jump from cliffs and swim in secluded coves — ideal for adventure seekers or those wanting a relaxing day on the water. A generous Greek meal is served onboard, adding to the authentic vibe.
This tour is perfect for small groups or couples wanting a private, customizable day. It’s a fantastic way to see the coastline and sea caves without the commitment of a multi-day cruise.
Bottom Line: For a private, flexible day on the water with swim stops and local flavors, this cruise is a top pick — especially if you want to explore at your own pace.
3. Half Day Private Sunset Sailing Tour
Last but not least, the Half Day Private Sunset Sailing Tour offers a shorter, more relaxed experience that captures the magic of a Greek evening. Priced at $282 per person and lasting about four hours, this is a perfect option for travelers who want a taste of sailing without committing to a full day or multi-day trip. “Half Day Private Sunset Sailing Tour” is rated 5/5, reflecting its popularity and quality.
You’ll sail aboard a 51-foot yacht with an experienced captain guiding you past some of Naxos and Paros’ most scenic spots — including the Rina Caves and southern beaches. The timing is ideal for sunset, when the skies turn golden and the water reflects the changing colors. The crew creates a relaxed, intimate atmosphere, perfect for couples or small groups wanting a memorable evening. Snacks and drinks are usually included, making this a delightful way to unwind after a day of sightseeing.
This tour is best suited for those limited on time but eager to enjoy a scenic, romantic experience. The focus on safety, comfort, and stunning views makes it a no-brainer for a special night out.
Bottom Line: If you want a short, scenic escape into the Greek evening with a peaceful cruise and memorable sunset views, this tour hits the mark.
How to Choose the Right Sailing Experience
When deciding between these options, consider your travel style and priorities. For a multi-day adventure with luxurious amenities, the 5-day crewed charter offers the most comprehensive experience. If your schedule is tighter but you still want privacy and customization, the private day cruise provides a flexible and intimate outing. Lastly, if you’re looking for a romantic evening or a quick escape, the sunset tour provides an unforgettable, scenic close to your day.
Budget, available time, and the type of experience you’re after — whether relaxing, adventurous, or romantic — will guide your choice. Booking early is recommended, especially for the multi-day cruise, as these experiences are popular in the summer months.
Final Thoughts
Antiparos offers a wonderful variety of sailing experiences, from luxurious long stays to quick scenic trips. For those seeking total relaxation and indulgence, the 5-day cruise is a true splurge with top-notch comfort. If you prefer a more active day with swimming and caves, the private cruise is a fantastic choice. For a romantic or sunset-themed outing, the shorter sunset sailing promises a memorable evening.
No matter which you choose, these trips are a fantastic way to see the islands from a different perspective — on the water, with the wind in your hair and the Greek sun overhead. Be sure to book early, especially in peak season, and enjoy every minute of your sailing adventure in Antiparos.