5-Day Crewed Charter “The Discovery” – Lagoon 42 catamaran

5-Day Crewed Charter “The Discovery” — Lagoon 42 Catamaran in the Cyclades

Planning a getaway in Greece often brings to mind sun-drenched beaches, ancient ruins, and lively tavernas. But if you’re craving something different—more intimate, luxurious, and utterly relaxing—then a 5-day crewed sailing cruise around the Cyclades might just be your ideal escape. This experience offers a chance to soak up the stunning scenery of iconic islands from the deck of a stylish Lagoon 42 catamaran, with the comfort of a dedicated crew handling the navigation, meals, and logistics.

What we love about this tour is how it combines the thrill of sailing with the chance to explore some of Greece’s most beautiful islands, each with its own unique vibe and landscape. The inclusion of a private transfer adds ease to the experience, allowing you to start your adventure without hassle.

One possible consideration is the limited onboard space—there are only three cabins for up to six guests—so it’s definitely best suited for small groups or couples seeking privacy and an exclusive feel. The tour is perfect for those who love a mix of adventure and comfort, and are eager to see the Cyclades from a different perspective—on the water, with all the essentials taken care of.

Key Points

• Luxury Sailing Experience: Explore the Cyclades aboard a well-equipped Lagoon 42 catamaran with a passionate crew.
• Island Hopping: Stops include Santorini, Koufonissi, Paros, Antiparos, and Ios—each offering its own charm and scenery.
• Comfort & Convenience: All meals, linen, and transportation are included, with a professional crew ensuring a smooth trip.
• Authentic Greek Atmosphere: Enjoy the serenity of small islands and crystal-clear waters, away from the crowds.
• Flexible Booking & Cancellation: Reserve now with the option to pay later, and cancel up to 24 hours in advance with a full refund.
• Limited Capacity: Small group size of up to 6 passengers maximizes intimacy and personalized service.

An In-Depth Look at the 5-Day Itinerary

Embarkation & Santorini’s Caldera

Your adventure begins with a private transfer to Vlychada Marina, a quieter port away from the bustling Fira area. Once onboard, you’ll set sail through the famous caldera of Santorini—a view that’s hard to beat. Many travelers mention how the vessel’s stability and comfort make this crossing a highlight, offering panoramic vistas of the volcanic cliffs and whitewashed villages. The crew, including a skippers and a deckhand, are experienced and passionate, making the navigation seamless and enjoyable.

Koufonissi: The First Stop

After a scenic sail, you arrive at Koufonissi, an island famed for its natural beauty and laid-back vibe. Guests have ample time to relax, swim, or stroll along the untouched beaches. The overnight stay here means you can enjoy the sunset in peace, away from the crowds often found in more popular spots. The calm waters and small coves make it a perfect introduction to island life, especially for those who love tranquility.

Paros: A Must-Sea Island

Day two takes you to Paros, a lively yet charming island that’s become a staple in Greek island-hopping. The reviews highlight how the crew helps create a seamless experience, making sure everyone gets plenty of time to explore. Whether you want to wander the narrow streets of Naoussa or relax at a seaside tavern, Paros offers a fantastic mix of culture and leisure. Many guests appreciate the balance of sailing and free time here, with some noting that the scenery and local atmosphere are truly special.

Antiparos: Quiet & Idyllic

Next, the vessel heads to Antiparos, often described as a blank canvas of white and blue. This small island exudes serenity and authenticity, perfect for a peaceful afternoon or evening. It’s clear from reviews that the minimalistic beauty of Antiparos is a highlight—some mention it feels like a private paradise. The crew’s attentive service ensures you make the most of your time here, whether lounging on deck or exploring local paths.

Ios & Manganari Beach: The Vibrant Finale

On day four, the cruise visits Ios, known for its lively nightlife but also home to some of the most stunning beaches. Manganari Beach, in particular, gets rave reviews for its crystal-clear waters and powdery sands. Many travelers relished the chance to swim and soak up the sun, describing the scenery as akin to scenes from “The Big Blue”. Spending your last night here means you’ll have plenty of time to unwind, take photos, and reflect on the trip’s highlights.

Return to Santorini & Disembarkation

Your final day involves sailing back to Santorini, where the cruise concludes. The captain ensures a smooth journey back, and the driver will be waiting to take you to your desired drop-off point. Guests often mention the panoramic views on the return leg as a perfect end to the adventure. The disembarkation process is straightforward, with all logistics handled professionally.

What’s Included & What’s Not

The package offers excellent value considering the all-inclusive approach. Included are transfers from and to your designated starting point, a dedicated crew, daily breakfast, one other meal, linen, and bedding. Fuel, taxes, mooring fees, and other expenses are covered by the APA deposit, which the crew transparently accounts for at the end—any unused funds are refunded, and additional costs are clarified clearly.

Not included are off-board activities, so if you want to snorkel, rent gear, or explore islands further, those costs are on you. This setup encourages spontaneous adventures onshore but keeps the core experience simple and stress-free.

Practical Details & Traveler Tips

Transportation & Embarkation: The journey begins with a private transfer to Vlychada Marina, which many say is more relaxed than other popular ports. Check your pick-up details carefully and be prepared for an early start, depending on your schedule.

Timing & Group Size: The tour runs for five days with flexible starting dates based on availability. It’s best suited for small groups—up to 6 passengers—offering intimacy and personalized service. The limited space means you’ll want to book well in advance, especially in high season.

What to Bring: Pack a hat, swimwear, towel, camera, sunscreen, and comfortable clothes. The Greek sun can be intense, especially on deck, so sun protection is a must.

Weather & Route Changes: The crew reserves the right to adjust the itinerary due to weather conditions. This flexibility ensures safety but could mean some variations in the planned stops.

Security Deposit: A €1000 security deposit is required before embarkation, which is returned after checkout if no damage occurs. Keep this in mind when planning your budget.

Authentic Experiences & What Guests Say

Guests appreciate the “stunning views,” especially sailing through the Santorini caldera—many mention how breathtaking the scenery is during the first day. The crew’s professionalism also garners praise, with reviews noting that the skipper and deckhand are attentive and friendly without being intrusive.

One traveler mentioned how the calm waters of Koufonissi felt like a secret paradise, perfect for relaxing after the busy buzz of more frequented islands. Others loved the chance to explore Antiparos’ quiet beaches and the picturesque streets of Paros at their leisure.

The boat itself, a Lagoon 42, is described as modern, comfortable, and well-maintained. Guests felt the vessel provided a cozy, yet spacious environment for the five-day journey—an important factor for those who value comfort on the water.

Final Thoughts: Is This Tour Right for You?

This 5-day crewed charter offers a fantastic way to experience the Cyclades with all the essentials taken care of—luxurious comfort, authentic island visits, and seamless logistics. It’s especially well-suited for small groups, couples, or solo travelers who appreciate privacy and personalized service. The itinerary balances sightseeing with relaxation, making it perfect for those who want to enjoy Greece from a different vantage point—on a beautifully maintained sailboat.

While the limited onboard space might not be ideal for larger groups or families seeking more room, the intimacy and attention to detail create a special atmosphere. This cruise is best for travelers who value stunning scenery, authentic island vibes, and the freedom to explore without the hassle of planning every detail themselves.

If you’re looking for a unique, luxurious way to see the Cyclades, this experience is a solid choice—just be sure to book early to secure your spot on this intimate vessel.

FAQ

How many passengers can the Lagoon 42 hold?
Up to 6 guests in total. The boat has three private cabins, making it perfect for small groups or couples seeking privacy.

What’s included in the price?
Transportation to and from your designated pick-up/drop-off point, a skipper and deckhand, daily breakfast, one other meal, linen and bedding, and all expenses covered by the APA deposit (fuel, taxes, mooring fees).

Are meals provided?
Yes, breakfast daily and one other meal—either lunch or dinner—are included, prepared by the crew.

Can I cancel if my plans change?
Absolutely. You can cancel up to 24 hours before the trip and receive a full refund.

What should I bring?
Hats, swimwear, towels, sunscreen, camera, and comfortable clothes for warm weather. Pack light, as storage space is limited onboard.

Is the itinerary fixed or flexible?
The route can be modified due to weather conditions, but the core stops—Santorini, Koufonissi, Paros, Antiparos, Ios—are typically included.

Is this experience suitable for everyone?
It’s not recommended for wheelchair users or those with mobility challenges, as the vessel and island access may be limited.

In summary, this cruise promises a memorable mix of scenic sailing, island exploration, and comfort. It’s a fantastic way to see Greece’s Cyclades in style and relax in a way few land-based vacations can match. Whether you’re celebrating a special occasion or simply want a unique escape, this intimate sailing adventure offers a level of personalization and authenticity that’s hard to beat.