Vlichada is a standout spot on Santorini for anyone interested in sailing. Its calm waters, dramatic cliffs, and secluded coves make it an ideal starting point for exploring the Aegean by boat. Unlike more crowded beaches, Vlichada offers peaceful anchoring spots and access to hidden beaches and hot springs—perfect for a memorable day on the water. Among the many options, we especially like the private catamaran cruises for their personalized touch and the larger crewed charters for those wanting to see more islands and enjoy some luxury. For example, the Santorini: Catamaran: private cruise with food & drinks provides a relaxing, customizable experience with on-board Greek cuisine and swimming in crystal waters.
If you’re craving a longer, multi-day adventure, the 3-Day Crewed Charter “The Relaxing” or the 7-Day “The Cosmopolitan” allow you to explore several islands in style, with the crew taking care of everything. These trips especially appeal to those looking for a luxurious, hassle-free escape at sea. Below, you’ll find detailed breakdowns of each experience to help you choose the perfect sailing adventure in Vlichada.
1. Santorini:Catamaran: private cruise with food & drinks
Starting at the top of our list is the Santorini: Catamaran: private cruise with food & drinks, which offers a personalized 5-hour sailing experience. This tour is ideal for those seeking privacy and flexibility, as it allows you to tailor the trip to your preferences. The boat is run by a family business that takes a hands-on approach, ensuring a warm, authentic experience. The captain and your host prepare a Greek lunch buffet on board, along with drinks, making it a true culinary treat.
What sets this tour apart is the approachability of the boat—visiting hard-to-reach Caldera spots and secluded swimming spots that larger boats can’t access. You’ll have time to swim and snorkel in Santorini’s famously clear waters, and the crew will handle all the navigation and meal prep, so you can relax. Reviews praise the personal touch and attentive service, with one noting that “it felt like sailing with friends.”
Bottom line: This tour offers an intimate, customizable experience with excellent food, making it perfect for couples or small groups wanting a private, relaxed day on Santorini’s waters.
2. 3-Day Crewed Charter “The Relaxing” – Lagoon 42 catamaran
For those who want an extended escape, the 3-Day Crewed Charter “The Relaxing” offers a remarkable way to see the Cyclades in style. This luxury three-day cruise visits iconic islands like Ios and Folegandros, with plenty of swimming, sightseeing, and relaxing. The boat is a Lagoon 42 catamaran, known for its spacious decks and stability, making the trip especially comfortable.
The itinerary includes a pickup in Thera, with stops at Vlichada Marina and Folegandros overnight, followed by a night in Ios. The crew, seasoned and passionate, handles all the logistics, leaving you free to enjoy the sun and sea. Passengers rave about the “comfortable cabins and the crew’s attentive service,” and many appreciate the flexibility to customize activities. The price, at roughly $6,439 for up to six people, is a fair value considering the inclusions and the luxury experience.
This tour suits travelers looking for a multi-day, all-inclusive adventure with plenty of swimming, island hopping, and relaxation. Keep in mind, the timing is flexible but requires checking availability.
Bottom line: Perfect for couples, friends, or families wanting a multi-day sailing holiday with comfort, privacy, and island exploration.
3. 7-Day Crewed Charter “The Cosmopolitan” – Lagoon 42 catamaran
If a week at sea sounds enticing, The Cosmopolitan offers an indulgent way to explore the Cyclades, including visits to Mykonos. This seven-day luxury sailing cruise is tailored for those who want an all-encompassing Greek island experience with plenty of time to unwind and discover.
The boat is, again, a Lagoon 42, providing ample space for six passengers and a professional crew that ensures your comfort. Highlights include relaxing onboard, swimming in pristine waters, and exploring lively towns and quiet beaches. The itinerary can be customized, but typically includes stops at Santorini, Mykonos, and other major islands. Guests say this voyage is “a floating boutique hotel,” with the crew making the experience smooth and enjoyable.
This trip is best suited for seasoned travelers who want a comprehensive, leisurely taste of the Cyclades. The cost, at over $15,000 for a week, is significant but reflects the level of luxury and personalization.
Bottom line: Ideal for travelers seeking a premium, all-inclusive week at sea, with plenty of time for indulgence and island hopping.
4. Best of Santorini Private Half-Day Catamaran Cruise
If your time is limited but you still want to experience Santorini from the water, the Best of Santorini Private Half-Day Catamaran Cruise offers a 5-hour tour packed with highlights. This tour is perfect for travelers looking for a short but comprehensive sailing experience, combining sightseeing, swimming, and some of the island’s famous spots.
Highlights include a swim at Red Beach, visits to Black Rock, and swimming in the Hot Springs, along with a scenic view of Fira from the sea. The boat provides music, drinks, and a lively atmosphere, making it a fun way to spend half a day. Reviewers mention the “excellent meal in the Volcano,” which adds a delightful culinary touch to the trip.
While the price isn’t specified, the value lies in the personalized experience, flexibility, and all-in-one adventure. This tour appeals to those with a busy schedule but a desire for an authentic, fun sailing experience.
Bottom line: Perfect for travelers short on time who want a lively, scenic, and all-encompassing taste of Santorini from the water.
5. Santorini: Sailing Yacht cruise with full meal and drinks
Finally, for around $118 per person, the Santorini: Sailing Yacht cruise with full meal and drinks offers a more budget-friendly but still memorable way to explore the island from the water. This 5-hour tour combines sailing, swimming, and delicious local cuisine onboard a yacht.
Participants can expect to cruise around Santorini, with opportunities to swim and snorkel in the clear waters. The experience emphasizes relaxation, with stunning views of the island and a chance to enjoy a full meal. While reviews don’t specify ratings, the value at this price point makes it appealing for those who want a taste of sailing without breaking the bank.
This option is especially suitable for travelers who want to combine a day of sightseeing with good food, all while taking in the island’s scenic coastlines and sunsets.
Bottom line: A great choice for budget-conscious travelers or those wanting a straightforward, enjoyable sailing experience.
How to Choose the Perfect Sailing Experience in Vlichada
When selecting the right tour, consider your budget, available time, and interests. For a private, romantic escape, the private catamaran might be your best bet. If you want to explore multiple islands with your family or friends, the 3-day or 7-day cruises, [https://theabroadguide.com/7-day-crewed-charter-the-cosmopolitan-lagoon-42-catamaran/]) offer luxurious comfort and extensive sightseeing.
Short on time? The half-day private cruise packs the highlights into a manageable window. For budget travelers, the sailing yacht provides a lively, affordable taste of the sea.
Think about when you visit. Summer months (June to September) bring the warmest weather, but also demand early bookings, especially for private options. Spring and fall can be quieter and cooler, yet just as beautiful.
Final Thoughts
Vlichada offers a superb launching point for sailing adventures that suit every desire—whether a private romantic cruise, a multi-day island hopping trip, or an afternoon of fun on a yacht. Two standout options are the private cruise with food & drinks for intimacy and flexibility, and the 7-day Cyclades cruise for serious explorers dreaming of a full week at sea.
Booking early is recommended, especially for private groups or peak season trips. Whichever experience you choose, a day or more on the water in Vlichada will give you a fresh perspective on Santorini’s beauty—so set sail and enjoy your Greek island adventure.