Greece’s stunning coastline, clear waters, and countless islands make it a paradise for sailing enthusiasts. Whether you’re craving a luxurious day on a plush catamaran or a rugged adventure exploring sea caves, Greece offers something for all. We love experiences like the Hersonissos: Luxury Catamaran Cruise to Dia because of its blend of comfort, fun water activities, and Mediterranean cuisine—ideal for families or couples looking for a relaxed yet memorable day at sea. Meanwhile, the Milos Private Yacht Tour stands out for its exclusivity and freedom to customize. Whether you want to snorkel around hidden coves or simply lounge with a glass of wine, Greece’s sailing scene caters to varied tastes.
Quick Overview
This list covers a range of sailing experiences, from half-day private cruises in Corfu and Mykonos to full-day adventures around Milos and Aegina. You’ll find options with luxury amenities, like all-inclusive catamaran cruises, as well as more casual trips like the Schinoussa and Iraklia Sailing Cruise with BBQ. There are private yacht charters, family-friendly outings, and small-group adventures—all showcasing Greece’s spectacular waters and islands.
1. Hersonissos: Luxury Catamaran Cruise to Dia – Lunch & Drinks
Set sail from Hersonissos aboard a luxurious catamaran that offers excellent sea views and a relaxing atmosphere. This tour includes unlimited soft drinks, beer, and wine, so you can sip while lounging on the spacious deck. Water activities like snorkeling, paddleboarding, and inflatable flamingo fun keep all ages engaged. The highlight is a freshly cooked Mediterranean lunch, with kid-friendly options, served on board. The boat’s smaller size means fewer crowds and a more intimate experience. Many reviewers praise the crew’s professionalism and the relaxed vibe, making it ideal for families, couples, or groups seeking a carefree day at sea.
Bottom line: Perfect for those wanting a luxurious, all-inclusive day with plenty of water fun.
2. From Naxos: Schinoussa and Iraklia Sailing Cruise with BBQ
This sailing trip from Naxos takes you to two lesser-known but beautiful islands, Schinoussa and Iraklia, with a tasty BBQ lunch included. The tour features a fascinating stop at a WWII wreck site in Alimia—a real treat for history buffs and underwater enthusiasts. You’ll enjoy swimming at pristine beaches and exploring Iraklia’s charming capital village, Agios Georgios. The boat is friendly and casual, making it great for travelers who want a mix of sightseeing, swimming, and good food. The boat’s pace and itinerary are flexible enough to suit your interests.
Bottom line: An excellent choice for those interested in history, quiet beaches, and a relaxed, tasty day on the water.
3. Milos: Private Yacht Tour—Kleftiko Sarakiniko Poliegos
For around $1,595, this private yacht experience around Milos offers the ultimate in customization and luxury. You can decide exactly where to stop and explore, visiting secret bays, the Kleftiko caves, and Sarakiniko’s lunar-like landscape. The yacht, the Raptor, accommodates up to 16 guests, making it perfect for families, friends, or special occasions. The day includes a gourmet lunch and an open bar with premium drinks, ensuring a truly indulgent experience. Guests praise the tailored itinerary and the attentive crew, who share local insights and ensure a smooth voyage.
Bottom line: Best for travelers seeking privacy, flexibility, and a luxurious day on Milos’s waters.
4. Corfu: Half-day Private Cruise with Sailing Yacht
Explore Corfu’s coast on this private 4-hour sailing yacht tour from Marina Gouvia. The route includes views of Old Town, the Fortress, and Garitsa Bay—all framed by the lovely Ionian scenery. You can use complimentary snorkel gear to explore the clear waters or relax on deck with unlimited beer, wine, and soda. The private setting means fewer people and a more relaxed pace, perfect for couples or small families. Guests report a “lovely trip,” highlighting the calm waters and personalized service that make this a memorable way to see Corfu.
Bottom line: Ideal for a short, intimate escape with scenic views and water fun.
5. Private Catamaran Cruise Mykonos Delos with Meals & SUP
This half-day private cruise offers a relaxing way to explore the Delos and Rhenia Islands. It features a stop at Rhenia, where you can swim and snorkel in tranquil waters or try a paddleboard. The boat includes a delicious onboard lunch and is known for its spacious decks and panoramic sea views. The crew’s attention to comfort and the inclusion of drinks make it a great choice for couples or small groups wanting a personalized experience. Reviewers mention feeling “taken care of” and enjoying the serene beauty of the islands, making this a standout for intimate, high-end sailing.
Bottom line: Perfect for a romantic or family getaway with a focus on relaxation and personalized service.
6. Catamaran’s Private Tour / Mykonos
For a true boho vibe, this private catamaran experience on Paraga Beach gives you a full 5-hour cruise in Mykonos’ stunning waters. The exclusivity and privacy make it suitable for special occasions or just a peaceful day on the sea. The itinerary is flexible, and the boat can cater to your preferred pace and stops. With a small group or private party, you’re guaranteed a personalized experience. Although limited reviews highlight its intimacy and unique atmosphere, this tour truly shines for travelers seeking a sleek, stylish day in Mykonos.
Bottom line: An elegant, private option perfect for celebrating or escaping the crowds.
7. Kolympia: Full-Day Yacht Cruise with Transfer, Food & Drinks
Offering a full-day adults-only yacht trip, this tour is limited to 25 people and includes transfers, Greek cuisine, and drinks. The focus is on a relaxed, social atmosphere with multiple swimming stops at Rhodes’ popular beaches. The cost-per-person is quite reasonable given the all-inclusive setup, making it an attractive choice for those who want a laid-back, fun-filled day with fellow travelers. Since reviews are limited, it’s best suited for travelers comfortable with group settings and looking for a budget-friendly, full-day experience.
Bottom line: Great for those wanting a full-day, social yacht trip with local flavors.
8. All inclusive Delos & Rhenia Sailing Experience Free Transfer
This all-inclusive sailing tour from Mykonos takes you to Delos, the UNESCO-listed island, and Rhenia, with swimming and snorkeling in crystal waters. The tour includes a Mediterranean lunch onboard and a guided exploration of Delos. The small group size and included transfers make it a convenient, hassle-free option. Many reviewers applaud the well-organized itinerary and the balance of archaeological sightseeing and water fun. It’s perfect for history buffs and sea lovers alike who want a comprehensive day on the water.
Bottom line: Excellent value for a full-day cultural and water adventure.
9. Athens: All-Inclusive Luxury Catamaran Cruise to Aegina
This 10-hour cruise departs from Athens’ Piraeus harbor and offers a luxurious day exploring the Saronic Gulf. The cruise includes snorkeling, swimming, and a Mediterranean lunch, with unlimited drinks. The stops at Aegina’s peaceful bays and the scenic sailing along the coast make it perfect for travelers wanting to combine city sightseeing with sea-based relaxation. Reviewers praise the comfort of the catamaran and the quality of food. It’s ideal for those with a full day to spare who enjoy a mix of activity, scenery, and great food.
Bottom line: For a luxury, full-day escape from Athens with diverse activities and scenic views.
10. Attica: Sailing Cruise the Attica Riviera and Swimming
Experience the Attica Riviera on a 6-hour sailing cruise that takes you to Ydrousa Island and Vouliagmeni Bay. The tour includes a private chef-prepared meal, swimming, and snorkeling. This is a comfortable, well-rounded outing for those wanting to enjoy the local coastlines without the hassle of organizing a boat themselves. Reviewers mention the stunning scenery and the relaxed atmosphere as highlights. It’s perfect for travelers with limited time who still want to soak up Greece’s beautiful waters.
Bottom line: An excellent mid-length tour combining scenery, water fun, and gourmet food.
11. Best of Milos Sailing Trip: Kleftiko, Beaches & Greek Lunch
This 8-hour small-group sailing trip in Milos is a favorite for its personalized experience and local crew. Highlights include Kleftiko caves, Sikia Cave, and Gerakas Beach, along with a homemade Greek lunch. The small group (max 10 guests) allows for flexible stops and tailored snorkeling, swimming, and sightseeing. Reviewers love the informal atmosphere and the chance to explore Milos’s most iconic spots with expert guidance. The value lies in the personalized touch and stunning scenery.
Bottom line: Perfect for travelers wanting an intimate, flexible experience with great local insights.
12. Corfu: Private Luxury Yacht 3 hours Experience
For a quick yet luxurious escape, this private 3-hour yacht tour along Corfu’s northeast coast is a hit. It includes swimming, snorkeling, inflatables, and local cocktails. The boat’s privacy and the chance to customize your route make it ideal for couples or small groups celebrating special moments. The reviews highlight the beautiful bays and the personalized service. It’s a flexible, high-end option for a brief but memorable sea adventure.
Bottom line: Best for a short, intimate, and luxurious experience in Corfu.
13. Corfu Sunset Private Yacht Cruise
Watch the sunset over Corfu’s town and Vidos Island on this 3-hour private yacht. The trip offers a romantic setting with views of Garitsa Bay and Mon Repos. It’s perfect for special occasions, such as anniversaries or romantic getaways. The small group or private setting creates an intimate, relaxed atmosphere. Reviewers note the breathtaking scenery and the perfect lighting at sunset.
Bottom line: An ideal choice for a romantic evening on the water.
14. Corfu: Private Sailing Cruise to the Caves of Northeast Coast
This 5-hour cruise explores Corfu’s enchanting sea caves, where the play of light and shadow reveals striking formations. The tour includes swimming and snorkeling in clear waters, with serene sailing along the coast. It’s perfect for travelers interested in nature, scenic landscapes, and a peaceful day at sea. The small group size and comfortable yacht ensure a leisurely experience, with plenty of time to relax and enjoy the scenery.
Bottom line: Great for nature lovers and those seeking a tranquil, scenic escape.
How to Choose Your Perfect Sailing Experience
Choosing the right sailing tour depends on your budget, interests, and travel style. If you crave luxury, all-inclusive comforts, tours like the Hersonissos luxury catamaran or the Athens luxury cruise to Aegina are excellent. For those wanting a more private, customizable experience, the Milos private yacht or Corfu private yacht options fit the bill. Budget-conscious travelers will appreciate options like the Kolympia full-day yacht or group tours that include food and drinks.
Consider the duration, whether you prefer a half-day or a full-day adventure, and whether you want water activities like snorkeling or paddleboarding. Book early, especially in peak summer months, to secure your spot on these popular tours.
In summary, Greece offers a fantastic variety of sailing experiences that suit everyone from families and couples to groups of friends. Whether you choose a luxury catamaran, a private yacht, or an adventurous exploration of caves and hidden bays, the images of shimmering waters and sunlit horizons will stay with you long after your trip. For the best experience, plan ahead and pick the tour that matches your style—Greece’s waters are waiting.