Kalithea is an excellent spot for sailing in Greece thanks to its calm waters, stunning bays, and easy access to the Dodecanese islands. Whether you’re after a relaxing day sunbathing on a yacht, exploring multiple bays in a private setting, or enjoying a shorter half-day catamaran cruise, Kalithea offers options that fit different preferences and budgets. Our favorite? The Rhodes: Sailing Yacht Cruise with Food & Drinks—it combines scenic beauty, good company, and a relaxed pace, making it ideal for anyone wanting a taste of the sea without sacrificing comfort.
For those who prefer exclusivity, the Rhodes private yacht tour offers privacy, comfort, and the chance to customize your route, perfect for romantic getaways or small groups. Meanwhile, the Rhodes Private Half Day Sailing Catamaran Cruise stands out for its laid-back vibe, unlimited drinks, and flexible schedule, great for travelers wanting a shorter but still memorable experience.
Quick Overview
Below, you’ll find a detailed look at three fantastic sailing options in Kalithea, each with its own charm. Whether you want a full day of sightseeing and swimming, a luxurious private experience, or a shorter, fun-filled trip, there’s something here for you. For more details and to book, visit the respective experiences: Rhodes: Sailing Yacht Cruise with Food & Drinks, Rhodes private yacht tour, and Rhodes Private Half Day Sailing Catamaran Cruise with drinks.
1. Rhodes: Sailing Yacht Cruise with Food & Drinks

At number 1, this 6-hour sailing cruise offers an excellent way to see Rhodes’ most beautiful bays while enjoying a relaxed, all-inclusive day on the water. The tour includes a scenic drive to the boat, optional pickup, and a route that explores Anthony Quinn Bay, Ladiko Bay, and Traganou Bay—some of the most photographed spots on the island. You’ll have plenty of time to swim, snorkel, and soak up the sun.
What makes this cruise special is its balance of sightseeing, comfort, and laid-back fun. The boat is well-equipped, and the itinerary covers a mix of swimming, scenic views, and a generous onboard meal with local snacks, beer, wine, and welcome refreshments. The reviews speak highly of the captain’s knowledgeable commentary and friendly demeanor, adding a personal touch to the experience. Plus, with 19 drop-off locations, it’s easy to find a convenient pickup point.
This tour is perfect for travelers who want a comprehensive day out, combining sightseeing with plenty of time in the water. The value for money is excellent for what’s included: a full day of cruising, food, drinks, and swimming. Keep in mind, it’s a popular choice, so booking early is wise.
Bottom line: If you’re after a well-rounded, fun, and scenic sailing day with good food and a friendly crew, this cruise covers all the bases.
2. Rhodes private yacht tour

Coming in at number 2, the Rhodes private yacht tour offers a luxurious, customizable outing that runs about 4 hours. This tour is all about privacy and comfort, allowing you to tailor the route to your preferences. You’ll cruise along the east coast of Rhodes, stopping at some popular bays for swimming and snorkeling in crystal-clear waters.
This experience is a step up in privacy—perfect for couples celebrating an anniversary, small groups wanting exclusivity, or anyone who prefers a more intimate setting. The yacht is spacious and well-maintained, and the crew is attentive without being intrusive. Because it’s private, you can decide how long to stay at each bay and whether to include extra activities like fishing or more snorkeling.
While the price is higher—$1,536 for up to 10 people—the value lies in the exclusive nature of the experience. It’s a flexible, upscale alternative to the group tours, ideal for travelers who want privacy and personalized service. The reviews, though limited, praise the crew’s professionalism and the beautiful scenery.
Bottom line: For an intimate, tailored experience with comfort and privacy, this private yacht tour is a superb choice, especially for special occasions or small groups.
3. Rhodes Private Half Day Sailing Catamaran Cruise with drinks

Rounding out the list, the Rhodes Private Half Day Sailing Catamaran Cruise offers a shorter but equally enjoyable 4.5-hour trip. This tour departs twice daily from the New Marina Rhodes, making it easy to fit into your schedule. The highlight: sailing in a real catamaran, laying on the net, and soaking up the sun as you drift between bays.
What sets this tour apart is its relaxed vibe and flexible timing. It includes unlimited soft drinks and two alcoholic drinks per person, such as beer or wine, so you can unwind without worries. The stops at Anthony Quinn Bay and Kalithea provide plenty of swimming opportunities and scenic views, with the crew handling the navigation and safety.
Many travelers, including those with families, find this cruise ideal because it balances fun and relaxation without the full-day commitment. The boat is praised for its comfort and the friendly crew, with one review noting, “We really enjoyed the 4.5 hours at sea, especially the stops at Anthony Quinn Bay and Kalithea.” It’s great if you want a memorable day at sea but have limited time.
Bottom line: If a shorter, flexible cruise with drinks and sunbathing appeals, this catamaran trip offers a perfect escape, especially for those who want a laid-back experience.
How to Choose
When deciding which sailing experience suits you, consider your budget, time availability, and personal interests. For a full day of sightseeing, swimming, and dining, the Rhodes: Sailing Yacht Cruise with Food & Drinks is your best bet. If you prefer exclusivity or a special occasion, the private yacht tour offers privacy and customization. For a shorter, more casual outing, the half-day catamaran cruise provides a relaxed way to enjoy the water without committing to a full day.
Think about your fitness level—if swimming is your main goal, all tours offer stops at bays with excellent swimming and snorkeling. For families or those traveling with children, the shorter cruise might be less tiring but still memorable. Booking early is recommended, especially during peak season, to secure your preferred time and avoid disappointment.
Final Thoughts
Kalithea offers a variety of sailing options that cater to different preferences—whether you’re after a full-day adventure, a private escape, or a quick sun-soaked trip. For a lively, well-rounded experience, the Rhodes: Sailing Yacht Cruise with Food & Drinks hits the mark. If privacy and customization are your priorities, the private yacht is hard to beat. And if you’re tight on time but still want a memorable outing, the half-day catamaran cruise is a smart choice.
Whatever your preference, booking early and choosing the right experience for your style will ensure you enjoy the best of Kalithea’s stunning waters. Pack your swimsuit, bring your sense of adventure, and get ready for some memorable sailing in Rhodes.