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The 2 Best Sailing Experiences in Kalithea
Kalithea, on the island of Rhodes in Greece, offers some of the most appealing sailing options in the Dodecanese. Thanks to its calm waters, scenic bays, and warm sunshine, it’s a perfect spot to skip the land-based crowds and enjoy the sea. Whether you’re after a full-day adventure or a shorter escape, Kalithea’s sailing tours provide a wonderful way to see the coast from a different perspective.
Among the options, the Rhodes: Sailing Yacht Cruise with Food & Drinks (Small Group) really stands out for its intimate setting and comprehensive itinerary. For those who prefer a shorter but still immersive experience, the Rhodes Private Half Day Sailing Catamaran Cruise with drinks offers a relaxed, luxurious escape. We love the variety in these tours—they each bring unique qualities, so you can pick what suits your style, whether it’s a full day of exploring or a quick afternoon on the water.
Below, you’ll find a detailed rundown of these top two sailing experiences, along with what makes each one special and who they’re best suited for.
1. Rhodes: Sailing Yacht Cruise with Food & Drinks (Small Group)

This small-group sailing cruise offers an all-encompassing day on the water, visiting some of Rhodes’ most stunning bays. The tour takes you to Anthony Quinn Bay, Ladiko Bay, and Traganou Bay, where you can swim in emerald waters and snorkel among colorful fish. The itinerary includes a scenic drive to the coast, combined with four hours of sailing, making it a perfect choice for those who want a full day out with plenty of swimming and sightseeing.
What makes this tour exceptional is its focus on quality time in beautiful bays rather than just rushing from spot to spot. You’ll enjoy lunch onboard, with local snacks, beer, and wine, plus welcome refreshments. The tour is praised for its friendly captain who shares interesting stories about the region, adding a personal touch to your experience. It’s ideal for travelers who love a relaxed atmosphere and want to combine sightseeing, swimming, and good food in one day.
The six-hour duration means you get a thorough taste of Rhodes’ coastline without feeling rushed, and the small-group size ensures a more personal experience. The reviews highlight how informative and friendly the crew are, making the trip memorable beyond just the scenery.
Bottom Line: This cruise offers a balanced mix of sailing, swimming, and local cuisine, perfect for those who value a relaxed, small-group experience with plenty of time in the water.
2. Rhodes Private Half Day Sailing Catamaran Cruise with drinks

If you’re pressed for time or prefer a more intimate, luxurious outing, the Private Half Day Sailing Catamaran is an excellent choice. This 4.5-hour tour focuses on two key bays—Anthony Quinn Bay and Kalithea—where you can swim and relax in style. The tour starts at the Parking New Marina Rhodes, making it easily accessible for travelers based in Kalithea.
What sets this tour apart is its private setting on a stylish catamaran. You can choose your preferred start time, making it flexible for your schedule. The tour includes unlimited soft drinks and two alcoholic drinks per person, like beer or wine, and plenty of space to lay back on the netting and soak up the sun. The boat’s design, with comfortable lounging areas and a large seating space at the back, appeals to those who want maximum comfort at sea.
Reviewers appreciate the friendly crew and the chance to enjoy swimming in beautiful bays without the crowds. The focus on relaxation, combined with the private setting, makes this tour perfect for couples, small groups, or anyone who prefers a more personalized experience. Since it’s shorter, it’s a great option for travelers who want a taste of sailing without a full-day commitment.
Bottom Line: For a laid-back, private sailing experience with drinks included, this catamaran cruise offers luxury and comfort, ideal for couples or small groups looking to unwind.
How to Choose
When deciding between these two sailing options, think about your priorities. If you’re keen on exploring multiple bays with a focus on food, scenery, and a social atmosphere, the Rhodes: Sailing Yacht Cruise with Food & Drinks (Small Group) is the way to go. It’s well-suited for travelers who want a full day immersed in the beauty of Rhodes’ coastline.
On the other hand, if you prefer a shorter, more intimate outing with a focus on relaxation and privacy, the Rhodes Private Half Day Sailing Catamaran is a better fit. It’s perfect for those who want a luxurious, flexible experience without the long hours.
For those who want to combine sailing with sightseeing, you might also consider other tours like the Rhodes sightseeing tours for a diverse day on the island. Booking early, especially during peak summer months, ensures you get the time slot that works best.
Final Thoughts
Kalithea’s sailing tours give you a fantastic way to enjoy the sea, whether you want a full day of exploring and feasting or a quick, private escape to the bays. The full-day yacht cruise is perfect if you want a comprehensive experience with plenty of swimming and local flavors, while the private catamaran suits those who prefer a relaxed, personalized outing.
If you’re planning your trip, consider your schedule, your group size, and what kind of experience you’re after. Both tours are highly rated and offer genuine ways to see Rhodes from the water—just remember to book early to secure your spot on these popular trips. Whatever you choose, a day sailing in Kalithea is sure to be a highlight of your trip to Greece.



