Kalithea’s stunning coastline, with its clear waters and picturesque bays, makes it a perfect spot for sailing adventures. Whether you’re looking for a relaxed day lounging on a yacht, a private cruise tailored just for your group, or a quicker hop around Rhodes’ famous beaches, Kalithea offers all that and more. We particularly like the Rhodes: Sailing Yacht Cruise with Food & Drinks because it combines stunning scenery, swimming in famous bays like Anthony Quinn Bay, and a laid-back onboard meal—ideal for those wanting a full day of relaxation. If privacy is your priority, the private yacht tour provides an exclusive experience, perfect for couples or small groups wanting to explore in comfort.
For a shorter, more flexible option, the Rhodes private half-day sailing catamaran offers a relaxed half-day at sea with unlimited drinks and sunbathing on the net, great for families or couples short on time. And if you’re after a budget-friendly, fun way to see Rhodes’ beaches, the motor yacht trips cover the island’s top spots with snorkeling and swimming, all in a quick 2-6 hour window.
Below, we go into more detail on each of these top sailing experiences to help you choose the perfect way to enjoy Kalithea’s waters.
1. Rhodes: Sailing Yacht Cruise with Food & Drinks (SmallGroup)
This 6-hour sailing adventure takes you to Rhodes’ most beautiful bays, including Anthony Quinn, Ladiko, and Traganou. The tour starts with pickup, followed by a scenic drive where you can enjoy views on the way. Once aboard, the focus is on relaxation: swimming and snorkeling in the emerald waters of the famous bays, which are perfect for spotting marine life.
What makes this tour stand out is the all-inclusive onboard meal and drinks, with local snacks, wine, beer, and refreshing beverages. The itinerary includes a stop at Anthony Quinn Bay for swimming and snorkeling, then a longer stop at Ladiko Bay for photos, lunch, and local refreshments. The small group size (reviews mention two happy travelers) ensures personalized attention, and the captain’s commentary adds an extra layer of local insight.
This cruise is ideal for those seeking a relaxed, all-day sailing adventure with great scenery, good food, and plenty of swimming. The 4/5 ratings reflect high satisfaction, especially with the informative crew and beautiful bays. It’s perfect for families, couples, or friends wanting a memorable day on the water.
Bottom Line: A well-rounded, scenic cruise offering food, drinks, and swimming, perfect for travelers wanting a fully immersive day with a small group vibe.
2. Rhodes private yacht tour
At number 2, the Rhodes private yacht tour offers a luxurious and customizable experience. For around $1,536, your group (up to 10 people) enjoys a 4-hour private cruise along Rhodes’ east coast. This is ideal if privacy, flexibility, and a tailored itinerary matter most.
This tour emphasizes comfort: you cruise in style, with the ability to select your stops and swimming spots. It’s perfect for celebrating special occasions or simply enjoying time with friends and family away from crowds. The boat features generous space for lounging and snorkeling, and since it’s private, you can spend more time in particular bays or beaches that interest you most.
The route is designed to visit top bays, with plenty of opportunities to swim in clear waters. The review mentions the crew delivering a seamless, professional experience, making it enjoyable for those who prefer a more exclusive sail. It’s especially suited for travelers valuing privacy, comfort, and personalized service.
Bottom Line: This tour offers a luxurious, private experience for groups wanting total control over their day at sea, with high-end comfort and excellent customization options.
3. Rhodes motor yacht boat trips
For those who want a quick, energetic trip, the Rhodes motor yacht boat trips provide a 2 to 6-hour adventure exploring the island’s most popular beaches. Designed for up to 8 people, it’s a lively way to see Rhodes’ coast and enjoy its best swimming spots.
This tour covers Ladiko Beach, Anthony Quinn Bay, and Kallithea Springs, each offering swimming, snorkeling, and photo opportunities. The itinerary includes marine life viewing, local snacks, and refreshing onboard drinks. Notably, the cruise also features stand-up paddleboarding, adding a fun activity for active travelers.
What makes this option attractive is its flexible duration and the chance to pack a lot into a shorter trip. The reviews highlight the boat’s comfort and the professional crew, who make sure everyone has fun and stays safe. It’s a great choice for groups who want to sample several bays without a long day at sea.
Bottom Line: An affordable, quick-paced trip perfect for active travelers and families who want to see Rhodes’ top beaches and enjoy snorkeling and paddleboarding.
4. Rhodes Private Half Day Sailing Catamaran Cruise with drinks
This half-day sailing is designed for those who want a relaxed, shorter experience. Running for about 4.5 hours, it offers the chance to explore some of Rhodes’ best bays with the comfort of a luxurious catamaran.
Highlights include swimming in Anthony Quinn Bay and Kalithea Springs, with plenty of time to sunbathe on the deck or relax on the netting. The tour features unlimited soft drinks and two alcoholic drinks per person, making it easy to unwind and soak up the sun. Departures are flexible, with two daily options that let you pick the most convenient time.
The vessel’s design emphasizes comfort, with ample space for lounging and a friendly crew that keeps the mood light and enjoyable. Reviewers mention how much they appreciated the boat’s relaxed vibe and the stops at gorgeous bays. It’s perfect for those wanting a taste of sailing without the commitment of a full day.
Bottom Line: A great option for a laid-back, social sailing experience with drinks and swimming, ideal for couples or small groups wanting a shorter but memorable outing.
How to Choose the Best Sailing Experience in Kalithea
When picking the right sailing adventure, consider your priorities. Budget-conscious travelers might prefer the shorter motor yacht trips, while groups seeking privacy and customization could opt for the private yacht. If a full day of scenic cruising with good food sounds appealing, the Yacht Cruise with Food & Drinks offers a more immersive experience.
Think about your fitness level and interest in activities like snorkeling or paddleboarding. For those pressed for time or seeking a casual afternoon, the half-day catamaran hits the right note. Book early, especially in high season, to secure your preferred date and boat.
Final Thoughts
Kalithea provides a variety of sailing experiences suited to different tastes and budgets. From the comprehensive, food-filled day cruise to the private, luxurious yacht, or the quick, activity-packed trip—there’s something here for every traveler.
If you’re after a full day of swimming, sunbathing, and local cuisine, the Rhodes Sailing Yacht Cruise is our top pick. For those wanting privacy or a bespoke adventure, the private yacht stands out. And for a shorter, fun-filled outing with plenty of snorkeling, the motor yacht trips are hard to beat.
No matter which you choose, booking early ensures you won’t miss out. With such great options, you’ll be sure to find a sailing experience that makes your visit to Kalithea truly memorable.