Exploring Rhodes by sea offers a fresh perspective on this beautiful Greek island, and a private sunset cruise is a fantastic way to enjoy its coastline. This experience, offered by Captain John Cruises, combines comfort, flexibility, and authentic moments — all with a small group of no more than 11 people. Whether you’re after a quick dip, a leisurely sail, or a full-day adventure, this cruise delivers a tailored experience with some genuinely memorable highlights.
What I especially like about this experience is the attention to personal comfort and the flexibility of options — from 2 to 6 hours of sailing, you can choose the length that best fits your plans. The boat itself looks well-maintained and inviting, with plenty of space for sunbathing or relaxing in the shade. And the friendly guides, like Captain John and Sakis, really seem to focus on making sure everyone gets their perfect mix of swimming, lounging, and sightseeing.
That said, one consideration is that this activity does not include hotel transfers or meals — so you’ll want to plan those separately if needed. Also, bring your own towel and sun protection, since these aren’t provided. For those who prefer a hassle-free experience with all the logistics handled, this might require a bit of extra planning. Still, for its intimacy and personalized approach, it’s a high-value choice.
Key points / Takeaways

- Small Group Intimacy: A maximum of 11 people means you’ll get a more personalized, relaxed experience.
- Flexible Duration & Stops: Options from 2 to 6 hours let you tailor your day—whether you want a quick swim or a leisurely exploration.
- Authentic Beaches & Coves: Visits include well-known spots like Kalithea Caves, Oasis Bay, and Antony Quinn Bay — perfect for swimming, snorkeling, or just soaking up the view.
- Excellent Guides: Reviewers rave about guides like Captain John and Sakis, praising their attentiveness, local knowledge, and helpfulness.
- All Equipment Included: Snorkeling gear, noodles, drinks, water, and snacks keep you comfortable and ready for water fun.
- Purely Private & Customizable: The experience is entirely your group’s, with no strangers to share your space.
Discover Rhodes from the Water with a Private Cruise

Rhodes boasts a stunning coastline, and what better way to see it than from a private boat? This cruise offers a chance to explore some of Rhodes’s most beautiful beaches and caves with your own crew, all in a laid-back, flexible setting. The boat departs from Kolona Harbour, and you’ll need to arrive about 30 minutes early to get settled. The vessel, named Captain John, looks inviting — with plenty of shaded and sunbathing spots — perfect for relaxing while soaking in views of the coast.
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The Itinerary: What to Expect
The real charm here is the ability to customize your day. You can opt for a quick 2-hour swim stop or go for a full 6-hour cruise, which includes multiple beaches and caves. The most popular options include visits to Kalithea Caves, known for their natural beauty and clear waters, and Kalami Beach, a serene spot ideal for swimming and relaxing. For those on the longer trips, stops at Oasis Bay and Antony Quinn Bay are highlights, offering stunning scenery and calm waters.
If you’re feeling adventurous, snorkel gear and noodles are provided, letting you explore underwater life in these crystal-clear waters. Multiple reviews mention guides like Sakis providing detailed info about each stop, making the experience more meaningful. In one review, Sakis was praised for his attentiveness, ensuring everyone got exactly what they wanted—whether that was swimming, lounging, or snapping photos.
The Water & Swimming Stops
Expect to spend plenty of time floating, swimming, and snorkeling. You’ll be anchored in beautiful coves, with calm waters perfect for dipping in. The inclusion of snorkeling gear and noodles simplifies the process, especially for beginners or families. Many guests appreciate how the guides help take photos, capturing memories of the day.
The Guide & Atmosphere
The guides are a standout feature. Hannah’s review highlights how the captain kindly accommodated changing plans due to weather, demonstrating flexibility and care. Kate’s review describes how Sakis, in particular, was attentive to individual needs, providing drinks, snacks, and thorough info about each stop — making everyone feel well looked after and involved.
Drinks & Food
While no meals are included, you’ll get two drinks or beers per person and water — enough to keep you refreshed. You might want to bring your own snacks or additional beverages if you plan to spend longer on the water.
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Logistics & Practicalities
Since the activity doesn’t include hotel transfers, you’ll need to arrange your own transportation to Kolona Harbour. Remember to bring essentials like sun protection, sunglasses, a sun hat, and a towel. The activity is private, so it’s perfect for families, couples, or small groups seeking a personalized escape.
Who Will Love This?
This cruise suits travelers looking for a flexible, intimate experience that balances water fun with relaxed sightseeing. It’s ideal for those who value knowledgeable guides, beautiful scenery, and the freedom to tailor their day. It works well for families, friends, or couples wanting a special day on the water — especially if you’re keen on swimming and snorkeling.
Price and Value

Considering the size of the group (max 11 people), the private nature of the cruise, and the inclusion of snorkeling gear and drinks, the cost offers good value. It’s a chance to have a personalized adventure without the crowds or rigid schedules of larger tours. While it doesn’t include meals or transfers, the flexibility allows you to plan the rest of your day at your own pace.
Who This Experience Is Best For

If you love being on the water and enjoy small, private groups, this cruise offers a relaxed way to experience Rhodes’s coast. It’s especially well-suited to travelers wanting a customizable day, with the flexibility to swim, snorkel, or simply soak up the sun. Families with children comfortable in the water, groups of friends, or couples looking for a romantic outing will find this a memorable way to explore the island’s highlights.
The Sum Up

A private sunset cruise with Captain John offers more than just sightseeing — it’s about creating personal memories on the water’s edge. The knowledgeable guides, stunning stops, and flexibility make it a standout choice for those wanting a relaxed, intimate adventure in Rhodes. The experience strikes a good balance between comfort, authenticity, and fun, making it a worthwhile splurge for a special day.
If you’re after a tailored, water-based exploration of Rhodes’s famed beaches and caves, this cruise fits the bill perfectly. It’s ideal for small groups eager to enjoy the best of the island’s coast with personalized service and authentic Greek hospitality.
FAQ

How long does the cruise last? The cruise options range from 2 to 6 hours, depending on your preference, with starting times available throughout the day.
Where do I meet for the cruise? The meeting point is Kolona Harbour, and you should arrive 30 minutes early. The boat’s name is Captain John.
What’s included in the price? The cruise includes the boat, swim stops, snorkeling gear, 2 drinks or beers per person, and water.
Are meals provided? No, meals are not included, so you might want to bring snacks or plan to eat before or after the cruise.
What should I bring? Essentials include sunglasses, a sun hat, sunscreen, beachwear, and a towel, as these are not provided.
Can I change the date if the weather is bad? Yes, according to reviews, guides like Captain John are flexible and have accommodated weather-related changes.
Is this suitable for families? Yes, especially since snorkeling gear and noodles are provided, and the small group setting is family-friendly.
Will I get to see specific beaches? Yes, stops include popular spots like Kalithea Caves, Kalami Beach, Oasis Bay, Ladiko Bay, and Antony Quinn Bay.
Are guides knowledgeable? Reviewers praise guides like Sakis for their attentiveness and local knowledge, enhancing the experience.
Is there a chance to take photos? Absolutely, guides are often helpful in capturing memorable moments, as mentioned in reviews praising Sakis’s helpfulness.
This private cruise offers a genuine chance to enjoy Rhodes’s coast in a relaxed, friendly environment—perfect for making the most of your time on this beautiful island.
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More Boat Tours & Cruises in Rhodes Town
- Rhodes: All-inclusive Sailing Cruise with Lunch & Drinks
- Rhodes: Sunset cruise, swimming stop, snaks & Drinks
- Rhodes Town: Adrenaline Jet Boat Adventure
- Rhodes Town: Anthony Quinn, Kalithea & Afandou Boat Cruise
- Rhodes: Boat trip to Symi island with swimming at St. George
- Rhodes: Beach Cruise with Swimming, Meal, & Unlimited Drinks
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