Dodecanese is a treasure trove of cruise options that deliver more than just a day on the water. With its crystal-clear waters, unspoiled beaches, and charming islands, this group of islands offers memorable experiences for all tastes. Whether you’re looking for a luxury yacht, a family-friendly cruise, or a romantic sunset sail, Dodecanese has something to offer. We’re particularly fond of the Astypalaia daily cruise, which combines personalized service with visits to stunning secluded spots like Koutsomiti and Red Rock. If you’re after a private, all-inclusive day on the water, the Rhodes private boat cruise promises a tailored experience for families or couples. For a more luxurious, high-speed adventure, the private RIB cruise to Aigina and Agkistri stands out for its sleek boat and snorkeling stops. No matter your style, the Dodecanese’s boat tours offer a fantastic way to see the islands from a different perspective.
1. Astypalaia: Daily Cruise to Koutsomiti, Kounoupa, Red Rock & more
At number one on our list is the Astypalaia daily cruise, which offers a perfect blend of relaxation and exploration. This all-inclusive, small-group sailing tour takes you to some of the most beautiful unspoiled beaches and hidden coves in the Dodecanese. With a maximum of 14 guests, the luxurious 19-meter Ferretti yacht ensures a personal experience. The tour features stops at Kounoupa, known for its double beach, Koutsomiti, and Red Rock, where you can swim, sunbathe, and snorkel using provided gear. The trip includes a delicious shrimp pasta lunch, unlimited drinks, and all gear — towels, snorkeling masks, fins — are provided.
What makes this tour stand out is the intimate atmosphere and the chance to visit spots tough to reach alone. The crew’s hospitality, combined with crystal-clear waters and scenic islands, makes this a memorable day. Customers rave about the breathtaking swimming stops and the boat’s comfort. The experience is perfect for travelers seeking a small, exclusive trip with all the amenities included. The $142 price includes everything, offering excellent value for a six-hour adventure.
Bottom line: If you want a personalized, all-inclusive day with top-notch service and stunning scenery, this cruise is hard to beat.
2. Rhodes Island: Private boat cruises to the best bays of Rhod
Number two on our list is the private boat cruise around Rhodes, which is ideal if you prefer a flexible, personalized itinerary. This family-run operation benefits from the captain’s 40 years of experience, ensuring safety and local insight. The tour typically lasts between 3 and 5 hours and is perfect for families or small groups wanting to explore at their own pace. The crew’s warmth and friendliness shine through, making everyone feel comfortable.
This cruise takes you to the island’s premier bays, with stops at secluded beaches and snorkeling spots. It’s a great way to beat the crowds and access those hidden swimming areas. While the price varies, it emphasizes the private, tailored nature of the experience – you decide where to go and how long to stay. Reviews highlight the personal care, with one noting, “This family takes care of you very well,” which makes it a trustworthy choice for travelers seeking a private, intimate experience.
Bottom line: For a flexible, family-friendly day with expert guidance and the chance to customize your route, this private cruise hits the mark.
3. Private cruise to Kallithea & Anthony Quinn & Traganou Caves
Number three is the private cruise exploring Rhodes’ top snorkelling spots. With a price of $339 for up to seven people, this high-speed boat offers a combination of beach hopping, swimming, and snorkelling in picturesque bays like Kallithea Springs, Anthony Quinn Bay, and Ladiko Bay. The tour is perfect for those who want a private, adventurous day exploring Rhodes’ most beautiful coastal locations in comfort.
The trip includes snacks and drinks, with soft drinks and beer available onboard. Passengers praise George and his son for their enthusiasm and professionalism, describing the experience as “wonderful, fun, and exciting.” The boat’s speed allows you to visit multiple sites within 4 to 6 hours, making it ideal for travelers short on time but wanting a comprehensive private experience.
This tour is especially suited for families or small groups eager for a fast-paced day of swimming and lounging in some of Rhodes’ best bays. The high-speed nature means a slightly more dynamic experience, but it still feels intimate and personalized.
Bottom line: For those seeking a private, active day with excellent snorkeling and a guide who knows the best spots, this tour offers great value.
4. Private luxury RIB cruise Aigina, Agkistri
Number four is the luxury RIB cruise to Aigina and Agkistri, perfect for travelers craving a high-end experience. Priced at $1,694 for up to 8 people, this sleek, 10-meter RIB offers both comfort and style. The cruise lasts around four hours and includes the chance to swim, snorkel, and play your own music through the onboard JL Sound System.
What makes this tour stand out is its luxury factor. The boat is modern and well-equipped, with towels and drinks provided. The itinerary is flexible, whether you opt for a morning, afternoon, or sunset cruise, making it suitable for different schedules. The reviews mention how the beautiful bays and professional crew made the experience memorable, noting it as an “awesome” trip.
This cruise is ideal for families or small groups looking for a luxurious escape with plenty of time for swimming and relaxing. Its exclusivity and high-end amenities justify the higher price, making it more suited for special occasions.
Bottom line: If budget is less of a concern and you want a luxury, private day on the water, this RIB cruise offers an exceptional experience.
5. Rhodes: Catamaran Cruise with Snacks, Wine & Sunset Viewing
Number five is the catamaran cruise, which combines luxury, relaxation, and stunning sunset views. This 3-hour trip departs from Pegasus Sailing Cruises and takes you to Kallithea Springs Beach, where you can swim or relax. The boat is described as spacious and luxurious, offering a full bar, including wine and soft drinks, plus onboard showers.
The highlight is the sunset experience, which is especially popular with couples and those seeking a romantic evening. The spacious vessel ensures comfort, and the full bar means you can enjoy a drink as the sun dips below the horizon. Reviews mention the beautiful scenery and the boat’s luxurious feel, making it a standout for sunset lovers.
This cruise is best suited for romantic couples or friends who want a relaxed, elegant way to see Rhodes at dusk. Its shorter duration makes it perfect for an evening activity, and the luxurious setting ensures a memorable experience.
Bottom line: For a romantic or leisurely sunset cruise, this catamaran tour offers style and comfort in abundance.
6. Rhodes to Symi motor yacht trip
The final spot goes to the Rhodes to Symi motor yacht trip, a longer, comprehensive adventure for those who want to see more of the surrounding islands. Priced at $1,524 for up to 8 people, this 8-hour motorboat trip takes you from Rhodes to explore the most popular beaches and bays of Symi. You’ll stop at Saint George, Seskli, Panormitis, and more, with plenty of swimming and snorkelling opportunities along the way.
What’s appealing about this experience is the relaxed pace combined with expert guidance to discover the best spots around Symi. The boat is fast and comfortable, and the itinerary includes a guided tour of the island. The reviews emphasize the beautiful views and the ease of enjoying several locations in one day.
This trip is ideal for families or groups wanting a full day of island exploration, combining sightseeing, swimming, and casual touring. Its length and variety make it suited for those with a flexible schedule looking to maximize their island experience.
Bottom line: For a full, relaxed day visiting multiple spots with expert guidance, this trip offers great value.
How to Choose Your Perfect Dodecanese Boat Tour
Picking the right cruise depends on your priorities. Budget-conscious travelers might prefer the Astypalaia day cruise for its all-inclusive value, while those seeking private, customizable experiences should consider the Rhodes private cruises. If luxury is your goal, the RIB cruise or the catamaran sunset sail are ideal. For exploring surrounding islands, the Symi motor yacht provides a comprehensive day trip.
Consider how much time you have, your budget, and whether you prefer a private or group experience. Book early, especially for popular tours, during the peak summer months.
Final Thoughts
From intimate, all-inclusive day trips to luxurious private charters, Dodecanese offers a wide array of cruise experiences tailored to different preferences. If you’re after a lively day on the water with many swim stops, the Astypalaia cruise is excellent. For a romantic evening, the catamaran sunset is hard to beat. Families or groups wanting a full island exploration might enjoy the Symi yacht trip.
Whatever your style, booking early will help you secure your preferred date and experience. With so many options, you’re sure to find a boat tour that makes your time in Dodecanese truly unforgettable.