If you’re looking to combine your love of wine, history, and breathtaking scenery on Rhodes, this private tour offers a thoughtfully curated experience that hits all those marks. With a flexible itinerary, expert local guides, and plenty of opportunities to savor authentic flavors, it’s an ideal way to see the island from a different perspective.
What really makes this tour stand out are the spectacular sunset views from the medieval castle, the chance to taste locally produced wines, and the intimate feel of a private group. However, it’s important to note that this experience is tailored for those who enjoy slow-paced explorations and are prepared for some walking and outdoor time.
Designed for wine lovers, history buffs, and curious travelers, this trip offers a blend of culture, scenery, and delicious local drinks—all in a manageable six-hour window. If you’re seeking a personalized, scenic, and flavorful journey through Rhodes, this tour deserves a spot on your itinerary.
Good To Know

- Personalized Experience: Private driver guides make the tour adaptable to your preferences.
- Authentic Tasting: Visit renowned local wineries and learn about Rhodian winemaking traditions.
- Spectacular Scenery: Discover medieval castles with panoramic views and charming villages.
- Sunset Magic: End your day with a toast against a breathtaking sunset backdrop.
- Convenient and Comfortable: Includes hotel pickup, Wi-Fi, water, and all entrance fees.
- Limited Suitability: Not recommended for pregnant women, those with back problems, or wheelchair users.
Exploring Rhodes with a Private, Customizable Touch

This 6-hour tour promises an enriching slice of Rhodes—where culture, nature, and flavor come together in a relaxed, personalized setting. The experience kicks off with hotel pickup in a well-maintained vehicle, ensuring comfort and convenience right from the start. Your driver, who speaks fluent English and doubles as an informal guide, will help shape your journey, sharing insights and suggesting hidden gems based on your interests.
The flexibility is a standout feature. If you’re passionate about wine, you’ll love the curated visits to some of Rhodes’ best wineries, like the charming Ebonas Winecellar. Here, you’ll taste locally produced wines, while learning about the island’s centuries-old winemaking traditions. One reviewer mentions how the guide “shared historical knowledge and insights about each stop,” making the tasting not just about the wine but also about understanding its cultural roots.
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Visiting Ebonas Winecellar and Local Wineries

The wineries are the core of this tour. Expect guided tastings that are curated to showcase Rhodes’ terroir—think local grapes and traditional methods passed down through generations. The tasting experience is designed to be both educational and enjoyable, with the guide explaining the unique qualities of each wine. Guests often comment on how the guide’s passion for wine added a layer of authenticity.
One reviewer notes, “The wines were excellent, and the guide’s explanations made everything more meaningful.” This is especially true if you’re eager to deepen your appreciation for Greek wines or learn about how the island’s climate influences the flavors.
Exploring Medieval Castles and Villages

After vineyard visits, the tour takes you through picturesque countryside roads to Castle of Monolithos—a medieval fortress perched on a cliff, offering views that make your camera work hard. The castle’s panoramic vistas of the Aegean are well worth the walk, and many visitors find this the highlight of the day. A reviewer recalls, “Standing at the castle’s edge at sunset, with a glass of wine in hand, was a moment I’ll never forget.”
The trip also includes visits to the charming villages of Sianna and Ebonas, where narrow streets and traditional architecture create a relaxed, authentic atmosphere. Expect to see local life unfold in these peaceful spots, away from the busy tourist hubs.
Sunset at Monolithos Castle

The pièce de résistance is the sunset viewing at Monolithos Castle. As the sun dips lower, the sky turns fiery, and the castle’s silhouette becomes a striking backdrop for photos. Feel free to bring your camera or smartphone—many guests have expressed how this moment alone made the tour worth it.
Reviews mention that the guide often suggests the best viewpoints and shares stories about the castle’s history, adding depth to this picturesque setting. The lighting and scenery truly make this a magical experience.
More Great Thing To Do NearbyPractical Details and Value
At $254 per person, this experience offers great value considering the inclusions: wine tastings, castle entrance fees, transportation, Wi-Fi, water, and hotel pickup/drop-off. The price reflects a private, tailored experience—no large groups, no rushed schedules. Guests consistently appreciate the personalized attention and flexibility.
The journey’s duration and the private setup mean you won’t feel overwhelmed. The maximum group sizes range from 1-4 in a sedan to 8-12 in a minibus, ensuring intimacy and space for everyone. Timing is flexible, with multiple departure options, so you can choose what suits your plans best.
Transport comfort is a notable point; the vehicles are described as well-maintained, with Wi-Fi onboard—making waiting times or transfers more enjoyable. Plus, the inclusion of water and water makes it easy to stay hydrated during warm days.
Additional Considerations
While the tour is quite comprehensive, it’s worth noting that meals and other beverages aren’t included. If you’re a foodie or wine enthusiast, you might want to bring snacks or plan to enjoy a local meal afterward. Also, this experience isn’t suitable for pregnant women, people with back issues, or those in wheelchairs—mainly due to the walking involved at castles and villages.
For those seeking a deeper historical or cultural experience, optional guides can be added to enhance your understanding at specific sites, making the tour even more adaptable. You might also find the informal insights from the driver-guide add a friendly, local flavor to your day.
The Sum Up
This Rhodes experience offers a well-rounded, personalized way to explore the island’s wine, castles, and villages in just one day. The focus on authentic tastings, stunning scenery, and flexible planning makes it ideal for travelers who want a relaxed yet memorable adventure. The sunset at Monolithos Castle alone can justify the cost, especially for photography lovers and romantics.
If you’re eager to discover Rhodes beyond the typical tourist spots, enjoy local wines, and want a private, intimate setting, this tour is a fantastic choice. It balances value, comfort, and authenticity, providing a meaningful snapshot of what the island has to offer.
For those with a love of scenic views, cultural discovery, and good wine, it’s hard to beat this carefully crafted experience. Just remember to bring your camera, sun protection, and a curious spirit.
FAQ
Is this a private tour?
Yes, it’s designed for private groups, with options for different vehicle sizes, ensuring personalized attention throughout your day.
What’s included in the price?
The fee covers wine tastings, castle entrance fees, fuel, tolls, taxes, hotel pickup and drop-off, Wi-Fi onboard, water, and a well-maintained vehicle with an English-speaking driver-guide.
Can I customize the itinerary?
Absolutely. The driver-guide acts as an informal guide and can suggest adjustments, hidden spots, or additional stops based on your interests.
What should I bring?
Comfortable shoes, sun hat, camera, and sunscreen are recommended. Note that pets and alcohol in the vehicle are not allowed.
Is there any flexibility in timing?
Yes, check availability for different starting times. The tour duration is around 6 hours, and you can choose a departure time that fits your schedule.
Are there any restrictions?
This tour isn’t suitable for pregnant women, those with back problems, or wheelchair users due to walking and site accessibility.
This carefully curated tour offers a chance to indulge in Rhodes’ finest flavors and sights while enjoying the comfort of a private, adaptable experience. Whether you’re after stunning sunset views, authentic wines, or a relaxed exploration of medieval castles, it’s a memorable way to see a different side of the island.
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