Discover Rhodes’ Romantic Charm with Wine Tasting and Sunset Views

If you’re looking to combine a bit of romance, good wine, and stunning scenery in Rhodes, this Wine Tasting and Romantic Sunset in Monolithos tour could be just what you need. Designed as a private, flexible experience, it offers an intimate way to explore some of the island’s most picturesque spots without the hassle of driving. It’s perfect for couples, small groups, or anyone wanting a relaxed evening soaking in breathtaking views.
What really makes this experience stand out are two things: the chance to enjoy local wines in a private setting and the opportunity to watch a spectacular sunset from a medieval castle perched high on a cliff. The journey is thoughtfully curated, with stops that add flavor and local charm. But, like any experience, it’s worth considering the price and the pace—this isn’t a quick, cookie-cutter tour, so if you’re after a leisurely, personalized outing, this ticks those boxes.
One thing to keep in mind is that this is a private tour, which means you’ll get a more tailored experience—great for those who want to avoid big groups or prefer a more relaxed and personalized vibe. However, it also comes at a higher price point, so it’s best suited for couples or small groups willing to spend a bit more for a special evening. If you’re a traveler who appreciates comfort, scenic views, and local wine, this tour could be just perfect.
Key Points

- Private, customizable experience tailored to your preferences.
- Ideal for couples or small groups, looking for a romantic outing.
- Includes wine tasting at Kounaki Wines and a scenic sunset view from Monolithos Castle.
- Travel in comfort with air-conditioned transportation and WiFi onboard.
- No need to drive yourself, making it a stress-free way to enjoy the sights.
- Free cancellation up to 24 hours before the tour, providing peace of mind.
Planning evening activities? Here are other after-dark options we've examined in Rhodes
An In-Depth Look at the Rhodes Sunset Wine Tour

This tour is a thoughtfully curated way to spend your evening exploring Rhodes’ scenic spots while savoring local wines. It lasts about 7 hours, making it a leisurely yet engaging experience, perfect for winding down after a day of sightseeing or simply dedicating an evening to romance and relaxation.
Starting Point: Kounaki Wines
Your adventure begins at Kounaki Wines, the only winery on the island that offers guided tours. Here, you’ll get a chance to explore the vineyards and learn about local viticulture. The guided tour is included in the price, giving you insight into how Rhodian wines are made and what makes their Ebonas wines special. It’s a relaxed way to learn a little about the region—something that wine enthusiasts will appreciate.
Travelers have shared positive feedback about this stop, with one noting that the host was really friendly in advance and showed them hidden spots on Rhodes. It’s a good start to the evening, especially if you’re curious about local wines and enjoy seeing behind-the-scenes at a vineyard.
Charming Villages of Siana
Next, the journey takes you through small villages like Siana, which sit amphitheatrically on the slopes of Rhodes’ highest mountains. These villages are known for souma production (a local spirit) and top-quality honey. You’ll get a quick, free taste of their pure honey, which is considered some of the best on the island.
It’s a short stop—around 30 minutes—so don’t expect to wander for long. Instead, it’s a glimpse into the local countryside and traditional livelihoods. Travelers have enjoyed this part, noting it’s a nice break from more touristy spots, giving you a sense of authentic life on Rhodes.
The Highlight: Monolithos Castle at Sunset
The peak of the tour is the visit to Monolithos Castle, perched atop a huge monolithic rock crag on the southwest coast. With a dramatic height of 240 meters, the castle offers perhaps the most impressive sunset vistas on the island. From this vantage point, you’ll watch the sun dip below the horizon, casting warm hues over the Aegean Sea.
This spot is a genuine romantic highlight—imagine standing there with your partner, the castle ruins around you, as the sky changes colors. One reviewer called it a “romantic breakout” that will stay with you long after the trip ends. The setting is truly special, making it one of the most memorable moments of your Rhodes trip.
The walk around the castle area lasts about an hour, giving plenty of time to take photos, soak in the views, and enjoy the peaceful atmosphere. Since both Monolithos and Kritinia castles are on similar cliffs, choosing this spot guarantees spectacular scenery and a romantic vibe.
If wine interests you, we've examined these other wine experiences in Rhodes
- Private Food and Wine Experience with a Sommelier
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- Faliraki Sunset Cruise with Unlimited Aperol Spritz, Beer & Wine
- Private Wine Tasting Under the Guidance of a Sommelier in Rhodes
- Rhodes Wine & Food Tour: 10 Meal Course Lunch, Wine Tasting, Cooking Class
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Transportation and Comfort

Throughout the tour, you’ll be traveling in a private, air-conditioned vehicle, which is a real plus—especially in the warmer months. The company includes WiFi onboard, so you can share photos or check messages during your trip. The price covers fuel and bottled water, so no hidden costs.
Because this is a private tour, it offers flexibility—if you want more time at a certain stop or to skip something, your guide can usually accommodate that. The tour’s total duration is around 7 hours, a good length for a relaxed evening without feeling rushed.
Who Will Love This Tour?
This experience is ideal for couples seeking a romantic, intimate outing, especially if you enjoy wine, scenic views, and sunset moments. It also suits travelers who prefer to avoid driving and want a personal touch. It’s not a tour for those looking for a quick, budget-friendly activity—this is more about quality time, comfort, and memorable vistas.
The Value for the Price

At approximately $461 for a group of up to two people, it’s definitely on the higher end, but that cost includes private transportation, guided wine tasting, and all the stops. Considering the personalized experience and exclusive access to stunning viewpoints, many find the price justified.
Reviewers confirm the experience is well worth it, with one noting the guide was “top” and the visit “very interesting” with “splendid views”. If you’re after a luxurious, quiet evening with excellent wine and panoramic scenery, this tour offers good value.
Final Thoughts

This Wine Tasting and Sunset Tour in Monolithos is a lovely way to wind down your day in Rhodes, especially if you’re into relaxed, scenic experiences with a touch of romance. Its combination of wine, authentic villages, and spectacular sunset views makes it stand out as a memorable evening activity.
It’s best suited for those who want a personalized, intimate experience without the chaos of large groups. The price reflects the exclusivity and comfort on offer, which many travelers will find worthwhile. If you’re after a peaceful, picture-perfect evening with your loved one, this tour could very well become one of your favorite Rhodes memories.
Wine Tasting and Romantic sunset in Monolithos
“I gave a voucher for this trip away as wedding present. As my friends told me it was a beautiful day. The host was really friendly in advance and m…”
FAQ

Is this tour suitable for those who don’t drink alcohol?
Yes, the main focus is on wine tasting at Kounaki Wines, but if you prefer not to drink, you can simply enjoy the scenery and atmosphere.
How long is the drive between stops?
The itinerary suggests a smooth flow between the vineyard, villages, and castle, all within manageable distances, making the drive comfortable and scenic.
Can I customize the tour?
Since this is a private tour, it can often be tailored to your preferences—just let your guide know what you’d like to focus on or skip.
What should I wear?
Comfortable clothing and shoes are recommended, especially for walking around the castle area and villages. Bring a hat and sunscreen for sun protection.
Is there any shopping during the tour?
No, shopping isn’t included, but you might find opportunities at the winery or local villages if you’re interested.
What’s the best time of day for this tour?
The sunset timing makes late afternoon into early evening ideal, so you can enjoy both the wine tasting and the sunset views.
Are children allowed on this tour?
The information doesn’t specify, but given the focus on wine tasting and the nature of the stops, it’s probably best suited for adults.
What happens in case of bad weather?
If the weather affects the experience, you’ll be offered an alternative date or a full refund, ensuring peace of mind.
If you love the idea of combining good wine, scenic views, and tranquil moments, this private Rhodes tour could be a highlight of your trip. It’s an experience that celebrates the island’s beauty in a relaxed, intimate way—perfect for creating memories with someone special.
More Wine Tours in Rhodes
- Private Full Day Rhodes Island Tour including Wine Tasting Experience
- 1 Day Rhodes Island Tour with Olive Oil, Honey and Wine Tasting
- Butterfly Valley & Wine, Olive Oil, Honey Tasting Tour (Small Group)
- Faliraki: Evening RIB Cruise with Champagne and Sunset Views
- Full Day Guided Rhodes Island Cultural & Wine Tour
- Wine and Medieval History Private Tour in Rhodes
More Food & Drink Experiences in Rhodes
- Private Full/Half-Day Boat Trip in Greece with Food and Drinks
- Private Full Day Rhodes Island Tour including Wine Tasting Experience
- 1 Day Rhodes Island Tour with Olive Oil, Honey and Wine Tasting
- Butterfly Valley & Wine, Olive Oil, Honey Tasting Tour (Small Group)
- Walking Food Tour in the Medieval Town of Rhodes
- Full/Half Day Boat Trip in Greece with Food and Drinks
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- Medieval City & Lindos : Small Group Tour for Cruise Travelers
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More Rhodes experiences we've covered
- Wine Tasting and Romantic sunset in Monolithos
- From Rhodes: Symi Island and Panormitis Monastery Day Trip
- Rhodes: Safari with our driver – North – Pick ups East Coast
- Medieval City & Lindos : Small Group Tour for Cruise Travelers
- Rhodes: Filerimos Hill and Butterfly Valley Bus Trip
- Rhodes Town and Lindos: Private Minibus Tour
- Private Eco Wood Burning Sauna Bathing including Massage with Eucalyptus Leaves
- Crazy Sofa 15-Minutes Riding in Traganou Beach
- Lindos and the medieval City of Rhodes, FD private tour from port
- Jewish Quarter and Museum Walking Tour of Rhodes Old Town
- Greek Shores Snorkel and Sailing Day Trip with Lunch
- Rhodes Private Return Transfer – Rhodes Airport to Rhodes Town city (and return)

