Rhodes: Guided Walk and Wine Tasting Tour in Medieval Town

If you’re heading to Rhodes and want to combine history with a touch of Greek wine culture, this guided walk and wine tasting tour offers a fascinating glimpse into both worlds. Not only does it showcase the incredible medieval architecture of Rhodes’ Old Town, but it also invites you to indulge in some of Greece’s best wines, all in a relaxed, intimate setting.

What makes this tour stand out? First, the knowledgeable guides—like Nickolas, who’s often praised for his passion and depth of knowledge. Second, the experience of wandering through UNESCO World Heritage-listed streets with stories of knights and sieges. And third, the chance to savor award-winning Greek wines in a beautiful courtyard, paired with local meze.

A potential consideration? The cost per group might seem high for some, but when you factor in private guiding, entry to key sites, and a gourmet lunch and wine tasting, it offers good value for those seeking an authentic, personalized experience.

This tour is perfect for history enthusiasts, wine lovers, and travelers wanting an immersive, small-group activity that balances cultural learning with culinary delights. If you’re after a relaxed, yet enriching half-day in Rhodes, this is likely a great fit.

Key Points

• Exclusive access to Rhodes’ medieval Old Town and the Palace of the Grand Master
• Expert guided walking tour with engaging stories and insights
• Tasting of local Greek wines paired with traditional meze in a historic courtyard
• Flexible options including private groups and multiple language guides
• Cost-effective for small groups: up to 4 people for $531
• Ideal for those interested in history, food, wine, and authentic experiences

You can check availability for your dates here:

Discovering Rhodes’ Medieval Charm

Rhodes’ Old Town is a highlight for many visitors, and this tour makes sure you get the full picture. The area is recognized as a UNESCO World Heritage Site, and rightly so. Its towering walls, deep moat, and winding streets seem frozen in time. Exploring this area with a licensed, knowledgeable guide like Nickolas really elevates the experience. As one reviewer noted, Nickolas is a “wonderful tour guide,” who knows the history and stories behind every corner.

Walking through the streets, you’ll see medieval monuments, cobblestone alleys, and the famous Street of the Knights—considered one of the best-preserved medieval streets in Europe. The guide points out the battles and sieges faced by the Knights of St. John, bringing history to life. Expect a variety of stories that connect the architecture with the island’s strategic importance over centuries.

Since access to the Grand Master’s Palace isn’t included in the ticket price, be prepared to pay €9 (or about 9 USD) in cash. This medieval fortress, restored in the 1930s, houses mosaics, medieval furniture, and archaeological exhibits that vividly showcase Rhodes’ history. Visitors from reviews mention that the guide’s skipping of the line made the visit more relaxed and enjoyable, especially during busy times.

The Walking Tour: A Detailed Look

The tour begins either from the cruise port or the Marine Gate, both convenient starting points. As you follow your guide through the labyrinth of streets, they’ll describe how the Knights of St. John constructed and defended this fortress city. Expect to hear tales of sieges, battles, and the resilience of Rhodes’ medieval inhabitants.

Walking shoes are recommended since the streets are cobbled, but the pace is comfortable enough for most visitors. The guide’s storytelling makes the walk engaging, not rushed, highlighting key sites and weaving in anecdotes that make history stick.

The Food and Wine Experience

After the tour of the medieval sites, the group heads to the Inn of Auvergne, built in 1507, for the highlight of the experience: wine tasting and lunch. Nestled in a charming courtyard, this historic inn offers a peaceful setting to enjoy Greek wines. The sommelier, Kosmas Sarakini, is praised for his expertise in selecting an impressive array of local wines, which are described as “award-winning” in reviews.

The wine tasting is complemented by a cheese board and traditional Greek meze. The tasting provides a wonderful opportunity to discover why Greek wines are gaining international recognition—bright, flavorful, and versatile enough to pair perfectly with local cheeses and snacks.

Many reviewers have mentioned how memorable this part was: “The wine tasting was awesome and set in a beautiful courtyard,” says one guest, emphasizing the intimate atmosphere and quality of the wines. The lunch itself offers a taste of authentic Greek cuisine, paired thoughtfully with the wines for a full sensory experience.

What’s Included and What’s Not

This tour offers excellent value for its inclusions: a licensed English-speaking guide, a walking tour of Rhodes’ medieval town, and the wine tasting with lunch. The only extra expense is the entry ticket to the Palace of the Grand Master, which costs about €9 for adults.

The private group option means you’ll have a more personalized experience and the flexibility to choose your preferred start time. This is especially appealing for those seeking a more tailored day, as you can coordinate directly with the provider.

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Timing and Practicalities

With a duration of approximately 4 hours, the tour is perfect for fitting into a morning or afternoon slot. Check availability beforehand for start times. Because it’s a walking tour, comfortable shoes are a must, and bringing cash for the palace entry fee is recommended.

The tour’s flexibility allows you to select either a meeting point at the cruise port or the Medieval Town’s Marine Gate, making it easy for cruise passengers or day-trippers to join.

Authenticity and Personal Touches in Reviews

Guests consistently praise the guides, especially Nickolas, whose storytelling skills make the history come alive. One reviewer commented, “Nickolas knows so much history that you wish you have more time to learn with him,” highlighting the educational aspect of the tour.

The wine tasting and the lunch are also standout elements. Guests mention Kosmas Sarakini’s keen wine picks and the beautiful courtyard setting as particular highlights. This personal attention and authentic pairing make the experience more than just a sightseeing tour; it becomes a culture.

Final Thoughts

This Rhodes tour expertly combines two top attractions—its medieval Old Town and Greek wines—into a seamless, engaging experience. The addition of a passionate guide makes history accessible and fun, while the wine and lunch offer a perfect moment to relax and savor local flavors.

While the price may seem high at $531 for a group of four, it includes private guiding, site entry, and a gourmet lunch, making it a worthwhile investment for those looking for a personalized, meaningful adventure. It’s especially suited for history buffs, wine enthusiasts, and travelers who appreciate small-group, authentic experiences.

If you’re after a half-day that balances education, culture, and gastronomy, this tour provides excellent value and memorable moments, all wrapped into a well-organized package.

FAQ

Is this tour suitable for all ages?
Yes, as it involves walking and tasting, it’s suitable for most ages, but comfortable shoes are recommended.

How long does the tour last?
Approximately 4 hours, but check specific starting times when booking.

What’s included in the price?
The guide, walking tour, wine tasting, and lunch are included. Entry to the Palace of the Grand Master costs extra.

Can I join from the cruise port?
Yes, the tour can start from the cruise ship port or the Medieval Town’s Marine Gate, depending on your preference.

Is this a private tour?
Yes, the experience is designed for private groups, with options to specify your preferred start time.

Do I need cash for anything?
Yes, bring cash to pay for the Palace entry ticket (€9).

Are vegetarian options available?
The provided information doesn’t specify, but you can likely request special dietary needs when booking.

What languages are guides available in?
Guides speak English, Spanish, Dutch, French, German, and Italian.

What should I wear?
Comfortable walking shoes are recommended; dress appropriately for the weather.

Is there free cancellation?
Yes, you can cancel up to 24 hours in advance for a full refund, offering peace of mind if your plans change.

This guided walk and wine tasting tour in Rhodes offers a well-balanced mix of history, culture, and culinary delights. Perfect for travelers who want to see the highlights while enjoying genuine Greek hospitality in a relaxed, private setting.

You can check availability for your dates here: