A Walk Through Chania’s Wines and Streets: Our Take on the Old Town Wine Tasting Tour
If you’re planning to spend a day in Chania and love a good wine, this Wine Tasting Walking Tour might just be the perfect intro. While we haven’t tried it ourselves, the reviews and detailed itinerary suggest it’s an experience that balances learning, tasting, and exploring in a friendly, relaxed setting. It’s especially appealing for those who want to get oriented in the city while indulging in local flavors.
Two things that caught our attention immediately: first, the tour’s local guide Anastasia gets rave reviews for her knowledge and sense of humor, making the experience both educational and fun. Second, the variety of wines sampled — from local Cretans to ancient-style dessert wines — promises a broad taste of Crete’s vinicultural offerings.
One potential consideration is the timing—it’s about 2.5 hours, which packs in quite a bit of walking and tasting, so if you’re after a very leisurely or in-depth wine course, you might find it a bit brisk. But if you enjoy a lively, well-organized tour that combines culture, history, and wine, this will likely tick your boxes.
This tour suits travelers who appreciate a guided experience that hits the highlights of Old Town Chania, especially if you’re curious about local wines and like to combine tasting with a bit of sightseeing. It’s great for first-timers in the city who want a taste of Crete’s wine culture without the fuss of a long sit-down tasting.
Key Points

- Excellent Guide: Anastasia is praised for her engaging storytelling and local insights.
- Diverse Wines: From local Cretan varieties to a sweet dessert wine, the selection is well-rounded.
- Scenic Stops: The tour includes iconic spots like the Old Venetian Harbor and Splantzia Square.
- Value for Money: At around $77, you get four wine tastings, snacks, and a walking tour.
- Short but Informative: Lasts about 2.5 hours, perfect for those with limited time.
- Shop at the End: You can purchase wines you’ve enjoyed throughout the tour.
The Detailed Breakdown: What You Can Expect

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Starting Point: Anassa Boutique Hotel & Café
The tour begins at this charming spot on the Old Venetian Harbor at 11 am. The meeting location itself sets the tone — a cozy, central place where you’ll start with your guide. You’ll learn a bit about wine tasting basics, which is handy whether you’re a newbie or just want a refresher. The first tasting offers two wines paired with a small snack, with the harbor’s lighthouse view providing an ideal backdrop. Imagine sipping local wine while watching boats bob in the sunlight — quite the way to start the day.
What travelers loved: The combination of the view and the relaxed atmosphere. As one reviewer put it, “We loved the way the guide made everything fun and accessible,” making even the beginners feel comfortable.
Kritamon Wine Bar & Restaurant: A Hidden Gem
Next, you’ll walk to Kritamon, a spot known for their Cretan products. Here, two more wines are presented, paired with snacks. This portion of the tour is appreciated for its intimate setting and the chance to taste wines you’re unlikely to find in standard stores. The guide helps you understand what makes Cretan wines unique, and the snacks complement the flavors nicely.
Insight from reviews: Guests mention that the guide’s “passion for local wines shines through,” making the tasting more memorable.
Strolling Through the Streets: Behind the Harbor
The walk takes you through the charming alleys behind the harbor — often called ta stenakia. These tiny streets are full of character and give you a real feel for the local atmosphere, away from tourist crowds. It’s a good opportunity to get your bearings, snap photos, and maybe spot a cozy cafe or two for later.
Splantzia Square: A Neighborhood of History and Flavors
Your next stop is Splantzia Square, a neighborhood with significant history. You’ll visit Platanos restaurant for the next wine tasting, which again includes a small snack. The setting here is more local and authentic, giving you a taste of everyday life in Chania.
What reviewers enjoy: The mix of history and wine, with one saying, “Most memorable was passing by places we’d have missed on our own,” adding depth to the experience.
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The Final Stop: Local Wine Shop at Foods’n’Goods
The tour wraps up at a cozy wine shop where you can purchase bottles of wines tasted during the day. It’s a smart move — you get a chance to bring home some of Crete’s best wines, perhaps a souvenir of your journey. The shop is small but well-stocked, and the staff are friendly about helping you pick the perfect bottle.
And yes: Many guests find it tempting to buy more than they planned, so bring some extra luggage space if you’re a wine lover.
Worth Noting About the Tour

Duration and Group Size: Lasting about 2 hours 30 minutes with a maximum of 10 travelers, it’s an intimate experience that ensures plenty of interaction with the guide and other guests. Small groups make for a more personalized and relaxed atmosphere.
Cost and Value: At just over $77 per person, you’re paying for four tastings, snacks, and a guided walk. Compared to other wine experiences, this is quite reasonable, especially considering the central location and the inclusion of snacks and a shopping opportunity.
Accessibility & Convenience: The meeting point is near public transportation, making it easy to find, and the tour is suitable for most travelers. Service animals are welcome, and the tour confirms bookings instantly, with free cancellation available up to 24 hours before.
Timing: Starting at 11 am, it’s a good choice to kick off your day, leaving the rest of your afternoon free for exploring or relaxing.
Authentic Experiences and What Travelers Say
The guide, Anastasia, appears to be a highlight for many. One reviewer calls her “fantastic — funny and passionate,” while another notes her “interesting local knowledge and great wine expertise.” Her approachable style seems to make everyone comfortable, turning what could be a formal tasting into a lively, engaging experience.
Guests also appreciate the mix of history, local culture, and scenic views. The combination of a walk, tastings, and historical spots gives the tour a well-rounded feel. Many mention how a visit to Kritamon turned into an evening reservation, showing that the experience can influence your dining plans.
The Sum Up: Who Will Love This Tour?

If you’re someone who enjoys a good story, a sip of local wine, and a walk through charming streets, this tour hits all those notes. It’s perfect for first-time visitors wanting an introduction to Crete’s wine scene woven into their exploration of Chania. The guide’s friendliness and knowledge make it feel less like a stiff tasting and more like a social outing.
While it’s not a deep dive into wine complexities, it offers enough variety and insights to satisfy casual wine lovers. The small group size ensures a personal touch, and the included snacks and shopping opportunity add extra value.
However, if you’re a dedicated connoisseur seeking an in-depth, educational experience or have specific dietary concerns, this might feel a bit light. Still, for most travelers looking for an enjoyable, well-organized introduction to the local wines and a taste of Chania’s streets, it’s a smart choice.
Wine Tasting Walking Tour in Old Town Chania
“One of the best wine tours weve been on. Anastasia was fantastic – funny and passionate teaching us about the history of the wines and Greece witho…”
FAQ

How long does the tour last?
The tour runs for approximately 2 hours and 30 minutes, balancing walk, tastings, and sightseeing comfortably.
Where does the tour start and end?
It begins at Anassa Boutique Hotel & Café on the Old Venetian Harbor and concludes at a local wine shop called Foods’n’Goods.
Are snacks included?
Yes, each stop pairs wine with small snacks, enhancing the tasting experience and helping to cleanse the palate.
Can I buy wine during or after the tour?
Absolutely. The final stop is at a wine shop where you can purchase any wines you liked during the tasting.
Is the tour suitable for families or children?
While suitable for most travelers, it’s geared more toward adults who enjoy wine and walking. Service animals are allowed, but there’s no specific mention of children or family-friendly activities.
How many people usually participate?
The maximum group size is 10, creating an intimate environment ideal for engaging conversations and personalized attention.
Is this tour good for a first trip to Chania?
Yes, it’s especially recommended for first-timers wanting to get a taste of the city’s local wines, history, and hidden streets.
What is the price, and is it worth it?
At $77.14 per person, including four wine tastings, snacks, and a guided walk, most agree it offers fair value given the experience and location.
If you’re after a laid-back, engaging way to discover Chania’s wines and streets, this walking tour is definitely worth considering. It combines the best of local flavors, friendly guidance, and scenic views — making it an experience you’ll remember long after your glasses are empty.
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- Private Jeep Tour to Agiofarago Beach to swim & Matala walk
- Crete: Trypiti Beach Off-Road South Tour w/ Lunch & Wine
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- Crete: Lasithi Plateau and Knossos Palace Day Tour
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