Thinking about exploring western Crete and want a deeper, more personal experience? This Wine, Dine & Divine tour from Chania promises just that—a carefully curated journey blending history, natural beauty, and culinary delights. From ancient monasteries to a 3,000-year-old olive tree and a top-notch winery, it’s an adventure that offers more than just sightseeing; it’s about tasting the soul of Crete.
What we love about this tour is how well it balances cultural exploration with indulgent tastings. Plus, the private setup means you’re not stuck in a big bus with strangers—you get personalized guidance and a more relaxed pace. On the flip side, it’s not the most budget-friendly option and involves quite a bit of driving, so it’s best suited for those who want an immersive, comfortable day out.
If you’re someone who appreciates good wine, history, and authentic food experiences—and doesn’t mind a full day away from the hustle—this tour could be perfect. It works especially well for travelers who want a mix of education and indulgence, making it a meaningful addition to a trip to Chania.
Key Points

- Private, personalized experience with the convenience of luxury transport and WiFi onboard
- Comprehensive itinerary covering historic sites, ancient monuments, and local gastronomy
- Excellent value—includes multiple admission fees, guided tours, and tastings
- Ideal for culture and foodies wanting an in-depth taste of Crete’s heritage
- Flexible with options for an authentic dinner at a traditional taverna
- Comfortable and stress-free with pickup service and a knowledgeable guide
Exploring the Rich Tapestry of Chania in One Day

This tour is a great way to get a rounded sense of what makes Crete special. It’s not just about ticking off sights; it’s about experiencing the stories, flavors, and traditions that have shaped this island over thousands of years. Let’s break down what you’ll see and do, so you know exactly what to expect.
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The Monastery of Gonia: A Spiritual and Artistic Touchstone
Your journey begins at the Odigitria Gonia Monastery, a structure rooted in the 9th century. It’s a peaceful place, surrounded by beautiful scenery, with a history that reflects Cretan resilience. The monastery is famous for its Byzantine frescoes and sacred relics, which offer a glimpse into the spiritual life of the island.
Your guide will share stories of the monastery’s significance, making the visit more meaningful. The admission fee is included, so you can explore freely for about 45 minutes. Expect to walk through historic halls and perhaps catch a moment of quiet reflection—perfect for those who enjoy cultural and historical sights with a peaceful vibe.
The Olive Tree Museum of Vouves: Touching 3,000 Years of Nature
Next, you’ll head to the village of Vouves, home to one of the world’s oldest olive trees. This isn’t just a pretty tree; it’s a living monument to longevity and Cretan tradition. Standing beneath its sprawling branches, you’ll feel the weight of history—this tree has seen civilizations come and go.
The museum and olive grove offer a tranquil setting, and the admission fee here is also included. You’ll spend around 30 minutes learning about the importance of olive cultivation and how this symbol of prosperity is woven into local traditions. It’s a quiet moment of awe that makes the experience both educational and emotionally resonant.
Anoskeli Winery: Savoring Cretan Flavors
After that peaceful stroll, it’s time for a sensory delight at Anoskeli Winery, where you’ll tour the olive mill and participate in tastings. The tour lasts about an hour and a half, giving you a behind-the-scenes look at how their acclaimed extra virgin olive oils are made, along with a chance to sample wines crafted from indigenous grapes.
Here, the emphasis is on quality and authenticity. You’ll taste a variety of oils and wines, appreciating the craftsmanship that goes into each bottle. The guided aspect means you’ll learn about the local varieties and what makes Cretan wine unique. Many reviewers mention how knowledgeable and friendly the guides are, making this part of the day both fun and educational.
Authentic Cretan Taverna: A Culinary Finale
The day concludes with a two-hour stop at a traditional taverna, where you’ll sit down for a meal cooked over a wood fire. This is the real highlight for many—tasting dishes like roasted lamb, vegetable stews, and freshly baked bread, all drizzled with local olive oil.
While this part isn’t included in the price, many find it well worth the extra cost for the chance to indulge in authentic flavors prepared in a traditional manner. The slow-cooked dishes and rustic setting really give you a sense of how Cretans have been nourishing themselves for generations.
What’s Included and What to Keep in Mind

This tour packs a lot into a relatively short day. The included features—private transportation, WiFi, all admission fees, and guided tours—mean you’re set for a hassle-free experience. The private setup ensures your group can explore at your own pace, which is a big plus.
The price is around $500.72 for up to 3 people, which might seem steep at first glance. However, considering all the inclusions and the personalized nature of the experience, many travelers find it offers good value for those who want a meaningful, curated day. The guide’s knowledge and the seamless transportation make it a comfy way to cover a lot of ground without the stress of planning.
Keep in mind, lunch isn’t included, so you might want to bring snacks or plan for a meal beforehand or afterward. Also, the tour is about 6 to 8 hours long, so it’s best suited for those who don’t mind a full day out and about.
Reviews and Feedback
From the few reviews available, this tour scores a perfect 5/5. Travelers rave about the knowledgeable guides, the quality of the tastings, and the friendly service. One reviewer called their guide “the best travel guide we’ve had so far,” highlighting the personalized attention and wealth of information provided. Another mentioned that Sky & Thalassa is “the best transportation company in Crete,” which adds to the overall smooth experience.
Who Will Enjoy This Most?
This tour is perfect for culture and food lovers who appreciate well-curated, authentic experiences. It’s especially suitable if you’re traveling with a small group or partner, seeking a more intimate and flexible day. It’s less ideal for those on a tight budget or with very young children, given the full-day format and focus on cultural sites and tastings.
Final Thoughts: Is This Tour Right for You?

If you’re after a comprehensive, personalized glimpse into Crete’s heritage, this tour ticks many boxes. The combination of history, natural beauty, and gastronomy makes it a well-rounded experience. The private setup and guided approach mean you won’t feel rushed, and the included admission fees and tastings add to the value.
However, be aware that this isn’t a quick stop-and-go tour; it’s a full day of exploring, tasting, and relaxing, so it suits those who want to immerse themselves without feeling hurried. The cost reflects the quality and personalized service, making it a good choice for travelers who prioritize comfort and authentic experiences over the cheapest options.
All in all, if you’re looking to taste Crete’s past and present in one memorable day, this tour offers an engaging, beautifully curated journey that you’ll remember long after you return home.
Wine, Dine & Divine: A Cretan Odyssey in Chania.
“Sky & Thalassa is the best travel guide we've had so far! The driver was very friendly and polite, and shared many amazing facts about their beauti…”
FAQ
Is this tour suitable for families or children?
While the tour is generally geared toward adults interested in culture and food, it’s a private experience, so children who enjoy sightseeing and tasting might find it enjoyable. However, it’s about 6 to 8 hours long, so consider your children’s patience for a full day out.
What’s included in the price?
The fee covers private transportation, WiFi on board, admission tickets to the monastery, the olive tree and museum, and the winery/tasting experience. The tour also includes guidance from knowledgeable hosts.
Are meals included?
No, lunch is not included, but you can opt for a traditional taverna for dinner afterward or bring your own snacks for the day.
How long is the tour?
The experience lasts approximately 6 to 8 hours, making it a full-day activity. The timing is designed to allow ample time at each stop without feeling rushed.
Do I need to book in advance?
Yes, most travelers book around 51 days ahead, reflecting the popularity of the experience. It’s a private tour, so early booking helps secure your preferred date.
What should I wear?
Comfortable clothing and shoes suitable for walking are recommended. If you plan on visiting the monastery or olive groves, modest attire might be appreciated.
Is there a cancellation policy?
Yes, you can cancel free of charge up to 24 hours in advance. Cancellations less than 24 hours before the tour are non-refundable, so plan accordingly.
This Wine, Dine & Divine tour offers a genuine taste of Crete’s soul—perfect for those eager to combine history, flavors, and scenic beauty into one memorable day in Chania.
More Wine Tours in Chania
- Flavors of Crete from Chania: Wine & Olive Oil Tasting Tour
- Winery Winery Olive Oil Tasting Traditional lunch
- Wine Tasting & Ancient Olive Tree 3 Hours Tour Private
- Olive Oil – Wine – Beer Private Tour (price per group of 6)
- Private tasting of 6 cretan wines in Fres village
- Wine & Olive Oil tasting one day private tour in Crete
More Tour Reviews in Chania
- Flavors of Crete from Chania: Wine & Olive Oil Tasting Tour
- Winery Winery Olive Oil Tasting Traditional lunch
- Chania: Irini Luxury Motor Yacht Semi-Private Cruises
- From Chania: Elafonisi Pink Sand Beach Day Trip w/ Elos Stop
- Gavdos 2-Day Private Camping Tour All Inclusive
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More Chania experiences we've covered
- Winery Winery Olive Oil Tasting Traditional lunch
- Chania: Irini Luxury Motor Yacht Semi-Private Cruises
- Wine, Dine & Divine: A Cretan Odyssey in Chania.
- From Chania: Elafonisi Pink Sand Beach Day Trip w/ Elos Stop
- Gavdos 2-Day Private Camping Tour All Inclusive
- Wine Tasting & Ancient Olive Tree 3 Hours Tour Private
- The Walking Tour Of Chania Old Town
- Private Day Trip to Rethymno City and Argyroupoli Waterfalls
- From Chania: Imbros Gorge and Sfakia Experience Hike & Swim
- From Chania: Imbros Gorge Hike&Authentic Culinary Experience
- Chania: Falassarna beach with transfer
- Private Tour Knossos Palace-Archaeological Museum-Heraklion Town


