Wine & Olive Oil Tour with Lunch at Milia Mountain Retreat - Who Should Consider This Tour?

Chania’s 15 Best Wine Tours

Chania is one of Crete’s most captivating cities, and its surrounding countryside offers some of the island’s best wine and food experiences. The region’s rugged landscapes are dotted with family-run wineries, ancient olive trees, and mountain retreats—perfect for tasting authentic Cretan flavors. We’re especially fond of tours that combine cultural insight with hands-on tastings, like the Crete Wine and Olive Oil Tour where you’ll stand before one of the world’s oldest olive trees. Or the Wine & Olive Oil Tour with Lunch at Milia Mountain Retreat, which offers a full-day adventure in a small group with off-road 4x4s. These tours provide a genuine taste of Crete’s rural life, perfect for those who want more than just a quick sip.

Whether you’re after a quick, budget-friendly tasting or an immersive full-day experience, Chania’s wine tours have something for all. From private visits with a sommelier to group safaris exploring ancient groves, you’ll find options that match your interests and pace. Now, let’s explore the top 15 wine tours in detail—helping you pick the perfect match for your trip.

1. Crete Wine and Olive Oil Tour

Crete Wine and Olive Oil Tour

This relaxed half-day tour from Chania takes you through the Kissamos mountains and traditional villages. You’ll visit two family-run wineries and learn about the wine production process directly from local owners. The highlight is tasting regional wines and extra virgin olive oils, including a visit to the Monumental Olive Tree of Vouves, one of the oldest olive trees in the world. The tour also features a stop at the Anoskeli Winery, which is famous for its organic olive oils.

Guests praise the knowledgeable guides and the authentic tasting experience, especially the chance to stand beneath that ancient olive tree. The tour offers two-way hotel transfers in Chania and along the coast, making it convenient. At $139.03, it’s a great value for families or couples looking to combine culture and cuisine in a laid-back setting. Bottom line: A perfect choice for those wanting a comprehensive yet relaxed introduction to Crete’s wine and olive oil traditions.

2. Wine & Olive Oil Tour with Lunch at Milia Mountain Retreat

Wine & Olive Oil Tour with Lunch at Milia Mountain Retreat

This full-day tour is ideal for those who want a more intimate experience away from the crowds. Traveling in a small group via 4×4, you’ll explore ancient olive groves, taste five different wines and organic olive oils, and enjoy a hearty lunch at the Milia Mountain Retreat. The day includes a visit to the Olive Tree Museum of Vouves and views of Topolia Gorge.

Guests love the off-road rides and the depth of knowledge from the guides, with many noting the authentic atmosphere of the mountain retreat and the delicious local food. At about $172, this tour offers excellent value for a full day of exploring Crete’s culinary heartland. It’s perfect for travelers who appreciate a combination of adventure, culture, and great food in a small group setting. Bottom line: A top pick for food lovers and those seeking a scenic mountain escape.

3. Wine & Olive Oil Tour with Lunch – Semi Private Safari Tour

Wine & Olive Oil Tour with Lunch - Semi Private Safari Tour

For around $169, this semi-private safari takes you deep into Crete’s rugged landscapes. Limited to six guests, the tour includes visits to ancient olive trees, a family winery, and a traditional lunch with wine. Traveling in a comfortable 4WD vehicle, you’ll explore gorges and remote groves inaccessible by normal buses or cars.

Guests rave about the personalized attention and the insightful guides who share stories about Crete’s olive and wine heritage. Many mention the touch of authenticity at each stop, from tasting organic olive oils to savoring local wines. It’s ideal for travelers wanting an intimate, off-road adventure that combines nature and culture. Bottom line: Excellent for small groups and those wanting a more personalized experience.

4. PRIVATE Walking Tour with Lunch and Wine Tasting by a Sommelier

PRIVATE Walking Tour with Lunch and Wine Tasting by a Sommelier

This private half-day tour is tailor-made for those who prefer a relaxed, personalized experience. Starting with a visit to Profiti Ilia café with stunning views, your guide then takes you to a local winery for a guided tasting of indigenous Cretan wines. Following that, enjoy a walk through Old Town Chania, discovering hidden alleyways, local markets, and a delicious traditional lunch.

At $189.59 per person, it offers a good balance of culture, food, and wine with the added benefit of customizing your itinerary. Guests appreciate the friendly, knowledgeable guide and the chance to experience authentic local life. This tour suits travelers who want a flexible, intimate exploration of Chania’s culinary scene. Bottom line: Ideal for those seeking a private, in-depth experience with excellent food and wine.

5. Chania: Milia Mountain Tour w/Lunch Olive Oil/Wine Tastings

Chania: Milia Mountain Tour w/Lunch Olive Oil/Wine Tastings

At about $164, this full-day tour offers a scenic mountain adventure with visits to Milia Mountain Retreat and Topolia Gorge. Traveling in a small group, you’ll explore remote villages, taste local wines and olive oils, and enjoy a delicious lunch at the mountain retreat. The tour includes stops at the oldest olive tree in Crete and a local winery.

With guests commenting on the quality of the local cuisine and the scenic mountain views, it’s a great choice for those who want a mix of nature, food, and wine in a relaxed setting. This tour is perfect for travelers who enjoy a comprehensive day out with plenty of authentic experiences. Bottom line: Excellent value for those eager to combine scenic beauty with culinary delights.

6. Wine & Olive Oil Tour with lunch at the White Mountains

Wine & Olive Oil Tour with lunch at the White Mountains

This 7- to 8-hour experience costs around $172 and covers both the Samaria Gorge area and ancient olive groves. Traveling in small groups, you’ll visit the Sebronas Gorge, the Monumental Olive Tree, and a family-owned winery, tasting five local wines and olive oils. The tour also includes a mountain lunch with wine, giving a true taste of rural Crete.

Guests highlight the beautiful scenery and knowledgeable guides who share stories about local villages and traditions. It’s perfect for active travelers who enjoy discovering off-the-beaten-path spots with a culinary focus. Bottom line: A good choice for those wanting a full-day cultural and tasting adventure.

7. Chania: Wine, Food, and Sunset Tour with 3-Course Dinner

Chania: Wine, Food, and Sunset Tour with 3-Course Dinner

This evening tour costs about $157 and lasts roughly four hours. Starting at the Kydon Hotel, you’ll walk through Chania’s Old Town, ending with a sunset view from a secret spot. The highlight is a gourmet dinner paired with local wines and spirits like raki.

Reviewers mention the informative, lively guide and the delicious, organic dinner. It’s ideal for those who want to combine ** sightseeing, food, and wine** into one memorable evening. Perfect for travelers with limited time but a love for culinary experiences. Bottom line: A charming evening option with great sunset views and local flavors.

8. From Chania Private half day Winery-Olive factory-Kournas lake

From Chania Private half day Winery-Olive factory-Kournas lake

At $459, this private tour offers a personalized experience with a visit to Lake Kournas, the only freshwater lake on Crete. You can swim or paddleboat, then visit a family-owned olive oil factory and a winery, tasting five wines and savoring local olive oils. The private setting allows for customized stops and more in-depth explanations.

Guests value the flexibility and personal attention. The trip suits travelers looking for a luxurious, private day combining nature and tasting. If you prefer guided, intimate experiences, this is a top choice. Bottom line: An excellent option for a tailored day out in Crete’s countryside.

9. Wine Tasting: Meet the Cretan Vineyard at West Chania

Wine Tasting: Meet the Cretan Vineyard at West Chania

For just around $59, this short but sweet 1.5-hour experience takes place in Tsourouniana village, where you’ll taste local wines in a warm, rustic setting. The family-run winery offers insights into Crete’s wine heritage and the chance to try handcrafted wines paired with local bites.

Reviewers appreciate the friendly atmosphere and learning experience, with many noting the quality of the wines and authenticity. It’s perfect for travelers wanting a quick, authentic taste of Crete’s wine scene. Bottom line: A budget-friendly, intimate introduction for wine lovers on a tight schedule.

10. Private tasting of 6 cretan wines in Fres village

Private tasting of 6 cretan wines in Fres village

This private experience costs about $28 per person and lasts around 1.5 hours. Located in Fres village, it features tastings of six different Cretan wines including Vidiano, Muscat, Retsina, Liatiko, Romeiko, and Fokiano. It’s a great way to understand Crete’s wine terroir and the evolution of winemaking on the island.

Guests love Andreas’ passion and hospitality, with many leaving with favorite bottles. This tour is ideal for wine aficionados wanting an in-depth, personal tasting. Bottom line: Fantastic value and insight in a cozy village setting.

11. Chania Area: Food Tasting Tour with Winery Visit

Chania Area: Food Tasting Tour with Winery Visit

At about $45 for a 7-hour experience, this tour explores local food markets, traditional bakeries, and a winery. It’s perfect for those interested in a full immersion into Cretan cuisine, including cheese, honey, olive oil, and authentic sweets. The wine visit adds a flavorful dimension, with guided tastings at a local winery.

Reviewers mention the diversity of local flavors and well-paced itinerary. It’s great for travelers wanting a comprehensive taste of Cretan food culture. Bottom line: An excellent option for foodies eager to combine cuisine and wine.

12. Gastronomy tour and wine tasting in traditional villages

Gastronomy tour and wine tasting in traditional villages

This 5-6 hour tour costs about $207 and focuses on authentic village life. Visiting villages between Chania and Rethymno, you’ll sample local cheese, honey, smoked meat, and herbs. The tour includes a traditional Cretan lunch and a visit to a cheese factory.

Guests comment on the authenticity and personalized experiences. It suits travelers looking for a deep dive into local traditions. Bottom line: Perfect for those who want an immersive culinary journey in rural Crete.

13. Explore the Secrets of Wine and Olives

Explore the Secrets of Wine and Olives

At $120, this semi-private tour explores Olive groves, a historic mill, and top wineries. It includes tastings of three thousand-year-old olive products and local wines, plus breathtaking landscapes. The tour emphasizes Cretan viticulture and olive oil heritage.

Guests praise the well-organized itinerary and expert guide sharing stories about local farming and traditions. It’s ideal for travelers who want a balanced mix of culture, taste, and scenery. Bottom line: Good value for an all-encompassing cultural tasting.

14. Manousakis Winery Shuttle Service Tour and Taste

Manousakis Winery Shuttle Service Tour and Taste

This half-day tour at $65 per person includes a scenic drive and a guided visit to Manousakis Winery. You’ll taste five wines along with olive oil and traditional rusks, all while enjoying the rural landscape.

Reviewers mention the beauty of the winery and informative host. It’s suitable for those seeking a short, relaxed wine experience near Chania. Bottom line: Great for a quick but comprehensive visit to a top local winery.

15. Full-Day Private Chania Wine Tour and Lunch In The Mystic Cellar

Full-Day Private Chania Wine Tour and Lunch In The Mystic Cellar.

Finally, this private day for about $344 offers a full exploration of Crete’s wine scene. Visiting Pateromichelakis Family Winery and Karavitakis Winery, it includes a full meze lunch in a 17th-century cellar. You’ll taste wines, olives, and brandy, all with a personalized guide.

Guests emphasize the luxury of a private tour and intimate tasting environment. It’s perfect for serious wine lovers or special occasions. Bottom line: An exceptional, personalized way to experience Crete’s wine culture at its best.

How to Choose the Best Wine Tour in Chania

When selecting your ideal Crete wine experience, consider how much time you have and your interests. If you’re after a quick tasting, the Wine Tasting: Meet the Cretan Vineyard offers a cozy, authentic introduction. For those seeking a full-day exploration, the Milia Mountain Tour combines scenic views with rich tastings and a delicious lunch.

Budget travelers might prefer the short private tastings, like the Fres village experience, while couples or groups wanting a luxurious experience should consider the Full-Day Private Chania Wine Tour. Think about the type of scenery, level of intimacy, and whether you want a guided or self-guided feel. Booking early is advisable, especially for private tours or during peak season.

In summary, Chania’s wine tours range from quick tastings in rustic villages to comprehensive full-day adventures in the mountains. For a culture, the private walking tour offers an intimate look at local life. If you want an adventure with off-road exploration, the Milia Mountain Retreat is perfect. For luxury and personalization, the full-day private experience is unbeatable. Whichever you choose, these tours give you a delicious taste of Crete’s rich wine and olive oil heritage—so don’t wait too long to book your perfect experience.