Rethymno: Classic Guided Greek Wine Tasting - In-Depth Look at the Wine and Food

4 Best Wine Tours In Rethymno (With Reviews & Prices)

Discover the best wine tours in Rethymno, from sunset safaris to private cruises, with expert guides and authentic Greek wine experiences.

Rethymno is a fantastic place for wine lovers, thanks to its proximity to renowned vineyards, historic sites, and stunning coastal scenery. Unlike more commercialized wine regions, Rethymno offers authentic experiences that combine local history, spectacular sunsets, and delicious wines. We’re particularly fond of the Sunset Land Rover Safari for its scenic vistas and relaxed atmosphere, and the Private Sunset Cruise for those seeking a luxurious way to toast the evening. Both tours offer memorable moments with a genuine taste of Crete’s hospitality.

The variety of wine tours in Rethymno reflects the island’s rich viticultural tradition. Whether you prefer exploring vineyards on a guided tasting, enjoying a sunset safari, or sailing into the sunset on a private catamaran, there’s something for every wine enthusiast. To help you decide, we’ve rounded up the top four tours, each offering a distinctive experience. Check out this guide for the sunset safari, and this one for a classic tasting.

1. Rethymno Sunset Land Rover Safari with Dinner & Wine

Rethymno Sunset Land Rover Safari with Dinner & Wine

At number 1, the Rethymno Sunset Land Rover Safari with Dinner & Wine combines adventure, history, and spectacular scenery. For about $99 per person, this tour takes you off-road in a 4×4 vehicle to Crete’s most scenic sunset viewpoints. Along the way, you’ll visit charming villages, learn about local traditions, and enjoy tastings of local products at a village stop.

One of the tour’s standout features is the optional visit to Arkadi Monastery, a site rich in history and significance. The sunset moment itself is enchanting, with sparkling wine and fresh fruit served as the sun dips behind the mountains. The guide is friendly, knowledgeable, and eager to share stories of the island’s past and present. It’s a relaxed yet engaging way to see Crete’s diverse landscapes while sipping wine.

Bottom Line: Perfect for travelers who want a mix of scenic views, cultural stops, and a memorable sunset, all with the comfort of a small-group adventure.

2. Rethymno: Classic Guided Greek Wine Tasting

Rethymno: Classic Guided Greek Wine Tasting

At number 2, the Classic Guided Greek Wine Tasting offers a cozy, intimate experience right in Rethymno’s Old Town. For just $71 per person, this roughly two-hour session pairs four Greek wines with seasonal meze bites that showcase local flavors. Led by a certified sommelier, this tour dives into the nuances of Greek grape varieties, terroir, and regional wine styles.

Set in a historic building, the wine bar creates a warm atmosphere perfect for learning and tasting. Guests are encouraged to ask questions and explore the different aromas and flavors of each wine. The wines range from crisp whites to robust reds, illustrating the diversity of Greek viticulture. Visitors often comment on the educational aspect, with one reviewer noting, “I never realized how many native grapes Greece has.”

Bottom Line: Ideal for those who want an authentic, educational wine experience in a relaxed setting without leaving Rethymno’s charming Old Town.

3. Heraklion: Private Zeus Cave, Winery, Lunch, Knossos Palace

Heraklion: Private Zeus Cave, Winery, Lunch, Knossos Palace

At number 3, the Heraklion Private Tour is a full-day adventure that packs in archaeology, wine, and local cuisine. For around $486 per group (up to two people), it includes visits to the legendary Zeus Cave, the iconic Knossos Palace, and a local winery with tastings. The highlight, of course, is exploring the archaeological sites with a knowledgeable guide, making history come alive.

Adding to the experience is a home-cooked lunch in the village of Archanes, offering a taste of traditional Cretan dishes. The winery visit showcases regional wines, with tastings that help you understand how local grapes and terroir influence the flavors. The tour also includes a scenic drive to the Lasithi Plateau, with sweeping views and photo stops.

Bottom Line: Suited for history buffs and wine lovers who want a comprehensive day exploring Crete’s ancient and modern sides, with plenty of opportunities to sample local flavors.

4. Rethymno: Private Sunset Cruise with Wine and Snacks

Rethymno: Private Sunset Cruise with Wine and Snacks

Finally, the Private Sunset Cruise with Wine and Snacks offers an elegant way to toast the evening in style. For about $1,242 per group (up to 10 people), this 3.5-hour cruise departs from DanEri Yachts and sails along the coast. The luxury catamaran provides spacious comfort, and as the sun sets, you’ll enjoy local wines, snacks, and panoramic coastal views.

The cruise is perfect for romantic occasions, proposals, or special get-togethers with family and friends. The itinerary includes a stop at Panormos for a quick photo, local snacks, and a scenic sail on the way back. Many reviewers highlight the tranquility and beauty of the experience, saying it’s “the best way to end a day in Crete.” You’re free to bring your favorite music for a personalized soundtrack.

Bottom Line: Best suited for travelers looking for a private, luxurious experience with a focus on romance and scenic sailing.

How to Choose the Right Wine Tour in Rethymno

When selecting your ideal wine experience, consider your budget, interests, and how much time you want to spend. If you’re after an adventurous yet relaxed outing, the Sunset Land Rover Safari provides a scenic ride and cultural insights. For a more intimate tasting, the Old Town wine bar is excellent. History buffs will appreciate the Heraklion archaeological tour, especially if combined with local wine tasting.

For those wanting a special celebration or romantic sunset, the private sunset cruise offers a luxurious, unforgettable experience. Budget constraints and group size will naturally influence your choice—small groups or couples will love the cruise or the guided tasting, while families or larger groups might prefer the safari.

Booking early is recommended, especially in peak season, to secure your preferred date and avoid disappointment.

Rethymno’s wine tours are a great way to deepen your enjoyment of this beautiful island. Whether you’re after a scenic adventure, a cultural dive, or a luxurious sail, there’s something to suit every taste. Consider what interests you most, match it to your budget and schedule, and you’ll find a memorable way to toast Crete’s rich flavors and stunning scenery.