Chania is a city that truly comes alive after sunset. Its coastal charm, lively old town, and stunning views create the perfect backdrop for memorable dinner experiences. Whether you’re craving a relaxed meal with sea views or an active adventure topped with a gourmet dinner, Chania offers options that will satisfy your appetite for both authentic Cretan cuisine and extraordinary settings. We’re especially fond of the Afternoon Catamaran trip for its relaxed vibe, water fun, and spectacular sunset at sea. It’s a great way to combine a scenic cruise with a delicious Mediterranean meal, all while enjoying the Aegean’s calming waves.
If you prefer a more cultural and culinary immersion, the Wine, Food, and Sunset Tour offers a walking journey through Chania’s bohemian streets paired with organic wines and a three-course dinner. For those interested in active, scenic outings combined with a hearty meal, the Horse Riding, Falasarna Sunset View, Drone video, Tavern Dinner takes you to horseback riding along the coast, with a sunset swim and authentic tavern fare. Whatever your preference, Chania’s diverse offerings will make your evenings here truly special.
1. Chania: Afternoon Catamaran trip – Dinner, Drinks & Sunset
Set sail from Kolymvari on this 5-hour luxury catamaran cruise, which is a standout for combining water-based fun with a scenic sunset and superb dining. The trip begins at Kolymvari port, where a friendly crew welcomes you aboard a premium-class vessel. The itinerary includes snorkeling gear, SUP boards, and even an inflatable flamingo, perfect for those who want to splash around or relax on deck. The highlight is a Mediterranean-style dinner featuring fresh seafood and meats, complemented by unlimited drinks—think local beer, wine, and soft drinks.
What makes this tour unique is the intimate, personalized service, with a crew committed to making your experience special. After a few hours at Agioi Theodoroi islands, you’ll sail back as the sun dips below the horizon, painting the sky in brilliant oranges and pinks—a view that’s worth every euro. Reviewers describe it as “the best thing I’ve done in Crete,” with comments praising the “amazing chef and crew” and “beautiful cruise along the Aegean Sea.” For travelers who love a mix of scenic beauty, water activity, and a quality meal, this cruise hits the mark.
Bottom line: This trip offers a perfect blend of relaxation, fun, and delicious food, ideal for couples or groups seeking a luxurious evening at sea.
2. Chania: Wine, Food, and Sunset Tour with 3-Course Dinner
For around $157, the Wine, Food, and Sunset Tour provides a 4-hour journey through Chania’s vibrant old town, capped with a spectacular sunset. This walking tour is perfect for food and wine lovers who enjoy exploring on foot. Your guide will lead you through alleyways and hidden corners, sharing stories about the city’s past and local customs. The highlight is a secret sunset spot known only to locals, offering breathtaking views over the harbor.
The tour includes a wine tasting led by a sommelier paired with a gourmet organic dinner. You’ll sample Crete’s traditional spirits like raki and organic ice cream, making it a flavorful journey. The tour’s intimate setting and knowledgeable guide, Adonis, make it clear that this experience is more than just a meal—it’s a way to understand Chania’s character. Multiple reviews emphasize the guide’s expertise and the beauty of the sunset, with one saying, “the food & wine was the perfect ending.”
Bottom line: Best suited for foodies and sunset chasers who want a relaxed, guided stroll through Chania’s authentic streets with memorable tastings.
3. Horse Riding, Falasarna Sunset View, Drone video, Tavern Dinner
At number 3, the Horse Riding, Falasarna Sunset View, Drone video combines adventure with traditional dining. This tour offers an approximate 5-hour experience that begins with horse riding along the coast, with stunning ocean views as your backdrop. The ride is suitable for most levels and is led by Yannis, a kind guide known for his attentiveness and local knowledge.
Post-ride, you’ll enjoy swimming in the crystal-clear waters of Falasarna and taking in the sunset while sipping Cretan wine. The evening concludes at a seaside tavern where a traditional Cretan dinner—with regional dishes—is served. The inclusion of drone videography means you’ll have a visual record of your trip, adding a modern touch to a classic experience. Reviewers praise Yannis’s caring approach and note the “beautiful sunset experience on the beach.” This tour suits active travelers who want a full day of outdoors and authentic dining.
Bottom line: Perfect for couples or small groups seeking a mix of horseback riding, scenic swimming, and a seaside meal with a view.
4. Horse riding, Falasarna sunset, dinner in a tavern, drone video
For a full 6-hour adventure that’s heavy on scenery and fun, the Horse riding, Falasarna sunset, dinner in a tavern, drone video combines horseback riding next to the sea with an authentic tavern dinner. Starting from Chania, this tour includes an hour of horseback riding near Kissamos, then a stop for coffee and a break before heading to Falassarna Beach.
There, you’ll enjoy swimming, watching the sunset, and a delicious regional dinner with wine. The highlight is Yannis’s hosting, who makes sure everyone feels comfortable and has a memorable time. The drone footage captures the stunning landscape and your group’s moments. Reviewers mention “Yannis’s passion and kindness” and describe the experience as “absolutely worth the money.” This tour suits active travelers who want a full day of outdoor activity, scenic beauty, and local flavor.
Bottom line: Ideal for groups or couples looking for a comprehensive, outdoor-focused evening with a scenic sunset and authentic dining.
5. Half Day Sunset Tour in Rethymno with Dinner and Wine
Finally, the Half Day Sunset Tour in Rethymno offers a shorter, but equally charming, option for about $97. This 5 to 6-hour trip starts with a visit to the Arkadi Monastery, an iconic site with a mix of Venetian, Byzantine, and Ottoman architecture. Afterward, you’ll explore the lively Pikris village, where you’ll experience local Cretan hospitality and see the historic central gate.
The tour concludes with a sunset from a mountain viewpoint, complemented by a wines and traditional dishes served at a riverside taverna. Reviewers mention the “on-time pickup” and say that the sunset views with wine and music made the experience “amazing.” It’s best suited for travelers who want a taste of local culture, history, and scenery in a relaxed half-day trip.
Bottom line: This tour is perfect for those seeking a combination of history, cultural sights, and a scenic sunset with a casual dinner.
How to Choose Your Perfect Dinner Experience in Chania
Choosing between these options depends on your interests, budget, and available time. If you love a luxurious boat cruise, the Afternoon Catamaran trip offers water fun with excellent food and sunset views. For those who enjoy walking, tastings, and uncovering local secrets, the Wine, Food, and Sunset Tour provides an intimate, cultural experience.
Active travelers and adventure seekers should consider the horseback riding options, like the Horse Riding, Falasarna Sunset View, which combine outdoor fun with scenic beauty and a relaxed dinner. Budget-conscious travelers might prefer the Rethymno Sunset Tour, which offers a shorter, culturally rich evening with excellent sunset views.
Remember to check availability and book early, especially for popular sunset times or outdoor tours, to ensure you get your preferred date.
Final Thoughts
Chania’s dinner experiences are as diverse as its landscape—from lively boat cruises to tranquil hillside tastings and horseback adventures. For a romantic sunset at sea, the catamaran cruise is hard to beat. If you’re passionate about food and wine, the walking tour delivers a delightful blend of flavors and stories. Travelers who love active exploration will enjoy the horseback rides on the coast, especially when paired with a stunning Falasarna sunset.
No matter your choice, each experience offers a different way to enjoy the beauty and flavors of Crete. Booking early is recommended, especially during peak season, to secure your spot for these memorable evenings in Chania.