Heraklion isn’t just a gateway to ancient ruins and delicious Cretan food — it’s also a fantastic spot for drinking tours that combine scenic sailing, tasty bites, and refreshing drinks. Whether you’re looking to soak up the sun on a luxurious catamaran or enjoy a sunset cruise with local wine, Heraklion offers options that suit different tastes and budgets. We particularly love the Heraklion: Dia Catamaran Tour, Lunch, Open Bar & Snorkeling for its lively atmosphere, friendly crew, and inclusive activities like snorkeling and paddleboarding. It’s a great way to relax and connect with fellow travelers while discovering the beautiful Aegean coastline.
Heraklion’s best drinking tours are primarily boat-based, offering a mix of scenic sailing, water fun, and local flavors. You’ll find options that range from full-day adventures with onboard lunches to sunset cruises with gourmet meals and unlimited drinks. Whatever your style, these tours promise memorable moments on Crete’s sparkling waters. Below, we’ll explore each of these top experiences in detail so you can choose the best fit.
1. Heraklion: Dia Catamaran Tour, Lunch, Open Bar & Snorkeling

At number 1, this Heraklion: Dia Catamaran Tour, Lunch, Open Bar & Snorkeling stands out for its combination of relaxing sailing, water activities, and excellent food. It’s perfect for those who want a laid-back day on the water while enjoying a lively social vibe. This 5-hour cruise departs from Heraklion on a Lagoon 450 catamaran, which feels spacious and comfortable. Crew members get high marks for their friendly attitude and helpfulness, making everyone feel welcome.
The tour includes a visit to the uninhabited Dia island, where you can snorkel among colorful fish, paddleboard in calm waters, or just lounge and soak up the sun. The onboard Mediterranean lunch offers fresh, flavorful dishes, complemented by soft drinks, hot beverages, and local alcohol choices like Greek wine and beer. Wi-Fi aboard helps plan your post-trip adventures or share photos instantly. The reviews rave about the boat’s comfort and the crew’s care, with one saying, “The boat was beautiful, and the staff made it a memorable experience.” This tour is ideal for travelers looking for a balanced mix of activity and relaxation in a small group setting.
Bottom Line: For a day filled with water fun, good food, and friendly company, this catamaran trip offers excellent value and genuine Cretan hospitality.
2. Heraklion: Dia Island Catamaran Trip with Sunset, Meal & Bar

Number 2 on our list is the Heraklion: Dia Island Catamaran Trip with Sunset, Meal & Bar. This experience leans into the romance of Crete’s coast, combining luxury sailing with a spectacular sunset and a nourishing local meal. The cruise lasts between 5 to 6.5 hours, making it perfect for an evening escape. It features a stylish catamaran where you can sip Greek wine, beer, or refreshing cocktails from an open bar.
The trip begins with a brief sightseeing stop at Rocca a Mare Fortress, adding a touch of history to the journey. Then, you’ll head to Dia Island, where water activities like kayaking, snorkeling, and stand-up paddleboarding are included. The highlight, of course, is watching the sunset with a glass of wine in hand. A healthy, balanced meal prepared by a certified nutritionist rounds out the experience, ensuring you’re satisfied without feeling overly full. Reviewers commend the well-organized itinerary and the professional crew, with one saying, “The sunset views and the food made this cruise unforgettable.” If you’re seeking a more elegant, relaxed way to enjoy the sea and the scenery, this trip hits the mark.
Bottom Line: Perfect for couples or anyone wanting an upscale, scenic evening on the water with plenty of water fun and excellent food.
3. Heraklion: Dia Island Catamaran Trip with Water Fun & Food
For travelers interested in a full-day adventure that blends sailing with active water sports, this trip offers a comprehensive experience. It includes snorkeling, kayaking, paddleboarding, and a tasty local meal. The boat leaves Heraklion, heading toward Dia Island, with enough time to explore, swim, and enjoy the onboard buffet. It’s especially suited for those who want to make the most of Crete’s waters and don’t mind a busy schedule. The tour is praised for its friendly crew and well-organized day, giving you a good balance of relaxation and activity. If you love being in the water and want to indulge in Greek cuisine, this is a great option.
Bottom Line: A fantastic choice for active travelers who want a mix of water sports, scenic sailing, and delicious food — a true all-in-one day trip.
4. Heraklion: Sunset, Drinks & Scenic Sailing
This evening cruise offers a more romantic and relaxed experience. It’s ideal if you’re after a less crowded, more intimate outing. The cruise begins in the late afternoon and lasts into the evening, with a focus on spectacular sunset views and a gourmet meal. You’ll cruise in style on a comfortable boat with an open bar featuring Greek wine, beer, and cocktails. Water activities are included, but the real star is the peaceful ambiance and stunning scenery. It’s best suited for couples or travelers celebrating a special occasion who want to enjoy Crete’s coast in style.
Bottom Line: A refined, scenic cruise perfect for creating memorable moments at sunset with great drinks and beautiful vistas.
How to Choose the Right Drinking Tour in Heraklion
When selecting your ideal trip, consider your priorities: Do you prefer a full-day water adventure with snorkeling and paddleboarding? Or are you more interested in a romantic sunset cruise with gourmet food? If you’re on a budget or short on time, the day trips with active water fun might be best. For those seeking a more relaxed, elegant experience, the sunset cruise offers a quieter, more atmospheric option.
Booking early is recommended, especially in peak season, as these tours are popular. Check the included amenities (such as the open bar or meals) to match your preferences. And remember, whether you choose a lively daytime adventure or a sunset sail, these tours promise a memorable way to enjoy Heraklion’s stunning waters.
In summary, Heraklion provides diverse boat tours that cater to different tastes — from energetic water sports to peaceful sunset evenings. The Dia Catamaran Tour with snorkeling is hard to beat for its lively spirit and all-around value, while the Sunset cruise offers a more refined experience with stunning scenery. For active travelers, the full-day water fun trip delivers excitement and flavor. Whatever your style, booking early will ensure a smooth, enjoyable experience on Crete’s beautiful seas.


