Heraklion isn’t just a hub for ancient ruins and bustling markets — it’s also one of the top spots in Crete to enjoy a boat tour or cruise. Whether you’re after a relaxing day on a luxury yacht, an adventurous sailing trip, or a sunset cruise that captures the island’s magic, Heraklion offers a wide range of options. Some tours, like the Heraklion: Dia Island Sailboat Cruise with Swimming and Meal, are perfect for water lovers who want to snorkel, paddleboard, and enjoy a Greek feast. Others, like the Luxury Catamaran to Dia with Gourmet Lunch, combine the finest food, wine, and elegant sailing. With so many choices, it’s worth knowing what makes each stand out.
From small group adventures to full-day luxury cruises, Heraklion’s boat tours cater to different interests and budgets. We love the Heraklion: Sailing Cruise to Dia Island with Water Activities, which stands out for its friendly vibe and generous water-based fun, and the Sunset Sailing Cruise to Dia Island that offers a magical view of the Crete coastline at dusk.
1. Heraklion: Dia Island Sailboat Cruise with Swimming and Meal
At number 1, this Heraklion: Dia Island Sailboat Cruise with Swimming and Meal is a top-rated choice for its balance of water activities, good food, and scenic sailing. The cruise departs on a modern, large yacht and includes options for paddleboarding and snorkeling, making it ideal for active travelers. A highlight is the Mediterranean meal served onboard, with unlimited drinks like wine, beer, and soft drinks, making it perfect for those who want to relax and enjoy. Guests often mention the breathtaking sunset and the chance of dolphins, adding a special touch. The itinerary includes stops at Dia Island, where you can swim and snorkel in the clear waters, and the boat’s route offers scenic views of the coast. With a 4.7-star rating from nearly 2,000 reviews, this tour offers great value—just note that starting times vary, so check availability. This tour is well-suited for water enthusiasts and food lovers alike.
Bottom Line: A lively, well-rated option combining water fun, good food, and scenic cruising — perfect for families or groups looking for a full-day experience.
2. Sailing Cruise to Dia Island with Meal and Water Activities
Coming in at number 2, this Sailing Cruise to Dia Island with Meal and Water Activities earns a perfect 5.0 rating from hundreds of reviews. It’s slightly longer at about 5.5 hours and offers a more intimate vibe — the boat is comfortable, and the crew is friendly and knowledgeable. The highlight here is the focus on water activities—snorkeling, paddleboarding, fishing—and the opportunity to explore Dia’s uninhabited shores. The included lunch features Greek specialties, fresh fruit, and drinks, so you won’t need to worry about packing snacks. Guests praise the crew’s professionalism and the chance to see dolphins during sailing. The itinerary includes relaxing time on the boat for sunbathing and swimming, making it ideal for families or groups who want a mix of adventure and relaxation.
Bottom Line: If you’re after a well-reviewed, activity-rich day on the water with a friendly crew, this tour is a definite winner.
3. Heraklion: Sailing Trip to Dia Island with Lunch & Swimming
Number 3 on our list is the Heraklion: Sailing Trip to Dia Island with Lunch & Swimming. This tour emphasizes a small group feel, with a maximum of 10 guests, for a more personalized experience. The boat departs from Heraklion, and the route includes scenic sailing, a stop for swimming and snorkeling at Dia, and a delicious onboard lunch with unlimited local drinks. The crew is described as warm and welcoming, treating guests like family. Guests rave about the fresh Cretan meal and the opportunity to see dolphins—an added bonus. The trip is ideal for those who want a more exclusive experience with a relaxed pace.
Bottom Line: Perfect for couples or small groups seeking intimacy and personalized service with water activities and good food.
4. Heraklion Luxury Catamaran to Dia: Gourmet Lunch & Open Bar
Number 4 features the Heraklion Luxury Catamaran to Dia: Gourmet Lunch & Open Bar. This is a 5-star experience, ideal for travelers who want to indulge. The luxury catamaran offers plenty of shaded and sunbathing areas, and the onboard chef prepares a gourmet lunch. Unlimited open bar drinks mean sipping wine or beer while drifting along the coast. The tour includes snorkeling gear, paddleboards, and floaties, making it perfect for water fun. The reviews highlight the high-end atmosphere and the attentive crew. If you’re celebrating a special occasion or simply love comfort and elegance, this cruise provides a memorable day on the water.
Bottom Line: An upscale option that combines luxury, great food, and water activities for a truly memorable day.
5. Heraklion Luxury Sailing Catamaran Dia Island | Gourmet Menu
Rated 4.9/5, the Heraklion Luxury Sailing Catamaran Dia Island is the most exclusive in our list. This tour whisks you away on a top-rated EOS Yacht, with a gourmet onboard menu designed by Chef Giorgos Chronakis. The itinerary includes stops for snorkeling, paddleboarding, and fishing, with optional sea scooters available. Guests love the breathtaking views and the chance to spot dolphins. The trip begins at Cafe Marina and offers a blend of scenic sailing and dedicated relaxation time. The crew’s professionalism and the quality of the food make it ideal for travelers seeking an elegant day at sea.
Bottom Line: For those wanting a premium, high-end experience with top cuisine and water activities, this is the best choice.
6. Heraklion: Dia Island Sailing Cruise with Snorkeling
Number 6 is the Heraklion: Dia Island Sailing Cruise with Snorkeling. This cruise offers a flexible duration from 4.5 to 7 hours, making it suitable for those with tight schedules. The cruise departs from Heraklion and reaches Dia Island, where snorkeling gear is provided for exploring underwater. Reviewers mention the “beautiful immaculate boat” and “friendly crew,” emphasizing the value for money. The tour is perfect for water lovers who want to combine sailing with snorkeling and a traditional Greek meal. Some reviews note the water can be cold in May, but the overall experience remains highly positive.
Bottom Line: A good pick for those who want a flexible, water-focused trip with friendly crew and scenic sailing.
7. Heraklion: Dia Catamaran Tour, Lunch, Open Bar & Snorkeling
Number 7 is the Heraklion: Dia Catamaran Tour, Lunch, Open Bar & Snorkeling. This tour is limited to small groups and includes Wi-Fi onboard, making it perfect for social travelers who want a more personal touch. The boat is a Lagoon 450 catamaran, offering plenty of space to relax, fish, snorkel, and paddleboard. The onboard lunch is a Mediterranean delight, paired with unlimited drinks. The reviews praise the friendly crew and the smooth sailing experience, especially noting the comfort of the boat.
Bottom Line: Best suited for travelers seeking a relaxed, social vibe with top amenities and water activities.
8. Heraklion: Sailing Cruise to Dia Island with Drinks and Meal
Number 8 offers a classic day on the water with Heraklion: Sailing Cruise to Dia Island with Drinks and Meal. The 4.5 to 7-hour tour features snorkeling, paddleboarding, and a traditional meal with drinks, all onboard a cozy yacht. Reviews highlight the friendly crew and the chance to relax while enjoying the scenery. The trip is flexible, with multiple pickup points, but water in May can be cold, so pack accordingly. This tour balances activity with relaxation and is suitable for families or groups who want a straightforward day out.
Bottom Line: A reliable, all-around enjoyable boat trip with water activities and a good onboard meal.
9. From Heraklion: Sunset Cruise to Dia Island
Number 9 is the Sunset Cruise to Dia Island, perfect for those who want to experience Crete’s coast as the sun sets. This 6-hour tour combines swimming, snorkeling, and relaxing on Dia’s beaches, with the added bonus of a stunning sunset. Reviewers mention the peaceful atmosphere and the memorable scenery, making it ideal for romantic evenings or quiet reflection. The cruise begins at Cafe Marina and offers the chance to see the coastline at its most beautiful.
Bottom Line: Ideal for sunset lovers who want a tranquil, scenic experience with water activities.
10. Heraklion: Sunset Sailing Cruise Dia Island with Snorkeling
Number 10 provides a laid-back sunset experience with Heraklion: Sunset Sailing Cruise Dia Island with Snorkeling. This 4.5 to 7-hour cruise features snorkeling in Dia’s calm waters, relaxing on the decks, and enjoying onboard food and drinks, all while watching the sun go down. It’s great for couples or anyone wanting a peaceful night out on the water. Guests praise the crew’s professionalism and the scenic beauty of the harbor at dusk.
Bottom Line: Perfect for a relaxing, scenic evening with water activities and a focus on sunset views.
11. Heraklion: Luxury Cruise to Dia with Dinner & Free Transfer
Number 11 is the Luxury Cruise to Dia with Dinner & Free Transfer, offering a high-end experience with free hotel transfers. The vessel is a luxury catamaran where you can swim, snorkel, and relax while enjoying a gourmet dinner and local wine. The small group setting ensures an intimate experience. The reviews highlight the professionalism of the crew, the quality of the food, and the smooth transfer service. It’s perfect for couples celebrating a special occasion or travelers valuing privacy and comfort.
Bottom Line: For a luxurious, hassle-free day with excellent food and personalized service, this cruise is hard to beat.
12. Heraklion: Dia Island Morning Sailing Trip with Snorkeling
Number 12 features the Heraklion: Dia Island Morning Sailing Trip with Snorkeling. This early start is perfect for those who want to beat the crowds. The 6-hour trip includes sailing to Dia, snorkeling in crystal waters, and enjoying the scenic coastline. Reviewers mention the friendly crew and the beautiful water, with some noting the water can be chilly early in the season. The trip offers a relaxed pace and the chance to take memorable photos of the coastline.
Bottom Line: Ideal for morning people and water lovers seeking a peaceful, scenic trip with a focus on snorkeling.
13. Crete: Santorini Guided Day Trip by Boat
Number 13 offers a full-day adventure outside Heraklion — the Crete: Santorini Guided Day Trip by Boat takes you across the water for a taste of Santorini’s iconic villages. This is a longer trip (10-11.5 hours) and includes guided visits to Fira and Oia, plus a volcano cruise. It’s perfect for travelers wanting to combine sea and sightseeing in one day, but it requires a full day away from Heraklion. The reviews highlight the scenic views and the opportunity to explore two famous islands in one trip.
Bottom Line: A great choice for those craving a comprehensive day out, blending boat travel with island sightseeing.
14. Heraklion: Full Day Sailing to Dia Island & Lunch
Number 14 is the Heraklion: Full Day Sailing to Dia Island & Lunch. This is a relaxed, full-day trip allowing you to visit remote beaches and enjoy snorkeling, swimming, and nature stops. The tour includes lunch, wine, and soft drinks, making it excellent value for those who want to take their time. The small group size (10 travelers) is great for personalized service, and reviews note the friendly crew and beautiful water. It’s perfect for those who prefer a slower pace and want to explore Crete’s lesser-known spots.
Bottom Line: Best suited for quiet, nature-focused travelers who want a leisurely day on the water with good food.
15. Dia: Day & Sunset Cruise with Menu by Greece’s Top 100 Chef
Finally, number 15 offers an exceptional experience with Dia: Day & Sunset Cruise with Menu by Greece’s Top 100 Chef. This luxurious cruise features a premium menu prepared by a renowned chef, onboard drinks, and water activities like paddleboarding and snorkeling. The cruise is the largest in the area, providing comfort and style throughout the 5.5-hour journey. Guests rave about the food, the crew’s professionalism, and the dolphin sightings. The sunset sail is particularly popular, offering a romantic view of Crete’s coastline as the day ends.
Bottom Line: The top-tier choice for foodies and travelers wanting a premium, all-inclusive experience with the chance to see dolphins.
How to Choose the Best Boat Tour or Cruise in Heraklion
When selecting your ideal boat tour, consider your budget, preferred pace, and what experiences matter most to you. For a luxury experience with gourmet food, the Heraklion: Luxury Catamaran to Dia or the Heraklion: Luxury Sailing Catamaran Dia Island are excellent choices. For water activity enthusiasts, the Sailing Cruise to Dia Island offers snorkeling and paddleboarding in a friendly atmosphere. Those wanting a quiet sunset with scenic views might prefer the Sunset Cruise to Dia.
Book early during high season, especially for the luxury and popular sunset cruises, to ensure availability. Also, check the itinerary length—some tours span a half-day, while others extend to full-day adventures. Consider your fitness level if swimming or snorkeling is involved, and don’t forget to pack essentials like sunscreen, a hat, and waterproof gear.
Final Thoughts
Heraklion’s boat tours cover a broad spectrum — from lively, activity-packed day trips to luxurious, relaxed cruises with gourmet meals. Whether you’re after a fun water-based adventure, a romantic sunset sail, or an exclusive day on a high-end catamaran, you’ll find options that fit your style.
For families, the Heraklion: Sailboat Cruise with Swimming and Meal offers a balanced experience with plenty of water activities and a delicious meal. Couples seeking romance might prefer the Sunset Cruise, while those wanting a splurge can indulge on the Luxury Catamaran. Whichever you choose, early booking is wise in the summer months. Dive into the waters or relax on deck — Heraklion’s boat tours promise memorable moments for every traveler.