Chania, with its scenic Venetian harbor, lively Old Town, and proximity to stunning coastlines, is a natural hub for sailing adventures. The crystal-clear waters of the Cretan Sea and the picturesque islands just off the coast make it an ideal place for both relaxed boat trips and lively day cruises. Among the many options, we particularly love the Chania: Morning Catamaran Cruise with Premium Lunch & Drinks for its perfect blend of comfort, scenic beauty, and all-inclusive amenities. This trip offers a taste of Crete’s maritime charm, with a chance to snorkel, swim, and enjoy a Mediterranean feast on deck.
For sunset lovers and those seeking a romantic experience, the Chania Old Port: Luxury Sunset Catamaran Cruise with Wine delivers a serene evening at sea, complete with scenic views and unlimited drinks. And if you’re after a private, bespoke day on the water, the Private Day Catamaran Cruise provides luxury, privacy, and personalized service — perfect for families, special occasions, or just a quiet escape.
Below, you’ll find a detailed review of each top sailing experience in Chania, highlighting what makes each one special.
1. Chania: Morning Catamaran Cruise with Premium Lunch & Drinks
Set sail on a luxurious catamaran from Kolymvari to the Agioi Theodoroi Islands, a favorite for its calm, inviting waters. This 5-hour cruise combines comfort, stunning scenery, and a delicious Mediterranean lunch. The all-inclusive setup means snorkel gear, SUP boards, and fishing equipment are provided, making it easy to stay active or just relax.
What sets this cruise apart is the premium-class catamaran with spacious decks that let you soak up the sun or enjoy cool breezes. The lunch boasts fresh seafood, meats, and local drinks, served while you admire panoramic views. The highlight for many is the chance to swim and snorkel in clear, scenic bays with unforgettable photo opportunities. The itinerary includes multiple drops-off points like Almyrida, Kalyves, and Chania, making it accessible for various starting points.
The reviews are glowing — 126 in total — with a 4.9/5 rating. Travelers praise the delicious food, friendly crew, and the all-inclusive experience. This trip is ideal for those who want a relaxing morning on the water with excellent amenities and a taste of Crete’s seafood.
Bottom line: Great for comfort, scenery, and a full Mediterranean experience in just half a day.
2. Chania: Afternoon Catamaran trip – Dinner, Drinks & Sunset
For those who prefer an evening adventure, this afternoon cruise from Kolymvari offers a relaxing sail into the sunset. Also lasting around 5 hours, it includes a Mediterranean dinner with seafood and meat, unlimited drinks, and plenty of opportunities for swimming and snorkeling.
This cruise is distinguished by its breathtaking sunset backdrop, perfect for capturing those romantic or awe-inspiring photos. The friendly crew makes it personal, and the all-inclusive drinks keep everyone happy as you glide over calm waters. The itinerary features multiple stops, including scenic bays and local villages like Agia Marina and Kalyves, with plenty of downtime for swimming or just soaking up Crete’s evening light.
With a 4.9/5 rating from 101 reviews, travelers praise the “best trip ever” and the “amazing crew,” emphasizing the evening’s relaxed, festive vibe. This experience suits couples, small groups, or anyone wanting to combine a scenic cruise with a memorable sunset.
Bottom line: The ideal choice for sunset lovers and those who enjoy dinner with a view.
3. Chania Old Port: All-inclusive Catamaran Trip to Agioi Theodori
This full-day cruise (6.5 hours) departs directly from Chania’s historic Venetian port, making it a convenient choice. The trip includes luxury amenities, a Mediterranean lunch, and all-inclusive drinks. It’s designed for travelers who want an immersive experience, combining sightseeing, swimming, and relaxing in comfort.
The tour features snorkeling gear, SUPs, inflatables, and even kids’ toys, making it family-friendly. The itinerary covers a scenic sail to Agioi Theodoroi, with stops for photo opportunities, swimming, and a delicious onboard meal. The boat then continues along the coast, with plenty of time for sunbathing or exploring.
Rated 4.8/5 by 23 reviewers, this trip is praised for its luxury feel, generous food offerings, and the full-day escape. Travelers love the variety of activities and the chance to see Crete from the water in style.
Bottom line: Perfect for those wanting a luxury, all-day experience with comfort and plenty of activities.
4. Chania: Private Day Catamaran Cruise with Swimming and Meal
If privacy and tailored experiences appeal more, this private cruise offers up to 10 people a personalized day in the Aegean Sea. The 5-hour trip departs from Kolymvari and includes snorkeling, swimming, a Mediterranean meal, and unlimited drinks.
What makes this cruise stand out is the customized approach — you can choose to swim, fish, or relax on deck. The luxury vessel comfortably fits your group with plenty of space for lounging or socializing. The crew is highly attentive, providing regional food, inflatable flamingos, and a great sound system. It’s ideal for celebrations, family gatherings, or anyone seeking a private escape.
The reviews highlight how helpful and accommodating the crew are, with one mentioning how they provided a birthday cake for a special 18th birthday. The value for money is evident in the personalized service and the luxury amenities.
Bottom line: Best suited for groups wanting exclusivity, comfort, and a tailored day on the water.
5. Chania Old Port: Luxury Sunset Catamaran Cruise with Wine
This shorter, 3.5-hour cruise is perfect for an elegant, relaxing evening. Departing from Chania’s historic Old Port, it takes you on a sunset sail toward Agioi Theodoroi with all-inclusive drinks — wine, beer, and soft drinks.
The real selling point is the golden sunset over the water, making it a magical experience to remember. The boat is spacious and stylish, with SUP gear, snorkel sets, and inflatables onboard for those who want to stay active. The scenic views and the peaceful atmosphere make it an excellent choice for couples or anyone wanting a romantic night at sea.
Rated 5/5 by three reviewers, it’s appreciated for its friendly crew, delicious snacks, and the stunning sunset views. The cruise is ideal for a special occasion or a quiet escape after a day exploring Chania.
Bottom line: Perfect for a romantic, scenic evening with a comfortable, elegant setting.
6. Chania: Private Sailing Cruise with Snorkel, Lunch & Drinks
This 7-hour private sailing trip offers a full day at sea with stops for snorkeling, swimming, and sunbathing. The boat departs from the Old Venetian Harbour, making it highly accessible. You’ll enjoy a traditional Cretan meze, fresh fruits, and a Mediterranean-style lunch onboard, with unlimited drinks.
What makes this experience stand out is its focus on sailing skills and personalized service. The guide will teach you about the art of sailing, while you relax in the crystal-clear waters. The itinerary emphasizes freedom — multiple stops for swimming or just drifting in the sea. The professional crew ensures safety and comfort throughout.
Rated 5/5 by two reviews, this tour is highly recommended for families or small groups seeking a well-rounded, private experience that combines sailing, food, and watersports.
Bottom line: Great for those wanting a personalized, full-day experience with a focus on sailing and local cuisine.
7. Chania: Irini Luxury Motor Yacht Semi-Private Cruises
For a more exclusive experience, the Irini motor yacht offers cruises of 2.5 hours departing from Chania. Whether it’s a sunset cruise or daytime trip, the semi-private setting means fewer people and more space to unwind. The all-inclusive bar includes wine, beer, and soft drinks, and the boat’s luxury amenities make it feel like a private yacht.
This cruise focuses on relaxation and scenic views of the Chania Gulf. The comfortable deck and friendly crew aim to give you a high-end feel without the private price tag. It’s suitable for those who want a quick, elegant escape with easy access from the port.
Rated 4.5/5 (based on limited reviews), travelers mention the helpful crew and the beautiful scenery. The main drawback could be the short duration, but it’s perfect for a quick, luxurious treat.
Bottom line: Best for a luxury, shorter cruise that still offers a sense of exclusivity.
8. Elafonisi Sunset Catamaran: Snorkel, Paddle & Healthy Meal
Exploring Elafonisi Beach’s pink sands is a must, and this catamaran cruise from Paleochora makes it special. The trip lasts between 3.5 to 5 hours and features snorkeling, paddleboarding, and a healthy meal onboard, including sushi and local cuisine. The sunset views over the Libyan Sea create a breathtaking end to your day.
The cruise is unique for its combination of adventure and relaxation, with inflatable toys, snorkel gear, and a focus on healthy eating. The itinerary includes multiple stops allowing ample time for swimming and sunbathing, plus scenic sailing at sunset.
Rated unofficially — but highly recommended by photos and descriptions — travelers rave about the sushi and drinks, as well as the beautiful sunset scenery. This cruise suits those who want a combination of activity and leisure in a less crowded setting.
Bottom line: Ideal for active travelers seeking pink sand beaches and a healthy meal on a scenic cruise.
9. Notos Day Sailing Cruise
Finally, for true sailing enthusiasts, the Notos Day Sailing Cruise offers a 7-hour private trip operated by a sailing boat with a skipper. It’s the most intimate experience on our list, with a focus on sailing skills, relaxation, and personalized service.
This cruise includes a light lunch and the chance to learn about traditional sailing while enjoying Chania’s waters. It’s perfect for small groups or couples who want a more authentic, hands-on experience. The private nature means you set the pace — whether it’s more swimming, relaxing on deck, or learning how to steer.
Rated 4.8/5, travelers mention the professional crew, beautiful scenery, and relaxed atmosphere. The longer duration makes it a good value for anyone wanting a full day at sea, immersed in sailing.
Bottom line: Best for sailing purists or those seeking a personalized, authentic boat experience.
How to Choose Your Perfect Sailing Experience in Chania
When selecting your ideal sailing trip, consider your budget, timing, and interests. If you’re after a luxury, all-day cruise, the All-inclusive Catamaran Trip offers a comprehensive experience. For a romantic sunset, the Luxury Sunset Cruise is well-suited, especially if you want to keep it brief.
Travelers seeking private, customizable days should consider the Private Day Catamaran, perfect for families or celebrations. If you’re interested in learning sailing skills and want a more authentic experience, the Notos Day Sailing Cruise delivers.
Practical tips include booking well in advance during peak season (May-October), and checking the exact departure times to match your schedule. For shorter stays, the luxury sunset cruise offers a memorable but brief escape, while full-day trips allow you to explore more remote spots.
Final Thoughts
Chania’s sailing options run the gamut from luxurious day cruises to private charters, each with its own charm. If you’re looking for an all-in-one experience with good food and scenic stops, the Morning Catamaran Cruise hits the mark. For a romantic sunset with fewer crowds, the Luxury Sunset Cruise is ideal. And for those who want a tailored, private outing, the Private Day Catamaran offers peace, privacy, and luxury.
Whatever your style, booking early ensures you secure your preferred date, especially in high season. Take your pick based on your interests, budget, and how much time you want to spend at sea — Chania’s waters are waiting.
Feel inspired? Dive into the Chania: Morning Catamaran Cruise or Sunset Cruise for a taste of Crete’s maritime magic. Book early, and enjoy your time on the water in this vibrant Greek port.
