If you’re eyeing a way to see Chania from a different perspective, a sailing cruise like this might be just what you’re after. We haven’t tried it ourselves, but based on the glowing reviews and detailed descriptions, it seems like a pretty solid option to enjoy Crete’s coast.
What stands out? First, the stunning views of the city and gulf—you’re not just looking at photos; you’ll get to see it all from the water, which offers a more relaxed and intimate view of the landscape. Second, the friendly crew and the chance to actively participate—raising sails and enjoying the peaceful vibe—seems to elevate this experience beyond just a boat ride.
One thing to keep in mind is the price point—at around $420 per person, it’s a bit of an investment, but many say the quality and personalized touches make it worthwhile. It’s likely best suited for travelers who appreciate scenic, laid-back outings and want to avoid overly crowded tourist spots.
This cruise could be ideal if you’re looking for a balancing blend of adventure, relaxation, and local flavor. It’s especially good for those who want to enjoy Crete’s natural beauty in a more private setting, away from the busier shorelines.
Key Points

- Unique Views: Experience Chania from the water, offering a fresh perspective of the city and gulf.
- Two Enchanting Stops: Swim and relax at the island of Ag Theodori and the secluded Maherida beach.
- Interactive Sailing: You can participate in sailing, including putting up the sails, which adds a hands-on element.
- Delicious Local Cuisine: Enjoy traditional Cretan snacks, fresh fruits, and drinks from the open bar.
- Weather Dependent: The tour is weather-sensitive, with a full refund available if canceled due to poor conditions.
- Group Size & Flexibility: Only your group participates, making it a more personalized experience.
- Price & Duration: Around $420 for 4–7 hours, with options for group discounts.
- Highly Rated: A perfect 5-star review score from 83 travelers, with many praising the crew and scenery.
What to Expect on the Sailing Cruise
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Starting Point and Overall Experience
The tour begins at the Old Venetian Harbor, a picturesque spot packed with history and local charm. From there, you’ll set sail for a tour around the Gulf of Chania, which means plenty of chances to snap photos of the city skyline, the lighthouse, and the sparkling waters.
The cruise lasts between 4 and 7 hours, giving enough time for a leisurely pace, swimming breaks, and snacks. The boat itself is maintained well, according to reviews, which makes a difference when you’re spending hours on the water.
The Stops – Why They Matter
The first stop is at Island of Ag Theodori, a “protected haven” teeming with birdlife and natural beauty. Many travelers mention how peaceful and unspoiled this spot is, making it ideal for swimming and relaxing away from crowds. The island’s status as a bird sanctuary adds a bit of quiet wonder to the visit.
Next, you’ll cruise towards Maherida—a hidden gem with turquoise waters that beckon for a swim. The scenery here is described as a “secluded paradise,” perfect for unwinding and enjoying the natural environment.
The reviews mention observing birdlife and the KRI KRI the Cretan goat en route, which adds a touch of local charm to the journey.
The Crew & Atmosphere
Guests consistently praise the crew—Yannis and Kostas—who are described as friendly, attentive, and flexible. They’re happy to tailor the experience to your interests, which is a big plus. One reviewer highlights that they loved putting up the sails and turning off the engine, creating a peaceful, hands-on sailing experience.
The boat is described as “impeccably maintained,” which adds to the overall sense of comfort and quality. The crew’s enthusiasm and welcoming attitude seem to make the trip memorable, especially for those who appreciate a more interactive outing.
Food and Drinks
During the cruise, you’ll enjoy snacks, fruits, and drinks from the open bar, which many find to be a highlight. The lunch on the 7-hour cruise is a caring touch, offering a taste of local flavors and filling you up after some swimming and sunbathing.
However, keep in mind that sunscreen, sea towels, and swimsuits aren’t included, so bring your essentials if you plan on swimming or sunbathing.
Drawn to sailing? We've examined these other wind-powered adventures in Crete
- Sailing Trips with Cretan Sailing
- Chania: Private Day Catamaran Cruise with Swimming and Meal
- Rethymno: Sailing Catamaran Cruise with Meal & Drinks
- Rethymno: Private Catamaran Cruise with Lunch and Drinks
- Sailing in South Crete with transfer from Matala & Ag. Galini
- Crete Yacht Cruises 6-hours private Guided Cruise in Ag. Nikolaos
Price & Value
While $420 per person might seem steep at first glance, reviews suggest you’re paying for a well-maintained boat, a friendly crew, and a personalized experience. The small group setting and the chance to actively participate make it feel more exclusive.
Booking about 30 days in advance seems typical, which is smart to secure your spot, especially during peak season.
Who Will Love This Tour?

This cruise is perfect for travelers who want a relaxed, scenic escape with a bit of adventure. If you enjoy being on the water, seeing beautiful landscapes, and having the chance to interact with the crew, you’ll likely get your money’s worth.
It’s especially suited for those who appreciate local snacks and drinks, are comfortable with a longer outing (up to 7 hours), and don’t mind bringing their own sunscreen and towels.
While not specifically marketed as family-friendly, the calm, scenic environment might appeal to groups with older children or teenagers who enjoy water activities and sailing.
In summary, if you’re after a quieter, more intimate alternative to busy boat trips and want to enjoy Crete’s coastline with a personal touch, this sailing cruise seems like a worthwhile choice.
Frequently Asked Questions

How long does the tour last?
The cruise lasts between 4 and 7 hours, depending on the itinerary and weather conditions.
Where does the tour begin and end?
It starts at the Old Venetian Harbor in Chania and ends back at the same point.
What’s included in the price?
You get snacks, fruits, drinks from the open bar, and access to snorkeling equipment during the cruise. Lunch is included on the 7-hour option.
Are there any extras I need to bring?
Yes, bring your own sea towels, sunscreen, and swimsuits if you plan to swim.
Is this tour suitable for children?
While not explicitly mentioned as family-oriented, the calm, scenic nature of the trip could appeal to older children comfortable with boat rides.
Can I participate in sailing?
Yes, you can help raise the sails and turn off the engine, making it a more interactive experience.
What is the cancellation policy?
You can cancel for free up to 24 hours in advance. If canceled less than 24 hours before, no refund is given.
How is the weather?
The tour is weather-dependent; if canceled due to poor conditions, you’ll be offered a different date or a full refund.
What is the group size?
It’s a private tour, meaning only your group will participate, adding to the personalized feel.
Sailing Cruises Chania
“We highly recommend spending the day on this boat. We have done a lot of day cruises in the pacific and the Mediterranean. We have been on some gre…”
Final Thoughts

If you’re after a relaxed, scenic day in Crete, with the chance to see Chania from the water, this sailing cruise ticks a lot of boxes. It’s a good choice for travelers who value personalized service, beautiful scenery, and the experience of sailing rather than just floating on a crowded boat.
While the price might seem high, reviews suggest many feel the quality, scenery, and crew’s friendliness make it worth every euro. It’s a chance to unwind, enjoy some local flavors, and get a fresh perspective on Crete’s stunning coastline.
This experience suits those who want a more intimate, picturesque, and leisurely day—a lovely way to add some sailing to your Crete trip without the crowds or chaos.
More Sailing Experiences in Crete
- Shared Sailing trip to Dia Island, Meal+Drinks, Heraklion, Crete
- Snorkeling and Sailing In Cretes Hidden Coastal Gems
- Luxury Sailing Cruise in Agios Nikolaos: Half-Day & Full-Day Trip
- 6-Hour Private Sailing Trips from Heraklion to Island of Dia
- Balos Beach and Gramvousa Island Private-Sailing with Lunch
- From Chania: Fully Private Sailing Cruise with Meal & Drinks
More Boat Tours & Cruises in Crete
- From Ag. Nikolaos: Spinalonga & Kolokytha Cruise with Lunch
- Shared Sailing trip to Dia Island, Meal+Drinks, Heraklion, Crete
- RENT A BOAT 5,5m-30hp LICENCE FREE MARATHI
- Snorkeling and Sailing In Cretes Hidden Coastal Gems
- Agios Nikolaos: Boat Trip to Spinalonga with Swim Stop
- Chania Areas/Kalyves:Gramvousa Island & Balos,Boat Tkt Extra
More Tour Reviews in Crete
- Chania Old Town Half Day Walking Tour
- Chania Diving Trips for Certified Divers
- Tastings of Heraklion city – sightseeing walking tour
- Rethymno: Elafonisi Day Trip with Balos Lagoon Photo-Stop
- Balos & Falassarna The Ultimate West Crete Escape
- Scuba Diving for Beginners with a PADI Instructor near Heraklion
More Crete experiences we've covered
- Chania Old Town Half Day Walking Tour
- Chania Diving Trips for Certified Divers
- Tastings of Heraklion city – sightseeing walking tour
- Rethymno: Elafonisi Day Trip with Balos Lagoon Photo-Stop
- Sailing Cruises Chania
- Balos & Falassarna The Ultimate West Crete Escape
- Scuba Diving for Beginners with a PADI Instructor near Heraklion
- Private Tour at the Palace of Knossos and Museum in Crete
- From Ag. Nikolaos: Spinalonga & Kolokytha Cruise with Lunch
- Heraklion: Food Walking Tour
- Shore Excursion Crete, Cave of Zeus, Palace of Knossos & Villages
- Plakias, Crete: Quality Snorkelling course – family fun


