Sailing options in Chania are pleasantly straightforward and well-organized. The most practical choice is a private yacht cruise ($2,029 for 10 people) that includes essential amenities like snacks and snorkeling equipment. I’m particularly fond of the 5-hour catamaran tours ($1,888) – they strike the perfect balance between relaxation and activity, with great swimming stops and a tasty Mediterranean lunch.
For my money, the sunset sailing trip from Chania’s Old Port is tough to beat. The local cuisine and intimate atmosphere make it worth every penny, and those consistently high ratings (4.7/5) are well-deserved. Families will appreciate the flexible scheduling of half-day and full-day options.
Our recommended sailing tours give you the best of Chania’s crystal waters:
Good To Know
- Private yacht cruises offer personalized sailing experiences for up to 10 people, with inclusive amenities and flexible cancellation policies.
- Catamaran cruises provide 5-hour group excursions with sailing, swimming, snorkeling, and a Mediterranean lunch.
- Sunset sailing experiences offer small group tours from Chania Old Port, showcasing picturesque views and local cuisine.
- Family-friendly sailing options feature activities like swimming, snorkeling, and paddleboarding, with spacious decks and certified crew.
- Swimming and dinner cruises allow guests to enjoy scenic stops, water activities, and quality dining experiences during their sailing adventures.
Private Yacht Cruise in Rethymno
Set out on a private yacht cruise in Rethymno, Chania, where you’ll explore the stunning coastline of Greece.
Priced from $2,029.35 per group of up to 10 people, this experience offers a lowest price guarantee and free cancellation up to 24 hours prior.
The cruise includes fuel surcharge, beverages, snacks, and use of snorkeling equipment.
Pickup is available, and the tour starts at 10:30 am.
Health and safety protocols are in place, including a pre-dive medical questionnaire.
Wheelchair-accessible transportation and infant seats are available, and most travelers can participate.
Cruise ship passengers must provide their ship details at booking.
Read our full review: Private Yacht Cruise in Rethymno Review
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Chania: Private Day Catamaran Cruise With Swimming and Meal
The Kolymvari port serves as the starting point for this private day catamaran cruise that takes guests on an excursion to the Agioi Theodoroi Islands.
Priced at $1,888.06 per group of up to 10 participants, the 5-hour experience includes sailing, swimming, snorkeling, and a Mediterranean lunch with seafood, meat, and vegetarian options.
The luxury catamaran is equipped with amenities like snorkeling and fishing gear, stand-up paddleboards, and a sound system.
Flexible booking options and hotel pickup/drop-off are available for an additional fee.
With an overall rating of 4.9/5 based on 8 reviews, this private cruise offers a memorable sailing adventure in Chania.
Read our full review: Chania: Private Day Catamaran Cruise With Swimming and Meal Review
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Chania Old Port: Private Sailing Cruise With Sunset Viewing
Departing from the charming Chania Old Port, this private sailing cruise offers a tranquil escape as guests bask in the serene ambiance and picturesque sunset views.
Lasting 5 hours, the small group tour provides an intimate setting for passengers to enjoy the local cuisine and drinks while sailing along the stunning coastline.
With a rating of 4.7 from 174 reviews and a price of $115.38, this sailing experience is a top-rated activity in Chania.
Guests can expect a personalized and relaxing voyage, making it an ideal choice for those seeking a memorable sunset sail in the beautiful Mediterranean.
Read our full review: Chania Old Port: Private Sailing Cruise With Sunset Viewing Review
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Chania Old Port: Private Sailing Cruise With Meal & Swimming
This private sailing cruise from Chania Old Port offers a unique opportunity to explore the stunning Cretan coastline and the crystal-clear waters of Thodorou Island.
Priced at $1,258.71 for up to 4 participants, the 7-hour experience includes an experienced skipper, traditional Greek meal, and snorkeling equipment.
Highlights include swimming, snorkeling, and admiring panoramic views of the Venetian port.
The tour can be customized, and the program may be adjusted due to weather conditions.
With free cancellation up to 24 hours in advance, this is an excellent choice for those seeking a personalized sailing adventure in Chania.
Read our full review: Chania Old Port: Private Sailing Cruise With Meal & Swimming Review
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Chania: Private Sailing Cruise With Snorkel, Lunch & Drinks
Chania’s pristine waters and breathtaking coastline come alive on this private sailing cruise. Departing from Chania, guests embark on a 5-hour journey filled with snorkeling, a delicious lunch, and refreshing drinks.
The small-group experience allows for personalized attention and flexibility, catering to each traveler’s interests. Guests can dive into the clear Cretan waters and explore the vibrant marine life, guided by the knowledgeable crew.
After working up an appetite, a freshly prepared lunch featuring local specialties is served on board. Throughout the cruise, complimentary drinks are available, ensuring a relaxing and rejuvenating day on the water.
This private sailing excursion offers a unique and unforgettable way to experience the natural beauty of Chania.
Read our full review: Chania: Private Sailing Cruise With Snorkel, Lunch & Drinks Review
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Chania: Catamaran Cruise With Dinner
Offering a delightful afternoon on the water, the Catamaran Cruise with Dinner in Chania treats guests to a 5-hour journey filled with swimming, snorkeling, and a mouthwatering Mediterranean feast.
Departing from Kolymvari Port, the cruise sails to the Agioi Theodoroi Islands, where travelers can enjoy a secluded bay for activities and scenic views.
Onboard, the luxurious catamaran offers snorkeling gear, stand-up paddleboards, and unlimited drinks, complemented by a crew with Red Cross certification.
The highlight is the sunset dinner, featuring seafood, meat, and special meal options for dietary needs.
With a 4.9/5 customer rating, this experience promises an unforgettable afternoon of relaxation, exploration, and culinary delight in the stunning Aegean setting.
Read our full review: Chania: Catamaran Cruise With Dinner Review
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Chania: Family-Friendly Catamaran Cruise With Lunch & Drinks
A family-friendly catamaran cruise along Chania’s picturesque coastline offers a delightful way to experience the region’s natural beauty.
For $146.85 per person, travelers can embark on a 5-hour excursion that includes a premium lunch, drinks, and a range of activities like swimming, snorkeling, and paddleboarding.
The cruise departs from Kolymvari Port and sails to the Agioi Theodoroi Islands, allowing guests to enjoy 2.75 hours of scenic views.
Onboard, the luxurious catamaran features spacious decks, comfortable seating, and a crew of experienced, Red Cross-certified professionals.
Complimentary refreshments, family-friendly amenities, and excellent customer reviews make this cruise an ideal choice for those seeking a memorable sailing experience in Chania.
Read our full review: Chania: Family-Friendly Catamaran Cruise With Lunch & Drinks Review
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Chania: Sailing Cruise With Snorkeling & Meal
Travelers seeking an exhilarating sailing experience in Chania can embark on a 5-hour cruise that offers snorkeling, a delectable meal, and stunning coastal vistas.
Priced from $92.31 per person, the cruise departs from Kolimvari Port, providing a safety briefing before setting sail to Agioi Theodoroi. Guests can spend 3 hours swimming, snorkeling, and enjoying water activities, while spotting local wildlife like the Kri Kri goats.
The cruise includes a 3-course meal, unlimited drinks, and equipment for snorkeling and stand-up paddle boarding.
With a 4.7/5 rating from 174 reviews, this sailing experience offers excellent value and is a must-do activity for visitors to Chania.
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Avra, Half – Day Sailing Cruise
Departing from the Old Harbour of Chania, the 4-hour Avra half-day sailing cruise invites guests to experience the captivating bay.
With a maximum group size of 4, this private tour allows for an intimate and personalized adventure. Guests will have the opportunity to swim and sightsee at Thodorou Island, home to the Cretan wild goat, and Lazaretta Island with its sandy beach.
The cruise includes a skipper, fuel, refreshments, towels, and sun cream, as well as a transfer. Priced at €500 per group, the tour offers flexible booking and free cancellation up to 24 hours in advance.
However, it may not be suitable for those prone to seasickness or with mobility issues.
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Avra, Full Day Sailing Cruise
The Avra full-day sailing cruise offers a captivating experience for small groups of up to 4 people, departing from the Old Harbour of Chania.
Over 7 hours, the private sailing trip includes stops for swimming, snorkeling, and viewing Cretan wild goats on Thodorou island.
Travelers will enjoy a light lunch, fruits, drinks, and use of snorkeling gear.
With a professional skipper and English/German/Greek-speaking guide, this excursion provides a personalized way to explore the picturesque coastal areas around Chania.
The cruise can be booked with free cancellation up to 24 hours in advance, making it a flexible option for visitors.
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Notos Day Sailing Cruise
For those seeking a captivating day on the water, the Notos day sailing cruise offers an exceptional experience.
Lasting 7 hours, this private group cruise departs at 10 AM from the Old Harbour of Chania, returning at 5 PM. Priced at $944.03 for up to 6 participants, the itinerary highlights three stunning swimming stops, including Maherida beach, Thodorou island, and Lazaretta island.
A light lunch with wine or beer is included, along with snorkel gear, towels, and life jackets.
The cruise isn’t suitable for those prone to seasickness or with mobility issues, but weather-related cancellations qualify for a full refund.
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From Chania: Agioi Theodoroi Catamaran Dinner Cruise
Boasting an unforgettable sunset, the Agioi Theodoroi Catamaran Dinner Cruise offers a premium sailing experience from Kolymvari Port.
Priced at €140 per person, this 5-hour excursion includes snorkeling, swimming, and paddleboarding, as well as an unlimited drinks and Mediterranean dinner with seafood, meat, and local delicacies.
The catamaran sails for an hour to the Agioi Theodoroi islands, where guests can spend 2.75 hours exploring and dining.
The return trip features stunning sunset views over the Aegean Sea.
With a 4.9/5 rating from 89 reviews, this cruise is praised for its friendly crew, value, and enjoyable experience.
Read our full review: From Chania: Agioi Theodoroi Catamaran Dinner Cruise Review
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The Sum Up
Chania offers a variety of sailing experiences to suit different preferences. Visitors can choose from private yacht cruises, catamaran excursions, and day-long sailing trips. These activities provide opportunities to explore the area’s coastline, swim in the crystal-clear waters, and enjoy meals and sunset views. Whether seeking a relaxing or adventurous nautical experience, Chania has something to offer.