Sailing around Crete’s dramatic coastline delivers some of Europe’s most rewarding maritime experiences. The best tours combine ancient history with pristine waters, offering both private and group options to match any budget. We love the intimate private tour to Dia Island from Heraklion for its crystal-clear swimming stops and historic insights. Chania’s 7-hour cruise stands out for its expert local crews and traditional Cretan lunch spreads. For luxury seekers, the VIP yacht excursions from Agios Nikolaos showcase premium service and access to hidden coves. Small-group trips to Balos Lagoon consistently earn top marks for combining iconic landscapes with authentic island meals. Let’s explore Crete’s finest sailing adventures.
Key Points
- Private sailing trips to Dia Island from Heraklion offer swimming, snorkeling, and onboard lunch for a duration of 8 hours, priced from $623.55.
- Unique sailing experiences include 7-hour cruises from Sailing Cruises Chania, featuring snacks, drinks, lunch, and snorkeling equipment for €720.00.
- Catamaran trips offer a range of activities suitable for all ages, including kids’ menus and inflatable rides, ensuring an intimate and personalized experience.
- Freshly prepared Mediterranean lunches, unlimited drinks, and amenities like free WiFi and music enhance the overall sailing experience.
- Highly rated sailing tours, such as the Crete Yacht Cruises 7-Hours Private Guided Cruise, offer personalized experiences with a 100% traveler recommendation rate.
Sailing Trip to the Top Coasts of Crete, Daily/Multi-Day
For those seeking a sailing adventure along Crete’s top coasts, this daily or multi-day tour offers an unparalleled opportunity.
With 207 reviews and 100% traveler recommendation, the private tour allows groups of up to 9 to explore the island’s stunning coastlines. Priced from $1,066.33 per group, the experience includes snacks, drinks, and stops for swimming in picturesque coves.
While not wheelchair accessible, the tour is suitable for most travelers, excluding those with back problems.
Departing from Sfakia Port, the activity ends back at the same location, providing a seamless experience.
With overwhelmingly positive feedback, this sailing tour promises an unforgettable day or multi-day adventure.
Read our full review: Sailing Trip to the Top Coasts of Crete, Daily/Multi-Day Review
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Heraklion: Private Sailing Trip to Dia Island
From the Marina Cafe in Heraklion, this private sailing trip whisks guests off to the enchanting island of Dia.
The 8-hour excursion, priced from $623.55 per group, includes a 1-hour boat cruise, 2.5 hours of swimming and snorkeling, and a 1-hour onboard lunch.
Guests will enjoy 2 additional hours of free time for more aquatic activities before the 1-hour return sail to Heraklion.
The privately chartered boat comes with an experienced crew, unlimited refreshments, and provided snorkeling gear.
Previous travelers have praised the knowledgeable guides and beautiful scenery.
To secure a spot, participants simply need to provide their personal details, with no upfront payment required.
Read our full review: Heraklion: Private Sailing Trip to Dia Island Review
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Sailing Cruises Chania
Sailing Cruises Chania offer adventurous travelers an opportunity to explore the stunning coastline of Crete.
With 82 reviews, the cruise is 100% recommended by travelers and has earned a Badge of Excellence. Operated by Sailing Exploring & Driving Creta, the cruise is priced from €720.00 per group (up to 2) and offers free cancellation up to 24 hours before the start.
Guests can expect a delightful experience with snacks, fruits, drinks, and even lunch on the 7-hour cruise. Snorkeling equipment, sea towels, sunscreen, and swimsuits are also provided.
The cruise starts and ends at the meeting point in Chania, with an option for pickup from accommodation at an additional cost.
Read our full review: Sailing Cruises Chania Review
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Agios Nikolaos: VIP 18 Meter Sailing Yacht – Perfect Day
Travelers seeking an unforgettable day on the waters of Crete can embark on the “VIP 18 Meter Sailing Yacht – Perfect Day” excursion departing from the Marina of Agios Nikolaos.
This 7-hour sailing adventure offers a chance to explore the breathtaking coastline, Minoan island of Psira, and island of Spinalonga, with opportunities for swimming, snorkeling, and even a sailing lesson.
The trip includes high-quality food and drinks, professional crew, and use of water toys. Guests can cancel up to 24 hours in advance for a full refund.
With flexible travel plans and multilingual staff, this sailing experience promises a memorable day on the Cretan seas.
Read our full review: Agios Nikolaos: VIP 18 Meter Sailing Yacht – Perfect Day Review
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Private Sailing Cruises to Balos Lagoon and Gramvousa With Meal.
A private sailing cruise to the stunning Gramvousa and Balos Lagoon aboard the Mikros Naftilos vessel promises an unforgettable day exploring Crete’s coastal highlights.
Guests can relax on a well-planned route, enjoy a delicious lunch of regional dishes, and take advantage of unlimited drinks and opportunities for swimming.
The tour includes essential amenities like snorkeling equipment, beach towels, and an umbrella for sun protection.
Departing from Kissamos port, the tour lasts until the late afternoon, with a 5.0-star rating from 29 reviews praising the excellent crew, food, and overall experience.
At $1,292.53 per group of up to 10 people, this private sailing adventure offers a unique and memorable way to discover the beauty of Crete.
Read our full review: Private Sailing Cruises to Balos Lagoon and Gramvousa With Meal. Review
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Chania: Full-Day Sailing Cruise With Lunch
For those seeking a more personalized sailing experience in Chania, the Full-Day Sailing Cruise with Lunch offers an opportunity to explore the region’s stunning coastline aboard a 38-foot luxury yacht.
Priced from $750.37 per group of up to 2 participants, the 7-hour excursion takes guests to Theodorou Island and Machairida Bay, where they can swim, snorkel, sunbathe, and relax on deck.
The tour includes a delicious Cretan-style lunch, complimentary equipment, and the expertise of a professional skipper.
With a maximum group size of 6, this cruise provides an intimate and personalized sailing adventure.
Customer reviews praise the knowledgeable guides, excellent organization, and overall enjoyment of the trip.
Read our full review: Chania: Full-Day Sailing Cruise With Lunch Review
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Heraklion | Half Day Sailing Cruise to Dia Island
From the vibrant city of Heraklion, embark on a captivating half-day sailing cruise to the picturesque island of Dia.
For €70 per person, you’ll be transported by an air-conditioned vehicle to the meeting point, before setting sail on a recommended tour that 93% of travelers have enjoyed.
Snacks, beverages, and snorkeling equipment are all included, allowing you to fully learn about the beauty of the Aegean Sea.
The tour accommodates up to 10 travelers and is wheelchair and stroller accessible.
While a few guests have reported overbooking issues, the majority praise the crew’s kindness and the overall comfort of the boat.
Read our full review: Heraklion | Half Day Sailing Cruise to Dia Island Review
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Agios Nikolaos: Private Sailing Cruise in Mirabello Bay
Step away from the crowded marinas and lose yourself in the serene splendor of Mirabello Bay on a private sailing cruise departing from Agios Nikolaos.
This 5-hour experience allows you to customize your journey, exploring the stunning coastline at your own pace. Sail past picturesque villages, secluded coves, and the breathtaking Spinalonga island.
Stop for a swim in the crystal-clear waters or enjoy a delicious on-board meal prepared by your skipper.
With a rating of 4.7 from 174 reviews and a discounted price of €88.00, this private sailing cruise offers an immersive and unforgettable way to experience the beauty of Crete’s Mirabello Bay.
Read our full review: Agios Nikolaos: Private Sailing Cruise in Mirabello Bay Review
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Luxe Boat Trip on Sailing Catamaran, Heraklion, Crete
Venture beyond the tranquil Mirabello Bay and explore the majestic waters surrounding Heraklion, Crete. Aboard a luxe sailing catamaran, travelers can embark on a 5-star day trip brimming with aquatic adventures.
With a maximum of 14 passengers, this exclusive excursion earns a Badge of Excellence and 96% traveler recommendation. Highlights include snorkeling, stand-up paddleboarding, fishing, and a generous Greek feast.
The crew, Spiro and George, receive rave reviews for their exceptional service. While some passengers note a slight lack of exclusivity due to nearby boats, the overall experience promises breathtaking views, a relaxing ambiance, and engaging cultural activities.
This outing is a must for those seeking a luxurious taste of Crete’s coastal splendor.
Read our full review: Luxe Boat Trip on Sailing Catamaran, Heraklion, Crete Review
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Chania: Morning or Sunset Sailing Cruise
Travelers embarking on the Chania: Private Morning or Sunset Sailing Cruise can expect a captivating 4-hour excursion along Crete’s stunning coastline.
This small-group sailing adventure, limited to 8 participants, allows guests to explore the island of Kri-Kri, secluded bays, and even a WW2 German aircraft wreck while snorkeling in turquoise waters.
Refreshments like drinks, fruit, and traditional Dakos are included.
With an experienced guide providing stories and suggestions, the cruise has earned a perfect 5/5 rating from past travelers who praised the incredible scenery and friendly hosts.
Reservations can be made in advance, with free cancellation up to 24 hours prior for a full refund.
Read our full review: Chania: Morning or Sunset Sailing Cruise Review
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Dia Island : Small Group Sailing Trip to Dia Island With Lunch
Visitors can embark on a small group sailing trip to the alluring Dia Island, located just off the northern coast of Crete. The 1-hour sail offers an eco-friendly route for nature lovers, with opportunities to swim, snorkel, and paddleboard.
The tour includes a Greek-inspired meal of salad, chicken souvlaki, wine, and fresh fruit. Experienced, first-aid certified crew provide life jackets and snorkeling equipment. Guests should bring beach essentials and be prepared for moderate physical activity.
While most reviews are positive, some suggest improvements to snorkeling gear and clearer pickup communications. This sailing excursion promises a memorable adventure exploring the island’s scenic beauty.
Read our full review: Dia Island : Small Group Sailing Trip to Dia Island With Lunch Review
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Heraklion: Sailing Trip to Dia With Full Menu/Unlimited Drinks
This sailing excursion from Heraklion offers a comprehensive package to the captivating Dia Island. Priced from $84.55 per person, this 4.5 to 8-hour tour includes sailing, free time for swimming and snorkeling, and an onboard meal.
Participants can choose between shared cruises or private trips, both featuring luxury yachts, snorkeling equipment, and unlimited drinks. The experience highlights Dia Island’s rugged beauty and optional fishing.
Reviewers praise the friendly crew, delightful meals, and excellent transportation. While a minimum age of 4 applies for shared cruises, infants are welcome on private trips.
Guests are advised to bring necessary items like sunscreen and a towel for an unforgettable sailing adventure.
Read our full review: Heraklion: Sailing Trip to Dia With Full Menu/Unlimited Drinks Review
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Sailing Trips With Cretan Sailing
Cretan Sailing offers a variety of sailing trips that allow travelers to explore the stunning coastline of Crete.
These sailing adventures depart from Limenas Chersonisou and can accommodate up to 97 participants. The trips include the use of snorkeling equipment, a tasty lunch with vegetarian and non-vegetarian options, fresh salad, and a fruit platter.
Participants can also enjoy alcoholic beverages, beer, soft drinks, and bottled water. Safety is a top priority, with life jackets provided and confirmation received within 48 hours of booking.
While the trips aren’t wheelchair accessible, they’re stroller friendly and allow service animals. Guests should note the trips may not be suitable for those with serious medical conditions.
Read our full review: Sailing Trips With Cretan Sailing Review
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Heraklion: Catamaran Sailing Trip to Dia Island W/Lunch
For those seeking a more expansive sailing experience in Crete, the Heraklion: Catamaran Sailing Trip to Dia Island W/Lunch offers a captivating opportunity.
This 6.5-hour cruise departs from Heraklion, providing a chance to enjoy swimming, snorkeling, stand-up paddleboarding, fishing, and inflatable flamingo rides.
The luxurious catamaran boasts amenities like unlimited drinks, a freshly prepared Mediterranean lunch, music, and free WiFi.
It’s a family-friendly adventure with a kids’ menu and water activities suitable for all ages.
Passengers can expect stunning Aegean coastal views and a relaxing atmosphere.
With an overall rating of 4.8/5 from 36 reviews, this cruise earns praise for its excellent service, friendly crew, and delicious food.
Read our full review: Heraklion: Catamaran Sailing Trip to Dia Island W/Lunch Review
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Sunset Cruise – Yachting Tour on Catamaran Heraklion, Crete
Departing from the vibrant harbor of Heraklion, the Sunset Cruise – Yachting Tour on Catamaran offers a captivating adventure for those seeking to experience the splendor of Crete’s coastal landscapes.
Operated by DanEri Yachts, this small-group cruise caps at 10 people, providing an intimate atmosphere. Guests can enjoy swimming, snorkeling, and stand-up paddleboarding, accompanied by traditional Cretan snacks and drinks, including local “raki” and wine.
The cruise offers stunning views of Dia Island and the sunset, with amenities like a welcome Prosecco, alcoholic beverages, and use of snorkeling equipment.
With a 90% traveler recommendation and a Badge of Excellence, this tour is a must-do for those looking to soak up the beauty of Crete from the sea.
Read our full review: Sunset Cruise – Yachting Tour on Catamaran Heraklion, Crete Review
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From Kissamos: Balos Gramvousa Sailing Cruise With Lunch
Exploring the stunning landscapes of western Crete, the Balos Gramvousa Sailing Cruise with Lunch departs from Kissamos, offering an immersive day-long adventure.
Priced at $190.23 per person, this 8-hour tour includes a boat cruise with marine life viewing, break time and photo stop at Gramvousa, and hiking, swimming, and snorkeling at the picturesque Balos Beach.
Onboard, guests enjoy an experienced skipper, traditional Cretan lunch, and amenities like snorkeling gear and beach towels.
With a 4.9/5 rating based on 143 reviews, the cruise is praised for its skilled crew, delicious food, and ample opportunities to relax and explore the region’s natural wonders.
Read our full review: From Kissamos: Balos Gramvousa Sailing Cruise With Lunch Review
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Agios Nikolaos Evening Catamaran Cruise in Mirabello With Dinner
The Agios Nikolaos Evening Catamaran Cruise in Mirabello with Dinner takes passengers on a small-group tour to sail around the Gulf of Mirabello and Spinalonga.
The 4.5-star rated tour offers a variety of activities, including swimming, snorkeling, SUP, and fishing. Travelers can enjoy a sunset dinner featuring Greek and seasonal salads, pasta with shrimp, mussels with ouzo, chicken, and dessert, accompanied by alcoholic beverages, coffee/tea, and soft drinks.
Equipment like SUP boards, snorkeling gear, and fishing rods are provided. The cruise departs and returns to the Marina of Agios Nikolaos, with wheelchair accessibility and proximity to public transportation.
While some reviews mention a crowded feeling, the overall experience is highly recommended by 94% of travelers.
Read our full review: Agios Nikolaos Evening Catamaran Cruise in Mirabello With Dinner Review
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From Chania: Fully Private Sailing Cruise With Meal & Drinks
Travelers seeking a more intimate and customized sailing experience in Crete can embark on the From Chania: Fully Private Sailing Cruise With Meal & Drinks.
This 3-hour excursion departs from Chania and takes guests on a private sailing journey along the stunning Cretan coastline. The tour includes a delicious meal and complimentary drinks, allowing guests to fully enjoy the serene beauty of the Mediterranean.
With a maximum capacity of 8 people, this cruise offers a personalized experience perfect for couples, families, or small groups. Rated 4.8 out of 5 stars from 28 reviews, this activity is a must-do for those looking to explore Crete’s picturesque waters in style.
Read our full review: From Chania: Fully Private Sailing Cruise With Meal & Drinks Review
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Private Sailing Trips to Dia Island
Sailing off the coast of Crete, travelers can embark on private excursions to the enchanting Dia Island.
These trips, rated 4.5 stars with a Badge of Excellence, offer an exclusive experience for small groups. The package includes snorkeling gear, fishing equipment, and unlimited refreshments like white wine and sodas.
Lunch options, from chicken to fish, are available for an additional charge. The sailing experience departs from Cafe Marina in Heraklion, with optional two-way transport from various locations across Crete.
Priced from $393.14 per group of up to 6 people, these private sailing trips to Dia Island promise a memorable day on the crystal-clear waters surrounding the picturesque island.
Read our full review: Private Sailing Trips to Dia Island Review
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From Crete: Chrissi Island Yacht Cruise With Lunch
Embarking on a yacht cruise to the enchanting Chrissi Island off the coast of Crete offers a tranquil escape from the mainland.
This 5-hour tour, priced at $211.37 per person, provides the opportunity to relax on the island’s coral sands, snorkel in crystal-clear waters, and savor a delicious local lunch.
The journey departs from Ierapetra port and transports guests to Europe’s southernmost natural park.
While not suitable for those with mobility issues, the tour includes free cancellation up to 24 hours in advance and requires booking details such as full name, nationality, and document number.
Reviews highlight the great guide, transportation, and value for money, though some found the yacht cramped and the food average.
Read our full review: From Crete: Chrissi Island Yacht Cruise With Lunch Review
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Half-Day Sailing Trips to Dia Island
Although located just a short distance from the bustling city of Heraklion, the island of Dia offers a serene and picturesque sailing excursion for visitors to Crete.
This 4.5-hour trip takes a maximum of 10 travelers aboard a comfortable yacht, providing them with a badge of excellence experience. Highlights include snorkeling, a delicious lunch, and stunning sunset views.
With 55 reviews and a 100% recommendation rate, this sailing adventure is a must-do activity for those seeking an authentic Cretan experience.
Priced at €85 per person, it’s a great value considering the included amenities like snorkeling gear, fishing rods, and refreshments.
Read our full review: Half-Day Sailing Trips to Dia Island Review
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Kissamos: Balos and Gramvousa Private Sailing Trip With Meal
For those seeking a more intimate and personalized sailing experience in Crete, the Kissamos: Balos and Gramvousa Private Sailing Trip With Meal offers a captivating excursion.
Priced at $1,373.92 for up to 10 people, this 8-hour private trip departs from Kissamos Port and sails to the stunning Balos Lagoon and Gramvousa Island.
Guests can enjoy 2 hours of free time for swimming, snorkeling, and sightseeing at each location, as well as a traditional Cretan meal served onboard.
With an experienced skipper and crew, spacious amenities, and positive reviews highlighting the stunning views and historical insights, this sailing adventure is an excellent way to explore Crete’s natural beauty and rich culture.
Read our full review: Kissamos: Balos and Gramvousa Private Sailing Trip With Meal Review
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Premium – Day Sailing Catamaran Trip in Group, Rethymno, Crete
Helmed by the renowned DanEri Yachts – Luxury Catamaran Cruises, this premium day sailing catamaran trip in Rethymno, Crete, offers travelers a delightful 45-review experience.
Accommodating a maximum of 30 guests, the trip provides a range of inclusions, from alcoholic beverages and traditional Greek cuisine to snorkeling equipment and SUP boards.
Guests can explore the calm, crystal blue waters, enjoy a variety of activities, and relax in the friendly atmosphere.
While some travelers have expressed concerns about the duration and beverage service, the overall feedback highlights the beautiful scenery, swimming opportunities, and attentive crew, making this a sought-after sailing adventure in Crete.
Read our full review: Premium – Day Sailing Catamaran Trip in Group, Rethymno, Crete Review
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Crete Yacht Cruises 7-Hours Private Guided Cruise in Ag. Nikolaos
This 7-hour private guided cruise in Agios Nikolaos, Crete, Greece, has amassed an impressive 5.0 rating from 35 reviews, with 100% of travelers recommending the experience.
Priced at $1,723.37 per group (up to 8 people), the cruise includes a lunch prepared daily by the captain’s wife featuring Cretan flavors, as well as all drinks like soft drinks, water, beers, and wine.
Snorkeling equipment is also provided. The cruise is wheelchair accessible, and service animals are allowed.
Travelers highlight the enjoyable and friendly atmosphere, well-maintained boats, and additional amenities like an underwater scooter.
The meeting point is flexible, and there’s a reserve now, pay later option available.
Read our full review: Crete Yacht Cruises 7-Hours Private Guided Cruise in Ag. Nikolaos Review
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Hersonissos Sunset Catamaran Cruise With Finger Food & Drinks
Hersonissos Sunset Catamaran Cruise With Finger Food & Drinks offers a scenic boat ride across the Aegean Sea, ideal for ending your day in Crete.
Recommended by 93% of travelers, this cruise has received 27 reviews with a perfect rating of 5.0.
Participants can enjoy swimming, snorkeling, and sunbathing while sailing to Malia and St. Georg Bay, culminating in a stunning sunset view on the return trip.
The cruise includes snorkeling equipment, stand-up paddleboards, and a variety of refreshments, including a welcome glass of Prosecco and Cretan wines.
Accommodating up to 20 travelers, the tour is wheelchair accessible and near public transportation, though not recommended for pregnant guests.
Read our full review: Hersonissos Sunset Catamaran Cruise With Finger Food & Drinks Review
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Frequently Asked Questions
What Is the Maximum Group Size for the Sailing Trips?
Most sailing trips in the area accommodate small groups, typically up to 6 participants. This allows for a more personalized experience and ensures everyone can comfortably enjoy the journey. Group sizes may vary, so it’s best to inquire about specific trip details.
Are There Any Age Restrictions for the Sailing Tours?
Most sailing tours don’t have age restrictions, but some may have minimum age requirements for safety reasons. It’s best to check with the tour operator to find out their specific policies before booking.
Can We Bring Our Own Food and Drinks on the Boat?
Yes, passengers can generally bring their own food and drinks on the boat. Most sailing tour operators encourage this to enhance the overall experience. However, it’s always best to check with the specific tour provider in advance.
Do the Sailing Packages Include Hotel Pickup and Drop-Off?
The sailing packages typically don’t include hotel pickup and drop-off. Customers are generally responsible for arranging their own transportation to and from the departure point for the sailing excursion.
Are There Any Special Requirements for Participating in the Sailing Activities?
Most sailing activities have minimum age and swimming ability requirements. Participants must also bring sun protection, comfortable clothing, and closed-toe shoes. It’s best to check with the sailing provider for their specific guidelines before booking.
Recap
Crete offers a range of exceptional sailing experiences. From private trips to Dia Island and the Balos Lagoon to group catamaran cruises, there’s something for every sailor. Whether you’re seeking a day trip or a multi-day adventure, Crete’s stunning coastlines and calm waters provide the perfect setting for an unforgettable sailing excursion. With various options available, it’s easy to find the best sailing experience to suit your preferences.