Sailing in Crete is best experienced through well-organized day trips that maximize your time on the crystal-clear Mediterranean. The standout excursion circles Dia Island, where hidden coves and pristine snorkeling spots await. For comfort-seekers, modern catamarans offer the smoothest rides, complete with fresh-caught seafood lunches and plenty of swimming stops. I especially love the combination tours that pair sailing with authentic experiences – think dropping anchor at tiny ports for village visits and traditional meals. Half-day trips work well for travelers on tighter schedules, offering wildlife watching and coastal views without the full-day commitment. Check out these top-rated sailing tours that showcase the best of Cretan waters.
Key Points
- Crete offers a variety of private sailing experiences, including personalized trips to Dia Island and cruises to Balos Lagoon and Gramvousa Island.
- Luxury catamaran cruises in Crete provide comfortable amenities, activities like swimming and snorkeling, and delectable meals and drinks.
- Unique sailing adventures combine sailing with special experiences like hiking, water sports, and traditional Cretan cuisine.
- Half-day sailing trips around Dia Island offer an accessible and memorable way to explore the Mediterranean.
- Scenic cruises along the Chania coastline focus on wildlife spotting and local culture, with traditional snacks and lunch provided.
Dia Island : Small Group Sailing Trip to Dia Island With Lunch
The Dia Island small-group sailing adventure offers a chance to explore the hidden coves and wildlife-rich areas of this captivating island. Rated 4.7 out of 5 by 126 reviewers, this trip promises opportunities to spot dolphins, monk seals, and wild goats.
Snorkel, paddleboard, and learn sailing skills while enjoying a delicious organic lunch with vegetarian options. The sailing crew is professional and certified, providing life jackets, snorkeling gear, and unlimited drinks, including wine for responsible consumption.
While not wheelchair-accessible, this eco-friendly excursion suits moderately fit travelers. Past guests praise the friendly crew, beautiful scenery, and overall enjoyable atmosphere, though some suggest improvements to snorkeling equipment and booking confirmation.
Read our full review: Dia Island : Small Group Sailing Trip to Dia Island With Lunch Review
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Heraklion: Catamaran Sailing Trip to Dia Island W/Lunch
Discover the hidden gems of Dia Island aboard a luxurious catamaran sailing trip from Heraklion. For just Kč 3,775 per person, you’ll embark on a 6.5-hour adventure, enjoying a range of activities from swimming and snorkeling to stand-up paddleboarding and fishing.
Savor a freshly prepared Mediterranean lunch with seafood, meats, and vegetables, complemented by unlimited drinks. The experienced, Red Cross-certified crew will ensure your safety and comfort throughout the journey.
With stunning views, soothing music, and free WiFi, this sailing excursion promises a perfect blend of relaxation and adventure. Highly recommended for families, friends, and couples seeking an unforgettable experience in the Aegean.
Read our full review: Heraklion: Catamaran Sailing Trip to Dia Island W/Lunch Review
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Sailing Trip to the Top Coasts of Crete, Daily/Multi-Day
Set out on a captivating sailing adventure along the stunning southern coasts of Crete. This full-day experience departs from Sfakia, offering a private yacht for your group.
Explore the region’s top attractions, including the secluded Sweet Water Beach and the snorkeling caves of Marmara Beach. Stop at the charming Loutro village, accessible only by boat or hiking.
Throughout the day, enjoy opportunities for swimming, sunbathing, and even trying your hand at sailing. Savor a local lunch, snacks, and beverages provided on board.
With a 5.0 rating from over 200 travelers, this highly-recommended tour promises an unforgettable day of exploration and relaxation in the beautiful waters off Crete’s southern coast.
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From Crete: Chrissi Island Yacht Cruise With Lunch
Escape the bustling shores of Crete and sail away to the serene island of Chrissi on this 5-hour yacht cruise.
For $210.21 per person, you’ll relax on the island’s coral sands, snorkel in crystal-clear waters, and savor a delicious local lunch on board.
Explore Europe’s southernmost natural park, try your hand at fishing, and enjoy free cancellation up to 24 hours in advance.
With a 4.6/5 rating from past guests, this experience offers stunning landscapes, a pleasant atmosphere, and great value for money, despite some mixed feedback on yacht size and food quality.
Don’t miss the opportunity to discover Chrissi Island’s natural beauty on this yacht adventure.
Read our full review: From Crete: Chrissi Island Yacht Cruise With Lunch Review
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Luxe Boat Trip on Sailing Catamaran, Heraklion, Crete
This luxurious boat trip from Crete transports you to the stunning Dia Island, where you can learn about a small-group experience capped at just 10 travelers.
With a 5.0 rating and 96% recommendation from previous guests, the trip offers a range of activities, including swimming, snorkeling, stand-up paddleboarding, and fishing.
Onboard, you’ll enjoy freshly prepared Greek meals, welcome drinks, and a selection of alcoholic beverages.
The trip departs from Cafe Marina, with easy parking and accessibility near public transportation.
While the small group size ensures an intimate atmosphere, some guests have noted the presence of other boats nearby.
Read our full review: Luxe Boat Trip on Sailing Catamaran, Heraklion, Crete Review
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Heraklion: Private Sailing Trip to Dia Island
Enjoy a private sailing adventure to the enchanting Dia Island from Heraklion’s Cafe Marina. This 4.5-hour experience whisks you away to the island’s secluded bays for swimming, snorkeling, and exploring.
Priced from $409.92 per group, the trip includes a skilled skipper, refreshments, snorkeling gear, and fishing equipment. With a 4.9/5 rating from 453 reviews, you’ll appreciate the friendly crew, clean boat, and delicious onboard meal.
Don’t forget to pack your sunscreen and swimsuit before meeting at the designated spot. For added convenience, hotel pickup can be arranged.
This private sailing excursion offers excellent value and an unforgettable experience in Crete.
Read our full review: Heraklion: Private Sailing Trip to Dia Island Review
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Sailing Cruises Chania
Explore the captivating Chania coastline with a Sailing Cruises excursion. This 5-star rated activity offers a journey around the Gulf of Chania, stopping at stunning Ag. Theodori Island and the turquoise waters of Maherida beach.
Along the way, spot local wildlife like birds and KRI KRI goats. Enjoy traditional Cretan snacks, fresh fruits, and an open bar, as well as a provided lunch on the 7-hour cruise.
Use the included snorkeling equipment and sea towels, and relax on this private tour just for your group. With free cancellation up to 24 hours in advance, this sailing experience from Chania’s Old Venetian Harbour is a must for your Crete itinerary.
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Chania: Private Full-Day Sailing Cruise With Lunch
Enjoy the captivating coastal splendor of Chania with an exhilarating private full-day sailing cruise.
Board a 38-foot luxury yacht and embark on a 7-hour journey, exploring the picturesque gulfs and secluded islands near Chania. Swim and snorkel in the turquoise waters, then enjoy a delectable lunch, soft drinks, wine, and dessert onboard.
Relax on the deck and soak up the sun, or take the helm and sail the yacht with guidance from a professional skipper. This intimate experience accommodates up to 6 participants and offers free cancellation up to 24 hours in advance, ensuring a seamless and unforgettable day on the water.
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Premium – Day Sailing Catamaran Trip in Group, Rethymno, Crete
Set out on a premium day sailing catamaran trip in the picturesque region of Rethymno, Crete.
Operated by DanEri Yachts, this 6.5-hour excursion accommodates up to 30 travelers and departs at 9:30 am.
Enjoy a range of inclusions, from alcoholic beverages and a hearty Greek lunch to snorkeling gear and water sports equipment.
With a 4.5-star rating based on 45 reviews, this sailing experience is praised for its great food, friendly staff, and relaxing atmosphere.
Take advantage of the free cancellation policy and reserve now, paying later.
Don’t miss this likely-to-sell-out opportunity to explore Crete’s crystal blue waters in style.
Read our full review: Premium – Day Sailing Catamaran Trip in Group, Rethymno, Crete Review
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From Kissamos: Balos Gramvousa Sailing Cruise With Lunch
Sailing away from Kissamos, you’ll embark on an 8-hour Balos Gramvousa Sailing Cruise with Lunch. Priced from $189.19 per person, this tour offers the opportunity to explore the stunning Gramvousa Island and the picturesque Balos Lagoon.
The cruise includes 1.5 hours of sailing each way, 2.5 hours on Gramvousa for hiking, swimming, and snorkeling, and 2.5 hours at Balos Beach.
Along the way, you’ll enjoy a traditional Cretan lunch cooked on board, as well as soft drinks, beer, and fresh fruit.
With an experienced skipper, two air-conditioned cabins, and snorkeling gear provided, this cruise promises a relaxing and scenic sailing experience in Crete.
Read our full review: From Kissamos: Balos Gramvousa Sailing Cruise With Lunch Review
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Sailing Trips With Cretan Sailing
For a sailing getaway in Crete, consider the offerings from Cretan Sailing. Their sail-and-snorkel trips depart from Hersonissos, inviting you to explore the island’s stunning coastline on a traditional wooden boat.
The experience includes two snorkel stops, a BBQ lunch, and complimentary snorkeling gear and beverages. While the boat may feel crowded at times, the friendly crew and beautiful scenery make for an enjoyable day on the water.
Just be aware that the cost may be perceived as high compared to the overall experience and meal quality. Overall, Cretan Sailing provides a convenient way to experience Crete’s coastal charms from the comfort of a private vessel.
Read our full review: Sailing Trips With Cretan Sailing Review
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Kissamos: Balos and Gramvousa Private Sailing Trip With Meal
Seeking a private sailing adventure to explore Crete’s renowned Balos Lagoon and Gramvousa Island? This 8-hour excursion from Kissamos Port offers an intimate experience for up to 10 guests.
Sail to Balos for 2 hours of swimming and sightseeing, then continue to Gramvousa for hiking and more water activities. Enjoy a traditional Cretan lunch with drinks during the trip.
The well-maintained sailboat features ample space, a covered cabin, and bathroom. Customers praise the knowledgeable crew and delicious food.
At $1,366.39 per group, it’s an unforgettable way to discover these stunning Cretan destinations. Reserve now and benefit from free cancellation up to 24 hours before.
Read our full review: Kissamos: Balos and Gramvousa Private Sailing Trip With Meal Review
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Agios Nikolaos Evening Catamaran Cruise in Mirabello With Dinner
Departing from the marina of Agios Nikolaos, this evening catamaran cruise in Mirabello offers an enchanting opportunity to experience Crete’s stunning coastline at sunset.
Aboard the luxury catamaran Artemis, you’ll enjoy an array of activities, from swimming and snorkeling to stand-up paddleboarding.
The inclusive package features a delectable Greek dinner, free-flowing alcoholic and non-alcoholic beverages, and even fishing equipment.
With a maximum of 20 travelers, the cruise provides an intimate setting to soak in the picturesque views and savor the local cuisine.
While some guests have noted limited food options and crowding, the cruise boasts a 4.7-star rating and a Badge of Excellence, making it a highly recommended way to explore Crete’s Mirabello Bay.
Read our full review: Agios Nikolaos Evening Catamaran Cruise in Mirabello With Dinner Review
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Agios Nikolaos: Private Sailing Cruise in Mirabello Bay
Set out on a private sailing adventure in the enchanting Mirabello Bay, departing from the picturesque marina of Agios Nikolaos.
This 5-hour cruise offers stunning views of the coastline and the opportunity to swim and snorkel in the crystal-clear waters. The small-group setting ensures an intimate and personalized experience.
Sail along the bay, past charming villages, and stop at secluded coves for swimming and exploring. You’ll also enjoy a delicious on-board lunch prepared with local ingredients.
With a rating of 4.7 out of 5 from 174 reviews and priced at $115.62 per person, this private sailing cruise is a must-do activity for those seeking a relaxing and immersive 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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Sunset Cruise – Yachting Tour on Catamaran Heraklion, Crete
A delightful sunset cruise on a catamaran awaits in Heraklion, Crete. This small-group tour, capped at 10 people, provides an intimate experience with traditional Cretan snacks, drinks, and water sports activities.
Board the catamaran at Cafe Marina and enjoy a welcome glass of Prosecco, beer, or Cretan white wine. Snorkel, fish, or paddleboard as you take in the stunning views.
The attentive crew and relaxing atmosphere make this a must-do activity in Crete, as evidenced by the 4.8 rating and 90% recommendation from previous travelers.
While a few minor issues have been noted, the overall experience is overwhelmingly positive and well worth the $96.50 per person price.
Read our full review: Sunset Cruise – Yachting Tour on Catamaran Heraklion, Crete Review
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Half-Day Sailing Trips to Dia Island
Sail off to the idyllic Dia Island for a half-day adventure on the tranquil Cretan waters. Aboard a sailing yacht, you’ll enjoy a 4.9-rated experience with 55 reviews praising the excellent communication and warm hospitality.
Dive into the crystal-clear seas with provided snorkeling gear, or try your hand at fishing with the available rods and bait. Indulge in a full-course lunch of roasted chicken, Greek salad, and refreshing beverages.
With pickup options from various Cretan towns, this sailing trip offers an accessible and memorable way to explore the beauty of the Mediterranean. Whether you’re a seasoned sailor or a first-timer, this excursion promises an unforgettable day on the waves.
Read our full review: Half-Day Sailing Trips to Dia Island Review
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Agios Nikolaos: VIP 18 Meter Sailing Yacht – Perfect Day
Enjoy a VIP sailing experience aboard the impressive 18-meter yacht in the picturesque town of Agios Nikolaos.
For just $2,081.11 per group of up to 10 participants, you’ll embark on a 7-hour cruise along the stunning coastlines near the Minoan island of Psira or the island of Spinalonga.
Swim in hidden spots like the blue lagoon or pirates cove, and enjoy high-quality food and drinks, including salads, fruits, desserts, wine, and soda.
Take an optional sailing lesson with the skipper, and utilize the available water toys for added fun.
With a live tour guide in German, English, and French, this private group experience is a must-do for sailing enthusiasts in Crete.
Read our full review: Agios Nikolaos: VIP 18 Meter Sailing Yacht – Perfect Day Review
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Agios Nikolaos Morning Catamaran Cruise in Mirabello With Lunch
Set out on a captivating morning cruise aboard a spacious catamaran in the picturesque waters of Mirabello, Crete. Rated an impressive 4.9/5 stars, this excursion offers a wealth of inclusions, from snorkeling equipment to fishing gear and SUP boards.
Indulge in a delectable Greek lunch, complemented by a selection of alcoholic and non-alcoholic beverages. The knowledgeable crew ensures a friendly atmosphere, catering to your every need.
With a maximum capacity of 20 travelers, this cruise provides an intimate and personalized experience. Whether you’re seeking relaxation or adventure, this Agios Nikolaos morning catamaran cruise promises an unforgettable day on the stunning Cretan waters.
Read our full review: Agios Nikolaos Morning Catamaran Cruise in Mirabello With Lunch Review
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From Chania: Fully Private Sailing Cruise With Meal & Drinks
Departing from the picturesque harbor of Chania, you’ll set sail on a fully private sailing cruise, offering an intimate and personalized experience on the sparkling waters of Crete.
This 3-hour tour takes you along the beautiful coastline, with the option to stop for a swim in secluded bays. Enjoy a delicious meal and drinks served onboard as you take in the stunning scenery.
With a maximum of 10 passengers, this cruise provides a unique opportunity to explore Crete’s stunning coastline in a relaxed and exclusive setting.
Rated 4.8 out of 5 stars from 371 reviews, this sailing experience is a must-do for those seeking a truly memorable day on the water.
Read our full review: From Chania: Fully Private Sailing Cruise With Meal & Drinks Review
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Private Sailing Cruises to Balos Lagoon and Gramvousa With Meal.
Sailing along the picturesque coastline of Crete, you’ll have the opportunity to explore the stunning Balos Lagoon and Gramvousa peninsula on a private sailing cruise.
This exclusive experience includes a delicious traditional Greek lunch, complimentary beverages, and the use of snorkeling equipment.
With a 97% traveler recommendation and an impressive 4.9-star average rating, the tour offers a flexible and relaxing day on the water.
You’ll be treated to excellent service from the experienced crew and captivated by the stunning views.
Don’t forget to pack water shoes for the rocky beach areas.
This private tour is accessible via public transportation, making it a convenient and memorable way to experience the beauty of Crete.
Read our full review: Private Sailing Cruises to Balos Lagoon and Gramvousa With Meal. Review
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The Sum Up
Crete offers a wide range of sailing experiences, from day trips to multi-day excursions. You can explore remote islands, swim in turquoise waters, and enjoy delicious local cuisine. Whether you’re a seasoned sailor or a first-time adventurer, there’s a sailing adventure in Crete that’ll suit your interests and budget. You’ll create lasting memories as you discover the island’s stunning coastline and serene bays from the unique vantage point of a sailboat.