Heraklion
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Sailboat hire in Heraklion, Greece with skipper

13 boats available in Heraklion
Jeanneau Sun Shine 38
5.0 (20 reviews)
Heraklion
Discover the largest island in Greece by boat! Charter this Sun Shine 38 sailing yacht for 9 people! Our beautiful and well cared for Jeanneau Sunshine 38, based in Heraklion, Crete, Greece, available for day trips to Dia island and nearby beaches, and also for multi days cruises to the Cyclades islands (Santorini, Paros, Milos etc.) and the Dodecanese (Astypalaia. Rodos, etc.) Under sail, Sun Shine 38 has excellent directional stability. The yacht's steering allows not one degree of deflection...
Sailboat
Skipper mandatory
9 pers.
3 cabins
1989
37 ft
Top owner
Instant booking
from $214,45
-5%
Bénéteau Half Day (5,5 h) Trips to Dia island
5.0 (1 reviews)
Heraklion
PRIVATE LUXURY MORNING TRIPS TO DIA ISLAND * From April 1 to August 31: Duration 5.5 h / Starts at 9:30 * From September 1 to October 15: Duration 5.5 h / Starts at 9:00 * From October 16 to November 15: Duration 5.5 h / Starts at 11:00 PRIVATE LUXURY SUNSET TRIPS TO DIA ISLAND * From April 1 to August 31: Duration 5.5 h / Starts at 15:30 * From September 1 to October 15: Duration 5.5 h / Starts at 15:00 * From October 16 to November 15: Duration 5.5 h / Starts at 11:00 *The sailboat can host...
Sailboat
Skipper mandatory
16 pers.
5 cabins
2017
50 ft
Top owner
from $614,38
-5%
Bénéteau Luxury Full Day (8,5 h) Trips to Dia island
3.0 (1 reviews)
Heraklion
PRIVATE FULL DAY TRIP TO DIA ISLAND or TO AGIA PELAGIA BAY ON A LUXURIOUS SAILING YACHT - Full - Day Trip / Duration: 8.5 h / Starts at: 9:30 or 10:00 or 10:30 (flexible) - Full - Day Trip + Sunset Views / Duration: 8.5 h / Starts at: 11:30 or 12:00 or 12:30 (flexible) *The sailboat can host up to 16 guests. The price displayed refers to groups up to 10 guests. * For groups from 11 to 14 guests there is an extra charge of 230 euros (in total - not per guest). * For groups from 15 to 16 guests...
Sailboat
Skipper mandatory
16 pers.
5 cabins
2017
50 ft
Top owner
from $938,95
Elan Half Day (5,5 h) Trips to Dia island
4.6 (7 reviews)
Heraklion
PRIVATE LUXURY MORNING TRIPS TO DIA ISLAND * From April 1 to August 31: Duration 5.5 h / Starts at 9:30 * From September 1 to October 15: Duration 5.5 h / Starts at 9:00 * From October 16 to November 15: Duration 5.5 h / Starts at 11:00 PRIVATE LUXURY SUNSET TRIPS TO DIA ISLAND * From April 1 to August 31: Duration 5.5 h / Starts at 15:30 * From September 1 to October 15: Duration 5.5 h / Starts at 15:00 * From October 16 to November 15: Duration 5.5 h / Starts at 11:00 *The sailboat can host...
Sailboat
Skipper mandatory
16 pers.
5 cabins
2012
53 ft
Top owner
from $614,38
Elan Full Day Trips (8,5 h) to Dia island
5.0 (1 reviews)
Heraklion
PRIVATE FULL DAY TRIP TO DIA ISLAND or TO AGIA PELAGIA BAY ON A LUXURIOUS SAILING YACHT - Full - Day Trip / Duration: 8.5 h / Starts at: 9:30 or 10:00 or 10:30 (flexible) - Full - Day Trip + Sunset Views / Duration: 8.5 h / Starts at: 11:30 or 12:00 or 12:30 (flexible) *The sailboat can host up to 16 guests. The price displayed refers to groups up to 10 guests. * For groups from 11 to 14 guests there is an extra charge of 230 euros (in total - not per guest). * For groups from 15 to 16 guests...
Sailboat
Skipper mandatory
16 pers.
5 cabins
2012
53 ft
Top owner
from $938,95
-20%
Bénéteau Oceanis 43
4.5 (4 reviews)
Heraklion
Experience Luxury Sailing in Heraklion | Premium All-Inclusive Yacht Charter Discover the crystal-clear waters of Crete aboard our prestigious Oceanis 43 sailing yacht. Offering an unmatched blend of luxury, comfort, and authentic Cretan hospitality. EXCLUSIVE CHARTER OPTIONS: • Half-Day Experience - Morning Cruise: (Contact information hidden) Sunset Cruise: (Contact information hidden) • Full-Day Journey: (Contact information hidden) ️ GOURMET CULINARY EXPERIENCE Full-Day Charter Include...
Sailboat
Skipper mandatory
10 pers.
4 cabins
2016
43 ft
from $547,14
Hanse 470 E
5.0 (1 reviews)
Heraklion
Our Hanse yacht 470E, a sailing yacht available for skippered charters throughout Greece. The boat has been refitted in 2022 and is kept in excellent condition. Our boat offers space for 8 guests who can sleep in 3 cabins plus 2 in dinning area ,there are two bathrooms they can use. The boat is perfect for two families or groups of friends as it can perfectly fit 7 guests plus your skipper. The boat is only available to charter with a captain who will take you to the most amazing secret spots...
Sailboat
Skipper mandatory
7 pers.
3 cabins
2012
47 ft
from $347,76
Gibert Marine Gib Sea 334
5.0 (1 reviews)
Heraklion
The boat is available to Charter from her base in Crete or Santorini Cyclades islands Greece. Our skippered yacht charter packages are a great way for a family or group of friends/colleagues to get out for a sailing adventure, with the confidence and security of having a professional skipper on hand to ensure everyone has a safe and enjoyable time. These trips are suitable for everyone. Her large cockpit provides a perfect place to operate weekly charter or daily trip. I invite you to cont...
Sailboat
Skipper mandatory
6 pers.
2 cabins
2005
35 ft
from $231,84
Bavaria 44
Heraklion
Perfect getaway in Crete for families and friends with up to 10 pax: half-day (4.5hours) abroad a classic 44-foot sailing yacht from Heraklion to explore the Aegean Sea and anchor in the bays of Dia Island or Agia Pelagia for swimming, snorkeling and relaxing. Transfer (not included, extra per person) is provided from the coastal area between Fodele and Malia. Important notes: the price is for 4.5 hour cruise Time slots: 09:00 to 13:30 or 16:30-21:00* *(15:00-19:30 till 14-apr & from 01-oct be...
Sailboat
Skipper mandatory
8 pers.
4 cabins
2003
45 ft
from $579,60
Hanse 430 E
Heraklion
Private Full Day Trip (6 hours) from Heraklion to Dia Island Discover the unique destination of Dia island while traveling private in style and comfort aboard our luxury sailing boat. Feel the breeze of Cretan sea, swim and dive into the crystal clear waters, explore the ruins of an ancient port, take a walk on the island or just relax on deck and enjoy the summer sun, while in the meantime tasting a delicious meal, served during your journey with us. Whether travelling with friends, family or...
Sailboat
Skipper mandatory
10 pers.
3 cabins
2007
43 ft
from $602,78
Hanse 470
Heraklion
We offer for rent a Hanse 470 of 2010 departing from Heraklion Municipality. Ianira is a sailboat perfectly adapted for all rentals. This sailboat is very pleasant to handle for a week cruise or more. The boat has 3 fully-equipped cabins and a capacity of 8 people. With an overall length of 14 meters, it will be your best ally to spend an exceptional vacation on the water in the surroundings of Heraklion Municipality This Hanse 470 is equipped with 2 heads with...
Sailboat
Skipper mandatory
8 pers.
3 cabins
2012
47 ft
from $397,61
Here are all the boats in the vicinity

These boats available around Heraklion, may also be of interest to you!

Bavaria 50 Cruiser
5.0 (1 reviews)
Gouves
Come see what we're all about Embark on an unforgettable sailing journey from the harbor of Gouves, where you'll be warmly greeted by our experienced captain and crew. As we set sail, we'll glide across the serene Greek blue sea, basking in the refreshing sea breeze that offers respite from the summer heat. Throughout the voyage, our attentive staff will be at your service, offering refreshing drinks and providing fishing equipment for those eager to try their hand at angling while we sail. As...
Sailboat
Skipper mandatory
14 pers.
5 cabins
2026
48 ft
from $1 043,28
Elan Impression 45
Chersonisos
Yacht Charter Live the experience of the Cretan Sea and feel the superb performance under sail, skippered or not, on an half or full day cruise, on a multi day trip, on a sunset cruise or create your own dreamy trip. For those of you who would like to charter independently, there’s bareboat sailing. If you don’t have the relevant qualifications you might like a skippered charter. If there is a desire for a luxurious cruise sailing we can arrange a Skippered charter where you can be served by a p...
Sailboat
Skipper mandatory
10 pers.
4 cabins
2017
49 ft
from $869,40
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Reviews from our users about their rental

Russ
Russ
Travelled in August 2023 · 5 people · 1 days
Absolutely fabulous day on the boat, fantastic people, great communication, what a great experience! Thanks all. Russ

Why a Sailboat with a skipper is perfect for sailing in Heraklion, Greece

Hiring a Sailboat with a skipper is a great opportunity to enjoy stunning views and open water. Some are designed for comfort, making them perfect for long, leisurely cruises. Others offer more speed and excitement for adventure seekers. The right choice will ensure a smooth and enjoyable experience throughout the trip. Whatever your plans, a well-chosen boat will make your trip even more special.

Hiring a Sailboat with a skipper in Heraklion, Greece, how does it work?

Whether you're looking for a Sailboat with a skipper for a family day out or for some activity on the water, you can book online in just a few minutes.

What is the starting price to hire a Sailboat with a skipper?

The price of hiring a Sailboat in Heraklion, Greece is influenced by several aspects, such as the Sailboat’s capacity, features and the time of year. Peak-season hires tend to be more expensive than off-season bookings.

From $231,84, you'll find Sailboats available for hire in Heraklion, Greece. The average price for a hire in this location is approximately $1 006,19.

Hiring a Sailboat for a group: how many can board?

Whether you're with friends or family, you can find a Sailboat suited to your needs, with options that accommodate between 6 and 16 guests.

What is the best time of year to hire a Sailboat with a skipper in Heraklion, Greece?

The best months for a Sailboat hire in Heraklion, Greece are between June - August when the weather is warm and sunny. The water temperature during this time averages around 22–25°C, making it ideal for swimming, snorkelling and other water activities. If you prefer a more peaceful experience, the shoulder season in May and September offers great conditions with fewer visitors. The weather is still pleasant, and hire options may be more affordable. Whatever the season, Heraklion, Greece offers an unforgettable boating adventure.

Best boating destinations in Heraklion, Greece

Heraklion, Greece is a fantastic boating destination with many scenic spots to explore. Some of the top places to visit are Heraklion Archaeological Museum, Knossos Palace, Heraklion Port, known for their ideal conditions and beautiful surroundings. Whether you're looking for adventure or relaxation, you'll find something to suit you. Hiring a Sailboat in Heraklion, Greece is a great way to experience the area from a different perspective.

Boat responsibly

The sea gives us unique moments. Enjoying it also means respecting it: protecting marine ecosystems, reducing our impact, and preserving the places we explore. Discover how SamBoat is working alongside Fondation de la Mer to protect marine biodiversity, preserve coastal ecosystems, and fight plastic pollution.

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