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Sailboat rental in Skiathos, Greece with captain

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180 boats available in Skiathos

Continue your search for Skiathos Sailboat
Bateau
Sailboat - Jeanneau Sun Odyssey 440
4.0 (9)
Skiathos
10 pers.
4 cabins
Captain optional
2020
42 ft
We offer for rent a Sun Odyssey 440 (possible to be converted to 3 cabins) of 2020 departing from Skiathos. OLYMPIA is a sailboat perfectly adapted for all rentals. This sailboat is very pleasant to handle for a week cruise or more. The boat has 4 fully-equipped cabin(s) and a capacity of 10 people. With an overall length of 13 meters, it will be your best ally to spend an exceptional vacation on the water in the surroundings of Skiathos This Sun Odyssey 440 (possible to be converted to 3 cabins...
from $331
-35%
Sailboat - Dufour 430
4.0 (1)
Skiathos
10 pers.
4 cabins
Captain optional
2023
41 ft
We offer for rent a Dufour 430 of 2023 departing from Skiathos. ARMONIA is a sailboat perfectly adapted for all rentals. This sailboat is very pleasant to handle for a week cruise or more. The boat has 4 fully-equipped cabin(s) and a capacity of 10 people. With an overall length of 13 meters, it will be your best ally to spend an exceptional vacation on the water in the surroundings of Skiathos This Dufour 430 is equipped with 2 heads with a shower. It has the following equipment: Auto-pilot,...
from $347
-35%
Sailboat - Jeanneau Sun Odyssey 519 (AC, Gen)
4.0 (9)
Skiathos
10 pers.
5 cabins
Captain optional
2016
49 ft
Incredible sailboat for rent in Skiathos. This Sun Odyssey 519 (AC, Gen) from 2016 is an ideal boat for a vacation with family or friends. The boat has 6 fully-equipped cabin(s) and a capacity of 10 people. With an overall length of 15 meters, it will be your best ally to spend an exceptional vacation on the water in the surroundings of Skiathos This Sun Odyssey 519 (AC, Gen) is equipped with 3 heads with a shower. This boat is equipped with a Full batten mainsail and a Furling genoa. It has t...
from $429
-30%
Sailboat - Bénéteau Oceanis 48
4.0 (9)
Skiathos
10 pers.
5 cabins
Captain optional
2017
47 ft
Embark on board the NAVIRA, an amazing Oceanis 48 to discover the region of Skiathos. This sailboat was built in 2017 to ensure complete comfort and performance at sea. The boat has 5 fully-equipped cabins and a capacity of 10 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 Skiathos This Oceanis 48 is equipped with 3 heads with a shower. This boat is equipped with a Full batten mainsail and a Furli...
from $347
-20%
Sailboat - Bénéteau Oceanis 41.1
4.0 (1)
Skiathos
8 pers.
3 cabins
Captain optional
2020
39 ft
Incredible sailboat for rent in Skiathos. This Oceanis 41.1 from 2020 is an ideal boat for a vacation with family or friends. The boat has 3 fully-equipped cabin(s) and a capacity of 8 people. With an overall length of 12 meters, it will be your best ally to spend an exceptional vacation on the water in the surroundings of Skiathos This Oceanis 41.1 is equipped with 2 heads with a shower. This boat is equipped with a Full batten mainsail and a Furling genoa. It has the following equipment: Aut...
from $265
-15%
Sailboat - Jeanneau Sun Odyssey 519
4.3 (38)
Skiathos
12 pers.
5 cabins
Captain optional
2018
52 ft
We offer for rent a Sun Odyssey 519 of 2018 departing from . Perro Blanco is a sailboat perfectly adapted for all rentals. This sailboat is very pleasant to handle for a week cruise or more. The boat has 5 cabins with total comfort and a capacity of 12 passengers. With a total length of 16 meters and 75 horsepower, it will be your best friend when spending extraordinary holidays on the waters of For your comfort, Perro Blanco has 3 toilets with a shower...
from $810
-25%
Sailboat - Bénéteau Oceanis 51.1 (AC, Gen, Watermaker)
4.0 (9)
Skiathos
12 pers.
6 cabins
Captain optional
2020
49 ft
Incredible sailboat for rent in Skiathos. This Oceanis 51.1 (AC, Gen, Watermaker) from 2020 is an ideal boat for a vacation with family or friends. The boat has 6 fully-equipped cabin(s) and a capacity of 12 people. With an overall length of 15 meters, it will be your best ally to spend an exceptional vacation on the water in the surroundings of Skiathos This Oceanis 51.1 (AC, Gen, Watermaker) is equipped with 3 heads with a shower. This boat is equipped with a Full batten mainsail and a Furli...
from $512
-20%
Sailboat - Bénéteau Oceanis 41.1
4.0 (1)
Skiathos
8 pers.
3 cabins
Captain optional
2020
39 ft
Meet Diamanti I, an incredible sailboat dedicated for charters. Made in 2020, the Oceanis 41.1 will take you to the most beautiful anchorages in Skiathos. The boat has 3 fully-equipped cabin(s) and a capacity of 8 people. With an overall length of 12 meters, it will be your best ally to spend an exceptional vacation on the water in the surroundings of Skiathos For your comfort, Diamanti I has 2 toilets with a shower This boat is equipped with a Full batten mainsail and a Furling genoa. It has...
from $265
-15%
Sailboat - Jeanneau Sun Odyssey 440
5.0 (1)
Skiathos
10 pers.
4 cabins
Captain optional
2023
43 ft
We offer for rent a Sun Odyssey 440 of 2023 departing from . Navillera is a sailboat perfectly adapted for all rentals. This sailboat is very pleasant to handle for a week cruise or more. The boat has 4 fully-equipped cabins and a capacity of 10 people. With an overall length of 13 meters, it will be your best ally to spend an exceptional vacation on the water in the surroundings of For your comfort, Navillera has 2 toilets with a shower This...
from $347
-15%
Sailboat - Bénéteau Oceanis 343
4.3 (3)
Skiathos
7 pers.
3 cabins
Captain optional
2010
34 ft
Sailboat for rent in Skiathos. This Oceanis 343 built in 2010 offers an excellent quality for its price for a cruise of a few days or even a few weeks. The boat has 3 fully-equipped cabin(s) and a capacity of 7 people. With an overall length of 10 meters, it will be your best ally to spend an exceptional vacation on the water in the surroundings of Skiathos For your comfort, PANORAMA has 1 toilet with a shower This boat is equipped with a Full batten mainsail and a Furling genoa. It has the fo...
from $182
-26%
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Sailboat - Jeanneau Sun Odyssey 410
4.6 (67)
Skiathos
8 pers.
3 cabins
Captain optional
2022
41 ft
Sailboat for rent in Skiathos. This Sun Odyssey 410 built in 2022 offers an excellent quality for its price for a cruise of a few days or even a few weeks. The sailboat is 12 meters in length with 40 horsepower. The 3 cabins can accommodate 6 passengers when cruising. This Sun Odyssey 410 is equipped with 2 heads with a shower. This boat is equipped with a Full batten mainsail and a Furling genoa. It has the following equipment: Auto-pilot, Outboard engine, Speakers. For any information reques...
from $313
-10%
Sailboat - Bavaria Cruiser 46 /4cab
Skiathos
9 pers.
4 cabins
Captain optional
2021
47 ft
We offer for rent a Cruiser 46 of 2021 departing from Skiathos. PRES- 46C-21-G is a sailboat perfectly adapted for all rentals. This sailboat is very pleasant to handle for a week cruise or more. The boat has 4 fully-equipped cabin(s) and a capacity of 9 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 Skiathos For your comfort, PRES- 46C-21-G has 3 toilets with a shower For any information requests or re...
from $634
-15%
Sailboat - Bavaria C42 /3cab
Skiathos
8 pers.
3 cabins
Captain optional
2023
41 ft
Embark on board the HORIZON, an amazing Bavaria C42 /3cab to discover the region of Skiathos. This sailboat was built in 2023 to ensure complete comfort and performance at sea. The boat has 3 fully-equipped cabins and a capacity of 8 people. With an overall length of 12 meters, it will be your best ally to spend an exceptional vacation on the water in the surroundings of Skiathos For your comfort, HORIZON has 2 toilets with a shower It has the following equipment: Bow thruster. If y...
from $553
-15%
Sailboat - Bavaria Cruiser 46 /4cab
Skiathos
9 pers.
4 cabins
Captain optional
2020
47 ft
We offer for rent a Cruiser 46 of 2020 departing from Skiathos. PRES- 46C-20-G is a sailboat perfectly adapted for all rentals. This sailboat is very pleasant to handle for a week cruise or more. The boat has 4 fully-equipped cabin(s) and a capacity of 9 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 Skiathos For your comfort, PRES- 46C-20-G has 3 toilets with a shower For any information requests or re...
from $560
-15%
Sailboat - Jeanneau Sun Odyssey 490
4.6 (67)
Skiathos
12 pers.
5 cabins
Captain optional
2021
47 ft
Meet Marina II, an incredible sailboat dedicated for charters. Made in 2021, the Sun Odyssey 490 will take you to the most beautiful anchorages in Skiathos. You are going to have an exceptional cruise on this sailboat of 14 meters. You will be able to accommodate up to 12 passengers when cruising and take advantage of its 5 cabins with total comfort. This Sun Odyssey 490 is equipped with 3 heads with a shower. This boat is equipped with a Furling mainsail and a Furling genoa. It has the follow...
from $600
Sailboat - Bavaria Cruiser 46 /4cab
Skiathos
9 pers.
4 cabins
Captain optional
2021
47 ft
Incredible sailboat for rent in Skiathos. This Cruiser 46 from 2021 is an ideal boat for a vacation with family or friends. The boat has 4 fully-equipped cabin(s) and a capacity of 9 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 Skiathos For your comfort, PRES- 46C-21-G has 3 toilets with a shower We invite you to request a quote directly via the platform, we will get back to you with our best offers.
from $634
-15%
Sailboat - Bénéteau Oceanis 48
4.0 (9)
Skiathos
10 pers.
5 cabins
Captain optional
2015
47 ft
Sailboat for rent in Skiathos. This Oceanis 48 built in 2015 offers an excellent quality for its price for a cruise of a few days or even a few weeks. The boat has 5 fully-equipped cabin(s) and a capacity of 10 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 Skiathos For your comfort, INVICTUS has 3 toilets with a shower This boat is equipped with a Full batten mainsail and a Furling genoa. It has the f...
from $347
-16%
Sailboat - Bavaria Cruiser 46
Skiathos
10 pers.
4 cabins
Captain optional
2020
47 ft
We offer for rent a Cruiser 46 of 2020 departing from Skiathos. 2020 is a sailboat perfectly adapted for all rentals. This sailboat is very pleasant to handle for a week cruise or more. The boat has 4 fully-equipped cabins and a capacity of 10 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 Skiathos For your comfort, 2020 has 3 toilets with a shower Thi...
from $560
-19%
Sailboat - Bavaria C42
4.2 (31)
Skiathos
8 pers.
3 cabins
Captain optional
2023
41 ft
Meet BavC42-23-H, an incredible sailboat dedicated for charters. Made in 2023, the Bavaria C42 will take you to the most beautiful anchorages in . The boat has 3 cabins with total comfort and a capacity of 8 passengers. With a total length of 12 meters and 57 horsepower, it will be your best friend when spending extraordinary holidays on the waters of For your comfort, BavC42-23-H has 2 toilets with a shower It has the following equipment: Auto-pilot, Bow thruster, Speakers, Electric winch. F...
from $510
-15%
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Is a Sailboat with a captain the right choice for Skiathos, Greece?

Renting a Sailboat with a captain is a unique way to explore the beauty of Skiathos, Greece from the water. Some Sailboats are ideal for slow and relaxing cruising, while others offer speed and excitement. The right choice depends on the type of experience you want, from peaceful outings to action-packed trips. A carefully chosen Sailboat will guarantee a memorable and enjoyable time.

How to book a Sailboat with a captain in Skiathos, Greece?

Choose your sailing date, add a captain, search through the 177 available listings in Skiathos, Greece. Once your booking is confirmed, you must pay the deposit, sign the rental contract, and you're good to go. At the end of your rental, you can leave a review about your experience.

What is the starting price to rent a Sailboat with a captain?

Sailboat rental prices in Skiathos, Greece depend on various factors, including the specification, and the length of the rental period. Seasonal demand and additional services can also affect the final cost.

From $131,86, you'll find Sailboats available for rent in Skiathos, Greece. The average price for a rental in this location is approximately $462,68.

What is the maximum number of people allowed on board?

In Skiathos, Greece, the maximum capacity of rental Sailboats ranges from 4 to 25 people.

What is the best season to charter a Sailboat with a captain in Skiathos, Greece?

If you’re planning to rent a Sailboat with a captain in Skiathos, Greece, the best time to go is between June - August, when the weather is at its best. The water temperature during this period is around 24–28°C, making it ideal for swimming and relaxing in the sun. The shoulder season, in May and September, is also a great choice for those who prefer fewer crowds while still enjoying good weather. Whether you choose the peak or shoulder season, Skiathos, Greece offers a fantastic boating experience. With crystal clear waters and breathtaking landscapes, it’s the perfect destination for a Sailboat trip.

The best place to go boating in Skiathos, Greece

One of the best places to go boating in Skiathos, Greece is Koukounaries Beach, Skiathos Town, Papadiamantis House.. It offers excellent conditions and a great atmosphere for a day on the water. Exploring Skiathos, Greece by Sailboat is a fantastic way to discover its beauty.

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