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Sailboat rental in Skiathos, Greece with captain

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182 boats available in Skiathos

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 $267
-25%
Sailboat - Jeanneau Sun Odyssey 440
4.1 (7)
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 $334
-35%
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 $267
-25%
Sailboat - Bénéteau Oceanis 48
4.1 (7)
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 $350
-20%
Sailboat - Jeanneau Sun Odyssey 410
4.6 (63)
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 $317
-25%
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 $350
-20%
Sailboat - Bénéteau Oceanis 51.1 (AC, Gen, Watermaker)
4.1 (7)
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 $517
-15%
Sailboat - Jeanneau Sun Odyssey 519 (AC, Gen)
4.1 (7)
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 $433
-30%
Sailboat - Bavaria Cruiser 46
Skiathos
9 pers.
4 cabins
Captain optional
2020
47 ft
Embark on board the Irene, an amazing Cruiser 46 to discover the region of Skiathos. This sailboat was built in 2020 to ensure complete comfort and performance at sea. The boat has 4 fully-equipped cabins 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 This Cruiser 46 is equipped with 3 heads with a shower. This boat is equi...
from $565
-16%
Sailboat - Bénéteau Oceanis 46.1 (Free of Charge 1 SUP)
4.1 (7)
Skiathos
10 pers.
4 cabins
Captain optional
2021
45 ft
We offer for rent a Oceanis 46.1 (Free of Charge 1 SUP) of 2021 departing from Skiathos. SERENITY 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 14 meters, it will be your best ally to spend an exceptional vacation on the water in the surroundings of Skiathos For your comfort, SERENITY has 4 toilets with a shower This boat is equipp...
from $375
-40%
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Sailboat - Jeanneau Sun Odyssey 490
4.6 (63)
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 $606
Sailboat - Bavaria Cruiser 46
Skiathos
9 pers.
4 cabins
Captain optional
2021
47 ft
Meet PRESTIGE, an incredible sailboat dedicated for charters. Made in 2021, the Cruiser 46 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 9 passengers when cruising and take advantage of its 4 cabins with total comfort. For your comfort, PRESTIGE has 3 toilets with a shower It has the following equipment: Auto-pilot. Booking requests and quotes are handled directly by S...
from $640
-25%
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 $350
-35%
Sailboat - Bavaria Cruiser 46
5.0 (1)
Skiathos
9 pers.
4 cabins
Captain optional
2021
47 ft
Embark on board the BAVARIA 46 CRUISER (2021) - SKI, an amazing Cruiser 46 to discover the region of Skiathos. This sailboat was built in 2021 to ensure complete comfort and performance at sea. The boat has 4 fully-equipped cabin(s) 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 Skiathos For your comfort, BAVARIA 46 CRUISER (2021) - SKI has 3 toilets with a shower This boat is equip...
from $651
-10%
Sailboat - Jeanneau Sun Odyssey 519
4.3 (36)
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 $818
-35%
Sailboat - Bavaria Cruiser 46
Skiathos
9 pers.
4 cabins
Captain optional
2021
47 ft
Sailboat for rent in Skiathos. This Cruiser 46 built in 2021 offers an excellent quality for its price for a cruise of a few days or even a few weeks. You are going to have an exceptional cruise on this sailboat of 14 meters. You will be able to accommodate up to 9 passengers when cruising and take advantage of its 4 cabins with total comfort. This Cruiser 46 is equipped with 3 heads with a shower. It has the following equipment: Auto-pilot. For any information requests or reservations, click...
from $640
-25%
Sailboat - Bavaria C42
Skiathos
8 pers.
3 cabins
Captain optional
2023
41 ft
Embark on board the PRESTIGE, an amazing Bavaria C42 to discover the region of Skiathos. This sailboat was built in 2023 to ensure complete comfort and performance at sea. You are going to have an exceptional cruise on this sailboat of 12 meters. You will be able to accommodate up to 8 passengers when cruising and take advantage of its 3 cabins with total comfort. For your comfort, PRESTIGE has 2 toilets with a shower It has the following equipment: Auto-pilot. Booking requests and quotes are...
from $558
-25%
Sailboat - Bavaria Cruiser 46
Skiathos
9 pers.
4 cabins
Captain optional
2020
47 ft
Incredible sailboat for rent in Skiathos. This Cruiser 46 from 2020 is an ideal boat for a vacation with family or friends. The boat has 4 cabins with total comfort and a capacity of 9 passengers. With a total length of 14 meters and 55 horsepower, it will be your best friend when spending extraordinary holidays on the waters of Skiathos This Cruiser 46 is equipped with 3 heads with a shower. It has the following equipment: Auto-pilot. For any information requests or reservations, click on the...
from $565
-25%
Sailboat - Bavaria Cruiser 46
Skiathos
9 pers.
4 cabins
Captain optional
2021
47 ft
Embark on board the Renee, an amazing Cruiser 46 to discover the region of Skiathos. This sailboat was built in 2021 to ensure complete comfort and performance at sea. The boat has 4 fully-equipped cabins 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, Renee has 3 toilets with a shower This boat is equipped...
from $640
-16%
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The benefits of choosing a Sailboat with a captain in Skiathos, Greece

Sailboat offers a fantastic experience on the water. The surrounding scenery creates the perfect setting for a relaxing or adventurous trip. Whether enjoying a peaceful ride or an exciting trip, the right Sailboat with a captain makes all the difference. Comfort and ease of navigation ensure a stress-free experience, making every moment on the water a highlight of the day.

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

Search for a Sailboat with a captain in Skiathos, Greece using the various filters available. Once you find a Sailboat that suits your needs, you can directly contact the owner to confirm the rental.

How much does it cost to rent a Sailboat with a captain in Skiathos, Greece?

The cost of a Sailboat rental in Skiathos, Greece varies depending on factors such as size, rental duration, and seasonal demand.

In Skiathos, Greece, listings start at $133,15, while the average rental price is $407,63.

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.

Best boating destinations 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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