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Sailboat rental in Skiathos, Greece with captain

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174 boats available in Skiathos

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 $368
-40%
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 $262
-20%
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 $327
-45%
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 $507
-15%
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 $262
-20%
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 $803
-27%
Sailboat - Bénéteau Oceanis 48
4.1 (7)
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 $344
-15%
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 $344
-45%
Sailboat - Jeanneau Sun Odyssey 490
4.3 (36)
Skiathos
12 pers.
5 cabins
Captain optional
2023
47 ft
Sailboat for rent in Skiathos. This Sun Odyssey 490 built in 2023 offers an excellent quality for its price for a cruise of a few days or even a few weeks. The sailboat is 14 meters in length with 80 horsepower. The 5 cabins can accommodate 12 passengers when cruising. This Sun Odyssey 490 is equipped with 3 heads with a shower. This boat is equipped with a Semi-battened large sail and a Furling genoa. It has the following equipment: Auto-pilot, Outboard engine, Bow thruster, Speakers, USB plu...
from $532
-27%
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 $426
-30%
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Sailboat - Jeanneau Sun Odyssey 439
4.5 (2)
Skiathos
8 pers.
4 cabins
Captain optional
2015
44 ft
Incredible sailboat for rent in Skiathos. This Sun Odyssey 439 from 2015 is an ideal boat for a vacation with family or friends. The boat has 4 fully-equipped cabin(s) and a capacity of 8 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 439 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 equipmen...
from $379
Sailboat - Bénéteau Oceanis 343
4.0 (2)
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 $180
-25%
Sailboat - Jeanneau Sun Odyssey 490
4.6 (61)
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 $596
Sailboat - Jeanneau Sun Odyssey 410
4.6 (61)
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 $311
-15%
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 $387
-16%
Sailboat - Bavaria C42
4.3 (30)
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 $312
-15%
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 $388
-25%
Sailboat - Jeanneau Sun Odyssey 410
Skiathos
8 pers.
3 cabins
Captain optional
2022
41 ft
Jeanneau S.O 410 is fully equiped offered for bareboat and skippered charters in Greece ! Hire the Jeanneau Sun odyssey 410 and explore the greek Sporades islands. Life on board has never been so simple and comfortable !
from $442
-10%
Sailboat - Bavaria Cruiser 46
Skiathos
9 pers.
4 cabins
Captain optional
2021
47 ft
Meet Nefeli, an incredible sailboat dedicated for charters. Made in 2021, the Cruiser 46 will take you to the most beautiful anchorages in Skiathos. 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, Nefeli has 3 toilets with a shower This boat is equipped with a Furling ma...
from $387
-16%
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Why a Sailboat with a captain is perfect for sailing in Skiathos, Greece

Exploring Skiathos, Greece from the water is an unforgettable experience. The combination of beautiful scenery and open spaces creates the perfect setting for any journey. Whether you are looking for a peaceful cruise or a more thrilling ride, the right Sailboat with a captain will add to the adventure. Comfortable seating, easy handling, and reliable performance make the journey even better. Every trip on the water brings discoveries and special moments.

Sailboat rentals with a captain in Skiathos, Greece: how does it work?

SamBoat makes it easy to find the perfect Sailboat with a captain from a fleet of 164 Sailboats available in Skiathos, Greece. Whether you choose to contact the owner or book directly online, registration is completely free. You can safely make the rental payment online.

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.

The starting price to rent a Sailboat in Skiathos, Greece is $130,83. However, most rentals cost around $384,45 per day.

Renting 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 4 and 25 guests.

What is the best time of year to rent a Sailboat with a captain in Skiathos, Greece?

The best time to rent a Sailboat with a captain in Skiathos, Greece depends on weather conditions, water temperature, and tourist activity. The peak season usually runs between June - August, with warm temperatures and ideal boating conditions. During this time, the average water temperature is around 24–28°C, making it perfect for swimming and water activities. If you prefer a quieter experience with fewer crowds, the shoulder seasons in May and September are a great alternative. The weather remains pleasant, and rental prices may be lower. Whichever time you choose to rent, Skiathos, Greece offers breathtaking views and a fantastic boating experience.

Where to go by Sailboat in Skiathos, Greece?

There are many great places to go boating in Skiathos, Greece. Some of the most popular are Koukounaries Beach, Skiathos Town, Papadiamantis House., perfect for an unforgettable day on the water. With excellent sailing conditions and beautiful views, it’s a must-see. Exploring Skiathos, Greece by Sailboat is one of the best ways to experience the region.

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