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Sailboat hire with skipper

8064 boats available in World
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-20%
X-Yachts X 3/4 Ton
5.0 (10 reviews)
Lisbon
Step aboard for a sail in experience in our charming 30-foot sailing boat, where comfort meets tradition. Fully renovated yet rich in history, this vessel offers a cozy and inviting space, complete with a bathroom, refrigerator, and all the essentials for a relaxing trip. Our friendly local crew is ready to welcome you and ensure an unforgettable experience on the water. Prices Start at 270 euros for 2 hours! OUR 2026 PUBLIC TOURS: - Morning Tour - Lunch Tour - Sunset Tour - Night Tour OUR 2...
Sailboat
Skipper mandatory
8 pers.
2 cabins
1988
30 ft
Flexible Cancellation
Top owner
from $245,81
-33%
Bénéteau Oceanis 51.1
4.3 (13 reviews)
Gouvia
We offer for rent a Oceanis 51.1 of 2022 departing from . Living in sea is a sailboat perfectly adapted for all rentals. This sailboat is very pleasant to handle for a week cruise or more. The sailboat is 16 meters in length with 110 horsepower. The 4 cabins can accommodate 10 passengers when cruising. This Oceanis 51.1 is equipped with 4 heads with a shower. This boat is equipped with a Half-batten mainsail and a Furling genoa. It has the fol...
Sailboat
Skipper optional
10 pers.
4 cabins
2022
52 ft
from $617,93
-10%
Jeanneau Sun Odyssey 350
5.0 (5 reviews)
Cádiz
Spectacular Jeanneau Sun Odyssey 350 sailboat, delivered from the shipyard in 2025. The price includes a professional skipper, fuel, insurances, drinks, double paddleboards, giant inflatable mattresses, snorkeling equipment, action cameras, etc. The boat accommodates 9 passengers in addition to the skipper. Contact us if you have any questions; we'd be happy to accommodate your needs.
Sailboat
Skipper mandatory
9 pers.
2 cabins
2025
36 ft
from $284,50
-19%
Bénéteau Oceanis 51.1
4.5 (2 reviews)
Alimos
Welcome to onboard, Antonios! Discover this magnificent sailboat available for rent at Alimos Marina. This Oceanis 51.1, built in 2019, offers an unparalleled experience for a family or friends' vacation. You are going to have an exceptional cruise on this sailboat of 16 meters in length. You will be able to accommodate up to 12 passengers when cruising and take advantage of its 5 cabins with total comfort. This Oceanis 51.1 is equipped with a Furling mainsail and a Furling genoa. It has the f...
Sailboat
Skipper optional
12 pers.
5 cabins
2019
52 ft
from $365,30
-10%
Bavaria C46
4.8 (4 reviews)
Alimos
We offer for rent a Cruiser 46 of 2025 departing from Álimos. Smaragda 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 cabins with total comfort and a capacity of 9 passengers. With a total length of 14 meters and 57 horsepower, it will be your best friend when spending extraordinary holidays on the waters of Álimos This Cruiser 46 is equipped with 4 heads with a shower. This boat is equipped with a Furlin...
Sailboat
Skipper optional
9 pers.
4 cabins
2025
48 ft
from $406,27
-10%
Bavaria Cruiser 46
4.8 (4 reviews)
Alimos
Welcome to onboard, Efi! Discover this magnificent sailboat available for rent at Alimos Marina. The Cruiser 46, built in 2017, offers an unparalleled experience for a family or friends' vacation. 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 a Furling mainsail and a Furling genoa. It has the following equipment: Au...
Sailboat
Skipper optional
9 pers.
4 cabins
2017
47 ft
from $243,53
-30%
Bénéteau Oceanis 51.1
5.0 (1 reviews)
Alimos
Embark on board the Nireas, an amazing Oceanis 51.1 to discover the region of Alimos Marina. This sailboat was built in 2020 to ensure complete comfort and performance at sea. You are going to have an exceptional cruise on this sailboat of 16 meters. You will be able to accommodate up to 10 passengers when cruising and take advantage of its 4 cabins with total comfort. This Oceanis 51.1 is equipped with 4 heads with a shower. This boat is equipped with a Furling mainsail and a Furling genoa...
Sailboat
Skipper optional
10 pers.
4 cabins
2020
52 ft
from $602
-50%
Hanse 508
4.2 (13 reviews)
Lávrio
Sailboat for rent in Lávrio. This Hanse 508 built in 2023 offers an excellent quality for its price for a cruise of a few days or even a few weeks. The boat has 6 fully-equipped cabin(s) and a capacity of 12 people. With an overall length of 16 meters, it will be your best ally to spend an exceptional vacation on the water in the surroundings of Lávrio This Hanse 508 is equipped with 4 heads with a shower. It has the following equipment: Auto-pilot, Bow thruster, Speakers, Deck shower, Swim pl...
Sailboat
Skipper optional
12 pers.
6 cabins
2023
51 ft
from $673,70
-24%
Bénéteau Oceanis 46.1
4.3 (13 reviews)
Lefkáda
Sailboat for rent in Lefkáda. This Oceanis 46.1 built in 2025 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 15 meters. You will be able to accommodate up to 10 passengers when cruising and take advantage of its 5 cabins with total comfort. This Oceanis 46.1 is equipped with 3 heads with shower. This boat is equipped with a Furling mainsa...
Sailboat
Skipper optional
10 pers.
5 cabins
2025
48 ft
from $553,07
-5%
Jeanneau Sun Odyssey 49
5.0 (3 reviews)
Vlychada
Our yacht Sun Odyssey 49 successfully combines contemporary style and harmony, all while respecting the heritage of designing company. This sailboat from 49 feet has revolutionized cruising: she is the only sailboat in their category to feature movement about the deck without obstacle. Life on board has never been so simple and comfortable. We do 2 half-day cruises per day, visiting all the highlights of Santorini: Red & White beach, lighthouse, Volcano and Caldera. Seafood BBQ meal is served o...
Sailboat
Skipper mandatory
8 pers.
4 cabins
2004
48 ft
Flexible Cancellation
Top owner
from $1 081,10
-15%
Dufour 560 Grand Large
4.1 (24 reviews)
Alimos
Come aboard Jeronimo, a magnific Dufour 560 Grand Large to discover the region of Álimos. This sailboat offers complete comfort and performance at sea. The boat has 4 fully-equipped cabins and a capacity of 12 people. With an overall length of 17 meters, it will be your best ally to spend an exceptional vacation on the water in the surroundings of Álimos This Dufour 560 Grand Large is equipped with 3 heads with shower. It has the following equ...
Sailboat
Skipper mandatory
12 pers.
4 cabins
2016
56 ft
from $787,50
-26%
Bénéteau Oceanis 46.1
4.3 (13 reviews)
Alimos
Meet Gkilia Mare, an incredible sailboat dedicated for charters. Made in 2023, the Oceanis 46.1 will take you to the most beautiful anchorages in Alimos Marina. The sailboat is 15 meters in length with 80 horsepower. The 5 cabins can accommodate 10 passengers when cruising. This Oceanis 46.1 is equipped with 3 heads with a shower. This boat is equipped with a Furling mainsail and a Furling genoa. It has the following equipment: Auto-pilot, Outboard engine, Bow thruster, Speakers, Swim platform...
Sailboat
Skipper optional
10 pers.
5 cabins
2023
48 ft
from $553,07
-20%
Jeanneau Sun Odyssey 410
4.4 (39 reviews)
Neo Klima
Sailboat for rent in . This Sun Odyssey 410 built in 2023 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 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, Nastazia has 2 toilet(s) with a shower This boat is equipped with a Half-batten mainsa...
Sailboat
Skipper optional
8 pers.
3 cabins
2023
41 ft
from $374,40
-20%
Jeanneau Sun Odyssey 440
4.4 (39 reviews)
Neo Klima
We offer for rent a Sun Odyssey 440 of 2020 departing from . Endeavour 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 cabins with total comfort and a capacity of 10 passengers. With a total length of 13 meters and 57 horsepower, it will be your best friend when spending extraordinary holidays on the waters of This Sun Odyssey 440 is equipped with 2 heads with shower....
Sailboat
Skipper optional
10 pers.
4 cabins
2020
43 ft
from $422,20
Elan Impression 45.1
4.9 (58 reviews)
Valletta
Discover Malta by Sea Aboard Sailing Yacht Mowgli Elevate your Malta experience with a touch of freedom, luxury, and adventure aboard Mowgli, a modern Elan Impression 45 sailing yacht (built in 2020). Perfect for families, friends, or small groups, Mowgli offers private day charters that showcase Malta’s breathtaking coastline and crystal-clear waters. Step aboard and enjoy a spacious, comfortable yacht designed just for you. With room for up to 12 guests (plus our professional skipper), yo...
Sailboat
Skipper mandatory
12 pers.
3 cabins
2020
46 ft
Instant booking
from $227,60
Astilleros Menorca Conquistador 36
5.0 (79 reviews)
Roses
Sail on a llaüt with soul — Costa Brava from the sea, in Mediterranean style. Are you looking for a different experience at sea? Climb aboard the Conquistador 36, a classic 7-meter llaüt full of charm, ideal for discovering hidden coves, enjoying a magical sunset, or simply letting yourself be carried away by the Mediterranean breeze at the slow pace of the sea. With departure from the Port of Roses, in the heart of the Costa Brava, this typical boat of the Catalan coast is comfortable, safe, an...
Sailboat
Skipper mandatory
5 pers.
1984
23 ft
Top owner
Instant booking
from $113,80
-5%
Jeanneau Sun Odyssey 33i
5.0 (3 reviews)
Saint-Quay-Portrieux
Bienvenue à bord de EliTHEO. Nombre de personnes maxi 5. Vous embarquerez avec JEAN-FRANCOIS, votre capitaine diplômé qui sera votre coach pour une croisière découverte. Mettez les voiles pour une journée unique et inoubliable en mer, votre aventure dans la baie de Saint Brieuc! Venez vous initier la voile et découvrir la baie de Saint Brieuc . Sortie : A partir de 140 euros Circuit découverte pour s'initier à voile. Balade plaisir avec possibilité de manger sur le bateau Baignade possible P...
Sailboat
Skipper mandatory
5 pers.
2 cabins
2013
33 ft
Flexible Cancellation
Top owner
from $91,04
-50%
Hanse 508
4.2 (13 reviews)
Lávrio
Meet Moby Dick, an incredible sailboat dedicated for charters. Made in 2022, the Hanse 508 will take you to the most beautiful anchorages in Lávrio. The boat has 6 fully-equipped cabin(s) and a capacity of 12 people. With an overall length of 16 meters, it will be your best ally to spend an exceptional vacation on the water in the surroundings of Lávrio This Hanse 508 is equipped with 4 heads with a shower. It has the following equipment: Auto-pilot, Bow thruster, Speakers, Deck shower, Swim p...
Sailboat
Skipper optional
12 pers.
6 cabins
2022
51 ft
from $450,65
-10%
Jeanneau Sun Odyssey 479
5.0 (1 reviews)
Alimos
Welcome to onboard, Jack! Discover this magnificent sailboat available for rent at Alimos Marina. This Sun Odyssey 479, built in 2018, offers an unparalleled experience for a family or friends' vacation. You are going to have an exceptional cruise on this sailboat of 14 meters in length with 54 horsepower. You will be able to accommodate up to 10 passengers when cruising and take advantage of its 4 cabins with total comfort. This boat is equipped with a Full batten mainsail and a Furling geno...
Sailboat
Skipper optional
10 pers.
4 cabins
2018
47 ft
from $243,53
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Hire a Sailboat with a skipper and enjoy a hassle-free trip

We offer Sailboats with a skipper. Skipper fees differ depending on the region and the Sailboat supplier. The average price per day for a skipper is $317,50.

A wide range of Sailboats are available to hire with a skipper, suited for different types of trips on the water.

Hiring a Sailboat with a skipper easily

Whether you're looking for a Sailboat for a family day out or for a cruise with friends, book online in just a few minutes from the 604 Sailboat hire offers. Once confirmed, all that’s left is to do the inspection and sign the hire agreement before setting sail.

Price to hire a Sailboat with a skipper?

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

Listings start at $85,35, while the average hire price is :averageprice.

Sailboat capacity for hires

Whether you're with friends or family, you can find a boat suited to your needs, with options that accommodate between 4 and 80 guests.

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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