Santa Maria di Leuca
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Sailboat hire in Santa Maria di Leuca, Italy with skipper

9 boats available in Santa Maria di Leuca
Jeanneau 60
Santa Maria di Leuca
Embark on board the Elyvian Breeze, an amazing Jeanneau 60 to discover the region of Santa Maria di Leuca. This sailboat was built in 2025 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 18 meters, it will be your best ally to spend an exceptional vacation on the water in the surroundings of Santa Maria di Leuca For your comfort, Elyvian Breeze has 4 toilet(s) with a shower It has the following e...
Sailboat
Skipper mandatory
9 pers.
4 cabins
2025
60 ft
from $2 216,57
Jeanneau Sun Odyssey 519
Santa Maria di Leuca
Sailing boat for rent from . This Sun Odyssey 519 built in 2018 offers excellent quality/price for a cruise of a few days or a few weeks. The boat has 6 comfortable cabins and a boat capacity of 11 people. With a total length of 16 meters, it will be your best ally to spend an extraordinary holiday on the water around This Sun Odyssey 519 has 3 bathrooms with shower. This boat is equipped with a Furling mainsail and a Furling genoa. It has the following equipment: Autopilot, Outboard engin...
Sailboat
Skipper mandatory
11 pers.
6 cabins
2018
52 ft
from $649,06
Jeanneau Sun Odyssey 37.1
5.0 (1 reviews)
Santa Maria di Leuca
WHAT WE OFFER Do you want to spend a day in the sun, by the sea, with the wind in your hair? We offer the opportunity to experience nature, away from the chaos of everyday life and in a relaxing environment. We organize daily outings on occasional rental basis from the Tourist Port of Santa Maria di Leuca to visit the coastal areas and caves of the Heel of Italy (Marina di Novaglie, Ponte Ciolo, Punta Ristola, Marina di San Gregorio, Felloniche Beach). We will sail and chase the winds to make...
Sailboat
Skipper mandatory
7 pers.
3 cabins
1995
37 ft
from $568,35
Bénéteau Oceanis Clipper 423
5.0 (2 reviews)
Santa Maria di Leuca
We present our Beneteau Oceanis Clipper 423, a beautiful 13-meter sailboat from 2005, based in Santa Maria di Leuca. Thanks to its spacious and comfortable areas, it can accommodate up to 10 people during day trips and up to 6 during weekly/3-day charters. Onboard there are 4 cabins, 3 double cabins, and one with bunk beds. During the cruises, only 3 cabins will be available for customers. Onboard there are also 3 bathrooms and a dinette with a fully equipped kitchen. Outside, you will find a...
Sailboat
Skipper mandatory
10 pers.
4 cabins
2005
43 ft
Top owner
from $909,36
Jeanneau Sun Odyssey 37.1
Santa Maria di Leuca
Boarding this Jeanneau Sun Odyssey 37.1 means experiencing the sea authentically, worry-free, and with all the comfort you need. It's the ideal boat for those who want to relax, sunbathe, take a dip in crystal clear waters, and let the wind guide them, even without any sailing experience. The spaces are large and welcoming: outside, you can enjoy the scenery in total relaxation, while inside you will find comfortable and well-kept environments, perfect for a day at sea or a multi-day vacation....
Sailboat
Skipper mandatory
10 pers.
3 cabins
2004
37 ft
from $511,52
Dufour 385 Grand Large
Santa Maria di Leuca
EQUIPMENT: WATER TANK 600 Lt, DIESEL TANK 80 Lt, TV, STEREO, VHF, AIS, COCKPIT FRIDGE, GALLEY, OVEN, ICE MAKER. MAINSAIL, GENOA, GENNAKER, CODE ZERO, A 0. TEAK DECK and COCKPIT
Sailboat
Skipper mandatory
6 pers.
3 cabins
2008
38 ft
from $568,35
Aynakic mod 78 t
Santa Maria di Leuca
Leave with us on board a twin-masted “Gulet” of Turkish origin, equipped with large spaces and comfort perfect for everyone's holidays, singles, friends, couples and families, completely in mahogany and teak of about 24 meters. The price indicated on the page is for 12 people in half board and drinks with meals. Price per person: - low season €150 per day - high season €210 per day - mid season €180 per day The free cabins can be completed, the rental to the person does not privatize the boat
Sailboat
Skipper mandatory
12 pers.
6 cabins
2000
79 ft
from $1 622,07
Here are all the boats in the vicinity

These boats available around Santa Maria di Leuca, may also be of interest to you!

Jeanneau 60
Otranto
Meet Elyvian Breeze, an incredible sailboat dedicated for charters. Made in 2025, the Jeanneau 60 will take you to the most beautiful anchorages in Otranto. The boat has 4 fully-equipped cabins and a capacity of 9 people. With an overall length of 18 meters, it will be your best ally to spend an exceptional vacation on the water in the surroundings of Otranto This Jeanneau 60 is equipped with 4 heads with shower. It has the following equipment: Auto-pilot, Electric winch. If you have an...
Sailboat
Skipper mandatory
9 pers.
4 cabins
2025
60 ft
from $2 216,57
Bénéteau Oceanis 361 Clipper
Gallipoli
Salento Sail Experience will let you explore the Gallipoli coast from a new and different point of view thanks to the experience of the sailing boat. The sailing boat is a sport, a passion, a philosophy of life based on respect for the environment, listening to the sea and the wind, knowing yourself by measuring yourself with your tenacity but also with your limits. The sailing boat is a means that does not aim at the destination but at the journey, it does not aim at speed but at the richness o...
Sailboat
Skipper mandatory
8 pers.
3 cabins
2001
35 ft
from $675,20
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Top reasons to hire a Sailboat with a skipper in Santa Maria di Leuca, Italy

Hiring a Sailboat with a skipper is a unique way to explore the beauty of Santa Maria di Leuca, Italy 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.

Hiring a Sailboat with a skipper easily in Santa Maria di Leuca, Italy

SamBoat makes it easy to find the perfect Sailboat with a skipper from a fleet of 9 Sailboats available in Santa Maria di Leuca, Italy. Whether you choose to contact the owner or book directly online, registration is completely free. You can safely make the hire payment online.

Budget to hire a Sailboat with a skipper in Santa Maria di Leuca, Italy

Sailboat hire prices in Santa Maria di Leuca, Italy 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.

In Santa Maria di Leuca, Italy, listings start at $511,52, while the average hire price is $1 103,74.

What is the maximum number of people allowed on board?

Hire Sailboats have different capacities depending on their size, type and safety equipment. In Santa Maria di Leuca, Italy, the maximum number of passengers varies between 6 and 12, depending on the listing.

What is the best season to charter a Sailboat with a skipper in Santa Maria di Leuca, Italy?

The best time for a Sailboat hire in Santa Maria di Leuca, Italy is during the peak season between June - August when the weather is warm and the conditions are ideal for sailing. The average water temperature is around 22–26°C, making it ideal for swimming and water sports. If you prefer a more relaxed atmosphere, the shoulder seasons in May and September offer pleasant temperatures and fewer crowds. This period still offers excellent boating conditions for a quiet and enjoyable experience. No matter when you choose to hire, Santa Maria di Leuca, Italy promises stunning landscapes and unforgettable moments on the water.

Where to sail in Santa Maria di Leuca, Italy?

Sailing in Santa Maria di Leuca, Italy offers a variety of amazing places to visit. Some of the most popular spots include Ionian Sea, Adriatic Sea, Grotta del Diavolo., which offer great boating conditions. Whether you're planning a relaxing day on the water or an extended trip, there are plenty of options. Wherever you go, Santa Maria di Leuca, Italy is a perfect sailing destination.

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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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