Santa Maria di Leuca
Choose a date or a period

Sailboat hire in Santa Maria di Leuca, Italy with skipper

8 boats available in Santa Maria di Leuca
Continue your search for Santa Maria di Leuca Sailboat
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 $2 260,44
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 $661,90
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 $579,60
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
8 pers.
3 cabins
2004
37 ft
from $521,64
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 $927,36
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 $579,60
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 $1 654,18
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 $2 260,44
Need help finding the perfect boat?

An expert will find you the best offers

The benefits of choosing a Sailboat with a skipper in Santa Maria di Leuca, Italy

Hiring a Sailboat with a skipper is a great opportunity to enjoy stunning views and open water. Some are designed for comfort, making them perfect for long, leisurely cruises. Others offer more speed and excitement for adventure seekers. The right choice will ensure a smooth and enjoyable experience throughout the trip. Whatever your plans, a well-chosen boat will make your trip even more special.

How to book a Sailboat with a skipper in Santa Maria di Leuca, Italy?

Choose your sailing date, add a skipper, search through the 8 available listings in Santa Maria di Leuca, Italy. Once your booking is confirmed, you must pay the deposit, sign the hire contract, and you're good to go. At the end of your hire, you can leave a review about your experience.

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.

You can hire a Sailboat starting from $521,64. On average, the cost of hiring a Sailboat in Santa Maria di Leuca, Italy is around $1 181,22 per day.

What is the maximum number of people allowed on board?

The hire offer in Santa Maria di Leuca, Italy allows you to find Sailboats that can accommodate up to 12 people. Dividing the hire price by the number of people makes your outing much more affordable.

What is the best time of year to hire a Sailboat with a skipper in Santa Maria di Leuca, Italy?

The best time to hire a Sailboat with a skipper in Santa Maria di Leuca, Italy 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 22–26°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 hire prices may be lower. Whichever time you choose to hire, Santa Maria di Leuca, Italy offers breathtaking views and a fantastic boating experience.

Where to go by Sailboat 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.

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.

Other boat types

Best Deals at Sea

Find the best prices for boat rentals & yacht charters with or without a skipper.

Quality control

Boat listings are checked regularly to guarantee the highest standards possible

Trusted third party

Verified third party to secure your payments and security deposits

Customer Care

A team of charter experts to help you seven days a week