Santa Maria di Leuca
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Sailboat rental in Santa Maria di Leuca, Italy with captain

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 toilets with a shower It has the following equ...
Sailboat
Captain mandatory
9 pers.
4 cabins
2025
60 ft
from $2 245,43
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
Captain mandatory
11 pers.
6 cabins
2018
52 ft
from $657,51
Jeanneau Sun Odyssey 37.1
5.0 (1 reviews)
Santa Maria di Leuca
WHAT WE OFFER Do you want to experience a day of sun, sea and wind in your hair? We offer the chance to live an incredible experience in contact with nature, far from everyday chaos and under the banner of relaxation. We offer daily cruise with bathing stops from Santa Maria di Leuca to visit the nooks and crannies of the Tacco d'Italia coastline (Marina di Novaglie, Ponte Ciolo, Punta Ristola, Marina di San Gregorio, Spiaggia di Felloniche). We'll be sailing and chasing the winds to make you...
Sailboat
Captain mandatory
7 pers.
3 cabins
1995
37 ft
from $575,75
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. On board, there are 4 cabins - 3 double cabins and one with bunk beds. During cruises, only 3 will be available to customers. There are also 3 bathrooms and a dinette with a fully equipped kitchen on board. Outside, you will find a large c...
Sailboat
Captain mandatory
10 pers.
4 cabins
2005
43 ft
Top owner
from $921,20
Jeanneau Sun Odyssey 37.1
Santa Maria di Leuca
Stepping on board this Jeanneau Sun Odyssey 37.1 means experiencing the sea in an authentic and carefree way, with all the comfort you need. It’s the perfect boat for those who want to relax, soak up the sun, swim in crystal-clear waters, and enjoy the gentle rhythm of the wind — even with no sailing experience at all. The spaces are spacious and welcoming: outside, you can enjoy the view in total relaxation, while inside you’ll find comfortable and well-designed areas, ideal for a day at sea...
Sailboat
Captain mandatory
10 pers.
3 cabins
2004
37 ft
from $518,18
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
Captain mandatory
6 pers.
3 cabins
2008
38 ft
from $575,75
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
Captain mandatory
12 pers.
6 cabins
2000
79 ft
from $1 643,19
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 a shower. It has the following equipment: Auto-pilot, Electric winch. If you have...
Sailboat
Captain mandatory
9 pers.
4 cabins
2025
60 ft
from $2 245,43
Bénéteau Oceanis 361 Clipper
Gallipoli
Salento Sail Experience will make you explore the Gallipoli coast from a new and different point of view thanks to the experience of sailing. Sailing is a sport, a passion, a philosophy of life based on respect for the environment, listening to the sea and the wind, to know 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 of experience. Sal...
Sailboat
Captain mandatory
8 pers.
3 cabins
2001
35 ft
from $683,99
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The reviews from our users about their rental

Robert
Robert
Traveled in July 2025 · 4 people · 1 days
We had the most beautiful day at sea with Marco, Frederica, and their lovely sailboat. They were both incredible kind, gracious, and lots of fun! Their boat had everything you can need for any occasion, and we are so thankful for an unforgettable day in the seas of Salento. ️

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

Renting a Sailboat with a captain 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.

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

You can easily search on SamBoat using various filters to find the perfect Sailboat. You can contact the owner or book directly through the site, and registration is completely free. Once you’ve found the Sailboat, payment is made entirely online.

Budget to rent a Sailboat with a captain in Santa Maria di Leuca, Italy

The cost of a Sailboat rental in Santa Maria di Leuca, Italy varies depending on factors such as size, rental duration, and seasonal demand.

From $518,18, you'll find Sailboats available for rent in Santa Maria di Leuca, Italy. The average price for a rental in this location is approximately $1 118,11.

Sailboat capacity for rentals in Santa Maria di Leuca, Italy

Whether you're with friends or family, you can find a Sailboat suited to your needs, with options that accommodate between 6 and 12 guests.

What is the best period for a Sailboat rental in Santa Maria di Leuca, Italy?

The best time to rent a Sailboat with a captain 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 rental prices may be lower. Whichever time you choose to rent, Santa Maria di Leuca, Italy offers breathtaking views and a fantastic boating experience.

Top places to go boating in Santa Maria di Leuca, Italy

Santa Maria di Leuca, Italy is a fantastic boating destination with many scenic spots to explore. Some of the top places to visit are Ionian Sea, Adriatic Sea, Grotta del Diavolo., known for their ideal conditions and beautiful surroundings. Whether you're looking for adventure or relaxation, you'll find something to suit you. Renting a Sailboat in Santa Maria di Leuca, Italy is a great way to experience the area from a different perspective.

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