Cascais
Choose a date or a period

Sailboat rental in Cascais, Portugal with captain

47 boats available in Cascais
Hanse 508
5.0 (2 reviews)
Cascais
Sailboat for rent in Cascais. This Hanse 508 built in 2020 offers an excellent quality for its price for a cruise of a few days or even a few weeks. The boat has 4 fully-equipped cabins and a capacity of 8 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 Cascais This Hanse 508 is equipped with 4 heads with a shower. This boat is equipped with a Furling m...
Sailboat
Captain mandatory
8 pers.
5 cabins
2020
51 ft
from $575,06
Bavaria C45
5.0 (1 reviews)
Cascais
Sailboat for rent in Cascais. This Bavaria C45 built in 2019 offers an excellent quality for its price for a cruise of a few days or even a few weeks. The boat has 4 fully-equipped cabin(s) and a capacity of 8 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 Cascais This Bavaria C45 is equipped with 3 heads with a shower. It has the following equipment: Auto-pilot, Outboard engine, Bow thruster, TV, Spea...
Sailboat
Captain optional
6 pers.
3 cabins
2019
46 ft
from $511,29
Dufour 460 Grand Large
4.9 (8 reviews)
Cascais
Sailing Experience on a Dufour 460 GL – Discover the Stunning Coast of Cascais Set sail on a luxurious Dufour 460 Grand Large and explore the breathtaking coastline of Cascais on an unforgettable sailing experience. Departing from the charming marina of Cascais, you'll cruise along the sparkling Atlantic waters with panoramic views of iconic spots such as Estoril, São João do Estoril, Carcavelos Beach, and the dramatic cliffs of Boca do Inferno. Feel the wind in your hair as we pass by the Lis...
Sailboat
Captain mandatory
10 pers.
4 cabins
2018
46 ft
from $615,34
Hanse 508
5.0 (4 reviews)
Cascais
The Hanse 508 is the perfect yacht for relaxed blue water sailing, featuring a progressive design and thrilling performance levels within her class. Her fascinating interior and exceptionally diverse range of clever customization options meet the highest standards of flexibility, style, and quality of life. Experience excellent luxury with the Hanse 508.
Sailboat
Captain mandatory
10 pers.
5 cabins
2020
49 ft
from $1 258,65
Bavaria C45
5.0 (1 reviews)
Cascais
The BAVARIA C-Line 45 is a masterpiece in design, engineering, and technology. The range was designed for sailors who place high expectations on their yacht. The fast and reliable sailing performance is impressive. Even on long trips, the C-Line models can be All Cruises Prices Include: - One Welcome Drink (Wine, beer, soft drink or water) - Live Commentary in Portuguese, English and Spanish - Two Certified Crew Members - Insurance - VAT Deep Sea Fishing also includes: - All fishing gear nee...
Sailboat
Captain mandatory
12 pers.
4 cabins
2019
46 ft
from $503,46
Here are all the boats in the vicinity

These boats available around Cascais, may also be of interest to you!

Jeanneau Sun Odyssey 43
5.0 (1 reviews)
Lisbon
We offer for your rental a sailboat for 12 people, with 4 cabins, which you can rent from 2 hours until 8 hours. 4 hour half day and full day 8 hours. "Diapason", our sailboat, is waiting for you and we are sure she will not disappoint. A holiday spent on a yacht charter in Portugal is a real sailor’s dream. We are blessed with excellent sailing conditions in the summer, while exploring the length of the coastline is a breeze and allows you to discover varied landscapes and coastal towns. B...
Sailboat
Captain mandatory
12 pers.
3 cabins
2008
43 ft
Top owner
from $335,64
Dufour 45 Classic
5.0 (1 reviews)
Santa Maria de Belém
Spacious sailboat - Departures catching the sunset time from 2024 have a 50€ supplement. Seasonal schedules, please check with us the exact time of the sunset tour on your date.
Sailboat
Captain mandatory
14 pers.
2 cabins
1998
45 ft
Top owner
from $391,58
Bénéteau Cyclades 39.3
4.7 (10 reviews)
Lisbon
Prices from 2024: - 1 hour: 250€ - 2 hours: 300€ - 3 hours: 350€ - 4 hours: 450€ - 5 hours: 550€ - 6 hours: 650€ - 7 hours: 750€ - 8 hours: 850€ - Departures catching the sunset time from 2024 have a 50€ supplement. Seasonal schedules, please check with us the exact time of the sunset tour on your date.
Sailboat
Captain mandatory
10 pers.
3 cabins
2005
38 ft
Top owner
from $279,70
Bavaria 33 Cruiser
5.0 (1 reviews)
Lisbon
prices from 2024: - 1 hour: 195€ - 2 hours: 250€ - 3 hours: 295€ - 4 hours: 395€ - 5 hours: 495€ - 6 hours: 595€ - 7 hours: 695€ - 8 hours: 795€ - Departures catching the sunset time from 2024 have a 50€ supplement. Seasonal schedules, please check with us the exact time of the sunset tour on your date.
Sailboat
Captain mandatory
8 pers.
2 cabins
2015
33 ft
Top owner
from $218,17
Jeanneau Sun Odyssey 42.1
2.0 (1 reviews)
Lisbon
The Jeanneau Sun Odyssey 42.1 is a spacious and comfortable 42 ft sailing yacht, ideal for cruising the stunning coastline. Combining excellent sailing performance with a practical, well-appointed interior, it offers plenty of room for families and groups to relax on board. Whether you're enjoying a leisurely day sail or a multi-day adventure, the Sun Odyssey 42.1 delivers a perfect balance of comfort, style, and reliability.
Sailboat
Captain mandatory
14 pers.
2 cabins
2007
43 ft
Top owner
from $279,70
Bavaria Cruiser 34
4.9 (29 reviews)
Lisbon
Brand new Bavaria 34 from 2020, with two cabins, and one toilet.
Sailboat
Captain mandatory
8 pers.
2 cabins
2020
33 ft
from $307,67
Jeanneau Sun Odyssey 43
5.0 (1 reviews)
Lisbon
Sailboat completely refurbished with charm. Get on board and enjoy a memorable trip, during the morning, afternoon, sunset or night tour.
Sailboat
Captain mandatory
12 pers.
3 cabins
2004
43 ft
from $436,33
Bénéteau Oceanis 43
5.0 (4 reviews)
Lisbon
A prestigious yacht that heralds a new era in the history of blue water cruising yachts. The Beneteau Oceanis 43 is an unequivocal invitation to delight in her design, comfort and performance. The hull and deck plan are the work of the Berret Racoupeau design office. Their designs have led to the creation of an aesthetically powerful and attractive yacht with remarkable sea keeping qualities. The interior architecture and design are by Nauta Design. This great Italian name, a benchmark in the su...
Sailboat
Captain mandatory
10 pers.
4 cabins
2010
43 ft
from $374,80
Dufour 40 Performance
Lisbon
Discover Lisbon from a different perspective aboard GYPSY WAVE, an exclusive private sailing experience designed for those who value privacy, elegance, and unforgettable moments on the water ️ This experience is fully private and ideal for couples, small groups, or VIP guests looking for a refined and intimate atmosphere on a modern sailing yacht for special moments like sunset cruises, anniversaries, proposals, or simply a premium way to enjoy Lisbon. What’s Included - Unlimited open bar (cof...
Sailboat
Captain mandatory
4 pers.
2015
40 ft
from $446,40
Bavaria 36 Cruiser
5.0 (4 reviews)
Lisbon
The CRUISER 36 stands for full on-board luxury. Its elegant salon features comfortable seating on both sides, a hide-away navigation table and plenty of storage space. Its numerous hatches and windows provide plenty of light and make the interior seem even larger. A generous pantry and spacious wet rooms also conform to the highest comfort standards. The newly designed sail set enables tacking angles of around 82° and provides perfect manoeuvrability and easy handling. All Cruises Prices Includ...
Sailboat
Captain mandatory
10 pers.
3 cabins
2013
37 ft
from $374,80
Jeanneau Sun Odyssey 36i
5.0 (4 reviews)
Lisbon
Let yourself be carried by the wind and enjoy the unique pleasure of sailing aboard the Sun Odyssey 36i. You will be seduced by its high-performance hull designed by Marc Lombard, the powerful sail, the arrangement of the deck that offers maximum security, the spacious cockpit with large leather-wrapped steering wheel and spacious lockers. All Cruises Prices Include: - One Welcome Drink (Wine, beer, soft drink or water) - Live Commentary in Portuguese, English and Spanish - Two Certified Crew M...
Sailboat
Captain mandatory
10 pers.
2 cabins
2010
36 ft
from $374,80
Jeanneau Sun Odyssey 36i
5.0 (4 reviews)
Lisbon
Let yourself be carried by the wind and enjoy the unique pleasure of sailing aboard the Sun Odyssey 36i. You will be seduced by its high-performance hull designed by Marc Lombard, the powerful sail, the arrangement of the deck that offers maximum security, the spacious cockpit with large leather-wrapped steering wheel and spacious lockers. All Cruises Prices Include: - One Welcome Drink (Wine, beer, soft drink or water) - Live Commentary in Portuguese, English and Spanish - Two Certified Crew M...
Sailboat
Captain mandatory
10 pers.
2 cabins
2010
36 ft
from $358,02
Bavaria Vision
4.9 (8 reviews)
Lisbon
Enjoying life on the water simply should not remain a mere vision. A VISION 46 makes this a reality. This yacht is made for people who want to stay on board for long periods of time without compromising any luxuries – at least, not any which are technically possible on a yacht. The VISION 46 has space for everything you like to have with you when sailing! Welcome on board of our sailing boat! Sit down and relax with your friends. Enjoy the beauty of Lisbon seen as you have never seen it before...
Sailboat
Captain mandatory
14 pers.
2 cabins
2016
46 ft
from $548,21
Bavaria 46 Vision
5.0 (2 reviews)
Lisbon
The Vision Class of the Bavaria Yatchs is a very exclusive way to enjoy your vacation, the details are what amazed me. The best way to explore Portugal and the beautiful surrounding beaches in just one day, one weekend or a full week. Rent your boat for a period of time without any concerns or headaches and explore portuguese coast, rivers and dams. Amaze your family and friends take a boat for some days and explore the Portuguese Coast, Rivers and Bays. Sailing and exclusive accommodation inc...
Sailboat
Captain mandatory
14 pers.
3 cabins
2014
46 ft
from $469,90
Need help finding the perfect boat?

An expert will find you the best offers

Why a Sailboat with a captain is perfect for sailing in Cascais, Portugal

Exploring Cascais, Portugal 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.

Renting a Sailboat with a captain easily in Cascais, Portugal

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.

What is the starting price to rent a Sailboat with a captain?

The cost of a Sailboat rental in Cascais, Portugal varies depending on factors such as size, rental duration, and seasonal demand.

You can rent a Sailboat starting from $302,08. On average, the cost of a Sailboat rental in Cascais, Portugal is around $884,97 per day.

Renting a Sailboat: for how many people?

Rental Sailboats have different capacities depending on their size, type, and safety equipment. In Cascais, Portugal, the maximum number of passengers varies between 4 and 18, depending on the listing.

When is the best time to rent a Sailboat in Cascais, Portugal?

The best time for a Sailboat rental in Cascais, Portugal 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 rent, Cascais, Portugal promises stunning landscapes and unforgettable moments on the water.

Top places to go boating in Cascais, Portugal

One of the best places to go boating in Cascais, Portugal is Estoril, Guincho Beach, Sintra Coast.. It offers excellent conditions and a great atmosphere for a day on the water. Exploring Cascais, Portugal by Sailboat is a fantastic way to discover its beauty.

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 captain.

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