From easy cruising on its south coast and challenging conditions in the west to high sea experiences at its offshore islands, Portugal has something for everyone. 

Sailing in one of its four main cruising areas is rewarded with vibrant cities, stunning nature, and local festivities.

Keep reading our guide to learn more about:

boat

Nicols Estivale Duo | Cheles

Portugal, Amieira Marina
from 119 € /day
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Nicols Estivale Duo | Luz

Portugal, Amieira Marina
from 119 € /day
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Nicols Estivale Duo | Portel

Portugal, Amieira Marina
from 136 € /day

The Best Destinations to Cruise During Portugal Sailing Holidays

Portugal has a lot to offer, but we’ll be covering our favourite spots that you should visit as you sail around the coastline of this heaven on earth. Here are our key destinations:

1. West Coast

Portugal’s West Coast stretches from the northern border with Spain to Cabo Vicente and offers the adventurous sailors something out of the ordinary. As the coast is exposed to winds from the Atlantic Ocean, sailing in this area requires some planning. 

Atop the rugged cliffs of Cabo de São Vicente, Farol do Cabo de São Vicente lighthouse, panoramic view of the Atlantic Ocean, making it a visit place on vacations in the Algarve region. Aerial view.
Cabo de São Vicente

In Porto, Aveiro, and Figueira da Foz, rivers strongly influenced by the tide give access to the sea, so timing is essential. For all harbours on its coast, the Portuguese government issues the current status of the entrance using a traffic light system on a dedicated website. If you follow this health warning, you are in for a sailing charter marked by Portugal’s most culture-laden cities, Porto and Lisbon, rugged nature, and a stunning backcountry.

The central sailing hub on this coast is the Lisbon area, which boasts city marinas and charming Cascais, a few miles downriver. Yet you may also opt to charter a sailboat in lively Porto. The Douro Marina, downriver from the city centre, will welcome you to the region famous for its sweet fortified wine. 

Drone view of marina of Cascais Portugal
Marina of Cascais

Portugal’s second-largest city is home to the storage cellars of no less than 60 port houses. Many of them, like Graham’s, are open to viewing the stored barrels and tasting their contents. The town is best explored by wandering its streets and admiring the iconic bridge over the Douro, designed by Eiffel.

Famous bridge Ponte dom Luis above old town of Porto at river Duoro, Portugal
Porto at river Duoro

Via smaller towns such as Aveiro, Nazaré and Peniche, you will reach one of the mainlands in Europe’s most stunning capitals, Lisbon. The city on the Tejo river has something for everyone: live fado for music lovers in one of its many restaurants, historical buildings that are a testament to the bygone days of the maritime nation, local delicacies like the pasteis de Belem, and a world-class aquarium, to name just a few. 

In the nearby Cascais, treat yourself to a delicious vegetarian lunch at the eclectic House of Wonders or simply stroll alongside the beautiful boulevard and beaches.

Portugal, Cascais near Lisbon, seaside town with beach and port panorama view
 Cascais

2. South Coast (Algarve)

Sailing in Portugal, Algarve is ideal for the less experienced sailor. Its climate is warmer, and the wind is calmer than on the west coast. With stunning beaches, marinas and anchorages not far apart, towns with all visitor facilities, what’s not to like?

The coast stretches from Lagos west to the Guadiana river, which forms the natural border with Spain. The main charter base is Portimao, but you may also start your trip in Lagos, which boasts a modern marina, or Faro. You will find a coast that caters to many tastes. 

A stunning aerial cityscape of the city of Faro in Portugal view of the maritime tourist port marina.
Faro

In the far west, anchor in a rugged landscape close to Portugal’s southwestern cape, Cabo de Sao Vicente, or choose the comforts of one of the many marinas, like Albufeira or Vilamoura. For those not afraid of tidal areas, the wetlands south of Faro are not to be missed. Away from the more touristy stretches of the coast, you will find yourself immersed in nature and tranquillity. 

Portugal - Algarve - Lagos - Ponta Da Piedade
Ponta Da Piedade

Go to shore in Culatra and wander around on this island where the streets are made of sand. Enjoy freshly caught and prepared fish in a family-run restaurant.

3. Azores

Portugal boat trips are incomplete without experiencing what the Azores has to offer! Far from Portugal’s mainland are the Azores. These nine islands in the middle of the Atlantic are a welcome stopover for many cross-Atlantic sailors. 

Azores Sao Miguel, Miradouro da Vista do Rei, Sete Cidades,, aerial drone view
Azores Sao Miguel,

Despite their maritime charm, the Azores' sailing conditions should not be underestimated. Katabatic winds can cause severe blows, and distances between islands often mean overnight sailing trips. Remember that you are sailing on the open ocean, weather can change quickly, and fog is frequent. These conditions might explain why it is compulsory to have a sailing licence. The primary season runs from April to October.

For the adventurous, a stunning cruising area with a mild climate awaits. The islands are some 600 km apart from west to east, so choosing a few to visit is vital. Each has its characteristics and charm, yet the five central islands are a logical starting point for a charter because of their proximity. The main hubs in this group are Horta on Faial and Angra on Terceira. Another charter hub in the eastern group of islands is Ponta Delgada on Sao Miguel.

As you hop from island to island - making use of one of the marinas or anchorages found on each of them – reserve time for shore activities. On Faial, visit the meeting place of cross-Atlantic sailors, Peter Café Sport, and admire the murals they left around the marina. Don’t set sail without seeing the stunning Caldera crater. 

Azores aerial panoramic view. Top view of Islet of Vila Franca do Campo. Crater of an old underwater volcano. San Miguel island, Azores, Portugal. Heart carved by nature. Bird eye view.
Islet of Vila Franca do Campo

On Terceira, immerse yourself in the streets of Angra do Heroismo, a UNESCO world heritage site. Count the shades of green on Pico as you marvel at the landscape from the volcano’s flank and visit the unique vineyards amid volcanic rock. Or visit Graciosa and tour the island to enjoy its natural beauty. In Sao Miguel, bathe in a natural hot spring and don’t forget to look into the local calendar, as your visit may coincide with festivities to celebrate a patron saint.

You really can’t go wrong, as each island will charm you. A practical note: you must clear in and out of ports and islands. On the plus side: between the islands, you may very well spot whales!

"Close-up of a sperm whale fluke at pico island, azores."

4. Madeira

Madeira, north of the Canary Islands, should not be overlooked as a charter destination. Explore the south coast fajas and platforms below cliffs made from lava flows or landslides, swim in the clear waters around the island, or hike along the levadas. These irrigation channels run all over the island.

Land meets ocean in Seixal, Madeira, Portugal
Seixal, Madeira

Beach lovers better head over to neighbouring Porto Santo Island, where you can stay in the marina or at anchor. And for the adventurous, sail to the Deserted Islands - a nature reserve where the monk seal can be found.

Here is shown the long sandy beach of Porto Santo Island
Porto Santo

You Choose

Portugal’s distinct cruising areas cater to different tastes and levels of expertise. Choose accordingly, and you’ll have an unforgettable sailing charter full of natural beauty and local festivities.

The Best Charter Options to Pick From While Cruising Portugal By Boat 

Depending on your specific budget or preferences, At Boataround, we have everything for everyone. Here are a few charter options to pick from:

1.) Sailing Yacht

If you’re looking for sailing boats for rent, we have over 53 sailing Yachts to pick from as you cruise through the Portuguese coastline. 

The rental prices start at €226 per day. You can enjoy the weather in Portugal, the Algarve, the Azores, Lisbon and so on as you sail through the regions using our high-quality sailing Yachts

2.) Catamaran 

These are the best options for those who value comfort and are sailing with their family. Our Catamarans offer a generous living space, allowing you to feel at home as you sail around Portugal's coast. 

The rental price starts at €556 per day. While it’s a more expensive alternative, it is completely worth it!

Sailing in Portugal offers an unrivalled experience, blending challenging adventures with serene cruises along its diverse coastline and captivating offshore islands. From the cultural riches of the West Coast and the tranquil waters of the Algarve to the remote beauty of the Azores and scenic Madeira, Portugal caters to sailors of all tastes and expertise levels. Our guide has showcased the best destinations and charter options, including sleek sailing yachts and spacious catamarans, ensuring a tailored sailing journey. Whether you're after adventure, relaxation, or a mix of both, Portugal's sailing destinations promise memorable experiences. With Boataround, selecting the perfect yacht for your voyage is simple, inviting you to explore Portugal's maritime wonders. Set sail for a journey filled with natural beauty, cultural encounters, and unforgettable moments on the open sea.

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