Portugal · SAILING

Sailing in Portugal: The 15 Best Days Under Canvas

85 tours  ·  from $23 a head

A deck buys you shade, a swim ladder and a slower coastline. These 15 compare the Tagus sunsets, the Algarve day sails and the Madeira catamarans on price, group size and whether lunch and drinks are genuinely included.

From Funchal: Ecological Catamaran Dolphin Whale Watching - Why the quiet engine matters near dolphins and whales
Boat Tours in Madeira, Cruises & Boat Tours, Dolphin Watching, Dolphin Watching in Madeira, Madeira Tours, Sailing, Sailing Trips in Madeira, Tour Reviews, Whale Watching, Whale Watching in Madeira

From Funchal: Ecological Catamaran Dolphin Whale Watching

1.Ecological Catamaran Dolphin Whale Watching

★★★★★★★★★★4.5 · 5,771 reviews · from $40Our pick

Review of Madeira’s hybrid eco-catamaran dolphin and whale cruise, with wildlife tips, Cabo Girão swimming, price, access, and practical advice.

“Very nice, we saw bottlenose dolphins and pilot whales. Cool info about dolphins and whales as well. Amazing to see them and to know that they are protected.”

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Funchal: Dolphin and Whale Watching Catamaran Cruise - Searching Madeira’s waters for dolphins and whales
Boat Tours in Madeira, Cruises & Boat Tours, Dolphin Watching, Dolphin Watching in Madeira, Madeira Tours, Sailing, Sailing Trips in Madeira, Tour Reviews, Whale Watching, Whale Watching in Madeira

Funchal: Dolphin and Whale Watching Catamaran Cruise

2.Dolphin and Whale Watching Catamaran Cruise

★★★★★★★★★★4.5 · 5,697 reviews · 3 hours · from $41

Review of Madeira’s 3-hour Seaborn catamaran cruise, with dolphin and whale watching, Cabo Girão views, swimming, prices, and practical tips.

“It was amazing! We got to see dolphins and then we got to swim the water was perfect amd the guides very a very fun and nice bunch! I didnt get their names but it was one of the 3pms tour 👌🏾🥳”

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Albufeira: Coastline and Benagil Caves Tour by Catamaran - Why the catamaran works well for a coastal tour
Algarve Tours, Benagil Cave Tours, Boat Tours in Algarve, Cruises & Boat Tours, Sailing, Sailing Trips in Algarve, Tour Reviews, Tours

Albufeira: Coastline and Benagil Caves Tour by Catamaran

3.Coastline and Benagil Caves Tour by Catamaran

★★★★★★★★★★4.7 · 4,077 reviews · 2.5 hours · from $35

Cruise from Albufeira to Benagil by catamaran, see Algarve caves and beaches, enjoy a swim stop, and get practical booking tips.

“The crew was amazing-trilingual, knowledgeable and engaging. Unfortunately, the weather didn’t come through for us and the waters were very rough and nauseating. We weren’t able to go for a swim because it wouldn’t have been safe. I would still recommend this company and activity.”

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Lisbon: Daytime/Sunset/Night City Sailboat Tour with Drink - Sailing Past Belém’s Monumental Waterfront
Boat Tours in Lisbon, City Tours, Cruises & Boat Tours, Evening Experiences, Evening Tours in Lisbon, Lisbon Tours, Sailing, Sailing Trips in Lisbon, Tour Reviews, Tours

Lisbon: Daytime/Sunset/Night City Sailboat Tour with Drink

Lisbon: Sunset Catamaran Boat Tour with Music and Drinks - The 25th of April Bridge frames the opening view
Boat Tours in Lisbon, Cruises & Boat Tours, Evening Experiences, Evening Tours in Lisbon, Lisbon Tours, Sailing, Sailing Trips in Lisbon, Tour Reviews, Tours

Lisbon: Sunset Catamaran Boat Tour with Music and Drinks

Funchal Bay: Dolphin & Whale Watch Luxury Catamaran Cruise - Searching the open sea for dolphins and whales
Boat Tours in Madeira, Cruises & Boat Tours, Dolphin Watching, Dolphin Watching in Madeira, Madeira Tours, Sailing, Sailing Trips in Madeira, Tour Reviews, VIP, Whale Watching, Whale Watching in Madeira

Funchal Bay: Dolphin & Whale Watch Luxury Catamaran Cruise

2 Hour Lisbon Sunset and Wine Sailing Tour - Finding the boat at Alcântara
2-Hour Experiences, Boat Tours in Lisbon, Cruises & Boat Tours, Evening Experiences, Evening Tours in Lisbon, Lisbon Tours, Sailing, Sailing Trips in Lisbon, Tour Reviews, Tours, Wine Tours, Wine Tours in Lisbon

2 Hour Lisbon Sunset and Wine Sailing Tour

7.2 Hour Lisbon Sunset and Wine Sailing Tour

★★★★★★★★★★5.0 · 2,680 reviews · 2 hours (approx.) · from $67Top rated

Review of Lisbon’s two-hour sunset sailing tour from Belém, with Portuguese wine, landmark views, small groups, practical tips, and honest value advice.

“This tour was amazing. The two people who were with us were very kind and had great knowledge. Seeing Lisbon from the boat, especially at sunset, is truly unforgettable. They gave us plenty of wine, ham, and cheese, and even a blanket because it was cold, which we really appreciated. We felt very comfortable and happy the whole time. We 100% recommend this tour. It is a must-do.”

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Lisbon: Sailing Tour on the Tagus River - Sailing past the Monument of Discoveries
Boat Tours in Lisbon, Cruises & Boat Tours, Lisbon Tours, River Cruises, River Cruises in Lisbon, Sailing, Sailing Trips in Lisbon, Tour Reviews, Tours

Lisbon: Sailing Tour on the Tagus River

8.Sailing Tour on the Tagus River

★★★★★★★★★★4.8 · 2,632 reviews · 1 - 2 hours · from $23Best value

Cruise Lisbon's Tagus River past Belém landmarks, the 25 de Abril Bridge, and Christ the King, with a drink and sunset option.

“A perfect night on the river. The crew was kind and attentive and we had a great time.”

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Porto: Charming Sailboat Cruise with Port Wine,Sunset Option - Starting at Douro Marina in Afurada
Boat Tours in Porto, Cruises & Boat Tours, Evening Experiences, Evening Tours in Porto, Port Wine Cellar Tours, Porto Tours, Sailing, Sailing Trips in Porto, Tour Reviews, Wine Tours, Wine Tours in Porto

Porto: Charming Sailboat Cruise with Port Wine,Sunset Option

Madeira Dolphin and Whale Watching on a Ecological Catamaran - What you might see in Madeira’s waters
Boat Tours in Madeira, Cruises & Boat Tours, Dolphin Watching, Dolphin Watching in Madeira, Madeira Tours, Sailing, Sailing Trips in Madeira, Tour Reviews, Whale Watching, Whale Watching in Madeira

Madeira Dolphin and Whale Watching on a Ecological Catamaran

Funchal: Dolphin and Whale Watching by Luxury Catamaran - Finding dolphins and whales around Funchal
Boat Tours in Madeira, Cruises & Boat Tours, Dolphin Watching, Dolphin Watching in Madeira, Madeira Tours, Sailing, Sailing Trips in Madeira, Tour Reviews, VIP, Whale Watching, Whale Watching in Madeira

Funchal: Dolphin and Whale Watching by Luxury Catamaran

11.Dolphin and Whale Watching by Luxury Catamaran

★★★★★★★★★★4.5 · 1,709 reviews · 3 hours · from $47

Cruise from Funchal to Cabo Girão on a small luxury catamaran, with expert wildlife guides, ocean views, and a summer swim stop.

“Very pleasant trip. Didn't see dolphins due to sea conditions, but we were offered another trip for €10. Guides explained everything clearly. Both them and the crew were excellent. This did include a swim stop”

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Funchal: Dolphin and Whale Watching Sunset Sailing Tour - Searching for dolphins, whales, and sea turtles
Boat Tours in Madeira, Cruises & Boat Tours, Dolphin Watching, Dolphin Watching in Madeira, Evening Experiences, Evening Tours in Madeira, Madeira Tours, Sailing, Sailing Trips in Madeira, Tour Reviews, Tours, Whale Watching, Whale Watching in Madeira

Funchal: Dolphin and Whale Watching Sunset Sailing Tour

12.Dolphin and Whale Watching Sunset Sailing Tour

★★★★★★★★★★4.7 · 1,642 reviews · from $63

Review of Funchal’s 3-hour sunset sailing tour, with whale and dolphin watching, Cabo Girão swimming, drinks, tips, and honest value advice.

“Amazing crew, really friendly and welcoming. Happy to engage in conversation. Really look after their clients providing an experience to remember. We were lucky enough to see a pod of whales. The crew were very knowledgeable about the wild life. Watched the sun set by sailing boat which was lovely. Some people even had a swim and the crew allow you to have a shower after. This is a peaceful yet fun and informative tour. Definitely recommended.”

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Lagos: Dolphins & Caves - Catamaran - Searching open water for dolphins
Algarve Tours, Boat Tours in Algarve, Cruises & Boat Tours, Dolphin Watching, Dolphin Watching in Algarve, Sailing, Sailing Trips in Algarve, Tour Reviews

Lagos: Dolphins & Caves – Catamaran

13.Dolphins & Caves – Catamaran

★★★★★★★★★★4.9 · 1,512 reviews · 2.5 hours · from $58

Review of Lagos dolphin and caves catamaran cruise: marine biologist guide, Algarve views, swimming, slide, snacks, price, and practical tips.

“It was awesome, a beautiful trip! Me and my daughter enjoyed it very much, we saw a lot of dolphins and had a wonderful day! Thank you for this experience!”

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From Lagos: Algarve Cruise by Catamaran - Meeting the catamaran at Lagos Marina
Algarve Tours, Boat Tours in Algarve, Cruises & Boat Tours, Sailing, Sailing Trips in Algarve, Tour Reviews

From Lagos: Algarve Cruise by Catamaran

14.Algarve Cruise by Catamaran

★★★★★★★★★★4.7 · 1,408 reviews · from $38

Review of the Lagos Algarve catamaran cruise to Ponta da Piedade and Praia da Luz, with swimming, paddleboards, caves, and practical tips.

“Me and my husband went 1 the first week of June, and couldn’t recommend it more. We loved it, although it was a bit windy. All staff was very kind, nice and helpful. Toilet was super clean. Very nice cocktails for the price we payed. I didn’t swim but I could see those who did it had a lot of fun. To sum up it worth it each cent!”

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From Lagos: Ponta da Piedade Caves Kayak Tour from Catamaran - The catamaran ride to Ponta da Piedade
Algarve Tours, Boat Tours in Algarve, Canoes & Kayaks, Cruises & Boat Tours, Kayak Trips in Algarve, Ponta da Piedade Tours, Sailing, Sailing Trips in Algarve, Tour Reviews, Tours

From Lagos: Ponta da Piedade Caves Kayak Tour from Catamaran

15.Ponta da Piedade Caves Kayak Tour from Catamaran

★★★★★★★★★★4.8 · 1,394 reviews · from $41

Kayak through Ponta da Piedade caves from a catamaran, then swim and use the onboard slide on this lively two-hour Lagos tour.

“Very enjoyable trip -- would highly recommend! We were happy we chose the trip that ferried us from the marina to the interesting part of the coastline. That saved a lot of paddling! The meeting place was easy to find, and Days of Adventure was professional and organized in managing various trip departures in the busy marina. Our trip guides were friendly and spoke English well. Having a guide with us, plus the nearby support boat, removed any anxiety about being on the water and navigating the sea caves in sometimes choppy water around other boats.Read more”

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