Portugal · SAILING

The 15 Best Sailing Trips in Portugal

41 tours  ·  from $11 a head

A catamaran buys you shade, a swim ladder and a flat deck, which matters more on the Atlantic than it does in a bay. The 15 below compare the Lisbon sunset sails, the Algarve coast runs and the Madeira crossings on price and group size.

From Funchal: Ecological Catamaran Dolphin Whale Watching - How the wildlife search works offshore
Boat Tours in Madeira, Cruises & Boat Tours, Dolphin & Whale Watching, Dolphin & Whale Watching in Madeira, Madeira Tours, Sailing, Sailing Trips in Madeira, Tour Reviews

From Funchal: Ecological Catamaran Dolphin Whale Watching

1.Ecological Catamaran Dolphin Whale Watching

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

Cruise Madeira’s coast on a hybrid electric catamaran, spot dolphins and whales, swim near Cabo Girão, and enjoy responsible wildlife viewing.

“Great crew. Friendly, knowledgeable and communicative. They did a good job finding some Sperm whales and Atlantic Spotted dolphins. Boat was comfortable and it was a pleasant 3 hours on the water.”

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Funchal: Dolphin and Whale Watching Catamaran Cruise - Why the catamaran matters
Boat Tours in Madeira, Cruises & Boat Tours, Dolphin & Whale Watching, Dolphin & Whale Watching in Madeira, Madeira Tours, Sailing, Sailing Trips in Madeira, Tour Reviews

Funchal: Dolphin and Whale Watching Catamaran Cruise

2.Dolphin and Whale Watching Catamaran Cruise

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

Search Madeira’s coast for dolphins, whales and turtles, then swim beneath Cabo Girão on a relaxed three-hour catamaran cruise from Funchal.

“Really enjoyable experience. Well organised and all the staff were very friendly and enthusiastic. We did get to see dolphins very close to the boat, which was lovely to experience. The boat is an excellent craft, quite exciting to travel on, especially on the rig at the front. Special thanks to the crew member who taught me how to dive off the boat, he was very patient and explained everything really well.”

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Albufeira: Coastline and Benagil Caves Tour by Catamaran - São Rafael and Praia da Coelha
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 on a comfortable catamaran with cave views, local guides, music, and a sea swim stop.

“We had an amazing time! The guide was great, they had good music playing in the boat at a respectable volume. We got to jump off the boat for a swim half way into the tour. Lots of room on the boat to bring a bag and sit comfortably. Definitely recommend this tour!!”

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Lisbon: Daytime/Sunset/Night City Sailboat Tour with Drink - Finding the boat at Doca de Belém
Boat Tours in Lisbon, City Tours, City Tours in Lisbon, Cruises & Boat Tours, Evening Experiences, Lisbon Tours, Sailing, Sailing Trips in Lisbon, Tour Reviews, Tours

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

4.Daytime/Sunset/Night City Sailboat Tour with Drink

★★★★★★★★★★4.9 · 3,114 reviews · 2 hours · from $41

Sail Lisbon’s Tagus River past Belém Tower, the 25 de Abril Bridge, and Alfama on a small-group cruise with a drink.

“I did the sunset cruise, it was very relaxing and beautiful. Both crew men (Andrè and Vasco) were very nice, checking in with everyone throughout the journey as well as adding history facts along the way.”

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Lisbon: Sunset Catamaran Boat Tour with Music and Drinks - Finding Your Best Seat on the Catamaran
Boat Tours in Lisbon, Cruises & Boat Tours, Evening Experiences, Lisbon Tours, Sailing, Sailing Trips in Lisbon, Tour Reviews, Tours

Lisbon: Sunset Catamaran Boat Tour with Music and Drinks

5.Sunset Catamaran Boat Tour with Music and Drinks

★★★★★★★★★★4.7 · 2,834 reviews · 1h 30m · from $26

Watch Lisbon’s sunset from a Tagus catamaran with bridge and Belém views, music, a welcome drink, nets, blankets, and a relaxed onboard bar.

“Music was really amazing and made this nice journey unforgettable. Aperol spritz — was just the best in my life. Absolutely beautiful views. Super calm and friendly. Thanks to the team ❤️”

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Funchal Bay: Dolphin & Whale Watch Luxury Catamaran Cruise - Forty-five minutes toward open water
Boat Tours in Madeira, Cruises & Boat Tours, Dolphin & Whale Watching, Dolphin & Whale Watching in Madeira, Madeira Tours, Sailing, Sailing Trips in Madeira, Tour Reviews, VIP

Funchal Bay: Dolphin & Whale Watch Luxury Catamaran Cruise

2 Hour Lisbon Sunset and Wine Sailing Tour - Two hours of Lisbon from the Tagus
2-Hour Experiences, Boat Tours in Lisbon, Cruises & Boat Tours, Evening Experiences, Lisbon Tours, Sailing, Sailing Trips in Lisbon, Tour Reviews, Tours

2 Hour Lisbon Sunset and Wine Sailing Tour

Lisbon: Sailing Tour on the Tagus River - Leaving Belém and passing 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

Sail Lisbon’s Tagus past Belém Tower, the Discoveries Monument, and Christ the King, with a drink, snacks, and sunset options.

“We had an amazing time! The crew was really nice, we felt welcomed & would 100% recommend!”

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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, Porto Tours, Sailing, Sailing Trips in Porto, Tour Reviews, Wine Tastings & Douro Valley Tours

Porto: Charming Sailboat Cruise with Port Wine,Sunset Option

9.Charming Sailboat Cruise with Port Wine,Sunset Option

★★★★★★★★★★5.0 · 1,978 reviews · 2 hours · from $41

Cruise Porto and Gaia by sailboat, sip Port wine, watch the sunset, and reach the Douro estuary on this relaxed two-hour outing.

“The whole activity was amazing! The guide was knowledgeable and spread the love he has for his city. The boat was top quality and the port wine was delicious. The sun came out too so it was perfect.”

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Madeira Dolphin and Whale Watching on a Ecological Catamaran - How the wildlife search works
Boat Tours in Madeira, Cruises & Boat Tours, Dolphin & Whale Watching, Dolphin & Whale Watching in Madeira, Madeira Tours, Sailing, Sailing Trips in Madeira, Tour Reviews

Madeira Dolphin and Whale Watching on a Ecological Catamaran

10.Madeira Dolphin and Whale Watching on a Ecological Catamaran

★★★★★★★★★★4.5 · 1,957 reviews · 3 hours (approx.) · from $42

Review of Madeira’s 3-hour eco catamaran cruise from Funchal, with dolphins, whales, coastal views, practical tips, and honest drawbacks.

“I already did the west side but I did not mind doing it again as it was very enjoyable experience, I am also glad visiting the east side asI always wanted to walk above the clouds not just on airplanes! The views were like a dream come true, Both guides were excellent in describing everything.”

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Funchal: Dolphin and Whale Watching by Luxury Catamaran - Finding Pier 8 at Funchal Marina
Boat Tours in Madeira, Cruises & Boat Tours, Dolphin & Whale Watching, Dolphin & Whale Watching in Madeira, Madeira Tours, Sailing, Sailing Trips in Madeira, Tour Reviews, VIP

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

Sail from Funchal on a small luxury catamaran, watch for dolphins and whales, and swim beneath the towering Cabo Girão sea cliff.

“This was excellent. Loved every minute. Really chilled out trip. The guides were amazing, made us feel really welcome and looked after. Made us all feel at home. the boat was spacious and plenty of seats anywhere on the boat or under the canopy in the shade if needed. One free drink and then very inexpensive to buy another £2.50 for a beer. The whole thing was great. The guides did their very best to get us to see the dolphins which were mostly quite a few meters from the boat but we got quite close at one point with 3 swimming directly in front of the boat. Actually the…”

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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 & Whale Watching, Dolphin & Whale Watching in Madeira, Evening Experiences, Madeira Tours, Sailing, Sailing Trips in Madeira, Tour Reviews, Tours

Funchal: Dolphin and Whale Watching Sunset Sailing Tour

12.Dolphin and Whale Watching Sunset Sailing Tour

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

Watch for dolphins and whales, swim beneath Cabo Girão, and sail into a Madeira sunset with drinks included on this relaxed Funchal cruise.

“We had a great time on this cruise. we did not see any wildlife, but the captain did his best to try and find some. it is nature, so nothing can be guaranteed. the sunset was beautiful and the views of the shore and the sea were spectacular. it is a relatively small boat that felt private. it has seating on the outside and a some interior spaces, bathroom included. we did have to take off our shoes while on the boat, not to mark up the deck. they served us unlimited drinks and the staff was very attentive. nice relaxing evening sail.Read more”

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Lagos: Dolphins & Caves - Catamaran - Marine biology without a classroom feel
Algarve Tours, Boat Tours in Algarve, Cruises & Boat Tours, Dolphin & Whale Watching, Dolphin & Whale 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

Watch wild dolphins, learn from marine biologists, and enjoy a catamaran swim stop with a slide along the Algarve Coast from Lagos.

“This was an unforgettable trip. Exciting and moving, we watched so many dolphins swimming and jumping. The crew were professional and knowledgeable and kind. The snack was delicious and the sea swim was exhilarating (especially the slide into the sea!)”

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From Lagos: Algarve Cruise by Catamaran - Leaving Marina de Lagos for Ponta da Piedade
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

Cruise from Lagos to Ponta da Piedade and Praia da Luz for cliff views, swimming, paddle boarding, sunbathing, and a relaxed catamaran ride.

“This was an awesome experience! My friend and I had so much fun sunbathing on the boat and taking the paddle boards out. We loved it.”

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From Lagos: Ponta da Piedade Caves Kayak Tour from Catamaran - From Passeio dos Descobrimentos to Lagos Marina
Algarve Tours, Boat Tours in Algarve, Canoes & Kayaks, Cruises & Boat Tours, Kayak Tours in Algarve, Ponta da Piedade Boat Trips, Sailing, Sailing Trips in Algarve, Tour Reviews, Tours

From Lagos: Ponta da Piedade Caves Kayak Tour from Catamaran

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Where to go in Portugal

Pick a coastline, a cellar or a cave.