Portugal · SAILING

The 15 Best Sailing Trips in Portugal

84 tours  ·  ★★★★★★★★★★ 4.7 average  ·  from $23

From Funchal: Ecological Catamaran Dolphin Whale Watching - Getting to Magic Dolphin in Funchal: timing matters more than you think
Boat Trips in Madeira, Catamaran Cruises, Catamaran Cruises in Madeira, Cruises & Boat Tours, Dolphin Watching, Dolphin Watching in Madeira, Madeira Tours, Sailing, Tour Reviews, Whale Watching, Whale Watching in Madeira

From Funchal: Ecological Catamaran Dolphin Whale Watching

1.Ecological Catamaran Dolphin Whale Watching

★★★★★★★★★★4.5 · 8,204 reviews · 3 hours · from $41Our pick

Eco catamaran whale and dolphin watch from Funchal with silent hybrid engines, expert guides, 3 hours, and views of Cabo Girão.

“A very pleasant morning out on the sea, with slightly rolling ocean. Fresh air and lovely views. Sighting of a few common dolphins was less relevant. Good crew. Thank you”

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Funchal: Dolphin and Whale Watching Catamaran Cruise - From check-in at Funchal Marina to your boarding card
Boat Trips in Madeira, Catamaran Cruises, Catamaran Cruises in Madeira, Cruises & Boat Tours, Dolphin Watching, Dolphin Watching in Madeira, Madeira Tours, Sailing, 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

Funchal’s 3-hour catamaran cruise for dolphins, whales, and turtles near Cabo Girão, plus a swim stop and onboard drinks.

“We were lucky to see both dolphins and whales. Staff were great! ,they interacted with everyone, pleasant, friendly and very informative about the sea life.”

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Albufeira: Coastline and Benagil Caves Tour by Catamaran - Finding SeaAlgarve, getting on board, and settling in fast
Algarve Tours, Benagil Cave Trips, Boat Trips in the Algarve, Catamaran Cruises, Catamaran Cruises in the Algarve, Cruises & Boat Tours, Sailing, 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

Albufeira to Benagil by catamaran: caves, hidden beaches, and a short Atlantic swim. Multilingual guides, comfy ride, about 2.5 hours.

“Was a great day out seeing the coastlines of Portugal. The tour guides were brilliant, very friendly and informative. If you are still deciding on whether to book or not, do it. And book with this company.”

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Lisbon: Daytime/Sunset/Night City Sailboat Tour with Drink - Lisbon’s waterfront opening acts: Discoveries, Belém Tower, and Jerónimos from the Tagus
Boat Trips in Lisbon, City Tours, City Tours in Lisbon, Cruises & Boat Tours, Evening Experiences, Lisbon Tours, Sailing, 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

2-hour sail on the Tagus with live crew commentary, a welcome drink, and iconic Lisbon waterfront views by day, sunset, or night.

“Guides Vasco and Luiz were fantastic. Really informative and welcoming. They made the activity feel really special and we thoroughly enjoyed the morning. Would highly recommend!”

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Lisbon: Sunset Catamaran Boat Tour with Music and Drinks - Meeting point: Doca de Santo Amaro, door 3 (and why you should arrive early)
Boat Trips in Lisbon, Catamaran Cruises, Catamaran Cruises in Lisbon, Cruises & Boat Tours, Evening Experiences, Lisbon Tours, Sailing, Sunset Cruises, Sunset Cruises 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

Lisbon sunset catamaran on the Tagus with music, a welcome drink, blankets, and skyline views of 25 de Abril Bridge and Belém.

“Really nice chill sunset ride. Music was lovely and the welcome drink includes cocktails as well as wine! Would 100% recommend, if you do go bring a jumper as it gets chilly once the sun sets”

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Funchal Bay: Dolphin & Whale Watch Luxury Catamaran Cruise - Getting Set Up at Atlantic Pearl (and Finding the Boat Without Stress)
Boat Trips in Madeira, Catamaran Cruises, Catamaran Cruises in Madeira, Cruises & Boat Tours, Dolphin Watching, Dolphin Watching in Madeira, Madeira Tours, Sailing, Tour Reviews, VIP, Whale Watching, Whale Watching in Madeira

Funchal Bay: Dolphin & Whale Watch Luxury Catamaran Cruise

6.Funchal Bay: Dolphin & Whale Watch Luxury Catamaran Cruise

★★★★★★★★★★4.2 · 2,684 reviews · 3 hours · from $47

3-hour luxury catamaran in Funchal Bay with snorkeling at Cabo Girao and chances to spot dolphins and whales.

“Here is the revised version without the part about needing anything: ⸻ My mother and I had an absolutely amazing catamaran trip in Madeira! The skipper was incredibly friendly and made the whole experience unforgettable. He even sang along to the music, which created such a fun and relaxed atmosphere on board. His positive energy really set the tone for the entire trip. The combination of beautiful views, great music, and his fantastic mood made this one of the highlights of our stay in Madeira. It was such a special experience for both of us, and we truly enjoyed every minute. Highly recommended – we would definitely do it again!”

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2 Hour Lisbon Sunset and Wine Sailing Tour - Getting aboard at the marina: how to make check-in painless
2-Hour Experiences, Boat Trips in Lisbon, Cruises & Boat Tours, Evening Experiences, Lisbon Tours, Sailing, Tour Reviews, Tours, Wine Tastings in Lisbon, Wine Tours

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 $66Top rated

2-hour Lisbon sunset sail from Belém with Portuguese wine and skipper stories, passing Belém Tower and April 25 Bridge.

“Very easy going. The boat was extremely clean and well kept. Our two guides were excellent- very knowledgeable, very friendly and nothing was too much trouble. We had great chats with the other guests and overall it was wonderful. You get fantastic views of the Lisbon ‘coastline’ as well as the 25th April bridge and Sanctuary of Christ the King. I should have tipped them more on departure as it was such a lovely experience”

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Lisbon: Sailing Tour on the Tagus River - Meet-up at Doca do Bom Sucesso: finding the van fast
Boat Trips in Lisbon, Cruises & Boat Tours, Lisbon Tours, Sailing, 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 River from Belém, pass iconic monuments, choose to help or relax, and catch sunset views when offered.

“A great, relaxing trip on a lovely boat with friendly crew. We were even asked if we wanted to have a go at steering the boat.”

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Funchal: Sunset Sailing Tour - The Up-To-3-Miles Sailing Stretch: Why You Go Out Early
Boat Trips in Madeira, Cruises & Boat Tours, Evening Experiences, Madeira Tours, Sailing, Tour Reviews, Tours

Funchal: Sunset Sailing Tour

9.Sunset Sailing Tour

★★★★★★★★★★4.7 · 2,144 reviews · 3 hours · from $58

Funchal sunset sail in Madeira with a Cabo Girão swim stop, dolphin and whale spotting chances, unlimited drinks, and sea views. 3 hours.

“Everything was great! The guide was super nice and chatty, the experience was amazing.”

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From Lagos: Ponta da Piedade Caves Kayak Tour from Catamaran - Lagos Marina to Ponta da Piedade cliffs, the catamaran ride and first water moment
Algarve Tours, Boat Trips in the Algarve, Canoes & Kayaks, Catamaran Cruises, Catamaran Cruises in the Algarve, Cruises & Boat Tours, Ponta da Piedade Trips, Sailing, Sea Kayaking in the Algarve, Tour Reviews, Tours

From Lagos: Ponta da Piedade Caves Kayak Tour from Catamaran

Porto: Charming Sailboat Cruise with Port Wine,Sunset Option - Arrábida Bridge and Serra do Pilar: The Route Opens Up Fast
Boat Trips in Porto, Cruises & Boat Tours, Evening Experiences, Port Wine Cellar Tours, Porto Tours, Sailing, Tour Reviews, Wine Tastings in Porto, Wine Tours

Porto: Charming Sailboat Cruise with Port Wine,Sunset Option

Madeira Dolphin and Whale Watching on a Ecological Catamaran - How the land spotters system boosts your chances
Boat Trips in Madeira, Catamaran Cruises, Catamaran Cruises in Madeira, Cruises & Boat Tours, Dolphin Watching, Dolphin Watching in Madeira, Madeira Tours, Sailing, 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 - Meeting at Pier 8, then getting safely settled without wasting your time
Boat Trips in Madeira, Catamaran Cruises, Catamaran Cruises in Madeira, Cruises & Boat Tours, Dolphin Watching, Dolphin Watching in Madeira, Madeira Tours, Sailing, Tour Reviews, VIP, Whale Watching, Whale Watching in Madeira

Funchal: Dolphin and Whale Watching by Luxury Catamaran

13.Dolphin and Whale Watching by Luxury Catamaran

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

Luxury catamaran dolphin and whale watching from Funchal to Cabo Girão, with marine life talks 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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Lagos: Piedade Caves & Coastline - Catamaran - Cruising by Ponta da Piedade’s Sea Caves and Rock Arches
Algarve Tours, Boat Trips in the Algarve, Catamaran Cruises, Catamaran Cruises in the Algarve, Cruises & Boat Tours, Ponta da Piedade Trips, Sailing, Tour Reviews

Lagos: Piedade Caves & Coastline – Catamaran

14.Piedade Caves & Coastline – Catamaran

★★★★★★★★★★4.7 · 1,694 reviews · 2h 30m · from $34

Lagos catamaran cruise along the Algarve coast, with Ponta da Piedade sea caves, Praia da Luz swim stop, and paddle boards for about 2.5 hours.

“This was so much fun. Th crew was so nice and professional. Amazing tour for the price we paid. It’s so much more worth. Would recommend this to everyone.”

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Lagos: Dolphins & Caves - Catamaran - Getting There: Marina de Lagos Gate EFGHI and Timing That Matters
Algarve Tours, Boat Trips in the Algarve, Catamaran Cruises, Catamaran Cruises in the Algarve, Cruises & Boat Tours, Dolphin Watching, Dolphin Watching in the Algarve, Sailing, Tour Reviews

Lagos: Dolphins & Caves – Catamaran

15.Dolphins & Caves – Catamaran

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

Catamaran dolphin watching off Lagos with a marine biologist, swim and slide in a quiet bay, cliff views, and included snacks for $58.

“We had a great day on the ocean in Lagos. We saw lots of dolphins, amazing views and a great swim. The staff was excellent.”

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