PORTUGAL

Sailing in Portugal: 15 Trips Worth Booking

56 sailing trips  ·  from $23 a head

Lisbon sails on the Tagus, Porto on the Douro mouth, the Algarve along the cliffs and Madeira out to the dolphins. These 15 are priced per head and honest about the Atlantic swell.

Lisbon: Daytime/Sunset/Night City Sailboat Tour with Drink - Meeting the boat beside the Monument to the Discoveries
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Lisbon: Daytime/Sunset/Night City Sailboat Tour with Drink

2 Hour Lisbon Sunset and Wine Sailing Tour - What you see from the Tagus
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2 Hour Lisbon Sunset and Wine Sailing Tour

2.2 Hour Lisbon Sunset and Wine Sailing Tour

★★★★★★★★★★5.0 · 2,680 reviews · 2 hours (approx.) · from $66Top rated

Review of Lisbon’s two-hour sunset sail from Belém, with Portuguese wine, landmark views, skipper commentary, practical tips, and honest value advice.

“It was a great experience. They upgraded us to a luxury boat free of cost. Excellent customer service. Loved the cruise.”

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Lisbon: Sailing Tour on the Tagus River - Finding the white van at Doca do Bom Sucesso
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Lisbon: Sailing Tour on the Tagus River

3.Sailing Tour on the Tagus River

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

Sail Lisbon’s Tagus River past Belém Tower, the 25 de Abril Bridge, and Christ the King with drinks, snacks, and sunset options.

“What a great way to see Lisbon. The crew and staff could not have been better. Do this trip !”

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Funchal: Sunset Sailing Tour - The crew turns a simple boat ride into an evening out
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Funchal: Sunset Sailing Tour

4.Sunset Sailing Tour

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

Review of Funchal’s sunset sailing tour, with Cabo Girão swimming, open-bar drinks, wildlife chances, prices, tips, and honest drawbacks.

“amazing crew and boat, chilled vibes great company drinks flowing, highlight of the holiday a must do experience”

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Porto: Charming Sailboat Cruise with Port Wine,Sunset Option - Crossing beneath Arrábida Bridge toward Gaia
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Porto: Charming Sailboat Cruise with Port Wine,Sunset Option

Lisbon: Champagne Sailing Tours - Boarding at Doca de Santo Amaro
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Lisbon: Champagne Sailing Tours

6.Champagne Sailing Tours

★★★★★★★★★★4.9 · 1,366 reviews · 2 hours · from $58

Review of Lisbon’s 2-hour champagne sailing tour, with bridge views, small groups, snacks, drinks, steering, tips, and honest value advice.

“My boyfriend and I had an amazing time with Nigel! They did a great job pointing out things along the coastline while also letting us relax and enjoy the ride. They had beer, wine, champagne, and soft drinks that kept flowing the whole time. It really was a beautiful experience, and we would definitely do it again!”

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Funchal: Dolphin and Whale Watching Sailing Trip - Sailing south toward Cabo Girão
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Funchal: Dolphin and Whale Watching Sailing Trip

7.Dolphin and Whale Watching Sailing Trip

★★★★★★★★★★4.6 · 1,325 reviews · 3 hours · from $47

Sail from Funchal to Cabo Girão for dolphin and whale watching, swimming, snorkeling, coastal views, and drinks aboard a small yacht.

“Lovely host (Bruno) and free drinks. Lol. Didn't see any whales or dolphins though, but obvs nature is nature. Super way to spend a few hours in Funchal.”

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Lisbon: Daylight or Sunset on a Vintage Sailboat - Boarding at Santo Amaro Dock
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Lisbon: Daylight or Sunset on a Vintage Sailboat

8.Daylight or Sunset on a Vintage Sailboat

★★★★★★★★★★4.9 · 1,265 reviews · 2 hours · from $64

Sail Lisbon’s Tagus River aboard a vintage boat with Belém views, Portuguese snacks, wine, and a sunset for $64.

“This was our first time on a sailboat, and it was an unforgettable experience. Eduardo and Carlotta were incredibly warm and welcoming, the views were absolutely stunning, and the snacks and beverages were delicious - we highly recommend trying the green wine! The music and overall atmosphere made for a perfectly relaxing time on the water. We truly couldn’t recommend this experience more. It was a beautiful highlight of our trip to Lisboa.”

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Lisbon: Tagus River Sailboat City Cruise - Belém Tower and Portugal’s age of exploration
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Lisbon: Tagus River Sailboat City Cruise

9.Tagus River Sailboat City Cruise

★★★★★★★★★★4.9 · 1,212 reviews · 2 hours · from $41

Sail Lisbon’s Tagus River for two hours with city views, local stories, a drink, music, and sunset light from Belém to Christ the King.

“We took the sailboat cruise on the last day of our trip to Lisbon and it was the perfect end to our vacation. Our tour guides were Mr Miguel and Mr Tiago, both of them were extremely jovial, humorous and kept us all engaged during the cruise. It was a great experience all thanks to our guides. We loved every bit of it and would absolutely recommend everyone to take the cruise- it is one of a kind experience.”

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Lisbon Sunset Sailing Tour on Luxury Sailing Yacht with 2 Drinks - The waterfront sights, from Belém Tower to Alfama
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Lisbon Sunset Sailing Tour on Luxury Sailing Yacht with 2 Drinks

Lisbon: Sailboat Sunset Tour with a Drink - Leaving Alcântara and heading toward Commerce Square
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Lisbon: Sailboat Sunset Tour with a Drink

11.Sailboat Sunset Tour with a Drink

★★★★★★★★★★4.9 · 1,044 reviews · 2 hours · from $40

Sail Lisbon’s Tagus River at sunset aboard a small sailboat with drinks, snacks, guides, and grand views of Belém and Christ the King.

“It was truly an incredible experience. I have never encountered such professionalism from such a young crew, and I felt completely safe. They were also very kind and provided us with fascinating insights into the city. It was an absolutely amazing activity, and I would highly recommend it to anyone visiting Lisbon.”

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Lisbon Sunset Sailing Tour with White or Rosé Wine and Snacks - Under the 25th of April Bridge
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Lisbon Sunset Sailing Tour with White or Rosé Wine and Snacks

Sailboat Tour in Lisbon with drinks included | Morning and Sunset - MAAT and the modern riverfront
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Sailboat Tour in Lisbon with drinks included | Morning and Sunset

Lisbon: Sunset Sailing Cruise with Wine - Meeting the boat and settling in
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Lisbon: Sunset Sailing Cruise with Wine

14.Sunset Sailing Cruise with Wine

★★★★★★★★★★4.9 · 800 reviews · 2 hours · from $64

Review of Lisbon’s two-hour sunset sail on the Tagus, with wine, skyline views, practical tips, price advice, and booking details.

“Joe was an excellent Captain. The conversation was great. Wine was plentiful. Would recommend to others.”

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Porto Douro River Cruise With Port Wine - Daytime or Sunset - Sailing past the bridges and old waterfront
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Porto Douro River Cruise With Port Wine – Daytime or Sunset

15.Porto Douro River Cruise With Port Wine – Daytime or Sunset

★★★★★★★★★★4.5 · 759 reviews · 2 hours (approx.) · from $54

Review of Porto’s two-hour Douro River cruise with Port wine, bridge views, sunset sailing, practical tips, value, and meeting-point advice.

“We experienced a beautiful sunset on the Atlantic and we’re able to enjoy the many sites of Porto along the river! Great crew! Would like to have heard a little more history along the way without having to ask questions!”

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