15 Portugal Sailing Tours Worth Booking

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

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

★★★★★★★★★★4.9 · 3,114 reviews · 2 hours · from $41Top of the fleet

Spend two hours aboard a small sailboat with a skipper and guide, passing Belém Tower, the Discoveries Monument, MAAT, Alfama, and Christ the King. Choose daytime, sunset, or night sailing. The crew speaks English, Spanish, and Portuguese, serves one drink, and keeps the group to 10 people.

“Benny & Miguel were wonderful hosts. Benny was very informative and gave excellent information. They were very respectful and we received complimentary drinks. They asked to take photos which was very nice and respectful .”

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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 $66Best loved

Join a shared sailing cruise of up to 12 people from Lisbon’s Alcântara marina. Your skipper handles the sailing while you enjoy Portuguese wine, views of Belém Tower, Jerónimos Monastery, the 25 de Abril Bridge, and a sunset over the Tagus. Guides such as Joe, Henry, JP, and Bruno are praised for friendly conversation and local insight.

“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

3.Lisbon: Sailing Tour on the Tagus River

★★★★★★★★★★4.8 · 2,632 reviews · 1 - 2 hours · from $23Lowest fare aboard

Join a small sailboat or catamaran from Belém’s Doca do Bom Sucesso for a relaxed cruise past the Discoveries Monument, 25 de Abril Bridge, Christ the King, and Belém Tower. You can help sail with no experience or sit back with a drink. The crew, including captains such as Luis, may share useful river and city details.

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

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Funchal: Sunset Sailing Tour

4.Funchal: Sunset Sailing Tour

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

Sail from Funchal with up to 20 people on a relaxed evening trip led in English or Portuguese. Look for dolphins and whales, stop to swim or snorkel beneath Cabo Girão, and watch the sunset from the sea. Drinks are included, but food, transport, and shoes on board are not.

“Victor and Bruno were great. Victor really cared for our daughter who was a bit scared initially as the sea was not flat. Very attentive to everyone onboard and the scenery was amazing!”

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Porto: Charming Sailboat Cruise with Port Wine,Sunset Option

5.Porto: Charming Sailboat Cruise with Port Wine,Sunset Option

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

Join a small-group or private two-hour cruise from Douro Marina with a welcoming crew such as Miguel, Henrique, Eric, or Francesco. You’ll pass Porto’s bridges, Ribeira, Gaia, and Foz do Douro, hear local stories, enjoy a welcome drink and port wine, and possibly reach the Atlantic. Bring a jacket for the cooler water.

“The captain and crew were wonderful and informative, always communicated on with qhere to meet, etc. The sunset view was the absolute cherry on top of a cruise filled with a few laughs and historical info on Porto. Highly recommend!!”

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Lisbon: Champagne Sailing Tours

6.Lisbon: Champagne Sailing Tours

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

Join Nigel and his crew aboard the 15-meter yacht Mara for a relaxed two-hour sail from Doca de Santo Amaro. Cruise past Belém Tower, Christ the King, Commerce Square, and Alfama while enjoying Portuguese champagne, wine, beer, soft drinks, and homemade snacks. The small group, usually no more than 12 people, keeps the trip personal.

“The small group and the great crew made this experience very enjoyable. We loved the tour and can recommend it for every weather. Many thanks to Nigel and his team :-)”

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Funchal: Dolphin and Whale Watching Sailing Trip

7.Funchal: Dolphin and Whale Watching Sailing Trip

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

From Funchal Marina, you sail up to 3 miles offshore with an English- or Portuguese-speaking crew, often including Bruno or Joseph. Look for dolphins, whales, and sea turtles, then stop near Cabo Girão for swimming and snorkeling. The small yacht, usually limited to about 15 to 20 people, offers a quieter alternative to large catamarans.

“Very professional staff, it was a wonderful day! :) There were big waves, it was an experience. I saw dolphins too. It was a wonderful 3 hours on the water. The beer is delicious ;)”

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Lisbon: Daylight or Sunset on a Vintage Sailboat

8.Lisbon: Daylight or Sunset on a Vintage Sailboat

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

Spend two hours on a vintage sailboat with guides such as Eduardo, Carlotta, or Angelo. From Santo Amaro Dock, you’ll pass Belém Tower, Jerónimos Monastery, the 25 de Abril Bridge, Christ the King, Praça do Comércio, and São Jorge Castle while enjoying Portuguese snacks, white or rosé wine, water, or fruit juice.

“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

9.Lisbon: Tagus River Sailboat City Cruise

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

Set sail from Belém aboard MagicSail for a two-hour cruise past Belém Tower, the Discoveries Monument, Praça do Comércio, Alfama, Christ the King, and more. Guides such as Tiago, Miguel, Paulo, and Isaac add history and humor, while music, a drink, and sunset views keep the ride easygoing. Shared and private options are available.

“Miguel was very knowledgeable and friendly. He made for a great evening, even with the overcast weather.”

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Lisbon Sunset Sailing Tour on Luxury Sailing Yacht with 2 Drinks

10.Lisbon Sunset Sailing Tour on Luxury Sailing Yacht with 2 Drinks

★★★★★★★★★★5.0 · 1,109 reviews · 2 hours (approx.) · from $61

Sail the Tagus for about two hours aboard a 50 to 58 foot yacht from Belém. A captain and host explain Lisbon landmarks in English and other languages, while you enjoy two drinks, Portuguese cheese, chouriço, and sunset views. Sebastian, Tiago, and Christina are among the guides who may lead the cruise.

“Very enjoyable. Knowledgeable and friendly captain. Kept us all informed on the sights and was very entertaining”

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Lisbon: Sailboat Sunset Tour with a Drink

11.Lisbon: Sailboat Sunset Tour with a Drink

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

Saildreams takes you from Doca de Alcântara along the Tagus in a boat limited to 10 people. Guides such as Sergio, Mary, and Francisco mix Lisbon stories with relaxed sailing, wine or beer, snacks, and sunset views of Christ the King, Belém Tower, and the Discoveries Monument. Bring a coat: the river breeze can be strong.

“Our guide Mary was a wonderful host and truly made the sunset boat tour a highlight with her engaging commentary. She seamlessly switched between two languages and shared informative stories with great humor. The captain also did an excellent job, calmly guiding us along the Tajo.”

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Lisbon Sunset Sailing Tour with White or Rosé Wine and Snacks

12.Lisbon Sunset Sailing Tour with White or Rosé Wine and Snacks

★★★★★★★★★★5.0 · 976 reviews · 2 hours (approx.) · from $50

Join BYX Best Yacht Xperience for a two-hour sunset sail from Doca de Santo Amaro. Expect a small group of up to 10, Portuguese wine, cheese or chouriço, music, and views of Cristo Rei, Belém Tower, MAAT, and the 25 de Abril Bridge. Crew members including Vasco, Fernando, Manuel, Miguel, and Alfonso have been praised for their stories and friendly style.

“So when we started it was raining and you couldn’t see three feet. BUT! 20 minutes in it cleared up and we ended up having an absolutely gorgeous sunset on the bay. Our guides were super knowledgeable about the city and very funny and friendly as well. Plus, the wine was excellent. I’d highly recommend if you’re visiting Lisbon, it’s great fun and you’ll get wonderful photos”

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Sailboat Tour in Lisbon with drinks included | Morning and Sunset

13.Sailboat Tour in Lisbon with drinks included | Morning and Sunset

★★★★★★★★★★4.5 · 867 reviews · 2 hours (approx.) · from $36

Sail from Lisbon’s Alcântara dock beneath the 25 de Abril Bridge, past Belém Tower, MAAT, the Discoveries Monument, and Cristo Rei. A crew member explains the sights in English while you enjoy wine, beer, sparkling wine, soda, or water. Sunset departures offer the best light, but bring a warm layer for the return across the river.

“- The tour’s staff were wonderful and gave a great tour of the Lisbon waterfront while we were sailing - they had blankets for passengers in case you got chilly - there were only 12 people on the cruise which made for an intimate experience”

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Lisbon: Sunset Sailing Cruise with Wine

14.Lisbon: Sunset Sailing Cruise with Wine

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

Spend two hours on a sailboat along Lisbon’s Tagus River, watching the city turn gold while the crew explains sights such as Belém Tower and the 25 de Abril Bridge. A welcome drink is included, and past crews have included Henrique, João, José, Juan, and Carlos. Bring warm layers for the breeze.

“This was one of the highlights from our week in Lisbon! The captain and crew were amazing, it was a great laid back experience with unlimited green wine and some of the best views and photos from our trip.”

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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

This two-hour BBDouro cruise leaves Douro Marina in Afurada and follows the Douro past Porto, Gaia, its famous bridges, port cellars, Rabelo boats, and the Atlantic mouth. You get Wi-Fi, a glass of port, and a small-group boat ride. Guide teams have included Fernando, Miguel, Junior, and Lorraine, though the crew varies.

“Highlight of our trip to Porto. This let us see a ton of the city, including historic districts and the sunset was incredible. The crew was very friendly and knowledgeable as well which added a lot to the experience.”

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