15 Sailing Yacht Charters in Portugal Worth Booking

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

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

Spend about two hours sailing from Belém on a 50-foot yacht with a captain and host. You’ll pass Belém Tower, the Discoveries Monument, Alfama, and the 25th of April Bridge while hearing stories in English and enjoying two drinks, Portuguese cheese, and chouriço.

“Great cruise. Tiago the guide was very knowledgeable and engaging. Would definitely recommend it. Viator ticket rent very clear which company we were sailing with but we figured it out.”

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2.Lisbon Sailing Tour on a Luxury Sailing Yacht with 2 Drinks

★★★★★★★★★★5.0 · 703 reviews · 2 hours (approx.) · from $46Cheapest seat

Join a two-hour Lisbon sailing trip from Belem aboard a comfortable 50-foot yacht. A captain and host guide you in English and other languages past Belem Tower, the Discoveries Monument, Alfama, and more, with two drinks and Portuguese cheese included.

“Our captain, Sebastian and his assistant were wonderful! My husband and I sailed with a family of four from France and had a lovely afternoon, despite the overcast weather. We had great conversation, interesting history and nice views. Sebastian is fluent in at least four languages, so he provided fantastic descriptions for everyone. The sailboat is large and very accommodating.”

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3.Sunset on a Luxury Sailing Yacht from Vilamoura (Max 12 Guests)

★★★★★★★★★★5.0 · 383 reviews · 2 hours 30 minutes (approx.) · from $60

Set sail from Vilamoura for 2.5 hours along the Algarve coast. Your skipper points out Falésia Beach, a tiny sea-access beach, and a fishing village marking the change from sandy shore to rocky cliffs. Expect a welcome drink, Portuguese snacks, music, and a small group of up to 12 people.

“Perfect way to unwind after a long day of sightseeing. Lovely time, small group onboard and crew was very hospitable.”

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4.From Vilamoura: Sunset Tour on a Luxury Sailing Yacht

★★★★★★★★★★4.7 · 249 reviews · 2.5 hours · from $58

Spend 2.5 hours sailing from Vilamoura toward Albufeira, with views of Falésia and Tomato beaches, a welcome drink, aperitifs, music, and a possible swim stop. English, Portuguese, and Spanish guides provide local details, while the yacht offers seating inside and at the front.

“The sailing yacht was brilliant, the crew onboard were very welcoming and friendly throughout our trip .. we enjoyed it very much .”

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5.Lisbon: 2-Hour Sunset Sailing Tour on Luxury Sailing Yacht

★★★★★★★★★★4.9 · 171 reviews · 2 hours · from $70

Join Lisbon ByBoat for a two-hour sunset cruise from Belém aboard a handsome sailing yacht. Your guide points out Belém Tower, the 25 de Abril Bridge, Praça do Comércio, Alfama, and São Jorge Castle while you sip sparkling wine. Tours run in English, Spanish, French, or Portuguese.

“This was a very well organised and hospitable tour of the river Tagus on a modern, well kept sailing boat. Views of Lisbon such as the Belem Tower, the Monument, the new MAAT gallery extension and the old town can only really be appreciated from the water's edge. The crew positioned the boat well in order for us to observe the wonderful colour spectrum produced by the romantic sunset.”

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6.Coastal Tour on a Luxury Sailing Yacht – Vilamoura(Max 12 Guests)

★★★★★★★★★★5.0 · 171 reviews · 2 hours 30 minutes (approx.) · from $50

Set out from Vilamoura at 10:30 a.m. on a comfortable sailing yacht limited to 12 people. You’ll pass the Falésia cliffs, Olhos de Água, and a tiny beach reached only by boat at high tide, with a welcome drink, snacks, music, and time for a swim when conditions allow.

“Fun 2.5 hour trip, a bit choppy but kids loved it. Crew friendly and helpful. Shame we couldnt have a swim but understnd. Thanks to all.”

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7.Vilamoura: Coastal Cruise on a Luxury Sailing Yacht

★★★★★★★★★★4.8 · 82 reviews · 2.5 hours · from $49

Join Algarve Sea Sights for a 2.5-hour sailing cruise from Vilamoura toward Albufeira. Enjoy a welcome drink, music, bar service, and views of Falésia, Santa Eulalia, Olhos de Água, and Tomatoes Beach. Guides speak English, Portuguese, and Spanish, and private groups are available.

“We highly recommend this tour with beautiful views of the Algarve coast. Very responsible crew.”

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8.Lisbon: 2-Hour Sailing Yacht Cruise & Guided Tour w/2 drinks

★★★★★★★★★★5.0 · 62 reviews · 2 hours · from $53

Join Lisbon ByBoat near the Discoveries Monument for a two-hour yacht cruise with two drinks and a live guide in English, French, Portuguese, or Spanish. You will pass Belém Tower, the 25 de Abril Bridge, Praça do Comércio, Alfama, São Jorge Castle, and the Vasco da Gama Bridge.

“Sebastian, Captain, was extremely helpful, communicated very well, and was a great host.”

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9.Portimao: Half-Day Sailing Yacht Cruise to the Benagil Caves

★★★★★★★★★★4.8 · 44 reviews · 3.5 hours · from $67

Sail from Portimão Marina for 3.5 hours along the Algarve coast with a live guide in English, Portuguese, Spanish, or French. Mario, André, and Tiago have led trips with swimming, paddleboarding, coastal stories, and possible dolphin sightings. Group and private options are available.

“Esperienza molto consigliata, la barca è molto bella e l’equipaggio è molto carino e disponibile. L’esperienza è molto rilassante e ti permette di vedere scorci della costa impossibile da ammirare altrimenti. Noi eravamo da soli quindi abbiamo potuto scegliere dove andare. Mario e Tiago sono stati molto competenti e ci hanno spiegato cosa stavamo ammirando e hanno selezionato una bella caletta per fare un bagno.”

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10.Private Lisbon Sailing Cruise on Sailing Yacht

★★★★★★★★★★5.0 · 39 reviews · 2 hours (approx.)

Sail privately from Belem for two hours with a captain and host, passing Lisbon’s riverside sights from Belem Tower to Alfama. Expect English guidance, Portuguese wine or soft drinks, cheese and chouriço, and a polished yacht setting. Guides may include Tiego, with Captain Joze Ze.

“Went initially on a private cruise for a work function earlier in the week and really enjoyed it so I suggested my husband and I do it again when he joined me later in the week. We booked a private cruise for just the 2 of us. It was the same boat both times but different tour guides. In truth I didn’t pay much attention the first time because I was with a larger group and there were al lot of separate conversations happening (part of why I wanted to do it again privately) but the second time couldn’t have been better. Our guide was Tiego and the “captain” was…”

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11.Private Sailing Charter in Porto

★★★★★★★★★★5.0 · 15 reviews · 1 hour 30 minutes to 4 hours (approx.)

Join Captain Raul for a private 1.5 to 4-hour sail from Douro Marina. Choose the Douro toward Ribeira or the Atlantic coast toward Arrábida Bridge and Porto Cruise Terminal. Snacks, drinks, photos, fuel, and a short sailing lesson are included.

“Excellent trip, amazing experience! The captain is super friendly and the entire trip was a lot of fun. Food and wine was great too.”

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12.Private Porto Sailing Yacht Sunset Sightseeing Tour

★★★★★★★★★★5.0 · 11 reviews · 2 hours (approx.)

Set out from Douro Marina in a private yacht for up to 10 people. Your crew takes you past Afurada, the Arrábida Bridge, Ribeira, Gaia, and the Luís I Bridge before returning toward the Douro Estuary for sunset, with Porto wine, snacks, and water included.

“From the very first contact, when booking, until the actual trip, everything went perfectly.”

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13.Madeira: Luxury Yacht & Sailing Sunset Tour

★★★★★★★★★★4.6 · 10 reviews · from $74

Spend three hours aboard Sea La Vie’s blue-hulled yacht from Funchal, with a welcome drink, Madeiran snacks, snorkeling gear, private bays, and a sunset return. The boat carries no more than 12 people, making this a calm choice for swimming, photos, and coastal views.

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14.Lisbon: Yacht Sailing Tour With Portuguese Wine and History

★★★★★★★★★★5.0 · 4 reviews · 2 hours

Spend two hours on a 12-meter sailboat with a two-person crew, cruising from Santo Amaro to Praça do Comércio and Belém. You’ll see Lisbon’s major riverfront sights, hear stories in English, Portuguese, French, or Spanish, and enjoy a glass of wine offered by the captain.

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15.Private Beach Tour on a Luxury Sailing Boat in Lisbon

★★★★★★★★★★5.0 · 4 reviews · 4 hours (approx.)

Spend four hours aboard a private sailing boat from Lisbon’s Doca do Bom Sucesso. Your crew may include Joal, Ricardo, or Gabriel, with Portuguese, English, French, and Spanish spoken. Expect coastal views, a welcome drink, music, snacks, swimming time, and a 30-minute stop in Cascais.

“We booked this trip to celebrate a birthday, and I’m so glad we did! The boat was beautiful and we got a chance to swim and lay out and it was perfect! We even had enough wind to put the sails up and sail, which was all around a perfect experience! 100% would book this tour again”

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