Where to Book: the 14 Best Sailing Yacht Charters in Portugal

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

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

Sail Lisbon’s Tagus River aboard a 50 to 58-foot yacht with Captain Sebastian, Tiago, or another multilingual guide. Expect a safety briefing, landmark commentary, two drinks, Portuguese cheese and chouriço, and sunset views of Belém Tower, the 25th April Bridge, Alfama, and more. Bring a jacket, since the river gets cool after sunset.

“A must do when visiting Lisbon. We had a fantastic time. The boat was very nice, and our captain and guide were very knowledgeable and a pleasure to speak with touring our tour. Highly recommend!”

Check availability →Read our full review

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

★★★★★★★★★★5.0 · 703 reviews · 2 hours (approx.) · from $46 a seat Best value

Spend about two hours sailing from Belém with a captain and host aboard a comfortable 50-foot yacht. You’ll pass Belém Tower, the Discoveries Monument, the 25th of April Bridge, Alfama, and more while guides such as Sebastian, Tiago, José, and Chris share Lisbon stories in several languages. Two drinks and Portuguese cheese are included.

“Great trip on a yacht along the river. Small group x 2 hours. Sebastian the Captain was most welcoming. Very safe ! Wine and nibbles as well!”

Check availability →Read our full review

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

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

Set sail from Vilamoura for 2.5 hours along the Algarve coast. Your skipper points out Falésia’s clay cliffs, a tiny sea-access beach, and Albufeira’s sandy-to-rocky divide. Expect a welcome drink, Portuguese cheese, chorizo, toast, music, and a relaxed group of no more than 12 people.

“Was a great experience and both crew members were lovely and chatted away and made the experience even better. They pointed out sights along the way and even gave us information on Portugal's history. They also asked us about ourselves and made the full experience really enjoyable. Would definitely come again simply for the crew”

Check availability →Read our full review

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

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

Set out from Pontoon Q in Vilamoura for a 2.5-hour sunset cruise toward Albufeira. You will see Falésia Beach and Tomato Beach from the water, enjoy aperitifs and one welcome drink, and listen to music aboard a comfortable sailing yacht. Guides speak English, Portuguese, and Spanish. Some departures include time for a swim.

“Fantastic sailing trip, great guide, friendly service, and great value for money”

Check availability →Read our full review

5.2-Hour Sunset Sailing Tour on Luxury Sailing Yacht

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

Spend two hours on the Tagus with Lisbon ByBoat, sailing from Belém past Belém Tower, the 25 de Abril Bridge, Praça do Comércio, Alfama, and São Jorge Castle. A live guide speaks English, Spanish, French, or Portuguese, and you’ll toast the sunset with sparkling wine aboard a handsome yacht.

“i colori di Lisbona visti dal fiume sono spettacolari... aveva ragiobe Pessoa... non si può venire a Lisbona e non fare questa esperienza... e poi un equipaggio così affabile”

Check availability →Read our full review

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

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

Set out from Vilamoura Marina at 10:30 a.m. for a 2.5-hour coastal sail aboard a luxury yacht limited to 12 people. You’ll pass Falésia Beach and Olhos de Água, pause near a small beach for swimming, and enjoy a welcome drink, snacks, music, and attentive crew service.

“Very nice sailing trip. The staff was great and made sure we what the most amazing time on board! We would definitely recommend them.”

Check availability →Read our full review

7.Vilamoura: Coastal Cruise on a Luxury Sailing Yacht

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

Spend 2.5 hours sailing from Vilamoura toward Albufeira aboard a comfortable luxury yacht. You’ll pass Falésia, Santa Eulalia, Olhos de Agua, and Tomatoes Beach, with a welcome drink, music, bar service, and a chance to swim when conditions allow. Guides speak English, Portuguese, and Spanish, and private groups are available.

“Very enjoyable experience, lovely cheese and chorizo and a glass of rosé!!”

Check availability →Read our full review

8.2-Hour Sailing Yacht Cruise & Guided Tour w/2 drinks

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

Join Lisbon ByBoat near the Discoveries Monument for a two-hour yacht cruise with a live guide in English, French, Portuguese, or Spanish. You’ll pass Belém Tower, the 25 de Abril Bridge, Praça do Comércio, Alfama, São Jorge Castle, and the Vasco da Gama Bridge, with two drinks served aboard. Sebastian, Jose, and Cris have all hosted recent departures.

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

Check availability →Read our full review

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

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

Set out from Portimão Marina for 3.5 hours along the Algarve coast. Your crew, including guides such as Mario, André, or Tiago, shares local context while the yacht pauses for swimming and paddleboarding. Benagil and coastal stops depend on sea conditions and the captain’s judgment. Group and private options are available.

“Nos pareció excelente , Mario y André muy amables. Buena ruta, nos bañamos dos veces, hicimos paddle board y vimos delfines.”

Check availability →Read our full review

10.Private Lisbon Sailing Cruise on Sailing Yacht

★★★★★★★★★★5.0 · 39 reviews · 2 hours (approx.) · whole boat $354, up to 1

Set out from Doca de Belém on a private sailing yacht with a captain and host. Over two hours, you’ll see Belém Tower, the Discoveries Monument, the 25th of April Bridge, Alfama, and more while enjoying Portuguese wine, beer, or soft drinks with cheese and chouriço. Guides can speak English, French, Spanish, or Portuguese.

“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…”

Check availability →Read our full review

11.Private Porto Sailing Yacht Sunset Sightseeing Tour

★★★★★★★★★★5.0 · 11 reviews · 2 hours (approx.) · whole boat $651, up to 10

Set out from Douro Marina in Vila Nova de Gaia for a private two-hour sailing trip toward Porto’s historic riverfront. Your dedicated crew guides you past Ribeira, the Luís I Bridge, Afurada, and other landmarks, with a welcome drink, light snacks, and sunset views over the estuary. Some outings may continue toward the open sea.

Check availability →Read our full review

12.Madeira: Luxury Yacht & Sailing Sunset Tour

★★★★★★★★★★4.6 · 10 reviews · from $74 a seat

Spend three hours aboard Sea La Vie’s blue-hulled yacht from Funchal, sailing past Ribeira Brava Bay, Fajã dos Padres, Cabo Girão, and Câmara de Lobos Bay. You’ll get a welcome drink, Madeiran snacks, snorkeling gear, and a swim stop in a private bay, with a sunset finish and space for only 12 people.

Check availability →Read our full review

13.Yacht Sailing Tour With Portuguese Wine and History

★★★★★★★★★★5.0 · 4 reviews · 2 hours · whole boat $235, up to 6

Spend two hours on a private 12-meter sailboat from Doca de Santo Amaro to Belém and back. Your two-person crew speaks English, Portuguese, Spanish, and French, sharing Lisbon history, sailing tips, and a glass of wine. You will see the bridge, Christ the King, Praça do Comércio, MAAT, and Belém Tower from the river.

Check availability →Read our full review

14.Half-day Private Sailing Yacht Experience in Tavira

★★★★★★★★★★5.0 · 3 reviews · 4 hours · whole boat $671, up to 10

Set out from Tavira’s 4 Águas pier with Captain Alfonso or Nuno for a four-hour private yacht trip through the Ria Formosa and beyond. You can swim in a quiet spot, use the paddleboard and snorkeling gear, or request drinks. A chef-prepared tasting menu is available for groups of up to six with 48 hours’ notice.

“Alfonso and Nuno were very good hosts and sailed the yacht at a very comfortable pace . They took us out to sea where the tuna were active and feeding leaping out the sea . The stop off for a swim was great at a very secluded spot , I hope we return for a full day next time thank you guys for a wonderful afternoon.”

Check availability →Read our full review