Sailing Yacht Charters in Portugal: the 14 Best Days on the Water

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

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

Sail Lisbon’s Tagus River at sunset on a spacious 50-foot yacht, with two drinks, Portuguese cheese, historic sights, and a friendly crew.

“It was a fun and relaxing journey up and down the river. The Captain was very informative and Very fun. His first mate was very nice too. ☺️. We were a little late getting to boat because of traffic and they even waited for us.”

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

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

Review of Lisbon’s 2-hour luxury yacht cruise, with Belem sights, two drinks, Portuguese snacks, small groups, price, and booking tips.

“It was a lot of fun, and it was great to see Lisbon from a different perspective. Our hosts, Jose and Cris, were so much fun and very entertaining. They made sure we had plenty of wine and fun. Thank you for a great time.”

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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

Review of Vilamoura’s small-group sunset sail, with cliffs, snacks, drinks, music, swimming, practical tips, and honest value advice.

“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”

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4.Sunset Tour on a Luxury Sailing Yacht

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

Review of Vilamoura’s 2.5-hour sunset yacht cruise, with Falésia cliffs, welcome drinks, snacks, swimming, and practical booking tips.

“From the beginning we were welcomed aboard. They ask to take your shoes off whilst on board. The crew were friendly and everything was explained, we were well informed. We left and the whole experience was relaxing and updated with knowledge of the local area. It’s not too many people, room for everyone. We enjoyed our snack and drink. We got good photos. We loved this experience.”

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5.2-Hour Sunset Sailing Tour on Luxury Sailing Yacht

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

Review of Lisbon’s 2-hour sunset yacht cruise, with Belém Tower, Alfama, sparkling wine, practical tips, value, and booking advice.

“We had a lovely tour with Pedro and Monica! They are very friendly and have a lot of knowledge about the city, history and surroundings which they shared with a smile on their face! Its a nice way to explore the city from a different perspective. Although the sun was not shining, we had a nice afternoon!”

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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

Review of Vilamoura’s small-group yacht cruise, with Falésia cliffs, quiet beaches, swimming, drinks, snacks, and practical booking tips.

“Stunning tour and very chilled with a Max of 12 in the total group. (Ours had only 9). Guides were very knowledgeable and good conversation.”

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7.Coastal Cruise on a Luxury Sailing Yacht

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

Sail from Vilamoura to Albufeira on a luxury yacht, with coastal views, a welcome drink, music, Falésia cliffs, and optional swimming.

“We had an amazing time with the Captain and Leonardo who were great company for our cruise. We were able to play our own music through the boat's Bluetooth speakers which was the perfect background to the wonderful scenery. We had a lovely swim, enjoyed the cheese and chorizo and would thoroughly recommend this trip for anyone visiting Vilamoura.”

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

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

Sail Lisbon’s Tagus River past Belém Tower, Alfama, and historic bridges, with a guide, scenic views, and two drinks included.

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

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

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

Review of Portimão’s 3.5-hour yacht cruise to the Algarve coast, with swimming, paddleboards, guides, pricing, tips, and cave expectations.

“De gidsen geven ook tips als je last hebt van zeeziekte. En daarnaast bij de strategische stops nemen de gidsen ook gezellig een duik!”

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10.Private Lisbon Sailing Cruise on Sailing Yacht

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

Review of Lisbon’s private two-hour sailing cruise, with Belem sights, Portuguese snacks, drinks, practical tips, value, and booking advice.

“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 Porto Sailing Yacht Sunset Sightseeing Tour

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

Review of Porto’s private sunset yacht cruise, with Douro views, Port wine, snacks, landmarks, pricing, tips, and booking advice.

“I was looking for a different experience to enjoy in Porto over the weekend and came across this boat tour.”

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12.Madeira: Luxury Yacht & Sailing Sunset Tour

★★★★★★★★★★4.6 · 10 reviews · from $74

Review of Madeira’s 3-hour luxury yacht sunset tour, with snorkeling, local snacks, private bays, Cabo Girão views, and practical tips.

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13.Yacht Sailing Tour With Portuguese Wine and History

★★★★★★★★★★5.0 · 4 reviews · 2 hours

Sail Lisbon’s Tagus River aboard a private yacht with Portuguese wine, city views, history, and a friendly two-person crew.

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14.Half-day Private Sailing Yacht Experience in Tavira

★★★★★★★★★★5.0 · 3 reviews · 4 hours

Review of Tavira’s private 4-hour yacht tour, with Ria Formosa views, swimming, paddleboarding, and optional Algarve tasting menu.

“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.”

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