7 Private Sailing Charters in Portugal Worth Booking

1.2 Hours Private Sailing Tour in Lisbon

★★★★★★★★★★5.0 · 242 reviews · 2 hours (approx.) Our pick

Review of Lisbon’s private two-hour sailing tour, with Belém landmarks, Cristo Rei, drinks, pricing, timing, and practical booking advice.

“We had an unforgettable sunset sailboat ride in Lisbon! The views were stunning but what really made the experience stand out was the incredible staff. They were friendly, welcoming, and clearly passionate about what they do — they made us feel safe, relaxed, and completely taken care of the entire time. They answered all our questions, and even let our daughter get involved a bit. By the end of the trip, she was absolutely captivated — I think she may have found a new passion for sailing! It was peaceful, beautiful, and truly memorable. We’d recommend this experience to anyone visiting Lisbon.”

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2.Private Sailing City & Sunset Tour

★★★★★★★★★★5.0 · 238 reviews · 2 hours · from $106

Review of Lisbon’s private 2-hour sailing tour, with sunset views, wine, city history, 25 de Abril Bridge, Belém, Alfama, and practical tips.

“We booked this cruise same day and it was the best decision! Me and my 2 girlfriends had the most amazing time! Paolo was the best guide, funny, knowledgeable and kept the chilled white wine flowing! I highly recommend this private cruise! It kicked off our trip in Lisbon in the best way possible!”

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3.Lisbon Private Sailing Cruise, drink included (options: 2h, 3h, 4h, 6h or 8h)

★★★★★★★★★★5.0 · 110 reviews · 2 hours (approx.)

Review of Lisbon’s private sailing cruise, with landmark views, flexible durations, a welcome drink, practical tips, value advice, and FAQs.

“Francesco and Luis were very good guides. They knew a lot of history to share and were very personable. It was a relaxing trip. Bring a towel if you plan on jumping in the water, not provided. Friendly people and a uneventful but relaxing boat experience.”

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4.Private Sailing Cruise in Lisbon with Drinks

★★★★★★★★★★4.5 · 70 reviews · 2 hours (approx.)

Review of Lisbon’s private sunset sailing cruise, with Tagus views, Belém landmarks, drinks, pricing, meeting tips, and honest drawbacks.

“My wife and I scheduled this sunset cruise for our first full day in Lisbon. Unfortunately, it was rainy and cold on this day. We were unsure if the cruise would be cancelled, but the owner of the company came and picked us up at the hotel. He said that since the weather was bad, we would be going out on a catamaran, instead of a traditional sailboat. The boat was beautiful and the captain, Joao, was very nice. We enjoyed having the boat to ourselves and the unique views of Lisbon from the river. Joao was a great guide and we had a nice experience, despite the weather. The…”

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5.2H Tour on a Private Sailing Catamaran “Scarlett” up to 16 people

★★★★★★★★★★5.0 · 65 reviews · 2 hours (approx.)

Review of Lisbon’s private Scarlett catamaran cruise, with sights, pricing, crew, practical tips, family details, and who should book.

“Great crew and well stocked bar. We had a great time, even in the rain. The wine was nice and the catamaran was very comfortable.”

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6.Lisbon Sunset Sensations on a Private Sailing Boat with wine&snacks

★★★★★★★★★★5.0 · 62 reviews · 2 hours (approx.) · from $79Best value

Sail Lisbon’s Tagus at sunset on a private boat with wine, snacks, landmark views, and a relaxed two-hour cruise.

“An enjoyable trip. The crew made us feel very safe and made the trip very special. The communication and organisation was excellent.”

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7.Funchal Half and Full Day Private Sailboat Tour

★★★★★★★★★★5.0 · 19 reviews · 4 hours (approx.)

Sail Madeira’s south coast on a private half or full-day boat trip with swimming, secluded beaches, dolphins, whales, and Fajã dos Padres.

“Cannot recommend this tour enough. My husband and I did a half day sailing tour and we’re so impressed with the crew, the boat and the amazing scenery. João made us an amazing snack and made our whole experience amazing!”

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