15 Private Sailing Charters in Portugal Worth Booking

2 Hours Private Sailing Tour in Lisbon

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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Lisbon: Private Sailing City & Sunset Tour

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

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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Private Sailing Cruise in Lisbon with Drinks

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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2H Tour on a Private Sailing Catamaran “Scarlett” up to 16 people

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

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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4 Hours Private Sailing Trip to Oeiras Beach

7.4 Hours Private Sailing Trip to Oeiras Beach

★★★★★★★★★★5.0 · 52 reviews · 4 hours (approx.)

Sail privately from Lisbon to Oeiras Bay, swim, learn basic sailing, enjoy snacks, and take in Belem Tower and Bugio lighthouse views.

“This was a wonderful relaxing trip! Our skipper was very professional and super nice! We enjoyed it very much!”

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Cascais Private Sailing 2h Cruise with a drink

8.Cascais Private Sailing 2h Cruise with a drink

★★★★★★★★★★5.0 · 48 reviews · 2 hours (approx.)

Review of a private two-hour Cascais sailing cruise with wine or beer, coastal views, flexible timing, pricing, itinerary, and booking tips.

“Really great experience! Super nice overall, totally flexible on where we could sail and we even saw some dolphins!”

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4h Private Boat Tour – Sailing, Swimming and Sunbathing

9.4h Private Boat Tour – Sailing, Swimming and Sunbathing

★★★★★★★★★★5.0 · 47 reviews · 4 hours (approx.)

Review of Lisbon’s private four-hour sailboat tour, with Belem views, swimming, sunbathing, drinks, crew details, barbecue costs, and practical tips.

“Pedro and Pedro were great. We were able to swim and enjoy the boat. They cooked us a great barbecue on the boat. Overall super chill, great time. Would do again if back in Lisbon.”

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Private Sailing Sunset Tour PDL

10.Private Sailing Sunset Tour PDL

★★★★★★★★★★5.0 · 41 reviews · 3 hours

A private three-hour sunset sail from Ponta Delgada with wine, swimming, snorkeling, paddleboarding, and São Miguel coastal views.

“It was very cold but the two guys running the boat were amazing! We chose not to swim or paddle board but they let us drink, enjoy the view, and made sure we were comfortable in every way! Couldn’t have asked for more.”

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Lisbon: Private Sailing Tour Along the Tagus River

11.Private Sailing Tour Along the Tagus River

★★★★★★★★★★5.0 · 40 reviews · 2 hours (approx.) · from $131

Review of Lisbon’s private two-hour Tagus sailing tour, with sunset views, wine, local stories, flexible scheduling, and practical booking tips.

“I chartered a private experience with my just my friend. Miquel and his crew member (I can’t remember his name) was amazing!!! They were so accommodating, friendly and hospitable. Miguel was great at pointing out some of the sites and telling us the history of each one. They provided us with wine and light snacks and blankets when the winds got a little chilly. At the end of the tour we all took a shot of Portuguese wine. What a way to end a great experience!!! We sailed at 7 which was perfect timing for the sunset and to see the early evening lights on shore. I definitely recommend taking…”

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Private Sailing Boat Tour Lisbon with a drink: 2 to 8 Hours

12.Private Sailing Boat Tour Lisbon with a drink: 2 to 8 Hours

★★★★★★★★★★5.0 · 39 reviews · 2 - 8 hours

Sail Lisbon’s Tagus River past Belém Tower, Cristo-Rei, and the 25 de Abril Bridge on a private cruise for up to 10 people.

“What a beautiful day! Our two skippers / guides were knowledgable, hospitable and just really lovely people. They met us at the gate, took us to our boat and asked what we wanted to get out of our sailing tour. Then they shared some history on the sights that we passed and took us to a beautiful bay where we could swim, listen to music and enjoy the afternoon. Amazing value for money, this tour made our whole holiday!”

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Private Sailing tour in Lisbon – Day Time, Sunset and Night

13.Private Sailing tour in Lisbon – Day Time, Sunset and Night

★★★★★★★★★★4.5 · 39 reviews · 2 hours (approx.) · from $107

Review of Lisbon’s private two-hour sailing tour, with sunset options, river views, historic sights, drinks, pricing, and practical booking advice.

“Paulo is great. Not only is he a competent and safe sailor he had the most interesting background he willingly shares. Our afternoon sailing with him was one of the highlights of our wonderful visit to Lisbon”

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Romantic Private Sailboat in Lisbon for couples

14.Romantic Private Sailboat in Lisbon for couples

★★★★★★★★★★5.0 · 38 reviews · 2 hours (approx.)

Review of Lisbon’s private romantic sailboat cruise on the Tagus, with wine, Belém Tower, bridge views, pricing, timing, and booking tips.

“Such a fun time! Captain and first mate were so knowledgeable and welcoming. Felt super comfortable with my whole family on the boat and beautiful scenery.”

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2H Private Sailing Catamaran “Vertigo” Tour in Lisbon up to 18pax

15.2H Private Sailing Catamaran “Vertigo” Tour in Lisbon up to 18pax

★★★★★★★★★★5.0 · 38 reviews · 2 hours (approx.)

Review the private Vertigo catamaran tour in Lisbon, with Tagus River views, Belém landmarks, drinks, snacks, pricing, and booking tips.

“Bruno and Martim were our hosts for the 6h cruise we booked for a family birthday on the lovely Vertigo Blue. We had an amazing time sailing forwards the sea, stopping for a swim and dinner while cruising back in time to see Belem in the sunset light.”

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