You’ll drift past Lisbon’s landmarks on a sleek sailing yacht with a small group and two local guides who actually chat with you — not at you. Expect Portuguese cheese, chilled wine or beer, and unexpected laughter as you glide under bridges and past towers. It feels less like a tour and more like being let in on Lisbon’s secret side for an afternoon.
“You see that bridge?” our captain grinned, pointing at the 25th of April Bridge as we drifted out from the marina. “It shakes when trains pass — but don’t worry, we’re safer down here.” I laughed, not sure if he was joking or just proud. The first thing that hit me was how different Lisbon looks from the water — all those yellow trams and tiled hills seem quieter from a distance. There was a salty breeze and someone nearby uncorked a bottle of vinho branco, which honestly set the mood better than any playlist could.
We sailed past Praça do Comércio and the Monument to the Discoveries, and our guide (Ana) started sharing little bits about explorers and shipyards — but not in that rehearsed way you sometimes get. She pointed at the Belém Tower right as sunlight bounced off its stone walls. I tried some queijo amanteigado (that creamy Portuguese cheese they serve on this Lisbon sailing tour) and it’s still stuck in my head — rich, a bit grassy, nothing like supermarket stuff back home. The wine helped too, obviously.
I didn’t expect to laugh so much with strangers on a boat. At one point Ana tried to teach us how to say “Panteão Nacional” properly — I failed miserably, which got everyone going. Kids were waving from the shore near Alfama; even the crew seemed genuinely happy to be out there instead of just “working.” There was this moment under Cristo Rei where everything went quiet except for the water slapping against the hull. You know those seconds you want to bottle up? That was one of them.
Your ticket covers two drinks per person (Portuguese wine or other options), guided commentary in several languages by your onboard crew of two (captain plus host), plus regional appetizers like creamy Portuguese cheese—all while sailing past major sights such as Belém Tower and Christ the King statue aboard one of Lisbon’s top-quality yachts.
Operated by Lisbon By Boat
Same experience, different operators — compare price, rating and length.
Lisbon: Sailing Yacht Tour with Drinks & Cheese Tasting★ 4.94 (727)2hEN · PT +2€ 45
Lisbon Sunset Sailing Tour with Wine: Tagus River ViewsSunset sail on the Tagus with Portuguese wine, passing Belém Tower and the Monument to the Discoveries. Small groups, shared tour with skipper.★ 4.95 (2,870)2hEN · PT€ 55View ›
Lisbon: Sunset River Cruise with Drinks & Live MusicWatch Lisbon’s skyline glow from a historic boat at sunset, with live music, local drinks, and city landmarks. Includes welcome drink and easy boarding.★ 4.61 (302)2hEN€ 19.90View ›
Lisbon: Tagus River Sailboat Cruise with Drinks & ViewsFeel Lisbon’s colors from the Tagus on a relaxed sailboat cruise, see landmarks like Belém Tower & 25th of April Bridge, and sip wine as the city drifts by.★ 4.94 (233)2hEN · DE +3€ 33View ›
Lisbon: National Coach Museum Guided Tour & EntrySmall-group tour of Portugal's royal carriage collection in Belém with expert guide, entry included. Wheelchair accessible, around 2 hours.2hEN · PT +1€ 75View ›
Lisbon Sunset Sailing: Portuguese Wine & Tagus ViewsSunset sailing tour on the Tagus River in Lisbon with Portuguese wine and views of Belém Tower and the 25th April Bridge. Small groups, includes water and blankets.★ 4.96 (859)2hEN · PT€ 45View ›
Lisbon: Sunset Yacht Sailing Tour with Drinks & CheeseSail Lisbon’s river at sunset on a luxury yacht, with two drinks, Portuguese cheese, and stories from a local crew. Includes multilingual guide and easy boarding.★ 4.90 (1,178)2hEN · PT +1€ 60View ›
Lisbon: Sunset Sailing Tour with Wine & Belem LandmarksFeel Lisbon’s golden hour from the river with local wine, snacks, and city icons like Belem Tower. Small group sunset cruise with pickup and certified crew.★ 4.78 (1,019)2hEN · PT +1€ 39View ›
Lisbon: Tagus River Sunset Cruise & Wine with City LightsFeel the shift from day to night on a Tagus River catamaran cruise in Lisbon, with Portuguese wine, city lights, and local stories. Includes skipper & all fees.★ 4.98 (394)2hEN · PT€ 68View ›
Fátima: Sanctuary & Life of Christ Museum from LisbonDay trip from Lisbon to Fátima Sanctuary with Life of Christ Museum entry, 33 wax scenes, Basilica visit & bottled water. Full-day spiritual pilgrimage tour.6h–8h€ 750per groupView ›
Lisbon Sunset Cruise: Traditional Boat & Free White WineSip Setúbal white wine as you glide past Lisbon’s landmarks on a colorful 1947 boat. Includes 2-hour cruise, city views, and stories from local sailors.★ 4.71 (2,242)2hEN · PT +2€ 35View ›
Lisbon: 2-Hour Sailing Tour & Portuguese Wine Tasting2-hour sailing cruise in Lisbon harbor with Portuguese wine. See Belém Tower, Monument to the Discoveries, Jerónimos Monastery from the water. Groups up to 12.★ 4.99 (131)2hEN · PT€ 40View ›
Lisbon Tuk Tuk Tour: Alfama, Belém & Coast with PickupFeel the rhythm of Lisbon on a private tuk tuk tour—Alfama alleys, Belém’s riverside icons, coastal lunch stops & hotel pickup. See the city your way.★ 4.98 (4,229)3h–8hEN · PT +2€ 85View › Lisbon: Sailing Yacht Tour with Drinks & Cheese Tasting
2h · EN · PT +2
from € 45 per person
★★★★★★★★★★4.94727 reviews