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Madeira Sailing

Our pick: Madeira Sunset Boat Tour from Funchal: Private Sailing & Cabo Girão — € 31 (2h 30m, 4.99★ · 98). Best value: Madeira Whale & Dolphin Watching Cruise Sailing Boat Open Bar — € 45 (3h, 4.50★ · 12).

4.9 7 experiences from € 31 ✓Free cancellation on most experiences

All 7 options, side by side

✓ 2026-09-29
OptionPricePer personLengthRatingCancellationExtra fee
Madeira Sunset Boat Tour from Funchal: Private Sailing & Cabo GirãoOur pick€ 310 per group
€ 31 (10 share)
2h 30m4.99★ · 98free—
Madeira Whale & Dolphin Watching Cruise Sailing Boat Open BarBest value€ 45 p.p.
€ 45
3h4.50★ · 12free—
Private Sunset Boat Tour Funchal: 2.5 hours, snacks includedTop rated€ 450 per group
€ 56 (8 share)
2h 30m5.00★ · 23free—
Private Sailing Cruise Madeira: Sunrise, Sunset & Moonlight€ 450 per group
€ 56 (8 share)
3h5.00★ · 12free—
Snorkeling in Madeira from Funchal: Cabo Girão swim stop€ 550 per group
€ 69 (8 share)
4h4.97★ · 36free—
Funchal Sunset Sailing Tour: Swim and Toast at Golden Hour€ 420 per group
€ 70 (6 share)
2h 30m5.00★ only 5 reviewsfree—
Madeira Private Sailboat Tour: South Coast & Fajã dos Padres€ 570 per group
€ 95 (6 share)
4h4.85★ · 27free—

Real price per person across the 7 options: € 31–€ 95 (median € 56).

Default order: real price per person — the group price divided by the seats it includes.

Private experiences (6)

Madeira Sunset Boat Tour from Funchal: Private Sailing & Cabo Girão
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Madeira Sunset Boat Tour from Funchal: Private Sailing & Cabo Girão★★★★★★★★★★ 4.99 (98)2h 30mYou board a private sailboat in Funchal and spend the evening gliding past Madeira's most dramatic coastline as the light changes. Sparkling wine and snacks come with the ticket, and you might see dolphins or whales if the ocean cooperates. The boat has cabins and a bathroom, so anyone who needs to step inside can. You return to Funchal as the last light fades.Is it for me?Book this if you want the Madeira sunset experience without the crowded harbor tours or the logistics of renting your own boat — the private boat and the timing around sunset are what make an evening on the water feel like your own discovery instead of a scheduled stop.Free cancellationTravelers' pickfrom · per group€ 310View ›
Snorkeling in Madeira from Funchal: Cabo Girão swim stop
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Snorkeling in Madeira from Funchal: Cabo Girão swim stop★★★★★★★★★★ 4.97 (36)4hA half-day boat trip from Funchal on a private yacht carries up to 8 guests to Cabo Girão for swimming and snorkeling in clear water, with snacks, seasonal fruit, a cheeseboard and beverages served on deck. The crew shares insights about Madeira's geography and local history. Snorkeling equipment and towels are provided; an optional light meal (chicken salad wrap, vegetarian and vegan versions available) can be added at checkout.Is it for me?Book the half-day trip if you want to snorkel and swim without committing a full day, or choose the full-day option if you'd rather spend more time on the water and explore additional stops along the coast.Free cancellationTravelers' pickfrom · per group€ 550View ›
Madeira Private Sailboat Tour: South Coast & Fajã dos Padres
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Madeira Private Sailboat Tour: South Coast & Fajã dos Padres★★★★★★★★★★ 4.85 (27)4hA private sailboat tour along Madeira's south coast explores both the east and west sides of the island, with stops at secluded beaches accessible only by sea and frequent opportunities to spot whales and dolphins. You choose between a half-day or full-day option, and can swim in mild Atlantic waters year-round; lunch is either at Fajã dos Padres beach (accessible only by boat or cable car) or prepared on board. The boat carries snorkeling equipment, an open bar with water, juices, beer and wine, and a restroom.Is it for me?Book the half-day if you want a morning or afternoon on the water without committing your whole day; choose the full-day option to explore both coasts thoroughly and have time to swim at multiple beaches. Either way, the private boat means the guide adjusts the route and pace to what your group wants to see, rather than following a fixed schedule.Free cancellationTravelers' pickfrom · per group€ 570View ›
Private Sunset Boat Tour Funchal: 2.5 hours, snacks included
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Private Sunset Boat Tour Funchal: 2.5 hours, snacks included★★★★★★★★★★ 5.00 (23)2h 30mA private 2.5-hour sunset boat tour from Funchal Marina takes up to 8 people along Madeira's dramatic coastline, with a crew who point out landmarks and marine life. Snacks, a cheese board, and alcoholic and non-alcoholic beverages are served on deck as you watch the sun dip below the Atlantic; the boat returns at a leisurely pace under the golden evening sky. Flexible departure time lets you time the sunset perfectly, and a restroom is on board.Is it for me?The boat departs from Funchal Marina in the city centre with public transport nearby, so you don't need a car or a long transfer to get on the water—book this if you're staying in town and want to see the sunset from the best angle without arranging your own vessel.Free cancellationfrom · per group€ 450View ›
Private Sailing Cruise Madeira: Sunrise, Sunset & Moonlight
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Private Sailing Cruise Madeira: Sunrise, Sunset & Moonlight★★★★★★★★★★ 5.00 (12)3hA private sailing cruise in Madeira where you choose the time — sunrise, sunset or moonlight — and the boat moves by wind alone, no engine. The operator has been sailing these waters since 2001 and brings hot chocolate, wine, cheese and snacks; guides speak five languages. Three hours on the water, with snorkelling gear and SUP boards available if you want them.Is it for me?Pick the sunrise departure if you want to start your day on the water and chase the Green Flash; choose sunset for golden light and the easiest sailing conditions; go at moonlight if you want the rarest kind of calm. The private boat means you set the pace and the crew adjusts to what you want — no schedule, no other passengers, just three hours of wind and water.Free cancellationfrom · per group€ 450View ›
Funchal Sunset Sailing Tour: Swim and Toast at Golden Hour
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Funchal Sunset Sailing Tour: Swim and Toast at Golden Hour★★★★★★★★★★ 5.00 (5)2h 30mA private sunset sailing tour departing from Funchal on Madeira's south coast, where you swim in the sea, snorkel if you want, and toast the sunset with an open bar of wine, beer, juices and water. The boat carries WiFi and a restroom; a live guide speaks English, Spanish or Portuguese. A gourmet menu prepared by AKUA Chef is available for an extra charge with advance notice.Is it for me?The two and a half hour window means you can fit this into an afternoon without losing the rest of your day in Funchal — the sail leaves when the sun is still high and returns before dark, so dinner plans or an evening elsewhere on Madeira stay on track.Free cancellationfrom · per group€ 420View ›

2 to 5 hours (1)

Madeira Whale & Dolphin Watching Cruise Sailing Boat Open Bar
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Madeira Whale & Dolphin Watching Cruise Sailing Boat Open Bar★★★★★★★★★★ 4.50 (12)3hA 3-hour whale and dolphin watching cruise on the sailing boat Ventura do Mar departs from Funchal and travels about 3 nautical miles off Madeira's south coast. The boat carries an open bar with soft drinks, beer, wine and sangria; snorkeling equipment and a stand-up paddle are included. Weather permitting, you swim at Cabo Girão, a 580-meter sea cliff, one of Europe's highest. A live guide speaks English, Spanish, Portuguese and French.Is it for me?Three hours is short enough to fit around other plans in Funchal, but long enough to sail far enough offshore where dolphins and whales actually appear. If you want a full-day excursion, look elsewhere; if you want a morning or afternoon on the water without losing the rest of your day, this one holds the time.Free cancellationKids −40%from€ 45View ›

Frequently asked questions

Can I book with free cancellation?

Yes: 7 of the 7 options offer free cancellation, so you can book now and confirm your plans later.

Which one is the travelers' favorite?

Madeira Sunset Boat Tour from Funchal: Private Sailing & Cabo Girão is the travelers' favorite, rated 4.99 out of 5 across 98 reviews.

Are private options available?

Yes, 6 private experiences are available if you prefer a closed group.

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