Madeira Sailing at a glance
- Our pick: Madeira Sunset Boat Tour from Funchal: Private Sailing & Cabo Girão, € 310 per group (2h 30m, 4.99★ · 98).
- Also recommended: Snorkeling in Madeira from Funchal: Cabo Girão swim stop, € 550 per group (4h, 4.97★ · 37).
- Also recommended: Madeira Private Sailboat Tour: South Coast & Fajã dos Padres, € 570 per group (4h, 4.85★ · 27).
Price per person across the 3 options priced per person: € 55–€ 399 (median € 85).
Of the 9 options: 8 with live guides in English, 9 with free cancellation, 7 with instant confirmation, 2 kid-friendly, 7 private and 6 bookable last-minute.
How we rank: quality, number of reviews, availability, booking conditions and relevance to the topic. In the comparison table, our top 3 comes first. Prices are per person, except options priced per group: that price is for the whole group, and the per-person figure assumes the group is full.
Madeira Sailing
Based on each operator's calendar. Confirmed when you book.
9 options

Madeira Sunset Boat Tour from Funchal: Private Sailing & Cabo Girão Private sunset sailing from Funchal aboard Scorpio III with sparkling wine, snacks and views of Cabo Girão. Small groups, wildlife spotting possible on this 3-cabin sailboat. Every day · No fixed time ★ 4.99 (98 reviews) Duration: 2h 30m Live guide: EN · DE · PT · HU +1 ✓ Free cancellation. from € 310 per group

Snorkeling in Madeira from Funchal: Cabo Girão swim stop Four hours on a private yacht from Funchal with snorkeling at Cabo Girão, snacks and drinks included: swim in clear water. Every day · 10:00 and 14:30 ★ 4.97 (37 reviews) Duration: 4h Live guide: EN ✓ Free cancellation. from € 550 per group

Madeira Private Sailboat Tour: South Coast & Fajã dos Padres Sail Madeira's south coast with a private guide, swim in Atlantic waters, and spot whales and dolphins. Snorkel. Every day · 10:00 and 15:00 ★ 4.85 (27 reviews) Duration: 4h Live guide: EN · PT · ES ✓ Free cancellation. from € 570 per group

Private Sunset Boat Tour Funchal: 2.5 hours, snacks included Private 2.5-hour sunset boat tour from Funchal Marina for up to 8 people with crew, snacks. Every day · 07:00 and 19:00 ★ 5.00 (23 reviews) Duration: 2h 30m ✓ Free cancellation. from € 450 per group

Private Catamaran Tour from Calheta, Madeira: Swim & Snorkel Private catamaran from Calheta with an open bar, snorkeling gear and paddleboards included. Mon–Sat · 11:00, 14:30 and 16:30 ★ 5.00 (16 reviews) Duration: 3h Live guide: EN · PT ✓ Free cancellation. from € 399 per person

Snorkeling in Madeira: Sunset Sail with Swimming Snorkel the Madeira coast at sunset aboard a traditional sailing boat with 16 guests max, swim in the Atlantic, and watch Funchal from the water on a 3-hour evening sail. Every day · 17:30 · All ages ★ 4.91 (34 reviews) Duration: 3h Live guide: EN · PT · FR · ES ✓ Free cancellation. from € 55 per person

Snorkeling in Madeira: Full-Day Sailing Tour with Lunch Sail Madeira's coast aboard the Ventura do Mar to Ponta de São Lourenço, swim and snorkel in secluded bays, and enjoy lunch with a drink while taking in coastal views. Thu · 10:00 · All ages ★ 4.80 (10 reviews) Duration: 7h 30m Live guide: EN · PT · FR ✓ Free cancellation. from € 85 per person

Private Sailing Cruise Madeira: Sunrise, Sunset & Moonlight Sail Madeira's waters without an engine on a private 3-hour cruise. Choose sunrise to catch the Green Flash, sunset for golden light. Every day · No fixed time ★ 5.00 (12 reviews) Duration: 3h Live guide: EN · PT · IT · FR +1 ✓ Free cancellation. from € 450 per group

Funchal Sunset Sailing Tour: Swim and Toast at Golden Hour Private sunset sailing tour in Funchal with swimming, open bar and finger foods included: two and a half hours to swim in the sea and raise a glass. Every day · 18:00 ★ 5.00 (6 reviews) Duration: 2h 30m Live guide: EN · PT · ES ✓ Free cancellation. from € 420 per group
All 9 options, side by side
✓ 2026-11-14| Option | Price | Duration | Rating | Days and times | Guide languages |
|---|---|---|---|---|---|
€ 310 per group up to 10 people · ≈ € 31 per person if 10 go | 2h 30m | 4.99★ · 98 | Every day · No fixed time | English, German, Spanish +2 | |
€ 550 per group up to 8 people · ≈ € 69 per person if 8 go | 4h | 4.97★ · 37 | Every day · 10:00 and 14:30 | English | |
€ 570 per group up to 6 people · ≈ € 95 per person if 6 go | 4h | 4.85★ · 27 | Every day · 10:00 and 15:00 | English, Spanish, Portuguese | |
€ 450 per group up to 8 people · ≈ € 56 per person if 8 go | 2h 30m | 5.00★ · 23 | Every day · 07:00 and 19:00 | — | |
€ 399 per person | 3h | 5.00★ · 16 | Mon–Sat · 11:00, 14:30 and 16:30 | English, Portuguese | |
€ 55 per person | 3h | 4.91★ · 34 | Every day · 17:30 | English, Spanish, French +1 | |
€ 85 per person | 7h 30m | 4.80★ · 10 | Thu · 10:00 | English, French, Portuguese | |
€ 450 per group up to 8 people · ≈ € 56 per person if 8 go | 3h | 5.00★ · 12 | Every day · No fixed time | English, Spanish, French +2 | |
€ 420 per group up to 6 people · ≈ € 70 per person if 6 go | 2h 30m | 5.00★ only 6 reviews | Every day · 18:00 | English, Spanish, Portuguese |
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