Madeira · SAILING

The 15 Best Sailing Trips in Madeira

18 tours  ·  from $40 a head

Catamarans, ketches and a replica of Columbus’s Santa Maria, all out of Funchal marina. These 15 are compared on price, hours aboard, whether food and drinks are genuinely included and which ones stop to swim.

From Funchal: Ecological Catamaran Dolphin Whale Watching - A catamaran made for watching wildlife
Cruises & Boat Tours, Dolphin Watching, Sailing, Tour Reviews, Whale Watching

From Funchal: Ecological Catamaran Dolphin Whale Watching

1.Ecological Catamaran Dolphin Whale Watching

★★★★★★★★★★4.5 · 5,771 reviews · from $40Our pick

Cruise Madeira’s coast on a quiet hybrid catamaran, search for dolphins and whales, then swim beneath Cabo Girão for $40.

“It was a very nice atmosphere and we saw some bottlenose dolphins and commun dolphins during our trip. 100% recommend! Stuff was friendly and they give you a lot of informations about the dolphins you encounter.”

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Funchal: Dolphin and Whale Watching Catamaran Cruise - Searching for dolphins and whales off Madeira
Cruises & Boat Tours, Dolphin Watching, Sailing, Tour Reviews, Whale Watching

Funchal: Dolphin and Whale Watching Catamaran Cruise

2.Dolphin and Whale Watching Catamaran Cruise

★★★★★★★★★★4.5 · 5,697 reviews · 3 hours · from $41

Search Madeira’s waters for dolphins and whales, cruise beneath Cabo Girão, and swim from a spacious catamaran for $41.

“Entire experience was amazing and all went as planned - we have been extremely lucky as we managed to watch whales and dolphins during the trip. Staff was helpful and also enjoyed watching with all the crew - we could see their happy faces. Wild life watching is seasonal and we picked the best time of the year.”

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Funchal Bay: Dolphin & Whale Watch Luxury Catamaran Cruise - Leaving Atlantic Pearl from Funchal’s New Marina
Cruises & Boat Tours, Dolphin Watching, Sailing, Tour Reviews, VIP, Whale Watching

Funchal Bay: Dolphin & Whale Watch Luxury Catamaran Cruise

3.Dolphin & Whale Watch Luxury Catamaran Cruise

★★★★★★★★★★4.2 · 2,684 reviews · 3 hours · from $47

Cruise Funchal Bay by luxury catamaran, look for whales and dolphins, swim beneath Cabo Girão, and enjoy Madeira from the sea.

“Going on the catamaran was great fun! We saw the pilot whales which was great! The boat was very comfortable and very relaxing. The guides gave us some history and were very friendly. Really enjoyed it!”

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Madeira Dolphin and Whale Watching on a Ecological Catamaran - Searching the water with shore-based spotters
Cruises & Boat Tours, Dolphin Watching, Sailing, Tour Reviews, Whale Watching

Madeira Dolphin and Whale Watching on a Ecological Catamaran

4.Madeira Dolphin and Whale Watching on a Ecological Catamaran

★★★★★★★★★★4.5 · 1,957 reviews · 3 hours (approx.) · from $42

Cruise Madeira’s coast by eco catamaran, spotting dolphins and whales with expert guides, then enjoy Cabo Girão and Câmara de Lobos views.

“Well organised trip. We were on a cruise ship and walked to where the Magic Dolphin kiosk and boat are. All staff were very professional, particularly the staff on board. We saw pilot whales and common seals. Take a waterproof, as you may get very wet from sea spray on the return journey. You can purchase snacks and drinks on board although we didn’t take this up.”

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Funchal: Dolphin and Whale Watching by Luxury Catamaran - Finding Pier 8 at Funchal Marina
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Funchal: Dolphin and Whale Watching by Luxury Catamaran

5.Dolphin and Whale Watching by Luxury Catamaran

★★★★★★★★★★4.5 · 1,709 reviews · 3 hours · from $47

Review of Funchal’s 3-hour luxury catamaran tour, with dolphin and whale watching, Cabo Girão views, swimming, expert guides, and small groups.

“It was a great experience sailing around the bay on a catamaran. We saw loads of dolphins, and had the opportunity to take lots of photos. The catamaran was comfortable and we sunbathed. The crew were friendly and knowledgeable. There were two stops for swimming - this was amazing. Worth every penny!”

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Funchal: Dolphin and Whale Watching Sunset Sailing Tour - Sailing west along Madeira’s Atlantic coast
Cruises & Boat Tours, Dolphin Watching, Evening Experiences, Sailing, Tour Reviews, Tours, Whale Watching

Funchal: Dolphin and Whale Watching Sunset Sailing Tour

6.Dolphin and Whale Watching Sunset Sailing Tour

★★★★★★★★★★4.7 · 1,642 reviews · from $63

Review of Funchal’s 3-hour sunset sailing tour with dolphin and whale watching, Cabo Girão swimming, snorkeling, drinks, and practical tips.

“We went on an afternoon sunset boat trip, and it was an unforgettable experience. The views were stunning as the sun dipped below the horizon, but the real highlight was our guide, Jose. He was absolutely brilliant — hilarious, friendly, and full of fun stories that kept everyone entertained. He created such a great atmosphere on board. And the Madeira wine? So good! It was the perfect touch to a relaxing, scenic cruise. Highly recommend this trip — especially if you get Jose as your guide!”

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Funchal: Dolphin and Whale Watching Sailing Trip - Watching for dolphins, whales, and turtles offshore
Cruises & Boat Tours, Dolphin Watching, Sailing, Tour Reviews, Whale Watching

Funchal: Dolphin and Whale Watching Sailing Trip

7.Dolphin and Whale Watching Sailing Trip

★★★★★★★★★★4.6 · 1,325 reviews · 3 hours · from $47

Sail from Funchal to Cabo Girão for dolphin and whale watching, swimming, snorkeling, coastal views, and drinks on a small-group yacht.

“The Skipper & Bruno were fantastic! Very safe , very knowledgeably & fantastic guides for the trip! We got to see dolphins , enjoyed the views of Maderia and stopped for a swim, a really great way to see more of the island and enjoy the beauty of it all”

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Madeira: Funchal Sunset Tour by Catamaran - Cruising Madeira’s south coast at dusk
Cruises & Boat Tours, Evening Experiences, Sailing, Tour Reviews, Tours

Madeira: Funchal Sunset Tour by Catamaran

8.Funchal Sunset Tour by Catamaran

★★★★★★★★★★4.4 · 1,200 reviews · 3 hours · from $47

Cruise from Funchal at sunset, watch for dolphins and whales, swim beneath Cabo Girão, and enjoy a relaxed three-hour catamaran trip.

“Saw two groups of dolphins, had a great swim underneath cape giraud and lots of fun. Really worth going!”

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Dolphin and Whale Watching Catamaran Cruise from Funchal - The search for dolphins and whales
Cruises & Boat Tours, Dolphin Watching, Sailing, Tour Reviews, Whale Watching

Dolphin and Whale Watching Catamaran Cruise from Funchal

9.Dolphin and Whale Watching Catamaran Cruise from Funchal

★★★★★★★★★★4.5 · 645 reviews · 3 hours (approx.) · from $48

Review of Madeira’s 3-hour catamaran cruise from Funchal, with dolphins, whales, Cabo Girão swimming, onboard bar, and a free return trip if needed.

“The trip was a blessing, we saw orcas, dolphins and on the way back to the coast ., a manta ray approached the catamaran, wich is not happening very often on the coasts of Madeira. Captain and team are a perfect match and they did a great job. I would do the trip again, right away. Thanks for everything and stay calm with the crazy tourists. Muito obrigado Thanks a lot villmols Merci Dankeschön”

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Seaborn Catamaran trips - Leaving Funchal Marina on time
Cruises & Boat Tours, Sailing, Tour Reviews

Seaborn Catamaran trips

10.Seaborn Catamaran trips

★★★★★★★★★★4.5 · 432 reviews · 3 hours (approx.) · from $42

Cruise Madeira’s coast from Funchal, search for whales and dolphins, stop at Cabo Girão, and swim in the Atlantic on a 3-hour catamaran trip.

“Saw a sperm whale and it’s baby!Rare occurance.Nice dip in the sea at the end.Great crew.Very informative and friendy captain! Coral beer lovely!”

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Half-day Catamaran Trip from Funchal - Searching for dolphins, whales, and turtles
Cruises & Boat Tours, Half-Day, Sailing, Tour Reviews

Half-day Catamaran Trip from Funchal

11.Half-day Catamaran Trip from Funchal

★★★★★★★★★★4.5 · 272 reviews · from $40

Sail Madeira’s coast from Funchal on a relaxed 3-hour catamaran trip with dolphin and whale searches, Cabo Girão views, and summer swims.

“Does what is says on the tin a 3 hour cruise and spotted dolphins 🤷‍♂️😁 couldn't fault the whole experience and would happy book with Nautisantos again :)”

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Eco-Friendly Catamaran Dolphin and Whale Watching - How the wildlife search works
Cruises & Boat Tours, Dolphin Watching, Sailing, Tour Reviews, Whale Watching

Eco-Friendly Catamaran Dolphin and Whale Watching

12.Eco-Friendly Catamaran Dolphin and Whale Watching

★★★★★★★★★★4.5 · 226 reviews · 2 hours 30 minutes to 3 hours (approx.) · from $42

Watch Madeira’s dolphins and whales from a comfortable catamaran, with live commentary, coastal views, and a chance to swim.

“Really good experience. Comfortable boat and we could lie on nets at the front ( and risk getting wet). We saw a huge pod of Atlantic Spottdd Dolphins. We watched them hunt in the crystal clear water for our allocated 10minutes”

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Desertas Islands Full-Day Catamaran Trip from Funchal - Reaching the volcanic shore of Deserta Grande
Cruises & Boat Tours, Full-Day, Sailing, Tour Reviews

Desertas Islands Full-Day Catamaran Trip from Funchal

13.Desertas Islands Full-Day Catamaran Trip from Funchal

★★★★★★★★★★4.3 · 196 reviews · 9 hours · from $106

Review of the Desertas Islands catamaran trip from Funchal, with volcanic scenery, monk seal conservation, lunch, swimming, and practical tips.

“It was great, the crew tried to show as many species as they could. The only negative experience was the guided walk around the guard’s house. Too many people with one round, can’t hear read, or enjoy it. It would be better in smaller groups.”

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Half Day Tour on a Luxury Catamaran on Madeira Island - Searching for dolphins, whales, and turtles
Cruises & Boat Tours, Sailing, Tour Reviews, Tours, VIP

Half Day Tour on a Luxury Catamaran on Madeira Island

14.Half Day Tour on a Luxury Catamaran on Madeira Island

★★★★★★★★★★4.0 · 159 reviews · 3 hours (approx.) · from $48

Review of Madeira’s 3-hour Atlantic Pearl catamaran trip, with dolphins, whales, swimming, island views, onboard facilities, price, and practical tips.

“It was good value for money, a lovely trip out, but the catamaran used was no where near as nice as the one we previously booked with Viator when we booked in January 2023”

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From Funchal: Cabo Girao Sunset Cruise on Luxury Catamaran - Seeing Cabo Girão from sea level
Cabo Girao Skywalk, Cruises & Boat Tours, Evening Experiences, Sailing, Tour Reviews, VIP

From Funchal: Cabo Girao Sunset Cruise on Luxury Catamaran

15.Cabo Girao Sunset Cruise on Luxury Catamaran

★★★★★★★★★★4.6 · 84 reviews · 3 hours · from $47

Cruise from Funchal to Cabo Girão for sunset, swimming, and possible dolphins or whales aboard a comfortable catamaran.

“Was a Last minute booking and thank god we did book! We had the most amazing time! The guide was so lovely and helpful explaining how to kayak and stayed with us while we were travelling to the beach so make sure we were all doing okay! when we got to the beach he told us a bit of history about the island and animals which was really interesting! Had the best time snorkelling and saw some amazing fish! The colours on them were gorgeous. All together had the most amazing time, we go given 2 waters and 2 redballs for the trip and got given snorkelling equipment as well.…”

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