Top Madeira Cruises, Sailing & Water Tours

Q: Which Madeira Cruises, Sailing & Water Tours have Instant Confirmation?

Madeira Cruises, Sailing & Water Tours with Instant Confirmation include: Madeira Private Sailing Cruise Cabo Girao And Garajau Private Full Day 4X4 Experience: East or West Private Dolphin and Whale Watching Tour in Madeira Private Sunset Boat Trip Funchal, Madeira with Snacks & Beverages Porto Moniz - Private Full-Day - Safari 4x4 Tour - NorthWest View all Tours with Instant Confirmation →

Q: I need a ride! Which Madeira Cruises, Sailing & Water Tours have Hotel Pickup?

No problem. These Madeira Cruises, Sailing & Water Tours include Hotel Pickup: Private Full Day 4X4 Experience: East or West Porto Moniz - Private Full-Day - Safari 4x4 Tour - NorthWest Private Full-Day - Comfort 4x4 Tour - NorthWest Private Half-Day 4X4 Experience: East or West Wines Tasting Experience and Skywalk with Dolphin Watching View all Tours with Hotel Pickup →

Q: Got any more Madeira trip ideas?

We sure do. Check out our curated lists of hand-picked Madeira Tours. Top 10 Madeira 2026 Senior-friendly tours Madeira The best tours and activities for culture lovers in Madeira Top Day Trips from Madeira Things to do in Madeira this summer View all Madeira Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Madeira?

Based on our sales data over the past year, the most popular styles of tours and activities in Madeira are: Madeira Tours & Sightseeing Madeira Luxury & Special Occasions Madeira Luxury Tours Madeira Outdoor Activities Madeira Day Trips & Excursions View all tour styles in Madeira →

Why Choose Divine Boats for Your Madeira Boat Tours? At Divine Boats, we specialize in crafting private boat tours in Madeira tailored to your desires. …More

Boat Trips in Madeira Rent a Yacht for Your Adventure

Why Choose Divine Boats for Your Madeira Boat Tours? At Divine Boats, we specialize in crafting private boat tours in Madeira tailored to your desires....

4 hours

from
$970

Madeira's coastline sets the scene for private sailing to Cabo Girao, the Garajau Partial Nature Reserve, and Faja dos Padres. Swim or snorkel at coastal …More

Madeira Private Sailing Cruise Cabo Girao And Garajau

Madeira's coastline sets the scene for private sailing to Cabo Girao, the Garajau Partial Nature Reserve, and Faja dos Padres. Swim or snorkel at coastal...

7 hours Free Cancellation

from
$822

Half Day Sailing Experience in Madeira´s South Coast

Since 2001, we've been cruising the waters of Madeira and Porto Santo in all sorts of nifty vessels, from dinghies to windsurfing boards and catamarans. …More

5.0 (7)

Half Day Sailing Experience in Madeira´s South Coast

Since 2001, we've been cruising the waters of Madeira and Porto Santo in all sorts of nifty vessels, from dinghies to windsurfing boards and catamarans....

5 hours Free Cancellation

5.0 (7)

from
$799

Private Full Day 4X4 Experience: East or West

Join us on a private full-day open roof jeep and discover the stunning landscapes of the East or West side of the island. Lunch not …More

Funchal, Portugal

5.0 (82)

Private Full Day 4X4 Experience: East or West

Join us on a private full-day open roof jeep and discover the stunning landscapes of the East or West side of the island. Lunch not...

7 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (82)

from
$629

Private Dolphin and Whale Watching Tour in Madeira

Whale Watching Tour: Treat yourself to a comfortable yacht and a professional crew! How about a glass of sparkling wine while watching whales and dolphins? …More

Funchal, Portugal

5.0 (410)

Private Dolphin and Whale Watching Tour in Madeira

Whale Watching Tour: Treat yourself to a comfortable yacht and a professional crew! How about a glass of sparkling wine while watching whales and dolphins?...

2 hours 30 minutes Free Cancellation

5.0 (410)

from
$599

Sunrise, Sunset & Moonlight private Sailing Cruises in Madeira

Since 2001, we've been cruising the waters of Madeira and Porto Santo in all sorts of nifty vessels, from dinghies to windsurfing boards and catamarans. …More

5.0 (11)

Sunrise, Sunset & Moonlight private Sailing Cruises in Madeira

Since 2001, we've been cruising the waters of Madeira and Porto Santo in all sorts of nifty vessels, from dinghies to windsurfing boards and catamarans....

3 hours Free Cancellation

5.0 (11)

from
$514

Private Sunset Boat Trip Funchal, Madeira with Snacks & Beverages

Experience the beauty of a Madeira sunset on a private 2.5-hour boat trip with Luv Sailing for up to 8 people from Funchal. (sunrise trips …More

5.0 (22)

Private Sunset Boat Trip Funchal, Madeira with Snacks & Beverages

Experience the beauty of a Madeira sunset on a private 2.5-hour boat trip with Luv Sailing for up to 8 people from Funchal. (sunrise trips...

2 hours 30 minutes Free Cancellation

5.0 (22)

from
$511

Porto Moniz - Private Full-Day - Safari 4x4 Tour - NorthWest

The West tour takes you to the lush northwest, full of cliffs, valleys, forests, mountains, waterfalls and cows! Always far from the beaten track. So …More

5.0 (51)

Porto Moniz - Private Full-Day - Safari 4x4 Tour - NorthWest

The West tour takes you to the lush northwest, full of cliffs, valleys, forests, mountains, waterfalls and cows! Always far from the beaten track. So...

8 hours Hotel pickup offered Free Cancellation

5.0 (51)

from
$495

Private Full-Day - Comfort 4x4 Tour - NorthWest

The West tour takes you to the lush northwest, full of cliffs, valleys, forests, mountains, waterfalls and cows! So many experiences, in just one day: …More

5.0 (36)

Private Full-Day - Comfort 4x4 Tour - NorthWest

The West tour takes you to the lush northwest, full of cliffs, valleys, forests, mountains, waterfalls and cows! So many experiences, in just one day:...

8 hours Hotel pickup offered Free Cancellation

5.0 (36)

from
$483

Feel the wind in your hair and smell the salty air. Madeira has so much to offer and so do our boat trips. One thing …More

5.0 (9)

Madeira Private Boat Tour from Funchal

Feel the wind in your hair and smell the salty air. Madeira has so much to offer and so do our boat trips. One thing...

3 hours Free Cancellation

5.0 (9)

from
$448

Private Half-Day 4X4 Experience: East or West

Join on a private half-day jeep tour and discover the stunning landscapes of the east or west side of the island. East Tour: Head to …More

Funchal, Portugal

5.0 (33)

Private Half-Day 4X4 Experience: East or West

Join on a private half-day jeep tour and discover the stunning landscapes of the east or west side of the island. East Tour: Head to...

5 hours Hotel pickup offered Free Cancellation

5.0 (33)

from
$437

Madeira Private Sunset Boat Tour from Funchal

Feel the wind in your hair and smell the salty air. Madeira has so much to offer and so do our boat trips. One thing …More

5.0 (94)

Madeira Private Sunset Boat Tour from Funchal

Feel the wind in your hair and smell the salty air. Madeira has so much to offer and so do our boat trips. One thing...

2 hours 30 minutes Free Cancellation

5.0 (94)

from
$356

Fireworks by Boat - New Years Eve/June Atlantic Festival

The BEST location to watch the World renowned Fireworks of the New Year! A small group size tour which allows for the smoothest start into …More

4.7 (3)

Fireworks by Boat - New Years Eve/June Atlantic Festival

The BEST location to watch the World renowned Fireworks of the New Year! A small group size tour which allows for the smoothest start into...

2 hours Free Cancellation

4.7 (3)

from
$216

Wines Tasting Experience and Skywalk with Dolphin Watching

"Enjoy the famous vineyards at São Vicente, the amazing skywalk at Cabo Girão and the beauty of Madeira’s Sea on board of a catamaran" From …More

Funchal, Portugal

4.9 (28)

Wines Tasting Experience and Skywalk with Dolphin Watching

"Enjoy the famous vineyards at São Vicente, the amazing skywalk at Cabo Girão and the beauty of Madeira’s Sea on board of a catamaran" From...

8 hours Hotel pickup offered Free Cancellation

4.9 (28)

from
$125

Catamaran Day Cruise to Desertas Islands from Funchal

Enjoy a Catamaran cruise visiting one of Madeira's natural reserves. Stop at Desertas Islands, take a short tour on the island and swim in the …More

3.8 (31)

Catamaran Day Cruise to Desertas Islands from Funchal

Enjoy a Catamaran cruise visiting one of Madeira's natural reserves. Stop at Desertas Islands, take a short tour on the island and swim in the...

9 hours Free Cancellation

3.8 (31)

from
$103

Arieiro Peak and Cristo Rei 4x4 Experience + Dolphins Watching

With a beautiful and panoramic view over Funchal and Desertas Islands , we start our tour at Largo do Miranda . After this viewpoint we …More

Funchal, Portugal

5.0 (11)

Arieiro Peak and Cristo Rei 4x4 Experience + Dolphins Watching

With a beautiful and panoramic view over Funchal and Desertas Islands , we start our tour at Largo do Miranda . After this viewpoint we...

9 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$102

Amazing Skywalk, Wine Tasting & 4x4 Adventure + Dolphin Watching

From Funchal we will go uphill to Boca dos Namorados, with its wonderful landscapes; from this fantastic place, we will see the famous Nun’s Valley …More

Funchal, Portugal

4.9 (29)

Amazing Skywalk, Wine Tasting & 4x4 Adventure + Dolphin Watching

From Funchal we will go uphill to Boca dos Namorados, with its wonderful landscapes; from this fantastic place, we will see the famous Nun’s Valley...

8 hours Hotel pickup offered Free Cancellation

4.9 (29)

from
$101

Discover Madeira’s stunning coastline on a full-day sailing tour aboard the classic Ventura do Mar. Sail towards Ponta de San Lorenzo and explore beautiful bays, …More

4.7 (7)

Madeira Bays Sailing Tour

Discover Madeira’s stunning coastline on a full-day sailing tour aboard the classic Ventura do Mar. Sail towards Ponta de San Lorenzo and explore beautiful bays,...

7 hours 30 minutes Free Cancellation

4.7 (7)

from
$97

We are the only Whale Watching company in Madeira providing a Luxury experience for an affordable price to see the dolphins and whales. We will …More

Funchal, Portugal

5.0 (1,573)

VipDolphins Luxury Whale Watching

We are the only Whale Watching company in Madeira providing a Luxury experience for an affordable price to see the dolphins and whales. We will...

3 hours Free Cancellation

5.0 (1,573)

from
$91

Whale and Dolphin Watching Tour in Madeira

Whales and Dolphins Watching Tour: Come experience the marvellous nature of the south west sea of Madeira Island on board a refined and comfortable motor …More

Funchal, Portugal

5.0 (898)

Whale and Dolphin Watching Tour in Madeira

Whales and Dolphins Watching Tour: Come experience the marvellous nature of the south west sea of Madeira Island on board a refined and comfortable motor...

2 hours 30 minutes Free Cancellation

5.0 (898)

from
$85

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

What are the best options for Madeira Cruises, Sailing & Water Tours?

What are the best kid-friendly options for Madeira Cruises, Sailing & Water Tours Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Madeira Cruises, Sailing & Water Tours are:

View all kid-friendly Tours →

Which Madeira Cruises, Sailing & Water Tours have Instant Confirmation?

Which Madeira Cruises, Sailing & Water Tours have Free Cancellation?

Madeira Cruises, Sailing & Water Tours with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

I need a ride! Which Madeira Cruises, Sailing & Water Tours have Hotel Pickup?

Got any more Madeira trip ideas?

What are the most popular styles of Tours and Activities in Madeira?