10 Best Funchal Multiday Tours in October 2026

Get a customized trip to Funchal in October 2026

Plan a multi-country or regional adventure across Funchal in October 2026, with help from a local expert.

Mariana AfonsoTravel Expert in Portugal
Rosa LaraTravel Expert in Portugal & Spain
Tiernan O'RourkeTravel Expert in Portugal & Spain
Steven VigorTravel Expert in Portugal & Spain
Daniela PintoTravel Expert in Portugal
Teresa MeloTravel Expert in Portugal

Start planning your Trip

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Accommodations

Mid-rangeComfortable and reliable 3-star stays. Expect private rooms, en-suite bathrooms, and solid amenities — a great balance between comfort and cost.
PremiumUpscale 4-5 star hotels and lodges. Enjoy high-end service, refined comfort, and premium locations — ideal for travelers seeking extra indulgence.

9% OFF TODAY

Walking in Madeira - October 2026

4.8

(101 reviews )

No booking fees

Best price guaranteed

A good weeks holiday, the walks had to be changed due to the inclement weather. Group members were nice.

Walking tours

Tour Type

Small Group Tour

Accommodation

Hotel, Lodge

Age Range

16-99 yrs

Operated in

english

Destinations

Funchal, Santana, Porto da Cruz

Funchal, Santana, Porto da Cruz, Faja Do Penedo, Faja Da Ovelha, Pico De Ruivo, Madeira

9% OFF TODAY

Duration8 days

From

USD 1,380

USD 1,250

Saving

USD 130

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Super Sales

Hiking in Madeira - October 2026

(8 reviews )

No booking fees

Best price guaranteed

Beautiful island. I want to move there.

Trekking and Hiking

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

12-100 yrs

Operated in

english

Destinations

Funchal, Madeira, Santana

Duration6 days

From

USD 1,179

USD 1,144

Saving

USD 35

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Super Sales

Walking the Island of Madeira - October 2026

4.7

(22 reviews )

No booking fees

Best price guaranteed

This holiday provided straightforward walking in exceptional and sometimes unusual scenery in great company and with an experienced and characterful guide. It was exactly what we were looking for in a short break from the British winter. The accommodation was excellent and the whole trip was well organised, and good value. Everyone involved that we met (eg hotel staff, transfer vehicle drivers etc) were without exception helpful and friendly. We found the holiday relaxing and rewarding.

Trekking and HikingBeach

Tour Type

Small Group Tour

Accommodation

Hotel, Lodge

Age Range

18-99 yrs

Operated in

english

Destinations

Funchal, Madeira, Porto da Cruz

Funchal, Madeira, Porto da Cruz, Queimadas, Pico Ruivo

Duration8 days

From

USD 2,400

USD 2,328

Saving

USD 72

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Super Sales

Premium Walking & Hiking in Madeira - October 2026

(1 review )

No booking fees

Best price guaranteed

Set off on a six-day Premium hiking adventure through Madeira’s dramatic coastlines, volcanic landscapes and lush forests. Hike the 25 Fontes trail and visit Risco Waterfall, relax in natural volcanic rock pools at Porto Moniz, take in the sweeping ocean views on your hike to Vereda da Ponta de Sao Lourenco and hike to the highest point on the island on the Vereda do Pico do Ruivo. Along the way, visit small mountain villages, learn about the region’s local culture and indulge in Madeira’s most famous local produce, wine and rum. With its mild climate and diverse terrain, Madeira offers the perfect escape and hiking destination all year round.

Bicycle tours

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Santiago De Compostela, Leon, As

Santiago De Compostela, Leon, Astorga, Molinaseca, O Cebreiro, Samos, Palas De Rei, Funchal

Duration6 days

From

USD 4,755

USD 4,612

Saving

USD 143

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Super Sales

Hiking in Madeira - October 2026

No booking fees

Best price guaranteed

Set off on a seven-day hiking adventure through Madeira’s dramatic coastlines, volcanic landscapes and lush forests. Hike renowned trails such as Vereda do Fanal, Pico do Ruivo, Levada do Norte and the scenic loop from Jardim do Mar through Vereda do Jardim and Levada da Calheta. Along the way, visit nearby villages like Santana (famous for its traditional thatched houses), as well as Prazeres and Seixal. Take a dip in volcanic rock pools, sip Madeira’s signature Ponch and visit a local rum distillery. With its mild year-round climate and diverse terrain, Madeira offers the perfect active winter escape.

Trekking and Hiking

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Funchal

Duration7 days

From

USD 1,825

USD 1,770

Saving

USD 55

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Super Sales

Madeira Discovery - Premium Adventure - October 2026

No booking fees

Best price guaranteed

Adrift in the Atlantic, the Portuguese island of Madeira is a one-off – closer to Africa than it is mainland Europe. Join us on this small-group Premium Adventure for a deep exploration of this unique island. Guided by an expert tour leader, we experience the local culture on tours of the small towns and villages, marvel at subtropical landscapes on gentle walks, and, of course, dig into the regional food and drink scene. There’s also time to explore the lesser-visited island of Porto Santo, while ending each night at The Vine, a Premium hotel with a rooftop pool.

Cultural, religious and historic sites

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Funchal, Câmara De Lobos, Madeir

Funchal, Câmara De Lobos, Madeira, Porto Santo, Caniçal

Duration8 days

From

USD 4,500

USD 4,365

Saving

USD 135

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9% OFF TODAY

Family Madeira Adventure - October 2026

4.7

(3 reviews )

No booking fees

Best price guaranteed

Madeira is a beautiful island and Explore's Family Adventure enabled us to enjoy its many splendours in a perfectly curated itinerary, led by a fabulous local tour guide - Benny - whose passion and energy was contagious. The itinerary was perfectly paced, with a diverse range of great adventures to keep us all engaged, with plenty of time for relaxation too. Benny's encyclopedic knowledge of the island and great connections within it, ensured that we discovered some great hidden gems and got the optimum value from every experience.

Boat tours, water sports and marine wildlife

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

7-99 yrs

Operated in

english

Destinations

Funchal, Santana

9% OFF TODAY

Duration8 days

From

USD 1,790

USD 1,630

Saving

USD 160

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All Funchal Tours in October 2026

7 Trips in Funchal during October 2026 with 135 Reviews

Get a customized trip to Funchal in October 2026

7 Trips in Funchal during October 2026 with 135 Reviews

Walking in Madeira - October 2026

Hiking in Madeira - October 2026

Walking the Island of Madeira - October 2026

Premium Walking & Hiking in Madeira - October 2026

Hiking in Madeira - October 2026

Madeira Discovery - Premium Adventure - October 2026

Family Madeira Adventure - October 2026

Europe

Asia

South America

Africa

North America

Oceania

Polar

Food, wine, events and nightlife

Adventure and sport

Wildlife, landscapes and nature

Boat tours, water sports and marine wildlife

Sightseeing, attractions, culture and history

Air tours, road trips and transfers

Beach, romance, getaways and relaxation

Special interests and hobbies

All Funchal Tours in October 2026

7 Trips in Funchal during October 2026 with 135 Reviews

Get a customized trip to Funchal in October 2026

7 Trips in Funchal during October 2026 with 135 Reviews

Walking in Madeira - October 2026

Hiking in Madeira - October 2026

Walking the Island of Madeira - October 2026

Premium Walking & Hiking in Madeira - October 2026

Hiking in Madeira - October 2026

Madeira Discovery - Premium Adventure - October 2026

Family Madeira Adventure - October 2026