Discover 10+ Funchal trips in September 2026 with 310+ verified reviews. Crafted by vetted tour operators, these Funchal September 2026 tours showcase the country at its seasonal best.
Our guide Benny was everything I have come to expect from an Explore Guide. Genuine, enthusiastic, interested and interesting. All questions were answered; about our itinerary, the island, our hotels, recommendations for restaurants, food (including allergies/intolerances), drinks, customs, flora and fauna. Benny's knowledge of his homeland is encyclopaedic. I had been to Madeira many times before, and of course the island has changed, whilst maintaining it's essential qualities that I have long treasured. For my husband David, it was his very first visit. Luckily for me, he fell in love with the place too, and we are already trying to fit in a return visit asap.
I was suffering from injuries to both achilles tendons and had thought I would be unable to take part in any of the walks, but decided we would still go on the holiday anyway and make the very best of things. I rang the Explore office about a week beforehand to fill them in and asked them to pass on the information to our guide. I was delighted to find at our initial meeting that Benny had indeed been advised about our situation. Having discussed things with Benny, we gave it a go, and loved the walks that we did. We had a few days off to allow recovery on the days between the walks we did. The walks were stunning in terms of locations. The terrain was very varied, the variety of flora and fauna was better than expected, given the time of year.
The three hotels in which we stayed were in excellent locations, they were spotlessly clean, the staff were very friendly and helpful. The last hotel, in Funchal was a little "tired" but the staff have explained that this year they are undergoing an extensive program of refurbishment to the public areas and to the rooms. Again, I stress, we had NO complaints. We actually stayed there a few additional days after the end of the tour, and thoroughly enjoyed our stay.
I would not hesitate to recommend our guide Benny, this tour, and Explore Holidays in general. Five star ratings from us both!
Walking tours
Tour Type
Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
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, Rabaçal, Pico, Madeira
23% OFF TODAY
This deal is valid for limited time. Book now to reserve your seats.
Choose this self-drive tour around Madeira and spend 8 memorable days exploring the superb culture and landscapes of this island. Drive along the emerald coastline passing through the charming fish villages Santo da Sierra and Boaventura, take in to the beautiful waterfall called “Veu da Noiva” (The bride’s veil) and discover the legend about the unfulfilled love. Melt into the flavours and aromas by the typical dishes of the local gastronomy in Ponta do Sol and in Funchal, experience the vivid and attractive vibe of the Portuguese culture and traditions. This trip will fill all your senses and will leave great memories for the lifetime.
Self-drive or vehicle rental
Tour Type
Private Tour
Accommodation
Hotel
Age Range
6-99 yrs
Operated in
english
Destinations
Madeira, Santo Da Serra, Boavent
Madeira, Santo Da Serra, Boaventura, Ponta Do Sol, Funchal
22% OFF TODAY
This deal is valid for limited time. Book now to reserve your seats.
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 TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
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
18% OFF TODAY
This deal is valid for limited time. Book now to reserve your seats.
Embark on a captivating journey through Madeira, Portugal's Pearl of the Atlantic, where emerald forests meet dramatic cliffs and cultural charm blends with island hospitality. This centre based adventure invites you to relax and explore from the cosy capital, Funchal, a city rich in history, colour, and sea-swept beauty.
Island culture - Discover Funchal's historic heart, visit traditional A-frame houses, and walk along scenic levadas.
Volcanic landscapes - Swim in natural lava pools and explore dramatic coastal cliffs.
Culinary delights - Taste regional wine and rum, and enjoy a fresh, home-cooked lunch with in a family home.
Upgraded Range - Immerse yourself in the sights and sounds of Madeira from our hand picked premium hotel
Tour Type
Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
Accommodation
Hotel, Lodge
Age Range
16-99 yrs
Operated in
english
Destinations
Funchal, Porto Santo
Funchal, Porto Santo
22% OFF TODAY
This deal is valid for limited time. Book now to reserve your seats.
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 TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
Accommodation
Hotel
Age Range
15-99 yrs
Operated in
english
Destinations
Funchal, Jardim Da Serra, Vila Real De Santo António
Funchal, Jardim Da Serra, Vila Real De Santo António
18% OFF TODAY
This deal is valid for limited time. Book now to reserve your seats.
