TripFinder

Compare multi-day small-group tours from independent operators, then ask a Canadian travel advisor for help.

Explore

Find tripsDestinationsTravel stylesDealsCompare trips

TripFinder

How it worksTalk to an agentAbout usContact

Good to know

Privacy PolicyCookie choicesTerms of UseTravel guides
TripFinder.ca helps you compare small-group trips from independent operators and book with a TripFinder travel advisor. Trips are operated by the tour companies under their own terms. © 2026 HighBar Enterprises Ltd.Made for adventurers in Canada 🍁
TripFinder
Find trips
DealsAsk TheoCompareHow it worksBrowse all trips
Madeira Island Escape - Small Group
Find trips›Portugal›Madeira Island Escape - Small Group
TFOperated by Trafalgar

Madeira Island Escape - Small Group

From
CAD 2,195
Duration
4 days
Countries
Portugal
Activity
easy

The adventure

<p>Discover Madeira on a Small Group tour shaped by ocean views, local food and island tradition. Based in Funchal, you’ll explore the capital’s streets and flavours while getting closer to the landscapes, culture and daily life that define this Atlantic island.</p>

At a glance

Duration
4 days
Route
→
Countries
Portugal
Activity level
easy
Style
Beach & Islands, City & Short Breaks, Culture & History, Food & Drink
Group size
Ask
Flights
Not included
Solo travellers
Ask an agent

Day by day

Scenic aerial view of a coastal village in Madeira, Portugal with lush green landscapes and rocky shores.
Your journey through

Portugal

Day 1Welcome to MadeiraWelcome to Funchal, Madeira’s capital, where your stay begins by the sea. After settling into your hotel, meet your Travel Director and head out on a walking tour that introduces you to the city through its food and culture. As you explore the streets of the capital, learn more about Madeira’s history and the influences that have shaped life on the island, with local flavors giving you your first taste of what makes this place distinct.
A stylish rustic wooden welcome sign perfect for home decoration.Welcome to Madeira
Welcome to Funchal, Madeira’s capital, where your stay begins by the sea. After settling into your hotel, meet your Travel Director and head out on a walking tour that introduces you to the city through its food and culture. As you explore the streets of the capital, learn more about Madeira’s history and the influences that have shaped life on the island, with local flavors giving you your first taste of what makes this place distinct.
Day 2Funchal Your WayMake the most of a slower day on Madeira, whether that means time by the sea, enjoying your hotel or heading into Funchal for a look around the capital. You could also choose an Optional Experience to the south-west of the island, taking in Ponta do Sol, the Cabo Girão skywalk and Câmara de Lobos.
Stunning aerial view of Funchal, Madeira Island showcasing red rooftops by the sea.Funchal Your Way
Make the most of a slower day on Madeira, whether that means time by the sea, enjoying your hotel or heading into Funchal for a look around the capital. You could also choose an Optional Experience to the south-west of the island, taking in Ponta do Sol, the Cabo Girão skywalk and Câmara de Lobos.
Map showing Funchal Your Way
Day 3Funchal at LeisureToday is yours to enjoy Madeira at your own pace. You could browse the boutiques of Funchal, explore the old town streets of Zona Velha or visit Mercado dos Lavradores, where fruit, flowers and local produce have long been part of daily life in the capital. You might also take the cable car up to Monte for views over the bay and the city below. You could also join an Optional Experience and hike one of Madeira’s levada trails. This evening, join your fellow Small Group travelers for a final dinner.
Stunning aerial view of Funchal, Madeira Island showcasing red rooftops by the sea.Funchal at Leisure
Today is yours to enjoy Madeira at your own pace. You could browse the boutiques of Funchal, explore the old town streets of Zona Velha or visit Mercado dos Lavradores, where fruit, flowers and local produce have long been part of daily life in the capital. You might also take the cable car up to Monte for views over the bay and the city below. You could also join an Optional Experience and hike one of Madeira’s levada trails. This evening, join your fellow Small Group travelers for a final dinner.
Map showing Funchal at Leisure
Day 4Farewell MadeiraThis morning, your stay in Madeira comes to an end. After breakfast, bid farewell to your Travel Director and fellow travelers as your tour concludes in Funchal.
Picturesque low angle view of a rustic cottage and pathway in Madeira, Portugal.Farewell Madeira
This morning, your stay in Madeira comes to an end. After breakfast, bid farewell to your Travel Director and fellow travelers as your tour concludes in Funchal.

Where you'll stay & how you'll travel

Accommodation
  • Your itinerary
  • Dates & prices
  • Reviews
  • MAKE TRAVEL MATTER® ExperiencesEvery one of our tours includes at least one conscious travel experience that supports one or more of the United Nations Sustainable Development Goals (SDGS). Look out for yours within the day-by-day trip itinerary. Find out more
  • Net-zero by 2050Travel knowing our 4-point climate action plan will ensure net-zero greenhouse gas emissions by 2050. Find out more
  • Support LocalYour tour directly supports local communities by visiting family-run businesses, UNESCO sites and places of culturalsignificance. Find out more
  • Sustainable PracticesEvery part of our business, from trip design to how we run our offices, aligns to our 5-year sustainability strategy which ensures a positive impact on people, the planet and wildlife. Find out more
  • Philanthropic Efforts Our not-for-profit, the TreadRight Foundation, invests in nature-based solutions to address climate change. Find out more
  • Who We Are
  • Our Destination Management Companies
  • WE MAKE TRAVEL MATTER®
  • Become an Affiliate
Meals
  • Your itinerary
  • Dates & prices
  • Reviews
  • MAKE TRAVEL MATTER® ExperiencesEvery one of our tours includes at least one conscious travel experience that supports one or more of the United Nations Sustainable Development Goals (SDGS). Look out for yours within the day-by-day trip itinerary. Find out more
  • Net-zero by 2050Travel knowing our 4-point climate action plan will ensure net-zero greenhouse gas emissions by 2050. Find out more
  • Support LocalYour tour directly supports local communities by visiting family-run businesses, UNESCO sites and places of culturalsignificance. Find out more
  • Sustainable PracticesEvery part of our business, from trip design to how we run our offices, aligns to our 5-year sustainability strategy which ensures a positive impact on people, the planet and wildlife. Find out more
  • Philanthropic Efforts Our not-for-profit, the TreadRight Foundation, invests in nature-based solutions to address climate change. Find out more
  • Who We Are
  • Our Destination Management Companies
  • WE MAKE TRAVEL MATTER®
  • Become an Affiliate

Discover Portugal

A glimpse of the destination you'll explore.

Scenic aerial view of Douro Valley vineyards and river, Portugal's wine region.
A breathtaking aerial view of the foggy Nazaré beach and coastline in Portugal.
Serene view of lush greenery and a winding river in Bragança District, Portugal, under a cloudy sky.
Serene landscape view of Sever do Vouga valley in Portugal during day with smoky horizon.
Explore the rugged coastal landscape of Madeira Island, Portugal, with lush green hills and rocky cliffs.

Upcoming departures

DatesPrice / personAvailability
11 Apr – 14 Apr 2027(price may vary)
CAD 2,350Available
Book my trip
25 Apr – 28 Apr 2027(price may vary)
CAD 2,595Available
Book my trip
TF
Operated by Trafalgar

TripFinder compares the available catalog facts and can help with the booking. You travel under the operator's terms; final price and availability are confirmed before purchase.

Book my trip →
Ask Theo about this trip
From
CAD 2,195 CAD / person
Twin share · prices may vary by departure
Next departures
Apr 11, 2027CAD 2,350 · available
Apr 25, 2027CAD 2,595 · available
May 9, 2027CAD 2,595 · available
See all 16 departures →
Book my trip
No payment now — tell us a few details and an expert confirms everything & finishes your booking.
✓No payment & no obligation to send a request
✓An expert confirms by email or phone — your choice
Prefer to talk first? Send a request and choose phone as your contact preference.
Operated by Trafalgar · view on operator site ↗

More Europe adventures

OpeningZagreb to Santorini: 35 Unforgettable Days image
GG Adventures
Save 20%

Zagreb to Santorini: 35 Unforgettable Days

Bosnia and Herzegovina, Albania, Greece, Montenegro, Croatia · 35 days · Easy

fromCAD 8,639
Next: 02 Aug
OpeningUltimate Europe: Berlin, Tuscany & Greek Temples image
GG Adventures
Save 35%

Ultimate Europe: Berlin, Tuscany & Greek Temples

Albania, Austria, Czechia, Greece, Netherlands, Montenegro, Germany, Italy, Croatia · 34 days · Easy

fromCAD 5,960
Next: 09 Aug
OpeningOne Month in Europe: Germany, Italy & Croatia image
GG Adventures
Save 25%

One Month in Europe: Germany, Italy & Croatia

Albania, Austria, Czechia, Greece, Netherlands, Montenegro, Germany, Italy, Croatia · 30 days · Easy

fromCAD 5,310
Next: 09 Aug
From
CAD 2,195/ person
Book my trip