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A view off the beautiful coast of Madeira.

Madeira Small Ship Cruises

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Experience the captivating beauty and diverse landscapes of the 4 small ship cruises to Madeira and the Canary Islands with Adventure Life for 2025. Join us on a cruise journey through these six unique islands full of character, from Funchal to Tenerife, where you can explore archaeological sites, hike through the Levadas, and marvel at Teide National Park. Uncover the rich history of the region and enjoy a concert evening at Gabinete Literar. Delve into the Macaronesia & Bissagos Islands on a 21-day expedition cruise from Lisbon to Dakar aboard MS Spitsbergen, where you can discover La Palma, Santo Antão, and the landscapes of Fogo. Witness wildlife viewing opportunities and relax on a journey from Dakar to Lisbon, visiting the stunning Bissagos Islands along the way. Engage in small ship cruising, whale watching, and more while surrounded by the natural splendor of these enchanting islands. With activities like hiking and archaeological site visits, this adventure offers a relaxed pace suitable for all travelers. Don't miss this opportunity to immerse yourself in the wonders of Madeira and the Canary Islands. Contact one of Adventure Life's tour specialists for help planning your next seamless trip.
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    • Madeira
Colorful Canary Islands
from $19,735
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Exploring Cabo Verde, the Canary Islands and the Azores

Cabo Verde - Azores - 16 Day Itinerary aboard National Geographic Orion
  • Visit UNESCO sites
  • Discover Madeira's flora and fauna
  • Learn the volcanic history
  • Local traditions and architecture
  • Discover Azores' food scene
Starts / Ends
Praia / Sao Miguel
Activities
Wine Tasting, Land & Sea Exploration, Whale Watching
Activity Level
Variable
Explore the Mediterranean islands on a 16-day Atlantic Island Chronicles cruise from Cabo Verde to the Azores aboard National Geographic Orion. Discover rich history, volcanic vistas, world-class wine and cheese, and fishing villages. Sail through Cabo Verde, and the Azores, uncovering scenic trails, hidden ports, and UNESCO World Heritage sites.
Cruise Details
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Funchal, Madeira, Portugal
from $2,810
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Westbound Atlantic Ocean Crossing

Lisbon - Barbados - 16 Day Itinerary aboard Royal Clipper
  • Explore Lisbon’s vibrant streets
  • Discover Portimão’s historic charm
  • Wander Funchal’s lush landscapes
  • Cruise Barbados’ stunning shores
Starts / Ends
Lisbon / Bridgetown
Activity Level
Variable
Sail across the Atlantic on this 16-day cruise aboard the Royal Clipper, blending culture and adventure. Discover Lisbon’s charm, Portimao’s historical treasures, Madeira’s vibrant nightlife, and Barbados’ stunning shores, with serene days at sea in between.
Cruise Details
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Explore beautiful Lisbon
from $6,580
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Atlantic Cruise from Portugal to Senegal

Lisbon to Dakar - 11 Day Itinerary aboard SH Diana
  • Ride Funchal’s cable car
  • Stroll Santa Cruz colonial houses
  • Visit Tenerife’s Mount Teide
  • See Dakhla’s desert landscapes
Starts / Ends
Lisbon / Dakar
Activities
Wildlife Viewing, Village Visits, Small Ship Sailing
Activity Level
Variable
Join this 11-day Atlantic cruise from Portugal to Senegal aboard SH Diana. Visit Funchal on Madeira Island, famous for its lush gardens and cable car rides. Explore the picturesque streets of Santa Cruz de la Palma and Tenerife’s volcanic landscapes. Discover the bustling port of Nouadhibou and the cultural hub of Nouakchott.
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Colorful Canary Islands
from $10,130
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Lisbon to the Canary Islands by Sea: Spain, Morocco, & Atlantic Isles – with Smithsonian Journeys

Lisbon - Las Palmas - 14 Day Itinerary aboard Le Bellot
  • Discover Lisbon’s cultural landmark
  • Explore Lagos captivating coastline
  • Visit Cadiz’s historic streets
  • Wander Tangier’s vibrant medina
Starts / Ends
Lisbon / Las Palmas
Activities
Archaeological Site Visits, Hiking, Local Market Visits
Activity Level
Variable
Embark on a 14-day cruise aboard Le Bellot, exploring Portugal, Spain, Morocco, Madeira, and the Canary Islands. Discover iconic landmarks, rich cultures, and breathtaking landscapes, from Lisbon’s historic Belem Tower to the volcanic terrain of La Palma and Tenerife’s UNESCO sites.
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