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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 2026. 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
Funchal, Madeira, Portugal
from $2,940
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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
Activities
Small Ship Sailing
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.
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Explore the beautiful Canary Islands
from $18,480
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Spain, Morocco, & Atlantic Isles – with Smithsonian Journeys

Lisbon to Canary Islands - 14 Day Itinerary aboard Le Laperouse
  • Walk at Cadiz old quarter
  • Explore Marbella old town
  • Visit Tangier medina
  • Ride Funchal cable cars
Starts / Ends
Lisbon / Las Palmas
Activities
Archaeological Site Visits, Local Market Visits, Urban Exploration
Activity Level
Variable
Embark on a 14-day Atlantic route from Lisbon to the Canary Islands aboard Le Laperouse. Explore Portugal, southern Spain, Morocco, Madeira, and the Canaries, combining historic cities, coastal towns, island capitals, and uninterrupted time at sea.
Cruise Details
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Explore the beautiful Canary Islands
from $7,850
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Atlantic Horizons: From Portugal to the Canary Islands

Lisbon to Dakar - 10 Day Itinerary aboard SH Diana
  • Taste Madeira wines
  • Explore Santa Cruz de la Palma
  • Visit Santa Cruz de Tenerife
  • Explore Nouakchott sites
Starts / Ends
Lisbon / Dakar
Activities
Wildlife Viewing, Village Visits, Hiking, Wine Tasting
Activity Level
Variable
Embark on a 10-day cruise aboard SH Diana starting in Lisbon and ending in Dakar. Explore Funchal, Santa Cruz de la Palma, Santa Cruz de Tenerife, Dakhla, Nouadhibou, and Nouakchott. Engage in guided excursions, cultural visits, wine tastings, markets, nature sites, and coastal viewpoints while traveling across the Atlantic and Western Sahara.
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Santa Cruz dela Palma
from $7,575
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West Africa Coast & Atlantic Islands Cruise

Dakar to Lisbon - 11 Day Itinerary aboard SH Diana
  • Discover Dakar culture
  • Relax on Sal beaches
  • Stroll Santa Cruz
  • Explore Lisbon landmarks
Starts / Ends
Dakar / Lisbon
Activities
Spa Relaxation
Activity Level
Variable
Set sail on an 11-day cruise from Dakar to Lisbon aboard SH Diana. Explore Dakar’s lively Medina, Cape Verde’s golden beaches, Santa Cruz de la Palma’s colonial streets, and Funchal’s gardens. Enjoy relaxing sea days, onboard lectures, and time in Lisbon, where historic quarters, Gothic sites, and pastel de nata await before the journey’s end.
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