Windstar Canary Islands Cruises

Yes. Windstar Canary Islands Cruises are an excellent choice for travelers who value destination-focused itineraries, personalized service, and intimate small-ship experiences over large-scale entertainment. The combination of fewer guests, immersive ports, exceptional dining, and yacht-style cruising makes Windstar one of the strongest luxury options in the Canary Islands.

Depending on the itinerary, Windstar visits Tenerife, Lanzarote, La Gomera, Gran Canaria, El Hierro, and La Palma. Many itineraries also include Madeira, Portugal, creating a broader Atlantic island experience.

Seasonally, Windstar operates voyages in the Canary Islands using ships such as Star Pride (all-suite yacht) and Wind Spirit (4-masted sailing yacht). Deployment varies by season and itinerary.

There is no single best month because the Canary Islands enjoy a mild climate year-round. Many travelers prefer November–February for winter sunshine, March–April for nature and hiking, May for pleasant weather and lighter crowds, or September–October for warm seas.

Most Windstar Canary Islands itineraries range from 8 to 10 nights, while longer Star Collector voyages combine the Canary Islands with Portugal, Spain, or the Mediterranean for extended luxury vacations.

Windstar offers both Cruise Only and All-Inclusive fare options. The All-Inclusive package includes Wi-Fi, unlimited select beverages, and gratuities.

For many luxury travelers, yes. Windstar's smaller ships offer more personalized service, easier embarkation, fewer crowds, access to smaller ports, and a quieter onboard atmosphere focused on the destination.

Yes. Windstar's relaxed atmosphere, friendly crew, and manageable ship size make it an excellent introduction to luxury cruising without formal dress codes or mega-ship crowds.

Yes. Windstar is especially popular with couples celebrating honeymoons, anniversaries, retirement trips, and romantic getaways due to its intimate ships, open-air dining, and scenic sailaways.

Trips & Ships Luxury Travel recommends booking 9 to 18 months in advance for the best suite selection, especially for holiday departures and popular spring/autumn dates.

Pack lightweight clothing, comfortable walking shoes, layers for cooler evenings, swimwear, sun protection, a light rain jacket, and smart-casual evening attire. Mountain excursions like Mount Teide require warmer layers.

Many Windstar Canary Islands itineraries include Madeira, Portugal. Highlights include Funchal, botanical gardens, Madeira wine tasting, cable cars, and scenic levada walks.

Booking through Trips & Ships Luxury Travel provides access to experienced luxury advisors who help compare itineraries, select suites, coordinate flights and hotels, and arrange custom land experiences with dedicated care.

Angela Hughes brings over 40 years of travel experience, visits to 121+ countries, Advisory Board leadership, and recognition as 2024 Luxury Travel Influencer of the Year to every client recommendation.

Choose based on your travel style and priorities: select 'The Colorful Canary Islands' for first-timers, 'Hidden Gems' for off-the-beaten-path ports like El Hierro, or 'Canary Island Idyll' for roundtrip Tenerife convenience.