Island Windjammers operates a fleet of intimate small ships designed for travellers who seek authentic, up-close experiences. Each vessel combines comfortable accommodations with personalised service, taking you to destinations larger ships cannot reach.
Our Fleet
Island Windjammers Ships
Why Choose Us
Why Book Island Windjammers
Small Ships, Big Adventures
Experience the magic of sailing on intimate ships where every voyage feels personal, not crowded.
Relaxed Travel, Remote Escapes
Our small ships slip into hidden harbors and iconic small islands that the big cruise liners can’t reach, letting you experience the Caribbean and Mediterranean the way they were meant to be: up close, authentic, and wonderfully laid-back.
Stress-free, All-Inclusive Cruising
Enjoy transparent pricing, freshly prepared meals, and friendly service with no hidden extras.
Trusted Since 2009
Proudly independent and sailor-founded, we’ve been delivering unforgettable small ship adventures since our very first cruise.
Island Windjammers Cruises
We are currently updating our cruise collection for Island Windjammers. Contact our specialists for current options.