Windstar Group Cruises
180° from ordinary. Windstar’s small, yacht-style ships — some under billowing sails — slip into hidden harbors, perfect for an intimate group or a private charter.
Windstar sails where the big ships can’t: intimate, yacht-style ships of roughly 150–350 guests, including the iconic masted sailing yachts, calling at small ports and secluded coves. The casual, unhurried style is ideal for groups — and small groups can even charter an entire yacht. A dedicated specialist coordinates it all.
Why Book a Windstar Group?
180° from ordinary
Small yacht-style ships, some under sail.
Group rates & charters
Reduced fares — or charter an entire yacht.
Hidden harbors
Small ports and coves the big ships can’t reach.
Intimate & casual
~150–350 guests and a relaxed, unhurried style.
The Windstar Fleet
Wind Surf, Star & Spirit
The iconic masted sailing yachts.
Star Breeze, Legend & Pride
All-suite Star Plus yachts.
Where they sail
Mediterranean, Caribbean, Tahiti and Costa Rica.
Charter a yacht
Take over an entire ship for your group.
Popular Windstar Group Sailings
- Mediterranean & the Greek Isles
- Caribbean hidden harbors
- Tahiti & the South Pacific
- Costa Rica & the Panama Canal
- Full-yacht charters for groups
Ready to plan your Windstar group?
Tell us your group size, region and dates — or ask about a full charter. Get up to 5 free, no-obligation quotes from a cruise specialist.
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Windstar Group Cruises — Frequently Asked Questions
What makes Windstar different?
Small, yacht-style ships — including masted sailing yachts — that reach intimate ports the big ships skip.
Can we charter a whole Windstar yacht?
Yes — Windstar’s small ships make full-ship charters realistic for larger groups; a specialist quotes it.
How many guests do Windstar ships carry?
Roughly 150–350, for an intimate, casual and unhurried experience.
How do I get a Windstar group quote?
Request up to 5 free, no-obligation quotes from a cruise specialist and compare ships, regions and charter options.