This website is currently under construction, offers listed on this site are placeholders.

Skip to content
Windstar Cruises — photo 1

Cruise line

Windstar Cruises

“180 degrees from ordinary” — small yachts and billowing sails.

LuxuryCasual, intimate and romantic — luxury with the wind in the sails and no dress code.

Overview

Is Windstar Cruises right for you?

Windstar is small-ship cruising at its most charming. Its fleet mixes iconic sailing yachts — where actual sails unfurl to the strains of Vangelis as you leave port — with intimate all-suite motor yachts, none carrying more than about 342 guests. That size unlocks tiny, storybook harbors (the Greek Isles, the Amalfi Coast, Tahiti, hidden Caribbean coves) that mega-ships simply can’t enter. The style is casually luxurious: no formal nights, an open-bridge policy, a fold-out watersports marina, and a warm, low-key atmosphere. Culinary experiences are strong through a James Beard Foundation partnership.

Who it’s best for

  • Travelers who want small-ship intimacy
  • Boutique ports and hidden harbors
  • Relaxed, casual luxury (no formal nights)
  • Watersports lovers (fold-out marina)

Popular ships

Wind Surf / Wind Star / Wind Spirit

The iconic sailing yachts — masts and billowing sails, carrying 148–342 guests.

Star Breeze / Legend / Pride

All-suite motor yachts (~312 guests) with a casually elegant feel.

The Marina

Every ship’s fold-out watersports platform for kayaking, paddleboarding and swimming right off the yacht.

Cabin recommendations

Motor yachts

The Star-class ships are all-suite — great space for the category. Ask about balcony suites on these.

Sailing yachts

On the sail ships, cozy ocean-view staterooms are part of the classic yacht charm; there are few balconies by design.

Special occasions

Owner’s suites offer standout space and views for a milestone sailing.

Dining

Refined and flexible with no assigned times. AmphorA is the elegant main dining room; Candles offers alfresco grilled dinners under the stars; the Yacht Club and Veranda cover casual meals. Windstar’s James Beard Foundation partnership brings elevated menus and occasional themed sailings. A signature “Destination Discovery” beach barbecue is a highlight.

Entertainment

Deliberately low-key: local musicians and cultural performers brought aboard in port, a small lounge with live music, an open-bridge policy to chat with the captain, and the watersports marina. The destinations and the intimate atmosphere are the entertainment — not big production shows.

What’s included

  • Small-ship access to boutique ports
  • Watersports marina (kayaks, paddleboards, swimming)
  • Open-bridge policy and casual, no-formal-nights style
  • James Beard-inspired dining and beach barbecues
  • Pools/hot tubs, fitness and spa

Windstar Cruises FAQs

Size and style. With under ~342 guests, Windstar reaches tiny harbors the big ships can’t — and its sailing yachts literally raise sails as you leave port. It’s casual luxury: no formal nights, an open bridge, a watersports marina and a warm, intimate feel.

Some are — the Wind-class yachts have real masts and sails (computer-assisted) that unfurl dramatically leaving port. The Star-class ships are all-suite motor yachts. Both are small and intimate; we’ll match the ship to your itinerary and taste.

Not fully, but it offers an optional “All-In” package bundling Wi-Fi, gratuities and a beverage package. Base fares include dining and the watersports marina. We’ll price out whether the package makes sense for how you travel.

Why Ben’s Travel

Why book Windstar Cruises with us

In travel since 2004

Experience across cruise travel, hotels, airline technology and hospitality systems brings a wider perspective to every trip we plan.

No planning fees

Our guidance is free — we’re paid by the travel suppliers, not by marking up your trip. You get expertise at no extra cost.

Backed by WorldVia

As a WorldVia Travel Group affiliate we unlock preferred pricing, added protection and supplier partnerships you can’t get alone.

Let’s make it happen

Ready to sail with Windstar Cruises?

Tell Ben a little about your dream trip and get a personalized quote — free, no obligation, no pressure.

Prefer to talk? Call 408-229-3900

Get a Free Quote