Everything you need to know about Windstar Cruises

Windstar Cruises has been carving out its own corner of the cruise market since the 1980s, when it launched a trio of sleek sailing ships designed to offer a more intimate, less formal style of voyaging. The concept was simple: small ships, immersive itineraries and an onboard atmosphere that felt closer to a private yacht than a traditional cruise.

Today, that ethos still defines the brand. Windstar Cruises sails with just six ships (with two more on the way in December 2025 and 2026), including classic sailing yachts and all-suite motor yachts carrying between 148 and 342 guests each. Together, they reach over 300 ports across the Americas, Asia, the Caribbean, Europe, the South Pacific and beyond

While the sailing ships and yachts differ in character, the underlying experience is the same: low-key luxury, excellent service, flexible dining and a strong focus on the destinations visited. Shore days tend to be long, itineraries go deep into smaller harbours and bays, and the overall feel is relaxed rather than regimented.

There are no formal nights, no huge theatres and no crowds – just a polished, sophisticated and unpretentious way to explore the world at sea level.

Who should sail with Windstar Cruises?

Windstar Cruises guests vary, but share a preference for authenticity, comfort and a slower pace. The line attracts travellers who want a premium holiday but prefer something more boutique. There’s no dress code beyond “country club casual”, making it ideal for those who enjoy refinement without ceremony.

Windstar Cruises has a wide appeal, from couples and solo travellers to groups of friends who value great food, top service and itineraries built around culture, nature and outdoor exploration. The line’s unique take on premium cruising attracts well-travelled guests who are curious, active and keen to experience ports beyond the usual cruise circuit.

On board, programming centres on enrichment and discovery. Expect fascinating talks from a wide range of experts, excursions focused on local culture and regionally inspired cuisine.

The ships have water-sport marinas, giving guests direct access to swimming, kayaking and paddleboarding from the stern – a signature feature of the brand. On Tahiti cruises and selected Caribbean and Central America voyages, guest receive a personal custom-fitted set of snorkelling gear.

What you won’t find: casinos or sprawling nightlife venues. The atmosphere stays convivial rather than high-octane, with evenings centred around al-fresco dining, live music and long conversations beneath the stars.

What destinations and itineraries does Windstar Cruises offer?

Windstar Cruises’ small-ship focus allows it to reach more remote destinations, from tucked-away harbours and lesser-visited islands, that larger vessels simply can’t access. Its Mediterranean programme spans the Greek Islands, Italy, Croatia, Turkey and the French Riviera, often calling at medieval ports and small coastal towns.

In the Caribbean, the line is known for itineraries that hop between smaller islands – Bequia, Virgin Gorda, Montserrat, Jost Van Dyke… – with long port stays and the occasional overnight that allow guests to enjoy the stops to the full. The South Pacific is another staple, particularly French Polynesia, where Windstar Cruises operates voyages from Papeete through the Society, Tuamotu & Marquesas Islands.

The line also offers sailings along the coasts of Alaska, Canada, Costa Rica, Northern Europe, Panama, Japan, Southeast Asia and many more. The line’s journeys to places like Rouen, in France, or Germany’s Kiel Canal offer a different perspective on cruising, combining the appeal of river and ocean cruising.

What does the Windstar Cruises fleet look like?

Here’s everything you need to know about Windstar Cruises’ six-ship fleet, from its iconic sailing vessels to its newly stretched Star Class yachts.

Sailing yachts

The three sailing ships – Wind Star, Wind Spirit and Wind Surf – remain the soul of the brand. Powered by computer-operated sails and traditional engines, they offer a hybrid sailing experience that feels both nostalgic and contemporary.

Wind Star and Wind Spirit carry just 148 passengers each, while Wind Surf – one of the world’s largest sailing cruise ships – accommodates 342 guests. The environment is intimate, and the service feels highly personalised.

Cabins and suites are stylish and practical rather than overly ornate, with plenty of natural light and considered layouts. Life on board revolves around the open decks, the water-sport marina and the relaxed indoor lounges.

Star Class motor yachts

Three motor yachts – Star Breeze, Star Legend and Star Pride – underwent a major transformation between 2020 and 2022. Each was lengthened by 25 metres, gaining new suites, more dining venues and new more accessible tender platforms.

Carrying between 312 guests each, these ships deliver an all-suite experience with large ocean-view accommodations, many with French-style balconies or step-out verandas. The “all-suite yacht vibe” positioning makes these vessels ideal for travellers wanting space and comfort without the formality of a traditional cruise.

Windstar Cruises’ fleet is also soon to expand with Star Seeker launching in December 2025 and Star Explorer following in December 2026.

These two new additions will be smaller, carrying only 224 guests. These yachts are an evolution of Windstar Cruises’ all-suite concept with over 70% of the accommodation offering step out balconies. Star Seeker and Star Explore will also feature two Horizon Owner’s Suites with wraparound balconies – both a first for the brand.

Features include multiple restaurants, a pool deck, indoor and outdoor lounges, a spa and beauty salon, and the signature water-sport marina. Despite the additional space, the feeling remains boutique and sophisticated.

What’s dining like on a Windstar Cruises sailing?

Food is a central part of the Windstar Cruises experience. The dining programme is designed around freshly prepared dishes, made using – where possible – local and sustainable ingredients.

Each ship has a selection of restaurants, ranging from buffet to à la carte. Past guests regularly praise the food on Windstar Cruises as one of very best at sea.

One every sailing there will be a deck barbecue – a Windstar Cruises signature event – where you can enjoy international dishes before an evening of entertainment beneath the stars.

Does Windstar Cruises have a loyalty programme?

Windstar Cruises’ Yacht Club programme rewards returning guests with benefits such as onboard credits, free laundry and Wi-Fi and discounts on services and future sailings.

Guests receive between one to two points per cruise night depending on the accommodation they book. The rewards build as guests climb through the tier system from one (15 points or less) to four stars (over 90 points).

Is Windstar Cruises family friendly?

There are no kids’ clubs or family-specific facilities, and programming caters primarily to adults. Children aged eight and over are welcome, but the onboard environment is designed for grown-up relaxation, exploration and cultural immersion.

Does Windstar Cruises cater to guests with disabilities?

Windstar Cruises welcomes guests with disabilities, but the small-ship design, tender operations and certain port environments can present limitations. Some ships offer accessible suites and public areas, but not all itineraries are suitable for travellers with significant mobility challenges. Guests should discuss requirements with the line before booking to ensure a good fit.

How much does a Windstar Cruises cruise cost?

While Windstar Cruises sits within the premium end of the market, past guests often cite the intimate atmosphere, port-intensive itineraries and high-quality dining as elements that make the line’s voyages great value.

Fares include all dining venues, non-alcoholic drinks, water-sport equipment and destination-focused programming. An optional upgrade package – including alcoholic beverages, gratuities and Wi-Fi – is available for £74 per guest, per night. In an industry first, guests with Windstar Cruises can add the upgrade per person, rather than for the whole suite.

Entry-level pricing varies by season and region, but Mediterranean and Caribbean voyages can often be found at accessible rates, especially outside peak months. Fares for a seven-day sailing to the Mediterranean or the Caribbean start at around £2,000, excluding flights.

For those who prioritise small-ship access, personalised service and immersive itineraries, Windstar Cruises’ blend of casual elegance and yacht-style cruising represents strong value for money.

For more information, visit the Windstar Cruises website.