Winter Belongs to the Mediterranean

Discover a warmer kind of winter aboard Windstar’s small, all-suite yachts. Sail through the Mediterranean or Canary Islands and experience the perfect balance of relaxation, exploration, and personalized service.

Beyond Inclusive Package

Book your voyage and enjoy Windstar’s all-inclusive value—drinks, Wi-Fi, and gratuities included—plus a pre-cruise hotel night and up to $1,000 in onboard credit. Winter belongs to travelers who know that small ships deliver big experiences.

Featured Itineraries

Europe's Winter Riviera

Rome Barcelona

7 Days | Departing Jan 28, 2026

Star Legend
(Star Porthole Suite)

From

$3,399* USD

$4,720* CAD

(taxes/fees included)

Get a quote

Itinerary

Sail from Barcelona to Rome on a 7-day winter escape aboard Star Legend. Discover the Mediterranean at its most peaceful, from Barcelona’s lively streets to the elegance of Nice and Genoa’s Old World charm. Enjoy an overnight in Livorno, gateway to Florence and Pisa, before arriving in timeless Rome, where ancient wonders and modern beauty meet.

Destinations:

Barcelona, Spain > Nice, France > Genoa, Italy > Livorno, Italy > Rome, Italy

*Pricing conditions: Per person, double occupancy

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Canary Island Idyll

Roundtrip Santa Cruz de Tenerife

10 Days | Departing Jan 29, 2026

Wind Star
(Category B Stateroom)

From

$4,299* USD

$5,970* CAD

(taxes/fees included)

Get a quote

Itinerary

Cruise for 10 days through the dramatic volcanic landscapes of the Canary Islands aboard the Windstar Cruises yacht, starting and ending in Santa Cruz de Tenerife. Explore sun-soaked treasures such as La Palma, Lanzarote’s “Mountains of Fire,” and Funchal’s wine heritage while sampling poncha, wandering cobbled colonial towns and soaking in island magic.

Destinations:

Santa Cruz de Tenerife, Spain > San Sebastián de La Gomera, Spain > Santa Cruz de La Palma, Spain > Funchal, Portugal > Lanzarote, Spain > Las Palmas de Gran Canaria, Spain > Santa Cruz de Tenerife, Spain

*Pricing conditions: Per person, double occupancy

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Turn Your Cruise Into a Love Story

Windstar and romance go together as naturally as beaches and sunshine. Celebrate love in all its forms aboard an intimate yacht built for connection — where sun-kissed days blend into star-lit nights, and every moment feels designed just for two. Enjoy private deck spaces to sneak away, champagne toasts as the sails rise, and tailored couple’s experiences that transform your voyage into a story worth retelling. Whether you’re celebrating a honeymoon, an anniversary, a milestone moment, or simply the joy of being together — this is where sparks begin, where they’re reignited, and where saying yes feels like destiny.

Terms and Conditions

Windstar is offering a complimentary All-Inclusive package (valued at $99 per guest per day) + 1 Pre Hotel night + transfers (hotel to ship) + up to $2,000 onboard credit per stateroom/suite that could be used towards Shore excursions or other purchases onboard the ship for select Mediterranean sailings on Star Legend (November 7, 2025 – March 31, 2026) & Canary Island sailings on Wind Star (November 12, 2025 – February 28, 2026).

7–9 day sailings will receive $1,000 onboard credit per stateroom/suite ($500 per guest). 10–13 day sailings will receive $1,400 onboard credit per stateroom/suite ($700 per guest). 14 days and longer sailings will receive $2,000 onboard credit per stateroom/suite ($1,000 per guest). Only Pre night hotel stays will be offered with the promotion, but additional pre or post hotel nights are available to purchase. Hotel option subject to availability. No hotel exchanges or substitutions will be permitted. Only hotel to ship transfers are applicable to the promotion. Airport transfers are not applicable. Onboard credit can be used to book shore excursions or other purchases when on board the ship. Onboard credit cannot be used to prepurchase shore excursions ahead of time.

Offer is not combinable with any offers other than Yacht Club Member Alumni discount. Promotional inclusions apply to the first two guests in a stateroom/suite only. Single occupancy receives one guest value. For triple occupancy, the third guest is excluded from promotional benefits.

All fares mentioned are per person, in US dollars, cruise only, based on double occupancy in lowest category. Government Taxes & Fees are additional and are available through your travel advisor. Offer is valid on new bookings only and subject to availability. Bookings are non-transferable; no name changes can be made. This offer is not combinable with any other offers and cannot be applied retroactively. Cancellation fees may apply; please see website for details. Fuel surcharges may be imposed or increased over time. Offer is capacity controlled and may be withdrawn or modified at Windstar’s discretion at any time. Information contained herein is accurate at time of publication and subject to change without notice. All terms and conditions stated on the Windstar website apply. Cruises are provided subject to the terms and conditions of the Passage Contract. Offer expires on March 31, 2026. Ships’ registry: Bahamas.