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Image by Sonia Pal

Caribbean Group Cruise - March 20-27, 2027

Why Windstar is 180 degrees from ordinary...

 

Embrace the snap of white sails and the gentle sound of the Caribbean breeze as you experience what it's like to sail on a small ship. On the Wind Surf you’re a guest on a private-feeling yacht designed to go where other ships can’t. 

 

No two days are the same. Be as active or as laid back as you want -after all, this is your yacht. 

 

Here are the details of our March 20-27, 2027 Windstar group sailing aboard the Wind Surf:​​

  • Complimentary All-Inclusive Package (unlimited beer, wine, cocktails by the glass, unlimited Wi-Fi, prepaid gratuities)

  • 10% discount on cruise fare (based on double occupancy)

  • 1 complimentary pre night hotel stay (subject to availability) + transfer from hotel to the ship

  • $500 per person Shipboard Credit

  • $100 per person Group Shipboard Credit

  • Solo pricing is available 

  • Pricing starts at $4046.00 Canadian per person based on double occupancy

A day on your Windstar yacht is defined by the freedom to choose your own pace.

 

Maybe start with a massage at World Spa or a workout in the Fitness Centre before enjoying a fresh lunch at Veranda.

Feeling more adventurous...the Watersports Platform on the stern offers complimentary kayaking, paddleboarding, and swimming directly into the Caribbean blue.

 

Or maybe you prefer to relax, lounge by the whirlpool or enjoy a private cheese plate in your suite. The choice is yours.

The Yacht Lifestyle: With just 342 guests, the atmosphere is casually elegant—no tuxedos, no lines, and no rigid schedules.

Hidden Harbours: Sail into the tiny, turquoise ports where you can choose to jump into the water from the ship’s own Watersports Platform.

Culinary Excellence: As the official cruise line of the James Beard Foundation, the food is world-class. Enjoy fresh, local flavours at Amphora or dine under the stars at Candles.

The Open Bridge: Visit the Captain and officers to discuss charts and navigation.

Evenings: Enjoy live music in the Lounge or a nightcap under the stars.

Personalized Service: Perhaps it’s a spa treatment or 24-hour room service, the day is tailored to you.

 

Whether you're watching the sails unfurl to the "Con Te Partirò" at sunset or kayaking right off the back of the ship, a Windstar cruise is about rediscovering the romance of the sea. Your day ends exactly as it began-utterly blissful.

 

We’ve included our Windstar website link in the Learn More section so you can dive into the day-by-day details and discover everything this incredible trip has to offer!

 

Important note:  While our Windstar website link is perfect for exploring the itinerary, the site will not show the correct exclusive discounted Canadian group rates we have secured for the March 20 - 27, 2027 sailing. 

 

The Windstar site will list the fare prices in US currency, however this is not our group pricing- be sure to check in with us for our exclusive Canadian discounted pricing!

 

 

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Click on the images below for a better look! 

Reserve now

Please contact us to secure your booking on this limited-space cruise.​​​

*All prices will be per person, in Canadian dollars based on double occupancy and include taxes and fees.

 

Solo rates available on request.

Flights and travel insurance are separate.

After we receive your message, we will reach out to answer your questions and help you book your cabin and place your deposit.

Thank you! We'll get back to you shortly to start planning your trip

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