Live the Caribbean dream with Windstar Cruises

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Leave your problems on the shore and embark on one of the most unique and fulfilling vacations you’ll ever take. That’s right, Windstar Cruises removes the large amounts of tourists, the stresses of booking transportation to different activities, and the worries of finding a restaurant that’s still open when you need it. This cruise line replaces those with a truly authentic experience of the Caribbean, giving you access to places like Les Saintes, Montserrat, and Pidgeon Island in St. Lucia.

Vacationing will seem so easy as you travel to six different ports aboard the Yachtsman’s Caribbean cruise, sailing again in December 2019.

The ship

The Wind Surf currently holds 310 guests and is equipped with both staterooms and suites. Starting at the end of November, Windstar Cruises will debut a newly remodeled Wind Surf. The next Yachtsman’s Caribbean cruise will feature a fully redesigned mid-ship spa, an upgraded lounge with new furnishings, and a truly one-of-a-kind Officer’s Suite located near the Bridge where the ship’s officers have their quarters. In January, Windstar’s flagship will sail for the first time on the Grand Caribbean Cruise through the Caribbean, an epic 56-day adventure that heads to Costa Rica, Mexico, Honduras, and Panama, with no repeating ports whatsoever!

The menu and the staff

When you’re on board the Wind Surf, the who, the where, and the when are completely up to you. This includes 24-hour room service, too. You’ll have the chance to watch the chefs demonstrate their James Beard Foundation-inspired recipes, and then you’ll dine on those recipes every night. Those same chefs will guide you through local markets to help you learn about authentic ingredients used in Caribbean-style cooking and even bring some back onboard for dinner.

Whether you’re looking for an always-changing menu of local specialties at Amphora, French-style cuisine at Stella Bistro, an outdoor romantic evening at Candles, or a traditional breakfast at Veranda, you’ll find plenty to keep your stomach full. No matter what, you can choose the who, where and when of your dining experiences.

With a ratio of almost one staff member per guest, no request is too great for the Windstar crew that delights in serving and connecting with you. While sailing with Windstar, you can connect with the captain on the Open Bridge, form bonds with the crew and play volleyball with them during the Signature Beach Party, and cheer for your favorites in the crew talent show.

The adventure

You’ll never lack things to do when you’re on a cruise with Windstar. Before you even hit land, you’ll have access to the Watersports Platform where guests can use complimentary water equipment while the ship is anchored.

Then you have the actual excursions. Here’s a small sample of things you can get your hands on while aboard the Yachtsman’s Caribbean cruise:

  • Snorkel with several fish native to the Caribbean, and hunt for pirate treasure at the Caves at Treasure Point in Tortola
  • The Baths in Virgin Gorda are world-renowned and the most famous landmark in the British Virgin Islands. Hike near the giant granite boulders, white sand, and remarkably clear water, explore the pools and passageways leading to Devils Bay, or relax with a drink at the Top of the Baths.
  • Zipline through the Antigua Rainforest, tour Antigua in a buggy, or swim with stingrays in the waters of Antigua.
  • Take a catamaran adventure or cruise at sunset in St. Barts

The relaxation

The beauty of vacationing on a small-ship cruise line doesn’t stop with your surroundings. It’s how secluded your surroundings can be. When you stop in Anguilla, you can ride your own Zodiac watercraft to find all the hidden beaches that aren’t connected to the island’s roads. Antigua is another perfect destination for beach lovers, as this island is known to have 365 different beaches, one for each day of the year.

Ultimately, you’ll find that any journey with Windstar Cruises aims to pamper, refresh, and dazzle you with exclusive experiences that are “180 degrees from ordinary.”

Find a full itinerary of the Yachtsman’s Caribbean cruise by visiting

You can book your next vacation aboard the Yachtsman’s Caribbean cruise here, or test your luck at winning a trip for two on the Yachtsman’s Caribbean cruise by visiting this link.

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