• Wind Surf
  • 56 days
  • St. Maarten to St. Maarten
departure date

Star Collector: Grand Caribbean Adventure

  • Wind Surf
  • 56 days
  • St. Maarten to St. Maarten
select departure date:
From $ 11,999* pp

St. Maarten to St. Maarten

Star Collector: Grand Caribbean Adventure
Explore the depth and breadth of the Caribbean on this 56-day odyssey, from tiny yachtsmen’s favorites to glitzy celebrity getaways, historic colonial towns to the incredible jungles of wildlife. Go cave tubing in Belize and diving in Bonaire. Snorkel with friendly sea turtles and rays in waters as clear as glass. Climb the battlements of colonial forts and the arrowhead peak of Gros Piton in St. Lucia. It’s the ultimate cruise, circling the Caribbean discovering the brilliant colors, textures and fascinating history found here.
Favorite Part of the Job

“Finding out what new and exciting puzzles we get to solve each day.”
Our Storyteller: Chris Prelog
Chief Operating Officer
Chris Prelog ensures that our cruises delight our guests, which actually covers a lot of things including general operations, safety, guest experiences and even ship maintenance. Originally from Austria, he started in the cruise industry in 1998 as an onboard assistant maitre d’hotel before becoming a VP a Seabourn and now our Chief Operating Officer at Windstar.

While plotting the course for this grand voyage, Chris Prelog encouraged his Windstar team to push the limits. “A lot of guests want to do a longer itinerary right after the first of the year; get away to someplace nice and warm for the winter,” says the cruise line’s Chief Operating Officer.  “This is an extended adventure they’ve never been able to have with Windstar before.”
And what an adventure it will be: 56 sun-kissed days, visiting 25 countries and 36 ports across the British Virgin Islands, Colombia, Panama, Costa Rica, Honduras, Mexico, and beyond, covering the full depth and breadth of the region — from tiny yachtsmen’s favorites to glitzy celebrity getaways, from historic colonial towns to the engineering marvel that is the Panama Canal. “I love that this is a complete circumnavigation of the Caribbean Sea,” Chris says. “I don’t know of another cruise line doing that.” Guests can take full advantage of Wind Surf’s onboard Watersports Platform with plenty of late-evening departures, as well as overnights in Jost Van Dyke, Virgin Gorda, and St. Lucia’s Pigeon Island — while being among the first to enjoy the ship’s redesigned spa, one of many new enhancements coming this fall. Chris is particularly excited about calls in Costa Maya and Cozumel, two locations that Windstar hasn’t visited in years: “Cruising into Costa Maya on the world’s largest sailing ship will be beyond spectacular.”
  • Take a catamaran cruise to St. Lucia’s twin Pitons, a UNESCO World Heritage Site — “I highly recommend this cruise; the island’s west coast is stunning, and the Pitons are an absolute must-see”
  • Stroll the streets of pastel-painted UNESCO-designated Willemstad, or head into Curacao’s famous Hato Caves, where “sloping trails lead through the coral-limestone chambers past still pools and even a fresh-water waterfall — a rare sight on this dry island”
  • Explore a shipwreck while snorkeling the colorful reef off Isla San Andres, a UNESCO Biosphere Reserve
  • Take advantage of late departures in St. Barts to “enjoy a sunset sail, linger over dinner at Eden Rock, and check out the night life at Nikki Beach”
  • Explore Bequia, one of John’s favorite spots in the Caribbean — “This is truly a small-ship port … soak in the view of Admiralty Bay from Fort Hamilton, then grab a slice of Mac’s famous lobster pizza”

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