There Are Certain Pleasures That Only a Small Ship Affords

A Caribbean cruise on a Windstar ship boasts James Beard-approved cuisine—and a floating marina off the stern.

I fell in love with the Windsurf, the flagship of the Windstar Collection of small, casual cruise vessels, at first sight. Maybe it was those sails—seven of them. Something about that design communicated to me that the voyage was about embracing the essence of seafaring. Once I embarked in Phillipsburg, St. Maarten, the narrowness of the Windsurf struck me—views of the sea were everywhere; I never had to search for the horizon. With only six decks and a capacity of 342 guests (it was not fully occupied), I could indulge my dream of being on an Italian yacht. With Miami in the full swing of the holiday season, the week would prove to be a serene escape.

The destinations weren’t exotic to me, because I’d traveled to most of the Caribbean before. I’d just never sailed from island to island. For example, Browne’s Beach in Barbados wasn’t new to me, because I’d stayed at a hotel right on the sand years ago. But that beach is phenomenal, with perfect sand and water—and I appreciated it all the more because I’d be returning to the ship for dinner. And dinner would mean escargot cooked in garlic and poached scallops over mushroom puree at Stella Bistro.

Just as toothsome were the dishes served on the Veranda: The James Beard Foundation had partnered with Windstar to introduce guests to Chef Hugh Acheson’s roasted garlic and white bean puree and Chef Jamilka Borges’ watermelon and shrimp salad. And there was always a generous selection of heartier fare—from seared tuna to spanakopita to veal osso buco—so there was never a need to repeat a meal.

I’d also been to St. Lucia before, in a land-based way, so signing up for a small boat excursion to sail down to the island’s famed Pitons allowed me to see St. Lucia in a different and exhilarating way. St. Kitts was new to me, because in the past I’d only breezed through to access Nevis, its sister island. But St. Kitts was a find—lush and mountainous. Carambola Beach Club on South Friar’s Bay was blissfully devoid of crowds; dotted with green umbrellas and surrounded by verdant mountains, it felt like an end-of-the-word kind of place.

Because I’m such an obsessive swimmer, of course what delighted me the most about the voyage had nothing to do with the itinerary: the days when we would drop anchor off the coast of several of the islands and the staff would unleash the marina, where buoys and rafts created a triangular boundary—our own swimming pool in the tropical sea. Not to undersell the charms of Virgin Gorda and Jost Van Dyke (where the Baths and the famed Soggy Dollar, respectively, are two of the Caribbean’s best coastal spots), but jumping off the stern of the ship and letting the current pull me out before I swam happily back was my idea of nirvana.

Photos by Drew Limsky

You May Also Like

Miami-Based Gencom Purchases Ritz-Carlton Key Biscayne

The international developer and manager of hospitality and residential properties is planning a $100 million transformation and repositioning of the cornerstone hotel asset in 2025.

Hawks Cay Resort: A Gem in the Middle Keys

The luxury destination in Duck Key is a perfect getaway for South Floridians.

Rentyl Resorts Teams Up With New Luxury Brand to Develop Historic Miami Beach Hotel

Its portfolio features renowned properties such as Margaritaville Resort Orlando, Encore Resort at Reunion, The Bear’s Den Resort Orlando, Spectrum Resort Orlando, Atlantis Paradise Island, and Beachwalk.

Greater Fort Lauderdale Chosen as Host of IPW 2026 by U.S. Travel Association

The business event serves as a crucial driving force, bringing about significant economic growth and job opportunities for the region.

Other Posts

Carefully Taught

Education is a throughline in the life and career of Alan B. Levan, chairman and CEO of BBX Capital Corporation.

Alan B. Levan
Nexo Residences Represents North Miami Beach’s First Full Home-Sharing Condos

With exclusive sales and marketing by Fortune Development Sales, Nexo Residences is slated for completion in 2026.

Nexo Residences
Ken Griffin Opens Wallet for Science

The funding will position the center to absorb construction and capital pricing increases and new programming and endowment benchmarks.

The Wave Is Coming

Society is bracing for the impact of baby boomers on healthcare.

Drew Limsky

Drew Limsky



Drew Limsky joined Lifestyle Media Group in August 2020 as Editor-in-Chief of South Florida Business & Wealth. His first issue of SFBW, October 2020, heralded a reimagined structure, with new content categories and a slew of fresh visual themes. “As sort of a cross between Forbes and Robb Report, with a dash of GQ and Vogue,” Limsky says, “SFBW reflects South Florida’s increasingly sophisticated and dynamic business and cultural landscape.”

Limsky, an avid traveler, swimmer and film buff who holds a law degree and Ph.D. from New York University, likes to say, “I’m a doctor, but I can’t operate—except on your brand.” He wrote his dissertation on the nonfiction work of Joan Didion. Prior to that, Limsky received his B.A. in English, summa cum laude, from Emory University and earned his M.A. in literature at American University in connection with a Masters Scholar Award fellowship.

Limsky came to SFBW at the apex of a storied career in journalism and publishing that includes six previous lead editorial roles, including for some of the world’s best-known brands. He served as global editor-in-chief of Lexus magazine, founding editor-in-chief of custom lifestyle magazines for Cadillac and Holland America Line, and was the founding editor-in-chief of Modern Luxury Interiors South Florida. He also was the executive editor for B2B magazines for Acura and Honda Financial Services, and he served as travel editor for Conde Nast. Magazines under Limsky’s editorship have garnered more than 75 industry awards.

He has also written for many of the country’s top newspapers and magazines, including The New York Times, Washington Post, Los Angeles Times, Miami Herald, Boston Globe, USA Today, Worth, Robb Report, Afar, Time Out New York, National Geographic Traveler, Men’s Journal, Ritz-Carlton, Elite Traveler, Florida Design, Metropolis and Architectural Digest Mexico. His other clients have included Four Seasons, Acqualina Resort & Residences, Yahoo!, American Airlines, Wynn, Douglas Elliman and Corcoran. As an adjunct assistant professor, Limsky has taught journalism, film and creative writing at the City University of New York, Pace University, American University and other colleges.