Weekend Travel: Editor’s Recommendation—So Many Santorinis

I’ve been to Greece’s most photographed island so many times—and each visit represented a completely different chapter in my life.

First time: Early on in my travel writing career, I planned a birthday trip to Santorini with my ex. We broke up before the trip, the first of many breakups; I went anyway, burying myself in the longest Philip Roth novel I could find. It was some compensation that I scored the top suite at Perivolas: a long, whitewashed cave house where my private indoor/outdoor swimming pool was at the foot of the bed. It was like a grotto; after a few strokes I was suddenly outside under the Greek sun, overlooking the Aegean.

Then there was the time I hit Santorini as part of a Holland America cruise on the Nieuw Amsterdam. We were a big group that included my dad and our close family friends. Anticipating that everyone from our ships and all the other cruise ships in port would turn lunch in Oia—the most famous town—into a frenzy, I sprinted to arrange a reservation at Seagull, a restaurant (since closed) with spectacular meze and even more impressive views.

After lunch, my friend Vincent I and were able to coax our parents back towards the ship so we could hike to the other villages that rise above the basin-like caldera. The Grace Hotel—part of the Auberge chain—was new then and it beckoned, so I grabbed an outside table and ordered a bottle of sparkling so we could seamlessly slip into the hotel’s stunning infinity pool. The Grace is in Imerovigli, the highest village—and probably my favorite—which overlooks Skaros rock. The rock is a dramatic sight, like a craggy, flat-topped pyramid with the royal blue sea as a backdrop. We positioned ourselves at the lip of the pool, just staring, mesmerized, and barely caught the last tender back to the ship anchored in the harbor.

But the story behind my above selfie occurred on a later trip, when I was writing about Santorini for Holland America’s brand magazine, Mariner. This was either just before or just after my photographer and I enjoyed a terrific lunch of tzatziki, grilled octopus, and much more at Blue Note in Imerovigli. I was in my happy place, the golden-hour light cooperated, and I was able to capture one of Santorini’s characteristic trios of church bells over my shoulder.

There’s still time to book a Santorini trip this season, but as one of the world’s most enduringly popular—and overtouristed—destinations, try to get there by May, or else wait until September. Even during the pandemic, Greece’s best-known Cycladic islands (Mykonos and Santorini) did good business, and I’m betting this summer will approach pre-covid crowds.

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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.