5 Lessons Learned from Managing a Crew

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When Cheeky Monkey reached the Canary Islands after five days at sea, it was clear the crew needed a stiff drink and some space. This was our “shakedown,” our test run for the Atlantic crossing with our full crew of six: Meg and Kristi, our friends from the ’13-14 Clipper Round the World Race, Morgan, a French solo sailor we… Read more

Morocco Markets: Objects of My Desire

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Sailing into Rabat, Morocco It was hard to focus on helming as we pulled into the harbor in Rabat, Morocco, as I stared with wonder at the ancient stone structures lining the right side of the entrance and the colorful wooden fishing boats bobbing up and down on their moorings. I sensed that we hadn’t just left Europe; we’d sailed… Read more

Cheeky Monkey is Seeking Adventurous Crew!

Cheeky Monkey is Seeking Adventurous Crew! thumbnail

Announcement: Cheeky Monkey is sailing across the Pacific Ocean! AND We are looking for crew! S/V Cheeky Monkey is about to embark on the ultimate sailing adventure from the Caribbean to Panama to the Galapagos to the South Pacific islands and we are seeking the right crew to join us on this adventure! If you’re a Turf to Surf Newsletter… Read more

Sailing to Morocco: Stress in the TSS

Sailing to Morocco: Stress in the TSS thumbnail

As we quickly tidied up the boat to get ready to sail from Gibraltar to Rabat, Morocco, I examined the charts closely to understand the route we would be taking across the busy traffic channels in the Strait of Gibraltar. There were so many frighteningly large ships moving across the screen on AIS that our chart plotter looked like an… Read more

The Gift of guests: sailing for the first time (again)

the gift of guests sailing for the first time sailing blog

I am sitting in the cockpit of Cheeky Monkey, enjoying an evening glass of wine with a view of several thousand gleaming boats in the Real Club Nautico Marina in Palma de Mallorca, when I get a message from my friend John saying, “I’m ready!” just as this picture comes through my phone: I start laughing and immediately reply that… Read more

Sailing to Spain: A Homecoming

ibiza spain travel turf to surf

When we pull into Cala Benirras in Ibiza, after 1400 nautical miles and eleven days at sea, it’s hard to fathom where exactly we are in the world and how far we’ve come. It feels warm and familiar, like we could be pulling up to any island in the Caribbean. It’s the closely packed boats full of naked people that… Read more

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