We chose to rent a 41-foot monohull from the Tortola sailing charter, Horizon Yacht Charters. We also made the wise move of hiring a Captain, “Boss,” a 51-year old grandfather of 4 who grew up on Tortola sailing boats and ferries for a living when he wasn’t tending to his goats and sheep. Boss exuded an heir of confidence and calm aboard Island Karma, even during 27-knot winds in the open sea, when the rain and swells left us soaked. We would spend the week sailing to Jost Von Dyke, Virgin Gorda, and Anegada, which was worth the long sail over. We savored the chance to dine barefoot on lobster and conch fritters and making our way to both beaches on the island, Cow Wreck and the equally enticing Loblolly, stopping to see a large flock of flamingoes in the distance. We ended with stops at Cooper Island and Peter Island, before one last Dark and Stormy on Norman Island. A memorable trip that we’re happy to recreate for ActiveTravels clients upon request.

In the mid-90s, I was hired by Art & Antiques Magazine to write a story on the period of time painter Georgia O’Keeffe and her husband, photographer Alfred Stieglitz, lived on the shores of Lake George. This was to coincide with a photography exhibition of Stieglitz’s work at New York’s Museum of Modern Art. I knew renowned abstract sculptor David Smith lived in Bolton Landing, but I honestly had no idea O’Keeffe lived in Lake George, since she’s far better known for her New Mexican motif. From 1918 to 1934, O’Keeffe would spend a good portion of her summer at the lake. She would return to Lake George for the last time in 1946 to spread Stieglitz’s ashes at the foot of a pine tree on the shores of the lake. Today, those ashes lie on the grounds of the Tahoe Motel. Next door, the house they lived in, Oaklawn, is still standing at The Quarters of the Four Seasons Inn. On a wall next to my desk, I have a poster of a dreamy mountain and lake landscape simply titled Lake George (1922). My brother, Jim, purchased this for me at the San Francisco Museum of Art, where the original O’Keeffe oil still hangs.
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Having sat next to my brother at a number of his workshops, including stops at Harvard and the Seattle Film Festival, I know firsthand how incredibly inspirational and motivational his talks can be. Jim’s already worn so many hats in the entertainment world—talent agent to stars like Alan Arkin and Helen Hayes, screenwriter, director, documentarian, award-winning producer—and known so much talent that have succeeded beyond their wildest dreams and others that have failed miserably. In fact, he’s distinctly qualified to understand and analyze why some people can make a good living pursuing their creative ambitions and others stuff those dreams away in a dimly lit office far from their film, art, or journalism schools. Take it from a guy who’s worked as a full-time freelance travel writer and screenwriter for the past 25 years, Spielberg is not going to call on line one and you’ll be marketing far more than you’ll be writing.
To get my mind off the cold in Boston and another snowstorm headed our way on Wednesday, I’m going to discuss my favorite places to scuba dive this week. I first dove off Taveuni, Fiji, on the way to the Great Barrier Reef after recently being certified in the Cook Islands. It would end up being far more memorable than any of my dives on the Great Barrier Reef. It’s not just the multi-colored coral they dub the Rainbow Reef or the myriad of neon-colored fish that provide divers with a kaleidoscopic view of the sea. No, it’s the big boys like white-tip sharks, sea turtles, and manta rays that make you feel like Jacques Cousteau. No wonder Jacques’ son, Jean-Michel, has his own resort in nearby Savusavu. He’s no fool.
It’s still relatively warm in the region for the remainder of October and the foliage is peaking at least a week or two later than normal. So take advantage of the good weather to do one of these off-the-beaten-track activities in New England.