North America

On the first day of our charter we sailed to Cuttyhunk, Massachusetts, a charming island at the tip of the Elizabeth Islands between Vineyard Sound and Buzzard’s Bay. We dinghied ashore and bought fresh cod from a fisherman whose wife had lived on Cuttyhunk her entire life. We moseyed on to a general store, where Jaci, one of our crew, bought the Sunday Times and cut out the crossword

Sail Your Telltales!

by Ryan Jolley, Posted March 3, 2010
I know how to sail, right? At least I thought I did. I mean, I have a copy of Sailing for Dummies in my office, and I have worked at SAIL for 3 years, for Pete’s sake, so I know how to sail, right? That, at least, was my thinking going into a 10-day sailing course with my dad at the Offshore Sailing School. I couldn’t have been more wrong.We arrived at the Mansion House bed-and-breakfast

Decisions, Decisions

by Amy Ullrich, Posted January 7, 2010
"If I were on my boat, I wouldn’t go out today,” says Harry from the wheel. Of course he wouldn’t. Harry and Lyn Wey—friends, neighbors and lifelong sailors—keep their boat in Maine, where even a tiny splash could freeze you in the winter. Harry, who is on his first Virgin Islands charter, hasn’t quite tuned in to the essential facts of Caribbean sailing: any splash will be as warm as bathwater

Charter in the San Juans

by Robby Robinson, Posted March 9, 2009
"It really was warmer last week (last month/yesterday).”We heard that refrain throughout our brief week’s cruise. Wherever the warmth was, we missed it. Chartering in mid-August in the San Juan Islands, the storied archipelago of the Pacific Northwest, we weren’t prepared to don multiple layers, burrow in sleeping bags, and crank up our in-cabin heater every morning.

Summer is a-coming in

by Amy Ullrich, Posted February 11, 2009
Eventually. But now, as this issue of SAIL is arriving in your mailbox, is the time to start making plans for Summer ’09 if you’re thinking about a charter cruise in southern New England. The cruising grounds range from Massachusetts to Rhode Island to Connecticut, and the waters are chockablock with iconic destinations: the big, inhabited islands (Nantucket, Martha’s Vineyard, and Block Island)

Deja Vu All Over Again

by Amy Ullrich, Posted August 21, 2008
Echoes of a long-ago family charter reverberate in a Florida charter with grandchildren. Maybe it's genetic.     It was a long time ago—in our family's history and in the history of chartering boats—when my husband, George, feeling in immediate need of a vacation one August, chartered the only boat available in the state of Maine. It was our first time

Sound of Silence

by Sail Staff, Posted August 14, 2008
An early-season week in British Columbia desolation sound proves that you can still get away from it all.It wasn’t until our third day of cruising Desolation Sound that we began to feel, well, desolate. We’d overnighted in two anchorages that were almost empty by East Coast standards, but full by British Columbia measures—i.e., we still had other boats within earshot. The

The Best Of Times

by Charles Mason, Posted August 13, 2008
Charter a boat, sail your own boat; stay near home or cross the country to sample the waters. Summer is a good time to do it“To every thing there is a season,” said the writer of Ecclesiastes. If you’re reading this, you’re probably a sailor, and you don’t need me to tell you that this statement should be needlepointed on a pillow in the saloon of every sailboat. Generally,

Dreamcatcher

by Rebecca Waters, Posted August 7, 2008
Myth, mystery, and Midnight Magic evoke childhood adventures on a Lake Michigan charterWe were lost in the woods on Garden Island. The trail we followed from the Native American graveyard had melted into a woodland clearing, leaving us guessing at the path ahead. My brother Xander had even stopped pointing out peculiar vegetation and was instead studying the trail map

Five Mornings In Maine

by Sail Staff, Posted August 7, 2008
When you hit the weather right, the Maine coast is simply Shangri-laThe Maine cruise my new fiance, Caroline, and I took over the long Fourth of July weekend was a preemptive honeymoon. We’d been together and sailed together for over seven years when I donned my tuxedo and popped the question on a borrowed Rhodes 19 as the sun set over the Boston skyline on the summer
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