| Sail 1999 |
| Title | Subject | Authors |
| 25 miles from home.(sailboat cruising, New England, MA) | Sports and fitness | David Liscio |
| A day in the life of a small-boat cruiser. | Sports and fitness | Ida Little |
| A gift of sail.(sailing memories) | Sports and fitness | Ralph Cooley |
| A high-flying maxi.(sailboat) | Sports and fitness | Craig Davis |
| Alone and wild as ever.(sailing) | Sports and fitness | |
| And the winner is...(hypothetical racing yacht design)(America's Cup 2000, New Zealand)(Cover Story) | Sports and fitness | Jim (American writer) Taylor |
| A new breed.(sailors) | Sports and fitness | Reese Palley |
| A new look at asymmetrical spinnakers.(designs becoming easier to handle)(Sail Trim Know-How) | Sports and fitness | Tim Dawson |
| Apprentice to freedom.(sailing) | Sports and fitness | Betsy Morris |
| A sled for all seasons.(Roy E. Disney's boats) | Sports and fitness | Craig Davis |
| A summer cruise to the South Seas.(yachting) | Sports and fitness | Webb Chiles |
| Autumn in the boatyard. | Sports and fitness | Webb Chiles |
| A weenie goes to sea.(yachting)(Column) | Sports and fitness | Joy Smith |
| A well-oiled machine.(cruising) | Sports and fitness | Conrad Skladal |
| Bahia Magdalena.(cruising at the tip of the Baja California) | Sports and fitness | Roger Ross |
| Bare poles to Chile.(woman survives ocean sailing challenge) | Sports and fitness | Marcia Reck |
| Basic boat care: part 1. | Sports and fitness | Chris Caswell |
| Basic genoa trim.(sails) | Sports and fitness | Rich Stearns |
| Bavaria 46 Exclusive.(sailboat) | Sports and fitness | David Siemens |
| Beginnings.(ocean sailing) | Sports and fitness | Lin Pardey |
| Big cruisers, big choices.(45-footer sailboats, Catalina 470, Beneteau Oceanis 461, Hunter 450 Passage, Dufour 45 Classic)(Cover Story) | Sports and fitness | Tom Linskey, Charles Mason, Bill Springer, Dave Gardner |
| Boat security.(boating security equipment) | Sports and fitness | Bill Lindsey |
| Bombed in Bass Strait.(hurricane winds hit the Telstra Sydney-Hobart Race fleet in Bass Strait) | Sports and fitness | Bob Ross |
| Born to sail. | Sports and fitness | Susan Burge Alverson |
| Carrying Sarah: it ain't elegant, but it works.(cruising by the disabled) | Sports and fitness | Tim Zimmermann |
| Choosing a learn-to-sail program. | Sports and fitness | Tom Dove, Peter O'Toole |
| Conner and Team Caribbean combine.(America's Cup 2000 New Zealand)(Dennis Conner) | Sports and fitness | Charles Mason, Tim Jeffery |
| Creating the ultimate mini-superyacht.(custom-designed 59-foot yacht)(Flag Ships) | Sports and fitness | Tim Jeffery |
| Cruising the Caledonian Canal.(Scotland) | Sports and fitness | Hamish Tear |
| Depthsounder navigation.(sailing) | Sports and fitness | Ken Textor |
| Drilling solid fiberglass.(Sail Commissioning 1999)(tips on drilling the boat's fiberglass surface) | Sports and fitness | David S. Yetman |
| Dutch win their first Admiral's Cup.(Sailing News) | Sports and fitness | Dobbs Davis |
| East of Schoodik: Maine and New Brunswick.(Bay of Fundy) | Sports and fitness | Nancy Wolfe Stead |
| Finding the perfect crew.(sailboats, crew selection) | Sports and fitness | Karina Roholte Befeld |
| Get cruising. | Sports and fitness | Tom Linskey, Gaelen Phyfe, Patience Wales, Amy Ullrich, David Gardner, Bill Springer |
| Get sailing.(recreational dinghies)(Evaluation) | Sports and fitness | Josh Adams, Gaelen Phyfe, Bill Springer, Erik Nelson, Allison Peter, Peter O'Toole |
| Getting home.(sailing home from Mexico) | Sports and fitness | Doreen Gounard |
| Going aloft.(guidelines for going up the mast of a sailboat) | Sports and fitness | Steven Harris |
| Golden opportunity.(Ron Holland Design's Golden Opus)(Evaluation) | Sports and fitness | Roland Holland |
| Gracias, capitan de puerto!(Sailing Memories) | Sports and fitness | Rod Kulbach |
| Graveyard watch: interior soundings.(sailboats)(Column) | Sports and fitness | David Frew |
| Guests on board.(cruising with visitors) | Sports and fitness | Laura Hacker-Durbin |
| Head start.(yacht racing) | Sports and fitness | Tom Leweck |
| Help your crew know what to do.(performance sailing) | Sports and fitness | John Yeigh |
| Hometown crew wins the Women's Rolex.(US Sailing 1999 Rolex International Women's Keelboat Championship) | Sports and fitness | Barby MacGowan |
| How to handle wakes.(sailing) | Sports and fitness | Michael A. McLaughlin |
| Ice and jungle.(boating experience) | Sports and fitness | Stephanie White, George Van Sickl |
| In praise of offshore racing.(Column) | Sports and fitness | Vicky Jackson, Tom Jackson |
| Jury-rig solutions.(self-reliance when encountering boating problems) | Sports and fitness | Kim Taylor |
| Load up and look out.(sail materials) | Sports and fitness | John Heyes |
| Looking back.(sailing) | Sports and fitness | Bob Lux |
| Mail, money and mom.(managing mails when going cruising) | Sports and fitness | John Kettlewell |
| Making routing decisions electronically.(using software to chart the best course for a sailboat) | Sports and fitness | Bill Biewenga |
| Man-overboard alarms.(use by boating crews) | Sports and fitness | Bill Biewenga |
| Mexico on our minds: getting there.(cruising to Mexico) | Sports and fitness | Danielle Dignan |
| More purchase: cascading systems.(for sailboats) | Sports and fitness | Dave Franzel |
| My wife the mechanic.(Viewpoint) | Sports and fitness | Jon S. Brightman |
| Navigation lights, critical signals.(yachts) | Sports and fitness | Bill Brogdon |
| New sailor's survival guide.(sailing) | Sports and fitness | Bill Allen |
| Noise control.(includes related article on noise measurement and on composite insulation)(minimizing engine noise in sailboats) | Sports and fitness | Charlie Husick |
| Not right in the head.(problems with a boat toilet) | Sports and fitness | Bob Walkinshaw |
| On Christmas Day ... in the morning.(memories of solo yachtswoman Julia Bartlett) | Sports and fitness | Julia Bartlett |
| Our crew always wore a fur coat.(a dog's life aboard a sailboat)(Sailing Memories) | Sports and fitness | Jim Stalnaker |
| Our kind of honeymoon.(includes related article on getting married in the British Virgin Islands) | Sports and fitness | Allison Peter Bray |
| Panama Canal handover: trouble ahead for cruisers?(Panama, sailboats) | Sports and fitness | Dan Sehnal |
| Peril in paradise. | Sports and fitness | Pamela Gross, Joseph Franetic |
| Piggyback passagemaking.(shipping one's boat) | Sports and fitness | Michael Howorth |
| Power up with purchase.(control systems for sailboats) | Sports and fitness | Dave Franzel |
| Proud, jealous, and broke.(father's reaction to her daughter learning how to sail)(Column) | Sports and fitness | Todd M. Wyrick |
| Rafting up.(seamanship) | Sports and fitness | David Siemens |
| Red moon rising.(2000 America's Cup Yacht Race) | Sports and fitness | |
| Refit for a circumnavigation.(includes related article on examples of systems upgrade for long-distance cruising)(systems upgrade for long-distance cruising) | Sports and fitness | Margaret Reichenbach, Matt Rollberg |
| Refitting a fiberglass classic.(Flagships)(rehabilitating an old fiberglass-hulled sailboat) | Sports and fitness | Beth A. Leonard |
| RIB roundup.(Flagships)(the latest crop of rigid inflatable-bottom tenders)(Evaluation) | Sports and fitness | Bill Lindsey |
| Rules of the road.(sailing) | Sports and fitness | Carl Herzog |
| Safe sailhandling. | Sports and fitness | Beth Leonard, Evans Starzinger |
| Sailing to the rising sun.(includes related article)(Sea of Japan) | Sports and fitness | Pamela Gross, Joseph Franetic |
| Sailing with El Nino.(Babies on Board)(tips on how to sail with infants) | Sports and fitness | Elizabeth Stevens |
| Sailing with La Bambina.(Babies on Board)(includes related article on a sailing experience of a couple with their infant sons)(tips on how to safely sail with infants) | Sports and fitness | Sallie M. Delaney |
| Secrets of the sensuous sailor.(seamanship) | Sports and fitness | Charles J. Doane |
| Short-range wireless communications. | Sports and fitness | Bill Walker |
| Southward bound.(92-yr-old writer remembers sailing experiences) | Sports and fitness | Annette Peterson Clark |
| Stormy weather.(sailing experiences) | Sports and fitness | Rod Kulbach |
| Stowage solutions.(food storage aboard boats) | Sports and fitness | Lawrence Fred Pardey |
| Summer wino days.(memories onboard an old vessel) | Sports and fitness | Marcia G. Moore |
| Swamp water.(boating experience) | Sports and fitness | Carolyn Harris |
| Teachings of a tightwad.(sailing) | Sports and fitness | Karl Leopold Metzenberg |
| The 9,000 mile assumption.(includes related article on lesson learned from the ocean voyage)(an ocean voyage narrative) | Sports and fitness | Diana Jessie |
| The best of times, the worst of weather.(a group of sailors' experience at Azores, Portugal) | Sports and fitness | Charles Tuller |
| The floating classroom.(learning during cruises) | Sports and fitness | Theresa Fort |
| Things that work.(advisory on sailboats) | Sports and fitness | Herb Payson, Nancy Payson |
| Three loud sounds.(What Really Happened to Melinda Lee)(disappearance of a bluewater-cruising family and their boat) | Sports and fitness | Judith Sleavin |
| Three psychologists in a gale. | Sports and fitness | Albert S. Carlin |
| Tips from the top: balance of power.(sailboat racing) | Sports and fitness | Terry Hutchinson |
| Tow or be towed.(sailing) | Sports and fitness | Paul Nelmes |
| Transpac ready.(sailing race) | Sports and fitness | Dobbs Davis |
| Transpac records, heroics.(Roy Disney's Pyewacket breaks record in Transpacific Yacht Race) | Sports and fitness | Rich Roberts |
| Urban sailor.(Opinion.) | Sports and fitness | Peter R. Verne |
| Use your roller-furling system correctly.(sailing) | Sports and fitness | Michael A. McLaughlin |
| Using safety gear safely.(aboard boats) | Sports and fitness | Stephen R. Salmon |
| What's the right amount of insurance coverage?(insuring a boat)(Seamanship Know-How) | Sports and fitness | Lee Judd |
| Where God threw rocks.(sailing in northern Labrador) | Sports and fitness | John R. Bockstoce |
| Yosemite at sea level.(cruising to British Columbia's Princess Louisa Inlet) | Sports and fitness | Gary Wyngarden |
| Your boat's logbook.(Building Skills Know-How) | Sports and fitness | Carl Herzog |
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