Shades of Improved Ego

People wonder, “Is sailing an ego trip?” When you start out to sail, you set yourself apart from the rest of mankind who lack your ambition. You have chosen an adventure that takes time to learn, time to hone, time to perfect. Not everyone can do it. Already you feel better. You think, This beats […]
Learning to Sail Big

Two fellows from Hampton Roads set out on a brilliant Saturday morning to advance their sailing skills by learning to sail big. Dan Fisher and Jim Brock took the ASA 101 basic keelboat course separately. Now they assembled for the next step, ASA 103 intermediate coastal cruising. They had never met before. Dan has a […]
Sailing with Heroes

People ask, “Who has inspired you the most?” Among 900 essays in the Captain’s Blog over the past seven years, Sailing with Heroes from 2016 is the most poignant. On a dark and dreary afternoon, a couple from Portsmouth drove up to the Peninsula to go sailing on the York River. Then they found the […]
Sailing Wisdom, Life’s Metaphors

People often ask, “Why is sailing so special?” Unlike any other sport, sailing lends itself to inspiration, as these three illustrations show. No other mode of transportation is so inspiring, except maybe trains (“City of New Orleans”), or the bus ride with Kathy in Simon and Garfunkel’s “America.” Sailing memories are a pleasant reminder of […]
Destroyers Compared

Sometimes people ask, “Can you compare Navy ships?” Yes, but preferably in profile. On a whim, Daniel Katekovich took his bride Connie sailing along the York River on their 30th anniversary. She had never been on a sailboat before, “if you don’t count a small catamaran.” She did great as we zoomed across the river […]
8 Little-Known Ways to Sail

I get asked, “Are there different ways to sail?” Yes, here are eight ways. 1. Caribbean Day Sail—The common expectation for a trip on a yacht rental in St. Thomas or St. John is to fly in and take a bareboat out for a week with another couple or two. That’s fine, but pricey and […]
7 Menu Ideas for a Sailboat

People frequently ask, “Can we eat on the boat?” Yes! Everything is better on a sailboat, especially food. Here are 7 menu ideas for a sailboat to make the voyage a culinary adventure. Subway Consider Subway a metaphor for any take-out food from chains, supermarkets and restaurants. Subway just happens to be the most popular […]
Marry Me? Yes!

People often ask, “Can I get married on a boat?” You bet. Ziquine Hopkins and Crystal Dorsy went on an evening cruise along the York where he proposed to her on the bow of the sailboat. She was totally surprised and slightly astonished that Zi had already told her family. The couple enjoyed a catered […]
Sailing on Memories

People ask, “Why do people go sailing on vacation?” Visitors to Williamsburg go sailing on memories. They are surprised to discover so much water surrounding them. Indeed, when the second capital was formed in the city in 1699, it had ports on both sides of town along creeks extending to two rivers. Today as they […]
Sailing the High Seas

People ask, “What’s it like to sail the high seas?” Two independent couples from New York and Virginia went sailing on the high seas of the York River as fresh easterly breezes provided a speedy route down river. In recent days the winds have been strong after a front blew through. By now they have […]