How to Build a House

Peoplel ask, “What’s it like to build a house on the water?” Heather Masters booked a sail with her husband Ryan for their 20th anniversary. By their youth, I figured they got married at 15. We had a serene run up the York River to see the Navy submarine in port, and Ryan noticed a […]
Sailing from Childhood

People ask, “Do sailors recall their childhood on the water?” Yes, fondly for the most part. A Wisconsin couple transplanted to Palm Harbor FL was visiting Williamsburg and saw they could go sailing on the York River. Peggy Wearing grew up near Lake Michigan. “I started out sailing prams and later 210s out of the […]
How to Evaluate Sailing Pricing

Every now and then I’m asked about the sailing pricing of Let’s Go Sail. It’s a fair question and is best addressed on two fronts, strategy and comparisons. Sailing Strategy The idea when starting out seven years ago was of course to earn revenue, but with a twist. The principal objective remains to get people […]
Sailing in May

People ask, “Do the winds pick up during the day?” A Yorktown couple took her parents and other family members sailing on a light day that turned into 15 mph gusts. They loved it. They had gathered for the graduation of John Bednarek from the College of William & Mary this weekend. Julie Bednarek’s folks […]
Couples Enjoy Sailing

I get asked, “How far down in the water do the buoys extend?” Those two USCG buoy tenders were still there at the Yorktown Training Center, and today the classroom work had moved outside. As we sailed past, we got to watch them pick up a red buoy off the deck and extend it over […]
Sailing the Great Loop

People ask, “What’s the Great Loop?” One of the most ambitious sailing adventures in America is the Great Loop, essentially up the East Coast to New England, down the St. Lawrence into the Great Lakes and on to Chicago, down the Mississippi to the Gulf, and across to Florida. Meet David and Susan Houghland of […]
Cuddly Sailors

I get asked, “Do you meet amazing people?” Every now and then someone has an amazing business story. Such was the case while taking Daniel and Jennifer Williams of Louisville out sailing along the York River on a brilliant and warm afternoon. “I’ve got my own business,” Jennifer said. “We make stuffed animals of your […]
60th Sailors

“Do people celebrate their anniversary by sailing?” As a surprise, a Williamsburg woman went to extensive lengths to reserve a private sailboat charter for her parents to mark what she called “their 60th.” She provided a limo and driver from Richmond. We had to shift the trip around rainy weather and develop an early morning […]
Boat Extremes

Sailing from New England People ask, “Are there extremes in boats on the York River?” We saw it on this day. Two couples who had never met enjoyed a warm, sunny breeze on the York River as part of their Williamsburg vacation adventure. Shirley Patrick of Washington DC brought her beau James Artis after having […]
Opening Day Sail

spor People ask, “When is Opening Day?” Usually April 1. Jamie Rodriquez brought her Texas family to Williamsburg for Spring Break and went sailing on Opening Day of Let’s Go Sail. Brisk winds of 10 mph were a bit chilly on the York, but the bright sunshine warmed everyone up. Jamie used to sail in […]
Big Winds Return

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 in 10 mph winds and building seas. Then we tacked to go under […]
Sailing Toward Fall

On a serene York River that slowly came to life as the wind built, we sailed past the lower range light at Yorktown to show how it has become obliterated. A vacant osprey nest has collapsed over the lens, leaving it nearly obscured to ship traffic. I notified the Coast Guard and sent them a […]
Celebrating Summer by Sailing

Celbrating Summer by Sailing inform couples and families how to enjoy private charters on the York River.
30-Year-Old Sailor

Two couples and two toddlers got to see a 30-year-old sailor transit the Coleman Bridge when the USS Monterey came steaming up the York River on the way to the Yorktown Naval Weapons Station. It was quite an adventure. Host Christine Wells had her hands full with the kids, so her husband Frank and pal […]
Sailing Metaphors

You can improve your life by applying sailing metaphors.
Make-A-Wish Sailing

A Texas family sponsored in Williamsburg by the Make-A-Wish Foundation wound up their vacation with an outdoor adventure by going sailing on the York River. Earlier we got rained out but rescheduled the next day under cloudy and cool conditions. It was actually quite pleasant. Because Let’s Go Sail is ADA compliant, I moved the […]
Sailing Under Brighter Skies

People summon up the distant past to remember the strangest things about sailing. After seven days of clouds and rain, the skies brightened and so did the customers. While navigating the York River in a rising wind as his wife and daughter looked on confidently, Matthew Reed of Higganum CT recalled sailing after a storm […]
Heave-To Simplified

Let’s say you’re out sailing the York River and want to stop and have lunch. That way the boat will flatten out and food won’t wind up flying everywhere. The procedure is called Heave-To, which slows the boat to a stop. Then you’re Hove-To. I prefer the latter term because Heave-To implies vomiting. Assuming you’re […]
Honeymoon Sailing
To wind up their honeymoon week in Williamsburg, Jennifer Griffith and Bob Moran went sailing on a serene York River. A morning rain blew past and we motored out to a glassy sea that barely rippled from light winds. An incoming tide slowly drifted us upriver toward the Virginia Institute of Marine Science. Jennifer is […]
Sailing Past Cuba Gooding Jr.
Gregory Schon of Newport News took his wife Carol sailing on the York for their 15th anniversary. With sails reefed in warm 15-18 mph winds from the southwest, he celebrated appropriately by reaching 15.7 mph. Carol is a retired lab technician who moved up the hospital and corporate ladder to get into sales, traveling the […]