How to Sail Oceans

A video blog of my ocean sailing adventures where I offer information, tips, and advice for those dreaming of sailing wide blue waters themselves.

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How to Sail Oceans Latest videos

Showing 1-6 of 302 results
The American Inquisition  |  Ep. 301
How to Sail Oceans
The American Inquisition | Ep. 301
I am boarded by Customs and Border Patrol. They crash into me and damage the boat. After checking my documents and rifling through my things, they leave. Good riddance! Soon after I'm contending with a nasty squall. I finally make it into Biscayne B...
Sailboats are No Respecters of Schedules  |  Ep. 300
How to Sail Oceans
Sailboats are No Respecters of Schedules | Ep. 300
Three hundred episodes of HtSO! I am northbound from the Florida Keys, but the wind is playing cat and mouse with me. After poring over weather files for weeks and one false start, I finally find fair wind to Biscayne, but only make it to Rodriguez Key. ...
The Spring Sailing Seesaw  |  Ep. 299
How to Sail Oceans
The Spring Sailing Seesaw | Ep. 299
Summer is coming, but winter ain't done. I depart Key West with a warm, gentle, southerly breeze to blow me northeastward toward the Chesapeake Bay. But then I have to hole up in Newfound Harbor for two weeks while cold fronts howl and headwinds persist...
Foiled by headwinds, following the sun  | Ep. 298
How to Sail Oceans
Foiled by headwinds, following the sun | Ep. 298
Returning from the mystical atoll that is the Dry Tortugas, which is an overnight sail for me, I am foiled by contrary wind and current barely three miles from the Mule Key anchorage. After several futile tacks, I opt to anchor in the lee of the shoal and...
Paradise Revisited  |  Ep. 297
How to Sail Oceans
Paradise Revisited | Ep. 297
Never as good as the first time? Second visit to the Dry Tortugas was even better than the first, at least for me it was. Now, admittedly, I had to drag myself out of my bunk to get underway from Key West, all grumpy and growling I was. The Dry Tortu...
Kevin’s Unofficial Anchoring Guide to Key West | Ep. 296
How to Sail Oceans
Kevin’s Unofficial Anchoring Guide to Key West | Ep. 296
Party! Key West is a fun town, lots to do and see. It's a "big port". There are several large marinas if you are visiting by yacht, but they might not suit your budget, or if you are engineless like me, they are nearly impossible to get to. Which leav...

Watch How to Sail Oceans from the Beginning!

Showing 1-36 of 302 results
SailingOceans_PuertoRico_to_Chesapeake_June2017_PartOne
How to Sail Oceans
SailingOceans_PuertoRico_to_Chesapeake_June2017_PartOne
In Part One I discuss: passage planning/how to read GRIB files; putting to sea; a hiccup in the form of a squall; sailing at night.
SailingOceans_PuertoRico_to_Chesapeake_June2017_PartTwo
How to Sail Oceans
SailingOceans_PuertoRico_to_Chesapeake_June2017_PartTwo
In Part Two I talk about: self-steering windvanes; meals at sea; getting weather forecasts with a short wave radio; downwind sailing strategies.
SailingOceans_PuertoRico_to_Chesapeake_June2017_PartThree
How to Sail Oceans
SailingOceans_PuertoRico_to_Chesapeake_June2017_PartThree
In Part Three I talk about: changing sail combinations for light conditions; passage psychology, how to deal with the sometimes difficult and frightening challenges that can arise at sea.
SailingOceans_PuertoRico_to_Chesapeake_June2017_PartFour
How to Sail Oceans
SailingOceans_PuertoRico_to_Chesapeake_June2017_PartFour
In Part Four I talk about: the Gulf Stream, crossing it and the potential hazards it poses to small craft; how I manage my sleep as a solo-sailor; getting into some some squally weather.
SailingOceans_PuertoRico_to_Chesapeake_June2017_Final
How to Sail Oceans
SailingOceans_PuertoRico_to_Chesapeake_June2017_Final
In this video we cross the Gulf Stream after a night of impressive thunderstorms, and then we are in green water as we approach the mouth of the Chesapeake. We arrive in Hampton, Virginia, just before midnight on June 17, having done the 1,300 mile passag...
You Don’t Need an Engine to go World Cruising _Part One
How to Sail Oceans
You Don’t Need an Engine to go World Cruising _Part One
Part one in a series of videos for the purists out there, or those simply looking to go ocean cruising on the cheap. For those who choose to have inboard power, which is most of you, I hope these vids will inspire you to hone your sailing skills to the po...
Choosing Your Second Anchor (Sailing Without an Engine, Part Two)
How to Sail Oceans
Choosing Your Second Anchor (Sailing Without an Engine, Part Two)
In this video I talk about what I refer to as your second anchor, which should be an anchor you can easily run out in a dinghy. This anchor is particularly important to the engineless cruising sailor. I also demonstrate how to prepare the rode so that it...
Think Like a Chess Player (Sailing Without an Engine, Part Three)
How to Sail Oceans
Think Like a Chess Player (Sailing Without an Engine, Part Three)
The situation: moderate southerly winds are forecast the following day, perfect for sailing northwest up to Baltimore. Trouble is, where I am anchored means having to tack out of a narrow channel--perhaps too narrow. So I sail out in the morning with a l...
How to Climb the Mast by Yourself
How to Sail Oceans
How to Climb the Mast by Yourself
What do you do when you are miles from home and help and need to climb the mast on your boat? And what if you are alone? In this vid I show you two methods I have used for climbing the mast alone.
Sailing overnight down the Bay, sculling into the slip
How to Sail Oceans
Sailing overnight down the Bay, sculling into the slip
A vlog entry on sailing south down the Chesapeake Bay; installing a cheap (and easy) chart plotter; negotiating another narrow harbor entrance under sail, and moving the boat into the travel lift slip with sail and oar.
When to jump? Virginia to Virgin Islands, Part One
How to Sail Oceans
When to jump? Virginia to Virgin Islands, Part One
Finding a weather window for a direct passage to the Caribbean from the US East Coast is often tricky, and avoiding bad weather is not always possible for a boat that does less than 150 miles per day, but we will do our best. I also talk about my oil navi...
Racing the Weather–Virginia to Virgin Islands, Part Two
How to Sail Oceans
Racing the Weather–Virginia to Virgin Islands, Part Two
We finally weigh anchor and put to sea! Two days later we have crossed the Gulf Stream. During a calm spell I talk about reefing headsails. While most of you probably opt for a roller furling genoa, many still use a hank-on staysail for heavy weather. ...
Of Storms and Calms–Virginia to Virgin Islands, Part 3
How to Sail Oceans
Of Storms and Calms–Virginia to Virgin Islands, Part 3
The cold front passes over us on Sunday night, November 19, but then stalls just south of us and lifts back as a warm front. This results in three more days of near gale conditions. My main bilge pump fails forcing me to bail with a smaller pump and a bu...
And a star to steer her by–Virginia to Virgin Islands, Part 4a
How to Sail Oceans
And a star to steer her by–Virginia to Virgin Islands, Part 4a
Intended as a brief tutorial on celestial navigation which quickly grew into a two-part series--such is the complexity of the subject. In this vid I talk about sextants, how they work, and get into shooting the sun. Then I talk about the basic mathematic...
And a star to steer her by–Virginia to Virgin Islands, Part 4b
How to Sail Oceans
And a star to steer her by–Virginia to Virgin Islands, Part 4b
We finish up our talk on the theory behind celestial navigation, then get into computing a running sun fix using the Celesticomp pocket computer. As a conclusion I offer my opinions on celestial navigation in a GPS world. Feel free to comment back with y...
Land Ho!–Virginia to Virgin Islands, Part 5
How to Sail Oceans
Land Ho!–Virginia to Virgin Islands, Part 5
The Trade Winds finally show up, but are short lived. I blow out my medium air yankee trying to drive the boat faster, trying to reach our destination before the winds veer southeasterly and die away ... Music: 06:18--La Di Da Land--Kevin Boothby
The Power Grid for a 31-foot Cruising Boat
How to Sail Oceans
The Power Grid for a 31-foot Cruising Boat
In this video I share what I have learned about powering a boat with solar panels. I talk about solar panels, batteries, dealing with cloudy weather, and possible back-up solutions for solar.
Winter Passage, Winter Tales–Part 1
How to Sail Oceans
Winter Passage, Winter Tales–Part 1
Part one of a winter passage from Culebra (Puerto Rico) to Miami. We start off with beautiful sailing weather, but the winds continue to build each day. I offer my opinions on preparing and eating meals during rough conditions. Music--Tropical Chillin...
Winter Passage, Winter Tales–Part 2
How to Sail Oceans
Winter Passage, Winter Tales–Part 2
Despite a moderate forecast we end up in gale conditions. The winds gradually ease over the next few days ahead of an approaching cold front, which is likely to cross just as we enter the Providence Channel through the Bahamas. Some navigational diligenc...
Winter Passage, Winter Tales–Part 3
How to Sail Oceans
Winter Passage, Winter Tales–Part 3
We transit the Providence Channel through the Bahamas and enter the Gulf Stream Thursday morning, Feb. 1. By the strong north setting current we end up closing the Florida coast just north of Ft. Lauderdale and I discover that you have to get within the 1...
A Sculling Oar for a 31-foot Cruising Boat
How to Sail Oceans
A Sculling Oar for a 31-foot Cruising Boat
Several of you requested more details on the sculling oar I use. In this vid I talk about the size and construction of the oar, where I stow it at sea, and how I deploy it with an oriental lanyard.
Kevin’s varnish tip for 2018
How to Sail Oceans
Kevin’s varnish tip for 2018
My recent discovery for those of you who still insist on varnish ... here's a varnish which has the same look and (so far in my experience) durability as the premier marine varnishes for less than half the price.
He Went to Miami–Music Video
How to Sail Oceans
He Went to Miami–Music Video
Well it's nearly time to put to sea again, to escape probable hurricane paths, to return to the typically tranquil waters of the Chesapeake Bay. I must confess that I have slacked off with the video blogging, but managed to scoop up what I have and put it...
Wind, time, and tide–the elements of engineless cruising
How to Sail Oceans
Wind, time, and tide–the elements of engineless cruising
No engine? No problem ... but a few moments of arrested breathing as we sail off the anchor at Miami Beach and proceed down the winding waterway into Biscayne Bay. This includes transiting three narrow bridge passes. All doable with patience and plannin...
Rollin’ on an Ocean River–Miami to Virginia, Part One
How to Sail Oceans
Rollin’ on an Ocean River–Miami to Virginia, Part One
Thursday, May 10, and we are off for Virginia. We end up having to tack out of the Old Florida Channel to reach open waters. The winds stubbornly remain east to northeast, pushing us westward until we close the coast around Lake Worth the following morni...
FREE MILES !! (Offer only valid in the Gulf Stream, see vid for details …)
How to Sail Oceans
FREE MILES !! (Offer only valid in the Gulf Stream, see vid for details …)
Miami to Virginia, Part Two. Fair weather persists, and so does a diurnal wind cycle--southeasterlies at night backing to light northeasterlies the following morning. Progress would be painfully slow if not for the Gulf Stream current pushing us along at...
Big ships, fickle winds, arriving at night–Miami to Virginia, Part Three
How to Sail Oceans
Big ships, fickle winds, arriving at night–Miami to Virginia, Part Three
With light winds after midnight and into the morning of May 16 go our hopes for a late day arrival. Moderate winds out of the south develop in the afternoon to help us on our way but also bring in showery weather. We enter the Thimble Shoal Channel aroun...
Handling a Gaff Rig
How to Sail Oceans
Handling a Gaff Rig
I've received lots of questions about handling a gaff rig, enough to make a separate video on the subject. This video turned out to be much harder to make than I thought, between the awkward camera angles and trying to explain what I'm doing at the same ...
Ah, a lovely afternoon for some yachting … Uh-oh! Thunderstorm
How to Sail Oceans
Ah, a lovely afternoon for some yachting … Uh-oh! Thunderstorm
Just a short afternoon sail from the South River to Annapolis on a humid, early summer day. We get out to Thomas Point when NOAA starts broadcasting warnings of a severe thunderstorm . Looks like it will pass north of us, then perhaps it will graze us, t...
S/v Ruth Avery: Boat Tour, Part One
How to Sail Oceans
S/v Ruth Avery: Boat Tour, Part One
I give a brief history of the boat, talk about modifications I have made, and then we are up on deck for a short tour. We will go below decks in Part Two.
S/v Ruth Avery: Boat Tour, Part Two
How to Sail Oceans
S/v Ruth Avery: Boat Tour, Part Two
We dive belowdecks to finish the tour of s/v Ruth Avery.
Your Boat as a Recording Studio
How to Sail Oceans
Your Boat as a Recording Studio
Write and record music, anywhere in the world, from the comfort of your own boat studio! The marine environment does, however, present some unique challenges to the aspiring musician ...
Wood rot, wood roaches, and the DIY boat owner
How to Sail Oceans
Wood rot, wood roaches, and the DIY boat owner
It starts with a small trail of sawdust on the countertop and leads to lots of summer fun.
Love’s labor lost
How to Sail Oceans
Love’s labor lost
In 2008 I built a 7'7" Nutshell Pram as a tender for s/v Ruth Avery and proudly sailed away to the Virgin Islands. A few months later a careless speed-boater ran me down and destroyed it. Almost miraculously I was not injured. Determined not to let it s...
Seasons’ end, south to Deltaville
How to Sail Oceans
Seasons’ end, south to Deltaville
We are up at the crack of dawn to catch a fair wind for the 90-mile run from Annapolis to Deltaville. We have good luck with the winds--though some thunderstorms disrupt our pleasant overnight sailing--but then leave us drifting at the mercy of the tide j...
Hard Work, on the Hard–Part One
How to Sail Oceans
Hard Work, on the Hard–Part One
I haul the boat out for painting and maintenance once a year, but the mast only comes out about once every five years. Well the five years since the last pull is up, so ... I also discuss usual haulout issues such as dealing with blisters, sanding and pre...

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