Sailboat Art

For Christmas last year, my family did a group painting class….. They basically just set us loose with paint and a canvas. Joe, of course, created an amazing sailboat painting.

Apparently Joe is a talented artist – check out what he created…

Joe's Sailboat Art

Top 10 Sailing Movies

topIt’s early February, and here it’s a lot of ice, snow and frigid temps. With our new project boat about a month away from being here, what better way to melt away the winter blues than with some good sailing movies?

While there are many sailing documentaries we could recommend (Deep Water, Raw Faith,  and Morning Light, to name a few), the movies on this list are based on entertainment value, accuracy (or lack thereof) and most importantly, quotability when you are on the water.

So here they are… mostly in order:


deadcalmDead Calm – To be honest, I’ve never actually watched this movie, but according to all of my sailor friends, it is a must-see, if for nothing else than Nicole Kidman naked and on a sailboat.




crazysummerOne Crazy Summer – It’s Better off Dead on the water. Once again, starring John Cusack and Curtis “Booger” Anderson, as well as Bobcat Goldthwait and introducing a young Demi Moore. Underdogs win a sailing race that involves rowing, sailing and motoring (WTF) to save a girl.




wwWaterWorld –  I know that there are a lot of groans and sighs regarding Waterworld, but man, what screen presence from it’s biggest star (not Kevin Costner, but a 65 foot Jeanneau Trimaran). Also, keep an eye out for Kim Coates (aka Tig from Sons of Anarchy) who plays a water-worn mad-man.




windWind – See?!? Women can sail. Starring Matthew Modine and Jennifer Grey. No one puts baby on a port tack.




srentalSummer Rental – Best sailing etiquette tip EVER “The smaller boat always has the right of way”. Classic John Candy.




mcMaster and Commander: The Far Side of the World – The big-budget Academy-Award-winning epic based on Patrick O’Brian’s Aubrey–Maturin series.




kontikiKon Tiki (2012 Movie)– Proof that you have to be a little bit insane to sail. Based on a true story, a raft with no motor sailed by people no sailing knowledge makes it from Chile to the Polynesians.




piratesPirates of the Caribbean: The Curse of The Black Pearl– The movie responsible for breathing life into the salt-encrusted, dried out corpse of pirate movies. While it’s easy to look back and see Johnny Depp’s portrayal of Captain Jack Sparrow as overdone, just remember, you loved it at the time. Hell, even Michael Bolton loves Pirates Of The Caribbean.



wsquallWhite Squall – Heart-wrenching drama, based on a true story of the Schooner Albatross which sank in 1961. Stars Jeff Bridges & directed by Ridley (Aliens)Scott




jawsJaws – This isn’t really a sailing movie (other than a brief encounter on a Sunfish), but don’t you love being afraid of sharks every time you’re in the water? Actually, according to John Williams, the composer of infamous score,  Jaws is more of a pirate movie than a horror movie, and what’s more sailboat than pirate?!?




cap_ron2Captain Ron – Wins the award for most quotable. “A diesel likes its oil the way a sailor likes its rum” “Why is that Captain Ron?” “Well, nobody knows”. “Dawn comes early on a boat. It happens every day, just about sunup.” I won’t spoil the rest. Kurt Russell should have won an Oscar.




Honorable Mentions

whataboutWhat About Bob –So there is only really one sailing scene, but it’s a good one. “Look at me! I’m Sailing!”. I’ll probably catch some heat in not putting this in the top ten, but to be honest it’s a gag that I hear from almost everyone I tell that we sail. But to be fair we have satisfied many guest requests to tie them to the mast and snap a pic.



swashSwashbuckler – Robert Shaw, James Earl Jones, Peter Boyle, pirates, and 1970’s camp. What’s not to love? PS – Horror movie fans: keep an eye out for Sid (Captain Spaulding) Haig as one of the pirates.




yesThe Voyage of the Yes – I have a special place in my heart for this movie.  A cheap, made-for-TV movie about 2 teenagers (played by Desi Arnaz Jr and Mike Evans (aka Lionel from All in the Family) sail from California to Hawaii on a Columbia 26 (which was Joe’s first big boat). How could you not be impressed?





5 Marina Games (for the drunken sailors)

Marina Drinking GamesJimmy Buffet Shots

Walk around the docks at the marina. Whenever someone from the group spots a boat named after a Jimmy Buffet song or quoting lyrics everyone else has to do a shot. Everyone does 2 shots if there is a boat named Margaritaville, because that’s just sad.

Dirty Minds Boat Names

Everyone comes up with the dirtiest (but clever) boat name. The dirtiest name wins. Everyone else does a shot.

Don’t Say It!!!

Every time someone says boat, water, line, or nautical words of your choosing they have to drink.

Who Named Your Boat?

When you see boats with ridiculous names (there is one in our marina called Snuggle Bug) each player, creates their own back-story of how the name was created. Someone from the group strikes up a conversation and discovers the actual story of where the name came from. Everyone buys a drink for the person who guessed correctly.

 The Cat 30 Drinking Game.

Every time you pass a Cat 30 you have to do a shot….. oh wait, that will lead to cirrhosis….. PS. We kid because we love. We own one. Drink up.

Watch For Us at the Mid-America Boat Show

Mid-America Boat Show 2014 in Cleveland Ohio

That’s right! Nailing Sailing will be at the Mid-America Boat Show in Cleveland Ohio. We’ll be finding the best accessories, new products, tricks, tips and hacks and sharing them with you here.

PLUS, we’ll be launching our VIDEO segments. We’ll be recording LIVE from the boat show — interviewing experts (or at least people who think they are experts), bringing you product demos and showing you the best that the boat show has to offer.

This is a great break from the winter blues!  Stay tuned for more!

Welcome to Nailing Sailing

Welcome to Nailing Sailing.

Our objective in creating this site is to provide a place where sailors and sailboat owners and enthusiasts can come for information, reviews, tips and tricks.

We are excited for you to join us on this journey! Check back regularly for more sailing product reviews, accessories, innovations, tips and tricks.


– Krista & Joe

Krista & Joe enjoying a coconut cocktail