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The Meaning Behind The Song: Sailboat for Sale by Toby Keith

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I could sail to the ocean If the wind would come and get me But I ain’t goin’ nowhere quickly I’m just a drunkin’ sailor Waiting on a gale With a drink in my hand and a sailboat for sale

In “Sailboat for Sale,” Toby Keith captures the sense of longing for the past and the feeling of being stuck in a current situation. The lyrics reminisce about days spent fishing on a boat and drinking on the river, but now the narrator finds himself floating in a different boat, wishing he could go back to his old fishing days. The use of alcohol as a coping mechanism is also evident throughout the song.

The emotional turmoil of the narrator is further highlighted in lines such as “I could sail to the ocean if the wind would come and get me, but I ain’t goin’ nowhere quickly,” portraying his desire for change and escape from his current state of stagnation. The phrase “drunkin’ sailor waiting on a gale” reflects a sense of hopelessness, as he waits for a change that may or may not come.

As a listener, I resonate with the underlying theme of longing for the past and the yearning for a different life. There are times when we all find ourselves in situations that we wish to escape from, wishing for simpler and happier days. The song reminds me of my own moments of nostalgia, where I find solace in listening to music that speaks to these emotions.

An old pirate sold me on a We traded straight across The boat I thought I wanted For the boat I hate I lost She’ll sing when that wind whistles When it doesn’t, well she don’t Just ask that old pirate That’s floatin’ on my river boat

Never make a handshake deal while sharing someone bottle Never buy a boat son that doesn’t have a throttle

The narrator’s regret is evident in the lines, “The boat I thought I wanted, for the boat I hate I lost,” highlighting the disappointment from a decision made in haste. The reference to an old pirate adds an element of storytelling and adds depth to the song. The cautionary advice in the song, “Never make a handshake deal while sharing someone’s bottle, never buy a boat son that doesn’t have a throttle,” serves as a life lesson and reflection on the narrator’s past mistakes.

Personally, this song resonates with me on multiple levels. Like the narrator, I have often found myself longing for a different life or regretting past decisions. The lyrics serve as a reminder of the importance of being thoughtful and deliberate in our choices and the consequences that can arise from impulsive decisions.

I could sail to the ocean If the wind would come and get me But I ain’t goin’ nowhere quickly I’m just a drunkin’ sailor Waiting on a gale With a drink in my hand and a sailboat for sale

I got a sailboat for sale

“Sailboat for Sale” by Toby Keith encapsulates the feeling of being stuck and the longing for change. Through its relatable lyrics and emotional melody, the song serves as a reminder that we all experience moments of discontent, and that reminiscing about the past or escaping through temporary means might not be the solution to finding happiness. Sometimes, it is important to take a step back, reflect on our choices, and make deliberate decisions that will lead us towards a more fulfilling life.

So the next time you find yourself yearning for something different, take a moment to listen to “Sailboat for Sale” by Toby Keith and let the lyrics wash over you, reminding you that you are not alone in your desires and struggles.

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Sailboat for Sale by Toby Keith

• I'm floating in my boat Not the one I used to fish in But the boat I sit in wishin' I was still floating on my fishing boat And I'm out here on this river Really it's just a creek But it's a river when I drink So I'm drinking on my river boat I could sail to the ocean If the wind would come and get me But I ain't goin' nowhere quickly I'm just a drunkin' sailor Waiting on a gale With a drink in my hand and a sailboat for sale Aye Aye An old pirate sold me on it We traded straight across The boat I thought I wanted For the boat I hate I'd lost She'll sing when that wind whistles When it doesn't, well she don't Just ask that old pirate That's floatin' on my river boat I could sail to the ocean If the wind would come and get me But I ain't goin' nowhere quickly I'm just a drunkin' sailor Waiting on a gale With a drink in my hand and a sailboat for sale Never make a handshake deal While sharing someone's bottle Never buy a boat, son That doesn't have a throttle Aye Aye I could sail to the ocean If the wind would come and get me But I ain't goin' nowhere quickly I'm just a drunkin' sailor Waiting on a gale With a drink in my hand and a sailboat for sale I've got a sailboat for sale Aye Aye Writer/s: Bobby Pinson, Toby Keith Publisher: BMG Rights Management, Reservoir Media Management, Inc. Lyrics licensed and provided by LyricFind
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Sailboat for Sale

Jimmy buffett , toby keith.

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Jimmy Buffett

James William "Jimmy" Buffett (born December 25, 1946) is an American singer–songwriter, author, and businessman. He is best known for his music, which often portrays an "island escapism" lifestyle. Together with his Coral Reefer Band, Buffett has recorded hit songs including "Margaritaville" (ranked 234th on the Recording Industry Association of America's list of "Songs of the Century") and "Come Monday". He has a devoted base of fans known as "Parrotheads". more »

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Written by: BOBBY PINSON, BOBBY OLEN PINSON, TOBY KEITH

Lyrics © BMG Rights Management, RESERVOIR MEDIA MANAGEMENT INC

Lyrics Licensed & Provided by LyricFind

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Toby Keith - Sailboat for Sale Lyrics

Artist: Toby Keith

Album: 35 MPH Town

(feat. Jimmy Buffett) I'm floating in my boat Not the one I used to fish in But the boat I sit in wishin' I was still floating on my fishing boat And I'm out here on this river Really it's just a creek But it's a river when I drink So I'm drinking on my river boat I could sail to the ocean If the wind would come and get me But I ain't goin' nowhere quickly I'm just a drunkin' sailor Waiting on a gale With a drink in my hand and a sailboat for sale Aye Aye An old pirate sold me on a We traded straight across The boat I thought I wanted For the boat I hate I lost She'll sing when that wind whistles When it doesn't, well she don't Just ask that old pirate That's floatin' on my river boat I could sail to the ocean If the wind would come and get me But I ain't goin' nowhere quickly I'm just a drunkin' sailor Waiting on a gale With a drink in my hand and a sailboat for sale Never make a handshake deal while sharing someone bottle Never buy a boat son that doesn't have a throttle Aye Aye I could sail to the ocean If the wind would come and get me But I ain't goin' nowhere quickly I'm just a drunkin' sailor Waiting on a gale With a drink in my hand and a sailboat for sale I got a sailboat for sale Aye Aye

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Timeline: A look at Toby Keith's storied life from Oklahoma oil fields to climbing charts

The country music world is mourning the death of Oklahoma icon  Toby Keith , who passed away Feb. 5 after a multiyear battle with  stomach cancer . He was 62.

The singer led a busy life in his musical career, but also in philanthropy and business. His achievements include 42 Top 10 hits, including 32 chart-toppers, 21 studio albums, inductions into the Oklahoma Hall of Fame and Nashville Songwriters Hall of Fame and receiving the National Medal of Arts.

Here's a look at some of the top moments in Toby Keith's life:

Early years: Toby Keith a native son to Moore, Oklahoma

Toby Keith Covel was born on July 8, 1961, in Clinton, Oklahoma, to Carolyn Joan and Hubert K. Covel Jr., according to the Oklahoma Historical Society. He has an older sister and a younger brother.

The family lived in Fort Smith, Arkansas, for a few years but moved to Moore when Keith was still young. He attended Highland West Junior High and Moore High School.

After graduation, Keith worked in the oil fields while he and a few of his friends formed the Easy Money Band.

As the oil market dissolved, he began playing semiprofessional football for the Oklahoma City Drillers, but by the mid-1980s focused on music. His Easy Money Band traveled a circuit of honky-tonk bars throughout Oklahoma and Texas.

On March 24, 1984, Keith married Tricia Lucus and adopted her child, Shelley Reeve. He later had two children with Tricia: Krystal (born in 1985), and Stelen (born in 1997).

1990s: Toby Keith's music career began in Nashville, signs to Mercury Records

In the 1990s, Toby Keith traveled to Nashville, where he busked and distributed copies of a demo tape. A copy made its way to Harold Shedd, a Mercury Records executive, who went to see Keith perform live and then signed him to a recording contract with Mercury.

In 1993, his self-titled debut album produced the Number One country song, "Should've Been a Cowboy."  The album's success led to Keith touring with then-labelmates Shania Twain and John Brannen.

Under Mercury Records, Polydor Records, and A&M Records, he had a modestly successful 1990s career, the Oklahoma Historical Society reports, but it skyrocketed after he changed to the Dreamworks Records label in 1999.

2000s: Keith climbs charts, founds Show Dog Records

Keith released the song and album "How Do You Like Me Now?!" in 1999. The song spent five weeks at number 1 on the country charts, and became his first top 40 pop hit, with a number 31 peak on the Hot 100. It was also the top country song of 2000 according to the Billboard Year-End chart.

In 2001, Keith won the Academy of Country Music's Top Male Vocalist and Album of the Year awards.

On March 24, 2001, Keith's father was killed in a car accident involving a charter bus on Interstate 35. On December 25, 2007, the Covel family was awarded $2.8 million for his wrongful death. Rodriguez Transportes of Tulsa and the Republic Western Insurance Co. were found liable as they failed to equip the charter bus with properly working air brakes.

In 2002, Keith released the "Unleashed" album, which included "Courtesy of the Red, White, & Blue (The Angry American)", which Keith wrote in 20 minutes as a response to the September 11, 2001 attacks. The song references Keith's father, a United States Army veteran who died that March.

Keith had a public feud with the Dixie Chicks over the song "Courtesy of the Red, White, & Blue," in 2002, as well as over comments they made about President George W. Bush on stage during a concert in London in March 2003. 

He was inducted into the Oklahoma Hall of Fame in 2007 and the Oklahoma Music Hall of Fame in 2005.

On August 31, 2005, Keith founded a new label, Show Dog Nashville. The label signed Keith's daughter, Krystal Keith, in 2013. She wrote her debut single "Daddy Dance with Me," as a surprise to her father and performed it for the first time on the day of her wedding.

More: Krystal Keith releases wedding song “Daddy Dance with Me,” which she wrote for her famous father, Toby Keith

In 2005, Keith opened his first  Toby Keith's I Love This Bar & Grill  in Oklahoma City, and at one time, restaurants in his name were in business across the nation. A licensing venture, Keith is not directly involved in the restaurants. Early issues with licensing through an Arizona company called Boomtown Entertainment that led to the shuttering of several restaurants across the country has led Keith's team to be more selective in whom they partner with for licensing.

Three locaions of Toby Keith's I Love This Bar — operated by Hal Smith Restaurants — still operate in Oklahoma: the original in OKC's Bricktown district, one in his hometown of Moore and one in the Chickasaw Nation's WinStar World Casino in Thackerville.

Later years: Keith's diagnosis

Between 2010 and 2023, Keith released 10 albums.

He was inducted into the Songwriters Hall of Fame in 2015, ushered into the Nashville Songwriters Hall of Fame in 2021 and received the National Medal of Arts in 2021. He was named a BMI Icon in 2022 and last year received the inaugural Country Icon award, presented by fellow Oklahoman Blake Shelton, during the  People’s Choice Country Awards  on NBC.

Exclusive: Toby Keith continuing cancer fight but feeling better and eager to tour again

In June 2022, Keith revealed that he had been battling stomach cancer  since fall 2021 and had already spent the past six months undergoing chemotherapy, radiation and surgery.  

In October 2023, Keith gave a surprise performance of his seminal hit "Should've Been a Cowboy" during fellow country music star  Jason Aldean's  sold-out show at Oklahoma City's Paycom Center. 

In November 2023, he released his final album, "100% Songwriter," which featured his most iconic solo-written songs. 

Keith's last performance was Dec. 14, 2023, which was part of a three-show run at Dolby Live at Park MGM in Las Vegas.

Contributing: The Oklahoman's Brandy McDonnell and JaNae Williams.

Country singer-songwriter Toby Keith, dies at 62

NORMAN, Okla. (AP) — “Beer For My Horses” singer-songwriter Toby Keith has died. He was 62.

Keith, who was battling stomach cancer , passed peacefully on Monday surrounded by his family, according to a statement posted on the country singer's website. “He fought his fight with grace and courage,” the statement said. He was diagnosed in 2022.

Sometimes a polarizing figure in country music, the 6-foot-4 singer broke out in the country boom years of the 1990s, crafting an identity around his macho, pro-American swagger and writing songs that fans loved to hear. Over his career he publicly clashed with other celebrities and journalists and often pushed back against record executives who wanted to smooth his rough edges.

More: Country star Toby Keith, battling stomach cancer, cancels July concert at Ohio State Fair

He was known for his overt patriotism on post 9/11 songs like “Courtesy of the Red, White and Blue,” and boisterous barroom tunes like “I Love This Bar” and “Red Solo Cup.” He had a powerful booming voice, a tongue-in-cheek sense of humor and range that carried love songs as well as drinking songs.

Among his 20 No. 1 Billboard hits were “How Do You Like Me Now?!,” “Should’ve Been a Cowboy,” “As Good As I Once Was,” “My List” and “Beer for My Horses,” a duet with Willie Nelson.

Keith worked as a roughneck in the oil fields of Oklahoma as a young man, then played semi-pro football before launching his career as a singer.

“I write about life, and I sing about life, and I don’t overanalyze things,” Keith told The Associated Press in 2001, following the success of his song “I’m Just Talking About Tonight.”

Keith learned good lessons in the booming oil fields, which toughened him up, but also showed him the value of money.

“The money to be made was unbelievable,” Keith told The Associated Press in 1996. “I came out of high school in 1980 and they gave me this job December of 1979, $50,000 a year. I was 18-years-old.”

But the domestic oil field industry collapsed and Keith had not saved. “It about broke us,” he said. “So I just learned. I’ve taken care of my money this time.”

He spent a couple seasons as a defensive end for the Oklahoma City Drillers, a farm team for the now-defunct United States Football League. But he found consistent money playing music with his band throughout the red dirt roadhouse circuit in Oklahoma and Texas.

“All through this whole thing the only constant thing we had was music,” he said. “But it’s hard to sit back and say, ‘I’m going to go make my fortune singing music, or writing music. I had no contacts.”‘

Eventually his path took him to Nashville, where he attracted the interest of Mercury Records head Harold Shedd, who was best known as a producer for the hit group Alabama. Shedd brought him to Mercury, where he released his platinum debut record “Toby Keith,” in 1993.

“Should’ve Been a Cowboy,” his breakout hit, was played 3 million times on radio stations, making it the most played country song of the 1990s.

But label’s focus on global star Shania Twain overshadowed the rest of the roster and Keith felt that the executives were trying to push him in a pop direction.

“They were trying to get me to compromise, and I was living a miserable existence,” Keith told the AP. “Everybody was trying to mold me into something I was not.”

After a series of albums that produced hits like “Who’s That Man,” and cover of Sting’s “I’m So Happy I Can’t Stop Crying,” Keith moved to DreamWorks Records in 1999.

That’s when his multi-week “How Do You Like Me Now?!” took off and became his first song to crossover to Top 40 charts. In 2001, he won the male vocalist of the year and album of the year at the Academy of Country Music Awards, exclaiming from the stage: “I’ve waited a long time for this. Nine years!”

Songs like “I Wanna Talk About Me,” a spoken-word song written by Bobby Braddock about a man frustrated by a talkative partner, got him attention for its similarity to the cadence of rap, which Keith dismissed. “They’re going to call it a rap song, (although) there ain’t nobody doing rap who would call it rap,” he told “Billboard” magazine in 2001.

Keith often wore his politics on his sleeve, especially after the terrorist attacks on U.S. soil in 2001, and early on he said was a conservative Democrat, but later claimed he was an independent. He’s played at events for Presidents George W. Bush, Barack Obama and Donald Trump, the latter giving him a National Medal of the Arts in 2021. His songs and his blunt opinions sometimes caused him controversy, which he seemed to court.

His 2002 song, “Courtesy of the Red, White and Blue (The Angry American)” included a threat—“We’ll put a boot in your ass – It’s the American way” – to anyone who dared to mess with America.

That song got pulled from a patriotic ABC Fourth of July special after producers deemed it too angry for the show. Singer-songwriter Steve Earle called Keith’s song “pandering to people’s worst instincts at a time they are hurt and scared.”

Then there was the feud between Keith and The Chicks (formerly called the Dixie Chicks), who became a target of Keith’s ire when singer Natalie Maines told a crowd that they were ashamed of then President George W. Bush. Maines had also previously called Keith’s song “ignorant.”

Keith, who had previously claimed that he supported any artist’s freedom to voice their opinion about politics, used a doctored photo of Maines with an image of Saddam Hussein at his concerts, further ramping up angry fans.

Maines responded by wearing a shirt with the letters “FUTK” onstage at the 2003 ACM Awards, which many people believed was a vulgar message to Keith.

He also publicly called out actor Ethan Hawke, who had written a story in “Rolling Stone” that described an argument between Kris Kristofferson and an unnamed country star that sounded a lot like Keith. During a backstage press conference during an awards show, Keith was furious at Hawke (and reporters for repeating the story) for what he called a “fictitious (expletive) lie.”

Keith, who has acknowledged that he holds onto grudges, walked out of the ACM Awards in 2003 early because he had gotten snubbed in earlier categories, causing him to miss out when he was announced as entertainer of the year. Vince Gill accepted on his behalf. He came back the next year and won the top prize for a second year in a row, along with top male vocalist and album of the year for “Shock ’n Y’all.”

His pro-military stance wasn’t just fodder for songs, however. He went on 11 USO tours to visit and play for troops serving overseas. He also helped to raised millions for charity over his career, including building a home in Oklahoma City for kids and their families who are battling cancer.

After Universal Music Group acquired DreamWorks, Keith started anew again, starting his own record label, Show Dog, in 2005 with record executive Scott Borchetta, who launched his own label Big Machine at the same time.

“Probably 75 percent of the people in this town think I’ll fail, and the other 25 percent hope I fail,” he said that year.

Later the label became Show Dog-Universal Music and had Keith, Trace Adkins, Joe Nichols, Josh Thompson, Clay Walker and Phil Vassar on its roster.

His later hits included “Love Me If You Can,” “She Never Cried In Front of Me,” and “Red Solo Cup.” He was inducted into the Songwriters Hall of Fame in 2015.

He was honored by the performance rights organization BMI in November 2022 with the BMI Icon award, a few months after announcing his stomach cancer diagnosis.

“I always felt like that the songwriting was the most important part of this whole industry,” Keith told the crowd of fellow singers and writers.

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