Sailing has been a popular theme in music for many years, with artists ranging from folk to rock to pop writing songs about the sea and the adventure of sailing. These songs often evoke feelings of freedom and adventure, capturing the spirit of the open sea and the thrill of the unknown.
One of the most famous sailing songs is “Sloop John B” by The Beach Boys, which tells the story of a sailor on a journey to the Virgin Islands. Another classic sailing song is “The Wreck of the Edmund Fitzgerald” by Gordon Lightfoot, which recounts the tragedy of the sinking of a Great Lakes freighter in 1975.
More recent songs about sailing include “The Middle” by Jimmy Eat World, which describes the journey of a young sailor facing challenges and overcoming obstacles. “Ocean Man” by Ween is another popular sailing song that features a whimsical, lighthearted melody and lyrics that describe the joys of sailing and exploring the sea.
Whether it’s the feeling of freedom and adventure or the thrill of the unknown, top 20 songs about sailing have a unique ability to captivate listeners and evoke powerful emotions. These songs are a testament to the enduring appeal of the sea and the timeless fascination with sailing.
1. “Sailing” by Rod Stewart
“Sailing” by Rod Stewart is a timeless classic that was released in 1975. This soft rock ballad features an upbeat melody and soothing lyrics that describe the joys of sailing. With its nostalgic feel, “Sailing” takes listeners on a journey through the open sea and the beauty of the ocean. The song’s lyrics paint a picture of escape and adventure, and the melody is both upbeat and calming, making it a perfect song for those who love the sea and the open road. “Sailing” has since become one of Rod Stewart’s most famous songs and continues to be a favorite among fans of his music.
2. “A Sailboat in the Moonlight” by Billie Holiday
“A Sailboat in the Moonlight” is a jazz standard by American singer Billie Holiday. It was recorded in 1937 and has since become one of Holiday’s most famous and enduring songs. The song features a gentle, swinging beat and lush instrumentation, backed by Holiday’s signature smoky and soulful vocals. The lyrics describe a romantic moment spent on a sailboat in the moonlight, surrounded by the beauty of nature. “A Sailboat in the Moonlight” showcases Holiday’s ability to deliver sultry and sophisticated jazz tunes that captivate listeners. The song has been covered by numerous artists and remains a popular choice for jazz performers to this day. “A Sailboat in the Moonlight” is a timeless and romantic jazz classic that highlights Holiday’s ability to convey raw emotions through her music.
3. “Single-Handed Sailor” by Dire Straits
“Single-Handed Sailor” is a song by British rock band Dire Straits. It was released in 1980 as part of their third studio album, “Making Movies”. The song features a driving rock beat and intricate guitar work, backed by lead singer Mark Knopfler’s distinctive voice. The lyrics describe the experience of a solitary sailor, navigating the seas and facing the challenges of life at sea. “Single-Handed Sailor” showcases Dire Straits’ ability to create atmospheric and evocative rock songs that transport listeners to another place and time. The song has been praised for its storytelling, musical prowess, and themes of freedom and self-reliance. “Single-Handed Sailor” is a classic of the Dire Straits discography and remains a popular choice among fans and rock enthusiasts. The song is a powerful and introspective rock tune that highlights Dire Straits’ ability to deliver engaging and memorable musical stories.
4. “Come Sail Away” by Styx
“Come Sail Away” is a power ballad by American rock band Styx. It was released in 1977 as the lead single from their seventh studio album, “The Grand Illusion”. The song features a lush and symphonic rock sound, backed by lead singer Dennis DeYoung’s emotive vocals. The lyrics describe a mystical and romantic voyage to the land of the fairies, inviting listeners to join the journey. “Come Sail Away” showcases Styx’s ability to create grand and epic rock songs that captivate listeners. The song has been praised for its soaring chorus, soaring melodies, and imaginative lyrics. “Come Sail Away” remains one of Styx’s most popular and enduring songs, and has become a staple of classic rock radio. The song is a nostalgic and dreamy rock anthem that highlights Styx’s ability to deliver powerful and timeless rock ballads.
5. “Sailor’s Lament” by Creedence Clearwater Revival
“Sailor’s Lament” is a song by American rock band Creedence Clearwater Revival. It was released in 1970 as part of their sixth studio album, “Cosmo’s Factory”. The song features a rootsy and bluesy rock sound, backed by lead singer John Fogerty’s raw and emotional voice. The lyrics describe the struggles and hardships of a sailor’s life at sea, painting a picture of a restless and weary traveler. “Sailor’s Lament” showcases Creedence Clearwater Revival’s ability to create gritty and authentic rock songs that reflect the struggles of everyday life. The song has been praised for its sparse and powerful arrangement, evocative lyrics, and Fogerty’s passionate delivery. “Sailor’s Lament” is a standout track in Creedence Clearwater Revival’s rich musical legacy and remains a favorite among fans of classic rock and Americana music. The song is a haunting and soulful rock blues tune that highlights Creedence Clearwater Revival’s ability to deliver raw and emotional rock anthems.
6. “Son of a Son of a Sailor” by Jimmy Buffett
“Son of a Son of a Sailor” is a song by American singer-songwriter Jimmy Buffett. Released in 1978 as part of his album of the same name, “Son of a Son of a Sailor” is one of Buffett’s most well-known and beloved songs. The song is a playful and upbeat tune that tells the story of a sailor who has lived a life of adventure on the high seas, and his son who has inherited his father’s wanderlust. With its catchy chorus, upbeat rhythm, and upbeat lyrics, the song has become a staple of Jimmy Buffett’s concerts and a fan favorite. “Son of a Son of a Sailor” is a perfect example of the laid-back, Caribbean-influenced sound that has made Jimmy Buffett a legendary figure in American popular music. With its breezy and upbeat feel, the song transports listeners to a world of sun, sand, and endless adventure, and is a true celebration of the life of a sailor and the spirit of wanderlust.
7. “A Pirate Looks At Forty” by Jimmy Buffett
“A Pirate Looks at Forty” is a song by American singer-songwriter Jimmy Buffett, released on his 1974 album “A1A”. The song tells the story of a pirate who reflects on his life and the choices he’s made as he approaches his 40th birthday. With its laid-back melody and introspective lyrics, “A Pirate Looks at Forty” is a classic example of the storytelling style that has become a hallmark of Jimmy Buffett’s music. The song is a meditation on the passing of time and the realization that life is finite, and its lyrics speak to the human desire for adventure and freedom. With its simple acoustic guitar, harmonica, and steel drum, “A Pirate Looks at Forty” has become one of Jimmy Buffett’s most beloved and enduring songs, and is a testament to his ability to craft timeless, deeply affecting music that speaks to the hearts of listeners everywhere.
8. “When the Ship Comes In” by Bob Dylan
“When the Ship Comes In” by Bob Dylan is a powerful protest song that was released in 1964. The song speaks of the hope and optimism of those who have faced adversity and struggle, as they await the arrival of a metaphorical ship that will bring them deliverance. Dylan’s haunting vocals and acoustic guitar are accompanied by rich harmonies, creating an atmosphere of longing and anticipation. The lyrics are politically charged and reflect Dylan’s stance on social justice issues of the time, making “When the Ship Comes In” a timeless anthem for the underdog. This song remains an enduring classic, showcasing Dylan’s signature songwriting style and iconic voice.
9. “Wellerman” by Nathan Evans
“Wellerman” is a sea shanty performed by Scottish singer Nathan Evans. The song has gained popularity on the internet and has become a viral hit on TikTok. The upbeat melody and catchy chorus have made it a popular choice for users to lip-sync and dance to. The lyrics tell the story of sailors waiting for the arrival of the Wellerman, a supply ship, to bring them supplies such as tea and sugar. The song has a fun and lively feel, reflecting the sailor’s spirits as they anticipate their next shipment and the end of their long voyage. The popularity of “Wellerman” has sparked renewed interest in the sea shanty genre.
10. “Sail On, Sailor” by Beach Boys
“Sail On, Sailor” is a classic rock song by the Beach Boys that was released in 1973. It features a unique blend of rock, pop, and folk elements, resulting in a catchy and upbeat tune. The lyrics tell the story of a sailor on a journey, urging him to continue despite the difficulties he may face. The song features Brian Wilson’s iconic harmonies, with an intricate arrangement that includes horns, piano, and percussion. “Sail On, Sailor” is considered one of the Beach Boys’ most experimental works, and is widely regarded as a classic in the rock genre. Its timeless appeal and memorable melody have cemented its place as one of the band’s most beloved songs.
11. “Sail Away” by David Gray
“Sail Away” is a song by English singer-songwriter David Gray. It was released as a single from his 2001 album “White Ladder” and has since become one of his most well-known tracks. The song has a mellow, introspective feel, with Gray’s hushed vocals accompanied by acoustic guitar and a simple drum beat. The lyrics reflect on the singer’s desire to escape the pressures of modern life and “sail away” to a simpler, more fulfilling existence. The song has a nostalgic, dream-like quality, with Gray’s contemplative words and gentle melody capturing a sense of longing and yearning for something more. Despite its melancholic tone, “Sail Away” is a beautifully crafted and deeply moving song that continues to resonate with listeners.
12. “All At Sea” by Jamie Cullum
“All At Sea” is a beautiful and melancholic song by British jazz and pop artist Jamie Cullum. It was released on his 2003 album “Twentysomething.” The song features Cullum’s distinctive vocals and piano playing, backed by a lush orchestral arrangement. The lyrics describe the feeling of being lost and adrift in life, searching for direction and purpose. Cullum’s emotional delivery and moving melodies capture the feelings of uncertainty and longing that many people experience at some point in their lives. “All At Sea” is a stunning example of Cullum’s songwriting ability, showcasing his versatility and musical prowess. It remains one of his most popular and well-loved tracks.
13. “Wooden Ships” by Crosby, Stills, Nash & Young
“Wooden Ships” is a classic rock song by American supergroup Crosby, Stills, Nash & Young. It was first released in 1969 on their album “Volunteers” and is considered one of their most iconic tracks. The song is a powerful protest anthem, addressing themes of peace, freedom, and resistance against war and oppression. With its haunting harmonies, driving guitar riffs, and soaring vocals, “Wooden Ships” delivers a powerful message that continues to resonate with audiences. The song’s refrain, “All we are saying is give peace a chance,” has become an iconic slogan for the anti-war movement. “Wooden Ships” remains a timeless anthem for peace and a testament to the enduring power of music to inspire social change.
14. “Sail Into The Sun” by Gentlemen Hall
“Sail Into The Sun” is an upbeat and energetic song by American indie pop band Gentlemen Hall. Released in 2012, it quickly became one of the band’s most popular tracks. The song features catchy hooks, soaring vocals, and an infectious beat that make it impossible not to dance along. The lyrics tell the story of setting sail on an adventure and leaving behind the worries of everyday life. The band’s distinctive harmonies and cheerful energy create a feeling of freedom and liberation, making “Sail Into The Sun” the perfect anthem for summertime. This song has become a staple of indie pop and alternative music, and continues to be a fan favorite for its upbeat, feel-good vibe.
15. “Sailin’ The Wind” by Loggins & Messina
“Sailin’ The Wind” is a classic rock song by American duo Loggins & Messina. Released in 1974, it was one of the band’s most popular tracks, reaching the top 40 on the Billboard Hot 100. The song features a strong melody, tight harmonies, and upbeat rock instrumentation, creating an energetic and lively vibe. The lyrics describe the feeling of freedom and liberation that comes with sailing the wind, and serve as a metaphor for the journey of life. Loggins & Messina’s distinctive vocal blend and dynamic musicianship make “Sailin’ The Wind” a standout track in the classic rock genre. The song’s upbeat energy and catchy hooks continue to make it a fan favorite, and it remains one of Loggins & Messina’s most memorable tracks.
16. “Sail On” by Commodores
“Sail On” is a soulful and smooth ballad by the legendary R&B group, the Commodores. Released in 1979, the song features Lionel Richie’s distinctive vocals, backed by the band’s tight harmonies and smooth instrumentation. The lyrics are a heartfelt tribute to love and friendship, urging the listener to “sail on” despite life’s challenges. The song’s soulful melodies, combined with its uplifting message, make it a timeless classic that has stood the test of time. “Sail On” is considered one of the Commodores’ signature tracks, and its timeless appeal continues to captivate audiences to this day. The song remains a beloved staple of R&B, soul, and funk music, and continues to be a favorite among fans of the genre.
17. “Southern Cross” by Crosby, Stills, Nash & Young
“Southern Cross” is a folk rock song by American supergroup Crosby, Stills, Nash & Young. It was first released in 1982 on their album “Daylight Again” and has since become one of their most popular tracks. The song features delicate harmonies, a gently strummed acoustic guitar, and haunting steel guitar, creating a dreamy, contemplative atmosphere. The lyrics tell the story of a sailor setting out on a journey across the ocean, guided by the stars of the Southern Cross. The song’s chorus, “Carry me on a southern wind, sailing on a southern cross,” conveys a sense of freedom and adventure. “Southern Cross” is a beautifully crafted song that showcases the virtuosity of Crosby, Stills, Nash & Young as songwriters and performers. It remains a beloved classic and a testament to their enduring influence on popular music.
18. “Sailboat” by Ben Rector
“Sailboat” is a feel-good, acoustic pop song by American singer-songwriter Ben Rector. Released in 2013, it quickly became one of Rector’s most popular tracks. The song features cheerful lyrics, a catchy melody, and upbeat acoustic guitar strumming, creating an infectious and energetic vibe. The lyrics describe the journey of life, comparing it to a sailboat journey, and encouraging the listener to keep sailing, no matter the challenges they may face. “Sailboat” is a perfect example of Rector’s upbeat and cheerful pop style, and showcases his songwriting and vocal abilities. The song’s joyful energy and hopeful message make it a fan favorite, and it continues to be a staple of Rector’s live shows and a favorite among his fans.
19. “Sailing Away” by Chris de Burgh
“Sailing Away” is a soft rock song by British singer-songwriter Chris de Burgh. It was released on his 1979 album “Crusader” and has since become one of his most popular tracks. The song features gentle acoustic guitar, delicate piano, and de Burgh’s warm, smooth vocals, creating a serene and intimate atmosphere. The lyrics are about a man who sets out to sea, searching for a new life and a brighter future. The song’s chorus, “Sailing away, sailing away, on a journey to find my dreams,” conveys a sense of hope and adventure. “Sailing Away” is a beautifully crafted and deeply moving song that showcases de Burgh’s skill as a songwriter and performer. The song continues to be a staple of adult contemporary radio and a highlight of de Burgh’s live performances.
20. “Drunken Sailor” by Irish Rovers
“Drunken Sailor” is a traditional sea shanty performed by Irish folk band The Irish Rovers. The song is a lively and upbeat tune about a sailor who spends his last penny on drink, causing trouble and making a fool of himself. Despite its humorous tone, “Drunken Sailor” is a catchy and highly entertaining song that has been popular for generations. The song’s sing-along chorus, “What shall we do with a drunken sailor?” is a classic example of the shanty genre, capturing the spirit of the sailor’s life at sea. The Irish Rovers’ version of “Drunken Sailor” has become one of their most well-known tracks, appealing to audiences of all ages. With its catchy melody, upbeat tempo, and humorous lyrics, “Drunken Sailor” is a timeless and enduring classic that continues to be a staple of the traditional folk repertoire.
Edward Tomlin is a frequent contributor to Singers Room. Since 2005, Singersroom has been the voice of R&B around the world. Connect with us via social media below.
