26 Most Famous Songs About Sailing the Ocean (Cruising Ship Playlist)

The open sea has long been a source of inspiration, symbolizing freedom, adventure, and the journey through life’s many twists and turns.

In this article, we explore a collection of tracks that capture the essence of setting sail, whether it’s for literal voyages across the ocean or metaphorical journeys of the heart and soul. From classic rock anthems to soulful ballads, these songs celebrate the spirit of exploration and the tranquility of the sea.

Join us as we delve into the melodies and lyrics that have made these sailing songs timeless favorites, offering listeners a sense of escape, reflection, and boundless adventure.

26 Most Iconic Songs About Sailing and the Love for the Open Sea

These songs capture the spirit of sailing, the adventure of being on the open water, and the reflective moments that come with it.

Here’s a list of 26 songs about sailing:

#1 “Sailing” by Christopher Cross

“Sailing,” released in 1980 by Christopher Cross, is a soft rock classic that captures the serene and liberating experience of being on the open water. The lyrics, with lines like “Sailing takes me away to where I’ve always heard it could be,” convey a sense of escape and tranquility.

Cross’s smooth vocals and the song’s soothing melody create an atmosphere of peace and introspection. The song won multiple Grammy Awards, including Record of the Year and Song of the Year, and remains a timeless anthem for those who find solace and freedom in sailing.

#2 “Come Sail Away” by Styx

“Come Sail Away,” released in 1977 by Styx, is a progressive rock song that combines themes of adventure, aspiration, and transcendence. The lyrics begin with a nostalgic reflection on youth and the desire to embark on a journey, with lines like “I’m sailing away, set an open course for the virgin sea.”

As the song progresses, it builds into an anthemic chorus that symbolizes a journey of self-discovery and transformation. Dennis DeYoung’s powerful vocals and the band’s dynamic instrumentation create an epic and uplifting atmosphere. “Come Sail Away” has become an enduring anthem for those seeking adventure and a sense of purpose.

#3 “Sail” by AWOLNATION

“Sail,” released in 2011 by AWOLNATION, is an alternative rock and electronic song that explores themes of frustration, escape, and introspection. The lyrics, with lines like “Sail! This is how I show my love,” express a longing to break free from life’s constraints and find a sense of liberation.

Aaron Bruno’s raw and emotive vocals, combined with the song’s distinctive electronic beat and heavy bassline, create a haunting and powerful atmosphere. “Sail” became a commercial success and resonated with listeners who identified with its themes of angst and the desire for freedom.

#4 “Brandy (You’re a Fine Girl)” by Looking Glass

“Brandy (You’re a Fine Girl),” released in 1972 by Looking Glass, is a pop rock song that tells the story of a barmaid named Brandy who falls in love with a sailor. The lyrics describe Brandy’s longing and devotion, with lines like “Brandy, you’re a fine girl, what a good wife you would be, but my life, my lover, my lady is the sea.”

The song’s catchy melody and the band’s harmonized vocals create a nostalgic and bittersweet atmosphere. “Brandy” became a hit and remains a classic, capturing the romantic yet melancholic allure of a life tied to the sea.

#5 “Southern Cross” by Crosby, Stills & Nash

“Southern Cross,” released in 1982 by Crosby, Stills & Nash, is a folk rock song that captures the spirit of adventure and self-discovery found in sailing. The lyrics, inspired by Stephen Stills’ sailing experiences, reflect on love, loss, and the healing power of the sea, with lines like “Got out of town on a boat, goin’ to Southern islands.”

The song’s rich harmonies and melodic guitar work create a serene and introspective atmosphere. “Southern Cross” celebrates the transformative journey of sailing and the solace found in navigating the open waters.

#6 “Sail On, Sailor” by The Beach Boys

“Sail On, Sailor,” released in 1973 by The Beach Boys, is a soulful rock song that blends themes of perseverance, hardship, and hope. The lyrics, with lines like “I sailed an ocean, unsettled ocean, through restful waters and deep commotion,” depict the struggles and resilience of a sailor’s life.

Blondie Chaplin’s lead vocals and the band’s intricate harmonies create a powerful and emotive atmosphere. “Sail On, Sailor” stands out for its fusion of rock, soul, and nautical imagery, capturing the determination and spirit of those who navigate the challenging waters of life.

#7 “Ride Captain Ride” by Blues Image

“Ride Captain Ride,” released in 1970 by Blues Image, is a psychedelic rock song that tells the story of a mystical sea voyage. The lyrics, with lines like “Ride, captain, ride upon your mystery ship, be amazed at the friends you have here on your trip,” invite listeners on an adventurous journey. The song’s infectious melody and Mike Pinera’s soulful vocals create a dreamy and captivating atmosphere.

“Ride Captain Ride” captures the spirit of exploration and the allure of the unknown, encouraging listeners to embrace the sense of wonder and possibility that comes with setting sail.

#8 “Sailing to Philadelphia” by Mark Knopfler

“Sailing to Philadelphia,” released in 2000 by Mark Knopfler, is a folk-rock song that recounts the historical journey of English surveyors Mason and Dixon. The lyrics, with lines like “We are sailing to Philadelphia, a world away from the coaly Tyne,” blend historical narrative with personal reflection.

Knopfler’s rich storytelling and the song’s melodic instrumentation create an evocative and immersive atmosphere. “Sailing to Philadelphia” explores themes of adventure, discovery, and the impact of exploration on personal and historical levels, making it a poignant tribute to the spirit of sailing and exploration.

#9 “Orinoco Flow (Sail Away)” by Enya

“Orinoco Flow (Sail Away),” released in 1988 by Enya, is a new-age song that invites listeners to embark on a tranquil and mystical journey. The lyrics, with lines like “Sail away, sail away, sail away,” evoke a sense of peaceful escape and exploration. Enya’s ethereal vocals and the song’s lush, layered production create a soothing and otherworldly atmosphere.

“Orinoco Flow” captures the serene and meditative qualities of sailing, offering listeners a sense of calm and tranquility. The song’s timeless appeal lies in its ability to transport listeners to a serene and mystical place.

#10 “If I Had a Boat” by Lyle Lovett

“If I Had a Boat,” released in 1987 by Lyle Lovett, is a whimsical country song that blends themes of freedom, imagination, and longing. The lyrics, with lines like “If I had a boat, I’d go out on the ocean,” express a desire for escape and adventure. Lovett’s distinctive vocals and the song’s gentle melody create a playful and contemplative atmosphere.

“If I Had a Boat” captures the dreamlike quality of imagining a life on the open water, reflecting on the simplicity and joy that sailing can bring. The song’s charm lies in its blend of humor and heartfelt longing.

#11 “Sail Away” by David Gray

“Sail Away,” released in 1998 by David Gray, is a soulful folk-rock song that explores themes of love, escape, and renewal. The lyrics, with lines like “Sail away with me, honey, I put my heart in your hands,” convey a longing for emotional and physical escape. Gray’s emotive vocals and the song’s melodic instrumentation create a poignant and intimate atmosphere.

“Sail Away” captures the desire to leave behind the burdens of everyday life and find solace and renewal on the open water. The song resonates with listeners through its heartfelt expression of longing and the promise of new beginnings.

#12 “Into the Mystic” by Van Morrison

“Into the Mystic,” released in 1970 by Van Morrison on his album Moondance, is a soulful rock song that blends themes of spirituality, love, and the sea. The lyrics, with lines like “We were born before the wind, also younger than the sun, ere the bonnie boat was won as we sailed into the mystic,” evoke a sense of mystical journey and connection.

Morrison’s rich, emotive vocals and the song’s warm, melodic instrumentation create a timeless and transcendent atmosphere. “Into the Mystic” captures the spiritual and transformative power of sailing, celebrating the journey into the unknown and the deep connection between nature and the soul.

#13 “Sailing” by Rod Stewart

“Sailing,” released in 1975 by Rod Stewart, is a heartfelt ballad that speaks to the themes of longing, freedom, and homecoming. The lyrics, with lines like “I am sailing, I am sailing home again ‘cross the sea,” convey a deep yearning for connection and the peace that comes with returning home.

Stewart’s soulful and gravelly vocals, combined with the song’s stirring melody and orchestration, create an emotional and uplifting atmosphere. “Sailing” has become one of Stewart’s signature songs, resonating with listeners for its universal message of finding solace and freedom on the open water.

#14 “Beyond the Sea” by Bobby Darin

“Beyond the Sea,” released in 1959 by Bobby Darin, is a classic jazz and big band song that evokes the romance and allure of sailing away to distant shores. The lyrics, with lines like “Somewhere beyond the sea, somewhere waiting for me,” capture the sense of adventure and the promise of a loved one waiting across the ocean.

Darin’s smooth and charismatic vocals, along with the song’s lively arrangement, create a timeless and enchanting atmosphere. “Beyond the Sea” has remained a beloved standard, celebrating the dreamy and romantic aspects of sailing.

#15 “Boat on the River” by Styx

“Boat on the River,” released in 1979 by Styx, is a folk-influenced song that reflects on the themes of peace, simplicity, and escape. The lyrics, with lines like “Boat on the river, I will sail away, I will sail away,” express a longing to leave behind the complexities of life and find solace in nature.

Tommy Shaw’s reflective vocals and the song’s acoustic instrumentation, featuring mandolin and accordion, create a serene and meditative atmosphere. “Boat on the River” captures the tranquil and restorative power of sailing, offering a peaceful retreat from the stresses of everyday life.

#16 “Sloop John B” by The Beach Boys

“Sloop John B,” released in 1966 by The Beach Boys on their album Pet Sounds, is a folk song that tells the story of a troubled sailing voyage. The lyrics, with lines like “We come on the sloop John B, my grandfather and me, around Nassau town we did roam,” recount the misadventures and desire to return home.

The Beach Boys’ harmonious vocals and the song’s upbeat arrangement create a nostalgic and lively atmosphere. “Sloop John B” is based on a traditional Bahamian folk song, and its inclusion on Pet Sounds highlights the band’s ability to blend rich storytelling with their signature harmonious sound.

#17 “Sail Away” by Randy Newman

“Sail Away,” released in 1972 by Randy Newman, is a satirical song that addresses the historical context of slavery under the guise of a persuasive pitch to potential African slaves. The lyrics, with lines like “Sail away, sail away, we will cross the mighty ocean into Charleston Bay,” offer a dark and ironic commentary on the promises of a better life in America.

Newman’s distinctive vocals and the song’s melodic piano accompaniment create a deceptively soothing and engaging atmosphere. “Sail Away” stands out for its biting social commentary and Newman’s ability to convey complex themes through his sharp lyrical wit and musical craftsmanship.

#18 “Calypso” by John Denver

“Calypso,” released in 1975 by John Denver, is a tribute to the marine biologist Jacques Cousteau and his research ship, the Calypso. The lyrics, with lines like “To sail on a dream on a crystal clear ocean, to ride on the crest of the wild raging storm,” celebrate the spirit of exploration and the wonders of the ocean.

Denver’s warm and expressive vocals, combined with the song’s uplifting melody and orchestration, create an inspiring and adventurous atmosphere. “Calypso” captures the excitement and beauty of ocean exploration, paying homage to those who dedicate their lives to understanding and preserving the marine world.

#19 “Pirate Looks at Forty” by Jimmy Buffett

“Pirate Looks at Forty,” released in 1974 by Jimmy Buffett, is a reflective song that blends themes of sailing, piracy, and existential introspection. The lyrics, with lines like “Mother, mother ocean, I have heard you call,” tell the story of a modern-day pirate coming to terms with his past and the passage of time.

Buffett’s mellow vocals and the song’s laid-back, acoustic melody create a contemplative and wistful atmosphere. “Pirate Looks at Forty” resonates with listeners through its nostalgic and introspective storytelling, capturing the romanticism of a life connected to the sea and the inevitability of aging.

#20 “Sail on Sailor” by The Beach Boys

“Sail on Sailor,” released in 1973 by The Beach Boys, is a soulful rock song that conveys resilience and perseverance amidst life’s challenges. The lyrics, with lines like “Sail on, sail on, sailor,” describe the struggles and determination of a sailor navigating through rough seas. Blondie Chaplin’s expressive lead vocals and the band’s rich harmonies create a powerful and emotive atmosphere.

“Sail on Sailor” stands out for its blend of rock, soul, and nautical imagery, capturing the spirit of determination and hope. The song highlights The Beach Boys’ ability to infuse their music with deep emotion and storytelling.

#21 “Ship to Wreck” by Florence + the Machine

“Ship to Wreck,” released in 2015 by Florence + the Machine, is a dynamic indie rock song that uses nautical metaphors to explore themes of self-destruction and personal turmoil. The lyrics, with lines like “Did I drink too much? Am I losing touch? Did I build this ship to wreck?” reflect on the consequences of one’s actions and the struggle to maintain control.

Florence Welch’s powerful vocals and the song’s energetic instrumentation create an intense and introspective atmosphere. “Ship to Wreck” resonates with listeners through its raw honesty and vivid imagery, capturing the tumultuous journey of self-discovery and resilience.

#22 “Rock the Boat” by Hues Corporation

“Rock the Boat,” released in 1974 by Hues Corporation, is a disco classic that combines themes of love and adventure with a nautical twist. The lyrics, with lines like “So I’d like to know where you got the notion,” use the metaphor of rocking the boat to describe the excitement and uncertainty of a romantic relationship.

The song’s catchy melody, upbeat rhythm, and harmonious vocals create an infectious and danceable atmosphere. “Rock the Boat” became a major hit and remains a beloved disco anthem, celebrating the joy and thrill of taking risks and embracing new experiences.

#23 “Sailor’s Lament” by Creedence Clearwater Revival

“Sailor’s Lament,” released in 1970 by Creedence Clearwater Revival on their album Pendulum, is a rock song that delves into themes of loss, change, and the passage of time. The lyrics, with lines like “Woke up early feelin’ light, and my head was spinnin’ ’round,” reflect the introspective thoughts of a sailor reflecting on life’s journey.

John Fogerty’s distinctive vocals and the band’s bluesy instrumentation create a somber and reflective atmosphere. “Sailor’s Lament” captures the melancholy and contemplative side of a sailor’s life, emphasizing the emotional toll of a life spent at sea and the inevitable changes it brings.

#24 “Sailing Ships” by Whitesnake

“Sailing Ships,” released in 1989 by Whitesnake on their album Slip of the Tongue, is a powerful rock ballad that uses sailing as a metaphor for life’s journey and the pursuit of dreams. The lyrics, with lines like “Sailing ships will pass you by, you better take the wheel and steer,” encourage taking control of one’s destiny and embracing the challenges ahead.

David Coverdale’s passionate vocals and the song’s epic, soaring melody create an inspiring and dramatic atmosphere. “Sailing Ships” resonates with listeners through its message of empowerment and determination, capturing the spirit of adventure and self-discovery.

#25 “Knee Deep” by Zac Brown Band ft. Jimmy Buffett

“Knee Deep,” released in 2011 by Zac Brown Band featuring Jimmy Buffett, is a breezy country song that celebrates the carefree and relaxed lifestyle associated with sailing and beach life. The lyrics, with lines like “Gonna put the world away for a minute, pretend I don’t live in it,” convey a desire to escape from the stresses of daily life and enjoy the simple pleasures of the sea.

The harmonious vocals and the song’s upbeat, tropical melody create a joyful and laid-back atmosphere. “Knee Deep” captures the essence of escapism and the bliss of sailing away to a serene and carefree place.

#26 “The Wreck of the Edmund Fitzgerald” by Gordon Lightfoot

“The Wreck of the Edmund Fitzgerald,” released in 1976 by Gordon Lightfoot, is a haunting folk ballad that recounts the true story of the sinking of the SS Edmund Fitzgerald on Lake Superior in 1975. The lyrics, with lines like “The legend lives on from the Chippewa on down of the big lake they call Gitche Gumee,” detail the tragic events and honor the lives lost in the disaster.

Lightfoot’s evocative vocals and the song’s solemn melody create a powerful and poignant atmosphere. “The Wreck of the Edmund Fitzgerald” stands out for its storytelling and historical significance, capturing the perilous and often tragic reality of life at sea.

Frequently Asked Questions

What themes are commonly explored in songs about sailing?

Songs about sailing often explore themes of adventure, freedom, escape, and self-discovery. They capture the emotional and physical journey of navigating the open water and the sense of liberation it brings.

Why do artists choose sailing as a subject for their songs?

Artists choose sailing as a subject because it symbolizes freedom, exploration, and the journey through life’s challenges. The imagery of the sea and boats provides a rich metaphor for personal growth and adventure.

Are songs about sailing limited to specific music genres?

No, songs about sailing span multiple genres including rock, pop, folk, and country. Each genre brings its unique style and perspective to the theme of sailing, making it a versatile subject in music.

How do songs about sailing resonate with listeners?

Songs about sailing resonate with listeners by evoking feelings of freedom, adventure, and the allure of the unknown. They often remind listeners of personal journeys and the emotional experiences associated with the sea.