Vacations are a time for relaxation, adventure, and making memories with loved ones. It’s a chance to escape the daily grind and unwind from the stress of work and life. Music is a big part of many people’s vacations and can enhance the experience even more. Whether it’s the soundtrack to a road trip, a relaxing day at the beach, or a night out on the town, music sets the tone for the trip. With that in mind, we’ve compiled a list of the Top 20 songs about vacation that capture the essence of taking a break from it all. From classic summer anthems to feel-good tunes, this list has something for everyone. Whether you’re planning your next getaway or just dreaming of one, these songs will have you singing along and feeling the vacation vibes.
1. “Behind the Wheel/Route 66” by Depeche Mode
“Behind the Wheel/Route 66” is a classic electronic dance track from British synth-pop band Depeche Mode. Released in 1987, it features a pulsing beat, driving synth riffs, and a catchy vocal melody. The lyrics are centered around the themes of control and freedom, as the narrator sings about taking the wheel and hitting the road on the iconic Route 66 highway. This upbeat, energetic song has become a staple of Depeche Mode’s live performances, and its driving beat and memorable chorus make it a crowd-pleaser at dance clubs and festivals around the world. With its combination of classic synth-pop elements and an upbeat, danceable vibe, “Behind the Wheel/Route 66” is a timeless classic that continues to be celebrated by fans of the genre and casual listeners alike.
2. “Holiday” by Madonna
“Holiday” by Madonna is a pop hit released in 1983 as the second single from her self-titled debut album. The song features a danceable beat, catchy melody, and upbeat lyrics that encourage listeners to forget their worries and have fun. The upbeat nature of “Holiday” has made it a staple of dance and party playlists, and its catchy chorus and memorable synth-pop production make it a classic of the genre. Madonna’s vocals are confident and charismatic, delivering a message of empowerment and liberation that has helped to make “Holiday” a timeless anthem for people looking to cut loose and have a good time. With its irresistible energy and celebratory spirit, “Holiday” remains a timeless classic that continues to inspire new generations of fans and listeners.
3. “Soak Up the Sun” by Sheryl Crow
“Soak Up the Sun” is a song by American singer-songwriter Sheryl Crow, released in 2002 as the lead single from her album “C’mon C’mon”. The song features a catchy, upbeat melody and positive lyrics that encourage listeners to enjoy the simple pleasures of life, such as soaking up the sun and having fun with friends. The production features a mix of acoustic guitar, driving drums, and sunny harmonies, creating a bright and upbeat sound that perfectly captures the song’s carefree spirit. Sheryl Crow’s confident and dynamic vocals add to the song’s uplifting energy, delivering a message of positivity and joy that has helped to make “Soak Up the Sun” a beloved classic of the modern rock era. With its irresistible energy and celebratory vibe, “Soak Up the Sun” remains a timeless anthem for anyone looking to enjoy life to the fullest.
4. “Summertime” by DJ Jazzy Jeff & the Fresh Prince
“Summertime” by DJ Jazzy Jeff & the Fresh Prince is a laid-back hip-hop track released in 1991. The song features a relaxed and mellow beat, accompanied by a smooth, jazzy instrumental and laid-back rhymes delivered by Will Smith (The Fresh Prince). The lyrics of the song reflect on the carefree nature of summer, painting a picture of warm weather, barbecues, and good times with friends. With its laid-back vibe and sunny disposition, “Summertime” is the perfect anthem for anyone looking to enjoy the lazy days of summer. The song’s nostalgic feel and catchy hooks have made it a classic of the hip-hop genre, and its enduring popularity speaks to the universal appeal of its laid-back, sun-soaked message.
5. “Wipeout” by The Beach Boys
“Wipeout” is a classic surf rock instrumental by The Beach Boys, released in 1963. The song features a fast-paced and energetic beat, driven by the rhythm of a pounding drum and the twang of an electric guitar. The instrumental is a showcase of the band’s surfing influences, and its upbeat energy and catchy melody have made it a timeless classic of the surf rock genre. With its fast-paced rhythm, upbeat energy, and infectious melody, “Wipeout” is the perfect soundtrack for anyone looking to hit the waves and catch some gnarly waves. Despite its simplicity, “Wipeout” remains one of The Beach Boys’ most enduring tracks, and its influence can still be heard in contemporary surf rock and alternative rock music.
6. “Leaving on a Jet Plane” by John Denver
“Leaving on a Jet Plane” is a classic folk song written and originally performed by John Denver. The song was released in 1969 and became one of Denver’s biggest hits, reaching the top of the charts in several countries. The song features Denver’s distinctive voice and his acoustic guitar, backed by a soft, folksy arrangement of strings and drums. The lyrics of the song describe the feelings of someone who is about to embark on a journey, leaving behind their loved ones, but with the promise to return. With its heartfelt lyrics and simple, emotional delivery, “Leaving on a Jet Plane” has become a timeless classic, resonating with listeners around the world who have experienced the bittersweet feelings of leaving home. The song’s enduring popularity and its emotional power have made it one of John Denver’s most iconic tracks.
7. “Boys of Summer” by Don Henley
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“Boys of Summer” is a song by American singer-songwriter Don Henley, released as a single in 1984. The song is a mid-tempo rock track that features Henley’s signature smooth vocals and reflective lyrics. The song’s nostalgic, melancholic tone is underscored by a simple, yet evocative, musical arrangement that includes synths, electric guitar, and drums. The lyrics of “Boys of Summer” look back at the carefree days of summer, and reflect on the passage of time and the loss of innocence. The song’s chorus, with its memorable refrain “Out on the road today, I saw a Deadhead sticker on a Cadillac” has become one of the most recognizable in popular music. “Boys of Summer” remains one of Don Henley’s biggest hits, and its timeless themes of loss, nostalgia, and reflection continue to resonate with audiences of all ages.
8. “Surfin USA” by Beach Boys
“Surfin’ U.S.A.” is a classic surf rock song by The Beach Boys, released in 1963. The song was written by Chuck Berry and Brian Wilson of The Beach Boys and features a classic surf rock sound with upbeat guitar riffs, driving drums, and soaring harmonies. The lyrics of “Surfin’ U.S.A.” pay tribute to the surf culture of California, with references to popular surf spots and a catchy, upbeat chorus. The song has become one of The Beach Boys’ signature tracks and is considered a classic of the surf rock genre. With its upbeat energy and infectious melody, “Surfin’ U.S.A.” is a timeless summer anthem that continues to be a staple of beach and surf-themed playlists.
9. “All Summer Long” by Kid Rock
“All Summer Long” is a song by American rock musician Kid Rock, released in 2008. The song is a upbeat, country-infused rock track that features a catchy guitar riff, upbeat drums, and Kid Rock’s distinctive raspy vocals. The lyrics of “All Summer Long” celebrate the carefree spirit of summer, with references to classic summertime activities like boating, fishing, and partying. The song also features a memorable chorus that is built around a sample of Warren Zevon’s “Werewolves of London”. “All Summer Long” was a commercial success for Kid Rock, reaching the top 10 on charts in several countries and becoming one of his biggest hits. With its upbeat energy and catchy melody, “All Summer Long” remains a popular summertime anthem.
10. “Permanent Vacation” by Aerosmith
“Permanent Vacation” is a rock song by American band Aerosmith, released in 1987. The song is the title track from the band’s 1987 album of the same name and features a classic hard rock sound with powerful guitar riffs, driving drums, and Steven Tyler’s distinctive vocals. The lyrics of “Permanent Vacation” are a celebration of living life on the road, with references to the freedom and excitement of life as a touring musician. The song features a catchy chorus and an upbeat, energetic vibe that has made it a staple of classic rock playlists. With its high-energy rock sound and memorable chorus, “Permanent Vacation” is a timeless anthem that continues to be popular among Aerosmith fans and classic rock fans alike.
11. “Holiday” by Vampire Weekend
“Holiday” by Vampire Weekend is a song from the band’s 2013 album “Modern Vampires of the City”. The song features a unique blend of indie rock, pop, and world music influences, with elements of African-inspired rhythms and melody. The lyrics of “Holiday” reflect on themes of youthful idealism and the longing for adventure and escape. The song features a upbeat, energetic rhythm, with a catchy melody and soaring vocals from lead singer Ezra Koenig. With its infectious energy and memorable chorus, “Holiday” is a standout track from Vampire Weekend’s critically acclaimed album and a fan favorite.
12. “Vacation” by The Go-Gos
“Vacation” is a pop rock song by The Go-Go’s, released in 1982. The song is a upbeat and energetic track that showcases the band’s distinctive sound of blending punk, new wave, and pop influences. The lyrics of “Vacation” are a celebration of summertime, freedom, and escapism, with a chorus that encourages listeners to “go-go” on vacation. The song features driving percussion, catchy guitar riffs, and Belinda Carlisle’s powerful vocals, and has become one of the band’s most iconic and enduring hits. With its infectious energy and memorable melody, “Vacation” is a timeless summer anthem that continues to be a staple of 80s pop playlists.
13. “Island In The Sun” by Weezer
“Island in the Sun” is a pop-rock song by American band Weezer, released in 2001. With its catchy melody and upbeat tempo, the song is a celebration of escape and the desire to live life to the fullest. The lyrics paint a picture of a tropical paradise, with visions of sun-drenched beaches, crystal-clear waters, and endless sunshine. The cheerful instrumentation, including a buoyant acoustic guitar and a bouncy rhythm section, contributes to the carefree vibe of the song, making it the perfect soundtrack for a day at the beach or a summer road trip. With its optimistic outlook and feel-good energy, “Island in the Sun” is a timeless anthem for anyone looking to escape from the daily grind and soak up some sun.
14. “California Dreamin” by The Mamas and The Papas
“California Dreamin'” is a classic folk-rock song performed by The Mamas and The Papas. The song was released in 1965 and quickly became one of the most popular songs of the 1960s. The lyrics describe the singer’s longing for the warmth and sunshine of California during a harsh winter in New York City. The song features lush harmonies and a cheerful melody, with acoustic guitar, piano, and light percussion. Despite the upbeat feel of the song, the lyrics express a sense of sadness and loneliness. Overall, “California Dreamin'” is a nostalgic and enduring anthem for anyone who has ever dreamed of a better life in a warmer place.
15. “I’m on Vacation” by Rhett and Link
“I’m on Vacation” by Rhett and Link is a lighthearted, upbeat track that celebrates the joys of taking a break from daily life. With catchy lyrics and a catchy melody, the song conveys the excitement and freedom of leaving work and responsibilities behind, and taking some time to relax and recharge. The song features upbeat instrumentation, including electric guitar riffs and driving drums, and has a fun, energetic vibe that is sure to get listeners tapping their feet and singing along. Whether you’re on a tropical beach, in a mountain cabin, or just hanging out in your backyard, “I’m on Vacation” is the perfect anthem for anyone who needs a break from the daily grind.
16. “Barcelona” by George Ezra
“Barcelona” by George Ezra is a upbeat, feel-good track with a cheerful melody and catchy lyrics. The song is about Ezra’s travels through Barcelona and his love for the city, expressed through his joyful experiences and the vibrant energy of the place. The acoustic guitar and upbeat rhythm create a lively atmosphere, making the listener feel like they are exploring the city with Ezra. The chorus is particularly memorable, with its sing-along quality and positive, optimistic message. Overall, “Barcelona” is an uplifting, infectious song that perfectly captures the spirit of one of the world’s most beautiful cities.
17. “Some Beach” by Blake Shelton
“Some Beach” is a song by American country music singer Blake Shelton. It was released in 2004 as the lead single from his album “Blake Shelton’s Barn & Grill”. The song is upbeat and has a catchy melody, featuring steel guitar and fiddle. The lyrics tell the story of a man who is tired of his mundane life and yearns for a tropical getaway. He dreams of finding “some beach” where he can kick back and relax, surrounded by palm trees, warm sun, and clear blue water. The chorus repeats the refrain “some beach somewhere” as the protagonist imagines himself in this paradise. The song’s upbeat and lighthearted tone, along with Shelton’s smooth vocals, make “Some Beach” a feel-good anthem that’s perfect for summertime or any day when you need a break from the hustle and bustle.
18. “Around the World” by Kings of Leon
“Around the World” by Kings of Leon is an upbeat rock song with a catchy guitar riff and energetic drums. The song features the band’s signature southern rock style, with catchy hooks and soulful vocals. The lyrics tell the story of a restless wanderer searching for meaning and purpose in life, as they travel from place to place, hoping to find something to hold on to. The song’s fast pace and upbeat energy make it a great choice for a road trip or an energetic workout, while its introspective lyrics provide a deeper connection to the listener. With its upbeat instrumentals and thought-provoking lyrics, “Around the World” is a standout track that showcases the Kings of Leon’s unique sound.
19. “I’ve Been Everywhere” by Johnny Cash
“I’ve Been Everywhere” is a song written by Geoff Mack in 1959 and famously covered by Johnny Cash in 1962. The upbeat, fast-paced country tune details the singer’s travels to various cities and towns across the United States and Canada, painting a picture of a restless wanderer who has seen it all. Cash’s version features his signature deep, distinctive voice and a driving rhythm guitar, backed by the crisp twang of steel guitar and the steady beat of a drum. The lyrics, full of place names and lively descriptions, serve as a celebration of the singer’s travels and the endless possibilities of life on the road. This classic tune is a staple of country music and continues to be a popular road trip anthem for generations of music fans.
20. “Good Time” by Alan Jackson
“Good Time” is a upbeat country song by Alan Jackson, released in 2008. The song’s lyrics talk about having a good time and enjoying life, despite the ups and downs. The catchy melody and upbeat rhythm, combined with Jackson’s distinctive voice, create a feel-good atmosphere that will have listeners tapping their feet and singing along. The music video for “Good Time” features Jackson performing at a lively party, surrounded by friends and family. With its fun-loving energy, “Good Time” is the perfect anthem for anyone looking to have a good time and enjoy life’s simple pleasures.
Jared Parker 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.
