Boats, Beaches, Bars & Ballads

Not counting eight unreleased songs, the box set focuses primarily on Buffett's 1970s and 1980s output. Buffett recorded and released 35 of the tracks in the 1970s and 26 of the tracks in the 1980s. The box set takes songs from every studio album Buffett released up to that point, barring only Down to Earth (1970), High Cumberland Jubilee (1971) and Rancho Deluxe (1975).

"Take It Back", "Love and Luck", "Money Back Guarantee", "Christmas in the Caribbean", "Elvis Imitators", "Domino College", "Everlasting Moon", and "Middle of the Night" were previously unreleased on a Buffett album.

Seven songs appear from the 1973 album, A White Sport Coat and a Pink Crustacean

• "Grapefruit—Juicy Fruit"
• "I Have Found Me a Home"
• "Cuban Crime of Passion"
• "The Great Filling Station Holdup"
• "Why Don't We Get Drunk (And Screw)?"
• "They Don't Dance Like Carmen No More"
• "He Went to Paris"

Four songs appear from Buffett's 1974 album, Living and Dying in 3/4 Time

• "The Wino and I Know"
• "Pencil Thin Mustache"
• "Come Monday"
• "Ballad of Spider John"

Four songs appear from Buffett's 1974 album, A1A

• "Nautical Wheelers"
• "Trying to Reason with Hurricane Season"
• "A Pirate Looks at Forty"
• "Tin Cup Chalice"

Four songs appear from Buffett's 1976 album, Havana Daydreamin'

• "Havana Daydreamin'"
• "The Captain and the Kid"
• "Kick It in Second Wind"
• "Defying Gravity"

Five songs appear from the 1977 album, Changes in Latitudes, Changes in Attitudes

• "Changes in Latitudes, Changes in Attitudes"
• "Lovely Cruise"
• "Margaritaville"
• "Biloxi"
• "Tampico Trauma"

Six songs appear from the 1978 album, Son of a Son of a Sailor

• "Son of a Son of a Sailor"
• "Mañana"
• "Cheeseburger in Paradise"
• "Livingston Saturday Night" (also appears on Rancho Deluxe)
• "African Friend"
• "Coast of Marseilles"

Six songs appear from the 1979 album, Volcano

• "Treat Her Like a Lady"
• "Boat Drinks"
• "Volcano"
• "Fins"
• "Sending the Old Man Home"
• "Survive"

Six songs appear from the 1981 album, Coconut Telegraph

• "Coconut Telegraph"
• "The Weather Is Here, Wish You Were Beautiful"
• "Incommunicado"
• "Little Miss Magic"
• "Island"
• "Stars Fell on Alabama"

Four songs appear from the 1982 album, Somewhere over China

• "Steamer"
• "On a Slow Boat to China"
• "When Salome Plays The Drum"
• "I Heard I Was in Town"

Six songs appear from the 1983 album, One Particular Harbour

• "One Particular Harbour"
• "Distantly in Love"
• "Stars On The Water"
• "Brown Eyed Girl"
• "California Promises"
• "Twelve Volt Man"

Three songs appear from the 1984 album, Riddles in the Sand

• "Ragtop Day"
• "Knees of My Heart"
• "Who's the Blonde Stranger?"

Four songs appear from the 1985 album, Last Mango In Paris

• "Jolly Mon Sing"
• "Frank and Lola"
• "Desperation Samba (Halloween in Tijuana)"
• "If The Phone Doesn't Ring, It's Me"

Two songs appear from the 1986 album, Floridays

• "When the Coast Is Clear"
• "First Look"

One song appears from the 1988 album, Hot Water

• "Pre-You"

Two songs appear from the 1989 album, Off to See the Lizard

• "The Pascagoula Run"
• "Changing Channels"