What Are Your Favorite Sailing Songs?

The other day we were out on the  Hobie Holder with some friends and someone asked the question: “What Are Your Favorite Sailing Songs? Immediately my mind went to the first three that always come to mind:

1. Sailing- by Christopher Cross

2. Come Sail Away- by Styx

3. Sail Away – by Enya


But then I thought, there must be more songs than just this about sailing. Sailing is a big deal to a lot of people, and people like to write songs about things they like to do right?

My next step was to go to itunes and type in the keywords “Sail” and “Sailing”

Here a sample of the list that came up:

Becah Boys – Sail on Sailor

Billie Holiday – A Sailboat in the Moonlight
Cecilio and Kapono (from Hawaii) – Sailing
Chris De Burgh – Sailing Away
Come Sail Away – Styx
Commodores – Sail On
Cowboy Junkies- White Sail
David Gray – Sail Away
Dire Straits – Singlehanded Sailor
Double – Capt. of Her Heart
Duran Duran – Rio
Ella Fitzgerald- Smooth Sailing by
Enya – Sail Away
Frank Sinatra – Summer Wind
Freddy McGregor – Big Ship Sailing
Glenn Yarborough – I Could Have Been A Sailor
Grateful Dead- Lost Sailor
Ian Matthews- keep on sailing
Jimmy Buffet- Son of a Son of a Sailor
Joe Cocker- Sail Away
Kalapana – Midnight Sailing
Leadbelly-Sail On, Little Girl, Sail On
Little Feat – Sailin’ Shoes
Luka Bloom – Sunny Sailor Boy
Lyle Lovett – If I had a boat
Mark Knoppfler and James Taylor – Sailing to Philadelphia
Morcheeba – The Sea
“Nick Cave -“”The Ship Song
Otis Redding – Dock of the Bay
Peter Frampton – sail away
Queen – Sail Away Sweet Sister
Randy Newman’ – Sail away
Rod Stewart – Sailing 4x
Roger & the Goosebumps – ‘Gilligan’s Island’ to the tune of ‘Stairway to Heaven’
Salty Dick -The Whores of Sailortown
Sandy denny and the strawbs – sail away to the sea
Sonia Dada- Sail Away
Stan Rogers,-  Sailing Down to Ol’ Maui
Sting The Wild Wild Sea
Styx Come Sail Away
The beautiful South – I sail this ship alone
The Muppets (from Muppet Treasure Island) – Sailing for Adventure
Toni Childs – Where the Ocean

I’d love to say that I have listened to all of these songs, but I haven’t made it through the list, but I haven’t yet. Maybe I’ll get there by the end of the summer. I can tell you that after watching a YouTube video the other day, this song is at the top of my Spotify playlist right now:

Donavon Frankenreiter – Free

Give it a go! What are some of your favorite sailing songs? Let us know! Also check out the  Basic Sailing Terms Post on our site.


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  • John

    Southern Cross by Crosby, Stills, and Nash
    Pirate Looks at Forty by Jimmy Buffet