Our privacy policy has recently changed.


Private Beach Party with Of Good Nature

Tuesday, September 26, 2017
We're excited to offer our Sail Across the Sun guests a private beach party with Of Good Nature at Mr. Sancho's in Cozumel! What's in store for the day you may ask? Our very own white sand beach and 3 pools (2 of which have swim up bars!), open bar, lunch buffet and great music from Of Good Nature to dance around with your SATS …

Your Soundcheck Winners Are...

Friday, November 17, 2017
Thanks for casting your votes for Sixthman Soundcheck presented by Southwest Airlines®.  The competition was fierce, but we’re pleased to present your three winners! Join us in welcoming Matt Brown, On the Sun, and Keaton Simons as our final additions to the Fifth Annual Sail Across the Sun lineup!   Not only is he …

Important SATS Announcement

Tuesday, November 14, 2017
Over the past four years, Sail Across the Sun has allowed us to take our biggest fans on the vacation of a lifetime. We’ve enjoyed seeing our guests sing along to their favorite Train songs, participate in theme nights, and share in the good vibes on board year after year.  As our most loyal Train fans, we wanted you to hear from us …

Voting Open for Sixthman Soundcheck presented by Southwest Airlines®

Tuesday, October 3, 2017
Thanks to everyone who helped spread the word of our Sail Across the Sun Soundcheck presented by Southwest Airlines®! We had so many amazing artists submit and are blown away at the talent that we’ve seen. A panel of Sail Across the Sun experts have analyzed each and every artist submission, and we’re excited to …

Look Who's Joining the Lineup!

Wednesday, August 30, 2017
We’re thrilled to welcome back Michael Franti & Spearhead to the Sail Across the Sun family! The news doesn't stop here! Welcome aboard singer-songwriter Jack Mosbacher, winemaker James Foster, yogi Natalie Lobeck and tattoo artist Craig Beasley. Our 5th Annual Sail Across the Sun lineup is nearly complete! The last few additions …

Soundcheck Submissions Are Now OPEN!

Thursday, August 24, 2017
The time has come for you to leave your mark on our lineup! Sixthman Soundcheck is back and soaring to new heights with Southwest Airlines®, and we’re looking for emerging artists to introduce to the Sail Across the Sun family. Artist submissions are now open! Encourage your favorite up-and-coming artists to submit themselves, …

Lineup Additions

Thursday, July 27, 2017
Please say hello to Sail Across the Sun newcomers, Temecula Road, and join us in welcoming back Pat McGee, Stephen Kellogg, Bastard Bearded Irishmen, and Of Good Nature!

Build to Win!

Tuesday, July 18, 2017
We’re taking a cue from this year’s artwork, and we’re looking for your best sandcastle designs! While you’re at the beach this summer, don’t snooze on the sand, use it to build a work of art instead! Get all the contest info here. Deadline to enter is Friday, September 8.

Sail Across the Sun is Back!

Wednesday, June 7, 2017
Sail Across the Sun is back for its fifth voyage, and YOU are invited for the journey! Take a look around and enjoy exploring the new website. Please let us know if you ever have any questions - we're here to help. The FAQ section of the website is a great source for general information OR feel free to contact us via email or live chat.…

Join the Conversation!

Wednesday, June 7, 2017
Cheers to making new friends! Whether you're ready to book today or you're still on the fence, we invite you to join the conversation in our Sail Across the Sun Family Facebook group! Our online community is the place to ask questions, get to know your fellow cruisers and the Sixthman team, and stay in the know throughout the year as more …

Sail Across the Sun 2017 Photos

Wednesday, June 7, 2017
To all our guests who joined us for the fourth annual Sail Across the Sun in 2017, thank you for a great vacation! The incredibly talented Will Byington captured many LIVE LOUD moments on board. Make sure to check out all the fun here! See one you love? Download it for free!

Join the Pre-Sale!

Wednesday, June 7, 2017
That's right, throw your hands up in the air as you register for the pre-sale. Not only will you receive priority booking over the general public, but any guest who books their cabin during the pre-sale will receive a photo with their cabinmates and Train! Keep in mind, joining the pre-sale does not obligate you to any payment - it simply …

Get Answers

Get Updates

0 days
Until your best vacation ever.