She was seen holding a bottle of beer - despite being under the legal drinking age of 21 in Florida - but isn't pictured drinking.
The vacation comes just four weeks after she gave birth to her daughter Stormi.
The new mum was "still staring at her all day" two weeks ago, but now it seems Kylie is ready for a break after going into hiding for months during her pregnancy.
Baby Stormi wasn't seen on the trip and it's unknown whether the one-month-old joined her parents in Florida or whether she stayed at home in LA.
Kylie and Travis joined friends for a sail on a yacht owned by Miami nightlife entrepreneur David Grutman.
Relaxing on board, Kylie leaned back on her boyfriend's shoulder in an affectionate gesture.
They took in the sights and also stopped by celebrity hotspot Seaspice Miami for some brunch on the terrace.
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