When Lorelai walks into the kitchen to help Rory, Rory is using the lemon squeezer. However when they shoot back to Rory, she is chopping cucumbers and then goes to a drawer to get the lemon squeezer.
When Lorelai and Luke arrive, Logan asks if there is anything else they need help with unloading, and Luke states that he's got it. As Lorelai and Rory are walking away talking, you can see Luke open the door to go get the items. But no less than a second later, he is walking over with Logan to talk with Lorelai and Rory. Not enough time to go outside and get all the stuff.
In February, Martha's Vineyard would be in the middle of winter yet they are not dressed for snow and cold weather.