Hawaii? Ha-Why Not? Have a Dream Adventure (Totally On Us).

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One thing we love as much as an effortless wardrobe? Effortless traveling and beautiful Hawaii, where we recently spent time photographing our new collection. It’s the perfect place for a beach adventure—in fact, we loved it so much, we planned the best five-night getaway ever (but, for real). And you could win it. Here’s how.

Enter our Wander With Us sweeps for a chance to win the greatest grand prize ever or one of four runner-up prizes (also quite fantastic, if we do say so ourselves).* The grand prize includes:

-A five-night trip to Honolulu, Hawaii
-Round-trip airfare for two
-A stay at Moana Surfrider, courtesy of HotelTonight
-$500 of free driving with Zipcar and a one-year membership (for future adventures)
-A $1,000 Madewell shopping spree
-Our signature Transport Tote filled to the brim with travel must-haves
-A $500 Artifact Uprising credit to print all those vacay photos

Now, the answers to a few FAQs, because we really did think of everything.

What’s all this talk about runner-up prizes?
Well, our four runner-up prizes are so sweet that we’re a little reluctant to call them that. You could win an unforgettable weekend getaway, including:

-A $300 HotelTonight credit
-A $200 Zipcar driving credit, plus a free one-year membership
-A $500 Madewell shopping spree and our signature Transport Tote stuffed with travel essentials
-A $200 Artifact Uprising credit

How often can I enter?
Only once, but it can’t hurt to pass this on to a friend (and then politely demand she bring you along)…

Anything else to know?
If you need some packing list inspo, browse our newest arrivals. (And check out the fine print below—it would make our lawyers very happy.)

Enter right here.

Photography by Angi Welsch.
*No purchase necessary. A purchase will not increase your chances of winning. Open to legal residents of the 50 United States (including DC), 18 years and older. Void where prohibited. Sweepstakes ends June 28, 2016. For Official Rules, prize descriptions and odds disclosure, visit madewell.com/wanderwithus. Sponsor: J.Crew Group, Inc., 770 Broadway, New York, NY 10003.