"everything you want,
but nothing you need"

5745 Main Street | Rock Hall, Maryland
Phone: (410) 639-7280 | smilinjake@verizon.net

Aloha and welcome to Smilin' Jake's,  not just another store but a state of mind.

Can't wait till you get to Rock Hall!! Check out our On Line Store

What better way to enjoy the casual life than to be Lookin' Great and Feelin' even better in some of the latest island fashions by some of the island's oldest manufactures such as Kahala, Paradise Found, Pacific Clothing,Reyn Spooner and more. Smilin' Jake's can help you help ease you out of that 9 to 5 life and --------------

MEN: For the men, we carry some of Hawaii's most distinguished and authentic manufacturers as well as some new: Kahala, Paradise Found, Reyn SpoonerRJC, Kamehameha, and Iolani, Guy Harvey, Aftco Bluewater, Aloha Republic, Bamboo Cay, Joe Marlin, KoKo Island, KY’s, Margarittaville Footwear, Pacific Beach Clothing, Pacific Legend, Weekender, Luau, Hook & Tackle and Chiliwear . Not to mention a full line of T's which include Harbor Designs, custom T's of our own designs as well as Goin' Coastal for all you "Parrotheads" out there. Our fabric selection includes silk, linen, tencel, cotton, cotton rayon blends and spun rayon, with our designs and patterns as varied and unique as our customers. Our color palette ranges from tone on tone to that of brilliant splashes of color that will let you be seen. If your desire is to have a plain white starched collared shirt maybe we are up a different creek and our outrigger is missing a paddle. Our patterns and prints range from mild soft palm tree and floral prints, traditional Hawaiian designs, cars, ships, air planes and surf boards just to mention a few. We have something for everyone, as we say, we have everything you want but nothing you need. Our sizes range from medium too 3x in most designs and 4x on a selected few, and by the way, we never charge less for smaller sizes or more for the larger ones. And after all this, if you’re not sure what latitude you’re in or if it’s really 5 o’clock somewhere, you can check the time on one of our Tommy Bahama watches.

WOMEN:  Now for you ladies we have a comparable collection. We feature a full range of women's fashions from Hawaii as well some top resort name brands as well as some smaller unknown specialty lines: Jams World, Shannon Marie, KY’s, Paradise Found, Kariza, Weekend Clothes Line, Weekend Traffic, Banana Bay, Designs, Margarittaville Footwear, Pacific Legend, Weekender, Two Palms and Your Best Look. As for accessorizing we carry Sun n Sand, Laurel Burch, Paul Brent and Ella Vickers bags and handbags.  If you want to put a lid on it we can cover you with a hat by Scala & Dorfman Pacific Company and if you’re a brown eyed girl we can hide you behind a great pair of Maui Jims. We also offer our exclusive line of magnificent, one-of-a-kind, custom designed hand-made jewelry, created with artistic flair and expertise. Our collection also includes the destination bracelets that are made for the Rock Hall Hook Company by the Caribbean Hook Bracelet Company to include the towns of Rock Hall, Chestertown and the Chesapeake Bay.

KIDS: As for the wee ones we carry both boys and girls sizes ranging from 6 months and up in many styles and patterns to match mom and dad.

NITCHGIES: In search for that perfect gift for a friend ( or maybe you) with an almost great tiki bar, well maybe we can help. Our selection ranges from something as simple as a hula girl bottle opener to a tiki hut wine bottle holder, or maybe you need to light your way with a vintage “Hul a Girl” lamp. Whatever you might be looking for if it has an island flavor we can help. Speaking of flavor, how about one of those cosmic blending machines the “Margaritaville Frozen Concoction Maker”, you can be the king of somewhere hot.