Thursday, June 18, 2015



Many have been suggesting that we get more in the way of ladies swim so this winter we did some searching at the show and came across this new line "Swim by Chuck Handy". Many of the suits are two, three and four piece sets with great attention to detail, at a great price and bst of all "MADE IN THE USA". Below are a few of the styles that we have in stock as well as some separates and bikini's for the younger at heart.










Wednesday, June 17, 2015

Rock Hall Cruise Night by Smilin' Jake's May, 2015




It's "Cruise Night" time again in Rock Hall, Md. Here is part 1 of the slide show from May's Cruise. Part 2 to follow soon. See you this Friday the 19th for the next Cruise. Til' then "Keep on Cruisin".

Wednesday, May 13, 2015



Aloha and welcome to..........





Bin a long cold winter and right about now that photo looks darn good to most of us. So as Jimmy would put it. For all you "Fruitcakes" out there I know many of you have been to the "Party at the End of the World" and the day after where wishing you were sitting at a "Beach House on the Moon". However, all you where looking for was "A License to Chill" but instead you ended up on a "Salty Piece of Land" with a "Bama Breeze" rufflin' you feathers on the "Dark Side of the Moon". So, Linda and I would like to remind everyone that we are not "On the Far Side of the World". All that we ask is if you passed "Summerzcool" and then maybe went on to "Domino College" then you are ready for a road trip and some well deserved "Tiki Time".


"Don't Stop the Carnival" but instead dig out the paddles, dust off that 1958 VW bus or thumb it if you must, but make your way to Rock Hall. Oh yea, while you're here don't forget to stop by Smilin' Jake's.


So, you got the place, make a bit of time and pretend that you're "Off To See The Lizard" at the "Outpost" by the bay. Come "Sit Under the Big Top" (not exactly) there is a roof over your head so if the weather changes we got you covered, re-outfit yourself so that "Come Monday"  your not lookin' like "The Captain and the Kid".


Til' then, remember "we always have everything you want but nothing you need".


Mahalo






Sunday, February 2, 2014




Somewhere when they said 2013 was outa' here, I had visions of a great new beginning for 2014.... as in the weather department for starters.

We've had enough of the economy, enough of the politics and now we have certainly had enough of this weather. The hammock is frozen in place, the palm tree is covered in snow and I just don't picture shovelin' snow in shorts and an aloha shirt.... somehow it just doesn't seem right. Thought it was supposed to be flip flops and sandy beaches.

As Jimmy once said, it's time to hit the reboot key..... so heck with mother nature, the heck with that rodent up north, come on what does a ground hog know about the weather anyway.

Remember spring is just 45 days away so it's time to get geared up and be ready for some fun in the sun,


That's right it's 2 degrees and that ain't sand under the palm tree! When we say we're chillin', we mean it.

So hang in there SPRING is just around the corner and we've got lots of new exciting NEW things for this year.






Saturday, January 19, 2013


Aloha and welcome to a great new year (we're all way over due).

We just returned from our annual buying trip and the show was bigger and better than ever more and new vendors and more buyers than that past few years. We found many really great new ideas and new merchandise for this season and can't wait to get started. Unfortunately we still do not have our web site back up but are trying. 

Remember Casual Friday in the work place really started and means Aloha Shirt Friday. The beginning of this tradition started back in 1962  when Hawaii legislators approved the wearing of Aloha shirts during the summer months for the sake of comfort (Read More). And a tradition was born and spread through out the United States. 




We hope to see you all soon. For now we are on winter hours meaning open Friday, Saturday, Sunday and Monday.



Mahalo



Saturday, March 17, 2012

What's in a Name



Ya know, just the other day a good friend of mine asked me just where did the name for Smilin' Jake's come from and just what possessed me to put a "Hawaiian" clothing store in Rock Hall. (As for those that don't know where Rock Hall, MD is that's another time and another story.)

I said man, I thought everyone know who "Jake" was. Well it all started with the local video store. I walked in there one night to drop off a tape and this little fury thing came bounding out from behind the counter. Seems the owners had this Keeshond that just had a litter of pups. Well, we played with him a bit and said see ya, I have a movie to watch. Well, took the tape back the next day and there was this ball of fur again and that was it, he had a new home. Now for the name, he was pure bred so he needed a proper name which after some thought it came to me, Jacob Austin Kees Esquire or JAKE. If you know keeshonds you know that they are known for their grin so the nick name Smilin' Jake was born. For you dog lovers Jake was one of the happiest and friendliest dogs you could ever know and my best friend.

As to the Hawaiian clothing in a small waterman's town on the upper Chesapeake Bay, well that started as a combination of the love of Aloha Shirts and the whole west coast car and surf scene since the 60's and living in a very cool town with the lack of shops. To me it was something like putting 1 & 1 together to equal 2. We had water and tourist which to meant lets give it a try......if nothing else I would have a good selection for my closet. Now, it was time to name the store and that was easier than deciding to open a store. There sat Jake with his typical Hawaiian print scarf on staring at me with the big toothy smile and so the name and store where born "Smilin' Jake's".



Tuesday, November 22, 2011




After the Lighted Boat Parade then it's time for the Main Street Christmas Party and we will be there and we hope to see you there.