Wednesday, June 28, 2017


That's right this is Smilin' Jake's 20th. year in business. Thanks to you are customers. Our thanks to the landlord, the building has had a new paint job this spring and looks great.

Over that time we have met some wonderful people both customers and venders alike. As well as seen some great merchandise of which most has been "Made in the USA". So with this being a  big year for us we are going to make it a big year for you as well. We will be adding lots of new things as well as bringing back some brands that we haven't carried for a while, one being Jam's World we are now the only authorized dealer in the tri-state area and proud of it.

So come on by and check out what's new and maybe what's not so new if you haven't been here for a while.


Tuesday, February 7, 2017

We are back,
          2016 is behind us and time for a new year.
For those who follow the groundhog, for get it is prediction is just so that he gets the place to himself a little bit longer.

By the way this is a big year for
Smilin' Jake's
This will be our 20th. year of bringin'
the tropics to Rock Hall, MD.

Thursday, December 31, 2015

Aloha and Welcome 
                  to the a New Year

Wednesday, August 5, 2015

Available in 3 sizes

Small: $155
Medium: $175
Large: $175

The History behind CHART metalworks

Chart metalworks is the creation of a long time sailor, with a nautical Maine background. One day in 2006, surrounded by scrolls of nautical charts in her home, Charlotte Guptill was inspired to incorporate the medium into her designs. In 2008 CHART metalworks was formally launched. Soon after husband John joined to assist with the growing orders in their studio on Custom House Wharf, Portland, Maine. Now with the help of a talented pack of Main based artisans and an expansive collection including maps and territories beyond the US, they handcraft custom nautical chart and map adornments allowing you to capture your most treasured sports across the globe. CHART metalworks is the original custom nautical chart and map jewelry.


Create vessels for you to tell your own story - where you grew up, sailed, visited, have moved to or vacation or as a remembrance gift to someone who you know. These one-of-a-kind bracelets allow you to wear your world.


With these Made in the USA hand-cast pieces, which are handcrafted in their studio on Portland, Maine's working waterfront. With a quality that can only be achieved by Maine goods, made by Maine people.

For more information about these beautiful bracelets contact "Smilin' Jake's".
Phone: 410-639-7280
or stop by our store at.

Smilin' Jake's
5745 Main Street
Rock Hall MD 21660

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".