Playing with the house’s money: Casino matching in South Florida


If you are headed to the Fort Lauderdale / Miami area and you enjoy a good status match-go-round or you just like “free” money, and you don’t mind doing some driving, you can pick up hundreds of dollars in free play and maybe come out with a big win. At the very least, you should easily snag an evening’s worth of entertainment on the house’s dime. I’ve done the run myself and made about $400 in total doing it. Better yet, this was a good reminder for me that the same thing is probably possible in many destinations with smaller local casinos, so it may be worth looking around for similar opportunities in your own back yard (though you’ll want to use some strategy if you plan to return).

a hand holding a plastic case with poker chips

First of all, hats off to a member of the Miles Talk Facebook group for doing the legwork in reporting on this and laying it out step-by-step. I didn’t discover these opportunities but rather just followed the directions that someone was kind enough to lay out in that group. That said, I did pick up a useful tip or two along the way to add to their work, especially for those who are new to free play credits.

Get your physical Caesars Diamond card

a white card with black text and leaves on it

For starters, you’ll need a Caesars Diamond card. If you have Wyndham Diamond status, you can match Wyndham Diamond to Caesars Diamond here (see this post for more). If you have the Wyndham Earner Business card, you get automatic Wyndham Diamond status. Note that it does take some time to match Wyndham to Caesars, so get that part started sooner rather than later. In the past, it took about a week. The website now says 6-8 weeks. In practice, I’m not sure exactly how long it will take. YMMV.

Once you have your physical Caesars Diamond card in hand, you should be able to execute on some in-casino matches / promotions.

Casino matches usually require having a physical loyalty card in hand (from the program in which you have status). In my case, I had an old Caesars Diamond card that expired in early 2020. I don’t know for sure that you need to have a physical card with the current expiration date (perhaps you could show your online card with the correct date?), but I figured that I’d be better off having the physical card. If you already have your Caesars Diamond card, that’ll save you the first stop on the status-match-go-round.

If you don’t have your current Caesars Diamond card, thankfully, there is a casino just north of Fort Lauderdale that uses the Caesars Rewards program. Isle Casino Pompano Park is a pretty small casino about 24 minutes North of Fort Lauderdale airport. One nice thing here is that they have dedicated machines near the Players Club for reprinting your card. I didn’t even need to speak to a person – I just walked in and popped my driver’s license into the machine and it reprinted my current Caesar’s Diamond card automagically.

a screen with a white sign
These were located near the Players Club desk, but bypassed the need to speak with anyone.

I printed my card, then turned around and walked right back out to the car for the next stop.

Get $200 in “Free Play” by showing Caesars Diamond

Hialeah Park Casino is located about 45 minutes from Isle Casino towards Miami (or if you already had a current Caesars card, it is about 24 minutes south of Fort Lauderdale airport or a very short hop from Miami airport).

The reason you’ll want to go to Hialeah is because they are currently offering a $200 Free Play to Caesars Diamond members (listed as “Isle of Capri” Diamond status on the website). This “Free Play” is basically $200 in Monopoly Money that you can play in the slot machines. Once you’ve bet through the $200, you can cash out anything that’s left (which may be more or less than the $200 with which you started depending on your luck). More on strategizing in a minute.

The process for getting the $200 free play was incredibly simple: I stopped at the Player’s Club desk as soon as I walked in (which was easy since it was directly on the right side upon entering the casino). I handed over my Caesars Diamond card and driver’s license and said that I’d heard they have some sort of match offer.

The agent wasn’t sure at first whether Caesars Diamond qualified (it might help to say that you have Isle Casino Diamond Status when handing over your card since they may not immediately recognize Caesars), but after verifying that Caesars Diamond does indeed work for their offer and verifying that it was my first time at Hialeah Park, the agent behind the desk printed me a Player’s Club card and explained that Hialeah Park doesn’t actually match status but they provide $200 in “Free Play”. They do this by adding $200 in Free Play (essentially the casino equivalent of Monopoly Money) to your new Player’s Club card. She handed me a pamphlet with promotions and instructions for using the free play.

a card with text on it

It is worth noting that those playing in 2-player mode can double up here. The person who originally posted this in the Miles Talk Facebook Group had done this with his wife. They each had status and each got their own $200 Free Play vouchers. My wife wasn’t with me on this trip or else I’d have stood to have earned double the money, which would have been well worth the time and effort.

How free play works

The gist of free play is this: the casino loads imaginary money onto your card. You then gamble with that imaginary money and once you have bet all of the imaginary money, you get to keep whatever real money you’ve made from those bets.

Free play money can not be cashed out before first betting it. At Hialeah Park, the casino loads $200 in Free Play Money on your card. Again, once you have bet a total of $200 (made $200 worth of slot machine spins), you can cash out whatever is left (with some coming caveats). To put it simply, if you bet all $200 on a single spin and that spin wins $300, you can cash out $300 (very unlikely, just an example). If you load that $200 of free play to a machine and bet $2 per spin, you’ll need to make 100 spins (a total of $200 wagered) before you can cash out. If you have money left after $200 of “coin-in” (it is very likely that you’ll have some money still since you will win on at least some of your spins), you’ll be able to cash out whatever is left.

If you’re still not really clear on this concept, see this resource at Travel Zork (particularly the sections titled “The Concept of Coin-in” and “The Amount of Money You Play Through”).

Most slot machines return something like 80% or better (significantly better in some cases), so with “average” luck you should be able to come out with something around $160 or more if given enough spins. Obviously YMMV — you could easily lose all of the money (or just as easily end up with far more than $200).

Of key importance is this: whatever “Free play” money you load to the machine when you sit down is how much you need to bet in order to cash out whatever is left from that session. More on that in a minute.

In my case, I made a mistake on this Hialeah Park Free Play promotion that is worth mentioning in order to not repeat it. I sat down at a machine and entered my new casino loyalty card and PIN. I then had to click the dollar sign symbol on the small touch screen to load my free play money to the machine.

a hand touching a screen
The slot machine in this picture was at a different casino, but it had the same interface for loading Free Play money.

The system asked me how much to load and gave me options like “$10, $20, $50, Other, Max”. I hit “max” figuring that I wanted to load the full $200 in free play.

Unfortunately, the machine only loaded $100. Double unfortunate is that while I realized that it had only loaded $100, I assumed that meant that I couldn’t load more than $100 of my free play to the machine in one sitting. In reality, I think the machine must be programmed such that $100 at a time is the maximum load since that is the largest dollar denomination that you could enter at once — but just like you can load multiple hundred dollar bills, I could have (and should have) loaded the additional free play money by hitting the load button a second time.

This was a mistake that cost me some money.

Because I had loaded $100 worth of “Free Play” money to that first machine, I had to bet a total of $100 before being able to cash out whatever was left from the $100 “Monopoly Money” investment. I was playing $2.50 per spin. Since I had only loaded $100 in free play money, I was free to cash out whatever was left after making 40 spins. Unfortunately, even though I only loaded $100 to the first machine, I had the two hundred dollar figure in my mind. I had a couple of good spins (one where I hit for $120 at once) and I continued to play well beyond $100 of “coin-in” money. In fact, I am sure that I had played more than $200 worth of spins when I hit the cash out button. I erroneously thought that when I cashed out, it would cash out both what I had left from that session plus the other $100 in free play (that I hadn’t added to the machine at the start) since I had spun more than $200 of “coin-in”. I was wrong.

Had I loaded the entire $200 in free play money to the machine at the start, I could have cashed it all out after $200 worth of spins. Since I had only loaded $100, I was able to cash out what I had left from that initial $100 investment…..but then I had to go to another machine and load up the other $100 and continue to play until I’d bet that entire $100 before I could cash out the proceeds from that chunk of funny money.

a hand holding a pair of cashout vouchers
I ended up with two separate vouchers since I only loaded $100 of Free Play to the machine on my first go-around (so I had to load another $100 and keep playing before I could cash out on the second machine).

Basically, I cost myself some extra time and likely some money since I would have been able to cash out sooner had I loaded the entire $200 on the first machine from the very beginning. Don’t cry too hard for me: I cashed out about $120 and took it upstairs to the poker room and added another $100+ in profit to walk out $250 and a free night’s worth of entertainment ahead. I used to be a bit of a poker player back in the day, so it was fun to get back to the tables.

I’ll add for those curious that the poker tables at Hialeah Park have a neat innovation in the form of a plexiglass screen all the way around the table so you are not within the breath line of any other player, nor are you breathing directly on the cards (and face masks were required in each of the Florida casinos I visited and compliance was very high).

When I got done at the poker table, I called it a night and went back to my hotel since I had an early flight scheduled the next morning.

Matching at Gulfstream for status, then Casino Miami for Free Play

A few nights later, I returned to Fort Lauderdale for one night and decided to pick up where I’d left off. Like Hialeah Park, the next stops on the list would be easier from Miami than from Fort Lauderdale unless you need to go up to Isle Casino to get your Caesars card. And in fact, if you were to start early in the day, this map might be the route to take to hit all of the casinos I’m mentioning.

a screenshot of a map

Anyway, I arrived at Fort Lauderdale and picked up a BMW X-1 from the Hertz President’s Circle selection. That made for a comfortable ride. I then headed to Gulfstream Park Casino.

a building with palm trees and lights

Gulfstream Park looked like quite a complex, though I found the casino surprisingly small for the size of the building (maybe I just missed the main gaming floor somehow?). In fairness, I wasn’t there for very long: I only went to Gulfstream Park to match status from Caesars in order to bring that status to another casino.

Gulfstream Park has several levels of elite status. They are currently matching Caesars Diamond status to their own top-tier Triple Crown status. If you actually want to play at Gulfstream Park, you get some benefits like free valet parking and more points for playing the slots.

I walked in to the casino and headed directly to the players club with my Caesars Diamond card and driver’s license in hand. I explained that I was new at the casino and that I understood they offered a status match with Caesars Rewards. Once again the agent had to refer to a chart to check if Caesars qualified, but a few minutes later he was printing me a Gulfstream Park Triple Crown card. I actually put a little money into a machine at Gulfstream Park with my Triple Crown card just to put in a little play. I’ve previously read about how some people say that throwing down with one big day of play can be a way to get good future offers to entice you to come back. I didn’t really follow through on that strategy though. I put a couple hundred bucks in a machine and played $4 a spin for a little while, walking out down $25. I doubt that my $25 loss will prompt Gulfstream to mail me a love letter begging for my return, but I’ll let you know if they do.

In the meantime, I hopped back in the car and headed down to Casino Miami for the last stop on this train. Casino Miami is currently offering up to $200 in free play for members of select competing casino loyalty programs. Unfortunately, they aren’t offering anything for Caesars Rewards elite members. However, Gulfstream Park’s Triple Crown players qualify for the $200 free play. Boom! It took all of about 6 minutes for Casino Miami to print me a card with $200 in free play.

a man holding a card

This time, I loaded all $200 to a single machine (I loaded the “max” $100 and then hit the dollar symbol again to load a second $100 before making any spins). I played $4 per spin and counted out all 50 spins (I literally counted each spin out loud to hear myself say which number I was on so I wouldn’t lose track…..I was tired after a few days of very limited sleep but wanted to get this match done for science). Probably 30 spins in, I was down to about $120 left and I hit a $92 win that allowed me to choose to either take the $92 or parlay it to try to win more. I was very tempted to parlay it in the hopes of a big win and in hindsight I’m kind of mad at myself for not doing that since I was playing with the house’s money anyway and was likely to cash at least $100 in profit either way. However, I took the $92 figuring that it would help me close out the free play closer to $200. I hit my 50th spin with about $165 left. I spun a few more times mentally committing not to drop below $150. Sure enough, I cashed out almost exactly $150. Oh well — I won’t quit my day job to become a professional slot player any time soon.

Some good things to know about casino offers

I was discussing this casino matching / free play opportunity yesterday with casino loyalty expert Michael Trager of Travel Zork. Michael has long written about ways to “win” at the casino loyalty game and he hosts a conference dedicated to casino loyalty called ZorkFest, so he seemed like a good person to ask for clarity on a few key points. I wanted to confirm my mistake on the first free play and ask about other tips he had. I’m linking to several of his posts in this section because he is an authority on this topic who has written far more about casinos than I ever will and he was able to help me identify some of his posts that might be useful for readers.

He brought up a few nuggets of wisdom that are  worth keeping in mind if you decide to go after a match like this:

  1. You may want to consider putting some real money of your own on top of the free play money if you want to come back to that casino in the future. It is no secret that casinos base future offers (like free rooms, extra comps, etc) on how much you can theoretically be expected to lose. There is therefore a school of thought that when you join a new casino loyalty program, one big day of play could lead to significantly better casino offers from that program in the future. Obviously you need to be careful not to lose more than you stand to gain (or more realistically that you don’t lose more than you’re willing to pay for whatever benefits you receive).
  2. A big jackpot will trigger an automatic tax form. Apparently a slot machine win of more than $1199 will trigger an automatic gambling winnings tax form. Unless you track and write off losses against your winnings, you will owe tax on that money — even if you continue to play it in the machine and you lose it all (as always, consult your own tax professional for advice on that). If you win a big one, you may want to quit while you’re ahead.
  3. Video Poker is your best bet. I’ve long understood Video Poker to be a game with minimum house edge (and those looking to drink cheaply can play it slowly). That said, I understand that some casinos don’t allow Free Play to be used in Video Poker machines. I didn’t find any video poker at all at Hialeah Park. I did see video poker machines at the bar at Casino Miami as I was leaving (I hadn’t seen any machines around the casino floor and had already used my free play, so not sure if it could be used). Travel Zork also has a resource on video poker.
  4. If you lose track of how many spins you have made (or your “coin-in” total), you can just periodically hit the “cash out” button. The machine won’t let you cash out until you have played the proper amount of “coin-in”, so if it spits out a cash voucher, you’re good to go.

I’m sure there were probably a few other tidbits I neglected to write down and hopefully readers with experience in this realm will chime in with their own tips in the comments.

Bottom line

The moral of the story here is that this was very easy money and it was fun. I ended up getting a couple nights of free entertainment and came out about $400 ahead. I’ve long enjoyed blackjack and poker, but never really played slot machines much as they seemed boring to me. Playing with the house’s money made them much more fun. If you take out the cost of my rental car (I probably wouldn’t have rented if not for a desire to try to do this), I guess I came out a bit over $300 ahead. Considering that I had fun doing it, I was plenty happy with that.

Keep in mind that casino opportunities like this can come and go, so there is no guarantee that this exact play will hang around forever. If you’re in the South Florida area or will be soon, it’s worth giving this a shot. However, even if you’re not, it could be well worth trying this type of play in other areas as I expect that small casinos in many places may be doing what they can to poach high rollers from other programs. That’s good news; wherever there is a status match-go-round spinning, I’m happy to climb on board the money train and give it a whirl.

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Sadly as of Jan 2024, this seems to be completely dead now.
Hialeah Park Casino only gives $25 free play when signing up and then you must earn 250 slot points on signup day and you will receive $175 more free play. No benefit for Caesars. (An argument can be made that this offer itself is still positive EV but requires some of your own spend).

At Golfstream Park, Diamond only matches to Place, below Triple Crown and Win, which now require Seven Stars and Diamond Plus respectively

This then ends Casino Miami, which only offers $50 in free play with no eligible matches.


I just did the whole tour a few days ago. I printed the post and the map. I got my new Caesar’s card first, then went to Gulfstream to get the Triple Crown card. Then went to the 2 casinos in Miami. I have a few DPs.

At Hialeah they will give you $200 free when showing the Gulfstream Triple Crown card. They are not giving the 200 for the Caesars Diamond Card anymore.

For the cash out, a friend advised me to cash out every time I won, which can be done, even for few cents. The machine knows what you’ve won and what coin-in is left. It only prints out the winnings. This was a lot easier, because otherwise the machine adds the winnings to the coin-in and its very hard to keep track. I did not put in the entire 200 at the beginning, in case I didn’t like the machine.

For me, the best machines were the ones where I could bet several “lines”. I didn’t see any poker machines.

I won $312 at Hialeah and $95 at Miami, so I was happy. I am not a gambler. This was fun, thanks for the post!


Love this post. Bailed on NYC for my birthday trip due to weather, so rebooked next week in Miami with some certs at Kimpton Epic and will be grabbing a cheap rental car one day and making my rounds. Thanks, Nick!


Had a blast today re-creating your steps, Nick.

Already had my Caesars Diamond card from Vegas, so drove up from Miami to Gulfstream Park. Easy match, but I had a better play. My birthday was last week and they offer $200 in free play for your birthday. I chatted with the host, and she asked me to put “some” play on my card before they’d bend the rules and give me the free play. I put in $40 into a slot and cashed out when I had put about $100 coin through. Conveniently, I had about $36 left from my $40.

When I pulled my card out, it said I randomly got $5 in free play. I put my card back in and found $15 in free play, the $5 they just gave me plus $10 in free play for earning some amount of points as a new member. The first rep mentioned that but I disregarded it as I figured I’d have to lose more than $10 to earn it. Anyway, I got lucky on that free play and was able to cash out over $50 from that! So I was up before my birthday money. I killed a few more minutes with a free bingo card I earned so I wouldn’t go back to the host so quickly.

When I returned to her about an hour later, she went to the back room and came back to tell me I had $200 in free play on my card. Sweet! I ran that through and cashed out another $133 for a nice $180 profit.

I then decided to stop at Seminole Hard Rock to try to match my status as I actually may play there in the future. Unfortunately, their status match is dumb as hell as they would have only matched me for the two weeks remaining in 2021. I left without matching as it’d make more sense to do it early in the year if I return, but their marketing department is really not getting it as I am now disincentivized to return as they won’t be sending me offers as the high roller they think I am. Oh well.

Drove down to Hialeah Park next and increased my cashout from $200 in freeplay with a grand total of $142. Then a quick hop over to Casino Miami where I did even better, cashing out $157 for my $200 freeplay.

All told, I came out up $479 for the 3 casinos, which paid for my $49 flights to and from Miami, my 3 night certificates I bought off Reddit for InterContinental/Kimpton EPIC, my rental car, and most of my food and drink.

Great birthday trip, thanks again for this post, Nick!


Thanks for posting! I did the merry go round of casino matching recently and interested in casino deals- no interest in casinos but I’ll take free money. I’ve also been curious about the monthly free play as part of Caesar’s diamond- so I cycle it once with a free $20 bet on the sportsbook/casino, then can withdraw is that right? Would love an article on this, not full on arbitrage, but basically how to make the most of this for someone who is not into gambling, just churning (lol, maybe they are the same tho? )

Joe R

Thanks for posting this! Had a trip planned to this area already and 3 of us were able to take advantage of this double offer at Hialeah and Casino Miami. Ironically the 4th person who was not a Diamond member hit for over $2k on one of the slots so all around a great trip!

Just two other points I discovered:

Big Easy Casino which is very close to Gulfstream Park did not status match but according to rep I spoke with on the phone had a “play $50/get $50” sign up offer for anyone who didn’t get enough slot action already.

Calder Casino, which was about 15 mins east of Gulfstream (near the football stadium) also advertised a $300 sign up offer (split evenly over 3 days, not one shot) but learned the hard way ONLY for Florida residents or at least those with a Florida ID. Everyone still got like $10-20 signup but was ultimately not worth the trip for us.


2 player mode. Taking home $900. I wish I had known about this prior to flying so I could have brought my card and not drove so far north to start the adventure.


Just got back from Gulfstream Casino. It is an ONLY slots casino and horse races. You likely went in the ground floor, which is nice, but small. There is a 2nd floor, not connected at all to the ground floor. You need to go outside and take the elevator or walk up the steps to get to it. It is a bit bigger, but again, only slots.
NO smoking, keep masks on, social distanced machines and clean bathrooms.

Last edited 2 years ago by jeffk

FWIW, I have a current example of the Wyndham to Caesars Diamond status match as I just went through it this week (since you mentioned not knowing the current status match timeframe):
10/13/21: Approved for Wyndham Earners Biz CC
~10/16/21: Wyndham acct turned from base status to Diamond
10/18/21: Rec’d Wyndham credit card in the mail and registered for Caesars Rewards acct.
10/19/21: Clicked the for Wyndham Diamond to Caesars Diamond status match via the Caesars Rewards website.
10/22/21 (Today): Caesars acct changed from base to Diamond.

A couple questions:
1) A NEW CR Diamond benefit is a $20 MONTHLY online free bet through the Caesars Sportsbook (in about 12 US states). Have you covered this at all? Assuming Caesars takes about a 10-20% cut and you pick some simple over/under bet that wins about 50% of the time, it seems to me like this is a free ~$200/yr benefit (assuming you don’t get sucked into sports betting and only do a single $20 bet per month). Am I wrong here?

2) Now that I finally have my Wyndham Biz Earners CC, how hard can it be pushed before shutdown? ie, how many $505.95 7-11 purchases can I put on this CC before they get mad at me? Any datapoints? 1x CL per month? 2x CL????


Great post, thank you. I am in Hollywood, FL, drove 3 miles to Gulstream and obtained my Park’s Triple Crown Then I drove 15 miles to Hialeah Park Casino, status matched my Caesar’s Diamond, played my free $200 and walked out with $217. Then I drove 4 miles to Casino Miami, status matched my Gulstream Park’s Triple Crown, played my free $200 and walked out with $45. So not a bad day, +$262 for about 2 hours of my time, and it was fun!!!


Good for U . I’ll be in South Beach in Dec with time to kill may try this..


What dates? I’ll be doing this most likely on the 15th or 16th.


Looks like you can skip the Gulfstream stop and get $350, with $150 from casino Miami with Caesars diamond.


After reading the post I have this question: what do you think of the X1 rental?


This was a great post! I collected a little bit of status in Vegas on business trips but had no idea you could continue the “matching” in Florida. The adventure is as much fun as the “free” money to me. Thanks again.


Thanks. This is some great info – I plan to follow your steps later this year when I am in the area. I think there was something like this in Atlantic City/Philly several years ago as well. I wonder if that is still possible and if there are similar opportunities in other areas.

Last edited 2 years ago by H M

I’m also interested in this! ACY is closest to me, tho I am heading to PBI area and bc of this article may spend a day further south if I have time.


“The machine won’t let you cash out until you have played the proper amount of “coin-in”, so if it spits out a cash voucher, you’re good to go.”

This is not accurate on machines I have played. There is two ways I have seen free play applied. It will either add the credits to the machine when you apply the free play or it will refund you the credits as you play. In the scenario where it applies the credits up front, it will print a ticket for any money you have on the machine above what is left of your free play. What is left of you free play will be left on the machine. In the other scenario, it will cash out the entire amount you have on the machine and what ever you have left in free play will either go back into your account or it may be lost.


For most readers I imagine this post was not very helpful, as this casino hack apparently requires you start out with either caesar diamond status, wyndham diamond status, or a specific wyndham business card. Dont imagine I will ever have any of those.


Been to Vegas like 15x from 2009 to 2016 (Bored) but I got good discounts and I don’t gamble but stocks.


Great info! Thanks to you all, I have the Wyndham Business card and plan to visit Miami next year.


There are many of us who haven’t stepped into a casino in over 15 years yet have Caesars Diamond Status thanks to having the right credit cards. This post was spot on and gives you an idea of the fun you can have if you’re patient.