Win! Derby St. Petersburg is a licensed cardroom at historic Derby Lane on Gandy Boulevard in St. Petersburg, Florida, offering live poker, specialty table games, and simulcast wagering. Its main appeal is a focused cards-and-wagering outing, with dining and a free downtown weekend shuttle adding convenience. Its biggest limitation is its specialized scope: this is not a full-service casino resort. I’d shortlist it for poker players, specialty-table-game fans, and racing bettors, rather than visitors planning a slot-filled vacation.
Win! Derby at a glance
| Address | 10490 Gandy Boulevard North, St. Petersburg, FL 33702 |
|---|---|
| Property type | Licensed cardroom with poker, specialty table games, and simulcast wagering |
| Licensee | St. Petersburg Kennel Club, Inc., doing business as Derby Lane |
| Poker | Live-action games and tournaments advertised |
| Table games | Ultimate Texas Holdem, Mississippi Stud Poker, Three Card Poker, One Card Poker, I Love Suits, DJ Wild, and Pai Gow |
| Simulcast area | Sixth floor, with a full bar, tiered seating, individual televisions, and betting windows |
| Dining | Dine-in and takeout in the Poker Room and on the fourth and sixth floors |
| Downtown shuttle | Free Friday and Saturday service, 6 PM to 2 AM; riders must be 21 or older |
| Rewards | WIN! Derby Rewards; free enrollment in person |
| Published contact | (727) 812-3339, listed for transportation accommodations |
| Source collection date | October 11, 2026 |
Before traveling: Gaming hours, minimum gambling age, current stakes, parking charges, and smoking rules are not established by the supplied source material. Confirm the details that affect your visit.
Property overview: a cardroom, not a casino resort
Win! Derby’s racing background explains the Derby Lane name, but its advertised offering extends beyond cash-game poker. There are tournaments, specialty table games, and a dedicated simulcast area, supported by dining and bars.
The supplied state record lists cardroom operating license CLI151 as current, with an expiration date of June 30, 2027. It connects the Derby Lane business name with the alternate name WIN! DERBY. That identifies the licensed operation, not its daily opening hours or ownership of the real estate.
My take: judge this place by whether it offers the game you want, not by how closely it resembles Las Vegas. A cardroom can be exactly the right evening out without being a resort. For alternatives, see our guide to Florida casinos.
Casino games: table games, slots, and video poker
The key distinction is between live poker against other players and poker-style table games with their own wagering and payout rules. Familiar hand rankings do not make those experiences interchangeable.
Advertised table games
- Ultimate Texas Holdem
- Mississippi Stud Poker
- Three Card Poker
- One Card Poker
- I Love Suits
- DJ Wild
- Pai Gow
An advertised game is not a promise that its table will be open when you arrive. Current minimum wagers, table schedules, and specific rules were not supplied. This lineup also does not establish traditional blackjack, roulette, or craps.
I’d ask what a complete hand can cost, not just what the minimum sign says. Some games require additional wagers as a hand progresses. Optional side bets are another expense, not a requirement to enjoy the main game.
Slots and video poker
The supplied current pages advertise cards and simulcast wagering, not a slot or video-poker inventory. I would not choose Win! Derby for a machine-playing outing. If slots are your reason for traveling, choose a property that explicitly advertises them.
Poker room: confirm your game before traveling
Win! Derby advertises live-action poker and tournaments. Current cash-game stakes, poker-table counts, tournament costs, and waiting-list procedures were not established in the published information.
Before driving across Tampa Bay, ask:
- Cash games: Which games and stakes are running now?
- Seating: Is there a waiting list, and can you join before arrival?
- Tournaments: What are the entry cost, fees, structure, late-registration rules, reentries, and add-ons?
- Room charges: What rake and promotional deductions apply?
- Promotions: Which games qualify, and under what conditions?
For a beginner, I’d start by asking about the lowest-stakes available game and its buy-in requirements. Small blinds do not necessarily produce small pots.
The Low Limit Cash Games Poker Podcast’s June 12, 2024, room review listed eight-handed play among the reviewer’s favorite features. That is a dated independent observation, not a promise about today’s seating format. If table size matters to you, ask about it.
Simulcast wagering is not a sportsbook
The official site advertises wagering on greyhound, thoroughbred, harness, and jai-alai events, including domestic and international offerings. The sixth-floor simulcast area has tiered seating, individual televisions, betting windows, and a full bar.
That gives racing bettors a dedicated reason to visit. Confirm the tracks, events, and wagering hours you want before making a special trip.
Simulcasting means the event takes place elsewhere. It does not establish live racing at Win! Derby or a retail sportsbook accepting bets on football, basketball, or baseball. The Florida Gaming Control Commission’s locations page also distinguishes greyhound intertrack and simulcast wagering from live racing.
Hotel, dining, and amenities
Plan lodging separately
The supplied current pages do not advertise hotel accommodations. Plan this as a gambling visit with separate lodging, not a stay at an attached casino hotel, pool, or spa.
A hotel convenient to Gandy Boulevard may suit a poker-focused trip, while downtown St. Petersburg may make more sense if restaurants and nightlife matter equally. Compare transportation and hotel parking along with the room rate.
Restaurants and bars
The dining page describes breakfast, specialty sandwiches, and international dishes, available for dine-in or takeout in the Poker Room and on the fourth and sixth floors. Multiple full-service bars are also advertised.
I see that as useful support for a longer session, not evidence of a destination-restaurant collection. Menu prices and firsthand food reports were not supplied, so this guide does not rate the meals or service.
The dining page lists kitchen last call at 9:30 PM Monday through Thursday and 12:30 AM on weekends. The shuttle page separately says the kitchen closes at 1 AM. These may describe last orders versus closing, but their exact scope remains unresolved. Confirm your night’s ordering cutoff, especially for a late arrival.
Events and other amenities
The property advertises events and private-event booking. Check the current calendar rather than assuming a regular show schedule. Its clearly described amenities remain centered on cards, wagering, dining, and bars.
Directions, parking, and the free downtown shuttle
Navigate to 10490 Gandy Boulevard North, St. Petersburg, FL 33702. If approaching from Tampa, check traffic before crossing the bay. Both the drive and the availability of your preferred game belong in the decision.
Parking charges, valet service, EV charging, and accessible-parking arrangements were not established. Ask about building access separately from shuttle access.
Downtown shuttle schedule and restrictions
The shuttle connects Win! Derby’s main entrance with 5 Bucks Drinkery at 247 Central Avenue in downtown St. Petersburg. Advertised service runs in both directions on Friday and Saturday from 6 PM to 2 AM, approximately every 60 minutes.
- Fare: $0.00; no ticket purchase required.
- Age and ID: Riders must be 21 or older with valid government-issued photo identification.
- Capacity: 10 passengers, first-come, first-served, with no reservations.
- Accessibility: The current vehicle is not ADA accessible. Call (727) 812-3339 about transportation accommodations.
- Schedule changes: Special events, holidays, and severe weather can affect service.
I like this option for a downtown evening, but I would not treat it as a guaranteed group ride. Confirm the return departure and keep a backup transportation plan. The shuttle’s age rule does not establish the cardroom’s minimum gambling age.
Weekday versus weekend visits: Gamboool’s comparison
Our compilation of the supplied public-source details shows why the night you choose affects the plan.
Gamboool original analysis
We assembled the comparison below from published information and our calculations. These are selected examples, rather than measured gambling sessions or a representative survey.
| Detail | Published information |
|---|---|
| Win! Derby St. Petersburg: Published gambling formats | The official site advertises simulcast wagering, live-action poker, tournament poker, and table games, giving visitors several distinct gambling formats rather than only cash-game poker. |
| Win! Derby cardroom license: License identity and published status | The supplied state license record lists cardroom operating license CLI151 as Current, with an expiration date of June 30, 2027. License status does not establish daily opening hours. |
| Win! Derby and Derby Lane: Names in the state license record | The record connects St. Petersburg Kennel Club, Inc., the Derby Lane DBA name, and the Win! Derby alternate name. |
| Win! Derby: Alternate licensed name | Win! Derby appears explicitly as an alternate name in the Derby Lane cardroom license record. |
| Win! Derby table games: Advertised game selection | The homepage lists Ultimate Texas Holdem, Mississippi Stud Poker, Three Card Poker, One Card Poker, I Love Suits, DJ Wild, and Pai Gow. The passage does not supply minimum wagers or paytables. |
| Win! Derby complimentary drinks: Eligibility compared with general admission or all poker play | Complimentary drinks are advertised for select table-game players age 21 and older, not as a universal benefit for everyone visiting or playing poker. |
| Win! Derby simulcast wagering: Advertised event types and geographic coverage | The advertised selection includes greyhounds, thoroughbreds, harness racing, and jai-alai, with domestic and international tracks. |
| Win! Derby simulcast area: Location and amenities | The official site places simulcasting on the sixth floor and advertises a full bar, tiered seating, individual televisions, and betting windows. |
| Win! Derby Rewards: Enrollment price and method | Rewards enrollment is advertised as free and available in person; the collected passage does not specify earning rates or redemption values. |
| Win! Derby dining: Service formats and locations | The menu is available for dine-in or takeout in the Poker Room, on the fourth floor, and on the sixth floor. |
| Win! Derby kitchen: Weekday versus weekend last call | The dining page lists kitchen last call at 9:30 PM Monday through Thursday and at 12:30 AM on weekends, making food-order timing a separate consideration from gaming hours. |
| Win! Derby downtown shuttle: Fare and ticket requirement | The shuttle is advertised as complimentary, with no ticket purchase required. |
| Win! Derby downtown shuttle: Age and identification policy | All riders must be at least 21 and have valid government-issued photo identification. This is a shuttle policy, not evidence of the cardroom’s general admission age. |
| Win! Derby downtown shuttle: Reservations and seating allocation | No reservation or ticket is required, and seating is first-come, first-served rather than guaranteed. |
| Win! Derby downtown shuttle: Published service nights and hours | The schedule lists Friday and Saturday service from 6:00 PM to 2:00 AM. |
| Win! Derby downtown shuttle: Frequency and schedule exceptions | The shuttle advertises service every 60 minutes during operating hours, with possible changes for special events, holidays, and severe weather. |
| Win! Derby downtown shuttle: Pickup locations | The published stops are the Win! Derby main entrance shuttle area and the main entrance of 5 Bucks Drinkery at 247 Central Avenue. |
| Win! Derby downtown shuttle: Direction of travel and passenger capacity | Service runs in both directions, but the published capacity is limited to 10 passengers, so group seating is subject to availability. |
| Win! Derby downtown shuttle: Accessibility compared with standard shuttle availability | The current vehicle is not ADA accessible. The property directs guests needing ADA transportation accommodations to call (727) 812-3339. |
| Win! Derby downtown shuttle: Driver gratuity policy | Driver tipping is optional rather than a required transportation charge. |
| Calculation | Result | Takeaway |
|---|---|---|
| Illustrative paid round-trip transportation versus the complimentary downtown shuttle | $40.00 | The shuttle can reduce transportation spending if its stops, service hours, age restriction, and available seating fit your visit. The paid alternative is illustrative, not a local fare estimate. |
| Friday shuttle service-window duration across midnight | 8 hours | The published Friday window supports an evening visit, but it is not an around-the-clock transportation option. Confirm the return departure before settling into a game. |
| Weekend versus Monday-through-Thursday kitchen last-call timing | 3 hours later on the evening service timeline | The dining page advertises later ordering on weekends. Plan weekday meals earlier, and confirm which nights the property treats as weekends. |
Research references: win-derby.com 1, myfloridalicense.com, win-derby.com 3, win-derby.com 4.
Method: Published inputs collected 2026-10-11. Illustrative assumptions are labeled, and the full calculation inputs remain in the saved research record. These examples support planning; they do not predict a particular session.
Monday through Thursday: Plan dinner earlier. The dining page’s 9:30 PM last call is three hours earlier than its listed weekend cutoff on an evening-service timeline. No downtown shuttle is advertised for those nights.
Friday and Saturday: The shuttle adds a transportation option. The published Friday window spans eight hours across midnight, but that does not guarantee eight departures or provide around-the-clock transportation.
Illustrative transportation savings: Replacing an assumed $40.00 paid round trip entirely with the $0.00 shuttle would save $40.00. That is arithmetic using an illustrative cost, not a researched local fare or promised saving. Optional gratuities and backup rides would change actual spending.
My conclusion: the shuttle can make a weekend visit more attractive if you are already downtown, but it should not override game availability. Free transportation to the wrong game is not much of a bargain.
Rewards and complimentary drinks
WIN! Derby Rewards advertises free enrollment in person. Earning rates, tiers, and redemption values were not supplied. Ask which benefits apply to the games you play.
As a dated tournament example, the official promotions calendar collected October 11, 2026, listed an October 31 Halloween Poker event with an advertised $31,000.00 guarantee. That is not a payout promised to each entrant. Confirm the buy-in, fees, structure, and guarantee conditions, and check the calendar for your visit date.
Complimentary drinks are advertised for select table-game players aged 21 or older. Do not assume the benefit covers every poker player, every game, or everyone in your group.
Strengths, limitations, and who should visit
Best reasons to go: Live poker, tournaments, specialty table games, and a dedicated simulcast area give wagering-focused visitors several choices. Dining and the free weekend shuttle add convenience.
Main drawbacks: Current game costs and several visit policies remain unspecified. The shuttle has restricted service nights, limited seating, no reservations, and a vehicle that is not ADA accessible. These are published limitations, not inferred guest complaints.
Win! Derby appears best suited to:
- Poker players who confirm a suitable cash game or tournament.
- Specialty-table-game fans interested in the advertised lineup.
- Racing bettors seeking a dedicated simulcast setting.
- Downtown visitors aged 21 or older whose Friday or Saturday plans fit the shuttle’s restrictions.
It is a weaker match for machine-focused players, resort vacationers, and groups expecting extensive non-gambling attractions. Go for a particular game or wagering experience, not simply because “casino” appeared in a search result.
No current customer-review pages or firsthand reports were supplied. This guide therefore does not present recurring guest praise, service complaints, a review score, or a guest consensus. Official descriptions establish what is advertised, not how consistently visitors enjoy it.
Frequently asked questions
Are Win! Derby and Derby Lane connected?
Yes. The supplied state cardroom record lists Derby Lane as the business name and WIN! DERBY as an alternate name for St. Petersburg Kennel Club, Inc.
Can I play poker at Win! Derby?
Live-action poker and tournaments are advertised. Confirm current games, stakes, entry costs, and seating procedures directly.
Does Win! Derby have slots or a sportsbook?
The supplied current material does not advertise a slot or video-poker inventory. It establishes simulcast wagering, not a retail sportsbook for general sporting events.
Is Win! Derby open 24 hours?
Current gaming hours were not established. Confirm poker, simulcast, and kitchen hours separately rather than relying on an older 24-hour listing.
What is the minimum gambling age?
the published information does not establish the cardroom’s minimum gambling age. The shuttle and complimentary-drink benefit have 21-plus requirements, but neither substitutes for the gambling policy.
Is the free downtown shuttle accessible?
The current vehicle is not ADA accessible. Call (727) 812-3339 about transportation accommodations, availability, and any applicable cost.
Sources and research note
- Win! Derby official website: advertised gaming, table games, simulcasting, rewards, and select-game complimentary drinks.
- Florida cardroom license record: licensed identity, alternate name, and published status.
- Florida Gaming Control Commission gaming locations: distinction between greyhound simulcasting and live racing.
- Win! Derby dining and drinks: food-service locations and kitchen last-call times.
- Win! Derby shuttle information: route, fare, schedule, seating, identification, and accessibility restrictions.
- Original article’s official website link: retained from the existing page.
Research note: This guide uses supplied public-source records collected October 11, 2026, the dated independent poker-room observation, and supplied calculations. The visit comparison is an original compilation, not exclusive underlying research, a representative survey, or a firsthand property test. No new research or comprehensive factual audit was performed during this editing stage. The article is ready for user editorial review, not independently fact-checked; publication is a separate action.
Poker room and sportsbook
There is no on-site sportsbook.