Ocala
The Tipsy Skipper, Ocala

The Tipsy Skipper Ocala Menu & Prices

48 S Magnolia Ave · restaurant

Tipsy Skipper NEW Menu 2025-2026, Drinks. 48 items read from The Tipsy Skipper's own menu. Menu reviewed October 2026. Signature plates: Old Fashioned $12, Baby "beer" $9, Margarita $12.

Tipsy Skipper NEW Menu 2025-2026 38Drinks 10

The Tipsy Skipper Tipsy Skipper NEW Menu 2025-2026 Menu

Ocala · 38 items

Skipper's Originals

  • Ginny From The Block$15

    Classy & RefreshingGin • Aperol • Passion Fruit • Cinnamon • Lemon

  • Wilder Rye'd$15

    For horse lovers (not for horses)Rye • Cynar • Orgeat (almond) • Lemon • Piña

  • Guava Overboard$15

    Aloha in a glass — mahaloRum • Coconut • Guava • Pineapple • Lime

  • Pear Hibiscus Mule$15

    Light & RefreshingVodka • Pear • Lime • Hibiscus Ginger Beer

  • Velvet Rose$15

    "The best drink we've ever made"Bourbon • Velvet Falernum • Pineapple • Lemon

  • Surfer's Blood$17

    A bloody great drinkRum • more Rum • Campari • Coconut • Piña

  • Royal Gramma$15

    Like an oceanside sunriseGin • Orgeat (almond) • Pineapple • Orange

  • Tarzan's Banana Brew$17

    A kick to the coconutWhiskey • Rum • Banana • Espresso • Coconut

  • Skipper's Old Fashioned$15

    A new Tiki twist on an old classicDiplomático Reserva Rum + Pineapple

  • Clever Girl$17

    Life always finds a waySpiced Rum • Mezcal • Falernum • Piña • Lime

  • Panda Passion Potion$17

    Adorable & DeliciousRum • Amaro • Lemon • Piña • Coconut • Pandan

  • Mango Fandango$17

    Big Tropical Vibes, manRum • Curaçao • Mango • Lime • Grenadine

  • Boca Loca$17

    Refreshing South Florida Sweet TreatRum • Licor 43 • Lime • Piña • Coconut

Shots

  • POG Slammer$9

    Vodka + POG (Pineapple, Orange, Guava)

  • Ferrari$9

    Fernet + Campari

  • Pineapple Upside Down Cake$9

    Coconut Rum • Pineapple • Grenadine

  • House-Infused Pineapple Vodka Shot$9
  • Baby "beer"$9

Basic Beaches

  • Margarita$12

    Tequila • Triple Sec • Lime • Simple Syrup

  • Piña Colada$12

    Rum • Pineapple • Lime • Coconut

  • Dark n Stormy$12

    Pusser's Rum • Pineapple • Lime • Ginger Beer

  • Blue Hawaiian$12

    Rumhaven • Blue Curaçao • Coconut • Pineapple

  • Bahama Mama$12

    Rumhaven • Denizen 8 • Orange • Pineapple

  • Hurricane$12

    Denizen 8 Rum • Orange • Lime • Fassionola

  • Coconut Rum & Pineapple$12

    Rumhaven Coconut + Pineapple Juice

  • Baybreeze$12

    Vodka • Pineapple • Cranberry Juice

  • Tequila Sunrise$12

    Tequila • Orange Juice • Grenadine

  • Cuba Libre$12

    Flor de Caña Rum • Coca-Cola • Lime Juice

Traditional Tiki

  • Mai Tai$15

    C. 1944 Trader VicDenizen 8 Rum • Curaçao • Lime • Orgeat (almond)

  • Tropical Itch$15

    C. 1957 Harry Yee, Hilton Hawaiian VillageRum • Bourbon • Curaçao • Passion • Lemon • OJ

  • Painkiller$15

    C. 1970s Soggy Dollar BarRum • Orange • Piña • Coconut • Nutmeg

  • Jungle Bird$17

    C. 1978 Kuala Lumpur Hilton, MalaysiaOFTD Rum • Campari • Pineapple • Lime

  • Zombie$17

    C. 1934 Don the BeachcomberRum • Falernum • Absinthe • Lime • Grapefruit

  • Dr. Funk$17

    C. 1950s Trader VicPot Still Rum • Rumfire • Lemon • Lime • Soda

  • Hawaiian Sunset$12

    Modern tropical riff inspired by WaikikiVodka • Lemon • Lime • Orgeat (almond)

  • Three Dots And A Dash$15

    C. 1940s Don the BeachcomberVictory Blend • Lime • Orange • Honey

  • Saturn$12

    C. 1967 Original by J. "Popo" GalsiniGin • Falernum • Orgeat (almond) • Passion • Lemon

  • Port Light$12

    C. 1960s Sandshaker Lounge, Pensacola BeachFour Roses Bourbon • Passion Fruit • Lemon

The Tipsy Skipper Drinks Menu

Ocala · 10 items

Classic Cocktails see more cocktails in Ocala

  • Old Fashioned$12

    C. early 1800sBourbon or Rye • Simple Syrup • Bitters

  • Hemmingway Daiquiri$15

    C. 1930s La Floridita, HavanaRum • Cherry • Lime • Grapefruit • Simple

  • Negroni$12

    C. 1919 Florence, ItalyGin • Campari • Sweet Vermouth

  • Mojito$15

    C. 16th-century CubaRum • Lime • Simple • Soda • Mint

  • Bee's Knees$12

    C. 1920s Prohibition-eraGin • Lemon • Honey

  • Caipirinha$12

    C. early 1900s São Paulo, BrazilCachaça • Lime • Simple • Mint

  • Manhattan$12

    C. 1870s New York CityBourbon • Sweet Vermouth • Bitters

  • Sloe Gin Fizz$15

    C. late 1800s England/AmericaSloe Gin • Lemon • Simple • Soda

  • Daiquiri$12

    C. 1898 Daiquirí, CubaRum • Lime • Simple Syrup

  • Espresso Martini$15

    C. 1983 London, EnglandVodka • Coffee Liqueur • Espresso • Coconut Milk

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Cocktails10 on the menuOld Fashioned$12about the city medianBeer1 on the menuBaby "beer"$9$3 over city medianMargarita1 on the menuMargarita$12about the city medianOld fashioned1 on the menuSkipper's Old Fashioned$15about the city medianPina colada1 on the menuPiña Colada$12$2.01 over city median

What things cost at The Tipsy Skipper

The Tipsy Skipper's signature plates against the Ocala median for the same dish.

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American / BBQ91Dessert55Coffee54Steak48Italian44Dietary Restrictions44Gluten free12Vegetarian40Mexican39Seafood37Beer / Wine29Cocktails20Brunch19Japanese8Chinese5Pizza29Burger50Sushi6Tacos24Wings44Burrito13Ice cream13Sandwich40Pasta26Soup44Breakfast17Salad77Fries63Chicken tenders39Tea50Fried chicken12Hot dog11Nachos20Quesadilla25Chicken81

Every dish and drink in Ocala

CheeseburgerPepperoni pizzaCuban sandwichFried riceCheesesteakItalian subSpaghetti and meatballsFish and chipsVodka sauceSmash burgerBirria tacosFilet mignonRibeyeFettuccine alfredoChicken parmLasagnaBreakfast burritoBrisketPulled porkBaby back ribsCold brewIced latteMargaritaMojitoEspresso martiniPancakesFrench toastEggs benedictCevicheGrilled salmonCaesar saladCheesecakeMac and cheeseOnion ringsChicken sandwichCalamariMozzarella sticksFajitasCapreseDumplingsRavioliOmeletteEggplant parmFish tacosEgg rollNY stripShrimp scampiLobster tailGuacamoleCortaditoFried shrimpOld fashionedSpring rollsCrab cakesEnchiladasTamalesSangriaTeriyakiEspressoBiscuits and gravyMeatball subAhi tunaIpaEmpanadasChocolate cakeBurnt endsCoconut shrimpHummusBologneseBloody maryCannoliCarbonaraEdamameReubenMimosaPina coladaMilkshakeTostonesChicken and wafflesCarne asadaAvocado toastBurrataCrab rangoonPrime ribFrench onion soupPoke bowlGyro
See all 87 dishes and drinks as a list
Cheeseburger29Pepperoni pizza7Cuban sandwich3Fried rice4Cheesesteak11Italian sub9Spaghetti and meatballs9Fish and chips12Vodka sauce8Smash burger4Birria tacos3Filet mignon8Ribeye21Fettuccine alfredo5Chicken parm18Lasagna9Breakfast burrito3Brisket9Pulled pork15Baby back ribs10Cold brew5Iced latte5Margarita16Mojito7Espresso martini5Pancakes11French toast12Eggs benedict3Ceviche5Grilled salmon36Caesar salad35Cheesecake31Mac and cheese27Onion rings23Chicken sandwich22Calamari19Mozzarella sticks16Fajitas15Caprese14Dumplings13Ravioli12Omelette12Eggplant parm11Fish tacos11Egg roll11NY strip10Shrimp scampi9Lobster tail9Guacamole9Cortadito9Fried shrimp8Old fashioned8Spring rolls8Crab cakes7Enchiladas7Tamales7Sangria7Teriyaki7Espresso7Biscuits and gravy7Meatball sub7Ahi tuna6Ipa6Empanadas6Chocolate cake6Burnt ends6Coconut shrimp6Hummus6Bolognese5Bloody mary5Cannoli5Carbonara5Edamame5Reuben5Mimosa5Pina colada4Milkshake4Tostones4Chicken and waffles4Carne asada4Avocado toast4Burrata3Crab rangoon3Prime rib3French onion soup3Poke bowl3Gyro3