At the heart of Winter Haven, Beef 'O' Brady's offers a classic sports pub experience known for its welcoming atmosphere and reliable selection of American favorites. Situated on Cypress Gardens Boulevard, this local hotspot caters to families, sports enthusiasts, and groups looking to enjoy a laid-back dining experience paired with live sports on numerous TVs. Whether you're stopping by for lunch, dinner, or just a quick snack, Beef 'O' Brady's delivers a menu filled with burgers, wings, and other hearty dishes that appeal to all ages. The restaurant is particularly popular among families and groups, thanks to its relaxed environment and friendly service.

Beef 'O' Brady's takes pride in being a family-friendly establishment where everyone can find something they love, from classic pub fare to refreshing beverages. Its kid-friendly options ensure that even the youngest diners are taken care of, making it a great choice for a casual meal with loved ones. Located conveniently next to popular tourist destinations, it's a perfect pitstop for both locals and visitors exploring the area. If you're seeking a place where sports, great food, and community come together, Beef 'O' Brady's in Winter Haven invites you to experience its vibrant and inclusive charm. 

Beef 'O' Brady's Winter Haven

Discover the magic of celebration at Amy's Gifts & Party Planning, located at 1806 1st St S, Winter Haven, FL. Your one-stop destination for creating unforgettable moments, we offer an exquisite array of personalized gifts and expert party planning services to suit any occasion. Browse our curated selection of unique gifts, perfect for expressing your love and appreciation. With our passion for creativity and commitment to excellence, Amy's Gifts & Party Planning ensures that every event is a memorable experience. Visit us today and let us help you craft the perfect celebration that reflects your style and personality. At Amy's, we turn your special occasions into cherished memories!

Amy's Gifts & Party Planning

Discover a vibrant taste of Mexico at San Diego's Mexican Grill and Sports Bar in Winter Haven, FL. Nestled at 1300 3rd St SW, our lively venue offers an irresistible blend of authentic Mexican flavors and an exciting sports atmosphere. Indulge in our handcrafted dishes, featuring fresh ingredients and traditional recipes, from sizzling fajitas to mouthwatering tacos. With an extensive selection of margaritas and cervezas, the bar promises the perfect complement to your meal. Cheer on your favorite teams across our multiple big-screen TVs in a friendly and energetic ambiance. Whether you're catching up with friends or enjoying a family night out, San Diego's delivers a fiesta of flavors and fun. Join us for great food, refreshing drinks, and a community-style experience you'll want to revisit. 

San Diego's Mexican Grill and Sport Bar

Golden Petal Designs is your premier destination for exquisite floral arrangements and fine jewelry in Winter Haven, Florida. Conveniently located on Cypress Gardens Boulevard, this unique business combines the elegance of expertly crafted floral designs with the allure of fine jewelry, making it a one-stop shop for gifts and special occasions. Whether you are planning a wedding, celebrating an anniversary, or simply looking to brighten someone's day, Golden Petal Designs offers a range of options to cater to your needs.

The shop prides itself on its tailored service and personalized approach. Their team of experienced florists creates stunning floral arrangements that perfectly capture your vision, using only the freshest and most beautiful blooms. Meanwhile, the fine jewelry selection includes an array of elegant pieces, perfect for marking life's memorable moments. Additionally, Golden Petal Designs offers professional engraving services, allowing you to add a personal touch to your jewelry or other cherished items.

Ideal for individual shoppers, couples planning a wedding, or anyone searching for thoughtful gifts, Golden Petal Designs presents a harmonious blend of floral artistry and jewelry craftsmanship. Experience the charm and warmth of a locally owned business dedicated to making each visit a delight. 

Golden Petal Designs-Florist-Fine Jewelry -Engraving

Discover the ultimate escape with Living Water Boat Cruise in Winter Haven, FL! Just minutes away from the bustling city, embark on a serene journey through the sparkling Chain of Lakes. Our luxurious, modern boats provide the perfect setting for relaxation, adventure, and sightseeing. Experience breathtaking sunsets, encounter diverse wildlife, and explore hidden gems along the waterways. Our expert captains ensure a safe, smooth ride, while offering fascinating insights into the local history and ecology. Whether you're planning a romantic getaway, a family outing, or a group adventure, Living Water Boat Cruise promises an unforgettable experience. Don’t miss the chance to make lifelong memories—book your cruise today and sail into tranquility! 

Living Water Boat Cruise

Welcome to Haven Coffee Roasters, Winter Haven’s premier destination for exceptional coffee! Situated at 140 3rd St SW, our charming café offers a cozy retreat for coffee enthusiasts and casual sippers alike. Savour our meticulously roasted, ethically sourced beans transformed into rich, flavorful brews by our expert baristas. Each cup is crafted with passion and precision, ensuring a delightful experience every time. Beyond our exquisite coffee, indulge in an array of fresh pastries, artisanal teas, and specialty beverages. Whether you're here to work, catch up with friends, or simply unwind, Haven Coffee Roasters provides the perfect ambiance. Discover your new favorite coffee spot where quality meets community, right in the heart of Winter Haven. 

Haven Coffee Roasters

Discover Winter Haven's premier destination for all things boating at Marine Supply, the Boating Center. Located conveniently on 6th Street SW, this family-owned establishment has been serving the local community and visitors with top-notch marine products and services. Whether you're an experienced sailor or a weekend water enthusiast, Marine Supply offers a comprehensive selection of boating essentials to cater to all your needs.

At Marine Supply, you will find an impressive array of high-quality boats, from the latest models to reliable pre-owned vessels, all ready for your next aquatic adventure. Beyond boats, the store provides an extensive range of accessories and equipment, ensuring that you are fully geared up for a safe and enjoyable experience on the water.

The knowledgeable and friendly staff at Marine Supply take pride in offering personalized service, ensuring that every customer finds exactly what they need, whether it's advice on the best local water spots or the perfect boat to match their lifestyle. This dedication to customer satisfaction makes Marine Supply a favored choice among both locals and tourists alike.

Whether you're outfitting a new yacht or simply stocking up on supplies for a day out on the lake, Marine Supply is your go-to destination in Winter Haven. Visit today to experience their exceptional products and services, right in the heart of Florida's boating paradise. 

Marine Supply, the Boating Center

Welcome to Tanners Lakeside Restaurant & Bar, your ultimate waterfront dining destination in Winter Haven, FL. Nestled along the picturesque shores of Lake Howard, Tanners offers an inviting atmosphere where delicious cuisine meets stunning lake views. Our diverse menu features fresh seafood, juicy steaks, and delectable handcrafted cocktails, ensuring a memorable dining experience for every palate. Enjoy the warm Florida breeze on our spacious lakeside deck or unwind at our vibrant bar with a refreshing drink. Whether you're joining us for a leisurely lunch, a romantic dinner, or a lively weekend gathering, Tanners Lakeside is the perfect spot to savor great food and create cherished memories. Discover why locals and visitors alike rave about Tanners—where every meal is a celebration by the water. 

Tanners Lakeside Restaurant & Bar

Discover the delightful taste of freshly baked goodness at Honeycomb Bread Bakers, located at 140 6th St SW, Winter Haven, FL. Our quaint bakery prides itself on crafting artisanal breads and pastries using only the finest ingredients. Each loaf and pastry is hand-crafted with care, combining traditional techniques with innovative flavors. Whether you're in the mood for a hearty sourdough, a sweet Danish, or our signature honey-infused treats, we offer a delectable selection to satisfy every palate. Perfect for grabbing a quick breakfast, enjoying a leisurely coffee break, or picking up something special for your family, Honeycomb Bread Bakers promises quality and flavor in every bite. Come and experience the true taste of artisanal baking today! 

Honeycomb Bread Bakers

Nestled in the heart of Winter Haven, Sugar & Slice Bakery at 222 W Central Ave is a delightful haven for anyone with a passion for sweet treats. The bakery is renowned for its freshly baked goods, offering a scrumptious array of cakes, pastries, and cookies that are perfect for any occasion. Sugar & Slice takes pride in using high-quality ingredients to craft each delectable piece, ensuring that every bite is a moment of pure indulgence.

Whether you are looking to satisfy a sweet tooth or in need of a custom cake for a special celebration, the skilled bakers at Sugar & Slice are ready to rise to the occasion with creativity and finesse. Their offerings cater to a wide audience, from local families to visitors passing through the charming city.

Beyond the enticing flavors and artful designs, Sugar & Slice Bakery warmly welcomes all who enter its doors with a friendly and inviting atmosphere. It’s a popular spot for both locals and tourists to unwind with a coffee and a treat, making it a staple in the community. Whether you’re a regular or a newcomer, step inside and discover why Sugar & Slice is a cherished sweet stop in Winter Haven. 

Sugar & Slice Bakery

Nestled in the heart of Winter Haven, The Treasured Olive offers a delightful experience for food enthusiasts and anyone looking to enhance their culinary adventures. Specializing in high-quality olive oils and balsamic vinegars, this charming shop invites visitors to explore an array of flavors and aromas. Whether you are a seasoned chef or simply enjoy experimenting in the kitchen, The Treasured Olive provides a selection of gourmet products that cater to all levels of culinary expertise. 

The Treasured Olive prides itself on its exceptional assortment, curated to inspire creativity in the kitchen. Customers can sample a variety of infused olive oils and vinegars, gaining ideas for enhancing both everyday meals and special occasions. The store is a haven for those who appreciate the finer details in food, seeking to elevate dishes with premium ingredients.

With its warm and welcoming atmosphere, The Treasured Olive is an inviting stop for both locals and tourists. It's a perfect spot to find unique gift items for the food lovers in your life or to treat yourself to something special. Whether you're seeking to explore new flavors or searching for the perfect gourmet gift, The Treasured Olive stands out as a local gem offering quality products that transform cooking into a delightful experience. 

The Treasured Olive

Discover the heart of classic American dining at Lucille's American Cafe, located at 205 3rd St SW, Winter Haven, FL 33880. Step into a warm and welcoming atmosphere where tradition meets contemporary flair. Our menu boasts a delightful array of made-from-scratch dishes, from juicy burgers and USDA Choice steaks to fresh salads, and indulgent desserts.  Enjoy our award winning full bar with scratch made craft cocktails, local Grove Roots draft beer, and an extensive sommelier inspired wine list satisfying every palate. With a commitment to quality ingredients and exceptional service, Lucille's is the perfect spot for a family dinner, a casual lunch, or a celebratory meal. Experience a taste of home in every bite at Lucille’s American Cafe, where comfort food and community come together. 

Lucille's American Cafe

Home to more than 300 annual sporting events and the headquarters for USA Water Ski and the Florida Youth Soccer Association, Central Florida’s Polk County is the perfect location for your next championship event. From nationally recognized golf courses to modern multi-use complexes, our facilities can accommodate any sport, at any skill level, for competitors of all ages. With a central location offering unbeatable convenience and our talented staff as your planning and promotions MVP, you’ll have no problem pulling off a winning event.

Whether it’s finding the ideal venue or ensuring your participants know where to play and stay, we’re here to help every step of the way.

Visit Central Florida Sports

Join us for the Scoutball USA Thanksgiving Invitational, an electrifying baseball showcase happening from November 20 to November 22, 2026, at the pristine Chain of Lakes Park in Winter Haven, FL! This all-ages baseball extravaganza promises three days of high-energy competition, bringing together rising stars and passionate players ready to impress scouts from across the nation. Whether you're a dedicated player eager to showcase your skills or a fan ready to witness top-tier talent, the Scoutball USA Invitational offers an unforgettable experience. Enjoy exciting games, network with coaches, and experience the thrill of baseball at its finest! Don't miss this opportunity to see future baseball legends in action at one of Florida's premier sports facilities. Mark your calendars and join us for a Thanksgiving weekend filled with thrilling baseball moments and unforgettable memories!

Scoutball USA Thanksgiving Invitational @ Chain of Lakes

Scoutball USA is a Central Florida youth baseball event organizer that runs tournaments, showcases, and exposure events for competitive players and teams, mainly in the 14U–18U and JUCO age ranges. Its events are designed to combine high-level game play with recruiting visibility for college coaches and pro scouts.

The organization’s calendar includes seasonal tournaments, World Series-style events, JUCO showcases, and prospect-focused events at venues around Auburndale, Davenport, Winter Haven, and Lakeland. Overall, it functions as a baseball tournament and scouting platform for teams and players looking for competition and exposure.

Scoutball USA

Baseball

Scoutball Logo.png

Step up to the plate at the Prospect Wire Fall World Series, an electrifying youth and high school baseball tournament set to unfold from October 2-4, 2026, at the lush fields of Chain of Lakes Park in Winter Haven, FL. Join future stars as they showcase their skills and passion in a weekend filled with high-octane action and unforgettable moments. Hosted by the renowned Prospect Wire Baseball organization, this event promises top-tier competition and a thrilling atmosphere for players and fans alike. Don't miss your chance to witness tomorrow's legends in the making. Tickets are now available, offering you the perfect opportunity to be part of this grand sporting spectacle. Whether you're a seasoned player ready to claim glory or an enthusiast eager to experience the excitement, registration is open. Secure your spot today and be a part of baseball history! This event will also be held at Lake Myrtle Sports Complex, Northeast Regional Park, and Tigertown.

Prospect Wire Fall World Series @ Chain of Lakes Park

Prospect Wire offers a wide variety of events, ranging from round robin team tournaments, where teams have a chance to perform without worrying about saving pitching for a playoff run. There are small, weekend events, as well as large scale national tournaments with teams coming in from multiple states. Attending a Prospect Wire event feels different than most other companies. Our customer service level is second to none, as we take multiple steps to ensure our spectators & teams enjoy their experience. Our showcases feed into larger events, such as the PW All American Games, the NextGen All Americans and the Data World Series. All our showcases, and soon our tournaments, will feature advanced analytic data capturing equipment powered by PlayBook365

Prospect Wire Baseball

Get ready for an adrenaline-charged weekend at the JUCO All Star Tournament, hosted by Scoutball USA at the stunning Northeast Regional Park in Winter Haven, FL from October 9-11, 2026! This all-ages baseball tournament is your chance to witness the future stars of the diamond showcasing their incredible skills. Nestled in the lush surroundings of Chain of Lakes Park at 210 Cypress Gardens Blvd, spectators will be enthralled by the electrifying atmosphere as teams battle for glory. With professional scouts keeping a keen eye on emerging talents, your participation could be the stepping stone to greatness. Whether you're a seasoned player or a devoted fan, this is your ultimate baseball experience! Don't miss this opportunity to be part of history in the making. Registration is now open, so sign up today and get ready to swing for the fences! Visit our website or contact Scoutball USA for more information. Batter up for an unforgettable tournament!

JUCO All Star Tournament @ Northeast Regional Park

Get ready for a thrilling weekend of America's favorite pastime at the JUCO All Star Tournament at Chain of Lakes Park in Winter Haven, FL! From October 9th to 11th, 2026, witness emerging talents and future legends showcase their skills in an all-ages baseball showdown. Whether you're a die-hard baseball fan or a casual spectator, this event offers something for everyone. From the crack of the bat to the roar of the crowd, experience the excitement of high-stakes baseball like never before. Registration is now open—don’t miss your chance to be part of the action! Gather your family, rally your friends, and secure your spots today to enjoy three days filled with passion, sportsmanship, and competitive spirit at its finest. Step up to the plate and become part of baseball history this October! This event will also be held at Northeast Regional Park and Tigertown.

JUCO All Star Tournament @ Chain of Lakes Park

Get ready for a grand slam experience at the Prefect Game Fall Nationals, the ultimate All Ages Baseball Tournament held at the iconic 210 Cypress Gardens Blvd, Winter Haven, FL from October 16-18, 2026! Whether you're a future baseball star, a devoted fan, or a family looking for thrilling sports action, this event is your ticket to an unforgettable weekend. Experience the roar of the crowd, the crack of the bat, and the exhilaration of the game in a setting that celebrates the spirit and passion of America's pastime. With registration now open, teams and players from near and far have the chance to showcase their skills on a national stage. Don’t miss out on this opportunity to be part of baseball history in the making. Reserve your spot today and join us for a weekend full of excitement, sportsmanship, and unforgettable memories! 

Prefect Game Fall Nationals  

The 30th Annual World Wake Surfing Championship (WWSC) presented by GM Marine returns to Lake Silver in Winter Haven, Florida, from October 1–3, 2026. This premier wake surfing tournament brings together the world’s top professional wake surfers for a thrilling three-day competition to crown the 2026 World Champion. Witness elite athletes push the limits of skill and style on the water, with boats from leading marine brands on display and exclusive test rides available. Don’t miss the chance to experience the pinnacle of wake surfing in a vibrant, fan-friendly setting.

2026 World Wake Surfing Championship

Developed for riders by riders, the World Wake Association stands as a global network of passionate representatives dedicated to the growth of wakesports. For over 30 years, our mission and values remain true to the core of our community. Our position as the authority on competitive standards has been earned through consistent development; sanctioning and producing more than 15,000 worldwide events and counting. We are the only organization solely focused on the best interests of the sport, spearheading a collective movement on the journey to discover where wake takes you.

World Wake Association

Experience the thrill of the FL Runners Invitational, the premier all-ages cross-country competition set against the scenic backdrop of Holloway Park in Lakeland, FL! Join us on October 2nd and 3rd, 2026, for a weekend brimming with excitement, camaraderie, and athletic excellence. Whether you're a seasoned runner or a passionate supporter, immerse yourself in the electric atmosphere as competitors of all ages push their limits across challenging courses. With rolling hills, lush landscapes, and the vibrant energy of the crowd, this event promises unforgettable moments for athletes and spectators alike. Beyond the races, explore vendor stalls, food trucks, and live entertainment, creating a festive outing for the whole family. Don’t miss your chance to be part of this renowned event that's more than just a race—it's a celebration of endurance, spirit, and community. Lace up, cheer loud, and be inspired!

FL Runners Invitational

Get ready for the ultimate showdown at the SSAA Volleyball Championship, happening at AdventHealth Fieldhouse at 210 Cypress Gardens Blvd, Winter Haven, FL! On October 3rd and 4th, 2026, witness the exhilarating high school volleyball competition that promises heart-stopping action and unforgettable moments. Talented teams from across the state will battle it out for glory and bragging rights, showcasing their skill, passion, and determination. Feel the adrenaline surge as you cheer for your favorite players, and experience the electrifying atmosphere of intense rallies and spectacular serves. Don’t miss your chance to be a part of this sports extravaganza—grab your tickets now and secure your spot in the stands for what promises to be an unforgettable event! Whether you're a die-hard volleyball enthusiast or simply looking for an exciting weekend, the SSAA Volleyball Championship is where you need to be. Be there to celebrate youth sports at its finest! 🌟🏐🎟️

SSAA Volleyball Championship

Get ready for the grand showdown at the Prospect Wire Fall World Series, taking place from October 2-4, 2026, at the picturesque Lake Myrtle Park in Auburndale, FL! This thrilling Youth & High School Baseball Tournament promises high-stakes action, showcasing future stars of the diamond in a weekend filled with unforgettable moments. Hosted by the esteemed Prospect Wire Baseball organization, this event is a must-see for baseball enthusiasts and families alike. Don’t miss your chance to catch every epic home run and stunning play live—tickets are available now! Are you or your team ready to step up to the plate and compete with the best? Registration is open for aspiring champions eager to make their mark. Embrace this exciting opportunity to witness and be part of baseball history in the making. Secure your spot and join us for an unparalleled baseball experience! This event will also be held at Chain of Lakes Park, Northeast Regional Park, and Tigertown.

Prospect Wire Fall World Series @ Lake Myrtle Sports Complex

Step up to the plate for the JUCO All Star Tournament @ Tigertown, the ultimate display of baseball prowess happening from October 9th to 11th, 2026, at the iconic 2301 Lakeland Hills Blvd, Lakeland, FL! This all-ages baseball extravaganza brings together top junior college talents and aspiring champs from across the nation, ready to showcase their skills and ignite the field with heart-stopping action. Players and fans alike will revel in the electrifying atmosphere at Tigertown, renowned for its rich baseball history and vibrant community spirit. Batter up for a weekend filled with crackling hits, lightning-fast pitches, and unforgettable memories. Whether you're a star in the making or a die-hard baseball enthusiast, this is your chance to be part of something extraordinary. Registration is now open—secure your spot and journey to the pinnacle of baseball excitement today! Don’t just watch greatness; be part of it! 

JUCO All Star Tournament @ Tigertown

Step up to the plate at Scoutball USA's Rocktoberfest, an electrifying All Ages Baseball Showcase taking place from October 23-25, 2026, in Davenport, FL! Nestled in the heart of Florida at 50945 US-27, our top-tier event gathers baseball enthusiasts of all ages for three days of non-stop action and unforgettable experiences. Showcase your skills in front of scouts from across the nation, all eager to discover the next big thing in baseball. Whether you're a seasoned player aiming for the spotlight or a passionate fan ready to cheer on future stars, Rocktoberfest promises a unique blend of competition, camaraderie, and celebration. Dive into interactive workshops, engage with experienced coaches, and enjoy exciting activities and food that will delight the entire family. Don’t miss your chance to be a part of baseball history at Scoutball USA’s Rocktoberfest, where dreams take flight under the Florida sun! 

Scoutball USA Rocktoberfest 

This one-time Spring Training location of both the Boston Red Sox and the Cleveland Indians is now available for baseball tournaments year-round, and was recently complete rebuilt in 2025. 

Adjacent to this facility is the Advent Health Fieldhouse. 

Scoutball USA Thanksgiving Invitational @ Chain of Lakes

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