Top Orlando Holidays

Enjoy a pub crawl like no other in Winter Haven’s Chain of Lakes region. Meet your helmsman guide at the first stop, and order your first round of drinks. Then, hop aboard your pontoon with just a small group for company, and hit the water. You’ll travel by boat to four other popular bars and restaurants, and will have the chance to order drinks and bites at every stop (own expense).

The Moonshine Mixology Class is an island-themed experience where you'll learn to craft 2 tropical cocktails using signature Moonshine. The class includes: A hands-on lesson to make 2 signature cocktails A tasting flight of 6 craft island rums Led by expert mixologists, you'll discover the techniques and secrets behind making perfect island-inspired drinks.

Explore the spooky side of Downtown Orlando on this haunted pub crawl. Join a Ghost Ambassador to uncover chilling tales as you visit lively bars and enjoy the vibrant atmosphere. This social adventure allows you to mingle with fellow ghost enthusiasts while using K2 meters to sense the spirit world. Enjoy drink specials and grab quick appetizers at select stops while keeping the night moving. This ghostly experience lasts 2–3 hours, making it a perfect outing for those aged 21 and over looking for a unique night out. - Engage in storytelling and socializing at haunted bars - Use K2 meters for a touch of ghostly interaction - Enjoy drink specials and quick appetizers at select stops - Perfect for groups of 6 or more with private tour options available - Pictures of your outing are included FREE of charge

If you want to spice up your work week or vacation with some spooky spirited fun, join us for our Haunted Pub Crawl! Experience up to two hours of haunting, history, and spirits of both kinds as you hop from one of Orlando's four favorite neighborhood bars to a number of haunted locations. On this excursion, you will stop at four bars in Orlando, some of which may be neighborhood bars and boutique distilleries. Between these well-known clubs and pubs, there will be additional creepy stops! Each stop will take between 15-20 minutes to an hour. Season and day of the week have an impact on the exact lineup.

Our ship, the "Barbara-Lee", is an authentic paddle-wheeler which travels across Lake Monroe and up the beautiful St. Johns River. Live entertainment is a part of every cruise. For our Friday night Rocking on the River cruises, we host a variety of local bands, DJs, Musical Bingo nights, and more! All meals are prepared fresh in the galley. For this cruise, we will have our a la carte menu available for purchase. This menu includes nachos, wings, sandwiches, and more! A full cash bar is also provided onboard. With three dining levels and the flexibility of table setting, it is the perfect setting for anniversary and birthday celebrations. **Boarding for this cruise begins 1 hour prior to the cruise time

Sanford sits just north of Orlando and is a favorite watering hole for locals who love a bit of history with their craft beer. This Sanford craft beer and history tour showcases the best of both. Stroll through this small city’s streets, uncovering facts about its history with prohibition. As you walk, you’ll pop into three local breweries for sips of their best beers.

Dive into adventure, your go-to for the ultimate app-led adventure hunts! Step into a world where every landmark and hidden gem is waiting to be discovered. Challenge yourself with trivia, tackle brain-teasing puzzles, and embark on an epic journey of exploration! Whether you’re collaborating with your crew or turning up the competition, this Adventure Hunts guarantee a blast for all. Perfect for any occasion—whether it’s a spontaneous outing, a wild bachelorette bash, a festive birthday celebration, or a team-building extravaganza. Each player gets to dive into an interactive role, ensuring every challenge is as thrilling and unique as the next. So, gather your squad, choose your adventure, and let the good times roll! Every outing becomes a treasure trove of memories and excitement. Are you ready to conquer the city and create unforgettable experiences? Let’s Roam and make every day an adventure!

"Dive into adventure with Let’s Roam, your go-to for the ultimate app-led adventure hunts! Step into a world where every landmark and hidden gem is waiting to be discovered. Challenge yourself with trivia, tackle brain-teasing puzzles, and embark on an epic journey of exploration! Whether you’re collaborating with your crew or turning up the competition, Let’s Roam Adventure Hunts guarantee a blast for all. Perfect for any occasion—whether it’s a spontaneous outing, a wild bachelorette bash, a festive birthday celebration, or a team-building extravaganza. Each player gets to dive into an interactive role, ensuring every challenge is as thrilling and unique as the next. So, gather your squad, choose your adventure, and let the good times roll! With Let’s Roam, every outing becomes a treasure trove of memories and excitement. Are you ready to conquer the city and create unforgettable experiences? Let’s Roam and make every day an adventure! "

Discover the vibrant craft beer scene of Orlando on this brewery tasting tour. Visit three local breweries, including Sideward Brewing, Rockpit Brewing, and Windermere Brewing Company, where you'll savor three unique flights of beer. This tour offers insights into the brewing process and the chance to meet local brewers. Perfect for beer enthusiasts and anyone looking to explore Orlando's craft beer culture. Enjoy a casual atmosphere, and don’t forget to hydrate with complimentary bottled water throughout the tour. - Tour duration of approximately 4 hours, starting at 11:30 am - Sample 3 flights of beer, with insights from knowledgeable guides - Maximum group size of 10 to ensure an intimate experience - Convenient meeting point on International Drive behind Yard House

Discover Orlando's vibrant craft beer scene on this guided small-group brewery tour, limited to 10 guests for a more personal and social experience. You’ll visit three renowned local breweries — Windermere Brewing Company, RockPit Brewing, and Brewlando Brewing — each offering its own distinct atmosphere and signature creations. Enjoy a curated flight of beers at every stop, from crisp lagers and bold IPAs to inventive seasonal brews, while your knowledgeable guide shares insider stories and local brewing history. With round-trip transportation from ICON Park, you can sit back, relax, and fully enjoy Orlando’s best beers without worrying about the drive. Perfect for craft beer enthusiasts and casual drinkers alike, this four-hour adventure blends great flavors, community spirit, and local culture into one unforgettable experience.

Enjoy the haunted tales of ghostly experiences in Historic Downtown Sanford while sipping some delicious craft beer from three popular craft beer establishments. This tasting tour starting at 8:30 PM is led by our BJCP Certified Beer Judge, Gary Holmes. Learn historical stories gathered from the people who live in Sanford themselves while getting intimate with our local brewers and Sanford craft beer. Please keep in mind that we are NOT ghost-hunting! *Beer samples are included as part of this tour. All participants on tour must be 21 years of age and fill out a digital waiver.

Your tour guide is a gifted storyteller and certified tour guide who has been giving ghost tours for over a decade. On this tour we will learn the rich history of Winter Haven including it's spooky hauntings and ghost stories.

Sample the local flavors of Winter Haven on this happy hour walking tasting tour of downtown with a small group of just 10 travelers. Learn about Winter Haven and visit several different establishments to sample different cuisines and drinks, such as pizza, burgers and craft beers, sushi and sake, whiskey, and cocktails.

Swap the usual “what should we do today?” debate for a fun, hands-on candle making class hosted at a trendy local bar in Orlando. In this hands-on experience, Instructor Alexandra will guide you step by step as you design and pour your own custom candle. You’ll explore different scents, learn how fragrance, wax and wicks work together and create a candle that feels completely personal. And the best news? No experience is needed. Get ready for an experience that is creative, relaxing and way more memorable than sitting through another average happy hour. This class is ideal for couples looking for a unique date night, friends planning a girls’ night out, solo guests who want a calming creative escape and travelers searching for a local activity beyond the typical sightseeing list. Come for the cozy atmosphere, stay for the joy of making something with your own hands and leave with a custom candle that feels totally you.