Top Florida Wine Tasting Tours

Take a tour of one of Florida's handful of wineries on this excursion in Clearwater. Follow your guide through a tour of the winery whilst you learn about wine production methods. Then, enjoy a tasting of three onsite-produced wines. Nibble charcuterie as you go to keep your palette neutral so you are able to pick up on the unique flavor profiles.

Sail along St. Augustine’s picturesque coastline—and indulge in a number of generous wine samples—during this two-in-one tour. Make your own way to the dock, hop aboard the pontoon boat, and get comfortable: as you set off, you’ll see landmarks like the Castillo de San Marcos, the Bridge of Lions, and more. You’ll also taste six different wines, and will have access to the on-board bar.

Enjoy a memorable evening on the water with Keylypso's Craft Beer & Wine Sunset Cruise. Glide along the Intercoastal as the sun sets over Palm Beach, providing stunning views of Peanut Island and luxurious waterfront estates. Sip on an array of craft beers and wines while relaxing in a spacious covered seating area. Soft music enhances the ambiance as you create unforgettable memories with friends or that special someone. This 2-hour cruise is perfect for any occasion, making it an ideal way to unwind and appreciate the beauty of Florida's coastline. - Duration: 2 hours of relaxation on a spacious catamaran - Enjoy craft beer, wine with great company - Maximum capacity of 34 guests for an intimate experience - Witness breathtaking views of the sunset and coastal scenery

Want to eat out during your trip to St. Augustine, but not sure where to go? Get acquainted with the city’s wine and food scene during this St. Augustine Food, Wine, and Cocktail Tour. Go to some of the most unique spots in the city to grab a bite and an alcoholic beverage in the afternoon, one of the best times to explore, with a guide who knows the city’s history well.

If you’ve got an appetite for experiencing the best food and wine St. Augustine has to offer, then grab a bib and a comfortable pair of walking shoes for this unique foodie tour. Corks and Forks is a food and wine pairing tour that’ll introduce you to the tasty side of America’s Oldest City. Sample local cuisine and delicious wine while strolling through the Historic District.

Explore the Tampa, Florida bar scene from the comfort of a street-legal golf cart and a driver to help you get around with ease. From Downtown Tampa to the hip Channel District to Tampa Heights, and more, let your tour leader show you some of the best spots in the city. If you’d like to lean into a specific vibe, just let your guide know.

Enjoy a comfortable and flexible way to explore the best of St. Augustine on this narrated Old Town trolley tour. See dozens of points of interest, such as the Old Jail, Flagler College, and Spanish colonial neighborhoods. Along the way, discover more about America’s oldest city, founded in 1565, from your conductor, and listen as they share in-depth narration about St. Augustine's history.

St. Augustine Mobile Wine Tasting Tour: Sip, Savor & Explore Experience the charm of St. Augustine like never before with our exclusive Mobile Wine Tasting & Food Pairing Tour. Perfect for wine enthusiast and curious newcomers, this intimate, chauffeur-guided experience blends indulgence, education, and scenic exploration. What to Expect Glide through historic streets of St. Augustine in a quiet, eco-friendly vehicle while enjoying curated wine tastings, gourmet charcuterie pairings, and personalized service. Ideal for couples, friends, or small groups (up to 12). Call larger groups 877-4-WINETOUR Tour Highlights: •Downtown Parking for a hassle-free start. • Concierge-Style Guidance • Exclusive Tastings with charcuterie & dessert. • Scenic Views of St. Augustine’s landmarks. • Inspiring Atmosphere with soft music & great conversation. • History & Wine Education from expert guides. • Handpicked Stops at top local venues. Uncork an unforgettable journey in the Nation’s Oldest City!

A delicious tour of America’s Oldest City awaits you on this chauffeured food and wine tour through St. Augustine. This auto-adventure whisks you through the streets of St. Augustine’s historic district in an open-air electric vehicle, stopping at some of the guide’s favorite dining venues. Local cuisine paired with tasty wines await your taste buds. As you ride along the streets, pass Flagler College, the Huguenot Cemetery and other historical landmarks.

Explore the best culinary highlights of downtown Naples on this guided tasting tour along the charming 5th Avenue South. You'll experience five carefully chosen restaurants, each serving a unique chef-selected dish designed to reflect their signature flavors. Ideal for food lovers, this tour offers refined cuisine without the formality of a traditional dinner. It’s an inviting, social experience that blends gourmet tastes, delightful ambiance, and seamless hospitality at every stop. Relaxed pacing between each tasting stop allows you to appreciate Naples' atmosphere and enjoy conversation as you stroll through the vibrant downtown. Each restaurant visit is thoughtfully timed to create an effortless, enjoyable culinary journey. Expect an engaging and welcoming experience at each stop. With dishes presented by attentive restaurant hosts, the atmosphere strikes a balance between casual comfort and refined elegance. Dietary preferences are gladly accommodated with advance notice.

This Wine Wednesdays experience offers a cost-effective way to explore quality wines without weekend crowds. Guests gain practical wine knowledge through sommelier guidance, helping build confidence when choosing wines independently. The midweek schedule allows easier booking and a more relaxed pace, making it ideal for after-work plans. The experience is available in English and Spanish to accommodate more guests.

Step aboard an evening cruise for dinner and drinks while you take in views of St. Pete Beach. Watch over the landmarks of St. Pete and munch on food from the tropical-themed buffet. Open bar means you won't go thirsty while jamming to island music from the onboard DJ and other entertainment.

Experience the sights and sounds of Miami’s vibrant Little Havana neighborhood on this guided walking food tour. Explore this lively Cuban district and discover its fascinating history and culture, with stops at some of the best family-owned and operated Cuban restaurants in the area. Sample the local cuisine, like guava pastries, chicken plantain cups, and flan ice cream. Also, meet some of the local artists, watch skilled Cuban cigar rollers and listen to traditional Cuban music.

Take in Miami's beautiful waterfront and skyline on an electric Duffy boat, which is relatively quieter than other boats. This luxurious experience includes wine and snacks to enjoy as you cruise through downtown Miami's waterways. Even though it's a group tour, there's a maximum of 6 travelers for a more personalized experience.

Welcome aboard Fort Lauderdale's ultimate booze cruise and party boat. The Sea Rocket blends high-speed thrills on the open Atlantic with a relaxed, narrated cruise down the Intracoastal Waterway, the famous "Venice of America," and a fully stocked bar that stays open the entire time. Sip cocktails, beer, or wine from your full onboard bar while soaking in stunning views of waterfront mansions, luxury yachts, and the Fort Lauderdale skyline. Your captain and crew keep the vibes high with upbeat music, fun narration, and your signature Sea Rocket energy. Whether you’re on vacation with friends, celebrating a bachelorette or birthday, or just looking for the best way to experience Fort Lauderdale from the water — this is it!

Explore the Florida Everglades on an airboat adventure and wildlife encounter at Sawgrass Recreation Park. This exciting airboat ride is a great way to experience the unique subtropical ecosystem of the Everglades. Skim across the water at high speeds while looking for alligators, fish, turtles, and wading birds. This guided tour includes admission to Sawgrass Recreation Park, a ticket to the alligator and reptile exhibit, and a guided airboat tour.

See St. Augustine from a new perspective with this leisurely sunset cruise. Climb aboard a boat for a scenic cruise including views of Castillo de San Marcos National Monument, the Bridge of Lions, and the St. Augustine Lighthouse. Sip beer or wine from the on-board bar with the Osprey, 21 and older option, or select the Island Breeze option for a family-friendly experience.

Perfect for those who want to squeeze a lot of sightseeing into a limited amount of time. A fully narrated 90-minute cruise along the New River through Fort Lauderdale will let you soak up such sights as the lavish homes and mega yachts along Millionaire's Row.

Explore Jacksonville's vibrant San Marco neighborhood on the Savoring San Marco Food Tour, the city's first food tour that showcases a delightful array of local cuisine. This culinary adventure leads you through five carefully selected stops, where you'll enjoy an assortment of mouthwatering appetizers and desserts while learning about the area's rich history. Perfect for locals and visitors alike. Expect a memorable experience that blends flavors with community insights, all while strolling through charming streets. - Journey through five unique stops in San Marco’s culinary landscape - Savor a variety of delicious dishes from local eateries - Enjoy complimentary bottled water during the tour - Ideal for food enthusiasts and those curious about Jacksonville's heritage While individual bookings are welcome, please note that tours require a minimum of two guests. If you are the sole participant, we will either reschedule your experience or provide a full refund.

Cruise along Fort Lauderdale’s historic New River and enjoy a delicious barbecue dinner on this cruise. Board the Jungle Queen Riverboat and see the luxurious mansions and yachts along Millionaire’s Row, stretching from the Bahia Mar Yachting Center to the Intracoastal Waterway. The cruise travels to a tropical isle for an endless dinner offering barbecue ribs, and chicken with all the trimmings. Then experience a laugh-out-loud variety show to cap off an enjoyable and entertaining evening.

Knowing where to grab food and wine in a new city takes a lot of time and effort researching. Skip the nitty gritty details of studying online reviews and take this St. Augustine Food Walking Tour instead. This tour takes you to many local restaurants, eateries, and even a wine store to learn about the city’s food culture and history—while enjoying some tastings, of course.

What to Expect: Welcome & Overview: Begin with a warm welcome and a brief introduction to the world of wine—how it's made, key terminology, and how to taste like a pro. Guided Tasting: Taste your way through five premium wines, each representing different styles, grape varietals, and regions. Wine Education: Learn how to evaluate wine by sight, smell, and taste. We’ll cover topics like body, acidity, tannins, and how to describe what’s in your glass. Perfect Pairings: Enjoy a selection of small bites curated from local Ybor favorites to complement each pour, highlighting how food and wine interact. Q&A + Personal Insights: Ask questions, share your thoughts, and discover your personal preferences along the way.

This high energy, highly entertaining tour is the perfect way to celebrate date night, girls night out, birthdays, date night anniversaries or group events. Each tour offers guests the chance to sing their hearts out as a group led by talented singers as we drive by points of interest that relate to the songs' themes. A bar stop mid-way through offers the chance to meet other guests and have fun together. Come in 70'sor 80's costumes for even more of a themed fun tour.