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.

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.

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.

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.

⭐ Likely to Sell Out | Limited Seating for Comfort End your day the best way possible on a relaxing Fort Lauderdale sunset cruise. Glide through the Venice of America as golden skies reflect off calm waterways and luxury waterfront homes. Enjoy ocean breezes , great music , and incredible views of mega-yachts and city lights as the sun dips below the horizon. This laid-back cruise is perfect for couples , friends , and anyone looking to unwind and experience Fort Lauderdale from the water. Sit back, sip, relax, and soak in one of South Florida’s most iconic sunsets ✨. Perfect for large groups, date nights, special occasions, and unforgettable vacation moments

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!

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.

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.

From street art murals to wine gardens, see a variety of spots in West Palm Beach you may have missed if you went exploring solo. This walking happy hour tour in downtown West Palm Beach takes you to trendy and low-key spots where you can sample three cocktails and tasty bites, while getting acquainted with the area. Plus, your guide brushes on the city’s prohibition past for a bit of history, too.

This interactive highly entertaining tour is the perfect way to celebrate date night, girls night out, birthdays, 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.

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.

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.

You will hear firsthand accounts of murders and other serious crimes that have occurred over time, all within and around the Tampa Bay area. Your tour guide has over three decades solving crimes and making arrests in the Tampa Bay area. This is not like other tours because you will hear inside details of the information that was not disclosed to the public and press. Get ready to put your detective skills to use. Your guide will take you to hidden gems that only locals know about. You will laugh and cry and have an adventure that is so much fun, it’s criminal. Rain or shine, the mystery awaits you. Come step on board and prepare for a day of nonstop intrigue. The Wine and True Crime tour is a perfect way to celebrate a birthday, girls’ night out, Bachelorette Party, Divorce Party or any other celebration!

Set sail and enjoy the sunset on this peaceful 2-hour boat tour, where you can enjoy appetizers and sample wines from around the world. If wine isn't your thing, there will be a range of beers to sip on as you look out at the horizon.

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.

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.

Grabbing drinks in a new city can sometimes be overwhelming finding your own way from place to place. This Toast of St. Augustine Walking Pub Crawl takes the stress out of asking for directions with an experience led by a guide. You’ll visit historic pubs in St. Augustine while enjoying alcoholic beverages and learning about the city’s past.

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.

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.

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.