Top Florida Wine Tours

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.

Take a tour of the Fresh From Florida winery, one of the state's few wine-producing outfits, on this excursion in Clearwater. Good for one person, this activity includes a tour of the winery and a tasting of three of the wines the winery produces. Listen to commentary on the wine production methods and a meat and cheese plate for each guest. Walk away with two commemorative wine glasses and a bottle of wine of your choosing.

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.

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.

Experience the sights and sounds of Miami’s vibrant Little Havana neighborhood on this guided walking food tour. Explore this lively Cuban district and learn about 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, to name just a few of the delicacies offered along the way. Also, meet some of the local artists, watch skilled Cuban cigar rollers and listen to traditional Cuban music.

Explore Key West through the eyes of a local on a craft cocktail tour that stops at five off–the–beaten–path establishments, from a historic mansion to a boutique hotel that was once a hospital. In addition to navigating for you, your guide uses the city’s bar scene to give you an overview of its history and culture. The tour includes five craft cocktails and two gourmet food tastings.

Experience the vibrant culture and diverse cuisine of the bustling South Beach neighborhood of Miami on this guided small-group food tour. Led by an enthusiastic and knowledgeable local foodie guide, sample American, Cuban, European, Mediterranean and Latin American dishes at some of the most popular restaurants in South Beach. Learn about the history, culture and architecture of the trendy, quirky Art Deco District and find out why it’s one of the most popular hot spots in the world. Food tastings and beverages included.

Explore the best of St Augustine on this narrated Old Town trolley tour. See more than 100 points of interest such as the Old Jail, Flagler College, and Spanish Colonial neighborhoods. Discover more about America’s oldest city, founded in 1565 by Pedro Menendez de Aviles, from your friendly and informative conductor who shares interesting narration about St. Augustine's history.

Eat your way through the Latin flavors of South Beach on this food‐filled walking tour. Accompany your guide on a sensory journey to 5‐star restaurants and foodie hideaways. The tour serves the following cuisines: Peruvian, Italian, Colombian, Mediterranean, Cuban, and Spanish. Along the way, learn about the commingling of Latin American cultures that define Miami’s culture, neighborhoods, and culinary history.

Eat your way around Key West on this food tour with a guide who introduces you to 'mom and pop' eateries in the Old Town historic district. Taste seafood, Cuban cuisine, and, of course, key lime pie. The walking tour route takes you off typical touristy streets so you can see Key West like a local, listening to insights about the city's food, architecture, and history along the way. Tastings are enough for a hearty lunch.

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.

Taste your way through Key West's Historic Seaport on a gourmet walking tour with a local guide. You'll stroll from the docks into some of the most colorful neighborhoods in Key West, pausing to sample locally caught pink shrimp, spiny lobster, or other just-as-delicious non-seafood options, learning about Key West history along the way. Don't forget to save room for a refreshing glass of white wine and our famous key lime pie! Exploring Key West on foot is an ideal way to soak up the vibrant atmosphere.

Learn all about Cuban culture in Miami on this food and culture tour of Little Havana. With a guide in the lead, you'll visit important Cuban landmarks such as Cuban Memorial Park and the Bay of Pigs Museum, listening to in-depth commentary about Cuban heritage in Miami. Your guide will take you to the very best Cuban family-owned restaurants, where you can sample stewed meat and Guava pastries, among other delicacies.

Get ready to party in paradise on this guided, 2.5-hour Key West pub crawl. The beautiful island city of Key West is famous for its raucous bar scene. Visit some of its most popular and entertaining establishments, beginning downtown and then traveling to the historic seaport and back to busy Duval Street. Enjoy a domestic beer or mixed drink at each of the five locations and receive a free souvenir t-shirt to commemorate the event. Guests must be at least 21 years old to participate.

Join us on a lively Tampa cocktail bar crawl on our brand-new street-legal golf cart! Perfect for locals and tourists alike, our crawl offers a fun-filled evening of sipping, socializing, and sightseeing around Tampa. Ideal for birthday parties, bachelorette trips, or a night out with friends, our curated list of trendy cocktail bars will tantalize your taste buds and leave you with unforgettable memories. Book your spot today!

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.

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.

Belly up for an evening of fun on this pub crawl experience in Daytona Beach. This dive bar crawl lines up some of the seediest dive bars in the Daytona Beach area and a stop at the Copper Bottom Craft Distillery for a tasting. Cruise around in an air-conditioned vehicle and visit several dive bars that offer drink specials.

Take a tasty trek through downtown Tampa on this culinary walking tour. Bring your appetite for this guided tour that sends you to some of the most delicious destinations in Tampa’s downtown district. Between tastings, your guide will show you local art and discuss the history of landmarks like Curtis Hixon Waterfront Park. Be sure to bring gratuities for your guide and food servers.

Discover Sarasota's thriving nightlife scene—and enjoy cocktails, wine, and more—on this small-group, evening walking tour. Meet your guide in the city center, and head to your first stop: an award-winning cocktail bar. After your first drink, continue to five or six other venues, where you can enjoy nibbles, cocktails, wine, and craft beer; can mingle with locals and hear Sarasota history; and can even catch the sunset.

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 fun drinks 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.

On the Gulf Coast of Florida, St. Petersburg is known for its marvelous beaches and spectacular sunsets. Get a literal taste of the city and discover a different side of its community on this food, art, and history small group walking tour. Walk through the streets of downtown, admiring city murals and learning about local history as you visit multiple locally-owned high-end restaurants. Sample delicious cuisine while soaking up the vibe of St. Pete.

This Fort Lauderdale bike pub crawl keeps the party rolling through the city's vibrant downtown district. Along with your group and your guide, pedal to as many Fort Lauderdale bars as you can in two hours and enjoy happy hour specials at each, taking your drinks to-go in souvenir cups if you want to keep moving. Plus, a rocking sound system helps keep the party going.