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Top Florida Wine Tastings

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23 results | All Florida Tours

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Wine Tasting Cruise in St. Augustine

Wine Tasting Cruise in St. Augustine

star-5
122
Start your evening out by winding down on the water! Let us take you on an adventure to the bay-front, where our experienced guides will give you a tour on nature, wildlife, and famous historic landmarks. We are lucky to see a plethora of wildlife during this cruise including dolphin and birds like the famous Roseate Spoonbill! Remember, this entertaining cruise is during the sunset in the winter months, and in the early evening the rest of the year! You will receive a presentation and sampling of 6 fabulous wines (including local favorites) as we cruise past the famous historic bayfront. Our bar on board has an excellent variety of beer, wine, bubbly and soft drinks for purchase at very reasonable prices. There are no other tours like this in St. Augustine!
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  • 1 hour 30 minutes
  • Free Cancellation
From
$39.00
From
$39.00

St. Augustine Hop-On Hop-Off Trolley Tour

St. Augustine Hop-On Hop-Off Trolley Tour

star-4.5
1105
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.
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  • 1 hour 30 minutes
  • Free Cancellation
From
$34.31
From
$34.31

The Tour and Wine Tasting Experience at Aspirations Winery

The Tour and Wine Tasting Experience at Aspirations Winery

star-4.5
22
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 two people, this activity includes a tour of the winery and a tasting of five of the wines the vineyard produces. Listen to commentary on the wine production methods and pairings of cheeses, fruits, baguettes, seasoned oil for dipping, and chocolates. Walk away with two commemorative wine glasses and a bottle of wine of your choosing.
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  • 1 hour
  • Free Cancellation
From
$39.00
per group
From
$39.00
per group

Feast of Saint Augustine 3 Hours Walking Tour

Feast of Saint Augustine 3 Hours Walking Tour

star-5
149
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.
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  • 3 hours
  • Free Cancellation
From
$89.00
From
$89.00

St. Augustine's Wine, Cocktail and Food Experience
Likely to Sell OutLikely to Sell Out

St. Augustine's Wine, Cocktail and Food Experience

star-5
76
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 popular spots in the city to grab a bite or an alcoholic beverage in the afternoon, one of the best times to explore, with a guide who knows the city’s history well.
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  • 3 hours 30 minutes
  • Free Cancellation
From
$138.47
From
$138.47

Village Food Tours Lunch & History Tour

Village Food Tours Lunch & History Tour

star-5
20
Discover the history of Cocoa Village and sample local dishes on a small-group food tour. Visit several landmarks like the local playhouse, a few parks, and Porcher house and listen to commentary from your guide. Learn about Florida’s Space Coast and stop to sample dishes from several local restaurants while you explore.
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  • 2 hours
  • Free Cancellation
From
$100.00
From
$100.00

Corks and Forks Strolling Tour (St. Augustine)

Corks and Forks Strolling Tour (St. Augustine)

star-5
18
FOOD & WINE PAIRING TOUR: Voted BEST food and wine pairing tour by Travel & Leisure Magazine! Whether you are visiting the area for the first time or you are a lifelong resident...our tours are the best way to TASTE the local foodie scene! Eat, drink and experience some of our favorite venues in St. Augustine! Each location has been hand selected to ensure the ultimate tour experience. Indulge in some of the best local cuisine, perfectly paired with delicious wine, and thoroughly enjoyed by all who appreciate a true 'foodie' adventure!
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  • 3 hours
  • Free Cancellation
From
$99.00
From
$99.00

Private 2-Hour Wind and Wine Sunset Sail in Key West
Likely to Sell OutLikely to Sell Out

Private 2-Hour Wind and Wine Sunset Sail in Key West

star-4.5
16
This trip takes you and your party, (Up to 26 Guests), on a private sunset sail to enjoy wines from around the world and a variety of beers. You will be sailing on a 65-foot schooner while watching the sunset into the ocean. There will be hors d'oeuvres passed around throughout the trip. A great way to have a private sail with your friends, family, or co-workers.
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  • 2 hours
From
$2,299.00
per group
From
$2,299.00
per group

Toast of St. Augustine Walking Pub Crawl

Toast of St. Augustine Walking Pub Crawl

star-5
14
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.
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  • 2 hours 30 minutes
  • Free Cancellation
From
$59.00
From
$59.00

Small Group Winter Park Food Tour

Small Group Winter Park Food Tour

star-5
14
Picturesque Winter Park is home to a thriving dining scene—and this tour makes it easy to taste and explore. Meet your guide at the train station, and set off with just a small group for company. Begin with an indulgent, multi-course meal at a local Indian restaurant. Then, lace up your walking shoes and seek out other treats and tastings, from olive oil and cheese to gelato and fine wine.
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  • 3 hours 30 minutes
  • Free Cancellation
From
$85.00
From
$85.00

Twilight Evening Walking Drink Tour

Twilight Evening Walking Drink Tour

star-5
10
Sunset food tours will cover the hidden gems of Sarasota. Offering food, drink, culture, history, and of course, memories, while savoring every bite.
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  • 4 hours
  • Free Cancellation
From
$128.00
From
$128.00

Walking Happy Hour Tour in Downtown West Palm Beach

Walking Happy Hour Tour in Downtown West Palm Beach

star-5
6
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.
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  • 2 hours
  • Free Cancellation
From
$70.00
From
$70.00

Private Boat and Golf Cart Tour

Private Boat and Golf Cart Tour

star-5
5
Most St. Augustine tours take you around the city by foot and by the end of the day all you want to do is rest. This St. Augustine Boat and Golf Cart Tour lets you see more than 15 city sights without having trek around on foot. This tour first takes you out on a boat and then on a private golf cart ride with guides who points out St. Augustine landmarks.
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  • 2 hours 30 minutes
  • Free Cancellation
From
$69.00
From
$69.00

Paint & Sip

Paint & Sip

star-5
4
Our paint and sip events can be scheduled easily to accommodate your group. You choose the painting that our instructor will teach your group. We have the best selection of wines in the Pensacola area and you can enjoy samples and decide what you's like to drink while you paint. We also offer beer and our famous wine smoothies.
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  • 1 hour 30 minutes
  • Free Cancellation
From
$35.90
From
$35.90

Champagne & Boat Cruise in Miami

Champagne & Boat Cruise in Miami

star-5
3
Getting out onto the water is a must-do in Miami, but typical cruises can be crowded, impersonal experiences. This private tour, however, is exclusively for your party, ensuring a personalized experience. To make the trip even more special, Champagne and delicious snacks are included for you to enjoy onboard.
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  • 2 hours
  • Free Cancellation
From
$480.00
Price varies by group size
From
$480.00
Price varies by group size

Second Breakfast Brunch Tour in St. Augustine

Second Breakfast Brunch Tour in St. Augustine

star-5
3
With some claiming St. Augustine is one of the oldest cities in the US, it’s no wonder why so many tours there are historic ones. Try something new and spice up your day with this St. Augustine Brunch Tour. You’ll visit five locations where you’ll taste brunch samples and wine tastings.
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  • 3 hours
  • Free Cancellation
From
$79.00
From
$79.00

Señor Frogs Dinner Package

Señor Frogs Dinner Package

star-3
2
Spend an evening partying at up at Orlando's Señor Frogs in style with this VIP package. You'll get a private table for just you and your party, a pre-selected dinner menu with no hidden charges or taxes to worry about.
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  • 1 to 5 hours
  • Free Cancellation
From
$37.00
From
$37.00

¨Little Havana Nights¨ Tour with Free Cuban Dinner & Drinks @ the Hottest Spots

¨Little Havana Nights¨ Tour with Free Cuban Dinner & Drinks @ the Hottest Spots

star-5
1
Take a Tour and see the Dancers, Musical Bands, Cuban Culture, Cigars, Million Dollar paintings and Art, in this Famous Internationally visited Little Havana Area of Miami. Tour By a Cuban Guide. As we take you on a Culture walk and tour of the Night Life and Visit the Hottest Spots in Little Havana. Locals and Visitors alike will be at our Hot Spots. And these are the places where locals come to let free and meet all the Millions of tourists that visit Little Havana . To get a taste of the best place in the United States for the Cuban People, Traditions, Music, Culture and Heritage. We will have drinks included in the Tour as well as Free Cigars that made the Cuban pastime famous worldwide. you do not have to smoke it as you can take it with you for gift souvenirs for family or friends back home. Don´t miss out on this once in a lifetime Opportunity.
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  • 2 to 5 hours
  • Free Cancellation
From
$125.00
From
$125.00

Corks & Forks Strolling Tour (Jacksonville Riverside)

Corks & Forks Strolling Tour (Jacksonville Riverside)

FOOD & BEVERAGE PAIRING TOUR: A True Riverside FOODIE Adventure in Jacksonville, FL! Eat, drink and TASTE your way through eclectic Riverside, on this fantastic 3-hour foodie tour! On this leisurely stroll, you will learn; where the locals dine, taste farm fresh ingredients, sip glorious boutique wines, experience creative cocktails and explore the beautiful historic streets! Whether you are visiting the area for the first time or you are a lifelong resident...our tours are the best way to TASTE the local foodie scene!
More
  • 3 hours
  • Free Cancellation
From
$109.00
From
$109.00

Jax Urban Core Brewery Tour in Jacksonville

Jax Urban Core Brewery Tour in Jacksonville

Jacksonville’s craft brewery scene is competing with not only others in our state but across the country. Our Urban Core has some of the most unique and different breweries and tap rooms in our area. Many of the breweries have other items such as wine or beer slushies to drink too. So if you love craft beer beer then you are going to love the Go Tuk’n Jax Urban Core Brewery & More tour. 5-stops in 3 hours. You will purchase your own adult beverage at each location; you will have time to do a flight at the stop but then you can get more to go and drink on the tuk tuk all along the way. Looking for a private tour? Simply select “Private Jax Urban Core Brewery & More Tour” at checkout. Same route, just for your group only!
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  • 3 hours
  • Free Cancellation
From
$59.89
From
$59.89

Tropical Gondola Tour

Tropical Gondola Tour

Prepare yourself to be charmed on a 40-minute enchanting glide, in a Venetian gondola with your private group, family or lover. Journey through the lagoon, float beneath bridges, admire the multiple extravagant Mega Yachts frequenting the Island and Planes taking off or landing, as your gondolier sweeps you away. Navigate through our quintessential experience offering beautiful views and a prospective only appreciated on the water, illuminating the Islands marvels. Savor the moment, as you are serenaded with traditional island music, plush green surroundings and turquoise waters, delivering the tropical experience of a love fevered dream! A cultured and ecofriendly experience, coupled with European touches of romance, this private gondola tour is a must-do intimate experience for couples, unforgettable family memories and special occasions such as engagements, proposals, anniversaries, renewal of vows, birthday parties and more.
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  • 2 hours
  • Free Cancellation
From
$40.00
From
$40.00

La Samana Wine Tasting and Marigot

La Samana Wine Tasting and Marigot

Guided by a sommelier, you’ll sample fine wines during this afternoon tour in St. Martin. After transport to La Cave at Belmond La Sammana, you’re introduced to the Caribbean’s most expensive collections, paired with fruit and French cheeses. Then indulge in the resort’s branded rum. Your guide accompanies you to Marigot where you can take the guesswork out of shopping for souvenirs along with European brands, jewelry, and more.
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  • 4 hours
  • Free Cancellation
From
$365.00
From
$365.00

Wine & Dine Rolling Tour (Chauffeured)

Wine & Dine Rolling Tour (Chauffeured)

FOOD & WINE PAIRING TOUR: Why walk when you can RIDE!!! It's a ROLLING event for the TASTE BUDS! Travel in style - via a motorized vehicle! We will take you on a tasting adventure, as we visit some of our favorite venues, in St. Augustine! Each location has been hand selected to ensure the ultimate tour experience. Indulge in some of the best local cuisine, perfectly paired with delicious wine, and thoroughly enjoyed by all who appreciate a true 'foodie' adventure!
More
  • 3 hours
  • Free Cancellation
From
$109.00
From
$109.00

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Frequently Asked Questions

The answers provided below are based on answers previously given by the tour provider to customers’ questions.
Q:
What are the best Wine Tastings in Florida?
Q:
What Wine Tastings in Florida are taking additional safety precautions?
Q:
What Wine Tastings in Florida are good for avoiding crowds?
A:
These hidden gems in Florida may have limited interaction with crowds: