Wine Tours and Tastings in St. Augustine, Florida

St. Augustine, Florida is considered the oldest city in the United States as it was occupied by Spanish conquistadors nearly 50 years before the English arrived. The historic town is filled with important landmarks and stunning Spanish colonial architecture from the 17th century.

Take a wine tour and tasting in St. Augustine to enjoy delicious varietals while learning fascinating details about the renowned North Florida coastal town.

Here's all you need to know about wine tastings, one of the tastiest options for culinary experiences in St. Augustine.

What are the best wine tasting tours in St. Augustine?

Walking wine tour and tasting

Embark on a 3.5-hour wine tour and tasting by foot through the cobblestoned streets of St. Augustine. This historical excursion allows you to see the city’s beautiful downtown area firsthand while indulging in the delicious cuisine.

Join an expert guide as they lead you to the most captivating historical monuments on a sightseeing stroll such as the Castillo de San Marcos, St. George Street and Plaza de la Constitucion.

Along the way, you’ll stop at the city’s top eateries and wine bars for several food tastings. Soak in the stunning architecture while closing out the excursion with a festive cocktail hour.

Cruise wine tour and tasting

Combine a boat ride along the North Florida coastline with a delicious wine tasting while visiting St. Augustine.

This excursion combines land and sea as you’ll cruise by some of the most significant historical landmarks like Castillo de San Marcos, the Bridge of Lions and more.

Listen as your professional guide details the rich history of the region while you sip on six different wines from an onboard bar.

Enjoy the views of the charming Atlantic ocean while you keep your eyes peeled for marine wildlife such as dolphins and spoonbill birds. Learn interesting details about St. Augustine’s importance in the U.S. during this 1.5-hour boat tour.

Golf cart wine tour and tasting

Ride in style on this 3-hour golf cart tour and wine tasting of St. Augustine. You’ll join a professional guide on an open-air vehicle to whip around the cobblestoned streets of the historic town.

Marvel at the stunning Spanish architecture situated throughout the quaint city and stay refreshed with frequent stops at St. Augustine’s best dining venues.

Delight in scrumptious wines paired with the local cuisine while learning about the rich culture of the region. You’ll pass by the stunning Flagler College and Huguenot Cemetery while gathering priceless information about the old city.

Which places are seen?

Castillo de San Marcos

Castillo de San Marcos is an incredible monument to the 300 years that the Spaniards occupied the state of Florida.

The massive structure is the oldest masonry fort in the U.S. and it can be spotted along the Western Bay of the coastal town.

Visit the Castillo to explore the fortress and courtyard, watch the traditional firing of the militia weapons, see the old prison quarters and grab beautiful views of the city.

Flagler College

Flagler College was originally built by Henry Flagler in 1888 as the Hotel Ponce de León. Visit the resort-turned-school to see stunning Spanish Renaissance architecture with tiled roofs, flowing fountains and lush palm trees.

Learn about the rich history of the building that was once one of the country’s finest hotels. View priceless pieces and mementos left over by Henry Flagler, who was one of the largest railroad and oil magnates of the Industrial Revolution.

Huguenot Cemetery

Visit the Huguenot Cemetery to observe a historic Protestant burial ground originating from the early 1800s. This was the only non-Catholic cemetery for the religious during the Spanish colonization.

The Huguenot Cemetery holds the crypts of hundreds of civilians that died of yellow fever in 1821 and is a popular destination for city ghost tours.

Fountain of Youth

Visit the Fountain of Youth to witness the mythical spring waters of St. Augustine. The natural fountain was first discovered by Ponce de Leon in 1513, and allegedly held the magical power of anti-aging.

Visitors can drink from the spring to this day while enjoying the beautiful nature of the surrounding park. Watch a traditional cannon firing, admire a flock of native peacocks and explore the 60,000-square-meter property on foot.

How much do wine tours and tastings in St. Augustine cost?

A walking wine and food-tasting tour of St. Augustine will cost about US$140 per person. This excursion will also include a cocktail hour and plenty of snacks along the route.

For a cruise wine tour and tasting, you can expect to spend about US$50 per person with an onboard bar included in the ticket price.

For a chauffeured golf cart excursion to the top city sites and dining venues, you can expect to pay about US$160 per person with two meals and all beverages included.

What is included?

All wine tours and tastings in St. Augustine will include a professional guide to provide fascinating facts about the history of the town. Excursions will also include all wine tastings, and many will feature a complimentary cocktail or an open bar.

Some tours will include food tastings or a full meal of the local cuisine in addition to provided beverages.

Where does it start?

Most wine and tasting tours will commence in the downtown area of St. Augustine at a recognizable monument such as the treasury building.

Wine cruises will meet at a marina along the coastline such as the Yacht Club or at a popular restaurant. Meet for a golf cart tour along St. George Street in the historic district of the town.

How long does it last?

Wine tastings and tours in St. Augustine typically last between 1 and 4 hours depending on the attractions visited. A walking wine tour will run for about 3.5 hours including all stops at local eateries for tastings.

A wine cruise along the St. Augustine coast lasts about 1.5 hours, leaving ample time to view the major landmarks that are visible from the water and for an open bar happy hour.

Golf cart wine tours with an expert guide typically last about 3 hours, providing enough time to see all the major city landmarks and explore the historical district.

When is the best time for a wine tour and tasting in St. Augustine?

Visit St. Augustine for a wine tasting and tour between March and May or early fall for the mildest temperatures. Book your excursion for the beginning of your trip so you can learn which of the landmarks are the most important to investigate while there.

Travel tips

• Make sure to wear comfortable clothing and walking shoes as most tours involve a stroll through the downtown area.
• Pack a camera to snap photos of the historical landmarks and beautiful Spanish architecture.
• Dress in light layers to prepare for inclement Florida weather.