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    Explore St. Augustine, Florida

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    Ripley’s Believe It or Not!, St. Augustine

    Medieval Torture Museum

    Castillo de San Marcos

    Old Jail

    Fountain of Youth, St. Augustine

    Old Town Trolley Welcome Center

    Black Raven Pirate Ship

    St Augustine Lighthouse & Maritime Museum

    Lightner Museum, St. Augustine

    Flagler College

    St. Augustine Scenic Cruise

    Cathedral Basilica of St. Augustine

    Outside St. Augustine, Florida

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    Crab IslandAttraction in Destin, United States

    Intracoastal Waterway, JacksonvilleAttraction in Jacksonville, United States

    Daytona International SpeedwayAttraction in Daytona Beach, United States

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    Explore more things to do in St. Augustine, Florida

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  • Explore St. Augustine, Florida
  • Places to see
  • Things to do
  • Top sights
  • Outside St. Augustine, Florida

Ripley’s Believe It or Not!, St. Augustine

Medieval Torture Museum

Castillo de San Marcos

Old Jail

Fountain of Youth, St. Augustine

Old Town Trolley Welcome Center

Black Raven Pirate Ship

St Augustine Lighthouse & Maritime Museum

Lightner Museum, St. Augustine

Flagler College

St. Augustine Scenic Cruise

Cathedral Basilica of St. Augustine

Nearby destinations

Daytona Beach tours

Jacksonville tours

Nearby sights

Crab IslandAttraction in Destin, United States

Intracoastal Waterway, JacksonvilleAttraction in Jacksonville, United States

Daytona International SpeedwayAttraction in Daytona Beach, United States

  • Top experiences
  • Interests
  • Traveler type

Ghost & vampire tours

Trolley tours

Sailing trips & boat tours

Dolphin & whale watching

Canoe & kayak tours

Pirate activities

Bus & minivan tours

Dinner & lunch cruises

Dinner shows

Hop-on Hop-off tours

Airboat tours

Explore more things to do in St. Augustine, Florida

Culture & history

Sightseeing

Outdoor activities

Educational activities

Nature & adventure

Food & drinks

Nightlife & bars

Safaris & wildlife activities

Outdoor sports

Rainy-day activities

Driving experiences

Music activities

Explore more things to do in St. Augustine, Florida

Wheelchair accessible

Activities for couples

Family-friendly activities

Explore more things to do in St. Augustine, Florida

St. Augustine: Walking Tour with Wine, Cocktails, and Food

Top rated
5 out of 5 stars
5
17 reviews
Activity provider:
St Augustine Experiences
Add to wishlist
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St. Augustine: Walking Tour with Wine, Cocktails, and Food
Likely to sell out
Top rated
5 out of 5 stars
5
17 reviews

Go on a guided walking tour that combines wine, cocktails, food, and history to create a memorable afternoon in St. Augustine. Between food stops, enjoy the historic streets and architecture of the city.

About this activity

Free cancellation
Cancel up to 24 hours in advance for a full refund
Reserve now & pay later
Keep your travel plans flexible — book your spot and pay nothing today.
Duration 3.5 hours
Check availability to see starting times
Live tour guide
English
Wheelchair accessible
Small group
Limited to 8 participants

Highlighted reviews from other travelers

5
5 out of 5 stars
J
Jim – United States

Alex was an excellent guide and molded the tour to our interests.

5
5 out of 5 stars
J
Jane – United States

The tour was fabulous! We all enjoyed the variety of food and cocktails. Alex is a great guide and made suggestions and recommendations for the rest of our day and trip. Very helpful!

Select participants and date

Participants

Highlights

  • Travel back in time as you walk down Aviles Street, the nation's oldest street
  • Taste the local flavors of Florida's historic coast along the way with a guide
  • Stroll through cobblestone streets lined with shops, galleries, and restaurants
  • Savor a complementary wine tasting and sip on two handcrafted cocktails
  • Enjoy views of a 17th-century Spanish stone fortress and colonial architecture

Full description

Join a gastronomic experience in St. Augustine with this guided walking tour. Explore the historic downtown district by walking through the narrow, cobblestone streets of the oldest town in the States. Delve into the city's culinary scene by savoring a glass of wine, 2 cocktails, and lots of food.


Meet your guide and walk past outdoor cafe tables lining the streets and bougainvillea climbing storied walls. Stop at 3 of the city’s best venues to enjoy wine tastings, charcuterie boards, and colorful cocktails.


Between delicious drinks and food, view sites such as the Old City Gates, the fort of Castillo de San Marcos, Plaza de la Constitución, and America’s oldest thoroughfare, Aviles Street.

Includes

  • Walking tour
  • Guide
  • 1 glass of wine
  • 2 cocktails
  • Food tastings
  • Tips

Not suitable for

  • People under 21 years

Meeting point

Please meet your guide in the courtyard of Casa de Vino 57.

Open in Google Maps

Important information

What to bring

  • Passport or ID card
  • Comfortable shoes

Not allowed

  • Pets (assistance dogs allowed)

Know before you go

  •  Tours take place rain or shine
  •  This is a walking tour with a slow and comfortable pace
  •  Vegetarian option is available but, unfortunately, other dietary restrictions cannot be accommodated on this tour
Likely to sell out

From $159 per person

Reserve now & pay later to book your spot and pay nothing today
Reserve now & pay later to book your spot and pay nothing today

Customer reviews

Overall rating

5 /5
5.0 out of 5 stars

based on 17 reviews

Review summary

  • Guide
    5/5
  • Value for money
    4.8/5

Customer photos

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5
5 out of 5 stars
J
Jim – United StatesJanuary 20, 2025 – Verified booking
Alex was an excellent guide and molded the tour to our interests.
5
5 out of 5 stars
J
Jane – United StatesDecember 5, 2024 – Verified booking
The tour was fabulous! We all enjoyed the variety of food and cocktails. Alex is a great guide and made suggestions and recommendations for the rest of our day and trip. Very helpful!
5
5 out of 5 stars
T
Terra – United StatesNovember 10, 2024 – Verified booking
Russ was an amazing guide and our small group had a blast. We were able to get a lot of history from the tour, along with some wonderful food and drinks. We were only in St Augustine for the day but this experience left us talking about planning a return trip. If you are staying for several days I recommend doing this on day one to get some great tips on what to do and where to go. Highly recommend this or any of the tours Russ does.

Product ID: 437796

Activity provider:
St Augustine Experiences
  • United States
  • Florida
  • Things to do in St. Augustine, Florida
  • Tours in St. Augustine, Florida
  • Aviles Street, St. Augustine

Top Attractions in St. Augustine, Florida

  • 1Black Raven Pirate Ship
  • 2Old Town Trolley Welcome Center
  • 3St. Augustine Scenic Cruise
  • 4Nights of Lights
  • 5Medieval Torture Museum
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  • 7Castillo de San Marcos
  • 8Ripley’s Believe It or Not!, St. Augustine
  • 9St Augustine Lighthouse & Maritime Museum
  • 10Old Jail
  • 11Anastasia State Park, St. Augustine
  • 12Cathedral Basilica of St. Augustine
  • 13Flagler College
  • 14Saint Augustine Distillery
  • 15San Sebastian Winery, St. Augustine
  • 16Lightner Museum, St. Augustine
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  • 18St. Augustine Pirate & Treasure Museum
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  • 20Saint George Street

Experiences in St. Augustine, Florida

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  • 17St. Augustine, Florida Pirate activities
  • 18St. Augustine, Florida Deals & discounts
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  • United States
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  • Aviles Street, St. Augustine
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