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

Nestled in the heart of Florida’s historic coastal region, St. Augustine beckons visitors to explore its rich past and vibrant present. A walking tour through this centuries-old city promises an immersive experience, blending captivating historical narratives with the opportunity to savor local flavors and libations. From strolling down the nation’s oldest street to admiring iconic landmarks, this tour offers a well-rounded introduction to the charm and allure of St. Augustine. Whether you’re a history buff or a food enthusiast, this guided expedition promises to leave you with a deeper appreciation for the city’s enduring legacy and a tantalizing taste of its distinct character.

This experience made our list of the 4 Best Walking Tours In St Augustine Florida.

Key Points

• Comprehensive 3.5-hour walking tour immersing visitors in St. Augustine’s historic charm, with highlights like Aviles Street and iconic landmarks.
• Includes a complimentary wine tasting and two handcrafted cocktails, as well as local food tastings to capture the essence of Florida’s historic coast.
• Guided experience provides a well-rounded perspective of the city’s vibrant culture, with a maximum group size of 8 for personalized attention.
• Tour operates rain or shine, with free cancellation up to 24 hours in advance, and comfortable shoes recommended.
• Overwhelmingly positive customer reviews, with praise for the knowledgeable guide and the overall value of the experience.

You can check if your dates are available here:

Tour Overview and Pricing

The St. Augustine Walking Tour with Wine, Cocktails, and Food offers a 3.5-hour immersion into the city’s historic charm.

Priced from €133.11 per person, the tour accommodates up to 8 participants and is conducted in English.

With free cancellation up to 24 hours in advance, guests can reserve their spot and pay later.

The experience highlights include strolling down the nation’s oldest street, tasting local flavors, and enjoying a complimentary wine tasting and two handcrafted cocktails.

Tour inclusions cover the guided walking tour, food tastings, and tips.

Guests should bring their passport or ID and wear comfortable shoes, as the tour operates rain or shine.

Experience Highlights

Walking down Aviles Street, the nation’s oldest street, allows guests to enjoy the city’s historic charm.

Strolling through the cobblestone streets, they’ll discover local flavors of Florida’s historic coast and view iconic sites like the Old City Gates, Castillo de San Marcos, and Plaza de la Constitución.

The tour also includes a complementary wine tasting and two handcrafted cocktails, providing a delightful pairing with the food tastings.

Whether visitors are interested in the area’s rich history or simply seeking a relaxing and enjoyable experience, this walking tour offers a well-rounded perspective of St. Augustine’s vibrant culture and picturesque settings.

Tour Inclusions

This walking tour includes a guided experience, allowing participants to enjoy the city’s rich history and vibrant culture.

The tour includes:

• A glass of wine to enjoy while exploring the city’s streets
• Two handcrafted cocktails to sip on during the journey
• Tastings of local flavors that capture the essence of Florida’s historic coast
• Tips for the tour guide, ensuring a seamless and enjoyable experience
• All necessary inclusions to make this a comprehensive and memorable activity

The tour’s inclusions provide a well-rounded experience, enabling visitors to savor the sights, sounds, and flavors of St. Augustine’s charming historic district.

Important Information

Participants will meet at the Courtyard of Casa de Vino 57, the tour’s designated meeting point.

They’ll need to bring their passport or ID card and wear comfortable shoes.

Unfortunately, pets aren’t allowed on the tour, though assistance dogs are permitted.

While vegetarian options are available, the tour can’t accommodate other dietary restrictions.

The tour operates rain or shine, so participants should dress accordingly.

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Customer Reviews

The tour has received overwhelmingly positive reviews from past participants. Based on 11 reviews, the tour boasts a perfect 5/5 rating.

Travelers have praised the knowledgeable guide, Russ, describing the tour as "awesome" and "the best I’ve ever been on." Reviewers have highlighted the tour’s excellent value, stating it’s "worth every single penny."

Visitors have also recommended the experience, with one reviewer simply noting, "I would recommend it."

The tour’s strengths include:

• Immersive exploration of St. Augustine’s historic sites
• Generous food and beverage tastings
• Small group size for a more personalized experience
• Easy cancellation policy with full refunds
• Overall exceptional quality and customer satisfaction

Aviles Street and Historic Sites

Along Aviles Street, the nation’s oldest street, the walking tour takes visitors on an immersive journey through St. Augustine’s rich history. Strolling along the cobblestone path, guests will witness the iconic Old City Gates, the imposing Castillo de San Marcos, and the picturesque Plaza de la Constitución. These historic landmarks offer a glimpse into the city’s Spanish colonial past, transporting participants back in time. The tour also provides opportunities to explore the charming shops, galleries, and restaurants that line the streets, allowing visitors to fully enjoy the city’s vibrant culture and local flavors.

Historic Sites	Description
Old City Gates	The original entry point to the walled city of St. Augustine
Castillo de San Marcos	A 17th-century stone fortress, the oldest masonry fort in the continental United States
Plaza de la Constitución	The central plaza of St. Augustine, featuring monuments and fountains
Aviles Street	The nation’s oldest street, lined with shops, galleries, and restaurants
Cobblestone Streets	Charming, historic streets that transport visitors to the past

Tasting Local Flavors

Complementing the immersive historical exploration, the walking tour offers visitors a chance to savor the local flavors of Florida’s historic coast.

Guests can enjoy a complimentary wine tasting and two handcrafted cocktails that highlight the region’s distinctive tastes. The tour also includes food tastings, allowing participants to discover the diverse culinary delights of St. Augustine.

Key highlights of the tasting experience include:

• Sampling locally-sourced ingredients and regional specialties
• Exploring the vibrant culinary scene along Aviles Street
• Pairing historic sites with contemporary flavors
• Gaining insights into the area’s food culture and traditions
• Experiencing a well-rounded taste of St. Augustine’s unique character.

Guided Walking Tour

A guided walking tour invites visitors to enjoy the rich history and charming ambiance of St. Augustine.

Over the course of 3.5 hours, guests will stroll through the city’s cobblestone streets, taking in iconic landmarks like the Old City Gates and the Castillo de San Marcos.

Along the way, they’ll savor local flavors, sip complementary wine and cocktails, and gain insider knowledge from a knowledgeable guide.

With a maximum group size of 8, the tour offers an intimate and personalized experience.

Comfortable shoes are recommended, and free cancellation up to 24 hours in advance ensures flexibility.

Offered in English, this immersive walking tour is an excellent way to discover the charm and history of St. Augustine.

Frequently Asked Questions

Can I Bring My Pet on the Tour?

No, pets are not allowed on the tour. The tour information states that only assistance dogs are permitted; other pets are not allowed to join the walking tour.

Is This Tour Suitable for Vegetarians and Vegans?

The tour accommodates vegetarians, but other dietary restrictions cannot be accommodated. The tour includes a vegetarian option, but travelers with special dietary needs may want to inquire further about the specific food tastings.

How Do I Get to the Meeting Point?

The meeting point is the Courtyard of Casa de Vino 57. Guests can walk, take public transportation, or drive to this location. Parking may be available nearby, though it’s recommended to check in advance as availability can vary.

Can I Reschedule the Tour if the Weather Is Bad?

The tour operates rain or shine, so you can’t reschedule due to bad weather. However, the tour provider does offer free cancellation up to 24 hours in advance if you need to change your plans.

Is the Tour Wheelchair Accessible?

The tour is not explicitly advertised as wheelchair accessible. The information provided does not mention any accessibility accommodations. Guests should contact the tour provider in advance to inquire about wheelchair accessibility and make any necessary arrangements.

Recap

This walking tour offers a unique way to explore the historic charm of St. Augustine. You’ll stroll down the nation’s oldest street, Aviles Street, while enjoying wine, cocktails, and local food tastings. Along the way, you’ll discover iconic landmarks like the Old City Gates and Castillo de San Marcos. Whether you’re a history enthusiast or a food lover, this tour provides an intimate and immersive experience of the city’s vibrant culture.

You can check if your dates are available here: