From
US $155
per person
5 Rating
Choose Date
Check Availability

Savor St. Augustine - Wine & Dine Tour in the Historic District

Discover a rolling, progressive-style foodie adventure that takes you beyond the historic core and into the vibrant neighborhoods surrounding the St. Augustine Historic District - you’ll enjoy four seated tasting stops at hidden-gem venues, each course paired with a boutique wine or an artisanal cocktail, and arrive in chauffeured comfort aboard our open-air electric vehicle; this elevated experience focuses on the local culinary scene with a dash of history and sightseeing, includes pairings, requires 24-hour advance notice for food allergies, is limited to guests 21 and over (sorry, no pets), and departs with a four-person minimum, all designed to give you insider insight into St. Augustine’s top-tier dining and neighborhoods.

About this activity in St. Augustine Historic District

Cancellation policy
Cancellation policy
For a full refund, cancel at least 24 hours before the scheduled departure time.

Highlights

  • Enjoy a progressive, seated tasting across four of the area’s hidden culinary gems-each course paired with boutique wine or an artisanal cocktail.
  • Gain local insight from a culinary-savvy guide who highlights the city’s food scene with light history and neighborhood stories.
  • Travel comfortably between stops aboard a chauffeured open-air electric vehicle for a relaxed, elevated tasting experience.
  • Savor a substantial multi-course experience that rivals a full lunch or dinner, finishing with a sweet course included in the pairings.

Important Information

  • This experience is 21+ only; please do not bring pets.
  • Provide any severe or life-threatening food allergies at least 24 hours before your tour - we cannot guarantee accommodations for most special diets.
  • A minimum of four guests is required for departure; gratuity for your host is not included.
  • Not recommended for pregnant travelers or those with poor cardiovascular health; the tour is otherwise suitable for all fitness levels.

Meeting Point

You’ll meet at a central pickup location in the St. Augustine historic area; exact meeting and pickup instructions, including the chauffeured vehicle details, are sent with your booking confirmation.

Includes

  • Private transportation is included for your booking in the St. Augustine Historic District, making it easy to get to and from the experience.
  • Enjoy a generous meal that rivals a full lunch or dinner - complete with curated pairings and a dessert to finish.
  • Alcoholic beverages are included to complement your food pairings and enhance the dining portion of the event.

Excludes

  • Please note gratuity for the tour host is not included - plan to tip separately for guide Services.
  • No pets of any kind are allowed on this experience in the area, so please make other arrangements before you arrive.
  • This activity is restricted to guests aged 21 and older; children and infants are not permitted.

Other

  • Not recommended for travelers with poor cardiovascular health; please consider your fitness and health needs before booking.
  • Not recommended for pregnant travelers; prioritize your safety when choosing experiences here.
  • Suitable for all physical fitness levels, so you can participate regardless of your typical activity level.
  • 24-hour advance notice is required when making your reservation to report any severe, life‑threatening food allergies (for example: nut or shellfish).
  • We cannot guarantee accommodations for special dietary requests or restrictions, including vegan, kosher, dairy allergies, sugar, soy, gluten-free, pescatarian, etc., so plan accordingly when visiting the region.

Customer Reviews

10/10
Based on 10 Reviews
Jay_B
Oct 20, 2025 04:38:55 PM
Summary: Mandy is an awesome Tour guide and host. She knows so much about Saint Augustine and its history. And the places we went, she was well respected.
jessicadb1816
Oct 19, 2025 01:40:58 PM
Summary: Mandy was wonderful! All the spots she picked were amazing. We were full, buzzed, & happy at the end of the tour. We will definitely do another tour next time we’re back in town. 10/10 would recommend!
Jackie_S
Oct 11, 2025 01:24:03 PM
Summary: Rene was a fantastic guide! We got lots of information about St Augustine and had some delicious food from a variety of restaurants. Would absolutely go again next time we’re in St Augustine.

Find your Events and tours in St. Augustine Historic District

Plan your next event in the St. Augustine Historic District where guided Tours & Sightseeing, Art & Culture experiences, Food & Drink tastings, and Family & Kids activities create memorable, bookable moments for groups and couples. You’ll find the area ideal for booking Workshops & Learning, Shows & Entertainment, and Outdoor & Nature or Water-Based adventures that pair seamlessly with nearby stays in St. Augustine. Use Varoom to match accommodations and event-friendly Services so you can focus on the experiences that matter in this destination.

New
House
Map-icon
like-icon10.0
Exceptional
(33 Reviews)
3 Bedrooms 2 Baths 7 Guests 1243 ft²
  • Oceanfront
    Oceanfront
  • Parking
    Parking
More amenities
US $430/Night 7 Nights - US $3,009
star-icons-4
House
Map-icon
like-icon10.0
Exceptional
(10 Reviews)
3 Bedrooms 2 Baths 8 Guests 1097.92 ft²
  • Parking
    Parking
  • Air Conditioner
    Air Conditioner
More amenities
US $144/Night 7 Nights - US $1,008
star-icons-3
Bed & Breakfast
Map-icon
like-icon10.0
Exceptional
(12 Reviews)
1 Bedroom 1 Bath
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $218/Night 7 Nights - US $1,523
New
House
Map-icon
like-icon10.0
Exceptional
(23 Reviews)
3 Bedrooms 2 Baths 8 Guests 1496 ft²
  • Oceanfront
    Oceanfront
  • Parking
    Parking
More amenities
US $462/Night 7 Nights - US $3,232

Know more about St. Augustine Historic District

You’ll enjoy a four-stop progressive tasting that highlights hidden gems beyond the historic core, with seated courses from savory starters to sweet finishes. Each course is paired with boutique wine or artisanal cocktails, you travel between venues in a chauffeured open-air electric vehicle, and a local culinary guide shares insider insight into the city’s food scene.
Yes, private chauffeured transportation is included-your group will travel comfortably aboard an open-air electric vehicle between the four progressive stops, letting you focus on tastings, local insight, and light sightseeing.
You must provide 24-hour advance notice for any severe, life-threatening food allergies (for example, nut or shellfish). While pairings are included, the tour cannot guarantee accommodations for many special dietary requests, so notify the operator when you reserve.
Expect a multi-course experience that rivals a sizable lunch or dinner: four seated tastings across top-tier venues featuring savory to sweet dishes, with included alcoholic pairings such as boutique wines or artisanal cocktails to complement each course.
This experience is 21+ only and requires a four-person minimum to depart, so you’ll need to book with enough adult guests to meet the minimum group size.
Yes-while the primary focus is on the culinary scene, your local guide will sprinkle in historical context and light sightseeing so you can appreciate the neighborhood flavors and the story behind each hidden gem.