
Mobile Wine Tasting and Food Pairing Tour St. Augustine
Pick your date
Highlighted days have spots open. Grey days are sold out or not running.
September 2026
Loading live availability
Who is going?
Adults
Age 13 and over
Children
Age 12 and under
Select a highlighted day to see live departure times and the exact price for your group.
Free cancellation up to 24 hours before. Same price on Viator, Outty earns a commission.
Traveler rating
4.2/5
Based on 18 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Mobile Wine Tasting and Food Pairing Tour St. Augustine worth booking?
Mobile Wine Tasting and Food Pairing Tour St. Augustine is a 2-hour experience in St Augustine, United States, from $129 per person. It scores 50 out of 100 on the Outty Ranking, which we label “Worth a Look”, based on a 4.2/5 rating across 18 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 50 / 100
- Rating
- 4.2/5 (18)
- Duration
- 2 hours
- From
- $129 per person
St. Augustine Mobile Wine Tasting Tour: Sip, Savor & Explore Experience the charm of St. Augustine like never before with our exclusive Mobile Wine Tasting & Food Pairing Tour. Perfect for wine enthusiast and curious ne
What you get
About this experience
St. Augustine Mobile Wine Tasting Tour: Sip, Savor & Explore Experience the charm of St. Augustine like never before with our exclusive Mobile Wine Tasting & Food Pairing Tour. Perfect for wine enthusiast and curious newcomers, this intimate, chauffeur-guided experience blends indulgence, education, and scenic exploration. What to Expect Glide through historic streets of St. Augustine in a quiet, eco-friendly vehicle while enjoying curated wine tastings, gourmet charcuterie pairings, and personalized service. Ideal for couples, friends, or small groups (up to 12). Call larger groups 877-4-WINETOUR Tour Highlights: •Downtown Parking for a hassle-free start. • Concierge-Style Guidance • Exclusive Tastings with charcuterie & dessert. • Scenic Views of St. Augustine’s landmarks. • Inspiring Atmosphere with soft music & great conversation. • History & Wine Education from expert guides. • Handpicked Stops at top local venues. Uncork an unforgettable journey in the Nation’s Oldest City!
What's included
Included
- Dinner
- Alcoholic beverages
- English Speaking Licensed Guide
Not included
- Gratuity
What you'll see and do
St. Augustine
Experience a Unique Wine Tasting Adventure in St. Augustine Escape to the historic charm of St. Augustine with a mobile guided wine-tasting tour, perfect for couples, best friends, or small groups (up to 5 guests). This intimate experience blends fine wine, food, and history for an unforgettable journey. Tour Highlights: • Complimentary Downtown Parking • Personalized Mobile Concierge Guided Tour • 4-5 Handpicked Stops featuring curated wine tastings and perfectly paired food • Delicious Charcuterie and Dessert Selections • A visit to the Castillo de San Marcos (outside fort grounds) • Relax in a quiet, electric vehicle with inspiring music • Discover local history and fascinating insights from your guide • Sommelier expertise to elevate your wine experience • Explore a variety of unique and charming locations Discover the perfect blend of culture, flavor, and relaxation in one of Florida’s most beautiful cities. Book your tour today and taste the magic of St. Augustine!
180 minutes here
Where it starts and ends
Meeting point
St Augustine
Day-Of / Check-In: We ask that you arrive 5 – 10 minutes early to allow ample time to check-in. We meet in front of the location specified, so there will be a little flexibility with your arrival time, but we have a schedule to keep for those who did show up on time and the first stop that we visit.
Hotel pickup
No pickup: everyone meets at the start point.
Ends at
Day-Of / Check-In: We ask that you arrive 5 – 10 minutes early to allow ample time to check-in. We meet in front of the location specified, so there will be a little flexibility with your arrival time, but we have a schedule to keep for those who did show up on time and the first stop that we visit.
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- en
- Ticket
- Mobile Only
- Runs on
- Wed, Thu, Fri, Sat, Sun
- Group size
- Up to 5 travelers per booking
- Operated by
- Serendipity Mobile Wine Tasting Tour
Know before you go
- Wheelchair accessible
- Service animals allowed
- Public transportation options are available nearby
- Transportation options are wheelchair accessible
- Suitable for all physical fitness levels
Photos






What travelers are saying
Outty’s summary of the themes that recur across 18 traveler reviews. Written by us, not quoted from reviewers.
The guide
8 mentionsTravelers single out the guide as the reason the experience works.
Knowledge and storytelling
6 mentionsReviewers describe the commentary as informative rather than scripted.
Food and drink
5 mentionsThe tastings and food stops are a highlight for most reviewers.
Traveler reviews
18 verified traveler reviews for Mobile Wine Tasting and Food Pairing Tour St. Augustine. Ratings and reviews provided by Viator and Tripadvisor.
So fun! So fun! So fun!
OMG what a great time! We came with two couples, my wife was celebrating her birthday and the other couple consisted of my wife's good college friend and her husband. We planned a weekend together to see the sights of St. Augustine, and this tour topped out as the best event of the weekend. Three great venues were introduced to us by our fun and knowledgeable guide Jenna, who also had equipped her electric cart with a karaoke machine and a few handheld bubble guns so imagine singing your way around town in an open air vehicle with bubbles everywhere and pedestrians singing along with you as you drive by on your way to the next wine and food location. It was a blast and would be perfect for a bachelor/bachelorette party or similar gathering as well.
via Tripadvisor
Wine Tasting Tour
we were taken to 3 separate wine tastings with two also providing Charcuterie Boards containing delicious treats with the final providing a 2 coarse meal. The wine and food at all 3 places was excellent and our tour guide Jenna was fun, friendly and knowledgeable of the city!
via Tripadvisor
Wine tour St Augustine
It was an enjoyable and refreshing experience, our hosts were informative and very friendly. Jenna was very down to earth and made the experience a 10 with her partner , We had a fantastic time from start to finish and the establishments that we stopped at during the wine tasting were clean, friendly, and well stocked and the foods and wines picked for us were great. We will definitely go to this company again to plan our next outing in St Augustine.
via Viator
Not as advertised. There is no 'meal' , only 2 charcuterie and a dessert. Underwhelming today the least . One stop wasn't expecting us.. but the proprietor was lovely and knowledgeable about wine . The first stop knew nothing about the wines other than what was read off a card . 3rd stop we sat in a dark empty restaurant but atleast we had A/C. Spend your money with another company - you will get ALOT more. We did complain to the driver /owner , asked for a partial refund , but no go.
Response from the operator: This review is completely inconsistent with the overwhelming positive number of Google reviews and positive reviews here in. Comments here are misleading. And it was confirmed by the tour guide operator that overheard this client’s affiliation with one of our competitors, as well, there were issues with behavior and suspected level of sobriety, beginning the tour. We have the highest quality standards, and we are disappointed for the misleading comments that were intentionally provided here. The tour guide operator was verbally abused, and the conduct at the restaurants was unacceptable by this party as was indicated by many of our patrons. This is a family oriented tour, and there is no room for abusive behavior. We asked that all of our guest arrive on time as we work to schedule with our proprietors that provide an abundance of food for the wine tasting tour.
via Tripadvisor
Disappointed
Tirp Advisor and the vendor failed to connect, and my reservation was not known by the vendor. The vendor apologized and told me that I would receive a complete refund. I'm waiting.
Response from the operator: This is a completely false claim. A refund was processed immediately however it was explained to this individual that there could be a delay with receiving final funds from THEIR credit card processor. That is no different than any other purchase that may occur when using a particular credit card, you are typically subject to the terms of your provider however, we refunded this individuals funds immediately upon request.
via Tripadvisor
Good to know
- Duration
- 2 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Wed, Thu, Fri, Sat, Sun
- Hotel pickup
- No pickup, meet at start point
- Booked in 30 days
- 6
- Verdict
- Worth a Look
Why this scores 50
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Mobile Wine Tasting and Food Pairing Tour St. Augustine: questions travelers ask
Practical detail on this experience, plus the wider planning questions for St Augustine.
How much does Mobile Wine Tasting and Food Pairing Tour St. Augustine cost?
+
Prices start at $129 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in St Augustine usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.
How long does Mobile Wine Tasting and Food Pairing Tour St. Augustine take?
+
Plan for about 2 hours from start to finish, not counting travel to the meeting point. Most travelers leave another 30 minutes on either side so the rest of the day in St Augustine is not rushed.
Is Mobile Wine Tasting and Food Pairing Tour St. Augustine worth it?
+
It holds an Outty Ranking of 50 out of 100, which we label "Worth a Look". That score blends traveler sentiment (4.2/5 across 18 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable last minute in St Augustine, and how flexible the cancellation terms are.
Can I cancel or reschedule Mobile Wine Tasting and Food Pairing Tour St. Augustine?
+
Yes. Cancel free up to 24 hours before the start time for a full refund. Inside that window the booking is non-refundable, and no-shows are not refunded.
Is Mobile Wine Tasting and Food Pairing Tour St. Augustine suitable for kids and families?
+
Yes, all ages are welcome. Families should still weigh the 2-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Mobile Wine Tasting and Food Pairing Tour St. Augustine?
+
Around 6 people booked this in the last 30 days, so popular slots go early. Two to three weeks ahead is comfortable in shoulder season, while summer weekends and holidays in St Augustine can sell out a month out. Same-day spots do open up when other travelers cancel, so it is worth checking if you are already in town.
What should I bring or wear?
+
Bring photo ID, your booking confirmation on your phone, a refillable water bottle and comfortable shoes. Dress for the weather in St Augustine and add a light layer if any part of the 2-hour experience runs outdoors or after sunset.
Where does Mobile Wine Tasting and Food Pairing Tour St. Augustine start and how do I get there?
+
The exact meeting point and directions are on your voucher once you book, and they sit in central St Augustine within reach of public transport. Arrive 15 minutes early: late arrivals are treated as no-shows by most operators.
What are the best things to do in St Augustine?
+
St Augustine is walkable history: Castillo de San Marcos, Spanish quarter walking tours, trolley loops, lighthouse climbs and some of the best-attended ghost tours in the country. Guide storytelling quality is the main variable. On Outty we rank every St Augustine experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include Medieval Torture Museum with Ghost Hunting and Tiny Art Gallery, St. Augustine's Wine, Cocktail and Food Experience, Dolphin and Wildlife Adventure of St. Augustine. The city page groups everything into most popular, highest reviewed, last minute and family-friendly so you can build a day around what actually delivers.
When is the best time to visit St Augustine?
+
February to May and September to November. Booking patterns follow the same curve: prices and queues climb in peak weeks, while shoulder season gives you better availability on the top-ranked experiences and more room to change plans.
How many days do you need in St Augustine?
+
Three full days covers the headline sights without sprinting. A workable rhythm is one anchor experience each morning, such as this one, an unhurried afternoon in a single neighborhood, then a food or nightlife booking in the evening. Five days lets you add a day trip outside the city.
Do I book through Outty or through the operator?
+
Outty ranks and explains the experiences, then hands you to Viator to complete the booking with the operator directly. The price is the same as booking on Viator yourself, and Outty earns an affiliate commission on the referral, which is how the rankings stay free to read.
Ready to lock in your spot?
Pick a date, choose your group, and see the exact price for Mobile Wine Tasting and Food Pairing Tour St. Augustine.
Pick your date




