The verdict
Our pick
St. Augustine wine and food tour: Historic streets, local guide★ 4.96 (1,416) · 3h 30m
Best value
Wine Tasting Cruise St. Augustine: 6 wines on the water★ 4.86 (483) · 1h 30m
Top rated
St. Augustine Historic Bar Crawl: 3 Hours, Local Guide & Food★ 5.00 (132) · 3h
All 9 options, side by side
✓ 2026-08-11| Option | Price | Per person | Length | Rating | Cancellation | Extra fee |
|---|---|---|---|---|---|---|
| Wine Tasting Cruise St. Augustine: 6 wines on the waterBest value | US$ 49 p.p. | US$ 49 | 1h 30m | 4.86★ · 483 | free | — |
| St. Augustine Walking Tour: Sweets, History & Tastings | US$ 89 p.p. | US$ 89 | 1h 30m | 4.99★ · 305 | free | — |
| St. Augustine Historic Bar Crawl: 3 Hours, Local Guide & FoodTop rated | US$ 129 p.p. | US$ 129 | 3h | 5.00★ · 132 | free | — |
| St Augustine: Haunted Food Tour & Ghost Stories with Tastings | US$ 129 p.p. | US$ 129 | 3h | 4.60★ only 5 reviews | free | — |
| St. Augustine food and wine tour: Four-stop progressive tasting | US$ 135 p.p. | US$ 135 | 3h | 4.88★ · 788 | free | — |
| St Augustine: Historical Food & Wine Walking Tour | US$ 139 p.p. | US$ 139 | 3h | 4.86★ · 352 | free | — |
| St. Augustine Food Tour on Electric Cart: History & Wine | US$ 145 p.p. | US$ 145 | 3h | 4.75★ · 64 | free | — |
| Wine & Dine Pairing Tour St. Augustine: Four Progressive Tastings | US$ 155 p.p. | US$ 155 | 3h | 4.87★ · 268 | free | — |
| St. Augustine wine and food tour: Historic streets, local guideOur pick | US$ 159 p.p. | US$ 159 | 3h 30m | 4.96★ · 1,416 | free | — |
Real price per person across the 9 options: US$ 49–US$ 159 (median US$ 135). With 100+ reviews: 7 of 9.
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St. Augustine Walking Tour: Sweets, History & TastingsA small-group walking tour of St. Augustine's historic downtown led by a local guide, with stops at partner establishments for pastries, chocolates and local sweets, plus an insulated bag of extras to take with you. The tour runs 90 minutes and includes coffee or tea at the start, bottled water throughout, and tastes at each location. Groups stay small and the pace is walkable through the city center.Is it for me?The 90-minute pace and small-group format work best if you want history woven into the walk itself rather than a lecture at a single site, and if you're comfortable on foot through downtown for an hour and a half. The nut-free option is available; other dietary restrictions cannot be met, so book a different experience if you need vegan, kosher, dairy-free, sugar-free or gluten-free accommodations.
St. Augustine food and wine tour: Four-stop progressive tastingCorks & Forks is a three-hour progressive food and wine tour in St. Augustine led by a local culinary guide, moving between four handpicked venues for dishes paired with wine or artisanal cocktails. The tour includes three hours of tastings with pairings, city exploration between stops, and a mix of culinary focus with local history—minimum age 21, group size four or more to depart.Is it for me?Book this for an afternoon when you want to taste the city instead of just seeing it—the guide handles the route and the timing, so you move between neighborhoods at a stroll, tasting as you go, without building the day yourself.
St Augustine: Historical Food & Wine Walking TourYou walk between food stops in St Augustine's oldest neighborhoods, eating at each one and drinking wine or beer paired to the food. A licensed guide narrates 450 years of the city's history — the people, the invasions, the recipes — while you move at a slow pace through streets that have been here since the 1500s. Drinks and food are included at every venue, so there's no separate ordering or budget surprises.Is it for me?Book this if you want to eat where locals do and understand St Augustine's history at the same time — the licensed guides and pre-arranged stops mean you don't have to research restaurants or navigate the city alone, and the included drinks remove the guesswork about what to order.
Wine & Dine Pairing Tour St. Augustine: Four Progressive TastingsA progressive food and wine tour in St. Augustine takes you to four local venues for seated tastings of savory starters, mains and dessert, each paired with boutique wine or artisanal cocktails. A licensed culinary guide leads the tour aboard a chauffeured electric vehicle, handling all the routing so you move between neighborhoods without navigating. The tour runs three hours and includes all food, beverages and transportation; advance notice is required for severe food allergies, and the minimum age is 21.Is it for me?Book this if you're arriving with a free afternoon and want to taste four courses across different neighborhoods without coordinating reservations—the shared schedule and chauffeured stops handle the logistics for you.
St. Augustine Food Tour on Electric Cart: History & WineA three-hour food and wine tour of St. Augustine aboard a low-speed electric cart, with a four-course late lunch or early dinner paired with adult beverages, guided by a Certified Historian through the nation's oldest city. Pickup is included from Downtown or West King; the small group stays under eight travelers. Dietary restrictions require 36 hours' notice by phone, though gluten, vegan, dairy and soy cannot be accommodated.Is it for me?The three-hour pace is set by the stops and the meal, not by walking—you ride between sites and sit for each course, so it suits an afternoon when you want history and food without the footwork. The small group of seven or fewer means you hear the guide clearly and move through restaurants without feeling rushed.
St Augustine: Haunted Food Tour & Ghost Stories with TastingsYou visit three restaurants and two bars in St Augustine's historic district, tasting locally-sourced dishes and drinks while hearing ghost stories tied to each location. A guide who knows the town's actual history walks you through neighborhoods that haven't changed much in centuries, and the tour venues rotate to keep it connected to real local places rather than tourist traps. Alcoholic beverages are included, the pace is accessible, and you finish knowing both the food and the stories that make the oldest city in the US feel like it's still haunted.Is it for me?Book this if you want to eat real St Augustine food and hear the town's actual ghost stories without arranging restaurants separately or wondering which places are worth the visit—the guide handles both, and the rotating venues mean you're eating where locals do, not just where tours go.
Frequently asked questions
Can I book with free cancellation?
Yes: 9 of the 9 options offer free cancellation, so you can book now and confirm your plans later.
How long do these experiences last?
Most options last between 2 and 5 hours. There are also shorter and longer formats to fit your itinerary.
Which one is the travelers' favorite?
St. Augustine wine and food tour: Historic streets, local guide is the travelers' favorite, rated 4.96 out of 5 across 1,416 reviews.
