Wine & Dine Pairing Tour (St. Augustine, Rolling)
Overview
A 'Progressive Style' Foodie Adventure (ROLLING):
This unique food tour invites you to explore the vibrant neighborhoods BEYOND the historic core. Satisfy your appetite with four progressive style stops, each offering a seated tasting experience in one of our city’s hidden gems. From savory starters to sweet finishes, every course is paired with a boutique wine or artisanal cocktails. Bonus: arrive via the comfort of our chauffeured vehicle.
Highlights:
ELEVATED EXPERIENCE: Delve into St. Augustine's culinary scene with exclusive tastings at four (4) top-tier venues.
LOCAL INSIGHT: Benefit from insider knowledge shared by a local culinary guide.
CHAUFFEURED COMFORT: Explore the city's charm in comfort aboard our open-air electric vehicle.
Note: Pairings are included. 24-HOUR ADVANCE NOTICE REQUIRED FOR ANY FOOD ALLERGIES. Age 21+ only. Sorry, NO pets of any kind. 4-person min to depart. Primary focus is on the culinary scene with a bit of history and sightseeing sprinkled in.
What's Included
- Dinner Treat your taste buds to a feast that rivals a nice size lunch or dinner experience with pairings and dessert.
- Lunch Treat your taste buds to a feast that rivals a nice size lunch or dinner experience with pairings and dessert.
- Alcoholic beverages Alcoholic Beverages
- Private transportation
- Tour Host gratuity
- Sorry, NO pets of any kind are allowed.
- 21+ and older only (no children or infants)
Meeting Location
8 Carrera Street
St. Augustine, FL 32084, USA
Detailed check-in instructions, including the exact address, are provided with your booking confirmation.
This activity ends back at the meeting point.
What To Expect
Book Online
Safe & secure Easy breezy Hassle‑free
St. Augustine (pass by)
Additional Info
- Confirmation is instant and will be received at time of booking
- Not recommended for pregnant travelers
- Not recommended for travelers with poor cardiovascular health
- 24-HOUR ADVANCE NOTICE REQUIRED: When making your reservation, please note any severe, LIFE-THREATENING food allergies (IE: nut or shellfish). We CANNOT guarantee accommodations for: special dietary requests, vegan, kosher, dairy allergies, sugar, soy, gluten-free restrictions, pescatarian, etc.
- Suitable for all physical fitness levels
- This tour/activity will have a maximum of 8 travelers
Frequently Asked Questions (8)
Q: What is the cancellation policy for the Wine & Dine Pairing Tour (St. Augustine, Rolling)?
Cancellation Policy
Still have questions?
We're here to help.
Activity code: C-177520P4
Traveler Photos
Reviews
Average 4.93 out of 5 stars based on 263 traveler reviews collected by Cool St. Augustine and partner sites such as Cool Destinations and TripAdvisor
Additional Info
Similar Tours & Activities
Join our family-friendly Dolphin Tails & History cruise along St. Augustine’s waterfront. Look for wild dolphins and other wildlife while the crew shares local history...
$44
Join local guides on a tour of St. Augustine's walled city featuring the city's 450-plus-year history. This 90-minute, personally narrated tour occurs on the comfort...
$200
Experience the magic of GPS playback on this stroll through St Augustine. This city was once a harsh place to live, and many have lost...
$15
With its history spanning hundreds of years, St. Augustine is a city rich with stories of war, deceit, and death. Embark on a unique journey...
$45
Join our family-friendly Dolphin Tails & History cruise along St. Augustine’s waterfront. Look for wild dolphins and other wildlife while the crew shares local history...
$44
Join local guides on a tour of St. Augustine's walled city featuring the city's 450-plus-year history. This 90-minute, personally narrated tour occurs on the comfort...
$200
Experience the magic of GPS playback on this stroll through St Augustine. This city was once a harsh place to live, and many have lost...
$15
With its history spanning hundreds of years, St. Augustine is a city rich with stories of war, deceit, and death. Embark on a unique journey...
$45
Travelers Who Bought This Tour Also Bought
Take a Scenic Boat Ride in St. Augustine
A unique view of St Augustine available only from the water. Since the 1900’s St. Augustine Scenic Cruise has been giving visitors to St. Augustine...
$26
This Sea Dragon Airboat Safari is among the most exciting fresh water tours that Florida has to offer. Experience the freshwater tributaries along the beautiful and...
$80
Sunset Cruise of St. Augustine
Get lost with the glorious wonder of St. Augustine's attractions. Our Adults Only 21+ option on vessel GREAT BLUE HERON is specifically made for the...
$43
Wine Tasting Cruise in St. Augustine
Start your evening out by winding down on the water! Let us take you on an adventure to the bay-front, where our experienced guides will...
$49
A unique view of St Augustine available only from the water. Since the 1900’s St. Augustine Scenic Cruise has been giving visitors to St. Augustine...
$26
This Sea Dragon Airboat Safari is among the most exciting fresh water tours that Florida has to offer. Experience the freshwater tributaries along the beautiful and...
$80
Get lost with the glorious wonder of St. Augustine's attractions. Our Adults Only 21+ option on vessel GREAT BLUE HERON is specifically made for the...
$43
Start your evening out by winding down on the water! Let us take you on an adventure to the bay-front, where our experienced guides will...
$49
Frequently Asked Questions (8)
The answers provided below were previously given in response to questions from Cool St. Augustine customers.
Filter by:
- For a full refund, you must cancel at least 24 hours before the tour start time.
- If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.
- Any changes made less than 24 hours before the tour start time will not be accepted.
- Cut-off times are based on the tour local time (EST).
- This tour requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund.
- Dinner. Treat your taste buds to a feast that rivals a nice size lunch or dinner experience with pairings and dessert.
- Lunch. Treat your taste buds to a feast that rivals a nice size lunch or dinner experience with pairings and dessert.
- Alcoholic beverages. Alcoholic Beverages.
- Private transportation.
- Tour Host gratuity.
- Sorry, NO pets of any kind are allowed.
- 21+ and older only (no children or infants).
This tour requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.
Apr 2025The minimum age to participate is 21..
Apr 2025If a date or time is not listed on the calendar, it’s sold out or unavailable for another reason. Support cannot assist further if a date or time is not on the calendar.
If you find a date and time that works for you, book it NOW because things always sell out at this time of year.
Apr 2025Accessibility information for the Wine & Dine Pairing Tour (St. Augustine, Rolling) is as follows:
- Not recommended for pregnant travelers
- Not recommended for travelers with poor cardiovascular health
- 24-HOUR ADVANCE NOTICE REQUIRED: When making your reservation, please note any severe, LIFE-THREATENING food allergies (IE: nut or shellfish). We CANNOT guarantee accommodations for: special dietary requests, vegan, kosher, dairy allergies, sugar, soy, gluten-free restrictions, pescatarian, etc.
- Suitable for all physical fitness levels
Detailed check-in instructions – including meeting point address, Google map, and parking information – for Wine & Dine Pairing Tour (St. Augustine, Rolling) will be included in your confirmation email from Cool St. Augustine. Please be sure to double and triple check your email address is correct at checkout so this important email makes its way to you!
Mar 2024Once your refund is processed, it usually shows on your card statement within 5–10 business days. The exact timing depends on your bank or card issuer.
Want it sooner? When you cancel, choose Receive a refund to my wallet instead. The credit is in your Wallet straight away and is applied automatically at checkout on your next booking when you’re signed in with the same email. You can see your balance any time in My Wallet.
If you paid part of your booking with Wallet credit, that part always goes back to your Wallet. Trip protection isn’t refundable.
Oct 2026What's Included
- DinnerTreat your taste buds to a feast that rivals a nice size lunch or dinner experience with pairings and dessert.
- LunchTreat your taste buds to a feast that rivals a nice size lunch or dinner experience with pairings and dessert.
- Alcoholic beveragesAlcoholic Beverages
- Private transportation
- Tour Host gratuity
- Sorry, NO pets of any kind are allowed.
- 21+ and older only (no children or infants)
Additional Info
- Confirmation is instant and will be received at time of booking
- Not recommended for pregnant travelers
- Not recommended for travelers with poor cardiovascular health
- 24-HOUR ADVANCE NOTICE REQUIRED: When making your reservation, please note any severe, LIFE-THREATENING food allergies (IE: nut or shellfish). We CANNOT guarantee accommodations for: special dietary requests, vegan, kosher, dairy allergies, sugar, soy, gluten-free restrictions, pescatarian, etc.
- Suitable for all physical fitness levels
- This tour/activity will have a maximum of 8 travelers
