Unique 2.5-Hour Wine Tasting & Food Pairing Tour with Complimentary Bottle of Wine
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Tiffany
Step into the ultimate St. Augustine wine experience with Serendipity Wine Tasting Tours! Hop aboard a chic, vintage-style open-air cart and embark on a 2.5-hour guided tour through the charming streets of St. Augustine.
Highlights
Glide through St. Augustine in a chic, vintage open-air cart, offering a truly unique and memorable way to explore the city's captivating views and hidden gems.
Enjoy a chauffeur-guided exploration that uncovers local art venues and "posh and selective stops," providing exclusive access to the vibrant local scene.
Indulge in curated wine tastings expertly paired with delectable culinary creations, from savory artisanal charcuterie to rich, decadent cheesecakes.
Connect with the city's culture as you meet passionate local shop owners, fostering an intimate and social atmosphere on your journey.
Offer the perfect gift for solo connoisseurs, romantic couples, or groups celebrating special occasions, ensuring a cherished memory of St. Augustine's charm.
What To Expect

Plan Your Visit
- Operating HoursEvery week from Wednesday to Sunday, during the afternoon and evening.
- Duration2.5 hours
- ParkingOn-site parking available
- Meeting PointDowntown in front of the historic Stanbury cottage at:
232 St. George Street St. Augustine FL 32084
How It Works
1. Grab the Deal
Buy your Groupon first!
2. Plan your visit
Contact the merchant following the instructions on your Groupon.
3. Redeem your Mobile Ticket
Scan your Groupon upon arrival.
4. Enjoy the Experience!
FAQs
What kind of vehicle is used for the tour?
The tours are conducted in a chic, vintage-style open-air cart, providing a unique and memorable way to see St. Augustine while enjoying wine.
What kind of food pairings can I expect?
The experience includes carefully selected wine tastings, often paired with delicious culinary options like savory artisanal charcuterie and rich, decadent cheesecake.
Is this tour suitable for groups or special occasions?
Absolutely! The tours are perfect for individuals, couples, and small groups, making them ideal for romantic escapes, birthdays, or even bachelorette parties.
What makes the tour stops "exclusive"?
The tour promises visits to "posh and selective stops," giving guests the opportunity to meet passionate local shop owners and enjoy a curated experience of the local scene.
Do we get anything to remember the experience by?
Yes, as a perfect conclusion to your adventure, your group will receive a complimentary bottle of wine to take home as a lasting memento.
What areas of St. Augustine will we explore?
Guests receive a chauffeur-guided tour of St. Augustine, exploring its captivating views, hidden gems, and local art venues.
Step into the ultimate St. Augustine wine experience with Serendipity Wine Tasting Tours! Hop aboard a chic, vintage-style open-air cart and embark on a 2.5-hour guided tour through the charming streets of St. Augustine.
Highlights
Glide through St. Augustine in a chic, vintage open-air cart, offering a truly unique and memorable way to explore the city's captivating views and hidden gems.
Enjoy a chauffeur-guided exploration that uncovers local art venues and "posh and selective stops," providing exclusive access to the vibrant local scene.
Indulge in curated wine tastings expertly paired with delectable culinary creations, from savory artisanal charcuterie to rich, decadent cheesecakes.
Connect with the city's culture as you meet passionate local shop owners, fostering an intimate and social atmosphere on your journey.
Offer the perfect gift for solo connoisseurs, romantic couples, or groups celebrating special occasions, ensuring a cherished memory of St. Augustine's charm.
What To Expect

Plan Your Visit
- Operating HoursEvery week from Wednesday to Sunday, during the afternoon and evening.
- Duration2.5 hours
- ParkingOn-site parking available
- Meeting PointDowntown in front of the historic Stanbury cottage at:
232 St. George Street St. Augustine FL 32084
How It Works
1. Grab the Deal
Buy your Groupon first!
2. Plan your visit
Contact the merchant following the instructions on your Groupon.
3. Redeem your Mobile Ticket
Scan your Groupon upon arrival.
4. Enjoy the Experience!
FAQs
What kind of vehicle is used for the tour?
The tours are conducted in a chic, vintage-style open-air cart, providing a unique and memorable way to see St. Augustine while enjoying wine.
What kind of food pairings can I expect?
The experience includes carefully selected wine tastings, often paired with delicious culinary options like savory artisanal charcuterie and rich, decadent cheesecake.
Is this tour suitable for groups or special occasions?
Absolutely! The tours are perfect for individuals, couples, and small groups, making them ideal for romantic escapes, birthdays, or even bachelorette parties.
What makes the tour stops "exclusive"?
The tour promises visits to "posh and selective stops," giving guests the opportunity to meet passionate local shop owners and enjoy a curated experience of the local scene.
Do we get anything to remember the experience by?
Yes, as a perfect conclusion to your adventure, your group will receive a complimentary bottle of wine to take home as a lasting memento.
What areas of St. Augustine will we explore?
Guests receive a chauffeur-guided tour of St. Augustine, exploring its captivating views, hidden gems, and local art venues.
Need To Know Info
- 3 day hassle-free refund guarantee - Free cancellation for up to 3 days after purchase for unredeemed vouchers
- Valid for 6 months.
- May be repurchased every 30 days.
- Limit 6 per person.
About Serendipity Wine Tasting Tours - St. Augustine, FL
Private Unique Tour Experience Escape to the picturesque City of Saint Augustine and embark on a MOBILE chauffeur guided wine tasting tour that will transport you and your partner, bestie or small group (holds up to 5) to a realm of pure bliss. With our chic vintage cart, posh selective stops, and captivating city view, this experience promises to be nothing short of extraordinary FREE Parking near the Stanbury Cottage a historic building at 232 St. George Street in St. Augustine, Florida. On October 8, 2008, it was added to the U.S. National Register of Historic Places. Stanbury Cottage is one of the oldest examples of Carpenter Gothic architecture in Florida. The house has historic connections to Henry Flagler, Andrew Anderson, and Martin J. Heade who were often guests of the Stanburys. See you in front of the porch of this historic St. Augustine Site as we board the posh Serendipity Electric “Chic” Vehicle for our tour experience... Don't miss out on this extraordinary opportunity to create lasting memories. Cheers to love, laughter, and the sweet taste of this beautiful city.