St. Augustine Experiences Bundle

Save $50 on all 3 experiences!

Gift certificates never expire!

Small Group Sizes!

Save $50 with our Experiences Bundle! This package gives you access to all 3 walking tours at your convenience! Your gift certificates for each experience never expire! This bundle is perfect for a Christmas gift, wedding weekend, first time visitors, and residents, old and new,  who want to explore some amazing new restaurants, breweries, and bars opening in your backyard.


Great gift for birthdays, graduations, holidays, and anniversaries!

Redeem tours when it is convenient for you! Gift certificates never expire!

Great for birthdays, bachelorettes, and team building!

Lots of food, beer, chocolate, and cocktails spread across 3 unique experiences!

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Trip Details


Save $50!!! $310 $260 per guest for access to all 3 tours!

We recommend all guests be 21+ (see below*) to join this tour. Mocktails and non-alcoholic drinks available for underage guests and non-drinkers.

*For families with children under 21, we recommend purchasing the Not Just A Chocolate Tour on its own.

Departure Time

The Perfect Pairing – 2:00 PM, Thur – Sun, approx 3 hours

Ale Trail – 2:00 PM, seven days a week, approx 2 ½ hours

Not Just A Chocolate Tour – 10:30 AM, Wed – Mon, approx 90 minutes

Meeting point

All experiences begin in Downtown St. Augustine. After your reservation is made, you will receive a confirmation with maps and exact address of meeting location.


Daily, year-round, except for major holidays and special events in downtown St. Augustine. Please check our calendar for availability.

*Individual travelers please call first before purchasing! Our tours require a minimum of 2 guests to open. Call or email and we can tell you availability for the dates you are in town.


The Perfect Pairing – 3 hours*

Ale Trail – 2 ½ hours*

Not Just A Chocolate Tour – 90 minutes*

*Duration can vary by +/- 15 minutes depending on size of group.

Group size

All public tours are semi-private with 8 people or less. If you have at least 5 guests please call as we can make you a private group IF we have guides available.

Participation Requirements

All 3 experiences are walking tours, but the pace is slow and comfortable. We recommend comfortable walking shoes since we will be in restaurants, breweries, sweet shops and walking on cobblestone streets.


  • 3 amazing experiences to redeem at your convenience!
  • The Perfect Pairing includes wine tasting, charcuterie, cocktails, and food pairings (vegetarian option available)
  • On the Ale Trail Craft Beer Tour, sample up to 12 beer styles across 3 stops with a mid-tour snack provided (vegetarian option available)
  • As well as tastes on tour, the Not Just A Chocolate Tour includes take away treats to take home in a thermal bag!
  • Water provided between stops

What to bring

Valid US ID or passport (for international guests), as we will be checking them before The Perfect Pairing and Ale Trail. You do not need any printed tickets. Otherwise, wear comfortable walking shoes and bring your enthusiasm for history, beer, chocolate, wine, cocktails and food!

Overview of Your Tour

Welcome to Florida’s historic coast and the nation’s oldest city, St. Augustine! Our Experiences Bundle lets you explore St. Augustine at your convenience on our 3 unique walking tours in the historic downtown district. On the Ale Trail, hear tales of coastal Florida’s brewing past and visions of its promising future while sampling an abundance of delicious beer along the way. See why we call it the Not Just a Chocolate Tour while you discover all the sweet treats St. Augustine has to offer! The Perfect Pairing combines our favorite libations and cuisine to show you why St. Augustine was named the #1 Foodie Town by Southern Living magazine. Whether you’re on a St. Augustine day trip, or have lived here your whole life, these St. Augustine walking tours are perfect for you.

Frequently Asked Questions

We recommend all guests be 21+ (see below*). Two out of three experiences have alcohol included. Mocktails and non-alcoholic drinks available for underage guests and non-drinkers on The Perfect Pairing.

*For families with children under 21, we recommend purchasing the Not Just A Chocolate Tour on its own.

The tour lasts about 2.5 – 3 hours, but we will only cover about 0.7 miles of total walking at a relaxed pace.

The Ale Trail lasts about 2.5 hours, but we will only cover about 0.8 miles of total walking at a relaxed pace.

The Not Just A Chocolate Tour lasts about 90 minutes, but we will only cover about 0.8 miles of total walking at a relaxed pace.

All tours are held rain or shine. However, we supply ponchos if it rains. We recommend you check the weather forecast to help you choose your shoes and garments and bring an umbrella.

Bartender/server gratuities are already included in the tour price.

While it’s never expected, if you enjoyed your tour and want to give a tip to your tour guide, please do! Most guidebooks and American Express suggest 20% of the full tour price. There is even an option to tip your guide while booking a tour.

The wine tasting at our first stop has been hand picked by their expert team. If you have any allergies to specific wines please let us know and we can substitute. We will have our recommended wines/cocktails at the second and third stop, but you can choose any drink you like from their menus.

Have more questions? Check out our FAQ page!