Chocolate lovers on vacation follow a very specific, very scientific rule: calories don’t count when you’re away from home. Breakfast chocolate? Acceptable. Afternoon chocolate “tasting”? Educational. Late-night chocolate dessert because you walked all day? Basically self-care.
On getaway mode, chocolate isn’t just a treat—it’s a travel companion, a mood enhancer, and occasionally a personality trait. Suitcases may come home heavier, gym plans may mysteriously vanish, but memories are made, smiles are constant, and no one has ever regretted ordering the extra chocolate—especially on vacation.
The Bayfront Marin House celebrates chocolate during their annual Chocolate Affair, starting February 2 through February 9. It’s a week full of chocolate specials, scheduled activities and events, and chocolate treats for inn guests.
But we know there are those people who can never get enough chocolate, and for you, we have put together a decadent Chocolate Trail–full of stops and stores to help you feed your love of the cocoa bean.
Here are our St. Augustine chocolate suggestions (with a few from further points because they really are worth the trip!)

Creme de la Cocoa.
299 San Marco St Augustine, FL 32084.
We’ve got to start with a chocolate lover’s heaven–Creme de la Cocoa at 299 San Marco. It’s on the edge of Uptown, and it’s a pretty far walk from the inn, so we recommend driving. Which is smart anyway, because you’re going to want to pack your car full of the chocolate treats there!
Chef Nils Rowland and his talented team fill the displays with amazing desserts. Our favorite chocolate ones include
- Chocolate Pie It’s a Chocolate Mousse, Vanilla Mousse Chocolate Ganache in a Chocolate Crust. Chocolate Curls and a Chocolate Ganache Drizzle
- Peanut Butter Pie Starts with a Dark Chocolate Mousse, Layered with Creamy Peanut Butter Mousse, Topped with Vanilla Mousse, Chopped Peanut Butter Cups, and Ganache. Whoa!!
Chef Nils Rowland has shown off his skills on the Food Network: he just WON the Winter Wars competition and has competed in both Halloween wars and Christmas wars. While it’s fun to watch his creations, it’s even better to eat them!

Whetstone’s Chocolate.
139 King Street St. Augustine FL 32084
Speaking of things you have to experience, local chocolatier Whetstone’s has an adorable store AND they open their chocolate factory to the public, so you can actually see your favorite treats being made.
Enjoy their “Original Chocolate Tour”, which is a four-tiered tasting experience led by Whetstone Chocolatiers–so feel free to ask any questions, because they are experts! You can taste freshly made chocolates and confections while you walk through the factory and learn to distinguish the finer characteristics of dark, milk and white chocolate, cocoa nibs and more. Whetstone’s says their tour is for the chocoholic with a discriminating palate searching for the subtleties that define artisan chocolates. It’s a decadently delicious experience!

St. Augustine Experiences.
11D Aviles Street St. Augustine FL 32084
Want to taste a whole bunch of things in one day? Treat yourself to a sweet adventure on the St. Augustine Sweets & History Tour. You’ll savor a delicious array of chocolates, pralines, and other local confections at each stop.
St. Augustine Experiences will provide you with an insulated bag that fills up with goodies at every stop–it’s like grown up trick-or-treating (with the emphasis on treats).
Sweeten your St. Augustine experience with the tour that’s as rich in history as it is in chocolate!

Peace, Love and Little Donuts.
12 Cathedral Place. St. Augustine FL 32084
It’s a great concept–create beautiful, over-the-top donuts, but make them little so people can enjoy a couple of them! There are lots of options for the chocolate lovers here–donuts covered with chocolate icing, chocolate chips, chocolate drizzle. Our favorite is the chocolate chip cookie dough.
They encourage you to feed your inner hippie!

May Day Ice Cream
100 St. George Street St. Augustine
May Day is a locally made ice cream that has several amazing flavors for chocolate lovers. Our favorite Aviator is chocolate and Nutella ice cream with Biscoff cookies and chopped hazelnuts. Other options include their Midnight Chocolate, a rich and chocolatey ice cream with brown bits and cocoa nibs. Or maybe you’d like Session Chocolate, which is a chocolate ice cream full of melted chocolates and notes of roasted cocoa.
Ice cream and Florida are a pretty great combo any way you look at it.

Kilwins Chocolates.
140 St. George Street St. Augustine FL 32084
There are lots of options in Kilwins. And if you really love chocolate, you’ll love the scent of walking into this store!
We love their Rice Krispie treats on a stick–they cover them with caramel, then coat that with different types of chocolate drizzle. They have lots of chocolate candies, buttery caramels, and lots of different fudges.

Zenos Boardwalk Sweet Shop
112B St. George Street St. Augustine, FL
If vacation means beach to you, and beach means boardwalk, you probably associate fudge with vacation!

Peterbrooke Chocolates
Just outside of town, next to a Panera Bread, is a sweet little shop that blends the process of fine European chocolate making with American recipes to create something truly unique and delicious.
Peterbrooke started in Jacksonville, FL and is known for their chocolate covered popcorn, and chocolate-covered treats like Oreos, pretzels, and caramel apples. Their blend of old-world chocolate making traditions with new, innovative treat ideas to satisfy everyone’s tastes. There are also personalized gifts and presents for special occasions like weddings, birthdays, graduations, and showers.
Their chocolatiers are in the center of the store–you can watch them making their delicious treats all throughout the day.

Cold Cow.

Makenu Chocolate (In Atlantic Beach)

Chocolate Bar. (In Jacksonville)
7570 Gate Parkway Jacksonville FL
Just Desserts
- A boozy hand-spun milkshake at Prohibition Kitchen. We like the hot fudge brownie milkshake with bourbon, but there are other options–like a cookies & cream milkshake with chocolate liqueur, and a peanut butter chocolate with peanut butter whiskey. 119 St. George Street.
- If you think chocolate goes with peanut butter just like it goes with vacation, you’ll love the peanut butter pie at Sunset Grill. Topped with deep chocolate, and garnished with real whipped cream to get a little with each bite, it’s a local favorite! 421 A1A Beach Boulevard.
- Want to try something new? Go to Mayday, order the Aviator, and add it to espresso for an Affagato out of this world. 100 St. George Street
