THE ADVENTURE COLLECTIVE® · Independent discovery and booking for outdoor travel
Discover Saint Augustine’s oldest streets one cocktail at a time. This 2.5-hour guided tour pairs rich local history with expertly crafted drinks at iconic historic bars. Get ready for a unique cultural and flavorful experience in Florida’s oldest city.
Discover Saint Augustine’s oldest streets one cocktail at a time. This 2.5-hour guided tour pairs rich local history with expertly crafted drinks at iconic historic bars. Get ready for a unique cultural and flavorful experience in Florida’s oldest city.
Book with Saint Augustine Transfer Company Inc
Verified experiences and guided adventures in the surrounding area.
Operated by Saint Augustine Transfer Company Inc · St. Augustine, Florida
Saint Augustine, Florida, America’s oldest city, offers an extraordinary adventure for those who appreciate a fine drink paired with a rich slice of history. The Craft Cocktails Tour is a 2.5-hour guided journey through this charming city’s lively bar scene, blending storytelling and mixology for an experience that’s as enlightening as it is flavorful. Situated along the serene Matanzas Bay and dotted with cobblestone streets, Saint Augustine is a living museum boasting centuries-old Spanish architecture, local legends, and a vibrant cultural fabric that infuses every corner.
On this tour, visitors will stroll comfortably through historic downtown, savoring expertly crafted cocktails at several handpicked bars. Each venue brings its own unique style, from cozy speakeasies to downtown gems, offering a curated sample of signature drinks that highlight local ingredients and inventive techniques. As your guide unfolds captivating narratives behind the city’s past—tales of pirate sieges, Spanish explorers, and revolutionary battles—the drinks become more than refreshment; they become a portal into Saint Augustine’s colorful soul.
This tour stands out in the city’s outdoor recreation and cultural offerings by combining immersive storytelling with a social, walkable format that highlights the cityscape’s architectural treasures and lively vibe. Whether you’re a curious traveler, a cocktail aficionado, or a history buff, this experience illuminates why Saint Augustine’s historic district is a standout destination on Florida’s Atlantic coast.
Aside from the carefully crafted libations, the tour emphasizes responsible enjoyment and encourages participants to pace themselves, enjoy the scenic routes, and appreciate the artistry behind each drink. The knowledgeable guides are passionate about connecting guests to authentic local culture beyond the usual sightseeing routes, making this excursion feel intimate and memorable.
Prepare to wear comfortable shoes for navigating historic brick streets, bring your valid ID, and get ready to taste your way through centuries of history. By the end, you’ll not only have a new appreciation for Saint Augustine’s past but also favorite new cocktail recipes to recreate at home.
Yes, non-alcoholic options are available at each stop to accommodate all guests.
Yes, booking in advance is recommended as tours often fill up quickly, especially on weekends.
Approximately 1.5 to 2 miles total on historic uneven surfaces, manageable at a leisurely pace.
Yes, please inform the guide ahead of time so that venues can prepare appropriate drink options.
All guests must be 21 or older with valid government-issued ID to participate.
Public parking garages and street parking are available within a short walk of the tour starting point.
Saint Augustine Transfer Company Inc is a St. Augustine, FL-based tour operator offering a diverse collection of guided experiences across the historic district. The company presents food-focused walking tours, evening pub crawls, family-friendly activities, golf-cart dessert outings, focused history walks, and hands-on paranormal investigations — all operating within the Nation’s Oldest City. Tours include multi-stop food experiences such as the three-hour Feast of St. Augustine Walking Food Tour and The Ghoulish Gourmet Haunted Food Tour. Bar-focused experiences include two-hour pub crawls — Spirits with the Spirits Pub Crawl and Toast of St. Augustine Pub Crawl — each featuring a complimentary drink at every stop. Family-oriented programming includes the 30-minute Kids Krew Tour with authentic tools, historical artifacts, and a scavenger hunt. Short history options include the one-hour Story of St. Augustine walking history tour. The Haunting Hour Walking Ghost Tour runs about an hour and is recommended for guests aged 16 and older; pets are welcome on select walking tours. Specialty trips include Dessert À la Cart, a two-hour electric golf cart tour visiting four dessert stops with drinks and local stories, and Echoes of the Unseen, a two-hour paranormal investigation using tools such as K2 meters and dousing rods. Most tours note practical details such as recommended comfortable footwear and age guidance. All activity descriptions and durations are provided to help guests choose the right experience while exploring St. Augustine’s architecture, cuisine, and supernatural lore.
Book with Saint Augustine Transfer Company Inc