Top St Augustine Self-guided Tours

Enjoy a comfortable and flexible way to explore the best of St. Augustine on this narrated Old Town trolley tour. See dozens of points of interest, such as the Old Jail, Flagler College, and Spanish colonial neighborhoods. Along the way, discover more about America’s oldest city, founded in 1565, from your conductor, and listen as they share in-depth narration about St. Augustine's history.

Embark on an engaging scavenger hunt through the historic streets of St. Augustine, Florida! Explore the quaint, beautiful, and historic downtown. See the historic sights like the Historic City Gates, Plaza de la Constitución, Ponce de Leon Hotel, narrow Spanish Colonial Streets, and much more. Explore and see the many unique shops, restaurants and galleries. Go at your own pace and see the best of what St. Augustine has to offer. Ready to discover St. Augustine in a whole new way? Let the adventure begin!

What truly sets our St. Augustine e-bike rental apart is the combination of effortless pedal-assist performance and a fully integrated Talking GPS tour — all included at no extra charge. You’re not just renting transportation; you’re unlocking a self-guided sightseeing experience that narrates the city’s rich history through a built-in Bluetooth speaker as you ride. It’s like having a private tour guide while cruising comfortably at your own pace. Our high-tech e-bikes are smooth, powerful, and incredibly fun to ride, making them perfect for both first-time riders and seasoned cyclists. With up to 20 miles of range, easy parking throughout the historic district, and premium inclusions like a basket, lock, helmet, lights, and phone holder, everything is designed for a seamless, stress-free day of exploring. It’s sightseeing made active, engaging, and convenient — giving you the freedom to explore St. Augustine in a way that’s immersive, efficient, and genuinely memorable.

St. Augustine’s original “frightseeing” tour provides an evening of fear and fun. Board Ghosts and Gravestones' Trolley of the Doomed for a spooky ride through St. Augustine's sinister past. Listen to stories of the ghosts and ghouls believed to still wander the town’s streets as you pass supposedly haunted hot spots, and visit Potter’s Wax Museum. Expect a tour so scary, it comes with a warning: not recommended for under-13s.

Take your exploration of St. Augustine from the historical streets to the coast when you rent this Polaris Slingshot. This car rental lets you visit the many landmarks, attractions, and restaurants of the greater St. Augustine area. Use the pre-loaded digital map on your phone or a provided paper map to easily access sites such as the St. Augustine Lighthouse, Lightner Museum, and Casa Monaca.

See St. Augustine from a new perspective with this leisurely sunset cruise. Climb aboard a boat for a scenic cruise including views of Castillo de San Marcos National Monument, the Bridge of Lions, and the St. Augustine Lighthouse. Sip beer or wine from the on-board bar with the Osprey, 21 and older option, or select the Island Breeze option for a family-friendly experience.

Discover a new perspective on St. Augustine—and enjoy a relaxing trip out on the water—on this sightseeing boat tour. Pick from multiple start times, head to the marina, and hop aboard. See highlights like the Bridge of Lions, Castillo de San Marcos National Monument, and National Shrine of Our Lady of La Leche, and learn the stories behind the sights from your captain’s narration.

Sail along St. Augustine’s picturesque coastline—and indulge in a number of generous wine samples—during this two-in-one tour. Make your own way to the dock, hop aboard the pontoon boat, and get comfortable: as you set off, you’ll see landmarks like the Castillo de San Marcos, the Bridge of Lions, and more. You’ll also taste six different wines, and will have access to the on-board bar.

"Dive into this adventure, your go-to for the ultimate app-led adventure hunts! Step into a world where every landmark and hidden gem is waiting to be discovered. Challenge yourself with trivia, tackle brain-teasing puzzles, and embark on an epic journey of exploration! Whether you’re collaborating with your crew or turning up the competition, this Adventure Hunts guarantee a blast for all. Perfect for any occasion—whether it’s a spontaneous outing, a wild bachelorette bash, a festive birthday celebration, or a team-building extravaganza. Each player gets to dive into an interactive role, ensuring every challenge is as thrilling and unique as the next. So, gather your squad, choose your adventure, and let the good times roll! With Let’s Roam, every outing becomes a treasure trove of memories and excitement. Are you ready to conquer the city and create unforgettable experiences? Let’s Roam and make every day an adventure!"

Looking for the best E-Bike rental experience for the beach, thrilling trails or comfortable commutes? Your quest ends here. We are not just about E-Bike rentals; we're a community for the eco-conscious explorer in you. There is no better way to experience Historic St Augustine, St Augustine Beach, Ponte Vedra Beach, Vilano Beach, Anastasia Island, Crescent Beach, Butler Beach, Palm Coast or Flagler Beach than cruising on an E-Bike. Intimately explore the area at your own pace and see things you would never see from your car. Enjoy a beach sunrise, backstreets filled with beautiful homes and hit our nature trails to check out the amazing wildlife and have some great photo opportunities. So many places to ride and so much to do! This is a must on your vacation checklist! Join the countless adventurers who have experienced the thrill of gliding effortlessly along our coastal paradise and unlock the true potential of your vacation. Park the car and be a kid again~ Book Today!

Explore the enchanting streets of St. Augustine, the oldest city in America, through an interactive scavenger hunt that blends history with adventure. Uncover intriguing mysteries, snap selfies, and solve engaging puzzles as you traverse the cobblestone paths and discover landmarks like the Castillo de San Marcos. This self-guided tour allows you to set your own pace while diving into tales of pirates and Spanish origins, making it ideal for families, friends, or a unique date experience. Let the captivating stories of St. Augustine's past guide your journey.

"Dive into adventure with Let’s Roam, your go-to for the ultimate app-led adventure hunts! Step into a world where every landmark and hidden gem is waiting to be discovered. Challenge yourself with trivia, tackle brain-teasing puzzles, and embark on an epic journey of exploration! Whether you’re collaborating with your crew or turning up the competition, Let’s Roam Adventure Hunts guarantee a blast for all. Perfect for any occasion—whether it’s a spontaneous outing, a wild bachelorette bash, a festive birthday celebration, or a team-building extravaganza. Each player gets to dive into an interactive role, ensuring every challenge is as thrilling and unique as the next. So, gather your squad, choose your adventure, and let the good times roll! With Let’s Roam, every outing becomes a treasure trove of memories and excitement. Are you ready to conquer the city and create unforgettable experiences? Let’s Roam and make every day an adventure!"

"Dive into adventure with Let’s Roam, your go-to for the ultimate app-led adventure hunts! Step into a world where every landmark and hidden gem is waiting to be discovered. Challenge yourself with trivia, tackle brain-teasing puzzles, and embark on an epic journey of exploration! Whether you’re collaborating with your crew or turning up the competition, Let’s Roam Adventure Hunts guarantee a blast for all. Perfect for any occasion—whether it’s a spontaneous outing, a wild bachelorette bash, a festive birthday celebration, or a team-building extravaganza. Each player gets to dive into an interactive role, ensuring every challenge is as thrilling and unique as the next. So, gather your squad, choose your adventure, and let the good times roll! With Let’s Roam, every outing becomes a treasure trove of memories and excitement. Are you ready to conquer the city and create unforgettable experiences? Let’s Roam and make every day an adventure!"

This digital scavenger hunt can be completed on your phone or mobile device while exploring the City of St. Augustine in a fun and exciting way. Earn points as you learn about the rich history of the City and see how your scores compare to others along the way.

Our 'Key to the City Scavenger Hunt' is not just an activity, it's an unforgettable adventure that takes you through the heart of the city, allowing you to discover its hidden gems and historical landmarks in a fun and engaging way. This is not your typical sightseeing tour. You'll be solving clues, completing challenges, and working as a team, which adds an exciting competitive element to the experience. It's a fantastic way to bond with friends, family, or colleagues, and you'll learn a lot about the city in the process. What sets us apart is our commitment to making each scavenger hunt unique and personalized. We carefully design our routes to ensure that you're not just visiting tourist hotspots, but also exploring lesser-known areas that are rich in history and local culture.

This murder mystery experience is a true whodunit with suspects, alibis and a twist ending. It involves open world gameplay, where you receive a set of leads (locations) in St. Augustine's Historic Downtown that you have to visit, in any order. At each location, you will solve a puzzle by interacting with something real, a plaque, a statue, a facade, and collect the evidence to piece together the case and find the culprit. We offer 24/7 customer support and built-in hints to guarantee that you never stay stuck. The app will also provide real historical facts and local legends about the landmarks you're visiting. You can play anytime, at any hour. It will take you ~90-120 minutes with optional cafe breaks and you can pause and resume whenever. Total walking distance is about 1.5 miles and the game ends in the same area where it started. It's perfect for date nights, solo adventurers, couples, friends, families with older kids, or team-building events.

Walk around St. Augustine while completing the scavenger hunt! Use an app to find a list of objects around the city in any order you choose and perform fun challenges for points. Collect points and take a look at your score compared to others across the country. All of your scavenger hunts have a remote host via chat to help along the way. Come out and explore with us in St. Augustine!

Celebrate the magic of the season this year with Holly Jolly Hunt. Holly Jolly Hunt is an app based scavenger hunt that you can play anywhere of your choosing. Explore the city and look for holiday related items, both traditional and not so traditional. Take a photo through the app to score points for your scavenger hunt team. Perform fun, holiday challenges that will bring laughter to your team. See your score on the leaderboard compared to other teams from all over. Holly Jolly Hunt is guaranteed to provide lasting holiday memories. Whether you play with friends, family, or even co-workers, Holly Jolly will put a smile on your face for the rest of the year!

St. Augustine may be known for its piratical and haunted histories, but this scavenger hunt encourages you to experience its undead stories through a different lens. Grab your group for this self-guided scavenger hunt around the city. This game challenges you to survive a zombie apocalypse by solving clues and completing challenges as you compete with teams from across the country.

St. Augustine has centuries of history and cool contemporary hotspots just waiting to be explored during this interactive scavenger hunt. Combining the thrill of a scavenger hunt with the flexibility of a private tour, you and your group play via your smartphone. Explore the Ancient City’s indoor and outdoor gems, earning points by following clues, solving puzzles, and taking wacky photos along the way.

This street-legal 4-passenger gas-powered golf cart gives you the freedom to explore St. Augustine your way! Cruise the historic district, bay front, and surrounding neighborhoods at your own pace, stopping whenever you see a great restaurant, historic landmark, or scenic photo opportunity. With seating for four passengers, it’s an ideal option for couples, families, or small groups who want a private sightseeing experience while enjoying the fresh air and beautiful coastal atmosphere of the city. The result is a fun, flexible way to see more of St. Augustine while turning transportation into part of the adventure. Added bonus: get FREE gasoline top-offs if you happen to run low on fuel. Just stop by the shop and we'll fill it up! *Please note: By Florida state law, golf carts are classified as "Low Speed Vehicles" and are only permitted on roads that are posted as 35 MPH or less. Therefore they are restricted to the Historic Zone and are not to be driven over bridges.

Fun Rentals St. Augustine bicycle rentals stand out because we combine high-quality bikes, local expertise, and a hassle-free experience designed specifically for exploring St. Augustine. We offer a large fleet of comfortable beach cruisers and multi-speed hybrid bicycles in men’s, women’s, and children’s sizes so riders of all ages can enjoy the city together. Each rental includes helmets, locks, and water bottle holders, making it easy to ride safely and comfortably throughout the day. What really makes the experience special is our local knowledge. Our team will provide a map and insider recommendations on the best scenic routes, historic landmarks, waterfront rides, and hidden local spots that many visitors miss. With easy riding bikes and personalized tips from locals, you’ll be able to explore St. Augustine’s historic streets, shops, and attractions at your own pace without worrying about traffic or parking.

Fun Rentals 6-passenger golf cart rentals combine comfort, convenience, and local expertise to create the best way to explore St. Augustine. Plus, our carts include FREE gas top-offs if you happen to run low. Just stop by and we'll fill it up! What really sets us apart is the experience we provide beyond just the rental. Our carts are clean, reliable, and well maintained, and our local team will give you helpful recommendations on the best routes, historic landmarks, scenic spots, and great places to eat around town. Our street-legal carts are spacious, and easy to drive, making them perfect for navigating the historic district, waterfront, and surrounding neighborhoods while keeping your entire group together. *Please note: By Florida state law, golf carts are classified as "Low Speed Vehicles" and are only permitted on roads that are posted as 35 MPH or less. Therefore they are restricted to the Historic Zone and are not to be driven over bridges.

Obscure Rides of Saint Augustine will deliver the bike directly to your place of stay. We provide a slew of e-bike options to suit your needs if the type of bike mentioned here does not work. This includes Folding Bikes, Fat Tire Bikes (for the beach) and child carrying bikes. Just reach out if you need a different stlye of bike!