St Augustine isn’t just the oldest city in the United States; it’s a place where history, wildlife, and fun come together seamlessly. Whether you’re looking to paddle alongside dolphins, explore haunted sites, or indulge in local flavors, this city offers a tour for every interest. We especially love the Dolphin, Manatee and Sea Turtle SUP Adventure for its relaxed water adventure and wildlife sightings, and the Ghost Tour of St. Augustine for its spine-tingling stories told by a paranormal investigator. With so many options, you can tailor your visit to suit your passions—be it history, nature, or food. For a memorable water experience, check out the dolphin and wildlife cruise, or explore the city’s darker side with the haunted ghost tour.
Quick Overview
St Augustine’s best tours cover a wide range of experiences, including wildlife adventures, history walks, culinary tours, and boat trips. You can paddle through Anastasia State Park, cruise the estuaries searching for dolphins, or learn about the city’s past on electric vehicle tours. Foodie lovers will enjoy Corks & Forks, while history buffs can dive into the Old Jail Museum or the private Pastime tours. Whether you prefer a short 30-minute walk or a multi-hour wine and dine experience, this list has it all. Now, let’s get into the details.
1. Dolphin, Manatee and SeaTurtle SUP Adventure Tour of St Augustine

At number 1, this on-water wildlife tour is perfect for those who want a laid-back paddle with the chance to see dolphins, sea turtles, and West Indian manatees—an elusive species found only in select spots globally. You choose between a paddleboard or kayak, slip on a life vest, and head out with a guide. The tour explores Anastasia State Park and the St. Augustine Lighthouse, giving you a close-up of Florida’s coastal life. What makes this tour special is the chance to drift along the stunning dunes of Anastasia while wildlife swims just feet away, as confirmed by rave reviews. Tour guide Noah, for example, raves about dolphin play and osprey catching fish. This is ideal for families or anyone who appreciates serene water and wildlife. The two-hour experience offers great value at $65 per person.
Bottom Line: If you’re after a gentle paddle with wildlife sightings, this tour offers a memorable, nature-focused experience in a relaxed setting.
2. Airboat Adventure in Saint Augustine with a Guide

Number 2 on our list is the high-speed airboat tour along the St. Johns River. For around $80, you’ll glide across shallow waterways in search of alligators, manatees, and a variety of birds. Captain Justin’s entertaining commentary and personal stories make this a fun ride for all ages. The 1 hour 30-minute trip is well-reviewed, with visitors noting the chance to see wildlife in their natural habitat and learn about pirate legends and local history. This tour is particularly suited for those interested in Florida’s wilderness and colorful past. The thrill of speeding through the bayou while spotting creatures like snakes and gators offers an exciting contrast to more relaxed water trips.
Bottom Line: For a quick, exciting adventure that combines wildlife viewing with storytelling, this airboat ride is hard to beat.
3. Dolphin and Wildlife Adventure of St. Augustine

The Dolphin and Wildlife cruise ranks third thanks to its gentle pace and live narration. For just $39, you’ll cruise the Intracoastal Waterway, passing landmarks like the Bridge of Lions and the St. Augustine Lighthouse. It’s an excellent choice for families, nature lovers, or anyone wanting a relaxing yet informative ride. Passengers frequently see dolphins, manatees, and sea turtles, with guides sharing insights about each species. Plus, you get scenic views of the city from the water, making it a perfect blend of sightseeing and education. Reviewers love the friendly crew and the chance to spot dolphins up close, with some even catching glimpses of spoonbills and pelicans.
Bottom Line: If you prefer a calm, scenic cruise with wildlife and city views, this is a top choice.
4. Old Jail Museum Tour in St. Augustine

Number 4 offers a step back into criminal history at the Old Jail Museum. For just over $18, you can explore the historic jail where notorious criminals and even eight executions took place. The tour features maximum security cells, tales of Sheriff Perry’s intimidating reign, and the jail’s role in local life until 1953. Guides bring the stories of prisoners like Sim Jackson — hanged in 1908 for his murder — vividly to life. Visitors consistently praise the engaging storytelling and authentic atmosphere. Visiting the jail is ideal for history buffs and families interested in local legends and the gritty side of St. Augustine’s past.
Bottom Line: If you’re curious about criminal justice history and want a compact, well-reviewed tour, this is a fascinating stop.
5. Corks & Forks Tour (St. Augustine)

The Corks & Forks tour is perfect for foodies seeking a multi-sensory experience. For $145, you’ll stroll through the historic district, sampling dishes and wines at 4-5 top venues. Led by a local insider, this three-hour tour combines culinary delights with stories about St. Augustine’s rich history. Thanks to the variety of stops, including restaurants and a wine store, you get enough tastings to feel like a full meal. Guests frequently comment on the knowledgeable guides and the diverse menu, which covers everything from local specialties to wine pairings. It’s ideal for those who love good food, wine, and learning about the city through its culinary culture.
Bottom Line: If you want an immersive tasting journey with a side of history, this tour offers excellent value and variety.
6. Wine Tasting Cruise in St. Augustine

Number 6 combines sailing and sipping. For $49, you hop aboard a pontoon boat and cruise past landmarks like the Castillo de San Marcos and the Bridge of Lions. While enjoying six wine tastings, you’ll learn about the wines and the city’s sights. The 1 hour 30-minute cruise offers a relaxed, upscale way to see the waterfront and spot wildlife like dolphins and spoonbills. Reviewers praise the attentive crew and the chance to enjoy good wine with stunning views. The tour is suitable for adults who appreciate a leisurely afternoon and want to combine sightseeing with wine tasting.
Bottom Line: For a laid-back, scenic wine experience on the water, this cruise delivers a memorable afternoon.
7. Guided Historical Tour of St. Augustine Per Person

Number 7 is the electric vehicle tour—a great way to cover key sights efficiently. For $34, you’ll visit historic sites like Flagler College, Tolomato Cemetery, and the Castillo de San Marcos in a small group. The open-air vehicles are eco-friendly, and the guides share detailed stories that captivate history enthusiasts. Reviewers love the personal touch and the ability to ask questions directly. It’s especially suited for travelers short on time but eager to get a rundown of the city’s past.
Bottom Line: If you want a brief, informative tour that’s easy on your legs and full of local stories, this is a smart pick.
8. Ghost Tour of St. Augustine: The Original Haunted History Tour

Number 8 is perfect for those who like their history with a spooky twist. For only $25, a paranormal investigator leads you through cemeteries, the fort, and historic streets — recounting true tales of ghostly encounters. Visitors rave about the engaging storytelling and the authentic scare factor. The tour lasts about 1.5 hours and is suitable for those curious about the supernatural or anyone wanting a different perspective on St. Augustine’s storied past.
Bottom Line: If haunted tales and paranormal investigations interest you, this tour offers a fun, spooky night.
9. Feast of Saint Augustine Historical Walking Food Tour

The food and history combo at number 9 is a foodie’s dream. For $139, you’ll walk through the historic district, visiting 4-5 restaurants with tastings and drinks, including wine. Guided by local experts, you sample everything from local specialties to drinks, all while learning about the city’s evolution. The tour lasts about three hours, making it a relaxed way to combine sightseeing and eating. Reviewers highlight the delicious food, knowledgeable guides, and the chance to try hidden gems.
Bottom Line: For those who love good food paired with local stories, this tour offers a delightful taste of St. Augustine.
10. Red Boat Tours – Dolphin Odyssey and Sightseeing Tour

This dolphin-focused boat tour is a favorite for families. At $29, you cruise the calm waters seeking pods of bottlenose dolphins, with plenty of opportunities to see other marine life. The 2-hour ride includes narration about dolphins, turtles, and local landmarks like the Castillo de San Marcos. Many reviews mention the abundance of dolphins and the friendly, knowledgeable crew. It’s perfect if you want a relaxed, wildlife-centered outing that offers a snapshot of both the city’s coast and its creatures.
Bottom Line: If dolphin sightings top your list, this affordable cruise delivers a relaxed, family-friendly experience.
11. Red Boat Tours – BYOB Sunset Cruise on St. Augustine’s Waterway

Number 11 is a romantic choice: a BYOB sunset cruise. For $39, you sail along the waterways as the sun sets, enjoying your own drinks and spotting dolphins and other wildlife. The 1 hour 30-minute trip offers beautiful views of the city’s skyline, including the Bridge of Lions. Reviewers love the cozy atmosphere and the chance to see the city from the water at golden hour. It’s best suited for couples or adults wanting a peaceful, scenic experience.
Bottom Line: For a quiet, intimate evening on the water with a drink in hand, this sunset cruise is an excellent pick.
12. Step back in time with pastime private historical tours

Number 12 offers a personalized, vintage-style experience. For $37.50, up to four people ride in a 1920s-themed car while your driver shares stories of St. Augustine’s past. This private tour is perfect for small groups looking for an engaging, one-on-one experience. Reviewers praise the knowledgeable guides and the unique, immersive atmosphere. Locations include Flagler College, the Old City Gates, and the mission sites.
Bottom Line: If you seek a private, nostalgic journey through history, this tour combines comfort with storytelling.
13. St. Augustine’s Sweets & History Walking Tour

Number 13 celebrates local treats and tales. For $89, you’ll visit multiple sweet shops in downtown, sampling chocolates, pralines, and more. Alongside the tastings, your guide shares stories about the city’s historic sites like the Cathedral Basilica. The tour lasts around 1.5 hours and is perfect for those with a sweet tooth who want a leisurely stroll through the city’s charming streets. Reviewers note the quality of treats and fun stories, making it a delicious way to learn.
Bottom Line: If you love sweets and history, this tour offers a delightful combination.
14. Adventure Boat Tours – Sunset Water Tour in St. Augustine

This short sunset cruise at number 14 offers beautiful city views and wildlife sightings. For $40, you’ll cruise past the Castillo and the Inlet, with the possibility of seeing dolphins. The 1-hour trip is relaxed and family-friendly, with commentary about local sights and history. Many reviewers mention the great photos and the chance to see dolphins, even if the sunset is sometimes cloudy.
Bottom Line: If you want a quick, scenic evening cruise, this is a relaxed way to enjoy the city from the water.
15. Wine & Dine Tour (St. Augustine)

Number 15 is a luxury experience, a three-hour chauffeured food and wine tour. For $165, you visit four to five venues, sampling local cuisine and wines while passing iconic landmarks like Flagler College. The small group setting allows personalized attention, and reviews praise the quality of food, the knowledgeable guide, and the seamless experience. It’s perfect for celebrating special occasions or those who want a refined taste of St. Augustine.
Bottom Line: For a guided, upscale dining adventure with historical views, this tour is a top-tier experience.
16. Oldest Store Museum Experience in St. Augustine

Finally, the Oldest Store Museum offers a fun, interactive look at early 20th-century life. For around $16, you explore a recreated general store filled with over 100,000 historic products, from worm syrup to a goat-powered washing machine. Costumed guides enhance the experience with humor and storytelling, making this ideal for families or history enthusiasts wanting a tactile connection to the past. Visitors often comment on the fascinating collection and lively presentation.
Bottom Line: If you’re interested in a hands-on, quirky look at daily life a century ago, this museum delivers engaging entertainment.
How to Choose the Right Tour in St. Augustine
When selecting a tour, consider your interests—are you after wildlife, history, food, or a relaxing water cruise? For wildlife lovers, the dolphin and sea turtle tours and the dolphin odyssey provide excellent sightings. History buffs will enjoy the guided electric vehicle tour or the private vintage experience. Foodies should consider the Corks & Forks or the sweets & history for a tasty taste of the city. Budget-wise, the Old Jail and Old Store Museum offer affordable options, while the wine and dine and the sunset cruises provide more luxurious experiences.
Booking early is recommended, especially during peak season, to secure your preferred time slot. Think about what fits your style—whether it’s a relaxing wildlife paddle, a spooky ghost walk, or a culinary adventure—and you’ll have a memorable St. Augustine experience.
Final Thoughts
St Augustine offers a diverse range of tours that cater to history lovers, nature enthusiasts, foodies, and even those seeking a little ghostly fun. Whether you pick a wildlife adventure like the SUP tour, explore the city’s haunted past, or indulge in local flavors on a walking food tour, there’s something for all. For family fun, the Old Jail and dolphin boat rides are excellent choices, while couples may enjoy the sunset cruise or the wine and dine experience. Be sure to book ahead to make the most of your visit and secure the experiences that excite you most. There’s no better way to uncover the many layers of this charming city than by trying one—or several—of these top-rated tours.
