Top St Augustine Tours, Sightseeing & Cruises

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.

Cruise St. Augustine’s intracoastal waterway at sunset on this BYOB boat trip. Admire sights including the Bridge of Lions from the water at the most scenic time of day—sundown. Watch for dolphins and other marine life in the wild, hear tales about the city you may otherwise miss, and enjoy your preferred drinks as you sail and sightsee.

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.

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.

St. Augustine is one of the oldest cities in the United States and is a spectacular sight when viewed from the water. Get a glimpse of the city’s historic district and surrounding area during this sunset boat tour. You’ll cruise around the banks of downtown St. Augustine, gazing at sites like the Bridge of Lions and the Castillo de San Marcos National Monument. You’ll also venture into the St. Augustine Inlet and see St. Augustine Lighthouse & Maritime Museum.

Cruise through St. Augustine’s scenic waterways on Fury’s Historic Landmark Boat Tour, where history, wildlife, and coastal scenery come together. Keep an eye out for playful dolphins, one of the highlights of the experience, as you enjoy 360° views of iconic landmarks like the Castillo de San Marcos and the St. Augustine Lighthouse & Maritime Museum. Choose a daytime narrated cruise or a romantic Champagne Sunset Cruise while your captain shares engaging stories spanning more than 450 years of St. Augustine’s rich history and points out native birds and other local wildlife along the way. Includes soda and water on all cruises, plus a complimentary champagne toast on the sunset tour. Perfect for families, couples, and groups. Tours from November 21 - January 18th will include Nights of Lights viewing

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.

Cruise into the sunset on St. Augustine’s sole all-inclusive sunset sail with unlimited beer, wine, and margaritas (non-alcoholic options available) on a luxurious catamaran. As you sip your drink and enjoy complimentary snacks, live music will accompany the colorful setting sun on the water, for an unforgettable night. See the historic city and its landmarks bathed in beautiful colors from the water.

Experience the Nights of Lights in St. Augustine from the water on this festive catamaran cruise. Choose between a narrated sunset option with historical context or a non-narrated viewing cruise focused on the illuminated skyline. Passing landmarks such as Castillo de San Marcos, this experience offers a unique way to view the city’s renowned Christmas lights with clear vantage points along the bayfront.

Explore St. Augustine’s historic districts on a small-group tour designed to provide clear historical context without extensive walking. Traveling by low-speed vehicle, cover key landmarks efficiently while hearing structured commentary through a premium sound system. With pickup included and a maximum of seven guests, this tour offers a more personalized way to understand the city’s layered history in a compact timeframe.

See St. Augustine’s spectacular Nights Of Lights Christmas celebration from a different perspective with this fun boat tour. This is an excellent way to see the city shine without being confined in a small vehicle or needing to walk. Float by the Bridge of Lions, see the Old Fort, and marvel at the Old City lit up with holiday cheer.

Make the most of your day in St Augustine and save money in the process with a package that includes admission to three historic attractions plus a hop-on hop-off trolley tour of the city. Visit the Old Jail, the St Augustine History Museum and the Oldest Store Museum Experience, plus dozens of other points of interest among the city’s top attractions.

In the charming city of St. Augustine, the annual "Nights of Lights" celebration transforms the historic streets into a dazzling spectacle from November through January. This captivating event features three million sparkling lights, creating stunning light displays that illuminate the city's rich architectural history. For an unforgettable experience, visitors can embark on a tour via a state-of-the-art golf cart, allowing them to comfortably explore the twinkling wonderland. This convenient and eco-friendly mode of transport enhances the magic of the event, providing a unique perspective on one of the most enchanting holiday traditions in Florida.

St. Augustine’s Nights of Lights festival is among the historic city’s most celebrated events—but you can only get partial views while walking with the crowds on land. This evening boat tour makes the most of the scene, catching the lights and their twinkling reflections on the waterfront. And with a guide onboard, you’ll get fascinating insights you wouldn’t find on your own.

This food and wine tour offers an efficient way to explore St. Augustine’s culinary scene alongside its history. Guests benefit from guidance by a sommelier and historian, providing clear context behind each pairing and location. The electric cart format reduces walking and allows access to multiple stops with ease. With pre-selected tastings included, it delivers a curated experience combining dining, local insight, and convenient transport.

Explore the freshwater tributaries along the scenic St. Johns River on a thrilling airboat ride that skims through a maze of shallow waterways. Watch for alligators, manatees, birds, and snakes as you speed through the watery Florida landscape, and learn the story of an infamous pirate ship that sank in the St. Johns River. This St. Johns River airboat tour includes personal headsets, so you won't miss a word of the captain's fun and informative commentary.

Relax on a serene adults-only Sunset River Jazz Cruise along the historic St. Augustine bayfront. This two-hour journey features live jazz, artisanal charcuterie, and a complimentary glass of boutique wine while you watch the sunset over the water. Ideal for date nights or a calm evening with friends, this cruise offers comfortable seating and scenic views, perfect for conversation and unwinding. Enjoy the laid-back atmosphere as you take in the sights and sounds of the river, with wildlife like dolphins occasionally making an appearance. - 2-hour adults-only cruise starting at sunset - Live jazz band sets the mood for relaxation - Includes artisanal charcuterie and one complimentary glass of wine - Comfortable seating and scenic views, perfect for socializing

Many ghost tours add a lot of maybe-it-could-have-happened kind of talk, but this St. Augustine Haunted History Ghost Tour is led by a straight-shooting paranormal investigator. You’ll visit spooky sites in the city like Huguenot Cemetery, Tolomato Cemetery, and St. George Street, and hear about true tales from St. Augustine’s haunted past. Plus, your guide teaches you about devices, methods, and techniques used in paranormal investigation.

Sunset is one the most beautiful times of day and many people like to take cruises to see sights from the water when the sun goes down. Kick up the fun with this St. Augustine Sunset Booze Cruise that allows you to see the sights at sunset and enjoy some drinks on the water, too. This cruise has room for up to 24 passengers and takes place in a unique cycle boat.

Enjoy a private kayaking adventure in St. Augustine and spot incredible local wildlife. As you paddle through the waterways led by your guide, look for dolphins, manatees, sea turtles, bald eagles, and more. Stop on a beach for natural beauty and more wildlife like conchs and starfish. Learn about St. Augustine history and wildlife along the way on this memorable experience.

As the sun dips below the horizon and darkness cloaks the ancient city of St. Augustine, the bayfront tells a different story—one of restless spirits, eerie legends, and the lingering echoes of centuries past. Join us on our Haunted History Cruise, where spooky tales and history comes alive on the water. Led by our captivating guides, you’ll cruise along the Matanzas Bay and hear chilling tales tied to America’s oldest city. From the haunted lighthouse to the ghostly shores of the Castillo, this journey is steeped in spine-tingling lore. What you should know: This cruise is geared towards adults and teens, 13 and up.

This relaxing cruise is great for nature lovers, families, or those who simply enjoy being out on the water. Cruise the Intracoastal Waterway—an inland waterway that runs parallel to the coastline—for a calm ride exploring St. Augustine’s estuaries. Keep your eyes peeled for marine life such as dolphins, manatees, sea turtles, pelicans, osprey, and spoonbill. Along the way, you’ll spot landmarks including the Bridge of Lions, Castillo de San Marcos, St. Augustine Lighthouse, and more.

Explore the darker side of St. Augustine on a golf cart ghost tour that combines historic storytelling with modern comfort. Travel past the grand Hotel Ponce de Leon and other haunted locations efficiently in a low-speed vehicle equipped with immersive lighting and sound. Cover more ground than walking tours while your guide shares documented history and reported encounters, offering a deeper and more atmospheric look at the city’s supernatural past.

The coastal town of St Augustine is renowned as the oldest European settlement in the United States. On this private tour, benefit from the undivided attention of your guide and enjoy a tour itinerary tailored to your group’s interests. Traveling by electric vehicle, visit areas normally only accessible on foot, stop at historic landmarks and churches.