Top St Augustine Tours, Sightseeing & Cruises - page 5

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.

Join us for one of the top rated kayak experiences in the USA! This 2-hour guided kayak adventure combines awesome wildlife in fertile marshes with pristine views of the Spanish Fort, ancient city architecture, the great cross and Bridge of Lions. We are the original kayak outfitter in operation for over 20 years from our permanent location in the heart of Historic Downtown at St. Augustine Municipal Marina. What better spot to experience the water in the way people did centuries ago. We have a dedicated slip at the city marina where a specialized kayak dock makes getting in and out of the kayaks the easiest part of the trip. Extremely stable tandem kayaks with rudders make steering a breeze for beginners or the more experienced paddler. When considering a kayak experience in coastal waters, choose an operator that puts the safety & experience of your family first. Professional Guides/Marine Naturalists & a permanent legitimate launching location. Let's Get On the Water!

Climb aboard your zero-emissions EV cart and discover the crimes and murders through the history of beautiful St. Augustine. This 60-minute ride will take you through the oldest city’s winding streets, from the storied north side to the charming south end. Along the way, you’ll hear chilling tales of notorious crimes, unsolved murders, bloody battles and pirate attacks- the kind of history you won’t find in any textbook. The bloody legends that still haunt this cobblestone streets are rarely heard by other tour companies and will leave you questioning every shadow. Are you brave enough to face what the darker side of the Ancient City has to offer? Come for the sights. Stay for the stories. Book today - if you dare!

St. Augustine has always celebrated their religious history in every incarnation. True to the development of our town, paralleled by their devotion, our ancestors sought forth to create their destiny with spirit and religion. Join us as we narrate the diversity of faith and religious architecture. We will enter some locations, pictures are welcome. We finish with a chocolate dessert for an experience that contents the soul.

With its history spanning hundreds of years, St. Augustine is a city rich with stories of war, deceit, and death. Embark on a unique journey through the haunted history & supernatural lore of St. Augustine. This tour offers a rare glimpse into the darker chapters of America's oldest city, where every brick street holds secrets of its own. Whether you're a history buff or a thrill-seeker, join us for a night of spine-tingling enlightenment. Unlike traditional walking tours, this small group adventure on an open-air electric golf cart allows you to cover more ground and delve deeper into the city's most haunted locations, all while seated forward facing and comfortably. An expert guide leads you through the eerie and storied streets. If you're interested in experiencing a more personalized journey, consider booking a private tour with A Ghostly Encounter or Ancient City Tours. Our team is excited to assist you in planning a memorable adventure!

Join our Day Cruisin' Tour for day drinking, dancing & singing! Party with us while we cruise up and down the Matanzas River viewing Old Town St. Augustine. Expect drinking games, singalongs, and unforgettable moments! Our crew will play an upbeat playlist to start the party on our beautiful historic waterway! This tour is great for bachelorette & birthday parties! THIS IS A PARTY BOAT - EXPECT A PARTY! All tours are BYOB - Bring your own booze and food with you! AGE REQUIREMENT: 18 YEARS OR OLDER

Bring your sense of adventure, and up to 6 of your closest friends for a private tour that is second to none. Explore themes like Haunted History, Spanish Colonial, Flagler Era & Gilded Age, Civil Rights or just tell your first rate guide your personal interests to create a truly unique experience. The most luxurious and comprehensive way to see the Oldest City.

Beat the crowds with small groups & great guides! A Master Coast Guard Captain & Marine Naturalist will bring the surroundings to life with detailed explanations of Dolphins, Manatees, Sea Turtles, rare birds and even sharks and rays. Our boats are fast and fun and offer sun coverage when needed. We keep you cool, cover a lot of ground and give our clients the most expansive view and experience of the waters surrounding St. Augustine Our most popular one and a half hour trip explores the rivers and creeks surrounding St. Augustine and combines dolphin and bird watching with marine ecology, historic sights, and an amazing boat ride. This trip is guaranteed to excite and educate guests of all ages- Our goal for over 20 years is to provide awesome experiences for everyone who wants to get out on the water.

Celebrate the magic of the holiday season by floating on the water, admiring the renowned Nights of Lights from a unique perspective. Glide along as you take in the stunning displays that illuminate the night sky, all while enjoying the tranquility of the water. This one-hour experience offers a memorable way to soak in the festive spirit, making it perfect for families, couples, and friends alike. Join us for a holiday adventure you'll cherish.

During St. Augustine’s Nights of Lights festival, the city is bathed in sparkling light. Choose the Sunset Tour to watch the sun set over the cityscape and see St. Augustine light up against the night sky, or the Evening Tour to enjoy the full nighttime display. Both tours offer live music and complimentary drinks, including beer, wine, margaritas, and hot chocolate, along with snacks, holiday cookies, and festive 3-D glasses that enhance the lights.

What sets St Augustine Sailing apart from other Nights of Lights boat tours is the elevated experience aboard a luxury sailing yacht. While many tours offer a simple ride, St Augustine Sailing provides an intimate, serene setting that allows guests to fully immerse in the beauty of the holiday lights without the crowds or noise of typical boat tours. Our yachts offer a more personalized, relaxed atmosphere with comfortable seating, and the option to book private charters. You’ll also be guided by experienced USCG captains who know the waters and the best vantage points to view the city’s spectacular light display. Whether you’re celebrating a special occasion or seeking a peaceful, romantic evening, our tailored sailing experience ensures you enjoy the Nights of Lights in comfort and style.

St. Augustine Mobile Wine Tasting Tour: Sip, Savor & Explore Experience the charm of St. Augustine like never before with our exclusive Mobile Wine Tasting & Food Pairing Tour. Perfect for wine enthusiast and curious newcomers, this intimate, chauffeur-guided experience blends indulgence, education, and scenic exploration. What to Expect Glide through historic streets of St. Augustine in a quiet, eco-friendly vehicle while enjoying curated wine tastings, gourmet charcuterie pairings, and personalized service. Ideal for couples, friends, or small groups (up to 12). Call larger groups 877-4-WINETOUR Tour Highlights: •Downtown Parking for a hassle-free start. • Concierge-Style Guidance • Exclusive Tastings with charcuterie & dessert. • Scenic Views of St. Augustine’s landmarks. • Inspiring Atmosphere with soft music & great conversation. • History & Wine Education from expert guides. • Handpicked Stops at top local venues. Uncork an unforgettable journey in the Nation’s Oldest City!

If you’re curious as to why St. Augustine has a reputation for being one of the most haunted cities in America, then this small-group paranormal investigation tour is for you. This tour begins as the sun starts to set, allowing you to investigate one or two outdoor locations for paranormal activity. Use equipment like spirit boxes to try and sense the local spirits. Please note: Transport between locations isn't included.

Experience one of the brightest annual festivities in St. Augustine with this private Nights Of Lights tour. Hop in a cart with your guide and let them wheel you around the light-filled Historic District. You’ll pull off of the main tourist route and see the streets lined with B&Bs showing off stunning holiday displays. With holiday music blaring, this unique experience will put you in the holiday spirit.

As the oldest continuously occupied colonial settlement in the United States, St. Augustine has a wealth of history within its city limits. See both historical sites and natural landscapes while on this shared sailing cruise. Climb aboard a luxury yacht and sail down the Tolomato River and Matanzas River. This small-group sailing tour passes by the St. Augustine Lighthouse and Bridge of Lions, as well as showcases spectacular sunset views.

SUMMERTIME FUN! A Family-Friendly Tasting Adventure (Ages 8+) Celebrate the flavors and stories - as you stroll through St. Augustine’s Historic District. On this light walking tour, you’ll explore brick-lined streets, iconic landmarks, and festive hideaways - stopping at 7+ locally loved spots to savor delicious bites that showcase the city’s rich culinary traditions. This roaming, taste-as-you-go experience is the perfect way to gather with family and friends. Come hungry, leave full of local flavor!

Experience St. Augustine from the water on a private boat tour for up to six passengers. Cruise past the city’s historic waterfront with a dedicated captain who manages navigation while you relax and enjoy the views. Choose a daytime outing or plan around sunset for softer light and cooler temperatures, making this a flexible and intimate way to experience the city.

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.

Explore St. Augustine on a guided, small-group bourbon and history walking tour. Visit a local distillery for an educational tasting and demonstration, then continue through the historic district with stops at select venues for additional samples and pairings. With a planned route and guidance, this experience offers a convenient way to combine tastings with local context, without arranging separate reservations.

Join us for The Ghoulish Gourmet, St. Augustine's premier haunted food tour, where spine-tingling ghost stories meet mouth-watering local cuisine. From centuries-old taverns to hidden culinary gems, each bite reveals a rich tapestry of flavors with a dash of mystery. You'll savor the locally-inspired dishes that capture the spirit of St. Augustine while uncovering eerie local legends that have haunted the area for generations.

Explore St. Augustine’s Historic Bay Front from the water on this small-group day cruise on a luxury sailing yacht. With a USCG-licensed captain at the helm, sail down the Tolomato River, Matanzas River, and along the bay front. Look for wildlife, including dolphins, and admire the historic sites. Relax onboard, learn about sailing, or even take the helm.

Get into the holiday spirit with a guided tour of the Night of Lights in St. Augustine. Glide through the city on a comfortable electric vehicle and see the city's historic landmarks illuminated by hundreds of thousands of holiday lights. Meet your guide and hop into your electric vehicle. Put on your complimentary magical glasses and watch as the lights transform into sparkling holiday-themed shapes. Sing along to classic Yuletide songs playing through the premium sound system. Cruise through the city and see the historic landmarks in downtown St. Augustine.

Experience the historic charm of St. Augustine, Florida, in style with our luxury, 8-passenger including the guide, and golf cart tours. Discover the nation's oldest city from the comfort of your own personal golf cart, guided by knowledgeable local experts. Cruise through brick-lined streets, past centuries-old architecture, and along the scenic waterfront as you soak in the rich history and vibrant culture of this enchanting destination. During the holiday season, see one of the top ten holiday lights displays in the world on your own personal golf cart tour. Downtown St. Augustine glows with holiday magic as millions of tiny white lights that drape the city's unique Spanish Colonial architecture and glow from the downtown sidewalks to the rooftops, over the Bridge of Lions, along historic buildings, public spaces, hotels, restaurants, and approximately 20 blocks of the Nation's Oldest City's historic district. No long lines, no waiting, and a central pick-up location.

Explore St. Augustine’s paranormal hotspots on a private golf cart tour led by a local investigator. Designed for small groups of up to five people, this experience includes a hands-on introduction to paranormal investigation equipment and techniques. Travel between outdoor locations efficiently while hearing historical background and reported encounters, offering an interactive alternative to traditional ghost tours without entering buildings.