Top St Augustine Private and Luxury - page 5

Escape the crowds with a Nights of Lights sailing tour aboard a comfortable yacht in St. Augustine. Unlike larger boat tours, this sailing experience offers an intimate, relaxed way to enjoy the city's famous festive light display from the water. Guided by a captain, take in the illuminated waterfront from carefully chosen vantage points for a more luxurious, personal sightseeing experience.

Stroll along St. Augustine's century-old streets in the company of a local—and sample the best of its craft beer offerings as you explore—on this immersive, two-in-one tour. In the afternoon, meet your guide at one of the city's beloved breweries, where you'll enjoy a tour and tasting. Then, set off on foot: you'll discover a number of top historical landmarks, will hear stories from your guide, and will enjoy more tasting sessions.

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!

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.

Discover the history, haunts, and hangouts of the oldest city in the United States with this private electric golf cart tour of St. Augustine. You’ll cruise throughout the old Spanish city, including the oldest street in the country: 11 Aviles Street. Get familiar with the city, noting where the oldest schoolhouse, museums, and other points of interest are located.

DINE LIKE A LOCAL ON ISLAND TIME with a laid-back, tropical party on wheels - as we explore the hidden gems of the BOULEVARD! Slip on your tropical attire & flip-flops as we cross the historic Bridge of Lions! What’s Included: AUTHENTIC VIBES: Indulge in mouthwatering culinary delights, at 4 of the island's hottest destinations, that unveil the authentic flavors beyond the bustling downtown! INSIDER INSIGHT: Expertly guided by a local insider who knows all the best spots to eat, drink, and chill. LAID BACK TRANSPORTATION: Chauffeured, open-air vehicle that'll have you feeling like you're cruising with Jimmy Buffett himself! PARADISE FARE: Dive into delectable island fare that offers a nice size lunch experience - plus games, limbo & more! Note: 24-HOUR ADVANCE NOTICE REQUIRED FOR ANY FOOD ALLERGIES. Age 21+ only. Sorry, NO pets of any kind. 4-person min to depart. Primary focus is on the cocktail and culinary scene with a bit of history & sightseeing sprinkled in.

America’s Oldest City has a dark and haunted history that takes the spotlight during this guide walking tour. Explore the underbelly of the Ancient City as your guide walks you down St. George Street, around Flagler College, and the Trade Winds Tropical Lounge. This ghost tour discusses more than spirits, as serial killers and other grizzly killings are detailed throughout the tour.

Exclusive Private Experience PHOTOS INCLUDED! Skip the crowded trolley tours and experience St. Augustine in style with a private historic tour in an open-air, eco-friendly electric Moke! Enjoy a relaxed, intimate journey through the city as you visit iconic sites like the Castillo de San Marcos, Flagler College, and the scenic St. George Street. With the freedom to explore at your own pace and personal attention from your guide, this unique tour is the perfect way to soak in the charm of America’s oldest city—comfortably and crowd-free. The Moke’s design also allows for easy photo opportunities and a more relaxed pace through narrow streets and historic areas. Including a Rare Stop at the St. Augustine Lighthouse While many tours focus on the downtown area, we make a special stop at the St. Augustine Lighthouse.

Seaside Adventures is a top rated tour operator. Experience the magic of St. Augustine like never before with Nights of Lights in a Moke! Cruise through historic streets adorned with millions of dazzling lights in the comfort of an open-air Moke vehicle. Immerse yourself in the enchanting glow of the city's renowned holiday display, enjoying a cozy and intimate tour. With its vintage charm and modern flair, the Moke perfectly complements the festive ambiance. Create unforgettable memories with loved ones as you bask in the beauty of Nights of Lights—a truly unique and captivating adventure.

Embark on a mystical journey through the enchanting streets of downtown St. Augustine with our Tarot Tour. Glide effortlessly on our electric golf cart for 90 minutes as you explore the rich beauty and hidden gems of the nation’s oldest city. Along the way, our expert guide will unveil the stories and secrets that lie beneath the surface—blending historical sightseeing with the intrigue of Tarot and Oracle card readings. Let the whispers of the cards reveal insights into your past, present, and future as you soak in the city’s mystical ambiance. During your personalized Tarot/Oracle session, our skilled reader will interpret the messages meant just for you, deepening your understanding of your path and purpose. This one-of-a-kind experience seamlessly weaves together scenic exploration and the spiritual art of Tarot and/or Oracle readings—perfect for those seeking wonder, wisdom, and a little magic. Please note: Not all seats face forward. For entertainment purposes only.

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.

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.

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.

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.

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.

Please support small businesses and look us up on the web to book directly. Just do a search for: Pineapple Ride and Tour ***Nights Of Lights tours are available directly on our website ONLY*** See Saint Augustine like you never have before on one of Pineapple Ride and Tour's Electric Vehicle. Our Historical Tours are guided by only the best and most informative local guides. Join us to see an hour or more of St. Augustine’s most incredible views and historical landmarks. Our tour is informative, comfortable, and is a great way to get to know where everything is, making your stay easier and more relaxing. We will take the time to get to know you and share our knowledge of our beautiful little town. Leave our tour with a new understanding of Saint Augustine and its history. We also offer FREE PARKING at our location if you book a tour, and we have a very nice waiting area by the edge of the San Sebastian River, that is both accommodating and scenic.

Experience the Nights of Lights in St. Augustine on a private electric golf cart tour. Travel through the historic streets with your group, viewing illuminated landmarks from a comfortable, open-air vehicle. The private format offers a more flexible and efficient way to see the lights compared to walking, with easy navigation through busy areas and space for up to seven guests.

Discover the enchanting Nights of Lights in St. Augustine from the comfort of a private electric golf cart. Perfect for groups of up to 12, this eco-friendly adventure takes you through the city to marvel at the dazzling holiday displays. Each tour features two separate golf carts driven by licensed guides who share the rich history and festive spirit of the area. Enjoy a unique and personalized experience as you glide through the twinkling streets of this historic city. - Private tour for groups of up to 12 with two eco-friendly golf carts - Licensed guides provide insights into St. Augustine's history and lights - Enjoy a leisurely ride through the stunning holiday displays - Perfect for families, friends, or festive gatherings during the holiday season Please note we do not enter any buildings and not all seats face forward.

Your tour blends St. Augustine’s haunted legends with real history, atmospheric streets, and some of the city’s most iconic landmarks. Led by an engaging local guide, this walking experience is spooky, fun, and easy to enjoy, with stories that bring the nation’s oldest city to life after dark. Rather than relying on cheap scares, we focus on powerful storytelling, atmospheric locations, and the strange, fascinating events that have shaped St. Augustine for centuries. Guests will visit iconic historic sites, hear chilling local legends, and experience the city’s old streets after dark with an engaging guide who brings each stop to life. It is spooky, entertaining, and rooted in the history that makes St. Augustine unforgettable.

Embark on a self-guided walking tour of St. Augustine, the nation's oldest city! Start your journey at the historic Castillo de San Marcos, exploring centuries-old fortifications. Next, uncover swashbuckling tales at the St. Augustine Pirate & Treasure Museum. Continue to Flagler College, marveling at its Gilded Age architecture. Conclude your adventure with a stroll across the iconic Bridge of Lions, witnessing breathtaking views and vibrant marine life. This tour connects you with the rich tapestry of St. Augustine's past and present. After booking, check your email/text to download the separate Audio Tour Guide App by Action while connected to WiFi or mobile data. Enter the password, download the tour, and enjoy it offline. Follow the audio instructions and route from the designated starting point. New, Lifetime access, no expiry. Use it anytime, on any trip, as many times as you want. This isn't an entrance ticket. Check opening hours before your visit.

Ghost Tours of St. Augustine's ORIGINAL Ghostly Experience Walking Tour is the very first ghost tour in the state of Florida, operating since 1994- we are the tour that started it all! We did all the initial research and cataloguing of St. Augustine's haunted history. We have been in operation longer than any other ghost tour company in the United States.

Explore St. Augustine’s Bay Front from the water on this private 2-hour cruise aboard a luxury sailing yacht with space for up to six passengers. With a USCG-licensed captain at the helm, sail along the historic bay front. Look for wildlife, including dolphins, and admire the historic sites. Relax onboard, learn about sailing, or even take the helm.

Float along the waters of scenic, inland St. Augustine—and put your fishing skills to the test—during this private chartered boat excursion. Pick between half- or full-day options, make your own way to the water’s edge, and hop aboard. You’ll cruise along waterways like the Tolomato River, Matanzas River, and St. Augustine Inlet, in search of catches like sea trout, tarpon, black drum, and more.

This entertaining, informative, and engaging walking ghost tour will take you to multiple haunted and historic locations, where your experienced local tour guide and haunted history expert will tell you of the hauntings that persist at iconic buildings surrounding St. Augustine's historic district. St. Augustine survived wars and disease to claim the title of the oldest city in America. Experience the terrors lurking in the shadows of this quaint Florida town. Old City Ghosts offers an unflinching look at St. Augustine’s harrowing history and startling stories of real-life hauntings experienced by tour-goers, visitors, and locals alike. Join us to unveil what makes the Old City of St. Augustine one of the most haunted locations in the country. Tour stops are subject to change. This is a walking tour and we do not go into the museums / private homes. The duration of the tour takes into account walking time to and from the historic sites.