Top St Augustine Private and Luxury - page 5

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.

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.

Schedule a boozy brunch during your next visit to St. Augustine with this culinary tour. Your private chauffeur will cruise you to four of the best brunch destinations in the city. Pass by historic sites like the Plaza de la Constitucion and Castillo de San Marcos National Monument en route to these local hot spots for diners of all tastes.

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.

SALSA INTO A FIESTA EXTRAVAGANZA!! (MAY 2025 ONLY) Dust off your sombreros, tune up your mariachi guitars, and let's spice up May with a MEX-OLOGY adventure! It's time to celebrate Cinco De Mayo the entire month of May! What’s Included: FLAVOR FIESTA: Dive into diverse flavors, at four of the hottest Latino inspired destinations, featuring food and cocktail pairings! STREET CRUISE: Cruise through the streets in style with a local insider, aboard an open-air electric vehicle, with wind in your hair & Latin rhythms in the air! SIESTA NEEDED: Treat yourself to a feast fit for a fiesta (then a siesta), with enough mouthwatering delights to rival a grand Latino lunch experience! Note: 24-HOUR ADVANCE NOTICE REQUIRED FOR ANY FOOD ALLERGIES. Age 21+ only. Sorry, NO pets of any kind allowed. 4-person min to depart. Primary focus is on the culinary scene with a bit of history and sightseeing sprinkled in.

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.

Embark on a mystical journey through the enchanting streets of downtown St. Augustine with our Oracle of St. Augustine 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 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 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 Oracle readings—perfect for those seeking wonder, wisdom, and a little magic. Please note: Not all seats face forward. For entertainment purposes only.

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.

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.

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.

Support small local businesses and see more availability by looking us up directly on the web at 'ExploreToursAndPickUps' dot com. Personable tour of the holiday light display with a twist of history throughout the Historic District of St. Augustine! Venture down the smaller streets with our unique carts that others can not pass through! We venture off the beaten path which display beautiful holiday decorations at the famous bed & breakfasts.

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.

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

Come explore the haunted streets of America’s oldest city on the Pretty Spooky Ghost Tour—a fun-filled, family-friendly adventure that brings history to life (and maybe even the dead too)! From centuries-old cemeteries to dark backstreets full of lingering legends, this walking tour is the perfect blend of fun, mystery, and just the right amount of spooky. Whether you're a curious kid, a history-loving parent, or just someone who enjoys a great ghost story, this tour invites thrill-seekers of all ages to meet the spirits of St. Augustine. You’ll laugh, learn, and maybe even get a little chill down your spine as our expert guides share eerie tales, haunted happenings, and long-buried secrets. No jump scares. No gimmicks. Just real history, ghostly legends, and unforgettable fun. Grab your flashlight (or your bravest friend) and come get Pretty Spooky with us—it’s a hauntingly good time for the whole family!

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.

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.

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.

On this self-guided audio tour, you will dig up the good, bad, and ugly stories buried under St. Augustine's historic streets. St. Augustine is the oldest, continuously occupied city in the United States. On this walking tour, you’ll follow the journey of founding father Pedro Menendez de Aviles, and the many others who gave everything they had to settle this hostile land. From the original city gates to Plaza de la Constitución in historic downtown St Augustine, I’ll show you the scars around every corner. Along the way, you’ll hear good, bad, and ugly tales about what it took to build a perfect fort, and how it was attacked many times but never taken. St. Augustine’s history is long, and its twisted tales are endless. This is a storytelling adventure into the lives and times of those who built this city. Whether you’re visiting St Augustine for the first time or are a curious local, this tour will give you a greater appreciation for the city and its rich cultural heritage.

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.

Scary, fun, affordable. This is the most responsive, low-bandwidth audio ghost tour on the market. No app. No data harvesting. No bloated code. Just streamlined, lightning-fast access—even in high-traffic zones. Scary, fun, and built for performance where others fail. Before booking any audio tour app, look at their App Store reviews.

Hunt down ghosts in America’s first colony on a creepy stroll to the City Gate with this affordable walking tour and the industry-leading VoiceMap mobile app. • Listen to the stories of St Augustine, a town haunted by war, illness, attacks and storms for over 457 years • Hear from producers, See America Tours, a local company delighting tourists and locals alike • Do it all in an hour or linger at stops along the way with complete control over when you start and finish • Get unlimited use before your booking date and after it ️• Use the virtual tour option at home Once you’ve booked, you’ll receive a ticket with instructions and a unique code listed under “Before You Go”. Then simply install the VoiceMap app and enter your code. The app displays directions to the starting point, and when you’re in the right place, just pop in your headphones and tap start. VoiceMap has automatic GPS playback, with turn-by-turn directions. It also works offline.

From its jaw-dropping Bridge of Lions to the resilient fortress of Castillo de San Marcos, St. Augustine is like a historical theme park where the exhibits are real, and the stories are legendary! On this walking tour, you‘ll take in more than 350 years of fascinating history with Context Travel expert and storyteller, Jennifer Geraghty. As you walk, she‘ll bring the city‘s colorful characters to life, recount epic battles, and point out the many historical firsts that shaped the city. Wander through historic districts, spotting architectural influences, and visiting iconic sites like the Ximenez-Fatio House and the Cathedral Basilica. Get unlimited use of this tour before your booking date and after it. You can use the virtual tour option at home, too. Once you have booked, you will receive instructions and a unique code to download the tour. The app displays directions to the starting point; when you’re in the right place, tap start.

Experience the magic of GPS playback on this stroll through St Augustine. This city was once a harsh place to live, and many have lost their lives trying to tame it. On this walking tour, you’ll hear about several hauntings in the city’s northern side and leave with a greater respect for what lies beyond the thin veil of life. During this ghostly adventure, your tour guide and ghost investigator, John Hippie Sanchez, will share some awesome stories. You’ll visit two of the oldest cemeteries in the city and a former Native American burial ground. You’ll also hear about Elizabeth, St Augustine’s most famous apparition, and you’ll find out why she has a dedicated police radio code. St Augustine’s history is long and tragic; on this tour, you’ll hear more than names and dates. You’ll see scars around every dark corner and learn the stories of locals who lived, died, and remain here. Most importantly, you’ll learn whether to stay and make contact or run for your life.

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.