Top St Augustine Outdoor Activities - page 3

St. Augustine’s original “frightseeing” tour provides an evening of fear and fun. Board Ghosts and Gravestones' Trolley of the Doomed for a spooky ride through St. Augustine's sinister past. Listen to stories of the ghosts and ghouls believed to still wander the town’s streets as you pass supposedly haunted hot spots, and visit Potter’s Wax Museum. Expect a tour so scary, it comes with a warning: not recommended for under-13s.

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’s beautiful Intracoastal Waterway on your private floating tiki boat! This BYOB cruise is the perfect way to relax, take in scenic waterfront views, spot local dolphins, and enjoy good times with friends or family. Whether you’re seeking a romantic sunset cruise, a lively booze cruise, or a private charter, this fun and customizable experience is your ticket to the best of St. Augustine by water. What to Expect: Scenic boat cruise along St. Augustine’s Intracoastal Waterway and Matanzas Bay Floating tiki boat atmosphere BYOB booze cruise with cooler and ice provided Private or shared options available Dolphin watching and wildlife spotting opportunities Romantic sunset cruises and island-hopping options

See St. Augustine’s spectacular Nights Of Lights celebration from the water with this unique boat tour. This excellent way to see the city shine is available as a public tour consisting of as many as 32 people or you can book a smaller boat for an intimate, private tour for up to six. Float by the Bridge of Lions, see the Old Fort, and marvel at the Old City lit up with holiday cheer.

Once a holding site for St. Augustine’s hardest criminals, the Old Jail Museum now offers visitors an educational look at life in the Nation’s Oldest City. Tour a maximum security area and regular cells alike that held prisoners until 1953, learning about fascinating historical accounts of criminal lives in St. Augustine as you go. Tickets provide direct entry without the need for exchange.

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.

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.

The annual Night of Lights celebration is one of St. Augustine’s most popular events. Running from November through January, the Ancient City lights up with more than 3 million sparkling lights that dance along the centuries-old architecture. Explore Old Town and other historical areas illuminated by this joyous event during a private golf cart tour. No matter if you love holidays or history, this special experience is sure to leave a smile on your face.

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!

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.

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.

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.

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.

Celebrate the magic of Nights of Lights aboard our comfortable power catamaran with two festive options: Nights of Lights Sunset Tour (Narrated) Enjoy a beautiful sunset cruise followed by St. Augustine’s dazzling holiday lights. This tour includes engaging narration covering the city’s history and landmarks like the Castillo de San Marcos and the St. Augustine Lighthouse. Watch the skyline glow as thousands of white lights illuminate the bayfront. Nights of Lights Viewing Cruise (Non-Narrated) A lights-only experience with no narration and no sunset portion. Relax and take in uninterrupted views of the sparkling waterfront and historic landmarks from the water.

Have only a short amount of time to explore St. Augustine? Beat the crowds—and see most of the city's top highlights—all in one private, open-air electric vehicle tour. Meet your guide downtown, and hop aboard. You'll see highlights like the Mission Nombre de Dios, Castillo de San Marcos, and Cathedral Basilica of St. Augustine, and will learn all about the city's history.

If you're into all things creepy and spooky, this 'beyond the grave' tour of St. Augustine is ideal for you. You'll be taken to a number of locations of interest to the Savannah Ghost Research Society. These include cemeteries and buildings where ghosts have been sighted and paranormal activity recorded. Your guide will dig beneath the urban legends in an attempt to uncover the true stories that lie within.

Our 'Key to the City Scavenger Hunt' is not just an activity, it's an unforgettable adventure that takes you through the heart of the city, allowing you to discover its hidden gems and historical landmarks in a fun and engaging way. This is not your typical sightseeing tour. You'll be solving clues, completing challenges, and working as a team, which adds an exciting competitive element to the experience. It's a fantastic way to bond with friends, family, or colleagues, and you'll learn a lot about the city in the process. What sets us apart is our commitment to making each scavenger hunt unique and personalized. We carefully design our routes to ensure that you're not just visiting tourist hotspots, but also exploring lesser-known areas that are rich in history and local culture.

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.

Celebrate the magic of the season this year with Holly Jolly Hunt. Holly Jolly Hunt is an app based scavenger hunt that you can play anywhere of your choosing. Explore the city and look for holiday related items, both traditional and not so traditional. Take a photo through the app to score points for your scavenger hunt team. Perform fun, holiday challenges that will bring laughter to your team. See your score on the leaderboard compared to other teams from all over. Holly Jolly Hunt is guaranteed to provide lasting holiday memories. Whether you play with friends, family, or even co-workers, Holly Jolly will put a smile on your face for the rest of the year!

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.

Looking for the best E-Bike rental experience for the beach, thrilling trails or comfortable commutes? Your quest ends here. We are not just about E-Bike rentals; we're a community for the eco-conscious explorer in you. There is no better way to experience Historic St Augustine, St Augustine Beach, Ponte Vedra Beach, Vilano Beach, Anastasia Island, Crescent Beach, Butler Beach, Palm Coast or Flagler Beach than cruising on an E-Bike. Intimately explore the area at your own pace and see things you would never see from your car. Enjoy a beach sunrise, backstreets filled with beautiful homes and hit our nature trails to check out the amazing wildlife and have some great photo opportunities. So many places to ride and so much to do! This is a must on your vacation checklist! Join the countless adventurers who have experienced the thrill of gliding effortlessly along our coastal paradise and unlock the true potential of your vacation. Park the car and be a kid again~ Book Today!

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.

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.

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.