Top St Augustine Private and Luxury

Experience St. Augustine at golden hour on a sunset boat tour that combines waterfront views with light historical commentary. Cruising along the city’s shoreline offers a clear vantage point of notable landmarks while avoiding downtown traffic and crowds. The relaxed pace makes it easy to enjoy changing sky colors and local wildlife activity, creating a calm way to end the day on the water.

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.

Take your knowledge of St. Augustine’s history to a supernatural level on this small group guided ghost tour. Instead of walking, hop on a golf cart with an expert guide to visit paranormal sites like Flagler College and the Castillo de San Marcos. The tour offers audio and written guides in multiple languages, making the dark history accessible to more visitors.

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.

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.

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.

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.

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

See St. Augustine's key landmarks—and enjoy a one-of-a-kind, environmentally friendly way of traveling—on a small-group electric golf cart tour. Choose a convenient morning or afternoon tour time, meet your guide in the city center, and hop on board. See St. Augustine landmarks, including the Castillo de San Marcos, Tolomato Cemetery, and Mission Nombre de Dios, and learn all about the city’s centuries of history.

Get close to the unique wildlife living just off the shores of St. Augustine during this on-water adventure tour. Choose between a kayak or a paddle board, slip on a life vest, and head out onto the water with a guide. As you paddle around the St. Augustine Lighthouse and Anastasia State Park, you may encounter dolphins, sea turtles, and the West Indian manatee.

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.

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.

PLEASE NOTE: Booking 1 Traveler = 1 row that can seat up to 4 people. Book 2 travelers for groups of 5 - 8 people and you will get 2 rows! Get into the holiday spirit on a trolley tour of St. Augustine’s popular, annual Nights of Lights Festival! Traffic is heavy and crowds are thick for this high demand, often sold-out activity so book ahead to secure your preferred date and time and avoid disappointment! Hop on the trolley, sit back, pop on your 3-D glasses and enjoy a fully immersive holiday experience from more than 3 million lights along the city’s Historic District. After your trolley tour, enjoy a holiday cookie and a cup of hot apple cider.

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.

Discover the United States’ oldest city as you embark on a historic walking tour through St. Augustine. Join a small group and visit top landmarks such as the oldest masonry fort in the US, the oldest grid system, and Flagler College. While you explore, your guide sheds light on the tumultuous history of the 450-year-old city.

Experience all of downtown through the comfort of an open-air electric tour vehicle. Hear the true ghostly tales on the north side, south side, and deep into the historic downtown. See the haunted sight of a true crime murder mystery, hear of the bloody pirate attacks, and other horrific events that have plagued historic St. Augustine. Jump on the Goth Cart and cruise through the dark and bloody history of downtown and especially deep into the south end's narrow streets. All stories spun are true and thoroughly researched and include hauntings, gruesome murders, and vile pirate attacks.

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.

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.

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.

Avoid the crowds and long lines this Holiday Season by seeing the Nights of Lights from a state-of-the-art Low Speed Vehicle, or electric golf cart. The maneuverability of our open-air cart will get you closer to the action than any other tour. Small groups. You won't feel like a sardine on our tours! Enjoy more than 3 million lights along the city’s Historic District the intimate way, with First Coast Cart Tours.

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.

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.

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