Top St Augustine On the Water

Cruise into the sunset on St. Augustine’s sole all-inclusive sunset sail with unlimited beer, wine, and margaritas (non-alcoholic options available) on a luxurious catamaran. As you sip your drink and enjoy complimentary snacks, live music will accompany the colorful setting sun on the water, for an unforgettable night. See the historic city and its landmarks bathed in beautiful colors from the water.

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.

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.

Cruise St. Augustine’s intracoastal waterway at sunset on this BYOB boat trip. Admire sights including the Bridge of Lions from the water at the most scenic time of day—sundown. Watch for dolphins and other marine life in the wild, hear tales about the city you may otherwise miss, and enjoy your preferred drinks as you sail and sightsee.

Parasailing in St. Augustine is unique because it combines thrilling ocean views with the rich history of America's oldest city. As you soar above the Atlantic, you may spot iconic landmarks like the Castillo de San Marcos and the Bridge of Lions, blending centuries-old charm with coastal beauty. The waters below are alive with dolphins, sea turtles, and even manatees, adding a wildlife-spotting bonus to your adventure. Calm breezes and clear skies make for ideal flying conditions, and the laid-back, friendly vibe of local tour operators ensures a relaxed, memorable experience. It's the perfect mix of history, nature, and adrenaline—all in one flight.

This boat tour takes you onto the waters of St. Augustine in search of pods of bottlenose dolphins. As you explore, learn about local history and dolphins' biology and behavior from the expert crew, who know just where to find these mammals as well as other marine life such as turtles, manatee, osprey, and pelicans.

Enjoy a private kayaking adventure in St. Augustine and spot incredible local wildlife. As you paddle through the waterways led by your guide, look for dolphins, manatees, sea turtles, bald eagles, and more. Stop on a beach for natural beauty and more wildlife like conchs and starfish. Learn about St. Augustine history and wildlife along the way on this memorable experience.

Sail through the historic harbors near Vilano Beach, as we seek out some of Saint Augustine’s most charming residents, the local dolphin population. We’ll view local bottle-nose dolphins as they frolic, feed, and engage in their natural behaviors. Guests will enjoy unobstructed views of the nation’s oldest city from the perfect vantage point, on the water. Our state-of-the-art catamaran provides 360-degree views, as guests enjoy complimentary sodas, water, beer and wine. This adventure is perfect for cosmopolitans and nature enthusiasts alike, seamlessly blending the historical allure of Saint Augustine with mother nature’s natural wonders.

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.

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.

St. Augustine’s Nights of Lights festival is among the historic city’s most celebrated events—but you can only get partial views while walking with the crowds on land. This evening boat tour makes the most of the scene, catching the lights and their twinkling reflections on the waterfront. And with a guide onboard, you’ll get fascinating insights you wouldn’t find on your own.

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.

See St. Augustine’s spectacular Nights Of Lights Christmas celebration from a different perspective with this fun boat tour. This is an excellent way to see the city shine without being confined in a small vehicle or needing to walk. Float by the Bridge of Lions, see the Old Fort, and marvel at the Old City lit up with holiday cheer.

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.

What makes this experience truly unforgettable is the combination of wildlife, scenic views, and a one-of-a-kind perspective from a 100% clear kayak. As the sun sets behind the historic St. Augustine sights, you won’t just be watching the sunset - you’ll be paddling through it and panoramic views all around.

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!

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.

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.

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.

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.

Experience the magic of St. Augustine's Nights of Lights with Old Town Party Boat! Glide along the scenic waterways of the nation's oldest city while surrounded by dazzling holiday lights with your favorite drink in hand! We will be partying, dancing, singing & making memories while cruising past historic landmarks, beautifully adorned with twinkling lights, creating a festive atmosphere. Don't forget your camera to capture the enchanting moments! 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

Make the most of your day in St Augustine and save money in the process with a package that includes admission to three historic attractions plus a hop-on hop-off trolley tour of the city. Visit the Old Jail, the St Augustine History Museum and the Oldest Store Museum Experience, plus dozens of other points of interest among the city’s top attractions.

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.