St. Augustine’s charm isn’t just in its cobblestone streets and historic forts—it’s also in its beautiful waterways. Sitting on the coast, the city offers a wealth of boat tours and cruises that let you see the sights from a different perspective. Whether you’re into wine tasting on the water, spotting dolphins, enjoying a sunset, or experiencing the glowing Nights of Lights, there’s a cruise for you. We especially love the Wine Tasting Cruise, which combines stunning views with a generous sampling of six wines, and the Dolphin Odyssey for its close encounters with Florida’s playful marine mammals. These experiences reveal the city’s coastal beauty and lively marine life, making water an essential part of your visit.
St. Augustine is perfect for boat tours thanks to its scenic waterways, historic landmarks, and abundant wildlife. With options ranging from relaxing sunset sails to lively party cruises, you can find an experience that matches your mood and interests. Planning ahead is a good idea—some tours, like the private sails or renowned Nights of Lights cruises, fill up quickly. Now, let’s explore the best boat tours in St. Augustine to help you make the most of your visit.
Quick Overview
Our list includes a variety of boat experiences—from wine tasting cruises and dolphin-watching tours to sunset sails and holiday light displays. Whether you want a romantic evening, a family-friendly outing, or a lively party on the water, there’s something here. Each tour offers a unique way to enjoy the city’s waterways, with some focusing on wildlife, others on the city’s illuminated beauty, and a few combining both. Check out the options below to find your perfect cruise.
1. Wine Tasting Cruise in St. Augustine
At number one, this Wine Tasting Cruise offers a delightful way to see St. Augustine’s coastline with a sophisticated twist. For around $49, you’ll hop aboard a pontoon boat and cruise past landmarks like the Castillo de San Marcos and the Bridge of Lions, all while tasting six different wines—an experience that’s both scenic and flavorful. The on-board bar makes it easy to indulge, and the views of dolphins, spoonbills, and other wildlife add a lively touch. Guests describe the crew as knowledgeable, funny, and engaging, making this a memorable outing. The intimate atmosphere and wine samples make it perfect for a romantic date or a small group celebration.
Bottom Line: If you enjoy slow, scenic cruises with a touch of wine, this tour blends elegance with fun, giving you a new perspective on the city’s waterfront.
2. Red Boat Tours – Dolphin Odyssey and Sightseeing Tour
Number two on our list, the Dolphin Odyssey is a relaxed 90-minute cruise that focuses on dolphin sightings. For just $29, the tour departs from Vilano Beach and takes you along the calm Intra-coastal Waterway. The crew offers entertaining commentary on local marine life, and you’ll probably see bottlenose dolphins, turtles, manatees, and ospreys. The boat’s padded bench seats ensure comfort, and the friendly atmosphere makes it suitable for families and wildlife enthusiasts alike. Reviews highlight the abundance of dolphins—”including several calves less than 6 months old”—and the knowledgeable crew.
Bottom Line: This tour is excellent for those who prioritize wildlife viewing and want a laid-back, educational cruise without breaking the bank.
3. Red Boat Tours – BYOB Sunset Cruise on St. Augustine’s Waterway
Number three is the BYOB Sunset Cruise, offering stunning views during the most beautiful time of day. For $39, you can prebook and bring your own beverages on a 90-minute cruise that passes landmarks like the Bridge of Lions and the Castillo de San Marcos. The boat provides cozy blankets and plenty of opportunities to spot dolphins and other wildlife. As the sun dips, the city’s lights begin to glow, creating a picture-perfect setting. The relaxed, adult-focused environment makes it ideal for couples or friends looking for a tranquil, scenic experience.
Bottom Line: For a romantic or unwinding sunset with your favorite drinks, this cruise delivers unforgettable views and a peaceful vibe.
4. Adventure Boat Tours – Sunset Water Tour in St. Augustine
Number four, the Sunset Water Tour, is a brief but beautiful 1-hour cruise around downtown St. Augustine. For $40, you’ll pass by the Bridge of Lions and the Castillo de San Marcos, with chances to see dolphins in the inlet. The small group size (up to 15 people) enhances the personal feel, and many reviews praise the knowledgeable guides and scenic sunset views. The tour is an excellent choice if you want a short but memorable evening on the water with family or friends.
Bottom Line: If a quick, scenic sunset cruise with good opportunities for photos and wildlife viewing appeals to you, this tour hits the mark.
5. Red Boat Tours – World Famous St Augustine Nights of Lights
Number five, the Nights of Lights cruise, is part of the city’s celebrated holiday tradition. For $40, you’ll glide across Matanzas Bay on the Pellicano, witnessing millions of lights reflecting on the water—an experience named one of the top-10 places in the world by National Geographic. The tour runs during the holiday season, with cozy blankets and a warm atmosphere. Reviewers love how the lights seem to double in brilliance over the water, and the narration highlights the city’s festive spirit.
Bottom Line: This is a must-do for the holiday season for those who want to see St. Augustine’s lights from the water in style and comfort.
6. Live Music Sunset Sail with Drinks Included
Number six is a lively Sunset Sail with live music, priced at $69.17 per person. A luxurious catamaran takes you out for two hours, with unlimited beer, wine, and margaritas included. As you sip your drinks, a local musician provides a soundtrack to the sunset over historic landmarks like the Castillo de San Marcos and Bridge of Lions. Reviewers mention the romantic, relaxed atmosphere, perfect for celebrating anniversaries or just unwinding after sightseeing. The crew’s friendly service and the entertainment make this a memorable, fun evening.
Bottom Line: Perfect for those wanting a lively, all-inclusive evening with good drinks, live music, and fantastic views.
7. Nights of Lights Boat Cruise
Number seven, the Nights of Lights Boat Cruise, offers a cozy 75-minute tour for $45. You’ll pass iconic sites like the Bridge of Lions, Lighthouse, and Castillo de San Marcos, all glowing with millions of lights. It’s an excellent option for families or couples who want to see the festival’s magical atmosphere from the water. The tour is highly rated, with reviews praising the knowledgeable crew and the view of the illuminated cityscape.
Bottom Line: If you want to experience the magic of the holiday lights from a comfortable boat, this cruise is a solid choice.
8. Adventure Boat Tours – One Hour Dolphin/Eco/History/Sightseeing Boat Tour
Number eight is a family-friendly 1-hour sightseeing tour focusing on dolphins and the city’s ecology. For $38, you’ll cruise along the Inlet and see historic sites like the Fountain of Youth and Castillo de San Marcos. The guides share insights into local history and wildlife, making it both educational and fun. Several reviews highlight the opportunity to see dolphins “playing in the waters near the inlet,” along with engaging commentary. The compact tour is perfect for those short on time but wanting a diverse experience.
Bottom Line: For a quick, engaging introduction to St. Augustine’s wildlife and history, this tour hits the spot.
9. Sunset Cruise – #1 Party Boat in St. Augustine, FL
Number nine, the Party Boat Sunset Cruise, is ideal for celebrating with a lively crowd. For $47, this party boat accommodates up to 24 people and features a DJ, lights, and a festive atmosphere. Many reviewers mention the “great crew,” “fun music,” and how everyone had a fantastic time dancing and drinking as the sun sets behind the city’s skyline. It’s perfect for bachelor/bachelorette parties or groups wanting a fun, social experience on the water.
Bottom Line: If you want a lively, dance-filled evening with friends and drinks, this cruise keeps the party going.
10. St. Augustine Sunset Boat Tour
Number ten offers a relaxing one-hour sunset tour for $35, with views of the lighthouse, Bridge of Lions, and Fort. The guides share interesting tidbits about the city’s landmarks while you enjoy the changing colors of the sky. Reviews mention dolphin sightings and a beautiful, calm ride that’s perfect for couples or small groups.
Bottom Line: For a calm, scenic sunset with light commentary, this is an affordable, charming choice.
11. St. Augustine Boat and Golf Cart Tour
Number eleven combines land and water with a boat tour followed by a golf cart ride. For $85, the tour offers a comprehensive view of the city, with the boat navigating the waterfront and the golf cart exploring streets. Highlights include Plaza de la Constitución and Mission Nombre de Dios. Reviewers note the knowledgeable guide and the ability to see areas the hop-on hop-off buses don’t reach.
Bottom Line: Ideal for travelers who want a full-scope tour of St. Augustine in one day, combining scenic water views and city streets.
12. 2 hours – Private Sunset Sail along Historic Bay Front
Number twelve offers an exclusive, private 2-hour sunset sail for up to six people at $795. You’ll enjoy personalized service, wildlife sightings like porpoises, and stunning views of Porpoise Point, Vilano Beach, and the Castillo. Many reviews describe this as a perfect romantic or family activity with the flexibility of a private charter.
Bottom Line: For an intimate, customizable experience on a luxury sailing yacht, this private cruise is unbeatable.
13. St. Augustine Private Day or Sunset Boat Tour, 6 passengers max
Number thirteen, a private day or sunset tour, combines flexibility with exclusivity. For $325, up to six guests enjoy a 2-3 hour cruise focusing on landmarks like Fort Matanzas and the Lighthouse. The tour includes commentary and the chance to enjoy the city from the water at your own pace.
Bottom Line: Best suited for small groups or couples seeking a personalized, relaxed experience with stunning views and a private crew.
14. St. Augustine Night of Lights: #1 Party Boat
Number fourteen is another energetic party boat experience during the Nights of Lights. For $47, enjoy dancing, music, and drinks as you cruise past illuminated landmarks like the Castle and Lighthouse. Reviewers mention the lively atmosphere and how the crew is part of the fun.
Bottom Line: Ideal for groups looking for a lively, festive night with music, drinks, and a party vibe.
15. 2 hours – Private Day Sail along Historic St. Augustine Bayfront
Number fifteen offers a private luxury sail for up to six people, focusing on wildlife, historic sights, and the tranquility of the bay. For $795, this personalized experience includes opportunities to spot dolphins or just relax and enjoy the scenery. Reviewers love the intimate setting and flexibility.
Bottom Line: Perfect for small groups or couples who want privacy and a leisurely day on the water.
How to Choose the Best Boat Tour in St. Augustine
When selecting your ideal cruise, consider your budget, interests, and group size. Want a laid-back wildlife viewing? The Dolphin Odyssey might be your best bet. Looking for a romantic sunset? The Sunset Water Tour offers spectacular views. Planning a fun party night? The Party Boat provides music and dancing.
Check schedules early, especially during peak seasons like the Nights of Lights, when tours tend to sell out. For private or small-group experiences, booking in advance is highly recommended. Keep in mind weather conditions, as some tours may be canceled or rescheduled if the weather turns rough.
Final thoughts
St. Augustine’s boat tours cater to a wide range of interests—from wildlife lovers and sunset seekers to party enthusiasts and holiday decorators. For a balanced experience, the Wine Tasting Cruise offers a relaxing blend of scenery and flavor, while the Nights of Lights cruises provide an unforgettable holiday spectacle. Small groups and private tours add a personal touch if you prefer exclusivity.
Whatever your preference, booking early ensures a spot on one of these popular excursions. Water-based explorations are a highlight of any visit to St. Augustine—so don’t miss the chance to see this historic city from the water.