St. Augustine, Florida, is a city that practically lives on its waterfront. Its historic charm, combined with a scenic coastline, makes it ideal for exploring by boat. Whether you’re after a romantic sunset with stunning views or a lively party cruise with friends, there’s a boat experience for every vibe. We especially like the Sunset Boat Tour with Dolphin Spotting, which offers a family-friendly, relaxed way to enjoy dolphins and historic sights at sunset. The chance to glide under the iconic Bridge of Lions and spot Castillo de San Marcos from the water ensures a memorable outing.
If you’re seeking something lively, the Matanzas River Party Cruise with its DJ and dancing might be perfect. For those interested in wildlife and adventure, the Wildlife Adventure boat and kayak tour blends scenic cruising with the excitement of paddling around Anastasia Island. Whatever your style, St. Augustine’s diverse boating options make it easy to enjoy the water in ways that suit your interests.
1. St. Augustine: Sunset Boat Tour with Dolphin Spotting
At number 1, this family-friendly cruise combines the beauty of sunset skies with the chance to see bottlenose dolphins in their natural habitat. The tour lasts just 1 hour but is packed with memorable sights, including a slow glide under the Bridge of Lions and past the Castillo de San Marcos. The boat’s relaxed pace makes it perfect for all ages, and the guide shares interesting tidbits about the local ecosystem and history. Many reviews highlight how close-up the dolphin sightings are—”We saw several dolphins playing right beside the boat,” one family shared. The price of $40 per person reflects a great value for a quick but scenic experience. The sunset glow over the water creates a calming atmosphere, ideal for a romantic or family outing.
Bottom Line: A short, affordable cruise with excellent chances for dolphin sightings and a beautiful sunset — perfect for families and first-timers.
2. St. Augustine: Sunset Cruise with Live Music and Drinks
Number 2 on the list is a two-hour sail on a spacious catamaran, blending spectacular sunset views with live music and drinks. For around $69, you get a generous experience that feels like a relaxed floating party. The boat features a state-of-the-art design, ensuring comfort as you glide past historic landmarks. Complimentary drinks include beer, wine, margaritas, or champagne, making it a good deal for those wanting a more indulgent evening. The live music adds a lively, festive atmosphere—perfect for celebrating a special occasion or just unwinding. The reviews praise the “beautiful views and fantastic music,” emphasizing its value as a romantic or celebratory experience.
Bottom Line: A lively, comfortable cruise ideal for those who want scenic views, drinks, and music all in one relaxing package.
3. St. Augustine: Treasure Hunt Cruise with Onboard Show
Number 3 is a pirate-themed adventure that’s especially popular with families. During this 1.5-hour cruise, children and adults alike will enjoy the live pirate show with jokes, sword fights, and live cannon fire. The interactive experience makes it stand out, especially with the chance to leave with a piece of the treasure. The tour also includes dolphin sightings during feeding time, adding an extra thrill. The tour’s fun atmosphere is highlighted by reviews stating, “The kids loved the pirates’ jokes and the treasure hunt.” At $36 per person, it’s an affordable way to combine entertainment, wildlife viewing, and a taste of adventure.
Bottom Line: Perfect for families seeking a fun, interactive pirate experience with wildlife sightings thrown in.
4. St Augustine: Nights of Lights Sunset Sail with Live Music
Number 4 is a special seasonal cruise that coincides with the Nights of Lights display—when the city is bathed in a spectacular glow from mid-November to mid-January. This two-hour sunset sail costs $75 and is celebrated for its romantic ambiance, with live music and light snacks onboard. The spacious catamaran offers stunning views of historic landmarks as they shimmer with thousands of lights. Many reviewers mention how magical it feels to see the city “lit up like a fairy tale,” especially during the holiday season. Complimentary drinks include beer, wine, and champagne, enhancing the experience. The cruise is ideal for couples or small groups wanting an unforgettable evening.
Bottom Line: An elegant way to enjoy St. Augustine’s Nights of Lights with music, drinks, and spectacular views—perfect for a romantic holiday outing.
5. St. Augustine: Black Raven Tropical Sunset Cruise
Number 5 features a tropical-inspired sunset cruise on the Black Raven sailboat, offering a relaxed vibe at $32 per person. This two-hour ride on the Matanzas River emphasizes a Caribbean feel, with music and tropical drinks from the fully stocked bar. Its laid-back atmosphere makes it a favorite among travelers who want a casual, fun experience. Many reviews highlight the stunning river views and dolphin sightings during feeding time. The boat’s casual, beach vibe makes it particularly appealing to those seeking a more informal evening.
Bottom Line: An affordable, chill sunset cruise with a Tropical Caribbean vibe—great for relaxing with drinks and enjoying wildlife.
6. St. Augustine: Boat Cruise and Electric Golf Cart Tour
Number 6 offers a combination of sightseeing by boat and golf cart, perfect if you want a rundown of the city. For $85, you’ll take a harbor cruise through Matanzas Bay followed by a golf cart tour of key landmarks like the Castillo de San Marcos and Alcazar Hotel. This dual approach lets you relax on the water and then explore more intimately on land. The reviews praise the ease of exploring without tiring legs and the opportunity to see both historic sites and scenic waters. The golf cart component is especially good for those short on time but keen on the city’s highlights.
Bottom Line: An excellent choice for travelers wanting a balanced experience of water and land, with convenient, guided access to top sights.
7. St. Augustine: Dolphin and Wildlife Historical Boat Tour
Number 7 is an interactive, wildlife-rich one-hour cruise focused on dolphin spotting and the historic sites like Castillo de San Marcos. The boat’s route along Matanzas Bay and the Intracoastal Waterway ensures good chances to see dolphins in their natural habitat. The review highlights that “we saw dolphins feeding right beside the boat,” making it a must-do for wildlife lovers. The tour also offers scenic views of the St. Augustine Lighthouse and the Bridge of Lions. At just $29, it provides great value for a quick yet scenic wildlife and sightseeing experience.
Bottom Line: Ideal for wildlife enthusiasts and those wanting a quick, scenic water tour with dolphin sightings.
8. St. Augustine: Scenic Sunset Boat Tour
Coming in at number 8, this one-hour trip is among the shortest but offers spectacular sunset views over the Matanzas River. With a price of $36, it’s a straightforward, relaxing option perfect for a quick date or a family outing. Passengers often mention how close they felt to dolphins and the Bridge of Lions as the sunset paints the sky. Its small group size allows for an intimate experience, and the relaxed pace makes it suitable for all ages. It’s especially well-reviewed for its peaceful atmosphere and beautiful scenery.
Bottom Line: Short, sweet, and scenic—this cruise is ideal if you’re after a relaxing sunset with wildlife and landmark views.
9. St. Augustine: Nights of Lights Cruise with Music and Drinks
Number 9 offers an immersive holiday experience in St. Augustine during the Nights of Lights. At $69 for 1.5 hours, this catamaran cruise features live music, holiday cookies, and complimentary drinks. The illuminated city from the water creates a truly festive atmosphere. Reviewers mention that “seeing the lights from the boat adds a new dimension,” making it a favorite for holiday travelers or those wanting to enjoy the city’s decorative glow in a relaxed setting. It’s perfect for creating lasting memories with loved ones during the festive season.
Bottom Line: A lively, festive cruise that captures the magic of Nights of Lights with music, treats, and drinks—especially recommended during the holidays.
10. St. Augustine Wildlife Adventure: Boat Cruise & Kayak Tour
Number 10 blends scenic cruising with active kayaking on Anastasia Island. For $45, you get a two-hour adventure with expert guides leading the kayak portion, offering a hands-on wildlife experience. You’ll see birds, dolphins, and manatees, and enjoy snacks and drinks onboard. The tour’s balanced approach appeals to travelers who want a bit of everything—relaxing boat time plus active paddling. Reviewers appreciate the knowledgeable guides and the chance to see dolphins feeding up close. It’s especially suited for adventurers comfortable with moderate activity, and the snacks and drinks make it a full, satisfying outing.
Bottom Line: Perfect for wildlife lovers seeking a mixed water and land adventure with ample wildlife viewing opportunities.
$45 per person
11. St. Augustine: Champagne Sunset Cruise with Nights of Lights Option
Number 11 offers a luxurious sunset experience at $59 per person during the Nights of Lights season. The champagne and other complimentary drinks elevate this cruise, providing a refined atmosphere as you watch the sunset over the city’s illuminated skyline. The covered seating and nautical bathroom ensure comfort, while the views of landmarks like the Castillo de San Marcos are unbeatable. Reviews mention how special it feels to toast the sunset with champagne. It’s a perfect choice for romantic evenings or special celebrations.
Bottom Line: An elegant, luxury cruise ideal for those wanting a refined way to enjoy St. Augustine’s evening vistas.
12. St. Augustine: Matanzas River Party Cruise with BYOB
Number 12 pumps up the energy with a BYOB party cruise, complete with live DJ, dancing, and riverside sights. For $46, this is a fun-filled option for celebrating birthdays, bachelorette parties, or just an unforgettable night out. The boat features drinking games and lively music, encouraging a festive, social vibe. Reviewers note the great atmosphere and how it’s perfect for group celebrations. Bring your own food and drinks to customize your experience. The cruise’s casual, party feel makes it best suited for young adults or groups looking for a lively night on the water.
Bottom Line: A lively, customizable party cruise—ideal for groups wanting to dance, drink, and enjoy the riverside scenery.
$46 per person
13. St. Augustine: Shared Day Sailing Charter
Number 13 is a small-group sailing experience perfect for sailing enthusiasts. For $137, you’ll spend about 2 hours on a cozy shared charter, enjoying views of the lighthouse, bridges, and San Marco from the water. The wind in your hair and sea breeze define this tour. It’s praised for its intimate atmosphere and the chance to learn about sailing from the crew. Because it’s a shared experience, it offers good value for nature lovers who appreciate a more personal outing. The small group size also makes it a good option for couples or solo travelers wanting a quieter, more immersive experience.
Bottom Line: A relaxed sailing adventure suited for those who want to learn the ropes and enjoy a peaceful cruise.
$137 per person
14. St. Augustine: Halloween Boo Bash Sunset Sail with Live Music
Finally, the Halloween Boo Bash combines spooky fun with a sunset sail. Priced at $69, this special event features live music, costume contests, and handpicked refreshments. It’s a unique, seasonal way to celebrate Halloween, with the coastline providing a dramatic backdrop. Guests report the dolphin sightings and seabird viewing add to the fun. The costume contest and festive atmosphere make it a memorable experience for families or groups looking for holiday-themed activities. If you love festive fun at sea, this is a great choice, especially if you book early.
Bottom Line: An engaging Halloween-themed cruise that combines costumes, music, and wildlife for a unique holiday experience.
$69 per person
How to Choose the Right Boat Tour in St. Augustine
When selecting the best boat tour, consider your interests and timeframe. Want a quick, scenic dolphin cruise? The Sunset Boat Tour with Dolphin Spotting offers an affordable, family-friendly option. Looking for a more festive or romantic experience? The Nights of Lights Sunset Sail or Champagne Sunset Cruise provide stunning views with drinks and music. For those who want active wildlife viewing combined with paddling, the Wildlife Adventure blends cruising and kayaking.
Budget-conscious travelers might prefer the under $40 options like the Treasure Hunt Cruise or Black Raven Tropical Cruise. If celebrating a special event or holiday, consider the Nights of Lights or Halloween Boo Bash. Planning ahead and booking early, especially during peak seasons like Nights of Lights, ensures you won’t miss out.
Final Thoughts
St. Augustine offers a diverse range of boat experiences. For a relaxing sunset with wildlife, the Sunset Boat Tour with Dolphin Spotting is hard to beat. If you want a festive or romantic evening, the Nights of Lights cruises or Champagne Sunset Cruise deliver magical views and a touch of luxury. Families and adventure seekers will find the pirate-themed Treasure Hunt and wildlife tours appealing.
No matter your preference, booking early and choosing a tour aligned with your interests will help ensure a memorable time on the water in this historic city. Whether you’re after tranquil views, lively parties, or wildlife encounters, St. Augustine’s boat tours truly let you experience its charm from the best angle—on the water.