St. Augustine, Florida, offers some of the most charming and diverse boat experiences along the U.S. East Coast. With its historic landmarks, scenic waterways, and vibrant sunsets, it’s a perfect place to explore from the water. Whether you’re seeking dolphin sightings, sunset cocktails, or family-friendly pirate adventures, there’s a cruise for you.
For instance, the Sunset Boat Tour with Dolphin Spotting combines wildlife viewing with the magic of sunset, and the Treasure Hunt Cruise offers a fun pirate-themed adventure with interactive shows. These tours exemplify the variety that makes St. Augustine a top destination for boaters.
What makes St. Augustine stand out for boat tours is its blend of historic sights and natural beauty. From gliding past the Castillo de San Marcos to spotting dolphins in the Intracoastal, each cruise provides a different perspective on the city. For those interested in festive displays, the Nights of Lights Sunset Sail during the holiday season turns the city into a glowing wonderland.
Whether you’re here for a quick hour or a leisurely evening, these cruises offer a memorable way to experience this charming city.
- 1. St. Augustine: Sunset Boat Tour with Dolphin Spotting
- 2. St. Augustine: Sunset Cruise with Live Music and Drinks
- 3. St. Augustine: Treasure Hunt Cruise with Onboard Show
- 4. St Augustine: Nights of Lights Sunset Sail with Live Music
- 5. St. Augustine: Black Raven Tropical Sunset Cruise
- 6. St. Augustine: Boat Cruise and Electric Golf Cart Tour
- 7. St. Augustine: Dolphin and Wildlife Historical Boat Tour
- 8. St. Augustine: Scenic Sunset Boat Tour
- 9. St. Augustine: Nights of Lights Cruise with Music and Drinks
- 10. St. Augustine Wildlife Adventure: Boat Cruise & Kayak Tour
- 11. St. Augustine: Champagne Sunset Cruise with Nights of Lights Option
- 12. St. Augustine: Matanzas River Party Cruise with BYOB
- 13. St. Augustine: Shared Day Sailing Charter
- 14. St. Augustine: Halloween Boo Bash Sunset Sail with Live Music
- How to Choose the Right Boat Tour in St. Augustine
1. St. Augustine: Sunset Boat Tour with Dolphin Spotting

At number 1 on our list, the Sunset Boat Tour with Dolphin Spotting is a family-friendly cruise that highlights both nature and history. For just $40 per person, you get a one-hour trip that takes you under the iconic Bridge of Lions and along the scenic A1A Coastal Byway.
The tour’s big draw is the chance to see dolphins doing their playful jumps during sunset, making it a hit with kids and adults alike. The guide shares insights about the local ecosystem, and the tranquil waters make for a peaceful ride.
Watching the sky turn vibrant shades as the sun dips behind historic landmarks like Castillo de San Marcos adds a special touch. This tour’s relaxed pace and wildlife focus make it ideal for families or anyone wanting a quick, scenic escape.
Bottom line: If you want a short, budget-friendly cruise that combines wildlife and stunning sunsets, this tour is a solid choice. It has a high rating of 4.8/5 from 118 reviews, so most visitors leave with a smile.
2. St. Augustine: Sunset Cruise with Live Music and Drinks

For around $69 per person, the Sunset Cruise with Live Music and Drinks offers a two-hour experience on a spacious catamaran. This cruise is perfect for those who enjoy relaxing with good music while sipping on complimentary drinks—think beer, wine, margaritas, or champagne.
The cruise takes you past St. Augustine’s most iconic sights, like the Castillo de San Marcos and the Bridge of Lions, all bathed in the golden glow of sunset. Guests rave about the quality of the live performances, which add a lively atmosphere to the scenic ride.
The light snacks provided make it a well-rounded evening outing. This tour suits couples, friends, or anyone wanting a leisurely, music-filled evening on the water.
Bottom line: If you’re after a blend of scenic views, live entertainment, and drinks, this cruise provides a memorable, laid-back evening for a fair value.
3. St. Augustine: Treasure Hunt Cruise with Onboard Show

At number 3, the Treasure Hunt Cruise with Onboard Show offers an interactive pirate adventure for $36 per person. This 1.5-hour ride on a pirate ship is designed to entertain families, with live sword fighting, jokes, and cannon fire.
Kids will love the chance to hunt for treasure and leave with a piece of the booty. During the cruise, you’ll also have opportunities to spot dolphins feeding, adding a wildlife element.
The lively pirate show is the highlight, making it a top pick for kids and parents alike. The casual, fun atmosphere makes it a great choice for a quick family outing.
Bottom line: For a lively, family-friendly pirate experience that combines entertainment with wildlife spotting, this cruise hits the mark.
4. St Augustine: Nights of Lights Sunset Sail with Live Music

One of the most magical experiences is the Nights of Lights Sunset Sail, priced at $75 per person for 2 hours. This cruise runs during the holiday season when the city is illuminated with millions of lights. The spacious catamaran offers stunning views of the glowing cityscape, with complimentary drinks—think champagne, beer, or wine—and light snacks.
As you sip and listen to live music, the sunset creates a spectacular backdrop. The illuminated historic landmarks such as the Castillo de San Marcos become even more enchanting from the water.
This tour is ideal for romantics, couples, or anyone wanting to experience the city’s festive magic from a new perspective.
Bottom line: If visiting during the Nights of Lights season, this cruise offers a truly enchanting way to see St. Augustine’s holiday display with drinks, music, and a peaceful sunset.
5. St. Augustine: Black Raven Tropical Sunset Cruise

The Black Raven Tropical Sunset Cruise is a 2-hour sail for just $32, making it one of the most affordable options. The vibe is laid-back and beachy, inspired by the Caribbean, with music and drinks from a fully stocked bar. This cruise is designed for relaxation and fun, with a chance to see dolphins feeding along the Matanzas River.
The lively atmosphere combined with stunning sunset views makes it perfect for those wanting a casual, tropical-feel experience without breaking the bank. The friendly crew and easygoing setting make it a favorite for solo travelers, couples, or groups looking to unwind.
Bottom line: For a budget-friendly, lively sunset cruise that feels like a mini tropical escape, this tour offers excellent value.
6. St. Augustine: Boat Cruise and Electric Golf Cart Tour

This combo tour at $85 per person provides a well-rounded way to explore St. Augustine—on water and land. The Boat Cruise and Golf Cart Tour starts with a scenic ride through Matanzas Harbor, showcasing the city’s skyline and historic sites like the Castillo de San Marcos. Afterward, a guided golf cart tour takes you past key landmarks such as the Alcazar Hotel.
The small group setting allows for personalized insights, and the combination makes it easy to see more of the city without tiring your legs. It’s a fantastic choice for first-time visitors who want a rundown.
Bottom line: This tour balances scenic water views with close-up city sights, ideal for those who want a bit of everything in a half-day adventure.
7. St. Augustine: Dolphin and Wildlife Historical Boat Tour

The Dolphin and Wildlife Historical Boat Tour at just $29 per person offers a quick hour of wildlife spotting. Along With dolphin sightings, you’ll cruise around Castillo de San Marcos and the Bridge of Lions, with excellent views of the historic waterfront. The boat ride provides a relaxing way to see local wildlife and learn about the area’s history from a knowledgeable guide.
With a high rating of 4.8/5, this tour is popular for its value and wildlife focus. It’s perfect for those with limited time or families wanting a short, scenic ride.
Bottom line: For an affordable, wildlife-rich experience that also showcases key historic sights, this is a smart pick.
8. St. Augustine: Scenic Sunset Boat Tour

The Scenic Sunset Boat Tour is a short, 1-hour trip costing $36 per person. It’s a straightforward way to catch a beautiful sunset over the Matanzas River while spotting dolphins. The small group and comfortable vessel make for a peaceful experience, especially favored for family outings.
The views of the Bridge of Lions and Castillo de San Marcos from the water are especially striking as the sun dips below the horizon, creating perfect photo opportunities.
Bottom line: If you want a quick, scenic sunset ride with dolphin sightings, this tour offers a relaxing and affordable escape.
9. St. Augustine: Nights of Lights Cruise with Music and Drinks
At $69 per person for 1.5 hours, this Nights of Lights Cruise is perfect during the holiday season. It combines the magic of the city’s illuminated streets with live music and complimentary drinks, including beer, wine, and champagne. The spacious catamaran offers comfortable viewing from its deck, with the added ambiance of holiday cookies.
This cruise is a great way to experience St. Augustine’s festive spirit from the water, especially for those who enjoy holiday traditions.
Bottom line: During the Nights of Lights, this cruise is a must for anyone wanting a festive, music-filled night viewing the city’s holiday glow.
10. St. Augustine Wildlife Adventure: Boat Cruise & Kayak Tour

This adventure at $45 per person combines a boat cruise with a kayaking excursion. You’ll cruise the Intracoastal Waterway, then paddle along Anastasia Island, a protected barrier island and State Park. The tour offers wildlife encounters—including dolphins, manatees, and a variety of bird species—and includes snacks and drinks, with alcohol available for those 21+.
It’s ideal for those who want a bit of everything—scenic views, wildlife, and active exploration. The friendly guides share insights about the local ecosystem throughout.
Bottom line: For active travelers looking to combine boat and kayak adventures, this offers a balanced day of fun and wildlife viewing.
11. St. Augustine: Champagne Sunset Cruise with Nights of Lights Option

This 1.5-hour cruise at $59 offers a luxurious take on the sunset experience. With complimentary beer, wine, champagne, and a spacious, covered deck, you can relax while watching the sun set behind the city’s landmarks like the Castillo de San Marcos.
It’s an especially good pick for romantic evenings or special celebrations, with the Nights of Lights viewing available from November 15 through January 11. The cruise’s nautical bathroom and comfortable seating add to its appeal.
Bottom line: For a more upscale, champagne-in-hand sunset, this cruise offers elegance and beautiful views, especially during the holiday season.
12. St. Augustine: Matanzas River Party Cruise with BYOB

For those who like to dance and socialize, the Matanzas River Party Cruise features a live DJ, dancing, and lively conversations. At $46 per person, it’s an energetic way to enjoy the river with friends, with the option to bring your own alcohol and snacks.
The cruise runs for 1.5 hours and offers views of the city’s landmarks from the water. It’s perfect for celebrating birthdays, bachelorette parties, or just a fun night out.
Bottom line: If you want a lively, party atmosphere on the river with your favorite drinks, this cruise delivers.
13. St. Augustine: Shared Day Sailing Charter
The Shared Day Sailing Charter is a 2-hour trip at $137 per person. It’s ideal for those who want to experience sailing with a small group, feeling the wind and watching the city’s landmarks like the Lighthouse from the water. The intimate setting and professional crew make for a relaxed, personal experience, perfect for couples or small groups wanting to enjoy a peaceful day on the water.
Bottom line: For sailing enthusiasts who enjoy a quiet, small-group experience, this charter offers quality and comfort.
14. St. Augustine: Halloween Boo Bash Sunset Sail with Live Music

Finally, the Halloween Boo Bash Sunset Sail, priced at $69, turns the water into a spooky party. Running during October, this cruise features costumes, live music, and prizes, with handpicked refreshments including beer, wine, and champagne.
The festive atmosphere makes it a fun, social event that combines holiday spirit with scenic sailing. Kids and adults alike enjoy the costume contest and the chance to spot dolphins during the ride.
Bottom line: If you’re visiting during Halloween and want a festive, fun-filled cruise, this event offers a unique night out on the water.
How to Choose the Right Boat Tour in St. Augustine
Choosing among these options depends on your budget, time, and interests. If wildlife and quick scenic views are your priority, the Dolphin and Wildlife Tour at just $29 offers excellent value. For a relaxed, festive experience, the Nights of Lights Sunset Sail during the holiday season is hard to beat.
If you’re after something lively with music and drinks, the Boat Cruise and Golf Cart or the Matanzas River Party Cruise are excellent choices.
Timing also matters — book early for holiday lights cruises or popular sunset outings, and consider weather conditions—Florida’s summer heat or winter chill can influence your comfort. For those seeking a special celebration or romantic evening, options like the Champagne Sunset Cruise offer a touch of luxury.
To sum it up, St. Augustine’s boat tours range from quick wildlife sightings to elegant sunset cruises and lively parties. If you’re interested in history and scenic beauty, the combination of water and land tours offers a comprehensive experience. For family fun, pirate adventures and dolphin cruises hit the spot.
Be sure to book early in peak seasons, especially around the Nights of Lights, to secure your spot on one of these memorable outings. No matter your style, there’s a boat tour waiting to give you a fresh perspective on this charming city.
