St Augustine’s coastline is a treasure trove for boat enthusiasts. Its historic landmarks, vibrant wildlife, and holiday illuminations make for memorable water adventures.
We particularly love the Wine Tasting Cruise for its unique blend of stunning views and delicious wines, or the Dolphin Odyssey for animal lovers eager for dolphin sightings. Whether you’re seeking a romantic sunset, a lively party, or a scenic tour, the city’s boat options won’t disappoint.
The city’s waterways unveil everything from the Castillo de San Marcos to the Bridge of Lions, offering a perspective you simply can’t get from land.
Quick Overview
St Augustine offers a variety of boat experiences: from wine tastings and dolphin sightings to holiday lights cruises and private sails. Some tours focus on wildlife, like the Red Boat Tours – Dolphin Odyssey, perfect for those wanting to catch glimpses of dolphins, turtles, and manatees.
Others offer special occasions, such as the Nights of Lights by Water during the holiday season or party cruises with lively music. There’s genuinely something for every budget and interest.
- Quick Overview
- 1. Wine Tasting Cruise in St. Augustine
- 2. Red Boat Tours – Dolphin Odyssey and Sightseeing Tour
- 3. Red Boat Tours – BYOB Sunset Cruise on St. Augustine’s Waterway
- 4. Adventure Boat Tours – Sunset Water Tour in St. Augustine
- 5. Red Boat Tours – World Famous St. Augustine Nights of Lights
- 6. Live Music Sunset Sail with Drinks Included
- 7. Nights of Lights Boat Cruise
- 8. Adventure Boat Tours – One Hour Dolphin/Eco/History/Sightseeing Boat Tour
- 9. Sunset Cruise – #1 Party Boat in St. Augustine, FL
- 10. St Augustine Sunset Boat Tour
- 11. St Augustine Boat and Golf Cart Tour
- 12. 2 Hours – Private Sunset Sail along Historic Bay Front
- 13. Adventure Boat Tours – Nights of Lights by Water in St. Augustine FL
- 14. Night of Lights: #1 Party Boat in St. Augustine, FL
- 15. 2 Hours – Private Day Sail along Historic St Augustine Bayfront
- How to Choose Your Perfect Boat Tour in St. Augustine
1. Wine Tasting Cruise in St. Augustine

At number 1, this Wine Tasting Cruise combines the charm of St. Augustine’s waterfront with a curated selection of six wines. You’ll board a pontoon boat, passing landmarks like Castillo de San Marcos and the Bridge of Lions, gaining a fresh perspective on the city from the water. The tour lasts about 1 hour 30 minutes, and the onboard bar offers access to wine tastings and small bites.
Guests consistently praise the crew’s humor and knowledge, with many noting dolphin sightings along the way. The value for $49 per person is high for a relaxing, intimate experience with stunning views and excellent wine.
Key highlights include the chance to learn about the wines, enjoy wildlife like dolphins and spoonbills, and see the city’s skyline from a different angle. Reviewers call it a “great time” and note the knowledgeable crew, though some mention mediocre wine quality. This tour suits those looking for a laid-back, scenic tasting experience that’s perfect for couples or small groups.
Bottom line: A relaxed way to combine sightseeing with wine, ideal for those who enjoy a good drink and scenic views.
2. Red Boat Tours – Dolphin Odyssey and Sightseeing Tour

Number 2 on our list is the Dolphin Odyssey with its focus on dolphin watching. Departing from Vilano Beach, the 2-hour tour takes you along the Intra-coastal Waterway, past landmarks like the Fountain of Youth and Castillo de San Marcos, all narrated with humor and insight.
The crew’s commentary makes it a relaxed yet informative trip, with plenty of time for Q&A. The tour is popular among families, with many reviews mentioning multiple dolphin sightings, including calves less than six months old.
What makes this tour standout is the combination of wildlife viewing and historic sights in a calm water environment, avoiding the open ocean. The $29 price offers excellent value. You’ll also see turtles, manatees, and ospreys, making it a great choice for nature lovers.
Bottom line: An affordable, family-friendly dolphin cruise with rich commentary and wildlife sightings.
3. Red Boat Tours – BYOB Sunset Cruise on St. Augustine’s Waterway

A favorite for sunset lovers, the BYOB Sunset Cruise offers a prebooked, relaxed ride through the waterways with your own drinks. For about $39, you’ll enjoy the sights of Bridge of Lions and Castillo de San Marcos as the sun dips below the horizon.
The boat is comfortable, and guests often comment on the peaceful atmosphere and wildlife, including dolphins. The experience is capped at adults, making it perfect for romantic evenings or quiet gatherings.
Many reviewers appreciate the convenience of prebooking, saving time during your trip, and the opportunity to bring your own beverages. The scenic views at sunset combined with tales about the city create an ideal, low-key evening. Be aware that this tour is adult-oriented, and cooler evenings might require the provided blankets.
Bottom line: A hassle-free, romantic sunset cruise with personalized touches and the freedom to bring your own drinks.
4. Adventure Boat Tours – Sunset Water Tour in St. Augustine

Number 4 offers a Sunset Water Tour that covers the historic city sights with a relaxed vibe. This roughly 1-hour cruise includes views of the Bridge of Lions, Castillo de San Marcos, and the St. Augustine Lighthouse.
It’s suitable for families and pet-friendly, with many guests enjoying the opportunity to capture photos and spot dolphins swimming nearby. The small group size (up to 15 people) enhances the experience, and the guides are praised for their knowledge.
Guests mention enjoying the dolphin sightings and the scenic, less crowded atmosphere. The tour is priced at $40, making it a good value if you’re looking for a quick, scenic, and wildlife-rich cruise that’s suitable for all ages.
Bottom line: A family-friendly, short sightseeing cruise with excellent photo opportunities and wildlife encounters.
5. Red Boat Tours – World Famous St. Augustine Nights of Lights

Number 5 is the Nights of Lights boat tour, a must-do if visiting during the holiday season. For about $40, the boat takes you into the heart of downtown, where millions of lights reflect on the water, creating a magical scene.
The Pellicano boat provides padded seats and cozy blankets, so you can relax and take in the sparkling scenery. Guests love how the lights seem to double on the water, and many rave about the professional crew.
This tour is perfect for a festive, romantic evening, especially when combined with the city’s Christmas lights display, recognized as one of the world’s top holiday sights by National Geographic. Timing is key since the lights are most spectacular at dusk and after sunset.
Bottom line: An enchanting holiday experience, ideal for couples and families wanting to see St. Augustine illuminated from the water.
6. Live Music Sunset Sail with Drinks Included

Number 6 features an all-inclusive sunset sail aboard a luxurious catamaran with live local music. For $69.17, you’ll cruise for about 2 hours, enjoying unlimited beer, wine, and margaritas (non-alcoholic options available), plus snacks. Guests rave about the romantic atmosphere, the lively tunes, and scenic views of landmarks like the Castillo de San Marcos and Bridge of Lions.
This tour is perfect for celebrating special occasions like anniversaries or just seeking a memorable evening with great music, drinks, and water views. The crew’s friendly service and the relaxed vibe make for a memorable experience, though it’s best suited for adults.
Bottom line: A lively, romantic, all-inclusive sunset cruise with live music and scenic city views, great for celebrating.
7. Nights of Lights Boat Cruise

Number 7 is a Nights of Lights cruise with a 4.5/5 rating, running about 75 minutes. It’s perfect for capturing the holiday glow, passing by highlights like the Bridge of Lions and the Lighthouse. Two vessel options cater to different groups—either family-friendly or adults-only with an onboard bar. The narration shares history and fun facts, making it both festive and informative.
Reviewers love the spectacular views and the friendly crew. It’s an excellent choice if you want a shorter, more flexible tour during the holiday season, with the opportunity to book according to your needs.
Bottom line: A fun, shorter night cruise to see the Nights of Lights, suitable for all ages or adults seeking a lively bar experience.
8. Adventure Boat Tours – One Hour Dolphin/Eco/History/Sightseeing Boat Tour

Number 8 offers a family-friendly one-hour tour combining dolphin sightings and ecological lessons. Departing from Vilano Public Pier, you see the St. Augustine Inlet and Fountain of Youth, with narration about the area’s ecology and history. Many reviews mention sighting dolphins, turtles, and other wildlife.
Great for kids and those interested in learning while seeing the city from the water, it balances sightseeing with education. The tour costs $38 and is praised for the informative guides and calm waters.
Bottom line: A well-rounded, educational, and wildlife-focused water tour suitable for families and eco-conscious travelers.
9. Sunset Cruise – #1 Party Boat in St. Augustine, FL

Number 9 is the Party Sunset Cruise, known as the #1 Party Boat in St. Augustine. For about $47, you join a lively 1.5-hour party on a cycle boat, with unlimited drinks and music. Guests rave about the fun atmosphere and captain’s enthusiasm. It’s perfect for celebrations or groups looking to dance and socialize while enjoying views of the fort and lighthouse.
Reviews highlight the great vibe and friendly crew who keep everyone engaged. The tour is most suitable for those wanting a lively, social experience with a party atmosphere.
Bottom line: A high-energy, fun, adult-oriented cruise with drinks, dancing, and city views—ideal for celebrating with friends.
10. St Augustine Sunset Boat Tour

Number 10 is a straightforward Sunset Boat Tour that lasts about one hour. It’s perfect for travelers wanting a relaxing, scenic experience of St. Augustine’s skyline. The guide shares stories about the lighthouse, fort, and bridge, while hoping to spot dolphins along the way. Many reviewers mention the beautiful sunset views and friendly crew.
It’s a quiet, intimate tour best suited for couples or those wanting a peaceful evening on the water. The modest price of $35 offers good value for a scenic, relaxing experience.
Bottom line: An ideal choice for sunset lovers seeking calm waters, beautiful views, and a touch of local storytelling.
11. St Augustine Boat and Golf Cart Tour

Number 11 combines land and water in a 2.5-hour tour. Starting with a boat ride around the harbor, guests then switch to a golf cart tour of the city. Many reviewers mention the knowledgeable guide Wendy and the extra value of experiencing both perspectives. It ends just in time for an early dinner, making it a practical choice.
What makes this tour stand out is the comprehensive approach—seeing historic sites from the water and city streets in one go. It’s priced at $85, offering a well-rounded overview.
Bottom line: Perfect for first-timers wanting an efficient, insightful overview of St. Augustine with both boat and land tours.
12. 2 Hours – Private Sunset Sail along Historic Bay Front

Number 12 offers a private luxury sailing experience. For $795 per group, up to six people can enjoy a silent, peaceful sunset sail along the historic bayfront. You’ll see Porpoise Point, Vilano Beach, and the Castillo de San Marcos while keeping an eye out for dolphins.
Its privacy and luxury appeal to couples, families, or groups celebrating special occasions. Many reviewers love the personalized attention and wildlife sightings. The calm waters and professional crew make it a premium option for those seeking exclusivity.
Bottom line: An upscale, private cruise perfect for intimate celebrations or a romantic getaway with wildlife and scenic views.
13. Adventure Boat Tours – Nights of Lights by Water in St. Augustine FL

This Nights of Lights tour offers a small group experience for up to six people, priced at $40. It explores the holiday displays from the water, passing Bridge of Lions, Old Fort, and the Cross. Reviewers mention friendly guides and beautiful reflections on the water, making it a cozy, festive experience.
A perfect choice if you prefer an intimate setting during the holiday season, with options for public or private tours.
Bottom line: A charming, small-group holiday cruise that captures St. Augustine’s festive lights from the water.
14. Night of Lights: #1 Party Boat in St. Augustine, FL

Number 14 is the Party Boat for the Nights of Lights celebration. For about $47, you’ll cruise for 1.5 hours with music, dancing, and drinks while enjoying views of Castillo de San Marcos and the Lighthouse. It’s a lively, festive option that brings the holiday spirit alive among up to 24 party-goers.
Guests love the energized atmosphere and its reputation as the best party experience in town. It’s ideal if you want to combine holiday sightseeing with a fun night out.
Bottom line: The ultimate holiday party on the water, perfect for groups seeking a lively, social celebration.
15. 2 Hours – Private Day Sail along Historic St Augustine Bayfront

Ending our list, this luxury private day sail offers a peaceful two-hour voyage with a USCG-licensed captain. You’ll cruise along the bayfront, watch for dolphins, and enjoy scenic views of historic landmarks. It’s suitable for families or couples wanting privacy and comfort in a top-end vessel.
Many reviewers appreciate the personalized experience and the chance to learn about sailing or just relax on the water. Cost is $795 for up to six guests, making it a premium but memorable choice.
Bottom line: An elegant, private cruise ideal for special occasions or quiet reflection with wildlife and historic sights in view.
How to Choose Your Perfect Boat Tour in St. Augustine
With so many options, how do you pick the ideal tour? Consider your budget—from $29 dolphin cruises to $795 private sails—your interests, like wildlife watching or holiday lights, and group size. For families, the Dolphin Odyssey offers fun and education, while couples might prefer the romantic Sunset Boat Tour.
If you’re visiting during the holidays, the Nights of Lights tours provide unforgettable scenery. Booking early during peak seasons is recommended, especially for holiday cruises and private charters.
St Augustine’s boat tours cover everything from wildlife to holiday magic, catering to every taste and budget. Whether you want a lively party, a romantic sunset, or a peaceful private sail, the city’s waterways promise something special.
For a true taste of the city’s charm, consider booking well in advance—these tours fill up quickly, especially during peak season. Dive into your water adventure now and see this historic city from a whole new perspective!
