Sunset Cruise St Augustine: 2026 Best Deals

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Florida Water Tours

Florida Water Tours • St. Augustine

Offering eco-tourism cruises - Dolphin and Wildlife Adventure, Sunset Cruise, and St. Augustine’s only Wine Cruise of the Intracoastal Waterway. Learn about St. Augustine’s riveting history and culture while taking in the picture-perfect ocean views. Details

2569 Reviews

$39.00 $37.00

Total Price: $39.21 (USD)

You Save: $2.00

St. Augustine Sunset Cruise with Live Music and Drinks

Fury St. Augustine • St. Augustine

Sail away on a relaxing St. Augustine sunset cruise with Fury Water Adventures. Glide past historic sites like Castillo de San Marcos and the Bridge of Lions during the golden hour aboard a spacious catamaran. Enjoy live music, fine wine, and refreshing margaritas. With scenic views, light snacks, and coastal breezes, this cruise is the perfect evening escape. Details

$72.00 $67.00

Total Price: $73.28 (USD)

You Save: $5.00

Champagne Sunset & Fireworks Cruise

Fury St. Augustine • St. Augustine

Celebrate the 4th of July on a St. Augustine sunset cruise aboard a 45-ft power catamaran. Departing from Vilano Beach Fishing Pier, enjoy complimentary champagne and snacks, scenic coastal views, and a spectacular fireworks display to cap off the night—perfect for couples and travelers seeking a memorable holiday on the water. Details

$118.05 $108.00

Total Price: $117.27 (USD)

You Save: $10.05

St. Augustine Dolphin Watch & Historical Harbor Tour

Fury St. Augustine • St. Augustine

Experience playful dolphins in the wild on this St. Augustine dolphin tour and catamaran cruise with Fury Water Adventures. Glide through scenic waters as expert guides share insights into marine life and local history. With complimentary drinks, light snacks, and stunning harbor views, this tour offers the perfect blend of wildlife and relaxation for all ages. Details

$42.00 $38.00

Total Price: $42.33 (USD)

You Save: $4.00

St. Augustine Nights of Lights Sunset Sail with Live Music

Fury St. Augustine • St. Augustine

Embark on a magical St. Augustine Nights of Lights boat tour aboard a 65-foot sailing catamaran. Enjoy gentle waves, pastel sunsets, live music, light snacks, and complimentary drinks. With 3D glasses, holiday cookies, and dazzling views of the city lights, this St. Augustine sunset cruise will be an unforgettable kickoff for your holiday season! Details

$77.00 $72.00

Total Price: $78.60 (USD)

You Save: $5.00

Champagne Sunset Cruise & Nights of Lights Viewing

Fury St. Augustine • St. Augustine

Celebrate the holidays on a St. Augustine sunset cruise as champagne and city lights create a festive evening on the bay. Departing from the Vilano Beach Fishing Pier, this seasonal cruise highlights top landmarks along the Matanzas Bay and the city's annual Nights of Lights from a smooth, open-air vessel with complimentary drinks and snacks. Details

$42.00 $37.00

Total Price: $41.33 (USD)

You Save: $5.00

Shared Day Sailing Charter Along the Bayfront

St. Augustine Sailing • St. Augustine

Sail St. Augustine's historic bayfront on a small-group yacht cruise from Camachee Cove Yacht Harbor. Pass landmarks like the Castillo de San Marcos and spot dolphins along the scenic Tolomato and Matanzas Rivers. Led by a licensed captain, it's perfect for couples, families, and first-time explorers of Florida's Historic Coast. Details

$129.00 $119.00

Total Price: $126.60 (USD)

You Save: $10.00

Private Day Sail Along Historic Bayfront

St. Augustine Sailing • St. Augustine

Glide past St. Augustine's historic bayfront aboard a private 2‑hour sailing charter. Limited to six guests aboard a USCG‑captained sailboat, it offers fresh sea air, coastal wildlife sightings, and iconic views of city landmarks. Details

$795.00 $745.00

Total Price: $792.39 (USD)

You Save: $50.00

Private Sunset Sailing Charter Along the Bayfront

St. Augustine Sailing • St. Augustine

A private sunset sail in St. Augustine offers stunning waterfront views, likely dolphin sightings, and an intimate setting perfect for couples or small groups—ideal for celebrating or simply relaxing as the sun sets over historic landmarks. Details

$795.00 $745.00

Total Price: $792.39 (USD)

You Save: $50.00

Shared Brunch Sailing Cruise

St. Augustine Sailing • St. Augustine

Set out on a St. Augustine sailboat cruise aboard a luxury yacht, complete with mimosas and an epicurean box filled with delicious gourmet snacks. This relaxing 2-hour voyage is guided by a licensed captain and crew, offering scenic views of the historic bayfront and calm inland waterways. Details

141 Reviews

$179.00 $164.00

Total Price: $174.49 (USD)

You Save: $15.00

Shared Sunset Sailing Charter Along the Bayfront

St. Augustine Sailing • St. Augustine

This sunset cruise in St. Augustine, FL, delivers golden-hour views from the water as you glide past the historic bay front. Departing from Camachee Cove, the two-hour sail offers a front-row seat to one of Florida's most picturesque sunsets—small group, big views. Details

$179.00 $169.00

Total Price: $179.73 (USD)

You Save: $10.00

St. Augustine Dolphin & Nature Sailing Tour

St. Augustine Sailing • St. Augustine

This St. Augustine sailing charter with Dr. Dale Edgar combines dolphin and wildlife sightings with engaging narration about local estuaries. With frequent encounters and a scenic coastal route, it's a memorable way to connect with nature and regional maritime history. Details

$149.00 $139.00

Total Price: $147.85 (USD)

You Save: $10.00

St. Augustine Sailing Session: Learn the Ropes

St. Augustine Sailing • St. Augustine

Join a hands-on, two-hour St. Augustine, Florida sailing session aboard the state-of-the-art Jeanneau Sun Odyssey 349. Tailored to your learning goals, this sailing class is ideal for beginners or anyone looking to refresh their core skills. Details

$199.00 $179.00

Total Price: $190.49 (USD)

You Save: $20.00

Sunset Tasting Cruise

St. Augustine Sailing • St. Augustine

Sail into golden hour on a shared St. Augustine sunset cruise from Camachee Cove Marina. Enjoy sommelier-curated wines, gourmet bites, and sweeping views of St. Augustine’s historic coastline—perfect for food lovers and romantics seeking an upscale evening on the water. Details

$299.00 $279.00

Total Price: $296.77 (USD)

You Save: $20.00

Experience the Magic of a Sunset Cruise in St. Augustine

Imagine yourself coasting along the waters of St. Augustine, soaking in the beauty of a stunning sunset. As a result, this enchanting sunset cruise blends history, nature, and maritime charm into a truly magical experience.

As you glide through the warm waters, the setting sun paints the sky with vibrant colors. Meanwhile, hues of orange, red, purple, and blue stretch across the horizon, creating a breathtaking canvas.

A Relaxing and Scenic Journey

You’ll be captivated by the gentle sway of the water beneath you. In addition, the soft sound of waves against the boat enhances the peaceful atmosphere.

The historic skyline slowly fades into a stunning mix of evening colors. Meanwhile, the salty sea breeze brings stories of St. Augustine’s rich maritime past to life.

Your eyes will also catch the iconic Bridge of Lions. As a result, this landmark adds a timeless charm to your scenic cruise.

Wildlife and Natural Wonders

The meeting of rivers and oceans creates opportunities for remarkable wildlife sightings. As the family-friendly cruise moves along the waterway, you may spot playful dolphins.

In addition, elegant egrets and herons often appear along the shoreline. Together, these sightings make the journey even more memorable.

The Glow of Twilight and City Lights

As twilight descends, the city lights of St. Augustine begin to shimmer across Matanzas Bay. Therefore, the reflections add a magical sparkle to the historic surroundings.

The famous “Night of Lights” festival enhances the scene even further. In fact, it casts a romantic and mysterious glow over the city’s centuries-old landmarks.

An Unforgettable Experience

Whether you’re a history enthusiast, a nature lover, or simply seeking to relax, this experience delivers something special. Overall, a sunset cruise St Augustine offers a unique way to see the city from a new perspective.

So, set sail and prepare to capture unforgettable moments as the sun sets over St. Augustine.

Experience the Magic of St. Augustine at Dusk - Book Your Unforgettable Sunset Cruise Today Through Tripster

Don’t miss out on one of the most awe-inspiring St. Augustine sunset cruises. Instead, enjoy views of iconic landmarks while exploring the best things to do in St. Augustine.

Marvel at the Bridge of Lions, the St. Augustine Lighthouse, and more, all glowing in the fading light. Finally, create lasting memories by witnessing nature’s grand finale. Secure your ticket through Tripster and welcome twilight on a tranquil sunset cruise.