Sunset Cruise St Augustine: 2025 Best Deals

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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

2385 Reviews

$29.00 $27.00

Total Price: $28.54 (USD)

You Save: $2.00

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Wildlife Adventure: Boat Cruise & Kayak Eco Tour

Fury St. Augustine • St. Augustine

Get close to coastal wildlife on an exciting St. Augustine boat cruise and kayak tour departing from the Vilano Beach Public Pier. This combo experience includes a narrated boat ride through the Intracoastal Waterway and Matanzas River and a guided paddle through protected inland waters—two scenic adventures in one easy booking. Details

$69.95 $64.95

Total Price: $69.50 (USD)

You Save: $5.00

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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

Total Price: $139.77 (USD)

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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

Total Price: $861.33 (USD)

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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

Total Price: $861.33 (USD)

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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

Total Price: $193.94 (USD)

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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

$39.95 $36.95

Total Price: $39.55 (USD)

You Save: $3.00

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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

$64.95 $59.95

Total Price: $64.17 (USD)

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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

Total Price: $323.95 (USD)

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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

126 Reviews

$179.00

Total Price: $193.94 (USD)

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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

Total Price: $161.43 (USD)

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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

$69.95 $64.95

Total Price: $69.30 (USD)

You Save: $5.00

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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

Total Price: $215.61 (USD)

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Imagine yourself coasting along the waters of St Augustine, basking in the spectacle of a beautiful sunset. This is the enchanting experience of a sunset cruise in St. Augustine, where the fusion of history, nature, and maritime charm merge into an experience that is nothing short of magical. Gliding through the warm waters, the sun set paints an array of colors across the sky, transforming it into a sprawling canvas of hues from intense oranges and fiery reds to cool purples and blues.

You'll be captivated by the calming sway of the water beneath, the sound of the waves gently lapping against the boat, and the sight of the historic skyline receding into a breathtaking blend of evening colors. The salty sea breeze brings to life tales of St. Augustine's rich seafaring past as your eyes feast on the unmissable sights of the majestic Bridge of Lions.

The meeting of rivers and oceans presents remarkable wildlife sightings, too. As the family friendly cruise navigates the waterway, you could catch a glimpse of playful dolphins, elegant egrets and herons, or other intriguing marine inhabitants, making the voyage even more delightful.

As twilight descends, the brilliant glow of the city lights of St. Augustine begins to dance across the waters of Matanzas Bay, adding an enchanting sparkle to the centuries-old landmarks standing resilient throughout the ages. The spectacular 'Night of Lights' festival casts a mesmerizing aura of romance and mystery around the city.

Ultimately, whether you're a history enthusiast, a nature lover, or someone simply seeking to lay the lifestyle, a sunset cruise St Augustine offers an exclusive opportunity to see the city in a whole different light. So, set your sails and prepare to capture these unforgettable moments as the sun bids adieu in St. Augustine!

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

Don't miss out on the most awe-inspiring St Augustine sunset cruise. Experience the captivating view of iconic landmarks and delight in the carefully curated things to do in St. Augustine. Marvel at the Bridge of Lions, the St. Augustine Lighthouse, and more, all bathed in the waning vibrant hues of the day. Make memories to last a lifetime by witnessing nature's grand finale in historic St. Augustine. Secure your ticket through Tripster now and join us in welcoming the twilight on our tranquil and mesmerizing sunset cruise!