Sunset Cruises in Key West, FL

all sunset sailing tours

Choose Your Perfect Key West Sunset Adventure

Two champagne glasses clinking against a sunset over the ocean.

Lands End Sunset Sail with Live Music

Aboard a spacious catamaran, enjoy live music as you sail past iconic landmarks. Sip premium drinks and savor appetizers while capturing views of the sunset over the water.

Previous price $89.95.$89.95

Starting At

$59.95

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Man in a cap and sunglasses on a boat with a rainbow in the sky.

Captain’s Choice Dolphin Watch & Sunset Sail

Watch dolphins frolic in open waters as your luxury catamaran cruises past iconic landmarks. Savor gourmet Hors d’oeuvres and premium drinks while the sun sets, casting hues over the horizon.

Previous price $99.95.$99.95

Starting At

$69.95

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Couple in hats gazes at ocean from boat, tiki surfboard decor on wall.

Hula Hank’s Tiki Sunset Cruise

As the sun begins its descent, a 53-foot tiki boat carries you across calm waters. Sip on beers, wine, soda and wine-based frozen cocktails from our open bar while vibrant hues paint the evening sky. Enjoy the serene ambiance of this sunset cruise as you take in panoramic views of the glowing horizon.

Previous price $60.45.$60.45

Starting At

$54.95

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Cloudy sunset sky over calm sea with boats silhouetted.

Key West Catamaran Champagne Sunset Sail

Set sail from the historic seaport on a catamaran, gliding past landmarks like Mallory Square and Fort Zachary Taylor. Sip complimentary champagne while watching the sun dip below the horizon.

Previous price $59.95.$59.95

Starting At

$49.95

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Group relaxing on floating ring in turquoise water with drinks.

Key West Sandbar Safari

Aboard the 53-foot tiki boat, you journey to a sandbar known for its clear waters and sunny skies. Enjoy time swimming or relaxing on deck as the “Lazy Lady” anchors in this iconic spot.

Previous price $159.95.$159.95

Starting At

$99.95

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