Sunset Cruises

Florida Keys Sunset Cruises

You haven’t truly experienced the Keys until you’ve been on a Florida Keys sunset cruise. As the sun moves throughout the year the ideal viewing locations move with it. And there is no better place to watch the sun set here than on a boat on the water. Uninterrupted panoramic views of the horizon are virtually guaranteed.

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Trifecta - Snorkel, Sandbar and Sunset

With Sole Watersports
In the Middle Keys
Want it all? Pick The Trifecta: Reef Snorkeling, Island Sandbar Swim, and a Florida Keys Sunset! This 6-hour adventure begins after lunch.
Duration: 6 Hours
Starting from: $1500

Sunset Hangout

With Sole Watersports
In the Middle Keys
Let the kids get their wiggles out swimming and playing, while you float and relax. Then hop back on the boat and celebrate the day’s end with a Keys Sunset!
Duration: 2 Hours
Starting from: $475

HELIOS SUNSET License to Chill

With Sole Watersports
In the Middle Keys
Double The Fun! Embrace the island vibe swimming or relaxing in shallow waters covering pristine white sand at the Grassy Key Sandbar. Then hop back on the boat and cruise while catching the electric Keys Sunset!
Duration: 2 Hours
Starting from: $95

HELIOS Sunset Cruise

With Sole Watersports
In the Middle Keys
The finale to a day in paradise! Enjoy good tunes and watch the tropical sunset as it sinks toward the horizon. Experience a leisurely cruise along our beautiful island, Duck Key, as we cruise nearshore waters, aboard Helios, our 45’ power catamaran.
Duration: 1+ Hours
Starting from: $55

Private Sunset Cruise

With Sole Watersports
In the Middle Keys
The finale to a day in paradise! Enjoy good tunes and watch the tropical sunset as it sinks toward the horizon. Experience a leisurely cruise along our beautiful island, Duck Key, as we cruise nearshore waters on your private boat with Captain. Up to 6 guests total.
Duration: 1.5 Hours
Starting from: $425

Afternoon Sail, Snorkel, Kayak & Sunset

With Danger Charters
In the Lower Keys
Enjoy a relaxing afternoon on and in the water then catch a perfect view of the amazing Key West sunset on our Danger Charters 4.5-hour Afternoon Sail, Snorkel, Kayak & Sunset Excursion. Sail out to the Key West National Wildlife Refuge to snorkel, paddle, and play in the clear water under the warm afternoon sun.
Duration: 4.5 Hours
Starting from: $109

Private Sunset Sail

With Danger Charters
In the Lower Keys
Enjoy the yachting lifestyle with a 65ft skipjack sailing schooner reserved exclusively for your use on the Danger Charters Private Sunset Sail. A full selection of 8 fine wines and 5 premium beers along with a delectable array of gourmet appetizers make this private charter truly unique. Celebrate your special occasion with the spectacular beauty of the Key West sunset aboard the island’s top-rated sailing cruise.
Duration: 2 Hours
Starting from: $3200

Sunset Cruise

With Casual Monday Charters
In the Lower Keys
Join us for a Sunset Celebration and see the unobstructed Key West sunset on the water that everyone is talking about.
Duration: ~2 Hours
Starting from: $375

Wind & Wine Sunset Sail

With Danger Charters
In the Lower Keys
Cast off with Danger Charters aboard a 65ft skipjack schooner to sail the nearshore waters of Key West and watch the sky blaze with color as the sun sinks below the horizon. The unique Wind & Wine Sunset Sail has earned #1 ratings from Coastal Living Magazine and Trip Advisor for the beauty of the sailing vessels and the great selection of fine wines and premium beers complemented with an array of gourmet appetizers.
Duration: 2 Hours
Starting from: $109

Seabreeze Sunset Harbor Cruise

With Barefoot Billy's
In the Lower Keys
Looking for the perfect way to end your day? Join us on the Seabreeze, our 42-foot Corinthian powercat, and ride in comfort with this relaxing, catered cruise into the horizon on Key West’s gentle seas. Relax in the shade under the bimini or sunbathe on the bow to take in that last bit of sunshine. Sunset Cruises are a Key West luxury with our panoramic views of the sun melting into tropical waters – and the best way to enjoy is with good food and great drinks!
Duration: 2 Hours
Starting from: $89
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