Lower Keys

Lower Keys Trips & Tours

Comprising Key West to around Big Pine Key, the Lower Keys are a great place for so many of your favorite activities! Key West’s thriving night life is always a big draw, but the most fun happens when you step off land get out on the water. Florida’s Lower Keys afford visitors some great opportunities for fishing and easy access to the beautiful backcountry where some of the best sandbars you’ll ever see are located.

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Casa Marina Fun Cat Rental

With Barefoot Billy's
In the Lower Keys
Want to relax and spend some time on the beautiful Key West waters? Try our chaise lounge on a catamaran with an electric motor. Or as we call it: the FunCat!
Duration: 1 to 8 Hours
Starting from: $60

Marriott Beachside Paddleboard Rental

With Barefoot Billy's
In the Lower Keys
Want to see Key West from a whole new perspective? Our paddle boarding rentals provide a special way to observe both the world on top of the water and the colorful underwater world beneath you!
Duration: 1 to 8 Hours
Starting from: $30

Full Day Fishing

With Charter SeaClusion
In the Lower Keys
In Key West, Florida on the Sport Fishing Charter Boat Sea Clusion, you can book deep sea fishing charters all year round.
Duration: 8 Hours
Starting from: $1500

Private Charter Sail, Snorkel & Kayak

With Danger Charters
In the Lower Keys
Have a 65-foot skipjack sailing schooner all to yourself on our Danger Charters 4.5-hour Private Charter Sail, Snorkel & Kayak Tour. This tour is the perfect way to gather family and friends, celebrate a special occasion, or do some corporate team-building. We will leave port under sail (wind conditions permitting) and head out to the Key West Backcountry to relax and play in the scenic Key West National Wildlife Refuge.
Duration: 4.5 Hours
Starting from: $2100

Afternoon Half Day Charter

With Walsh Charters, LLC
In the Lower Keys
Looking to break in your daily routine? Do you enjoy the wind in your hair, the sun on your screen, the smell of the ocean? Join us on Walsh Charters and customize the time you spend on the newest boat in Key West!
Duration: 4 Hours
Starting from: $650

Reach Resort Kayak Rental

With Barefoot Billy's
In the Lower Keys
Want to do one of the most popular activities in Key West? You can’t go wrong with a kayak rental from Barefoot Billy’s!
Duration: 1 to 8 Hours
Starting from: $30

6 Hour Private Charter

With Casual Monday Charters
In the Lower Keys
The best sandbars in Key West are a little way out of town. They’re only accessible by boat, so the best way to see them is to hop on a private sandbar boat trip. Captain Zak on the Casual Monday is the best in the business.
Duration: 6 Hours
Starting from: $850

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

Afternoon 2-Tank Reef Dive

With Southpoint Divers
In the Lower Keys
Just off the Florida Keys, a short boat ride away, is the world’s third largest living coral barrier reef. On our afternoon trip, we dive two reef sites with tons of tropical fish. This shallow reef system is perfect for the beginner diver or the avid adventurer.
Duration: 4 Hours
Starting from: $95

Morning Half Day Charter

With Walsh Charters, LLC
In the Lower Keys
Looking to break in your daily routine? Do you enjoy the wind in your hair, the sun on your screen, the smell of the ocean? Join us on Walsh Charters and customize the time you spend on the newest boat in Key West!
Duration: 4 Hours
Starting from: $650
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