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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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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
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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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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
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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
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Full Day Charter

With Aquaholics Charters
In the Lower Keys
7 Hours A private day out for up to 6 People
Duration: 7.5 Hours
Starting from: $800
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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
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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
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Reach Resort Island Jet Ski Tour

With Barefoot Billy's
In the Lower Keys
Looking for a fun and exhilarating experience in Key West? Our jet ski tours for 1-2 people are one of the most popular activities in the area!
Duration: 90 Minutes
Starting from: $160
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Premium Day Sail, Snorkel & Kayak with Lunch

With Danger Charters
In the Lower Keys
Experience the ultimate Key West snorkeling and kayaking tour on our Danger Charters 6.5-hour Key West Backcountry Picnic Cruise. Get more time to sail, play, and explore the amazing Key West National Wildlife Refuge. Sightsee, snorkel, kayak, and enjoy a delicious buffet-style picnic lunch on deck all in one unforgettable day. This is the perfect sailing trip for true watersports adventurers and anyone who just loves being on a beautiful boat at sea.
Duration: 6.5 Hours
Starting from: $134
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PRIVATE Haunted History Walking Tour

With Up The Keys
In the Lower Keys
Stroll through one of the most haunted cities in the United States!
Duration: 1.5 Hours
Starting from: $275
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