Heads or Tails Charters 

New
 11th Street Public Boat Ramp, Key West, FL 33040, United States

Heads or Tails Charters 

Key West, FL, United States
26 feet
6
Just listed

You may qualify for a Loyalty discount with Heads or Tails Charters. To check if the Loyalty discount is available for your selected dates, please sign in.

Welcome aboard "Heads or Tails" - our 26-foot World Cat 246, the perfect boat for exploring the crystal-clear waters of Key West. This stable and comfortable catamaran accommodates up to six guests and is powered by twin 150 HP Suzuki outboards, providing a smooth, reliable ride whether you're cruising to a secluded sandbar or heading offshore for some light fishing.

The boat is equipped with everything you need for a day of fun on the water.  Enjoy a safe and easy-to-climb Armstrong boarding ladder and a spacious cooler filled with ice and chilled bottled water.  Feel free to bring your favorite beverages and snacks. The boat is equipped with a fish finder, GPS navigation, trolling motor with Spot-Lock for precise positioning, plenty of rod holders, and a private marine portable toilet located inside the console.  You'll also enjoy our oversized 10-foot floating water hammock, the perfect place to relax while anchored at one of Key West's beautiful sandbars.

Your captain holds a USCG 100-Ton Master's License and has spent a lifetime on the water. Growing up around boats and the Florida Keys has provided years of hands-on experience navigating local waters, finding hidden sandbars, and creating safe, enjoyable days on the water. Whether you're looking to unwind with family and friends, explore the backcountry, or catch a few fish, your captain will deliver an experience custom-tailored to your needs.

Spend a few hours or the whole day relaxing at the sandbar, sightseeing, island hopping, swimming, and light fishing. Every charter is customized to help you experience the best of Key West at your own pace.

Whether you're celebrating a special occasion or simply looking to escape for the day, we'll make sure it's a trip to remember.

Welcome aboard "Heads or Tails" - our 26-foot World Cat 246, the perfect boat for exploring the crystal-clear waters of Key West. This stable and comfortable catamaran accommodates up to six guests and is powered by twin 150 HP Suzuki outboards, providing a smooth, reliable ride whether you're cruising to a secluded sandbar or heading offshore for some light fishing.

The boat is equipped with everything you need for a day of fun on the water.  Enjoy a safe and easy-to-climb Armstrong boarding ladder and a spacious cooler filled with ice and chilled bottled water.  Feel free to bring your favorite beverages and snacks. The boat is equipped with a fish finder, GPS navigation, trolling motor with Spot-Lock for precise positioning, plenty of rod holders, and a private marine portable toilet located inside the console.  You'll also enjoy our oversized 10-foot floating water hammock, the perfect place to relax while anchored at one of Key West's beautiful sandbars.

Your captain holds a USCG 100-Ton Master's License and has spent a lifetime on the water. Growing up around boats and the Florida Keys has provided years of hands-on experience navigating local waters, finding hidden sandbars, and creating safe, enjoyable days on the water. Whether you're looking to unwind with family and friends, explore the backcountry, or catch a few fish, your captain will deliver an experience custom-tailored to your needs.

Spend a few hours or the whole day relaxing at the sandbar, sightseeing, island hopping, swimming, and light fishing. Every charter is customized to help you experience the best of Key West at your own pace.

Whether you're celebrating a special occasion or simply looking to escape for the day, we'll make sure it's a trip to remember.

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Customer reviews

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Trip availability and prices

Trip Date:
Days:
Group Size:
Select date to see availability
August 2026
SuMoTuWeThFrSa
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Number of days
1
Group Size
2 adults • 0 children
Change
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4 Hour – Sandbars & Swimming
FREE Cancellation 3 days notice
4 hour trip multiple starting times (8:00 AM, 1:00 PM)
Seasonal trip
(Fri, Sat, Sun)
US $550
Private tour: up to 6 people
8 Hour – Fish, Sandbars & Swimming
FREE Cancellation 3 days notice
8 hour trip multiple starting times (8:00 AM, 9:00 AM, 10:00 AM)
Seasonal trip
(Fri, Sat, Sun)
US $950
Private tour: up to 6 people

Customer reviews

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FAQs about Heads or Tails Charters

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What the boat is like

Boat category
Center console boats
Boat type
Center console
Boat manufacturer
Worldcat
Boat Model
Worldcat 246
Year built
1999
Restored in
2022
Boat length
26 ft
Capacity
6 persons
Engine model
Suzuki
Max crusing speed
35 knots
Powered by
2 x 150HP
Engine Type
Outboard
Fuel Type
Gas
Number of heads
1 head
Number of toilets
1 toilet
Boat category
Center console boats
Boat type
Center console
Boat manufacturer
Worldcat
Boat Model
Worldcat 246
Year built
1999
Restored in
2022
Boat length
26 ft
Capacity
6 persons
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