Heads or Tails Charters
Heads or Tails Charters
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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.
Trip availability and prices
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Customer reviews
FAQs about Heads or Tails Charters
What are the trip rates for Heads or Tails Charters?
- US $550 per group - 4 Hour – Sandbars & Swimming (4 hours)
- US $550 per group - 4 Hour – Sandbars & Swimming - 1:00 PM (4 hours)
- US $950 per group - 8 Hour – Fish, Sandbars & Swimming (8 hours)
- US $950 per group - 8 Hour – Fish, Sandbars & Swimming - 10:00 AM (8 hours)
- US $950 per group - 8 Hour – Fish, Sandbars & Swimming - 9:00 AM (8 hours)
Which amenities are available onboard with Heads or Tails Charters?
- GPS
- VHF Radio
- Chart Plotter
- Depth Finder
- Anchor
- Wheel Steering
- Life Jackets
- Audio System
- Outside Speakers
- Ice Box
- Wireless Trolling Motor
- Baitwell
- Rod Holders
What add-ons can be available with Heads or Tails Charters?
- Fishing Equipment
- Catch cleaning & filleting
Which kinds of activities does Heads or Tails Charters offer?
- Boat & Yacht Tours
- Whale & Dolphin Watching
- Fishing
- Sandbar Tours
Your operator
Capt. Zachary Hayes offers unforgettable Key West adventures aboard his World Cat 246, combining comfort, stability, and local expertise for an incredible day on the water. Whether you're looking to explore scenic boat tours, relax at pristine sandbars, enjoy swimming excursions, or cast a line, Capt. Zachary is dedicated to creating memorable experiences for every guest.
Capt. Zachary Hayes offers unforgettable Key West adventures aboard his World Cat 246, combining comfort, stability, and local expertise for an incredible day on the water. Whether you're looking to explore scenic boat tours, relax at pristine sandbars, enjoy swimming excursions, or cast a line, Capt. Zachary is dedicated to creating memorable experiences for every guest.
What the boat is like
Which kind of activities are offered
Which amenities are available onboard
What's included in the trip price
What’s allowed on the boat
What additional terms you should be aware of
Security deposit is not required
A refundable deposit is not required by the charter operator.
Fuel is included
Fuel is included in the price of the rental.
How cancellations work
Free cancellation up to 3 days prior to trip
You can cancel or modify your booking up to 3 days before the trip date, free of charge. If you cancel or modify your booking later, or fail to show up, you'll forfeit 100% of what you've paid.
How you can pay
Reserve with a 20% booking deposit, pay the captain the rest
When the captain confirms your trip, BoatBooker charges your credit card a 20% booking deposit to guarantee your reservation.
The remaining balance is to be paid directly to the charter operator on or prior to your trip date in one of the following payment methods:
Cash
Visa
Mastercard
American Express
PayPal
Bank transfer
When paying the remaining balance with a credit card, an additional 2.5% charge will apply.
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