View Our Charters

Key West Head Boats

When are you traveling?
Filter
Languages Clear
Time of Day Clear
2
2
2
Duration Clear
1
2
Price Clear
$0 $500+
Specials Clear
2
1
Features Clear
1
1
2
Accessibility Clear
1
2
Families Clear
1
1
Rating Clear
1
2
2

Key West Charters

Key West Fish Species

Key West Fishing Glossary

Key West Fishing Calendar

2 Results
Sort by:
Price (High to Low)
Filter

Anglers like you also enjoyed...

  • Key West Private Luxury Pro Fishing Yacht Charter (up to 41 passengers)
    Likely to Sell Out

    Key West Private Luxury Pro Fishing Yacht Charter (up to 41 passengers)

    15

    Explore the offshore fishing grounds on a brawny 63-foot sportfishing boat and catch the best value in Key West deep sea fishing charters with a...
    Read More

     4-12 hours (approx.)  Free Cancellation  Instant Confirmation
    Best Rate
    $1,700
    Details
    Best Rate
    $1,700
    Details
  • Key West Light Tackle Fishing Charter
    Likely to Sell Out

    Key West Light Tackle Fishing Charter

    34

    Our Key West Light Tackle Fishing Charter gets you out on some of the world’s best sportfishing water in the place where saltwater light tackle...
    Read More

     4, 6 or 8 hours (approx.)  Free Cancellation  Instant Confirmation
    Best Rate
    $950
    Details
    Best Rate
    $950
    Details
  • Private Key West Deep Sea Fishing Charter
    Likely to Sell Out

    Private Key West Deep Sea Fishing Charter

    251

    Head offshore with our Key West charter fishing captains to fish the open Atlantic Ocean south and east of Key West. These waters have been...
    Read More

     4, 6 or 8 hours (approx.)  Free Cancellation
    $1,000
    $900
    Details
    $1,000
    $900
    Details
  • Key West Flats Fishing Charter
    Likely to Sell Out

    Key West Flats Fishing Charter

    60

    Key West Flats Fishing makes for unforgettable angling adventure as you hunt trophy game fish and Sharks in the crystal-clear waters of the Keys Backcountry....
    Read More

     4, 6 or 8 hours (approx.)  Free Cancellation  Instant Confirmation
    Best Rate
    $580
    Details
    Best Rate
    $580
    Details
  • Key West Split Fishing Charters | #1 Service in FL Keys
    Likely to Sell Out

    Key West Split Fishing Charters | #1 Service in FL Keys

    471

    Experience Key West offshore fishing at the lowest prices on the island. With Key West Split Fishing Charters, Fish Key West® can get you into...
    Read More

     4 or 6 hours (approx.)  Free Cancellation
    $350
    $200
    Details
    $350
    $200
    Details

Frequently Asked Questions

The answers provided below are based on answers previously given to customers' questions.

Q: What are the best options for Key West Head Boats?

A: According to verified reviews on Fish Key West® and TripAdvisor, the best Key West Head Boats are:

Q: What are the best kid-friendly options for Key West Head Boats Charters?

A: According to verified reviews on Fish Key West® and TripAdvisor, the best kid-friendly Key West Head Boats are:

View all kid-friendly Charters →

Q: Which Key West Head Boats have Instant Confirmation?

A: Key West Head Boats with Instant Confirmation include:

View all Charters with Instant Confirmation →

Q: Which Key West Head Boats have Free Cancellation?

A: Key West Head Boats with Free Cancellation (in most cases up to 24 hours in advance of your charter date, check the specific charter page) include:

View all Charters with Free Cancellation →

Lowest Price Guarantee

American Museum of Natural History Admission Ticket

American Museum of Natural History Admission Ticket

We guarantee the lowest price on all the charters available to book on our site. We'll refund the difference if you find the exact charter cheaper online until 48 hours before your charter starts.

We Make It Easy!

Gather your information

Locate your Fish Key West® Booking Number and the proof of the lower price you found.

Send it to us

Email [email protected] with the documents, your name, and your home address.

We'll review

We'll review your materials and get in touch as soon as possible.

Receive your refund

If everything checks out, we'll refund you the price difference.

Refund Terms & Conditions

The following conditions apply to all lowest price guarantee refund requests:

  • The lowest price guarantee is available to any customer who makes a qualifying purchase through our website. The qualifying purchase must be a minimum of US$20 (or equivalent).
  • The lowest price guarantee covers retail and prepaid rates available to the general public. This does not include discounts or promotions you may receive (or be eligible for) from third-party sites or organizations such as AAA or AARP or special offers made as part of a membership program, corporate discount, daily deal, group, or rewards program.
  • Fish Key West® promotions cannot be combined with the lowest price guarantee.
  • If you find a lower retail or prepaid rate for the same charter, offered on the same date, time and priced in the same currency as your original purchase, on any other website between the time you book on Fish Key West® and 48 hours before your trip starts, we will refund the difference.
  • The lowest price guarantee does not apply where a lower overall price is found by breaking down the purchased charter into one or more parts sold separately.
  • Fish Key West® reserves the right to verify the lower price details. Examples of acceptable forms of verification include a web screenshot or a web address.
  • All refund decisions will be made at the sole discretion of Fish Key West®.

Sorting, ranking, and search results

American Museum of Natural History Admission Ticket

American Museum of Natural History Admission Ticket

Fish Key West® wants to make your searches as relevant as possible. That's why we offer many ways to help you find the right experiences for you.

On some pages, you can select how to sort the results we display and also use filter options to see only those search results that meet your chosen preferences. You'll see explanations of what those sort options mean when you select them.

If you see a Badge of Excellence label, the award is based on average review ratings, share of bookings with a review, and number of bookings through Fish Key West® over a 12-month period.

The importance of any one factor over any other in a sort order varies, and the balance is constantly being reviewed and adjusted. We're always updating our systems and testing new ways to refine and improve your results to make them as relevant as possible to meet your needs.

Chat with us

American Museum of Natural History Admission Ticket

American Museum of Natural History Admission Ticket

Concierge