BOOK A CHARTER!

Whether you're chasing trophy fish offshore, relaxing at the sandbar, or cruising with family and friends, every trip is tailored to the experience you're looking for.

KEY WEST, FLORIDA

Choose your charter

Select a boat to view dates and book your trip.

33-foot Contender charter boat

33’ Contender

4 – 8 Hour Trips · All Ages · Year-Round

Up to 6 Guests

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61-foot Viking Yacht charter boat

61’ Viking Yacht

6 – 8 Hour Trips · All Ages · Year-Round

Up to 6 Guests

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Questions about a charter?

Tell us what you have in mind and we’ll help you plan the right trip. Ready to reserve? Choose a boat above to book your trip!

Straight from the dock

What the anglers say

4.9 / 5
11 reviews on FishingBooker ↗
5.0 / 5FishingBooker

Great trip!!

“Captain was very very friendly and approached our kids amazingly. My 6.5 year old had such an amazing time with him!”

Nicole K. · Trip Aug 16, 2026Full review ↗
5.0 / 5FishingBooker

Amazing day with Captain Dean

“All of his knots and leader were freshly tied and the gear we fished with was all well maintained.”

Mike K. · Trip Oct 19, 2025Full review ↗
5.0 / 5FishingBooker

Awesome charter!

“The boat and the equipment is well kept. The music was great, the ride safe, and the fishing was a blast!”

Dominic C. · Trip Jan 7, 2026Full review ↗
5.0 / 5FishingBooker

Unforgettable day on the water

“It was one of the best experiences we had in Key West. Captain Dean and his crew are clearly passionate about what they do.”

Austin L. · Trip Oct 6, 2025Full review ↗
5.0 / 5FishingBooker

BEST CHARTER IVE FISHED

“The captain put us on fish and was on top of everything making sure that lines were set and in the water.”

Daniel P. · Trip May 10, 2026Full review ↗
5.0 / 5FishingBooker

Great trip!

“He runs a clean boat and works to get his customers fish. I highly recommend him!”

David C. · Trip Mar 26, 2026Full review ↗
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5.0 / 5FishingBooker

Awesome trip

“In spite of the rain enjoyed the double hook up on sailfish. Got to try the kite fishing for the first time.”

Emmy P. · Trip Jan 8, 2026Full review ↗
5.0 / 5FishingBooker

Great Morning With Captain Dean!

“Caught some nice fish and played with a sailfish for a while before he threw the hook. Great trip, highly recommend!”

Gordon V. · Trip Nov 18, 2025Full review ↗
5.0 / 5FishingBooker

Awesome experinece

“Captain took us out very quickly we were on a 40 pound wahoo!”

Allen J. · Trip Dec 19, 2025Full review ↗
5.0 / 5FishingBooker

Great time and largest Porgy I ever caught!

“Capt. Dean knows his stuff and put me right on the Mutton’s and we got this bonus Porgy!”

Albert T. · Trip Jan 2, 2026Full review ↗
3.7 / 5FishingBooker

Paid $900 for a four hour fishing experience. Fished for one hour.

“We wanted to do offshore fishing and we were not able to because we were told the water was too rough.”

Tiffany T. · Trip Apr 22, 2026Full review ↗

Review excerpts and ratings from FishingBooker, checked September 20, 2026. Open each review for the full account.