Pretty Work

Boat Name: Pretty Work
Captain: Jordan Wolk
Length: 46
Pricing: Reef full day - $2200
Offshore full day - $2200
Half day - $1300
Special Pricing: Swordfishing – $2800/day ($500 deposit required)

Captain Jordan Wolk has been charter fishing in Islamorada, Florida Keys, for over 22 years! Pretty Work Charters specialize in offshore fishing as well as reef trips. The Pretty Work is a classic Whiticar custom sportfish with a pair of cummins diesels. We welcome both accomplished anglers and novice fishermen.

If sportfishing in the Keys is in your future, give us a call! Capt. Jordan is great with families, so let him show your family a great trip on the water!

Fishing Reports

July 15, 2026

Early Summer Fishing Report

Early Summer Fishing in the Florida Keys June & Early July: Prime Time for Anglers If there is one time of year that truly showcases everything the Florida Keys fishery has to offer, it’s early summer. June and early July bring warm water, calm seas, abundant bait, and an incredible… Read More

Great day! Capt and mates were super friendly and attentive. Boat atmosphere was family friendly but not stuffy. We caught our limit of Yellow Tail snapper then had our catch prepared at a local restaurant. It was a fun and delicious day. We would absolutely recommend Miss Islamorada head boat.

TPOBX

6/11/2024

Captain John was an incredible guide!! My husband and I are experienced boaters, he ( husband) an experienced angler. Within the 1st few mins. of meeting Captn John we knew we were in trusting & experienced hands. John took his time with me ( not experienced angler) & taught me step by step & within mins it was “ fish on!”. He sought out the good spots to catch fish, and catch we did! John is a very
experienced guide. We highly recommend him for your fishing fun in the keys!

LISE C

1/25/2024

A Great Place for Anglers A great spot for anglers. We fished for five days and, with one exception, the guides were friendly and knowledgeable. The offshore boats were serviceable, if not spotless, and the skiffs were all very nice. We stayed right at the marina in dated but clean rooms, and there's a great restaurant (Lazy Daze) next door (but the on-site cafe is poor). Everything is on island time so don't expect efficiency, but that's part of the charm. We would absolutely come again.

Poochkin

5/14/2023