Boat Rentals & Charters
FishMonster & Island Jane
Some links on this page are booking links. If you book a tour, activity, or stay through them, The Florida Guide earns a commission at no extra cost to you. Our recommendations are our own. Learn more
About
FishMonster and Island Jane operate as a combined charter business docked at A&B Marina in the Key West Historic Seaport, with the company describing itself as Key West family owned and operated since it began fishing local waters in 2006. Running under two connected brand names, the operation covers a wide span of both fishing and non-fishing water activities from a single dock in the heart of the Seaport district.
On the fishing side, the business runs offshore sportfishing trips further out in open water, inshore and backcountry fishing through the mangrove channels closer to shore, light tackle fishing for a more technical angling style, and party boat fishing along with split charters for individual anglers or smaller groups who want to share a boat rather than book it exclusively. That range covers most of the standard fishing styles associated with the Florida Keys under one operator.
Beyond fishing, the company also runs snorkeling excursions, sunset cruises, and a somewhat more distinctive offering in eco tours using clear kayaks, which let paddlers see directly into the water beneath them as they move through the shallows, a different kind of vantage point than a standard opaque-hulled kayak provides. Sandbar and dolphin excursions round out the more leisure-focused side of the business, along with private yacht charters aimed at weddings and other events.
Two decades of continuous operation at the same Historic Seaport dock has given FishMonster and Island Jane a well-established presence in one of the busiest charter districts in Key West, and the breadth of activities on offer, spanning nearly every category of on-water tourism from serious offshore fishing to family-friendly clear kayak tours, means the business can serve a fairly wide cross-section of visitors without needing to send anyone elsewhere. The Historic Seaport location also puts the dock within easy walking distance of Old Town hotels and guest houses, a practical advantage for visitors without a car.
Running such a wide range of activities from one dock means the marina slip tends to stay busy throughout the day, with fishing charters typically departing early and the more leisure-focused snorkeling, sunset, and clear kayak trips filling out the mid-day and evening schedule. Guests booking the clear kayak eco tour specifically are generally advised that the clear-bottom design works best in calm, shallow water where visibility is good, conditions the crew typically has in mind when choosing that day’s paddling route. Being family owned and operated since 2006 has given the business enough time to build relationships with repeat visitors who return to the same dock year after year for different types of trips.