FishMonster & Island Jane are a family-owned fleet of Key West captains who turn a day on the water into an unforgettable story. Since 2006 their USCG-inspected boats—ranging from sleek sport-fishers to a twin-hull party catamaran...
With an impressive 4.8-star rating across over 1,000 reviews, this Key West charter operation consistently delivers memorable experiences on the water. Guests rave about the professionalism and personality of the captains and crew, with names like Captain Ken, Jared, Captain Daniel, and Malachi coming up repeatedly for going above and beyond. The variety of trips is a real strength here: half-day and full-day fishing charters, snorkeling adventures, sunset cruises, and sandbar stops all get enthusiastic praise. Many reviewers highlight how attentive the crew is with beginners, making first-time snorkelers and novice anglers feel comfortable and successful. The fishing trips seem particularly popular, with guests catching mutton snapper, mahi, and various reef fish even in challenging conditions. Crew members help with everything from baiting hooks to cleaning your catch, and several reviewers mention staff recommendations for local restaurants that will cook up your fresh fish the same day. One guest noted slightly cloudy water and distance from the reef during snorkeling compared to other destinations, but the overwhelming majority describe abundant marine life and engaging experiences. The rum punch and impromptu dance parties on sunset cruises add a fun, celebratory vibe that keeps people coming back trip after trip.
We took a three-hour sail and snorkeling adventure. Captain Doug was the type of captain everyone should want at the helm of a passenger vessel - extremely professional. Jared was attentive, knowledgeable and friendly. We sailed to Cottrell Key, because the seas on the Gulf side were less choppy today than on the Atlantic. The sheer number of fish was stunning. Highly enjoyable.
Roland C
January 25, 2026
We took a three-hour sail and snorkeling adventure. Captain Doug was the type of captain everyone should want at the helm of a passenger vessel - extremely professional. Jared was attentive, knowledgeable and friendly. We sailed to Cottrell Key, because the seas on the Gulf side were less choppy today than on the Atlantic. The sheer number of fish was stunning. Highly enjoyable.
Roland C
January 25, 2026