Water Activities in Siesta Key, FL

Unwind on a private boat as the sky shifts into sunset colors

Trade the shoreline for sandy island stops and time to play on the water

Celebrate with your favorite people on a relaxed private escape

Get kayaks or paddleboards delivered straight to your Siesta Key resort

Learn the ropes with hands-on help from hook baiting to fish cleaning

Choose your own mix of stops and time on the water

Private inshore fishing charter with short runs and all gear included

Target Florida game fish with bait, gear, and fishing licenses included

Explore Anna Maria Island and Tampa Bay with stops tailored to your group

Target tarpon with Captain Rachel’s 10+ years of local experience

Cruise with Bluetooth audio, a swim ladder, and fishing-ready features

Learn shoreline fishing techniques with a captain along Sarasota's Gulf Coast

Target snook from Sarasota's shoreline with a guide

Tailored private cruises for sunsets, wildlife, and celebrations

Fish Anna Maria waters with a fourth-generation local captain

Take in the sunset from the water with your own boat and captain

Choose your own mix of island stops, floating, and tiki bars

Make the day your own on a custom coastal cruise

Cast the backcountry flats with gear, bait, and your fishing license included

Cast, troll, or jig with bait, tackle, and a fishing license included

Fish local waters with provided gear, bait, and a captain

Cast a line on a relaxed, captain-led trip with gear and fishing license included

Cruise to historic fort ruins for snorkeling and island exploration

A private captain-led outing for sandbars, snorkeling, and sunset views