Best 550 things to do in Siesta Key, FL

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

Cruise, swim, and beach-hop around Anna Maria Island aboard a spacious deck boat

Cruise, swim, and explore with triple-pontoon stability and Mercury 150HP power

Cruise Anna Maria Island waters on a stable 23-foot catamaran

Target bay and nearshore species on a private afternoon charter

Cast along grass flats and mangrove shorelines for inshore species

Explore Tampa Bay reefs and backcountry on a private fishing outing

Reach offshore reefs for a varied seasonal catch

Private reef fishing for seasonal offshore catches

Fish Tampa Bay or nearby reefs for a wide variety of local species

Cast for bay and nearshore reef species on a private evening trip

Reef fishing for seasonal offshore species

Skip traffic and parking on an open-air ride to Bridge Street Pier

Cruise Anna Maria Island waters with a paddle board and kids kayak included

Cruise Anna Maria Island waters with a paddleboard and kids kayak included

Skip traffic with an open-air water taxi to Bradenton Riverwalk Pier

Trace Anna Maria Island's haunted history along Bridge Street

Cruise Sarasota Bay for beach stops, fishing, and wildlife viewing

Rent a tritoon for up to 12 and cruise Sarasota Bay for 4 or 8 hours

Soar over Anna Maria Island with single, tandem, or triple flight options

Private coastal cruise with dolphin and wildlife viewing