Best 298 things to do in Anna Maria, FL

Experience marine life up close on a comfortable pontoon cruise for all ages.

Cruise Sarasota Bay to Big Pass for Gulf sunset views

Private 3-hour cruise with downtown St. Petersburg views and a relaxed pace

Private sunset cruise with golden hour and Skyway Bridge night views

Private sunset cruise with dolphin watching near Shell Key

Rent a 22' Bentley pontoon and cruise Sarasota’s Intracoastal waterways

Cruise Sarasota’s intracoastal waterways on a 21' Bennington tritoon for up to 10

Rent a 24' Sea Ray SunDeck to explore Sarasota waterways and sandbars

Rent a 21' Chaparral bowrider in Sarasota for up to 10 guests

Cruise Sarasota on a 21 ft Chaparral with Bluetooth stereo and swim ladder

Rent a 23.5 ft Mako center console for cruising or fishing in Sarasota

Private 6–8 hour Bali 4.2 catamaran charter on Sarasota Bay

Enjoy a customizable luxury sail with captain and mate aboard a spacious 42-ft catamaran.

Charter a 38-foot Sea Ray for 6 hours of Sarasota Bay cruising

Charter a 38-foot Sea Ray for a 4-hour Sarasota Bay cruise

Book a 3- or 4-hour private sunset cruise on a 38-foot Sea Ray

Private sunset cruise on Kai Fin with premium seating and water toys

Fish offshore with a USCG-licensed captain, mate, bait, and standard fuel included

Charter the 50' Memory Maker for 3 hours with four lounge areas

Charter the 54’ Pardo Exit Strategy for 4 hours on Sarasota Bay

Cruise Sarasota Bay on a 112' Westport with a private crew

Private 46' power catamaran charter in Tampa Bay (6–8 hours)

Charter the 63' Prestige Peace for 4 hours with captain, mate, and fuel included

Private 2-hour Tampa Bay cruise for up to 6 guests, Monday–Thursday