Boat Rentals
Recommended
CB's Saltwater Outfitters
Siesta Key
A long-established Siesta Key waterfront outfitter offering boat and jet ski rentals, parasailing, fishing charters, tiki tours, golf carts, and tackle.
Insider tip: This is a convenient one-stop option for groups with different interests because rentals, parasailing, fishing, and tackle are all available in one place.
Private Charters
Recommended
Four Keys Charters
Sarasota Bay / Multiple Pickup Areas
Locally owned private boat charters offering customizable sunset, dolphin, nature, sandbar, brunch, fishing, and group experiences around Sarasota Bay and nearby barrier islands.
Insider tip: Ask about the most convenient pickup point, options include Sarasota, Siesta Key, Longboat Key, and Anna Maria Island.
Dolphin & Eco Tours
Recommended
LeBarge Tropical Cruises
Downtown Sarasota · $$
A distinctive floating-island cruise boat offering sunset, sightseeing, dolphin and manatee, live-music, and private charter experiences on Sarasota Bay.
Insider tip: Arrive at least 30 minutes before departure; reservations open three weeks in advance.
Dolphin & Eco Tours
Recommended
Sarasota Bay Explorers
Lido Key
Marine-biologist-led eco cruises exploring Sarasota Bay wildlife, ecology, dolphins, seasonal manatees, and coastal history.
Insider tip: Choose the Sea Life Encounter Cruise for the most hands-on educational experience.
Parasailing
Recommended
Siesta Key Watersports
South Sarasota / Gulf Gate
A longtime Sarasota watersports operator offering parasailing, jet skis, boat rentals, dolphin and eco tours, banana boat rides, and private charters.
Insider tip: The operator moved to this new waterfront location in May 2026; use the Tamiami Trail address rather than older Stickney Point listings.
Movie Theater
CMX CineBistro Siesta Key 7
South Sarasota / Gulf Gate
Seven-screen dine-in cinema near Siesta Key combining reserved recliner seating with in-theater food, drinks and a full bar.
Insider tip: Treat this as both dinner and a movie; age restrictions vary by showtime, especially after 8 PM, so check the current policy before booking.
AMC Bradenton 20
Bradenton
Large Bradenton multiplex with reserved seating and a broad mainstream film schedule, including premium projection and accessibility options.
Insider tip: A practical full-size multiplex option when guests want the widest mainstream showtime selection rather than an independent cinema.
amctheatres.com/movie-theatres/tampa-st-petersburg/amc-bradenton-20
Burns Court Cinemas
Downtown Sarasota
Independent Sarasota Film Society cinema in the Burns Court district, known for art-house, foreign, independent and selected first-run films.
Insider tip: Best for guests who prefer independent and specialty films over the standard multiplex experience.
Lakewood Ranch Cinemas
Lakewood Ranch
Sarasota Film Society cinema on Lakewood Ranch Main Street with six auditoriums showing independent, art and selected mainstream films.
Insider tip: An easy movie-and-dinner pairing for Lakewood Ranch guests because it sits within the Main Street district.
Regal Hollywood - Sarasota
Downtown Sarasota
Downtown Sarasota multiplex showing current releases and special-event cinema with recliner seating, laser projection and stadium seating.
Insider tip: Free parking is available for Regal guests at the One Main Plaza parking garage; validate parking as directed by the theater.
Hours, prices, and details change. Call ahead to confirm before you go. Know a place we should add? Use the form below.