Best results for Longboat Key FL

Join a shared 2-hour cruise on South West Florida waters with BYO drinks and coolers provided

Enjoy flexible 2–8 hour rentals to get on the water

Watch vibrant Gulf Coast colors unfold while you relax on a comfortable pontoon at dusk.

Book your own private tiki boat near John’s Pass for 2, 3, or 4 hours

Cruise to Shell Key Island and Egmont Key for shelling, snorkeling, and dolphin spotting

Cruise Madeira Beach for 2 hours on a tiki boat at sunset

Rent an adult bike and ride Gulf Blvd. for 4 hours to 7 days

Rent a paddle board in Madeira Beach for 2–8 hours

Get out on the water with flexible 2–8 hour kayak rentals

Get on the water with flexible 2–8 hour paddle board rentals

Paddle a private sunset route with a dedicated guide in Sarasota Bay

Ride the latest 3-seater jet skis and enjoy hassle-free fun on the water.

Cruise with up to 13 friends on a spacious pontoon equipped for sandbar hopping

Customize a private 3–6 hour cruise to Egmont or Passage Key with snorkeling and sightseeing led by experienced captains

Practice yoga on a paddleboard and connect with nature in a tranquil setting.

Explore mangrove tunnels by kayak or paddleboard with experienced guides in Neal Preserve.

Rent a pedal kayak and explore Sarasota Bay with all gear and safety equipment included.

Experience custom deep sea fishing with comfort and flexibility on a private charter.

Discover Sarasota’s unique architectural styles on a guided 90-minute air-conditioned tour.

Visit Pinecraft to learn about Amish traditions and culture

Ride an air-conditioned trolley at night for musical ghost stories and Sarasota history in October.

Ride a Sarasota metaphysical trolley tour with sound healing and mini tarot readings

Cruise the Gulf Coast and look for dolphins and other marine life

Cruise to Sand Dollar Island for shelling and a sunset ride back