things to do in Siesta Key, FL

Experience dolphins, sandbars, and a relaxing sunset cruise in the bays of Anna Maria Island.

Cruise to Egmont Key for shelling, snorkeling, and a Florida state park stop

Cruise local sandbars and look for dolphins from Bradenton Beach Marina

See Sarasota’s Art Deco, Mediterranean Revival, and Mid-Century Modern architecture by van

Cruise to Egmont Key for shelling, snorkeling, and beach time on a private boat

Cruise Sarasota Bay on a private dolphin eco tour aboard the Anna Maria Explorer

Cruise Anna Maria Sound at sunset on a 2-hour dolphin-watching boat ride

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

Sing 70s & 80s hits on a trolley with a bar stop at 99 Bottles

Take the controls of a locomotive for an hour

Join a marshal-protected train ride with a robbery twist

Ride an open-air train to the pumpkin patch for games, hay rides, and pumpkin picking

Assigned First-Class Seats for a Pumpkin Patch Rail Trip

Reserve a private caboose for your group’s pumpkin patch train outing

Watch a Civil War battle unfold from aboard a heritage train

Ride in your own caboose for a festive North Pole outing

Sing along, sip cocoa, and see Sarasota's holiday lights from Dolly the Trolley

Ride a singing trolley to Fiorelli Vineyards for six wines, music and garden time

Explore Venice and Nokomis landmarks with local stories from guide Ronnie

Take in Sarasota’s seasonal light displays from the comfort of a festive trolley

Spend the day immersed in live blues music at GT Bray Park

Ride in first-class comfort to the North Pole for holiday activities and a Santa visit

Settle into air-conditioned coach comfort before a North Pole holiday celebration

Ride open-air coaches to the North Pole for holiday activities and a visit with Santa