Best results for Trolley Tours

Sip wine, spirits, and beer with lunch on a 4.75-hour trolley tour

Rent a single kayak with high back support, plus free Dewey Beach delivery

Rent a kayak and paddle around Hilo Town, with life vests and maps included

Ride from Miami to Key West and back in one day

Explore St. Augustine at your own pace with a private street cart for up to six people.

Savor regional wines at two wineries and enjoy a buffet lunch on a scenic trolley ride.

Taste Door County wines and ride a chauffeured trolley to springtime scenic overlooks

Join an interactive circus-themed whodunnit on a rolling Sarasota trolley

Sip handcrafted cocktails with lunch on a chauffeured trolley

Explore interactive exhibits and artifacts from Joliet’s past with access to galleries for all ages

Spend the day in Key West, plus a free 3-hour South Beach bike rental

Join a narrated museum tour with docent insights and access to historic rail cars

Rent a beach cruiser on Tybee Island with free delivery and pick up

Chase bass and coastal species on a 4-hour guided canal trip for up to 3

Rent a street-legal kart and tour St. Augustine’s historic district at your own pace

Rent an indoor railcar hall for events up to 150 guests

Ride an old-time trolley to three Door County lighthouses, with guided tours and lunch

Hear Door County’s notorious crime stories on a 3.25-hour trolley tour

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

Ride the Door County shoreline and learn its lakeside history

Hear insider stories on a behind-the-scenes Minneapolis trolley ride

Tour Minneapolis Gilded Age mansions with inside-and-out architecture views

Kayak across Grapevine Lake, then ride the trolley back with ice cream

Sip a drink and hear haunted tales on a chauffeured trolley