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(910) 549-1327
Upcoming Trolley Adventures
Themed parties, mystery cruises, history rides & more — each event is different, but every ride is unforgettable.
Limited seating • Events change monthly • Click an event below for more details
What to Expect on Your Trolley Cruise
* Hosted Experiences
Games, music, or themed entertainment led by our onboard host
* Approx. 2–3 Hours
Length varies by cruise type and charter
* Limited Seating
Small groups for a more personal, fun experience
Looking for more info? Click Here!
Upcoming Cruises
The Thrift & Treasure Trolley Sanford EditionSat, May 16Piggly Wiggly
Sips, Secrets, & Lavender PicksSat, May 23Piggly Wiggly
Mama Needs a Mimosa: Boozy Brunch & Blooms CruiseSat, May 30Whispering Pies
Echos of the Pines ~ Brunch & HauntingsSun, Jun 07Whispering Pies
Fire Up Summer ~ Firehouse & Ice Cream Kidz CruiseTue, Jun 09Whispering Pies- Sips, Secrets, & Lavender PicksSat, Jun 13Piggly Wiggly
50 Shades of Pink Pajama PartySat, Jun 13Double Eagle Indoor Golf & Lounge- Fire Up Summer ~ Firehouse & Ice Cream Kidz Cruise (1)Tue, Jun 16Whispering Pies
Pour Decisions: Sip, Roll, & SavorFri, Jun 19Whispering Pies
🤙 Fins Up Summer Kickoff 🦜Fri, Jun 191901 Lounge
Namast’ay on the Trolley: Calm Your Caboose Wellness CruiseSat, Jun 20Piggly Wiggly
80’s Summer Boozy CruiseFri, Jun 26Double Eagle Indoor Golf & Lounge
Blind Pelican Bloody Mary BashSat, Jun 27Piggly Wiggly
Aloha Zoo AdventureThu, Jul 09Piggly Wiggly
Roper Romp Boozy CruiseSat, Jul 111901 Lounge
Save a Horse… Ride the Trolley: 90’s Country EditionFri, Jul 171901 Lounge
Naked…ISH & Afraid: Survival CruiseSat, Jul 18Double Eagle Indoor Golf & Lounge
Don’t Stop ’Til the Trolley Stops: A King of Pop Tribute CruiseFri, Jul 24Double Eagle Indoor Golf & Lounge
Ice Ice Ice CoffeeSat, Jul 25Southern Pines Brewing Company- Echos of the Pines ~ Brunch & HauntingsSun, Jul 26Whispering Pies
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