Clearwater Jolley Trolley

The Jolley Trolley is Clearwater's rolling landmark — a nonprofit fleet of vintage-style trolleys with oak interiors and gleaming brass trim, running public beach routes seven days a week and hiring out for private charters that name weddings first on the list. Cars come air-conditioned or open-air, seat up to 38, and most are ADA accessible; the drivers bill themselves as concierges on wheels.

For a barrier-island wedding, this solves the least romantic problem — moving a guest list across the causeway on a Saturday — with the most romantic vehicle available, and the charter team explicitly accommodates wedding touches like flower arrangements aboard. Quotes run through the charter form; as a not-for-profit, every fare supports keeping cars off the beach roads.