Where pickups start. Naples requests most often begin in Downtown Naples/Fifth Avenue South, Third Street South, Pelican Bay and Vanderbilt Beach. Give the dispatcher a street address or a named lot entrance, not just the neighborhood—drive time, staging, and the vehicle's approach all depend on the exact curb.
Where groups go. Destinations named for Naples include Artis—Naples (Baker Museum and Phil), Naples Botanical Garden, Tin City, Mercato and Fifth Avenue South dining. Each has its own loading rules; ask the venue where a bus or limo can wait, and agree on a meeting corner in case the curb is blocked when the group comes out.
Dates that fill first. Local calendars around Naples Winter Wine Festival, Stone Crab Festival, Naples Art Show and Mercato concert series concentrate demand on a handful of weekends. Those dates are worth quoting early; confirm the current schedule with the organizer, since this list is not a live calendar.
Itineraries groups ask about. Fifth Avenue South dining crawl; Third Street South gallery walk; Naples to Marco Island; Mercato nightlife loop. Share your version with every stop in order and an honest end time so the quote covers the whole block.
Beyond Naples. Trips that continue into Boca Raton, Bonita Springs, Boynton Beach or Brandon are quoted as one itinerary. The Florida guide covers statewide staging and long-distance planning.