Shelter Island Car Service

Car service to Shelter Island starts at $120/hr for an Business Sedan, $150/hr for a First Class SUV, $230/hr for a Mercedes-Benz S-Class, and $240/hr for a Mercedes Sprinter. Point-to-point minimums: Sedan $130, SUV $150, S-Class $300, Sprinter $540. JFK transfer with ferry coordination from $365, ISP from $245, Manhattan from $475. Ferry fares are billed separately and vary by vehicle class. All rates are fixed. Call (888) 420-0177.

Shelter Island is accessible only by ferry. North Ferry runs from Greenport (North Fork) every 10-15 minutes in summer. South Ferry runs from North Haven (near Sag Harbor) every 15-20 minutes. Detailed Drivers coordinates ferry timing — your chauffeur drives onto the ferry with you aboard. The crossing takes 10 minutes. Your chauffeur knows which ferry is fastest based on your origin.

Yes. Your chauffeur times arrival at the ferry dock to match the next departure. We monitor ferry schedules in real time — North Ferry runs from Greenport approximately 5:40 AM to 11:45 PM in summer, South Ferry from North Haven 6:00 AM to 1:45 AM. Ferry fare is billed separately: roughly $15-25 per car, $2 per passenger. Your chauffeur handles the line and the fare.

Uber and Lyft do not reliably serve Shelter Island. The island has roughly 2,400 year-round residents, and few drivers are on the island itself. Getting to the island by rideshare requires either the driver to take their car on the ferry (adding $15-25 in ferry fare to the fare meter) or for you to change cars at the ferry landing — neither is reliable. Detailed Drivers provides a guaranteed, pre-booked vehicle that handles the entire trip.

Yes. Detailed Drivers operates 24/7/365 including summer, holidays, and late nights. Note that ferries stop running for 3-4 hours overnight — last North Ferry is around 11:45 PM, last South Ferry around 1:45 AM. Early morning departures before ferry service require overnight positioning of the vehicle on the island, which we arrange when booked in advance. Call (888) 420-0177.

Business Sedans (Cadillac XTS, 3 passengers, $150/hr), First Class SUVs (6 passengers, $150/hr), Mercedes-Benz S-Class sedans (3 passengers, $230/hr), and Mercedes-Benz Sprinter Vans (up to 14 passengers, $240/hr). All vehicles board both ferries. Sprinter Vans are especially popular for multi-passenger Ram's Head Inn and Pridwin Hotel arrivals.

Shelter Island is approximately 100 miles from JFK International plus a 10-minute ferry crossing. Via South Ferry from North Haven: Route 114 south → Route 27 → Sunrise Highway → Southern State Parkway → JFK. Total travel time off-peak: 2 hours to 2 hours 30 minutes, plus the ferry. Summer Friday JFK→Shelter Island can stretch to 3.5 hours. Our chauffeurs build ferry-schedule buffers into the arrival plan.

Yes. Wedding transportation includes guest transfers from Manhattan or airports to the ferry dock, ferry coordination for multi-vehicle groups, and island-side transportation to venues like Ram's Head Inn, Pridwin Hotel, Sunset Beach, and private estates. For weddings with 50+ guests, we stagger vehicle arrivals across multiple ferry departures. Corporate accounts available. Call (888) 420-0177.

Sunset Beach (André Balazs waterfront hotel/restaurant), Ram's Head Inn, Pridwin Hotel & Cottages, Shelter Island Country Club, Mashomack Preserve trailheads, Dering Harbor, Shelter Island Heights, and private estates throughout the island. Our chauffeurs are familiar with Crescent Beach, Shell Beach, and Route 114 protocols for each venue.

Yes. Orient Point–New London cross-sound ferry connects Long Island's North Fork to Connecticut. Our chauffeurs coordinate multi-leg ferry itineraries: pickup in Connecticut → cross-sound ferry → 10-minute drive to Greenport → North Ferry to Shelter Island. We handle both ferry schedules and all associated fares. Call (888) 420-0177 for custom routing.