Car service to and from Shelter Island starts at $125/hr for a Mercedes-Benz S-Class sedan. Shelter Island is the Hamptons' only ferry-access community — Detailed Drivers handles ferry coordination, timing, and vehicle transport so you arrive without the logistics. Sunset Beach, Mashomack Preserve, Ram's Head Inn, and airport transfers with flat-rate pricing.
Shelter Island is accessible only by ferry. Detailed Drivers handles the timing and logistics — you sit in the back seat while your chauffeur drives onto the ferry.
Route: North Haven (near Sag Harbor) → Shelter Island
Crossing time: 10 minutes
Frequency: Every 15-20 minutes (summer)
Best for: Coming from Sag Harbor, East Hampton, Southampton, JFK
Route: Greenport (North Fork) → Shelter Island
Crossing time: 10 minutes
Frequency: Every 10-15 minutes (summer)
Best for: Coming from North Fork, wine country, Connecticut ferries
Shelter Island sits between the North and South Forks of Long Island — a 12-square-mile island with no bridges, no traffic lights, and a year-round population under 3,000. In summer, the population swells with visitors drawn to its privacy and natural beauty. As of 2026, Detailed Drivers serves 67+ cities.
Flat rates locked at booking. Ferry coordination included. No surge during summer or holidays.
| Service | Vehicle | Rate | Includes |
|---|---|---|---|
| JFK Transfer | Mercedes S-Class | From $185 | Flight tracking, ferry, tolls |
| ISP Transfer | Mercedes S-Class | From $115 | Flight tracking, ferry, 65-80 min |
| Manhattan | Mercedes S-Class | $400-$500 | Door-to-door, ferry, tolls |
| Hourly Hire | Sedan or SUV | From $125/hr | 2-hr minimum, on-island |
| Sag Harbor | Mercedes S-Class | From $85 | Ferry + 15 min drive |
Fixed pricing, ferry coordination, professional chauffeurs, 24/7.
Last Updated: March 2026
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