Start in New York and trace coastal legends to the ends of Long Island. Use I‑495 (LIE) east for Montauk, leave early for lighter traffic, and watch for fog rolling off bays near dawn and dusk. Hola Car Rentals includes flexible, all‑inclusive options—ideal for a weekend of beacons and ghost stories.
Montauk, Fire Island & Sleepy Hollow—one loop
JFK launch. Collect your car rental or, for UK readers, browse car hire. The Avis pick‑up at JFK is convenient if you like an express hand‑off. Pack layers; ocean wind chills fast at overlooks.
Montauk Point. Follow I‑495 to NY‑27 east. Parking lots near the lighthouse fill on clear weekends—arrive early and keep an eye on posted fees. Respect barriers on cliff paths and keep drones grounded where restricted.
Fire Island Lighthouse. Drive Ocean Parkway to Robert Moses State Park and park in the signed field; most Fire Island communities restrict vehicles. Walk the boardwalk to the tower and keep beach driving out of your plan unless you hold the proper permits.
Sleepy Hollow finish. Aim west via the Southern State or Northern State to the Hudson River. Expect cashless tolling on major crossings; ensure your payment method is set. Evening parking around the Old Dutch Church is easier in posted lots; avoid curb hopping on narrow historic streets.
What to drive. A minivan for families stows snacks, jackets, and tripods while keeping views clear. Use adaptive cruise only where lanes are well marked, and dim interior screens for night drives.
When you’re ready, Hola Car Rentals offers transparent pricing, Free Cancellation up to 48 hours before pick‑up, and perks like cashback on tolls—so the only chills are from the ocean breeze.
