Passing Hampton Bays on the Sunrise Highway, stay to the right and keep a careful eye out for the Shinnecock Canal. Immediately after you go over the canal, make the exit marked Shinnecock on the right and curve around to where it meets North Highway. You have to go either left or right. There used to be a bypass route turning right, but that is now closed off. Instead, turn left for 500 yards and you will be at the entrance to the Old Shinnecock Bridge at Route 27A. Turn left so you are heading east on 27A (Hill Street) and proceed 5 miles, passing the college on your left and the Shinnecock Indian Reservation on your right and make a right on Halsey Neck Lane, and take it through the stop signs for 1 mile all the way down to where it ends at the ocean. Turn left and take Meadow Lane until it curves left and offers a right onto Gin Lane. Continue on Gin Lane 1 mile stopping at stop signs until it ends and make a left on Old Town Road. Go 1 mile it its end, make a quick right onto Hampton Road and then an immediate left onto David White's Lane. If you don't take the immediate left, you go down the Montauk Highway 1 mile into downtown Water Mill.

Head east out of the center of Southampton on Hampton Road and after ½ mile make a left onto David White's Lane. Follow David White's Lane ½ mile until you cross the railroad tracks and come to the County Road 39 traffic light. Cross County Road 39 and make the second right just a few hundred yards up onto Seven Ponds Road. Follow Seven Ponds Road ½ mile until you come to a three pronged fork. The middle prong is Lower Seven Ponds Road and you take that 1/4 mile to its end make a left on Head of Pond Road. Take that ½ mile until it ends at Deerfield Road, take a left on Deerfield then a quick right onto Head of Pond Road (again) and continue along it 3/4 mile to its end at Scuttlehole Road. Turn left on Scuttlehole Road and go 1 mile to the roundabout at Mitchell Lane, go around the roundabout a quarter the way, then turn right. Less than 20 yards north of the railroad underpass, Mitchell merges with Butter Lane so continue on Butter Lane under the tracks and then go straight 1/4 mile until the traffic light with the Montauk Highway. Going straight takes you into downtown Bridgehampton.

Driving east out of Water Mill, make a left onto Scuttlehole Road just past the HESS Station. Continue along Scuttlehole Road for 3 miles, passing Mitchell (go around the roundabout there) and Butter Lane on your right, and then turning right onto Lumber Lane. Take Lumber Lane 1 mile until it crosses the railroad tracks and then immediately make the first right onto Narrow Lane. Take it one block to the Sag Harbor Turnpike, make a quick left and right and you are continuing along Narrow Lane. Stay on Narrow Lane for ½ mile until it ends at Sagg Road. Turn right on Sagg Road, go over the railroad tracks and continue for 1/4 mile and you arrive at the traffic light on the Montauk Highway (Route 27) and you have bypassed Bridgehampton. Turn left and drive 3 miles into downtown East Hampton.

A better and more scenic way to bypass Bridgehampton is to arrive at the Montauk Highway heading south while on Butter Lane, go straight through the light and make the first left onto Hildreth Lane. Go 1/4 mile to where it ends at Ocean Road, make a quick right and a left - less than 20 yards down - then continue along Sagaponack Road 1 mile until that ends at the two room schoolhouse on your left, and turn right onto Sagg Main. Go a few hundred yards, pass the Sagg Store on your right and just past it make the left onto Hedges Lane, continue on for 1 mile until that ends at Town Line Road, turn right for 200 yards, then left onto Wainscott Main Street, continue on ½ mile to a left onto Sayres Path, Wainscott Stone Road turns immediately to the right, Follow Wainscot Stone Road until it ends at the Montauk Highway ½ mile up. Turn right here and drive 1 ½ miles to downtown East Hampton.

Coming into East Hampton from the west on the Montauk Highway, turn left at the traffic light at Highway Behind the Lots. That will after 1 mile bear to the right, then immediately turn left onto King Street. Go one block, turn right onto Newtown Lane, then the next left onto Cooper, then after 1 mile dead-end on Cedar Street. Turn right on Cedar until it dead-ends ½ mile away onto North Main Street, where there is a traffic light. Turn left and go past Nick and Toni's on the right, then go right onto Springs Fireplace Road, and 200 yards up, turn right onto Floyd Street. Floyd Street goes 200 yards and then ends at a T where you can go right or left or sharp left. Don't take the sharp left (which is Accabonac Lane). Just the regular left onto Town Lane, and follow it for 3/4 mile to Abraham's Path and make the right. Go 1/4 mile down Abraham's Path to cross the railroad tracks and come to the traffic light at Montauk Highway. Downtown Amagansett is ½ mile to your left.

As you come south down Abraham's Path from Town Lane, (see bypass East Hampton north) come across the tracks to the traffic light and then go straight. One block down, turn left onto Skimhampton Road which almost immediately merges into Further Lane. Continue about 200 yards until it ends at Indian Wells Highway, turn right, then an immediate left onto Bluff Road and stay on Bluff Road for 1 mile until it ends, merging into the Montauk Highway heading east out of Amagansett toward Montauk 10 miles away.

While on Town Lane heading east (see bypass East Hampton North), continue east past Abraham's Path for 1 mile until you get to Deep Lane on the right. Turn right, and go 1 mile with it as it curves around to the left, then dead-ends at Old Stone Highway where you make a right. Go south toward the ocean on Old Stone Highway for 1 mile until that ends just as it crosses the railroad tracks. You cross the tracks, go 30 feet, make a right, go 100 feet, make a left, and then another left and you are on the Montauk Highway having bypassed Amagansett heading for Montauk 11 miles away.