Jack Bay

Location:South Shore – East
Recommended for Massage: No
Pros: Unspoiled, quiet, good snorkeling, beautiful trails for hiking
Cons:  No amenities

Jack Bay Beach is part of The Nature Conservancy’s east end property. From the Grapetree beach head east following the shore (more or less). Drive slowly in this neighborhood until you see a Nature Conservancy sign on your left. You need to hike about 1/2 to 3/4 mile to get to the beach. There are marked trails to Jack Bay, Isaac Bay, Goat Hill, and Point Udall, though trailhead sign now directs you to the Isaac Bay Access. Fantastic secluded stretch of white sand and nice snorkeling. Small A-frame shelter, but no amenities. You can continue on the trail over the shoulder to Isaac Bay and on to Point Udall. Accessibility issues prohibit us from offering massage on Jack Bay.

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Isaac Bay

Location: South Shore – East
Recommended for Massage: No
Pros: Unspoiled, quiet, good snorkeling and hiking
Cons:  No amenities

Isaac Bay Beach can be reached further along the trail from Jack Bay, but the recommended access is from the north east shore road (route 82) to Point Udall. The new access trail begins at a paved parking area on the right, just before the Point Udall Monument, above East Bay. Follow the trail down to the right as it wraps around the hill over to Isaac Bay with stairs down to the beach. Very secluded and spectacular. No Amenities, but some temporary shade structures are often in place. Accessibility issues and lack of suitable shade prohibit us from offering massage here.

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East End Bay

Location: South Shore – East
Recommended for Massage: No
Pros: Unspoiled, quiet, scenic
Cons:  No amenities, no good sandy entry, rough waters

East End Bay is accessible from the same turn-out/parking area as Isaac Bay, near Point Udall. Follow the trail down around the hill to the right, then take one of the short spur trails down to the back on your left. There are lots of rocks and cobbles. Not good for swimming or snorkeling, but the sea turtles love it and lots of Hawksbills and Greens nest here during the summer and fall. No amenities.

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Boiler Bay

Location: North Shore – East
Recommended for Massage: No
Pros: Unspoiled, quiet, snorkeling
Cons:  No amenities

Boiler Bay is the first accessible beach west of Point Udall on the north shore. Take the road toward Cramer’s Park and Pt. Udall (route 82), about half way from Carmer’s to the Point there is a dirt turn-out/parking area, a short trail to the right leads down to a beach with very nice snorkeling. Can be rough if swells are from the north, but fringing reef protects the shallows. No amenities. Not sufficient shade for massage.

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Cramer’s Park

Location: North Shore – East
Recommended for Massage: No
Pros: restrooms, pavillions, picnic areas
Cons:  Can be loud on weekends

Cramer’s Park has a large beach with easy entry, restroom facilities, pavilions and picnic tables. It is about a mile east of the 3-way intersection where the East End Rd (route 82) meets the South Shore Rd (route 60). Big party spot for locals on week-ends, often with loud boom-box music.

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Smuggler’s Cove

Location: North Shore – East
Recommended for Massage: No
Pros: quiet, shaded areas
Cons:  road access can be difficult

Smuggler’s Cove is a small beach on the road to Point Udall (the easternmost point of the US), just past the intersections of routes 82 and 60, heading east on the left. The dirt road drops off sharply from the main road, so go really slowly, or park across the street and walk down. No amenities.

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