Whale Head Bay to Monkey Island is a 7 mile loop trail located near Corolla, NC and is rated as moderate. The trail is primarily used for sea kayaking and is accessible year-round.
Put in is at the Whale Head Club in Corolla. There is a nice boat ramp with plenty of parking. The trip is recommended for kayaks only since the usual windy conditions make canoes hard to handle. If its windy, spray skirts are recommended. The recommended time to go is in the spring when hundreds of great blue herons, egrets and other wildlife is nesting on the island. The trip is mostly in open water so be prepared for 1 to 2 ft waves. You are not allowed to set foot on the island since it is a nature preserve but you will have ample opportunity to view the wildlife from your boats.