Hachijōjima (八丈島) is an island in Tokyo prefecture, some 300 kilometers south of Tokyo with 8,000 residents. Its dialect is on the list of UNESCO endangered languages.
Tokaikisen  operates a daily overnight ferry from Tokyo's Takeshiba pier, near the Daimon metro station. Leaving Tokyo at 22.30, and arriving at 9.30 - prices vary seasonally but expect to pay around ¥9000 for a reclining seat.
ANA (All Nippon Airways) flies between Haneda airport in Tokyo and Hachijōjima up to four times a day. Prices vary seasonally, but expect to pay around ¥25-30,000 return. You can get around this by booking on the english version of the Japanese site. From this you will have access to the lowest fares.
Most accommodations have bikes for hire, and there are several rent-a-car agencies on the island. Public bus has very infrequent service, as few as 2-3 times daily in some areas. "BUSPA" is a 2-day pass for public bus and onsen. There are some taxies. Fuji hire phone=04996-2-0416 has drivers who speak good English.
Hunt for for glow in the dark mushrooms, diving, snorkeling, and trekking to secret waterfalls in the mountains.
The island is covered by major mobile networks, including docomo, au and softbank. Some areas have weak connection. TV channels are the same ones as in Tokyo. Free public wifi is very limited, but found at the Tourist Information Office  in Okago.